Winter Springs Florida Homes for Sale

Winter Springs Florida Homes for Sale

$178,900
2 Beds 2 Baths V4950741 MLS 311 BLDG.
Virtually Staged. Enjoy life in this beautiful, recently renovated 2 bedroom, 2 bathroom patio home located in the beautiful Indian River community in Winter Springs. Welcome to a low maintenance lifestyle with the Condo Assn maintaining the lawn, sparkling community pool and clubhouse, tennis courts. This Central Florida location, near roads 434, 419 and 17/92, provides convenient access to the Winter Park restaurant and shopping district, other restaurants, shopping such as Publix, plus the Oviedo Mall and Advent Hospital. It is also only a 25 minute drive to the University of Central Florida and, so, is perfect for Faculty or Students! There are multiple parks in the area, such as Mount Greenwood Park and Big Tree Park, which host many activities throughout the year. The newly installed kitchen and freshly painted interior looks beautiful. One of the standout features of this home is the private outdoor space. The fenced patio area creates a comfortable spot for morning coffee....... ......container gardening, pets, outdoor dining, or relaxing at the end of the day. The included storage shed at 6 ft by 4 ft adds valuable functionality, offering extra space for tools, bikes, surfboards, or outdoor equipment. Indian River offers a peaceful residential setting known for its convenient access to parks, trails, shopping and dining. With its newly renovated interior, efficient 2-bedroom layout, private fenced outdoor space, storage shed, and desirable Winter Springs location, this condominium patio home offers comfort, convenience, and low-maintenance living in one of Seminole County's most appealing areas.

311 San Miguel Street Unit 311, Winter Springs

$797,500
3 Beds 2 Baths O6431657 MLS
ONE OF A KIND! Stunning Renovated Lakefront Home on a Private 2 Acre Peninsula – Welcome to your fully reimagined lakefront retreat at 1450 Bird Road in the heart of Winter Springs. Nestled along the serene shores of Lake Tony, this highly detailed, professionally rehabbed home blends modern luxury with timeless Florida charm. From the moment you arrive, you’ll notice the thoughtful craftsmanship and attention to detail throughout. The home has been completely renovated from top to bottom, featuring a bright, open-concept layout with abundant natural light and stunning lake views from multiple living spaces. The designer kitchen is a true centerpiece, showcasing amazing cabinetry, premium quartz countertops, stainless steel appliances, and a spacious island perfect for entertaining. The living and dining areas flow seamlessly, creating an inviting space for gatherings or quiet evenings overlooking the water. Retreat to the primary suite, where you’ll find a spa-inspired bathroom with high-end finishes, elegant tile work, and a relaxing atmosphere designed for comfort. Most appealing is the OVER-SIZED FAMILY/ FLORIDA ROOM, multiple spaces with FULL LAKE VIEWS! Additional bedrooms offer flexibility for guests, family, or a home office. Step outside to your private backyard oasis, where you can enjoy peaceful mornings or breathtaking sunsets on Lake Tony. Whether you’re kayaking, fishing, or simply unwinding by the water, this property offers the ultimate lakefront lifestyle. Additional upgrades include updated systems, modern fixtures, and quality finishes throughout—providing peace of mind and move-in-ready convenience. Located in a desirable Winter Springs neighborhood with easy access to top-rated schools, parks, shopping, and dining, this home is a rare opportunity to own a turnkey lakefront property offering a Lot-Split Option where you could build another home. Don’t miss your chance to experience luxury living on Lake Tony—schedule your private showing today.

1450 Bird Road, Winter Springs

$1,150,000
4 Beds 4 Baths O6432296 MLS
Virtually Staged. This remarkable, tenderly loved estate home is situated on over an acre in Tuscawilla’s most coveted neighborhood, Bear Creek Estates. Homes in this gated upscale neighborhood are rarely available to purchase! With nearly 4000 square feet of thoughtfully designed living space, the home combines dramatic architecture, generous proportions, and a substantial, well designed floor plan with an abundance of natural light. Drive up the circular paver driveway to see this custom built, one of a kind, impressive single-story residence that makes an elegant statement from the minute you arrive. Open the door to a grand entry that immediately sets the tone with soaring ceilings, marble flooring and impressive formal living and dining entertainment spaces. You will love the well designed fully equipt custom kitchen that overlooks a massive family room with fireplace. With 4 huge bedrooms and 3 1/2 baths plus an enormous office/ 5th bedroom/study/ media room/ with a giant closet, the possibilities are endless! The giant primary suite is a private retreat with an enormous walk in closet and an attractive en-suite bath with the expected luxury home components. Step out of the suite’s french doors to a romantic evening under the private covered patio overlooking the elegant pool. All of the other bedrooms are extremely large with ample closet space. One of the guest rooms could be a second primary suite with it's private en-suite bath, walk-in closet and sliding glass door to the pool. Two wood-burning fireplaces bring warmth and character to the living spaces. With expansive rooms and high ceilings, this home offers the kind of architectural detail rarely found in newer construction. The focal point of the property is the enormous pool. Enveloped by generous lounging and gathering areas, the pool, patio and other outdoor areas extend the home's living space and reinforce the sense of privacy and scale found throughout. The huge backyard is great for youngsters to play, dogs to run and fun family time outside. And yes!… your cars will adore the oversized 3 car garage! Some of the practical updates include two newer A/C systems installed in 2021 and 2022 and a roof replaced in 2017. This amazing upscale pool home is ready for simple (or extravagant) upgrades of your choosing! So Many of the neighbors have done expansive renovations to their homes, affording you the opportunity to add as many upgrades that you wish without over improving. This estate home is distinguished not by one feature, but by the way all of its spaces fit together. Grand where it should be, comfortable where it matters, and filled with character that simply cannot be replicated by today's cookie-cutter construction. Come explore…make this home your dream home!

738 Bear Creek Circle, Winter Springs

$275,000
3 Beds 2 Baths S5155512 MLS
Welcome to this beautifully updated 3-bedroom, 2-bath home in the desirable Deer Song community of Winter Springs! Offering 1,105 square feet of thoughtfully designed living space, this move-in-ready home combines modern updates, smart-home technology, energy efficiency, and comfortable Florida living. Step inside to a bright, welcoming interior featuring fresh paint throughout and an updated kitchen with stainless steel appliances and a Samsung Smart Refrigerator with Family Hub Touchscreen. Both bathrooms have been fully updated with modern finishes and smart mirrors, adding style and technology throughout the home. Major improvements include a complete whole-home re-pipe in 2023, and an HVAC UV light system designed to support indoor air quality. Step outside to the screened-in back porch with newly finished epoxy flooring—the perfect place to relax and enjoy the private backyard. A separate storage shed provides additional space for tools, outdoor equipment, and more. Enjoy the benefits of energy-efficient living with solar panels that help keep monthly electric costs low and best of all, the solar panels will be paid in full by the seller at closing Enjoy access to the community pool and a convenient Winter Springs location near shopping, dining, parks, recreation, A-Rated Seminole County Public schools, and more. Come see what makes 272 San Gabriel Street such a sweet place to call home!

272 San Gabriel Street, Winter Springs

$374,900
3 Beds 3 Baths O6432123 MLS
Welcome to this beautifully updated 3 bedroom, 3 bath home nestled in an established Winter Springs community! Conveniently located near shopping, dining, parks, and major roadways, including SR 417 and I-4, this home combines comfort, style, and an incredibly versatile floor plan. Freshly painted inside and out, the home features new carpet, updated bathrooms, and spacious living areas filled with natural light. The beautifully updated kitchen showcases soft close cabinetry, quartz countertops, stainless steel appliances, and a modern tile backsplash. A unique kitchen opening overlooks the adjacent nook and provides views of the outdoors, creating an open and connected feel. The spacious living room is designed for both relaxing and entertaining, featuring a wood burning fireplace, ceiling fan, and large windows overlooking the lush backyard. The versatile bedroom layout is truly a standout feature. One bedroom and a full bathroom are located downstairs, while the two upstairs bedrooms each feature their own private en-suite bathroom, providing excellent privacy and flexibility for family, guests, or a dedicated home office or guest space. Sliding glass doors lead to an impressive elevated balcony, while the lower level provides additional patio space for enjoying the peaceful outdoor setting. Step outside and enjoy a private backyard surrounded by mature tropical landscaping and no rear neighbors, creating a peaceful Florida retreat. A two car garage and durable tile roof add even more appeal. With its stylish updates, unique floor plan, private outdoor spaces, and exceptional bedroom configuration, this Winter Springs home is a rare find that combines space, comfort, privacy, and functionality. Schedule your private showing today!

662 Nighthawk Circle, Winter Springs

$439,900
3 Beds 2 Baths O6431993 MLS
Welcome home to this beautiful, move-in ready single-story residence situated in the highly desirable Greenbriar community in Winter Springs! Nestled along the manicured grounds near Tuscawilla Golf and Country Club, this updated 3-bedroom, 2-bathroom home features 1,587 sq. ft. of comfortable, functional living space with a 2-car attached garage. Major big-ticket improvements offer complete peace of mind, including a brand-new roof, new energy-efficient windows, a new water heater, and a 5-year-young HVAC system. Step inside to an inviting open layout filled with natural light and stylish upgrades throughout. The kitchen and bathrooms feature stunning quartz countertops, creating a fresh, modern aesthetic that makes daily living and entertaining a joy. The primary bedroom serves as a peaceful retreat complete with an updated private en-suite bathroom, while two additional spacious bedrooms offer perfect flexibility for guest quarters, a nursery, or a dedicated home office. Outside, enjoy a low-maintenance lot with mature landscaping and beautiful community surroundings. The Greenbriar neighborhood features tree-lined streets, a community park, and a sparkling pool—all zoned for top-rated Seminole County schools (Rainbow Elementary, Indian Trails Middle, and Winter Springs High). Conveniently located near shopping, dining, parks, and major roadways, this turn-key property is completely ready for its new owners—schedule your private showing today!

998 White Springs Lane, Winter Springs

$179,900
2 Beds 2 Baths O6431944 MLS 70 BLDG.
Virtually Staged. If you’ve been dreaming of a MOVE-IN READY home where you can enjoy scenic parks, peaceful walking trails, and beautiful green spaces, welcome to Baytree 9, one of the charming communities within the Highlands of Winter Springs. This WELL-MAINTAINED two-story, 2-bedroom, 1½-bath condo offers the perfect blend of comfort, convenience, and carefree Florida living. Ideally located near highly rated schools, top medical facilities, shopping, dining, and major roadways, you’ll enjoy easy access to everything you need while coming home to a peaceful, nature-filled setting. Inside, the thoughtfully designed open floor plan creates an inviting space for everyday living. The kitchen flows into the dining and living areas, while oversized sliding glass doors fill the home with natural light and lead to your private patio – an ideal spot to sip your morning coffee, unwind after a long day, or simply enjoy the tranquil surroundings. The updated kitchen features granite countertops, a breakfast bar, pantry, neutral tile flooring, and all appliances convey. Upstairs, you’ll find a spacious primary suite, a comfortable second bedroom, a shared bath with direct access from the primary suite, and a conveniently located laundry closet designed for everyday ease. Enjoy peace of mind with numerous recent updates, including a NEW A/C in 2023 and, in 2024, a NEW ROOF, WATER HEATER, stainless steel kitchen APPLIANCES, full-size WASHER and DRYER, carpet, blinds, and chair-height toilets. One of the greatest benefits of this home is its low-maintenance lifestyle. The HOA covers exterior and grounds maintenance, giving you more time to enjoy the community’s OUTSTANDING AMENITIES. Spend sunny afternoons at the clubhouse and pool, gather with friends at the picnic areas with grills, explore the scenic nature trails, or enjoy the playgrounds, volleyball, basketball, and tennis courts. Conveniently located just off SR 434 with easy access to SR 436, Highway 17-92, SR 417, and I-4, you can enjoy Cranes Roost Park, Altamonte Mall, Winter Park Village, and the boutiques and restaurants along charming Park Avenue. Whether you’re looking for your first home, an investment, downsizing, or searching for a low-maintenance lifestyle surrounded by nature, this exceptional condo is ready to welcome you home. Schedule your private showing today and discover why so many love calling the Highlands of Winter Springs home! This home may be under audio or video surveillance.

70 Moree Loop Unit 61, Winter Springs

$375,000
3 Beds 2 Baths O6431228 MLS
Virtually Staged. Welcome to the heart of Tuscawilla, one of Seminole County’s most desirable communities! This beautifully updated 3-bedroom, 2-bath home offers the perfect combination of modern updates, timeless character, and great location. Built with solid concrete block construction, this move-in ready home features a brand-new roof (2026), vaulted ceilings, a cozy wood-burning fireplace, and no carpet throughout for easy maintenance. The fully renovated kitchen is the centerpiece of the home, complete with stainless steel appliances, updated cabinetry, and a functional layout that opens seamlessly into the spacious living and dining areas, perfect for everyday living and entertaining. The floor plan provides privacy for the primary suite, while the inside laundry room and attached 2-car garage add convenience. Step outside to enjoy the screened-in back patio, an ideal space for morning coffee, evening relaxation, or entertaining friends while overlooking the peaceful backyard. Situated in the highly sought-after Wedgewood Tennis Villas within the Tuscawilla community, residents enjoy beautifully maintained surroundings, newly renovated neighborhood tennis courts, and an exceptional lifestyle just moments from Tuscawilla Country Club, offering golf, tennis, pickleball, dining, swimming, and social memberships. The Tuscawilla community is known for its tree-lined streets, parks, miles of walking and biking paths, and strong sense of community. Located within Seminole County's highly regarded school district, you'll also be just minutes from Trotwood Park, featuring a splash pad, playgrounds, sports fields, basketball and tennis courts, as well as the Cross Seminole Trail, one of Central Florida's premier destinations for walking, running, and biking. Shopping, dining, and entertainment at Oviedo on the Park are just a short drive away, with easy access to SR-417, UCF, Downtown Orlando, Orlando International Airport, Disney, Universal, and Florida's beautiful east coast beaches. Whether you're searching for your first home, looking to downsize without compromise, or simply want to enjoy the Tuscawilla lifestyle, this home checks all the boxes. Don't miss your opportunity to own this beautiful home in one of Central Florida's most established and sought-after communities! Schedule your private showing today. This is it!

787 Evert Court, Winter Springs

$549,900
4 Beds 3 Baths O6430772 MLS
Under contract-accepting backup offers. THIS METICULOUSLY MAINTAINED POOL HOME IN THE LUXURIOUS GATED COMMUNITY OF PARKSTONE IS MOVE IN READY! THE SPACIOUS OPEN SPLIT BEDROOM FLOOR PLAN OFFERS ABUNDANT NATURAL LIGHT WITH A GENEROUS KITCHEN OPEN TO THE FAMILY ROOM, OFFERING VIEWS OF THE POOL. STEP OUTSIDE TO YOUR OWN PRIVATE BACKYARD OASIS FEATURING A SPARKLING SOLAR HEATED POOL, RELAXING PROPANE HEATED SPA, (POOL & SPA RESURFACED IN 202O) NEW POOL PUMP ( 2020), SPACIOUS SCREENED LANAI, AND A VINYL PRIVACY FENCED BACKYARD. THE LANAI IS IDEAL FOR ENTERTAINING AND INCLUDES A FLAT SCREEN TV AND BUILT IN SPEAKER SYSTEM AS WELL AS A BBQ GRILL & COVER THAT CONVEY WITH THE HOME. A CHARMING GAZEBO PROVIDES THE PERFECT SPOT TO RELAX AND ENJOY THE FLORIDA LIFESTYLE. THE 3RD FULL BATH CONVENIENTLY HAS ACCESS TO THE POOL. INSIDE, YOU'LL APPRECIATE THE MANY QUALITY UPGRADES, INCLUDING THERMO INSULATED FRENCH DOORS WITH INTEGRATED BLINDS, A BEAUTIFULLY REMODELED MASTER BATH AND SHOWER (2023), AN IN WALL PEST CONTROL SYSTEM, RING DOORBELL & SECURITY SYSTEM. ENJOY PEACE OF MIND WITH MAJOR UPDATES INCLUDING A NEW ROOF (2020), NEW LARGER WATER HEATER (2021), AND NEW A/C (2016). HURRICANE SHUTTERS ON BOTH FRONT & REAR WINDOWS PROVIDE ADDED STORM PROTECTION, WHILE THE GARAGE OFFERS A WORKSTATION AND AMPLE STORAGE. THE PARKSTONE LIFESTYLE IS SECOND TO NONE, FEATURING A COMMUNITY POOL, TENNIS COURTS, PLAYGROUND, PARK, FISHING PIER, BEAUTIFUL WALKING TRAILS AND ACCESS TO LAKE JESSUP. EVEN BETTER, LAWN CARE IS INCLUDED IN THE HOA DUES, GIVING YOU MORE TIME TO ENJOY EVERYTHING THIS COMMUNITY HAS TO OFFER. PRIDE OF OWNERSHIP SHINES THROUGHOUT THIS EXCEPTIONAL HOME. CONVENIENTLY LOCATED NEAR TOP RATED SEMINOLE COUNTY SCHOOLS, PLENTY OF SHOPPING & DINING OPTIONS, PARKS AND MAJOR ROADS, THIS HOME TRULY HAS IT ALL. DON'T MISS YOUR OPPORTUNITY TO OWN THIS OUTSTANDING FLORIDA RETREAT-SCHEDULE YOUR PRIVATE SHOWING TODAY!

726 Seneca Meadows Road, Winter Springs

$369,900
3 Beds 2 Baths O6431416 MLS
Exceptional location in the heart of Winter Springs! Tucked away on a quiet cul-de-sac in the desirable Tuscawilla area of Winter Springs, this home offers an incredible opportunity to enjoy one of Seminole County's most sought-after communities. Known for its top-rated public schools, beautiful parks, and miles of walking and biking trails, Winter Springs consistently ranks among Central Florida's most desirable places to call home. Beyond the interior, the backyard is designed for enjoying the Florida lifestyle, featuring a screen-enclosed pool with plenty of space to relax, entertain, or spend quality time with family and friends year-round. Whether you're hosting summer gatherings, enjoying a quiet evening poolside, or simply taking advantage of Central Florida's sunshine, this outdoor retreat is sure to become a favorite destination. Enjoy being just minutes from Trotwood Park, Central Winds Park, the Cross Seminole Trail, Tuscawilla Country Club, shopping, restaurants, and everyday conveniences. Commuters will appreciate easy access to SR 417, SR 434, while still enjoying the charm of an established residential neighborhood. For added peace of mind, the home's major systems have already been updated, including a 2019 roof, 2020 A/C, and 2020 water heater, allowing the next owner to focus on enjoying everything this outstanding home & location has to provide! It's not just about finding your next home, it's about finding the right community, the right schools, and the right lifestyle. This rare opportunity places you in the center of it all. Schedule your private tour and discover why this address should be at the top of your list.

1350 Palo Alto Court, Winter Springs

$725,000
4 Beds 3 Baths O6429649 MLS
Under contract-accepting backup offers. Welcome to Northern Oaks a newer Winter Springs gated community that features an enclave of just 35 homes. You will love the privacy that surrounds this premium lot with no rear neighbors, water views in the rear and side of the home. Built in 2021 by Dream Finders Homes, you will absolutely fall in love with the open floor plan that connects the Great room, Dining Room and Kitchen all together. This turnkey 4 bedroom/3 bath property features ceramic wood plank tile flooring throughout, plantation shutters, a large covered lanai with a motorized screen overlooking the water, aluminum fencing that defines the backyard and a spacious 3 car garage. The gourmet kitchen will please the chef in the family with the oversized island, granite countertops, custom backsplash, stainless appliances, a pot filler to compliment the cooktop and a walk-in pantry with custom shelving. The alternate bedrooms are all a generous size with the front bedroom having a dedicated bathroom making it perfect for guests. The Primary suite includes dual custom closets for maximum space, enjoy the luxurious bathroom which has a huge walk-in shower & includes dual shower heads, a spacious dual vanity & separate water closet. The 3 car garage was set up with a workshop in the single bay with additional electrical outlets including a dedicated 220 volt. There are motorized ceiling shelving in the dual bay garage for maximum storage without the hassle of using a ladder. This prime location puts you close to highly rated Seminole County Schools, University of Central Florida, Central Winds Park, Oviedo on the Park, the Cross Seminole Trail and the 417 Expressway for a commute to the Beaches, Downtown or to the Airports. This home will appeal to your most discriminating buyer!

940 Talon Place, Winter Springs

$825,000
6 Beds 6 Baths O6428821 MLS
You will find this gem in a conveniently located smaller community on a beautiful corner lot with side entry oversized two car garage. This address will afford new owners a comfortable lifestyle in a spacious home for everyday, formal and entertaining living. The kitchen is a focal point with top of the line stainless steel appliances, double oven and solid wood cabinets and soft-close drawers. Enjoy your everyday meals in a separate eating area. The adjoining family room, complete with built-in book shelves and wood burning fireplace, will be the place for your relaxing hours. The larger than average six bedrooms (one currently used as office) with primary and office (or bedroom) downstairs will impress. The primary bedroom has two closets and an ensuite bathroom with double sinks, tub and separate shower. Plus there's a separate sitting area that can be used as office space, a reading nook or a quiet time retreat. Remaining four bedrooms (upstairs) include two with Jack and Jill full bathroom featuring dual sinks in between. Another upstairs full bath compliments the floor plan. All upstairs bedrooms are big and have large closets. Other outstanding features include a formal dining room and living room, and an all weather sunroom with adjoining outdoor kitchen that has a Jenn-Air grill. There is also an outside covered patio area. Last but certainly not least, the screened-in pool right outside your back sliding doors will provide welcomed cooling off on hot days and add to the many joyful memories this home will give you, your loved ones, friends and guests. Double-paned windows, separate air conditioning units (upstairs/downstairs) to help control temperature regulation and costs. Roof less than ten years old and new water heater. Enjoy the convenience of a downstairs laundry room (with sink), ceiling fans, central vac, lots of storage throughout and Rainbird lawn irrigation. Combine this well kept, move-in ready home with a location that affords easy access to major highways, airports (Orlando, Daytona, Sanford), beaches, central FL attractions, shopping, restaurants and UCF. This home is bound to exceed your expectations!

224 Huntridge Way, Winter Springs

$535,000
4 Beds 2 Baths O6427914 MLS
Under contract-accepting backup offers. Located in sought-after Oak Forest with NO HOA, this beautifully updated pool home offers an impressive list of improvements, a private backyard retreat, and an unbeatable location across the street from highly rated elementary and middle schools. With so much to offer, this is one you will want to keep on your radar! Inside, the heart of the home centers around a remodeled kitchen equipped with custom soft-close cabinetry, sleek stainless steel countertops and appliances, a breakfast bar, abundant storage and prep space, and French doors leading directly to the pool and lanai. The spacious primary suite offers a warm retreat with wood flooring, a walk-in closet, and a beautifully remodeled bathroom featuring modern cabinetry, quartz countertops, dual sinks, updated fixtures, and an oversized walk-in shower with custom decorative tile. The outdoor oasis is built for entertaining, featuring a fully-fenced backyard anchored by a heated, screened pool with a pebble-tec finish, expansive paver decking, and a large covered lanai. An oversized detached shed with garage-style access provides rare extra space for workshops, hobbies, or additional storage. Every detail has been addressed, from the cozy wood-burning fireplace, dedicated inside laundry, and oversized two-car garage with built-in storage, to peace-of-mind extras like a whole-house generator hookup and water softener. Major high-ticket updates provide true turn-key living, including all-new Pella dual-pane energy-efficient windows (2021), whole-house replumb (2018), new pool pump and heater (2025), new stainless steel appliances, and smooth knockdown ceilings throughout. Unbeatable location just moments from Winter Springs Village, local dining, and parks...all of this PLUS no HOA fees!

671 N Endeavour Drive, Winter Springs

$2,794,500
5 Beds 6 Baths O6428801 MLS
Under contract-accepting backup offers. NEW $165k BONUS! - With acceptable contract seller will credit buyer up to $100,000 for roofing allowance and pay off $65k solar financing balance at closing. Beyond the gates of an intimate seven-home enclave, a winding drive beneath a canopy of sculpted oaks introduces one of Winter Springs' most compelling lakefront estates. Set on more than two private acres with 150 feet of frontage on Little Lake Howell, the property pairs an exceptionally functional floor plan with a setting that has become increasingly difficult to find. Designed for both everyday living and effortless entertaining, the residence offers five bedrooms, five-and-one-half baths, a private study, dedicated home theater with professional-grade audio and projection, and nearly 5,800 square feet of thoughtfully designed living space. The primary suite occupies its own private retreat on the first floor, complete with a sitting room overlooking the lake, an expansive walk-in closet with direct access to the laundry room, and a spacious bath. A second en suite bedroom on the main level provides ideal accommodations for guests or multigenerational living. At the heart of the home, the open kitchen and family room flow naturally to the outdoor living spaces, while a soaring two-story gathering room and open second-floor gallery fill the home with natural light and create a remarkable sense of openness. Upstairs, three additional bedrooms and a screened terrace spanning the rear of the home provide exceptional flexibility while capturing sweeping views across the water. Outdoor living is equally inviting. A recently installed screened enclosure surrounds the pool, spa, and summer kitchen, while the covered dock with boat lift invites boating, skiing, paddleboarding, or quiet mornings on one of Central Florida's most beautifully maintained lakes. The usable grounds have been thoughtfully cleared and enhanced to create generous lawn, garden, and recreation space, complemented by mature fruit trees and preserve land bordering the southern property line for an extraordinary sense of privacy. The eastern views include unforgettable sunrises, rocket launches rising over the horizon, seasonal fireworks reflected across the lake, and frequent visits from native wildlife—creating a setting that feels remarkably peaceful despite being just minutes from everyday conveniences. Completing the estate are two separate two-car garages, three HVAC systems, and an expansive solar array that significantly reduces energy costs. It is a combination of land, privacy, and livability that is becoming increasingly difficult to find in Central Florida.

2117 Sturbridge Court, Winter Springs

$395,000
3 Beds 4 Baths O6428194 MLS 227 BLDG.
Experience maintenance-free living in the heart of Winter Springs at Jesup's Reserve, where charming streetscapes, walkability, and everyday convenience come together. Perfectly positioned with peaceful pond views from the front porch and both upper-level balconies, this three-story townhome offers over three levels of thoughtfully designed living space just steps from Winter Springs Town Center. The versatile floor plan begins with a private first-floor bedroom and full bath—ideal for guests, multigenerational living, or a home office. Upstairs, the expansive main living level is designed for entertaining, featuring an open-concept living and dining area that flows seamlessly into the spacious kitchen. Complete with stone countertops, abundant 42” cabinetry, stainless steel appliances, a large center island, and generous prep space, it's a layout equally suited for everyday living and hosting friends and family. The third floor is home to two spacious bedroom suites, including a generous primary retreat with its own private balcony overlooking the water. The en-suite bath features dual vanities, a soaking tub, separate walk-in shower, and large walk-in closet, creating a true owner's sanctuary. Additional highlights include: Roof (2023), AC (2026) with transferrable warranty, fresh interior paint (2026), a convenient second-floor laundry room, powder bath, and attached two-car garage. Beyond your front door, enjoy resort-style amenities including a community pool, spa, and beautifully maintained grounds. Located directly across from Winter Springs Town Center, you'll have Publix, Aldi, restaurants, coffee shops, fitness centers, boutiques, and everyday conveniences just a short walk away. Outdoor enthusiasts will appreciate being minutes from Central Winds Park and the Cross Seminole Trail, while commuters enjoy quick access to SR-417, US-17/92, and top-rated Seminole County schools. Whether you're searching for a low-maintenance primary residence or a lock-and-leave lifestyle without sacrificing space or location, this Jesup's Reserve home delivers the perfect combination of comfort, convenience, and scenic surroundings. Easy to see. Call/Text for your private showing today!

227 Mcleods Way, Winter Springs

$489,900
2 Beds 3 Baths O6426798 MLS 1541 BLDG.
Welcome to the exclusive gated enclave know as The Greens of Tuscawilla. This luxury townhome delivers a rare combination of superior construction, premium finishes, prime location, and a maintenance-free lifestyle. Nestled amongst the trees in the heart of Tuscawilla is The Portofino II Model with Golf, Water and Conservation Views. Level One offers Open Concept Living with the ability for a future Elevator. (Elevator closets are located on both floors and are currently used as walk in storage closets). Level Two allows for privacy with all bedrooms located on this floor. Throughout the unit you will find soaring volume ceilings, crown molding, tall doors, recessed lighting, wood or tiled floors, fresh paint, granite countertops, 42 inch cabinets, designer lighting, fans, fire safety sprinkler system and much more. Start and end each day on your private screened porch where the views are unparralleled. The Greens consists of 15 buildings and 60 units. Residents enjoy lush landscaping, manicured lawns and a private dog park. Partake in the Country Club lifestyle with the private Golf Cart path that leads to Tuscawilla Country Club. Membership provides access to championship golf, Har-Tru clay tennis courts, pickleball court, Jr. Olympic-sized pool, fitness center, private restaurant/bar, and social calendar. The Tuscawilla Community has parks, sports courts and fields, playgrounds, hiking trails and splash pads. Walk, run, or ride while taking in the many natural areas throughout the 3500 acre community.

1541 Corkery Court Unit 1541, Winter Springs

$405,000
3 Beds 2 Baths O6427603 MLS
A bright and welcoming Winter Springs gem tucked into the charming community of Georgetowne. This 3-bedroom, 2-bathroom home features a split floor plan that maximizes privacy and flow. The main living areas are finished in upgraded tile, while the Primary bedroom offers soft carpeting for a cozy retreat. The Primary bathroom includes double sinks and an expanded walk-in shower, creating a spacious and functional suite. The kitchen is a standout with natural lighting thru the window, gorgeous backsplash, granite countertops, ample cabinetry, and a layout perfect for everyday cooking or entertaining. Throughout the home, plantation shutters add timeless style and excellent light control. Two other secondary bedrooms both have privacy and space. Step outside to enjoy multiple outdoor living spaces: a screened-in patio ideal for morning coffee or evening relaxation, plus a pavered courtyard that feels like your own private oasis and a private trellised area outside of the dining area. Practical updates include a newer AC system and newer Hot Water Heater, offering peace of mind. The HOA covers front yard maintenance, making life a little easier. And with top-rated schools nearby and Trotwood Park that includes Pickle Ball, Tennis Courts, Playgrounds and lots of Green areas for free play, all of this is just around the corner. The Winter Springs Town Center, 417, shops, restaurants and more are also close making the location hard to beat. With its unbeatable location, thoughtful layout, and inviting features, this home truly offers the best of TUSCAWILLA LIVING.

711 Andover Circle, Winter Springs

$825,000
4 Beds 4 Baths NS1088810 MLS
Under contract-accepting backup offers. Welcome to this beautifully updated Florida executive pool home in sought-after Glen Eagle community of Winter Springs. On a spacious lot with a private fenced backyard, this exceptional residence blends timeless architecture with modern luxury, thoughtful renovations and the ideal Florida indoor-outdoor lifestyle. From the moment you enter through the welcoming foyer with a stunning crystal chandelier, you will appreciate the attention to detail throughout. The flexible floor plan features a front office (or optional formal living space), elegant formal dining room with designer lighting, a spacious family room with a stone fireplace, and seamless views of the outdoor living area through expansive disappearing sliding glass doors. The completely remodeled kitchen is the heart of the home and showcases custom cabinetry with abundant storage, glass display cabinets, white shaker cabinets with designer hardware, quartz countertops with a sophisticated marble swirl finish, stainless steel hood with glass accents, walk-in pantry, custom lighting, and appliances including a built-in style refrigerator and professional-inspired finishes. The adjoining breakfast nook features a custom built-in bench creating the ideal casual dining space. The split-bedroom floor plan offers privacy with three spacious guest bedrooms and two full baths on one side of the home, including a pool bath with direct access to the outdoor living area. A pocket door provides additional separation between the guest wing and main living spaces. The primary suite is privately at the rear of the home and features double doors opening to the pool area, two walk-in closets, dual vanities, spa soaking tub, separate shower, linen storage and a beautifully updated bath. Additional interior highlights include remodeled laundry room with new cabinetry, quartz counters, and front-loading washer and dryer, remodeled primary bath and powder room (2017), remodeled guest bath (2025) with designer finishes including gray slate tile and black accents, hardwood flooring throughout bedrooms and halls, tile flooring throughout main living areas, crown molding in main living spaces, ceiling fans throughout, plantation-style white wood blinds throughout, built-in office cabinetry and custom desk/bookcases. The outdoor living experience is exceptional. The tiled front entry and expansive screened lanai were designed to flow seamlessly with the interior living space, creating the ultimate Florida outdoor room. Enjoy the recently resurfaced pool deck, sparkling chlorine pool, garden areas, potting station, swing area, wildflower garden and a private fenced backyard with secure lockable gates. Major improvements provide peace of mind including new roof (2026), high-end Lennox HVAC system (2024), updated kitchen, laundry room and living areas. Easy generator hookup capability with portable generator connection is included. The oversized three-car garage includes additional storage and a refrigerator, while the large driveway provides ample guest parking. In the established Glen Eagle community of Winter Springs, this home offers mature landscaping, spacious lots and convenient access to shopping, dining, Seminole County schools, parks and major roadways. A rare opportunity to own a beautifully renovated Florida pool home where luxury, comfort and functionality come together.

1669 Eagle Nest Circle, Winter Springs

$665,000
4 Beds 3 Baths O6427702 MLS
MOTIVATED SELLER! Elegant conservation retreat in prestigious Chestnut Estates-Tuscawilla. On a quiet cul-de-sac, this impeccably maintained four-bedroom, three-bath residence offers a rare combination of privacy, timeless comfort and everyday luxury. Backing to a serene conservation area with no rear neighbors, the home is surrounded by mature landscaping and picturesque natural views, creating a peaceful retreat, and rear patio has new pavers. Thoughtfully designed with a desirable split-bedroom floor plan, the spacious interior offers functionality and elegance. Generous closet space, large pantry and built-in workspace provide everyday convenience, while the open concept kitchen flows seamlessly into the family room and casual dining area, creating a warm and welcoming atmosphere that's ideal for gathering with family and friends. An oversized bonus room/enclosed Florida room with rich wood flooring expands the living space and offers endless possibilities, including a game room, music room and fitness studio. Enhanced with a mini-split system installed in 2025, this versatile space provides year-round comfort and is the ideal setting for entertaining or enjoying quiet evenings while overlooking the tranquil conservation backdrop. Roof (2023) with secondary barrier, HVAC (2025) with AC purification system included, plumbing updates and newer water heater. Schedule your private showing today!

223 Blue Creek Drive, Winter Springs

$625,000
5 Beds 3 Baths O6426569 MLS
Welcome home to this thoughtfully updated 5-bedroom, 3-bath residence nestled on an oversized lot beneath a canopy of mature trees in the highly sought-after Tuskawilla community of Winter Springs. Offering over 2,500 square feet of thoughtfully designed living space, this home features a desirable split floor plan with the primary suite tucked away in its own private wing, creating a peaceful retreat from the secondary bedrooms. At the heart of the home is the beautifully remodeled kitchen, featuring quartz countertops, updated cabinetry, modern fixtures, updated appliances, and plenty of space for gathering with family and friends. The spacious living and dining areas provide an inviting setting for everyday living and entertaining, while the fully enclosed Florida room serves as a true extension of the home, making it the perfect place to host movie nights, enjoy your morning coffee, or unwind while overlooking the spacious backyard shaded by mature trees. Recent improvements include luxury vinyl plank flooring and baseboards throughout, fresh interior and exterior paint, refreshed landscaping, an updated sprinkler system, a whole-house water softener and filtration system, and two beautifully renovated bathrooms featuring updated vanities, flooring, fixtures, toilets, and shower tile. Additional major updates include a roof replaced in 2018, HVAC replaced in 2020, updated plumbing, and an electrical panel replaced in 2023, providing added peace of mind for years to come. Located in one of Winter Springs' most established communities, residents enjoy a voluntary HOA, optional memberships to Tuskawilla Country Club with golf, swimming, fitness, tennis, and social amenities, nearby Trotwood Park, golf cart-friendly streets, and access to Seminole County's top-rated schools. Conveniently located near shopping, dining, and SR-417, this home offers the perfect combination of modern updates, timeless character, and an exceptional location.

1015 Antelope Trail, Winter Springs

$595,000
4 Beds 2 Baths O6426584 MLS
Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2-bath home in the highly desirable Tuskawilla area of Winter Springs, offering picturesque views of Lake Skittles. Nestled along a charming oak tree-lined street, this home makes a lasting first impression with beautiful, mature landscaping that greets you as you arrive. Thoughtfully maintained and upgraded, the home features new laminate flooring installed in 2023 and offers an ideal layout with separate living and dining rooms, a spacious family room, and an eat-in kitchen—perfect for both everyday living and entertaining. Architectural details throughout add character and visual interest. The remodeled kitchen is a standout feature, showcasing custom maple cabinetry with pull-out drawers, granite countertops, and an eye-catching backsplash. Enjoy serene lake views from the kitchen, dining area, and even the primary bedroom, creating a truly unique everyday living experience. The spacious primary suite offers dual walk-in closets with custom cabinetry and is filled with natural light from a transom window. The secondary bathroom has been fully renovated with matching custom maple cabinetry, granite counters, and an upgraded tub. Step outside to a large screened-in porch, the perfect place to unwind and take in breathtaking sunset views over the lake. Additional highlights include an oversized 2-car garage with built-in storage, an interior laundry room with cabinetry, and major system updates including a roof (2015), HVAC (2023), and water heater (2023). Located in a sought-after community known for top-rated schools, this home is also just minutes from shopping, dining, and everyday conveniences. A rare opportunity to enjoy lake views, thoughtful upgrades, and an unbeatable location all in one.

696 Wyckliffe Place, Winter Springs

$370,000
2 Beds 2 Baths O6422542 MLS
Welcome home to this impeccably maintained 2-bedroom, 2-bath home in the highly desirable area of Winter Springs, Florida! From the moment you step inside, you'll appreciate the open floor plan, soaring vaulted ceilings, and spacious living area centered around a stunning wood-burning fireplace—creating the perfect setting for both relaxing evenings and entertaining guests. The heart of the home is the completely remodeled kitchen (2024), featuring timeless Shaker cabinetry, beautiful butcher-block countertops, an oversized undermount sink, under-cabinet LED accent lighting, and a full suite of high-end stainless-steel appliances. The adjacent pass-through adds both convenience and connectivity, making entertaining effortless. Both bedrooms are generously sized, offering comfortable retreats with ample flexibility to suit your lifestyle. Whether you're hosting overnight guests, creating a dedicated home office, or simply enjoying extra space to unwind, these well-appointed rooms provide endless possibilities. The impressive updates continue with a fully remodeled bathroom (2024), new flooring throughout (2023), a new 40-year clay tile roof (2023), and a new garage door (2022), providing peace of mind for years to come. Outside is a well-kept backyard featuring a generously sized patio with a partially covered seating area—ideal for year-round outdoor dining, entertaining, or simply relaxing with your morning coffee or evening beverage. The low-maintenance outdoor space offers plenty of room to enjoy as-is while still providing endless possibilities for personalization and for creating your own backyard retreat. Ideally located near shopping, dining, parks, and recreation, this home also offers easy access to SR 417 and I-4 for a convenient commute. Situated within an A-rated school district and a community with fantastic amenities, this exceptional home offers the perfect combination of style, comfort, convenience, and pride of ownership. Don't miss your opportunity to make this beautifully updated, truly turnkey home your own! Schedule your showing today as this wont last long.

655 Nighthawk Circle, Winter Springs

$799,000
4 Beds 3 Baths O6422435 MLS
New Price. Motivated Seller! This custom 4 bedroom, 2.5 bathroom pool home nestled on a gated 2.6 acres in the sought-after Ranchlands Community is a must see! The 40ft long front porch overlooks the nature's paradise with views you must see to appreciate. Oak trees and mature landscaping line the private entrance and make up the bulk of this serene property. An entertainer's paradise features pool with custom waterfall, poolside cabana with fireplace, bar and grill, pergola leading to cabana, romantic gazebo with power, nature trails, tri-level balcony, covered back porch (29x12) overlooking pool and 2 story playhouse/gym. You'll notice the craftmanship and attention to detail throughout the property with custom carpentry and designer touches both inside and out. Kitchen (19x12) with lots of granite counter space boasts solid wood cabinets, modern hardware, stainless steel appliances with range hood, flat top range, stone backsplash, rolling island, and pendant lighting over bar seating while overlooking the beautiful pool oasis. The owner's suite (14x13) offers laminate flooring, walk-in closet, pool views, French doors leading to private balcony and a private study (14x10) perfect for relaxing with a good book. Master bathroom features gorgeous standup shower, waterproof vinyl flooring and lovely tile work. Home features massive family room (39x32) with tile flooring and separate living room (20x13) with wood-exposed cathedral ceilings and gas fireplace. Upstairs you'll find two bedrooms with a shared bathroom in addition to the master bedroom retreat. Laundry room, half bath and fourth bedroom are located on first floor. Upgrades include extending trusses and roof line to add carport, gutters, entire paver driveway, automatic wrought iron gate, sprinklers in front yard, gazebo with power, and a wrought iron fence. Two single car detached garages (20x10) plus additional workshop (20x10) with power, water and exhaust fan, two covered sheds and additional storage space (10x10) located below playhouse/gym provide ample storage to go along with oversized attached carport (33x14). No HOA.

230 E Panama Road, Winter Springs

$370,000
3 Beds 3 Baths O6423767 MLS 457 BLDG.
Virtually Staged. Welcome home to this beautifully upgraded townhome in the highly sought-after Jesup's Landing community! Designed for both comfortable everyday living and effortless entertaining, this home features an open-concept floor plan, a two-car attached garage, and three bedrooms, all located on the second floor. Adding to its value and peace of mind, the home features a brand-new roof and has been freshly painted on the exterior, enhancing both its curb appeal and long-term durability. The first floor offers a bright and inviting living space that flows seamlessly into the gourmet kitchen, complete with an oversized walk-in pantry that is already set up for your own kegerator, making it easy to enjoy your favorite craft beer on tap at home. A convenient half bath completes the main level. Upstairs, the luxurious primary suite is thoughtfully designed with a custom walk-in closet featuring a stylish barn door, a private balcony for morning coffee or evening cocktails, and a spa-inspired ensuite bath with dual vanities. Every detail has been carefully considered, from crown molding and custom window treatments to designer lighting controlled by wireless smart switches. Smart home features include a Brilliant Home Control System with touch panels in the living room and primary bedroom, a Nest Smart Thermostat, Aquanta Smart Water Heater Controller, Philips Hue smart lighting throughout the home, August Smart Locks on both exterior doors, a Ring Video Doorbell, myQ Smart Garage Door Opener with Amazon Key compatibility, Amazon Alexa integration throughout the home, pre-wired surround sound for Dolby 5.1 in the living room with additional in-ceiling speakers upstairs and in the primary bedroom, and a pre-wired security system. Residents of Jesup's Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, clubhouse with a full kitchen, and game room—perfect for entertaining, gatherings, and special occasions. Conveniently located just minutes from SR 417, this home offers easy access to shopping, dining, parks, and scenic bike and walking trails, combining modern living with an exceptional location.

457 Gee Hammock Lane, Winter Springs

$544,900
3 Beds 2 Baths O6422133 MLS
Renovated, remodeled, and reimagined in the highly sought-after Country Club Village at Tuskawilla. This beautifully renovated residence has been thoughtfully transformed with an extraordinary level of quality and attention to detail, delivering a truly turnkey opportunity for today’s discerning buyer - NO EXPENSE SPARED! Extensive recent improvements include a NEW TILE ROOF (July 2025), new gutters, all-new plumbing throughout (2026), fresh interior and exterior paint, and newly textured ceilings throughout, creating a clean, modern aesthetic from top to bottom. Inside, elegance meets functionality with stunning European white oak wood flooring throughout the main living areas, complemented by new carpet in the secondary bedrooms for added comfort. The heart of the home is the beautifully reimagined kitchen, featuring new 42-inch cabinetry, quartz countertops, all-new appliances, and a designer backsplash that adds both sophistication and visual appeal. Entertain effortlessly with a stylish wet bar complete with a beverage refrigerator and matching designer backsplash. Every bathroom has been completely remodeled, showcasing luxurious finishes and quartz surfaces throughout. Additional upgrades include new lighting fixtures inside and out, new door handles and hinges, new plugs and switches, custom roller shades throughout, and a custom closet system in the primary suite. Outside, refreshed landscaping enhances curb appeal and completes this impressive renovation, making this home a rare blend of timeless design, modern luxury, and move-in-ready convenience. The HOA-maintained lawn allows for low-maintenance living, while the location places you just moments from the private Tuscawilla Country Club. Zoned for some of the highest-rated public schools in the state and offers exceptional convenience—just 25 minutes from downtown Orlando, 30 minutes to Orlando International Airport, and less than an hour from Florida’s beautiful beaches and world-renowned theme parks. This property may be under audio/visual surveillance.

1329 Augusta National Boulevard, Winter Springs

$749,000
O6422120 MLS
Exceptional investment and owner-user opportunity on highly traveled SR 434. This well-maintained professional office building offers the ideal combination of income potential and flexibility in one of the Longwood/Winter Springs area's most visible commercial corridors. Designed to accommodate multiple tenants or a single owner-occupant, the building features separate first and second-floor suites, creating a variety of leasing and occupancy options. The second floor is ideally suited for professional, medical, legal, financial, or service-oriented businesses and features five private offices, spacious reception and waiting areas, two private restrooms, a large break room with abundant storage, a front-facing balcony, and private rear stair access. A shared conference room is available as part of the common area, providing added convenience for both levels. The property has been thoughtfully updated over the years and offers ample on-site parking, excellent accessibility, and outstanding frontage along SR 434 with exceptional visibility and signage opportunities. Surrounded by established businesses and just minutes from I-4, Ronald Reagan Boulevard, and the Lake Mary business corridor, this location provides convenient access for clients, customers, and employees alike. Whether you're expanding your business, seeking a value-add investment, or looking for a property that offers both immediate usability and long-term income potential, this professional office building presents an outstanding opportunity in the heart of Seminole County.

925 W Sr 434, Winter Springs

$415,000
3 Beds 2 Baths O6421127 MLS
Under contract-accepting backup offers. Beautifully updated turn-key ranch home on a prime corner cul-de-sac lot in the desirable Highlands community! This 3-bedroom, 2-bathroom split-plan home features extensive recent updates throughout. Inside, vaulted ceilings open up the main living spaces, highlighted by brand-new wood laminate flooring, crisp new baseboards, and a strikingly updated fireplace facade. The nicely updated kitchen boasts a newly added wall pass-through for an open-concept feel, and a large pantry. Every detail has been refreshed, including new fixtures, door knobs, hinges, and wall outlet faceplates throughout the entire home. The master suite features a walk-in closet and a beautifully updated shower with new lighting, while the guest bath includes a jetted tub, newer vanity, and refreshed finishes. Step through the sliding doors to an expansive covered portico, newly elevated with a shiplap ceiling, new fans, and replaced pillars. The outdoor space includes a fully fenced backyard with professionally leveled concrete (polyrenewal), new gutters, and mature landscaping. This home offers complete peace of mind with major mechanical updates, including a brand-new HVAC system installed in 2023, a new architectural 25-year roof from 2020, and updated interior and exterior electrical panels. The property also benefits from fresh exterior paint and updated wood trim. The location is unbeatable, allowing you to Seminole county schools and the ability to walk directly to Highlands Elementary. The vibrant community features a pool, clubhouse, tennis and basketball courts, playgrounds, and miles of walking trails. Enjoy the ultimate convenience of a short drive to the Town Center for Publix, dining, and fitness, along with effortless commuting via quick access to SR 417.

740 Galloway Court, Winter Springs

$140,000
1 Beds 1 Baths O6421558 MLS 220 BLDG.
Virtually Staged. Price improvement for the perfect starter home, investment opportunity or downsizing. Excellent condition! Not every condo feels like HOME the moment you walk in—but this one does. EXCELLENT CONDITION! Tucked beneath the canopy of mature oaks in The Highlands of Winter Springs, this beautifully UPDATED FIRST FLOOR ONE BEDROOM/ONE BATH condominium offers the perfect blend of comfort, convenience, and carefree Florida living. Forget carrying groceries upstairs or tackling weekend projects. This move-in ready home has ceramic tile flooring throughout the main living areas, new luxury vinyl in the bedroom, new appliances, updated lighting, modern ceiling fans, a new water heater - A/C system replaced in 2019. The bedroom features custom-built closet organizers that maximize storage, while two additional exterior storage closets provide room for bicycles, holiday décor, tools, and outdoor gear. In 2010 all interior elements of the building were replaced with new electric, plumbing, doors, windows and all drywall and studs. One of the home's best features is the oversized screened porch—a private outdoor living space where you can sip your morning coffee, read a book, or unwind at the end of the day while enjoying the peaceful, tree-lined setting that has made The Highlands one of Winter Springs' most beloved communities. Life here extends well beyond your front door. Residents enjoy miles of scenic walking and nature trails, a community pool, tennis courts, pickleball courts, clubhouse, playground, and beautifully landscaped common areas that encourage an active outdoor lifestyle. Whether you're taking an evening stroll beneath the oak trees, meeting neighbors for a game of pickleball, or spending the afternoon poolside, you'll quickly see why so many people love calling The Highlands home. Located in the heart of Winter Springs, you'll be just minutes from top-rated Seminole County schools, shopping, dining, medical facilities, parks, and major roadways including SR 434, SR 417, and US 17-92, making commuting to Orlando, Winter Park, Lake Mary, and the surrounding area simple and convenient. Whether you're searching for your first home, a winter retreat, an investment property, or an easy, low-maintenance lifestyle, this updated Winter Springs condo delivers exceptional value in a location that continues to be one of Central Florida's most desirable places to live.

220 Moree Loop Unit 2, Winter Springs

$239,000
2 Beds 3 Baths O6390474 MLS 605 BLDG.
Virtually Staged. Discover carefree living in this BEAUTIFULLY MAINTAINED 2-bedroom, 2.5-bath townhome in Casa Park Villas, ideally located in the heart of Winter Springs. Combining a spacious layout, LOW-MAINTENANCE LIVING, and an unbeatable location within a TOP-RATED SCHOOL DISTRICT, this home is perfect for first-time buyers, downsizers, or anyone seeking a convenient lifestyle. Step inside to find LUXURY VINYL PLANK FLOORING throughout and a bright, welcoming Living Room where a large picture window fills the space with NATURAL LIGHT and a stylish ceiling fan keeps the room comfortable all year long. The OPEN LAYOUT flows seamlessly into the Dining area and Kitchen, creating an inviting setting for both everyday living and entertaining.The Kitchen offers plenty of cabinetry and counter space, a CONVENIENT CLOSET PANTRY, and a breakfast bar perfect for casual meals or morning coffee. A cozy Dining area provides room for a small table and chairs and features sliding glass doors that open to the PRIVATE PATIO, making indoor-outdoor living effortless. A convenient half bath completes the main level. Upstairs, you'll find TWO GENEROUSLY SIZED BEDROOMS, each with the luxury of its own private en suite bathroom. The spacious Primary Suite features DUAL CLOSETS, while the second bedroom includes a walk-in closet, making it ideal for guests, family members, or a home office. Step outside to the rear patio, complete with PRIVACY FENCING on both sides and peaceful views of the garden and GREEN SPACE—an inviting spot to enjoy your morning coffee or unwind at the end of the day. The HOA provides exceptional value by covering exterior maintenance, grounds maintenance, and access to the SPARKLING COMMUNITY POOL, allowing you to spend more time enjoying everything the neighborhood has to offer. One of this home's standout features is its location directly across from TROTWOOD PARK, where you'll enjoy pickleball and tennis courts, basketball courts, a splash pad, playground, picnic pavilions with BBQ grills, and a scenic boardwalk overlooking Lake Maria. The home is also within a SHORT DISTANCE of highly rated elementary and middle schools, making everyday routines even more convenient. You'll love being JUST MINUTES from Winter Springs Town Center, Oviedo Mall, and nearby popular shops and restaurants. OUTDOOR ENTHUSIASTS will enjoy Cross Seminole Trail, offering miles of scenic trails for walking, biking, and jogging. With QUICK ACCESS to SR 417, commuting to University of Central Florida, downtown Orlando, Orlando International Airport, and Central Florida's WORLD-FAMOUS ATTRACTIONS is a breeze. Offering an outstanding location, LOW-MAINTENANCE LIVING, and a thoughtfully designed floor plan, this Casa Park Villas townhome is ready to welcome you home. Call and schedule your tour today!

605 Casa Park Court Unit H, Winter Springs

$630,000
5 Beds 2 Baths O6419655 MLS
Welcome to this beautifully maintained 5-bedroom, 2-bath pool home in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this spacious home offers a desirable three-way split floor plan, open living spaces, and an ideal blend of comfort, functionality, and outdoor living. Inside, you'll find luxury vinyl plank flooring throughout the main living areas, a beautifully updated kitchen featuring granite countertops, refinished cabinetry, and a stylish backsplash, along with tastefully remodeled bathrooms showcasing shaker-style vanities, updated fixtures, and wood-look tile flooring. Energy-efficient upgrades include Low-E double-hung windows, an updated roof (2021), Carrier HVAC system, LED lighting, and a whole-house water filtration system, two mini-split air conditioning systems (2025) —providing enhanced comfort and energy efficiency year-round. The backyard has also been fully fenced, creating a private space for pets, play, and outdoor enjoyment. Step outside to your own backyard retreat featuring a sparkling pool, relaxing spa, and picturesque water views. Whether you're entertaining guests or enjoying a quiet evening watching the sunset over the pond, this outdoor space is sure to impress. Additional features include pool deck speaker pre-wiring and a 220-volt outlet ready for an electric vehicle charger. Parkstone residents enjoy an exceptional lifestyle with lawn maintenance included in the HOA, a community pool, fishing pier, tennis courts, playgrounds, walking trails, scenic ponds, and gated security. The community borders the Cross Seminole Trail and is just a short walk to Central Winds Park and the dog park. Located in Seminole County with highly rated A-rated schools and convenient access to shopping, dining, and major roadways, this home truly offers the best of Florida living. Don't miss your opportunity to own this exceptional waterfront home in one of Winter Springs' most desirable communities!

216 Tavestock Loop, Winter Springs

$735,000
5 Beds 4 Baths O6420487 MLS
Welcome to Seville Chase, one of Winter Springs' premier gated communities. Situated on a private .41-acre lot, this custom-designed 5-bedroom, 4-bath home offers over 3,000 square feet of thoughtfully designed living space with a functional split floor plan that's perfect for both everyday living and entertaining. From the moment you walk through the double front doors, you'll appreciate the natural light, soaring ceilings, crown molding, and timeless architectural details throughout. The spacious family room flows seamlessly into the kitchen, featuring a large island, abundant cabinet space, breakfast nook, and peaceful backyard views. Step outside to the oversized covered lanai with a gas hookup for a future outdoor kitchen, overlooking a spacious backyard with plenty of room to build your dream pool. The private primary suite offers dual walk-in closets, a spacious bathroom, and direct access to a flexible office or nursery. Three additional bedrooms are located on the main level, while upstairs you'll find a private guest suite with its own full bath plus a large climate-controlled bonus room—perfect for a home gym, media room, playroom, or extra storage. This home has been meticulously maintained with numerous updates, including fresh exterior paint, updated lighting, painted garage floors, professionally cleaned HVAC ducts and carpets, plus an oversized driveway with plenty of parking. Conveniently located near top-rated Seminole County schools, shopping, dining, golf, Winter Springs Town Center, UCF, Research Park, Siemens, and major highways including 417, 434, and I-4. If you're looking for space, privacy, and a home you can truly make your own, this is one you won't want to miss. Schedule your private showing today.

126 Seville Chase Drive, Winter Springs

$790,000
4 Beds 3 Baths O6419028 MLS
Under contract-accepting backup offers. Welcome to this beautifully upgraded 4 bedroom, 3 bath pool home in the desirable Tuskabay community located in Winter Springs. Designed for both comfortable living and effortless entertaining, this light-filled home features an open living area, inviting floor plan with abundant natural light and crown molding throughout. The spacious family room features a wood burning fireplace creating the perfect ambiance on those cool nights. The heart of the home is the impressive chef's kitchen, boasting extensive 42" cabinetry, ample counter space, premium finishes and a built in wine refrigerator that adds a touch of sophistication. The luxurious primary ensuite bathroom features dual sinks, an exquisite shower and walk-in closet. The spacious living areas flow seamlessly to the oversized covered lanai, ideal for morning coffee, outdoor dining, or relaxing while overlooking the sparkling pool and spa. The expansive fenced in backyard with plenty of room to play, garden or simply enjoy the extra space creating the perfect indoor-outdoor Florida lifestyle. With generous bedrooms, three full baths, laundry/mud room and exceptional outdoor living spaces, this Tuskabay gem offers the perfect combination of style, comfort, and functionality. Home has a 22 KW whole house generator and was re-plumbed in 2022. Don't miss the opportunity to make this exceptional home yours! Schedule your tour today.

4967 Courtland Loop, Winter Springs

$1,085,000
5 Beds 5 Baths O6414847 MLS
NEW PRICE! Luxury living awaits in this custom pool home located within Tuscawilla Reserve, an exclusive gated community in Winter Springs, Florida. Offering more than 4,000 square feet of living space, this impressive estate features five bedrooms, five full bathrooms, a private office or bonus room, a three-car side-entry garage, and a flexible floor plan designed for modern living. The heart of the home is the spectacular two-story kitchen and family room, where soaring ceilings and expansive windows fill the space with natural light and frame views of the pool and backyard. Sleek wood flooring flows throughout the main living areas, creating a warm, open setting for everyday living and entertaining. The chef’s kitchen features JennAir appliances, double ovens, a convection oven and microwave combination, an oversized granite island, a built-in buffet with an integrated wine refrigerator, and a large walk-in pantry. With abundant counter space, storage, and seating, the kitchen serves as both a functional workspace and a striking centerpiece of the home. The thoughtfully designed floor plan offers excellent flexibility for families, guests, remote work, and multigenerational living. The upstairs retreat includes an additional bedroom, full bathroom, and expansive flex space that can be used as a media room, playroom, second office, fitness area, or private guest suite. Outside, enjoy a private backyard oasis with a sparkling pool and spa, new pool heater, mature landscaping, and a fully fenced yard. The spacious outdoor setting offers privacy while providing plenty of room for relaxing, entertaining, and enjoying the Florida lifestyle. Additional features include a whole-house water softener, generous storage, expansive living areas, and a three-car side-entry garage. Tuscawilla Reserve is conveniently located near the Seminole Trail and Tuscawilla Country Club, offering nearby access to golf, tennis, swimming, dining, and social activities. Golf carts are a popular way to travel throughout the Tuscawilla community, adding to the neighborhood’s charm and convenience. The property is also zoned for highly regarded Seminole County schools and is convenient to shopping, dining, parks, and major Central Florida destinations. For buyers searching for a luxury home in Winter Springs, a gated community home with a pool, or a custom estate near Tuscawilla Country Club, this exceptional property offers space, privacy, natural light, and elevated indoor-outdoor living. Schedule your private showing and experience Tuscawilla Reserve living at its finest.

149 Cherry Creek Circle, Winter Springs

$525,000
4 Beds 3 Baths O6418792 MLS
Under contract-accepting backup offers. Virtually Staged. Welcome to 947 Glen Abbey Circle in the sought-after Greenbriar Country Club and Golf Course community of Winter Springs. This impeccably maintained 4-bedroom, 3-bathroom home with a spacious loft offers thoughtfully designed living space with beautiful conservation views and a flexible floor plan perfect for everyday living and entertaining. The bright and open layout features soaring ceilings in the formal living and dining areas, creating an impressive first impression. The spacious kitchen is equipped with wood cabinetry, ceramic tile flooring, and overlooks the family room, where sliding glass doors lead to a screened porch overlooking the peaceful conservation area. The first-floor primary suite provides a private retreat with a large walk-in closet, garden tub, separate shower, and dual vanity. An interior laundry room and convenient half bath complete the main level. Upstairs, you'll find three additional bedrooms, a full bathroom, and a versatile loft that overlooks the living and dining areas below, enhancing the home's open and airy feel. Whether used as a game room, home office, media space, or play area, the loft adds flexibility to meet a variety of lifestyle needs. Recent updates and meticulous care throughout make this property truly move-in ready. Enjoy the lifestyle that Greenbriar offers, with access to golf, country club amenities, top-rated Seminole County schools, shopping, dining, and major roadways just minutes away. This is a rare opportunity to own a beautifully maintained home in one of Winter Springs' most desirable communities. Schedule your private showing today.

947 Glen Abbey Circle, Winter Springs

$249,000
2 Beds 2 Baths O6418425 MLS 498 BLDG.
Welcome to 498 Green Spring Circle in the desirable Mount Greenwood community of Winter Springs! This beautifully maintained 2 bedroom, 1.5 bath end-unit townhome offers peaceful pond views, low-maintenance living, and access to top-rated Seminole County schools. Step inside to an open and inviting floor plan featuring ceramic tile flooring throughout the main living areas and fresh interior paint. The spacious living and dining areas flow seamlessly to the oversized screened patio with paver flooring, creating the perfect space to relax, entertain, or enjoy your morning coffee while overlooking the tranquil water and mature trees. The kitchen opens to the main living space, creating a bright and functional layout ideal for everyday living. Upstairs, you'll find two generously sized bedrooms with large closets and ample storage. An additional exterior storage closet off the patio provides even more convenience. Residents of Mount Greenwood enjoy a low HOA and outstanding community amenities, including a sparkling pool, tennis courts, playground, and scenic walking and biking trails. Ideally located just off SR 434 and minutes from Winter Springs Town Center, shopping, dining, parks, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or searching for the perfect Florida retreat, this move-in-ready townhome offers comfort, convenience, and beautiful waterfront views. Don't miss this opportunity to enjoy the Florida lifestyle in one of Winter Springs' most desirable locations. Schedule your private showing today!

498 Green Spring Cir, Winter Springs

$424,900
2 Beds 2 Baths V4949727 MLS
Virtually Staged. Welcome home to this absolutely charming and move-in-ready 2-bedroom, 2-bathroom home nestled in one of the most desirable areas of Winter Springs! From the moment you arrive, you'll appreciate the countless updates, beautiful wood beams and inviting curb appeal that make this home truly special. Major improvements provide peace of mind, including a 4-year-old roof, brand-new water heater, new flooring throughout, fresh interior and exterior paint, new appliances, and all-new light fixtures and ceiling fans. The beautifully updated kitchen offers modern style and functionality, while both bathrooms have been thoughtfully remodeled with today's buyer in mind. The spacious and light-filled bonus room overlooks the picturesque backyard and tranquil pond, creating the perfect space for a home office, reading room, playroom, or additional living area. Step outside and enjoy your backyard retreat featuring stunning water views and majestic oak trees that provide natural shade and beauty year-round while enjoying your morning coffee and watching the family of ducks swim by daily to greet you. Located in a great walking neighborhood, you'll love being just minutes from Tuscawilla Country Club and its renowned golf course, with olympic size pool and dining. Near top-rated schools and parks. Conveniently close to everything you need such as shopping, restaurants, medical facilities and your only a short drive to Florida's famous Theme Parks and about a 45 min drive to the best Beaches around. This adorable home offers the perfect blend of comfort, style, and location. Completely move-in ready and waiting for its new owners to fall in love—don't miss this incredible opportunity to own a piece of Winter Springs paradise!

717 Adidas Road, Winter Springs

$375,000
3 Beds 3 Baths O6418078 MLS 453 BLDG.
Welcome to this beautifully maintained townhome located in the highly desirable Winter Springs, where comfort, convenience, and lifestyle come together seamlessly. This home features a thoughtfully updated interior with a modern kitchen featuring stainless appliances and fantastic backsplash, LUXURY VINYL PLANK flooring both downstairs and upstairs, fresh interior paint, a powder room that WOWS and stylish new lighting fixtures throughout. Recent improvements also include a NEW ROOF, new A/C system 12/23, and fresh exterior paint, offering peace of mind for years to come. A private balcony provides additional outdoor living space, while the attached two-car garage ensures ample parking and storage. This exceptional residence offers access to community amenities including a fitness center and a community pool overlooking a serene neighborhood pond—perfect for relaxation and unwinding. Another outstanding feature is its unbeatable location adjacent to Central Winds Park. Residents can enjoy an incredible array of amenities just steps away, including pickleball courts, a baseball diamond, basketball courts, a fishing pier, scenic nature trails, picnic areas with pavilion, soccer fields, a playground, volleyball courts, and a fantastic dog park. The park also hosts year-round community events, making it a vibrant hub for recreation and connection. Outdoor enthusiasts will appreciate direct access to the Cross Seminole Trail, ideal for biking, jogging, or simply enjoying Florida’s natural beauty. The location also offers convenient access to dining, shopping, and local wine bars, all within the vibrant Town Center area. Families will benefit from proximity to highly rated Seminole County schools, including being just steps from Winter Springs High School, while still enjoying a setting that feels tucked away from the hustle and bustle. Whether you are a first-time homebuyer, looking to downsize, or seeking a low-maintenance lifestyle in one of Winter Springs’ most sought-after communities, this move-in-ready townhome is a must-see. A one-year HOME WARRANTY with American Home Shield is included for added peace of mind. Don’t miss your opportunity to own this exceptional home in an unbeatable location!

453 Gee Hammock Lane, Winter Springs

$399,000
3 Beds 2 Baths O6417974 MLS
This meticulously maintained home offers an impressive combination of recent upgrades, thoughtful features, and exceptional outdoor living. The curb appeal is enhanced by professional landscape lighting, while 10-foot access gates on both sides of the property provide convenience and flexibility. A three-zone irrigation system helps maintain the beautifully landscaped grounds year-round. The backyard is designed for relaxation and enjoyment, featuring a sparkling pool with a removable safety fence, a LED pool light replaced in 2025, and a new pool pump and filter installed in 2026. For additional storage, workshop space, or hobby use, the property also includes a substantial 12’ x 20’ steel accessory building. No HOA, so bring your toys, Rv, camper etc! Inside, the garage has been refreshed with newly painted floors and walls and is illuminated by six custom LED light fixtures, creating a bright and functional space. Major system updates provide peace of mind, including a new roof installed in March 2026, a new central air conditioning system installed in March 2025, and a new hot water heater installed in May 2026. Additional recent improvements include a refrigerator replaced in 2024, a dishwasher installed in 2024, a garbage disposal added in 2025, a Google Nest smart thermostat installed in 2026, and an updated master bathroom toilet. With extensive recent improvements, modern conveniences, and pride of ownership evident throughout, this move-in-ready home offers outstanding value and is ready for its next owner to enjoy.

203 Sweetgum, Winter Springs

$840,000
4 Beds 3 Baths O6418175 MLS
Under contract-accepting backup offers. This Is the One You Drive Past and Can't Stop Thinking About. You know the feeling — you see a home, you keep moving, and an hour later you're still thinking about it. This 4-bedroom, 3-bath pool home in the sought-after Glen Eagle community of Tuscawilla is that home. Quietly situated on one of Winter Springs' most desirable streets, with an upgrade history that reads like a masterclass in stewardship. Let's talk about what's already done: brand new HVAC (2026), new carpet (2026), fresh exterior paint (2023), pool resurfaced (2022), new water heater (2022), new pool heater (2025), hardwood floors (2016), and a roof replaced in 2015 — plus a water softener and an active, renewed termite bond through April 2026. This is not a home that has been lived in and left. This is a home that has been cared for. Step inside to sun-drenched living spaces anchored by rich hardwood floors, flowing seamlessly into comfortable, flexible rooms designed for how real families actually live. Outside, your private pool awaits — freshly resurfaced and heated, ready for year-round enjoyment in true Florida fashion. The address itself is the bonus. Tuscawilla is one of the largest and most established planned communities in Seminole County, and the private Tuscawilla Country Club offers an 18-hole golf course, tennis courts, pool, dining, and a full clubhouse right in the heart of the neighborhood. Top-rated Seminole County schools, quick access to UCF, Research Park, and the 417 beltway, plus a 45-minute drive to beaches, Disney, and Universal — everything Central Florida offers, with a quiet street to come home to. Some homes are listed. This one is ready to be claimed.

1647 Eagle Nest Circle, Winter Springs

$620,000
4 Beds 4 Baths O6418077 MLS
Built in 2019, this thoughtfully designed floor plan is ideal for multigenerational living, extended stays for guests, remote professionals, or anyone seeking additional privacy and versatility. The main residence encompasses 3 bedrooms, 2.5 bathrooms, and an additional dedicated office/flex room, while a separate 1 bedroom, 1 bath suite above the garage creates a private retreat complete with its own entrance. The main level showcases an open concept design where the family room flows seamlessly into the spacious eat in kitchen. The kitchen is beautifully appointed with 42" cabinetry, quartz countertops, upgraded stainless steel appliances, and a generous walk in pantry. A versatile office/flex room offers endless possibilities as a home office, playroom, fitness area, study space, or hobby room. Upstairs, the primary bedroom serves as a comfortable escape, featuring a walk-in closet, French doors that lead to a private balcony and a spacious en suite bath with dual vanities, a garden tub, and separate walk-in shower. Two additional bedrooms and a full bath with dual sinks complete the second floor of the main residence. One of the home's most desirable and unique features is the private in-law suite above the garage. Measuring approximately 19' x 16', this separate living space includes its own full bathroom, dedicated HVAC system, built-in cabinetry and private entrance, making it ideal for in-laws, guests, college aged children, a home business, or additional flex space. The remainder of the home highlights a front porch, a covered rear porch, a brick paved driveway, oversized parking area, two car garage, whole home Gigabit Wi Fi, fiber internet, smart locks, smart lighting and a 60 amp outlet ready for electric vehicle charging. Residents of Tuskawilla Crossings enjoy resort style amenities including a community pool with cabanas, playground, walking trails, multiple dog parks, and direct access to the Seminole County Trail. Ideally located just minutes from Winter Springs Town Center, shopping, dining, top rated Seminole County schools, and SR 417.

170 Wooded Vine Drive, Winter Springs

$740,000
4 Beds 3 Baths O6416566 MLS
Under contract-accepting backup offers. Virtually Staged. Under Contract, Accepting Back up Offers. Welcome to this exceptional 4-bedroom, 3-bath pool home with a 3-car garage, perfectly situated on a private one-third acre homesite in the highly sought-after Arbor Glen community of Tuscawilla. Custom built by Environmental Homes, this residence showcases quality craftsmanship, soaring 12-foot ceilings, abundant natural light, and a thoughtfully designed floor plan ideal for both everyday living and entertaining. From the moment you arrive, the circular driveway, lush landscaping, and beautifully maintained exterior create a lasting first impression. Double glass entry doors open to an elegant interior featuring formal living and dining spaces, stunning architectural details, and expansive views of the lanai and pool through triple pocket sliding glass doors. The spacious owner's suite serves as a private retreat, offering two walk-in closets and a luxurious bath with dual vanities, abundant cabinetry, a walk-in shower, and a relaxing soaking tub. At the heart of the home, the open-concept kitchen features a center island, generous breakfast area, and seamless flow into the expansive family room with a gas fireplace and direct access to the outdoor living space. The thoughtfully designed split-bedroom floor plan includes a private guest suite with bay window and adjacent bath, plus two additional bedrooms connected by a Jack-and-Jill bathroom. Outdoor living shines with an expansive screened.lanai, summer kitchen hookups, and a resurfaced sparkling pool overlooking a beautifully landscaped backyard with exceptional privacy and mature trees. Whether hosting gatherings or enjoying a quiet evening at home, this outdoor oasis delivers the Florida lifestyle buyer desire. Significant updates provide peace of mind, including a newer roof, updated plumbing, new hot water heater, HVAC, garbage disposal and a transferable termite bond. Recently remodeled kitchen, baths, and flooring updates that further enhance the home's appeal. Located within one of Winter Springs' most desirable communities, residents enjoy access to top-rated Seminole County schools, parks, golf, shopping, dining, and ideally located in the heart of Tuscawilla, this home offers convenient access to SR 417 (approximately 2 miles), 30 minutes to Orlando International Airport and Downtown Orlando. Walking distance to Trotwood Park.

1131 Arbor Glen Circle, Winter Springs

$479,000
3 Beds 2 Baths O6417280 MLS
Welcome to the desirable city of Winter Springs, where 114 Stone Gable Cir sits on a beautiful corner lot with peaceful pond views to the rear and side of the home. Just minutes from shopping, restaurants, theme parks, major roads, and the airport, this move-in ready residence puts convenience right at your fingertips. Inside, 1,814 square feet of bright living space welcomes you with high ceilings and an open floor plan that flows naturally from room to room. Hard flooring runs throughout, keeping upkeep easy while adding a clean, modern look. The kitchen is ready for everything from casual breakfasts to weekend gatherings, featuring sleek granite countertops and stainless steel appliances. This thoughtfully designed home offers three comfortable bedrooms and two full bathrooms. The smart split layout tucks the primary bedroom away on its own side for added privacy, creating a quiet retreat at the end of the day, while two additional bedrooms provide flexible space for family, guests, or a home office. The real showstopper waits out back. Step onto the screened-in porch and enjoy your own private pool, perfect for cooling off under the Florida sun or relaxing as you take in the serene water views. The corner-lot setting adds extra elbow room and a sense of openness rarely found. With its prime location, modern finishes, and resort-style outdoor living, this Winter Springs gem checks every box. Schedule your private showing today and make it yours before it's gone!

114 Stone Gable Circle, Winter Springs

$525,000
4 Beds 2 Baths O6416554 MLS
Under contract-accepting backup offers. Welcome home to this beautifully renovated 4-bedroom, 2-bath residence offering approximately 2,250 square feet of thoughtfully designed living space in the highly desirable Oak Forest subdivision. From the moment you arrive, you'll appreciate the exceptional care and attention to detail that make this home truly move-in ready. The open-concept floor plan creates a bright and inviting atmosphere, perfect for both everyday living and entertaining. Luxury vinyl and tile flooring flow throughout the home, providing style, durability, and easy maintenance with no carpet to worry about. At the heart of the home is a stunning, fully renovated kitchen featuring quartz countertops, soft-close cabinetry, convenient pull-out drawers, and high-quality appliances that will delight any home chef. The spacious living and dining areas seamlessly connect to the Family Room, where vaulted ceilings, abundant windows, and natural light create a warm and welcoming gathering space. A wet bar complete with a bar refrigerator makes entertaining family and friends effortless. The spacious primary suite offers a beautifully updated bathroom with quartz countertops and a luxurious walk-in shower featuring a rainfall shower head. The secondary bedrooms are generously sized, and the guest bathroom has also been tastefully renovated with quality finishes. Step outside to your backyard retreat, thoughtfully designed for relaxation and entertaining while the cozy fire pit creates the perfect setting for enjoying cool Florida evenings. Major updates provide peace of mind for years to come, including a new roof installed in 2026, new soffits and gutters, new windows, a new water heater, complete repiping, and a new electrical breaker panel, AC installed in 2020. The garage floor has been freshly coated, adding to the home's clean and polished appearance. Ideally located near shopping, restaurants, medical facilities, and major roadways including SR 436, SR 434, and SR 417, this home offers exceptional convenience for commuting and daily living. Residents will also appreciate access to highly regarded schools. This meticulously maintained home combines modern upgrades, quality craftsmanship, exceptional outdoor living space, and an unbeatable location—making it a rare opportunity in Oak Forest.

809 Big Buck Circle, Winter Springs

$649,900
4 Beds 3 Baths O6416232 MLS
MAJOR PRICE IMPROVEMENT!! Pride of ownership is evident throughout this beautifully updated, MOVE-IN PERFECT, one-owner home located in the highly sought-after WINDING HOLLOW community of Winter Springs. This ideal two-story floor plan offers 4 BEDROOMS, 3 FULL BATHS, BONUS ROOM, 3-CAR GARAGE, and a LARGE SCREENED LANAI, showcasing timeless style, thoughtful updates, and versatility with TILE FLOORING throughout the first floor and LAMINATE WOOD FLOORING upstairs. The bright, OPEN-CONCEPT floor plan offers exceptional flow and is perfect for entertaining, featuring spacious formal living and dining rooms with soaring ceilings that create an inviting sense of space. The heart of the home is the beautifully designed ISLAND KITCHEN, perfectly positioned between the breakfast nook and impressive family room with 18-FOOT CEILINGS and dramatic upper windows that flood the home with natural light. The kitchen features GRANITE COUNTERTOPS, ABUNDANT WOOD CABINETRY with PULL-OUT DRAWERS, STAINLESS STEEL APPLIANCES, PANTRY, and convenient access to the garage and laundry room with additional storage. The spacious FIRST-FLOOR PRIMARY SUITE offers a sitting area, TWO WALK-IN CLOSETS, and an updated spa-inspired bath featuring a SOAKING TUB, GLASS SHOWER, and DUAL QUARTZ VANITIES, creating the perfect private retreat. A SPLIT FIRST-FLOOR GUEST SUITE with a full bath provides ideal accommodations for visitors or MULTI-GENERATIONAL LIVING. Upstairs you’ll find BEDROOMS 3 & 4, a full hallway bath, and a versatile BONUS ROOM/FLEX SPACE with a walk-in closet overlooking the family room below. Easily used as a 5TH BEDROOM, MEDIA ROOM, PLAYROOM, HOME OFFICE, or HOME GYM, this flexible space adapts to your family’s needs. Enjoy Florida living year-round from the expansive TILED SCREENED LANAI, accessible from the formal living room, family room, and primary suite while overlooking the PRIVATE, LUSHLY TREED BACKYARD. Additional highlights include PLANTATION SHUTTERS THROUGHOUT, a spacious 3-CAR GARAGE with overhead storage, an EXPANDED BRICK-PAVER DRIVEWAY, 2018 ROOF, TWO ZONED A/C SYSTEMS (2022 & 2019), 2019 WATER HEATER, and COMPLETE PLUMBING REPIPE (2025). Ideally located WITHIN WALKING DISTANCE TO THE CROSS SEMINOLE TRAIL & CENTRAL WINDS PARK, and just minutes from TOP-RATED WINTER SPRINGS SCHOOLS, shopping, dining, SR 417, and US 17-92, this exceptional home truly offers the perfect combination of LOCATION, LIFESTYLE, AND VALUE. WELCOME HOME!

525 Saddlewood Lane, Winter Springs

$355,500
3 Beds 2 Baths O6416300 MLS
Under contract-accepting backup offers. Welcome to 240 N Devon Avenue, a fully updated three-bedroom, two-bath home in the heart of Winter Springs, where the renovation has been done for you and the only thing left to do is move in. Inside, the open-concept main living area is anchored by a stunning stone fireplace with built-in shelving and crown molding throughout. The kitchen has been beautifully upgraded with custom wood cabinetry, leathered granite countertops, tile backsplash, and stainless steel appliances. Both bathrooms are finished with custom tile showers and the same level of detail you'll find throughout the home. Light, bright, and timeless. Beyond the finishes, the major systems have all been addressed: metal roof installed 2024, full HVAC replacement in 2022 (inside and outside units), whole-home repipe in 2022, updated electrical, and a gas tankless water heater. Nothing left to update or worry about! A 16x16 sunroom with AC extends the living space year-round, opening to a backyard built for play and entertaining. A putting green, paver patio, and pergola sit behind an eight-foot privacy fence, surrounded by low-maintenance xeriscaping that means weekends free from mowing. A detached 20x20 garage and workshop offers serious storage, project space, or whatever your hobby calls for. Ample off-street parking handles guests, trailers, RVs, or boats. Step out the front door and you are one block from the community park with its ocean-inspired playground, splash pad, pond, and walking trails. The Cross Seminole Trail is also nearby, putting miles of paved trail at your fingertips. Quick access to both I-4 and the 417 makes commuting a breeze, and you are surrounded by top-rated Seminole County schools. 240 N Devon is a rare combination of move-in-ready renovation, generous outdoor living, freedom from HOA restrictions, and a central Winter Springs location with parks and trails just steps from your door. Call today for your private showing!

240 N Devon Avenue, Winter Springs

$475,000
4 Beds 4 Baths A4696204 MLS Seminole Crossing BLDG.
Perfectly positioned in one of Winter Springs' most convenient and desirable locations, this fabulous home offers a sophisticated blend of modern design, flexible living spaces, and low-maintenance comfort. Situated within a beautifully maintained community just steps from Winter Springs Town Center, this three-story residence places shopping, dining, entertainment, and everyday conveniences right at your fingertips. Designed with both functionality and style in mind, the thoughtfully crafted floor plan offers exceptional versatility. The first level features a private bedroom suite, ideal for guests, a home office, multigenerational living, or anyone seeking additional privacy. Upstairs, the main living level serves as the centerpiece of the home, where an open-concept design seamlessly connects the kitchen, dining area, and spacious gathering room. The open floor plan creates an inviting atmosphere perfect for both everyday living and entertaining. The upper level is dedicated to comfort and relaxation, featuring three additional bedrooms, two full bathrooms, and a conveniently located laundry room. The spacious primary suite provides a peaceful retreat, while the secondary bedrooms offer flexibility for family, guests, or workspace needs. Beyond the home itself, residents enjoy access to community amenities including a sparkling pool, walking trails, and beautifully landscaped common areas. Top-rated Seminole County schools, local parks, and major commuter routes are all nearby, providing easy access to downtown Orlando, area employers, and Central Florida's many attractions. Whether you're seeking a primary residence, a lock-and-leave lifestyle, or a home that offers both convenience and comfort, this wonderful home delivers an exceptional opportunity in the heart of Winter Springs.

1320 Spotted Sandpiper Loop, Winter Springs

$499,900
4 Beds 3 Baths O6413206 MLS
Under contract-accepting backup offers. Welcome to 472 Dewars Court, a beautifully maintained 4-bedroom, 2.5-bath pool home offering over 2,200 square feet of living space in one of Winter Springs' most desirable communities. Tucked away at the end of a quiet cul-de-sac, this exceptional property provides the perfect combination of privacy, comfort, and convenience with a serene wooded backdrop and no rear neighbors. Inside, you'll find a spacious and functional floor plan designed for both everyday living and entertaining. The kitchen features a gas stove for the home chef, while the home's whole-house Generac gas generator provides peace of mind and uninterrupted comfort year-round. Recent major updates include a brand-new air conditioning system installed in June and a completely resurfaced pool completed this month, offering added value and years of worry-free enjoyment. Multiple living and dining spaces provide flexibility for growing families, remote work, or hosting guests. Step outside to your private backyard oasis featuring a sparkling newly resurfaced pool, expansive patio space, and tranquil wooded views—perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. Located within The Highlands, one of Winter Springs' most sought-after communities, residents enjoy access to incredible amenities including a large Olympic-sized community pool, scenic nature trails, multiple parks, playgrounds, and recreation areas surrounded by mature oak trees that create a picturesque neighborhood setting. The Highlands is known for its strong sense of community, low-traffic streets, and family-friendly atmosphere. Winter Springs consistently ranks among the most desirable places to live in Seminole County thanks to its highly rated schools, beautiful parks, excellent shopping and dining options, and convenient access to Lake Mary, Oviedo, Winter Park, Downtown Orlando, and major highways. This is a rare opportunity to own a private pool home on a cul-de-sac lot with wooded views in one of Central Florida's most established and sought-after communities. With a brand-new A/C, a freshly resurfaced pool, and a whole-house generator already in place, this move-in-ready home offers comfort, peace of mind, and exceptional value. Schedule your private showing today!

472 Dewars Court, Winter Springs

$244,900
2 Beds 3 Baths O6411934 MLS G BLDG.
Under contract-accepting backup offers. Step inside and this townhome in Casa Park Villas that feels nothing like its neighbors. Completely renovated with designer finishes throughout, NEW AC system (2026), NEW hot water heater, luxury vinyl plank flooring throughout, doors, trim, kitchen, and all three bathrooms renovated. The kitchen sets the tone immediately with white shaker cabinets with matte black hardware, quartz countertops and full quartz backsplash, all-new stainless appliances, under mount sink with matte black faucet, and a breakfast bar pass-through that opens to the bright living and dining areas. Large windows flood the main level with natural light, and a slider leads to the screened rear porch overlooking open green space with pond views and no rear neighbors. Upstairs, both bedrooms are true primary suites with private en-suite baths - each one fully custom. The first features floor-to-ceiling dramatic black vertical tile in the tub/shower with a tiled niche and rain shower head, quartz vanity, and black-framed mirror. The second is an equally polished contrast: white vertical tile tub/shower, quartz vanity, glass pendant vanity light, and the same refined matte black hardware. Dark penny tile floors tie both bathrooms together. The powder bath downstairs features bold black-and-white geometric tile - a finishing touch that shows this renovation was done with intention, not budget cuts. Two assigned parking spaces sit directly in front. The community pool is steps away. Directly across the street: Trotwood Park with pickleball and tennis courts, a splash pad, basketball, playgrounds, pavilions, BBQ grills, and a scenic boardwalk over Lake Maria. Zoned for the A+ rated Seminole County School District, with Keeth Elementary and Indian Trails Middle School within walking distance. Minutes to Winter Springs Town Center, Oviedo Mall, SR 417, UCF, and downtown Orlando. Buyers have been waiting for the one that's actually been done right - this is it.

603 Casa Park Court Unit G, Winter Springs

$445,000
3 Beds 2 Baths O6410431 MLS
Under contract-accepting backup offers. Inviting curb appeal welcomes you into this beautifully maintained Winter Springs pool home tucked within the peaceful established subdivision of Oak Forest. Step inside to an open floor plan with immediate views of the backyard oasis, creating a light and airy feel perfect for everyday living and entertaining. The spacious kitchen opens seamlessly to the living and dining areas and features granite countertops, stainless steel appliances and a breakfast bar ideal for gathering with family and friends. The floor plan offers comfortable living spaces, while sliding doors lead out to the screened porch overlooking the private backyard retreat. Enjoy Florida living year-round with the screened patio, resurfaced pool featuring a PebbleTec finish completed in 2020, a fully fenced yard and plenty of room to relax or entertain outdoors. Major updates provide peace of mind, including the roof, AC, and water heater all replaced in 2015. Additional improvements include gutters added in 2020, pool pump replaced in 2016, new garage door opener in 2025, and updated microwave, dishwasher, and garbage disposal in 2026. This home sits on a spacious lot in a quiet, established neighborhood. Conveniently located near SR-417, shopping, dining, and top-rated Seminole County schools - walking distance to both the elementary and middle school. This home is also just minutes from Trotwood Park and Central Winds Park which features pickleball courts, sports fields, playgrounds, walking trails, and community events.

877 Benchwood Drive, Winter Springs

$185,000
2 Beds 2 Baths O6409678 MLS 343 BLDG.
Under contract-accepting backup offers. Welcome to this freshly painted 2-bedroom, 2-bathroom condominium located in the desirable Deer Song community in Winter Springs. Offering a low-maintenance lifestyle in a convenient Central Florida location, this residence is a great fit for a first-time buyer, downsizer, seasonal resident, or investor looking for a well-positioned property with everyday comfort and community appeal. Inside, the home features a practical layout with 945 square feet of living space, offering comfortable living areas and a functional design that makes the most of the space. The freshly painted interior provides a clean, refreshed feel and gives the next owner a neutral starting point to make the home their own. With two bedrooms and two full bathrooms, the layout offers flexibility for guests, a home office setup, or shared living arrangements. One of the standout features of this home is the private outdoor space. The fenced patio area creates a comfortable spot for morning coffee, container gardening, pets, outdoor dining, or relaxing at the end of the day. The included storage shed adds valuable functionality, offering extra space for tools, bikes, seasonal items, or outdoor equipment. Deer Song offers a peaceful residential setting known for its established neighborhoods, mature surroundings, and convenient access to parks, trails, shopping, dining, and everyday essentials. The community is located near Winter Springs Town Center, Torcaso Park, the Cross Seminole Trail, Oviedo Mall, Publix, restaurants, and major roadways for easier commuting throughout Central Florida. With its freshly painted interior, efficient 2-bedroom layout, private fenced outdoor space, storage shed, and desirable Winter Springs location, this Deer Song condominium offers comfort, convenience, and low-maintenance living in one of Seminole County’s most appealing areas.

343 San Miguel Street Unit 343, Winter Springs

$557,900
4 Beds 3 Baths O6407307 MLS
New Price **268 Tavestock Loop, Winter Springs, FL 32708** Perfectly situated in the heart of Winter Springs, this stunning 4-bedroom, 2.5-bathroom home offers the ideal location with easy access to shopping, dining, theme parks, major roads, and the airport. Nestled within a desirable gated community, you'll enjoy peace of mind along with fantastic amenities including a community Lake Jess Up, pool, park, and 2 playground walking path, community benches. Step inside this beautiful two-story home and immediately notice the high ceilings that create a bright, open atmosphere throughout. Hard flooring runs seamlessly from room to room, giving the entire 2,883 square feet a clean, modern feel that is both stylish and easy to maintain. The kitchen is equipped with sleek stainless steel appliances, making it the perfect space to prepare meals and gather with family and friends. With four spacious bedrooms, there is plenty of room for everyone. The primary bedroom offers a comfortable retreat after a long day, while the additional bedrooms provide flexible space for family, guests, or a home office. Two full and half bathroom ensure convenience for the entire household. This move-in ready home means no waiting and no hassle. Simply unpack and start enjoying everything this wonderful property and community have for you. Whether you are relaxing by the community pool, taking the family to the playground, walking trails, Lake Jess Up or exploring all that Central Florida has in store, this home puts it all within reach. Don't miss your chance to make 268 Tavestock Loop your new home. Schedule your private showing today!

268 Tavestock Loop, Winter Springs

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Winter Springs Florida Homes for Sale

Are you looking to buy or sell a home in Winter Springs Florida? Call or Text (239) 880-8850 to schedule a showing on any Winter Springs, FL home for sale or to sell your Winter Springs Florida home! As Realtors specializing in the Winter Springs area, we can take care of all of your Winter Springs FL real estate needs including buying pre-existing homes, new construction homes, condominiums, land, commercial and multi-family homes in Winter Springs Florida. We can also help you find distressed properties in Winter Springs including HUD Homes, Short Sales and REO Bank Foreclosures. If you need help financing a home in Winter Springs, we have access to some of the best lenders that service the Winter Springs Florida area, including lenders that offer credit repair to buy a home and work with home builders in and near the Winter Springs area to help you build your home while building up your credit. If you are going to buy or sell a home in Winter Springs Florida, then be sure to Call or Text (239) 880-8850 Today! We are a real estate team specializing in the Winter Springs, FL area! Displayed are homes for sale in Winter Springs, FL, a city located in Florida. These Winter Springs Listings are updated every 15 minutes from the Winter Springs MLS.