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$625,000
4 Beds 2 Baths O6435948 MLS
THIS is the Lake Mary property buyers wait for—and rarely find. An extraordinary **1.29-acre homesite**, a modernized single-story home, incredible indoor-outdoor living and the convenience of an established Lake Mary location all come together in one truly special property. From the street, you see an attractive and inviting home. Step inside—and then out back—and the experience completely changes. The property opens up. An expansive lawn, mature trees and a wooded backdrop create a remarkable sense of space and privacy that is increasingly difficult to find in Lake Mary. The outdoor living is exceptional. A substantial covered timber pavilion and expansive paver patio create your own backyard destination for entertaining, grilling, celebrations or quiet evenings at home. There is room to garden, play, gather and enjoy the outdoors on a scale a typical neighborhood homesite simply cannot offer. Inside, the home feels bright, open and updated. Vaulted ceilings, skylights and an easy-flowing floor plan bring volume and natural light into the main living areas. The kitchen features granite countertops, rich wood cabinetry, stainless-steel appliances and breakfast-bar seating, opening naturally to the dining and gathering spaces. A fireplace adds warmth and character while maintaining the home's relaxed, modern feel. Then there is the Florida room—a showpiece of the home. Stretching approximately 27 feet across the rear, this incredible space features a vaulted ceiling, walls of windows overlooking the acreage, updated flooring and its own A/C. Game room, entertainment lounge, second living area or your favorite place to unwind—the possibilities are tremendous. Open the home toward the backyard and the entire property becomes one connected indoor-outdoor living experience. The 4-bedroom, 2-bath split floor plan provides privacy and flexibility. The primary suite offers multiple closets and an updated bath with a spacious walk-in shower, while three additional bedrooms can accommodate family, guests, home office or hobbies. An updated secondary bath, inside laundry and two-car garage complete the layout. And the updates are substantial: roof 2020, windows 2019, main A/C 2019, water heater 2025, updated bathrooms, newer sliding door, flooring, fencing, gutters, appliances, water softener, plus 2026 Florida room flooring and A/C. But what makes 633 Pugh truly difficult to duplicate is something you cannot simply renovate into another home: the land and the location. **1.29 acres in this part of Lake Mary is a rarity.** Here, you don't have to choose between having room to breathe and living close to everything that makes Lake Mary so desirable. Modern updates. Incredible outdoor living. 1.29 acres. Lake Mary. This is the one you have been waiting for. Buyer to verify all measurements

633 Pugh Street, Lake Mary

Listing courtesy of COLDWELL BANKER REALTY. 407-647-1211

$415,000
3 Beds 3 Baths O6435640 MLS
Welcome to this charming and inviting home nestled in the heart of Lake Mary’s desirable Reserve at the Crossings community. From the moment you step inside, you’ll be greeted by soaring 12-foot vaulted ceilings and an abundance of natural light that create a bright, airy, and wonderfully welcoming atmosphere. The spacious open and split floor plan offers an effortless flow, with the great room seamlessly connecting to the dining area and kitchen—perfect for everyday living, cozy evenings, and entertaining family and friends. The beautifully updated kitchen features 42-inch wood cabinetry, elegant granite countertops, and a convenient breakfast bar that invites casual conversation over morning coffee. Fresh interior paint and new light fixtures add a crisp, modern touch while maintaining the home's warm and comfortable feel. The spacious primary suite offers a peaceful retreat with a generous walk-in closet, while the upstairs bedrooms provide plenty of space for family, guests, or a home office and share an updated bathroom. Thoughtfully maintained with a roof replaced in 2020 and a hot water heater replaced in 2024, this home is ready for you to move in and make it your own. Families will appreciate the convenient location near highly regarded local schools, including Lake Mary Elementary, Greenwood Lakes Middle School, and Lake Mary High School, adding even more appeal to this wonderful community. The location is truly exceptional—just minutes from I-4 and Lake Mary Boulevard, with easy access to the Cross Seminole Trail, shopping, dining, entertainment, and everything that makes Lake Mary such a wonderful place to call home. Enjoy a short drive to Central Florida’s world-famous attractions as well as approximately 45 minutes to the beautiful beaches of New Smyrna Beach. Warm, bright, comfortable, and ideally located—this is more than a house, it’s a place to call Home.

789 Heather Glen Circle, Lake Mary

Listing courtesy of BUYER REBATES REALTY. 407-629-2300

$499,000
3 Beds 2 Baths O6435142 MLS
Virtually Staged. Welcome to this beautifully updated home in Lake Mary's desirable Heathrow community, where comfort, style, and convenience come together. Light walls, plantation shutters, ceiling fans, and abundant natural light create a bright, welcoming atmosphere as you enter the home. The spacious main living area seamlessly connects the kitchen, dinette, and family room, making it ideal for everyday living and entertaining. The kitchen features freshly painted wood cabinetry, granite countertops, new stainless steel appliances (2026), and generous storage. A large center island with an integrated sink and dishwasher provides ample space for meal preparation and casual dining. New glass sliders (2026) open directly to the screened patio and fenced backyard. The primary suite is a relaxing retreat featuring a large walk-in closet with a custom organization system and an updated bathroom with dual sinks, two mirrors, and a walk-in shower finished with elegant marble-patterned tile. The secondary bathroom includes a bathtub, dark wood vanity, and decorative mirror, making it convenient for family members and guests. Luxury vinyl flooring flows throughout the home (2026). Additional features include a dedicated laundry room with a washer, dryer, white cabinetry, and extra storage, as well as a two-car garage. Recent improvements include fresh interior and exterior paint (2026), new kitchen appliances (2026), new glass sliders (2026), and freshly laid sod (2026). Outside, the screened patio offers a comfortable place to relax while overlooking the private, fenced backyard. The expansive grassy area, manicured hedge, and mature landscaping create an inviting outdoor retreat. A neatly maintained front yard and driveway complete the home's curb appeal. Heathrow offers 24/7 guard-gated entrances and security patrol, along with Sawyer Lake Park featuring a soccer field, basketball court, fishing pier, and covered picnic area. Club membership (available at an additional cost) provides access to an 18-hole golf course, tennis, community pool, clubhouse, and fitness center.

1206 Chessington Circle, Lake Mary

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$850,000
4 Beds 4 Baths O6434994 MLS
**Rare .45-Acre Cul-de-Sac Lot in Gated Crestwood Estates!** Welcome to **3414 Michigan Street**, where newer construction, thoughtful upgrades, and an exceptionally spacious homesite come together in one of Lake Mary’s most desirable locations. Built in **2021** and meticulously maintained, this beautiful **4-bedroom, 4-bath home offers 2,397 square feet of living space, a 3-car garage, and a rare .45-acre lot** tucked away on a cul-de-sac in the gated community of **Crestwood Estates**. Step inside to a bright, open-concept floor plan designed for both everyday living and entertaining. **Crown molding** adds an elegant finishing touch throughout the main living areas and primary suite, while abundant closet space provides plenty of storage. The thoughtfully designed split-bedroom layout places bedrooms on opposite sides of the home, offering exceptional privacy and flexibility for family, guests, a home office, or multigenerational living. The kitchen is designed to be both beautiful and functional, with an **upgraded dedicated coffee station featuring a granite countertop**—the perfect spot for your morning coffee, beverage bar, or additional serving space. Adding to the home's versatility, **one of the four bathrooms is fully ADA compliant**, providing an accessible option for guests or household members and making the split floor plan especially well suited for multigenerational living. One of this property's true standout features is the **oversized backyard**. At nearly half an acre, this is a rare find in Lake Mary and offers incredible possibilities for creating your own private Florida retreat. The owners have already added **fruit trees to the backyard**, bringing a special touch to the expansive outdoor space. There is still ample room to add a pool, outdoor kitchen, play area, or additional entertaining spaces. The home is already perfectly positioned for a future pool with a **full pool bath providing direct access to the covered patio and backyard**. Energy efficiency was also a priority when this home was built. **Upgraded insulation extends into the concrete block walls around the home**, while **dual-pane ENERGY STAR-rated windows** help keep the Florida heat outside and indoor temperatures comfortable. Technology is seamlessly incorporated throughout the home with **smart-home features, seven built-in surround-sound speakers with Alexa integration, and pre-wiring for a security system**. Outside, the **3-car garage and additional side parking pad** provide exceptional parking and storage options—another feature that's difficult to find. All of this is located within a **gated Lake Mary community**, zoned for highly rated Seminole County schools and conveniently located near shopping, dining, grocery stores, major roadways, and everything Lake Mary has to offer. **Newer construction. Nearly half an acre. Gated community. Cul-de-sac location. 3-car garage. ADA-compliant bath. Room for a pool.** Opportunities with this combination are hard to find in Lake Mary. **Schedule your private showing and discover everything 3414 Michigan Street has to offer.**

3414 Michigan Street, Lake Mary

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$699,000
3 Beds 3 Baths O6432124 MLS
Located in the highly sought-after 24-hour guard-gated Heathrow community, this 3-bedroom, 2.5-bath pool home offers 2,079 square feet with soaring ceilings, an open floor plan, and a private backyard overlooking a protected conservation preserve with no rear neighbors. Recent improvements include a brand-new tile roof, remodeled kitchen with quartzite countertops, soft-close cabinetry, and new GE stainless steel appliances, a new primary bath, new luxury vinyl flooring upstairs, and genuine marble tile flooring throughout the main living areas. The pool has a new pool pump and was resurfaced in 2023, creating the perfect setting to relax and enjoy the peaceful preserve views. Additional updates include a new upstairs A/C, hot water heater, and electrical panel. Optional Heathrow Country Club memberships feature golf, tennis, swimming, fitness, dining, and social activities. Conveniently located near I-4, SR 417, the Seminole Wekiva Trail, shopping, dining, and top-rated Seminole County schools. All information is intended to be accurate but is not guaranteed and should be independently verified by buyers. Room measurements are approximate and should be independently verified.

130 Wimbledon Circle, Lake Mary

Listing courtesy of WATSON REALTY CORP. 407-323-3200

$359,900
3 Beds 4 Baths O6430912 MLS 624 BLDG.
Absolutely Stunning Lake Mary Townhome – New Roof (2025) & Move-In Ready! Welcome to this beautifully maintained, model-home-quality townhome located in one of Lake Mary's most desirable communities. Offering stylish upgrades, a spacious layout, and maintenance-free living with no yard work, this home is the perfect combination of comfort and convenience. The open-concept floor plan provides plenty of room for everyday living and entertaining. The first floor features a tiled entry, a versatile bonus room, and a convenient half bath. Currently used as a home office and sitting area, the bonus room can easily serve as a guest suite, media room, or flex space to fit your lifestyle. You'll also appreciate the oversized two-car garage with additional storage. The heart of the home is the beautifully appointed kitchen featuring soft-close cabinetry, tile flooring, an oversized breakfast bar island, stainless steel appliances, and a premium Bosch dishwasher. The kitchen flows seamlessly into the spacious living and dining areas, making it ideal for entertaining. Step outside to the private patio and unwind while enjoying peaceful surroundings. This home has been thoughtfully updated throughout, including: New roof (2025) High-efficiency HVAC system Crown molding throughout Under-cabinet kitchen lighting Updated interior hardware Newer ceiling fans Retiled primary shower Fresh interior paint Upgraded tile on both balconies The third floor offers three spacious bedrooms and two full bathrooms. The primary suite features an oversized walk-in shower, dual vanities, and a large walk-in closet, creating a comfortable private retreat. Residents enjoy access to a community pool and an unbeatable Lake Mary location. Just minutes from I-4, you'll have quick access to Orlando and surrounding areas while being only moments from Colonial TownPark, featuring exceptional restaurants, shopping, entertainment, and nightlife. Outdoor enthusiasts will love being just a golf cart ride from Timacuan Golf Club and nearby walking trails. This exceptional home offers luxury, convenience, and low-maintenance living in one of Central Florida's most sought-after communities. Schedule your private showing today!

624 Pensacola Lane, Lake Mary

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$399,900
3 Beds 2 Baths O6431013 MLS
Virtually Staged. Welcome to 2361 Roanoke Court, tucked away on a quiet cul-de-sac street in the heart of highly desirable Lake Mary! Beautifully updated and move-in ready, this one-story home offers 3 bedrooms, 2 bathrooms, a 2-car garage, and an open, split-bedroom floor plan designed for comfortable living and effortless entertaining. Step inside to soaring vaulted ceilings, fresh interior and exterior paint, new luxury vinyl plank flooring throughout the main living areas, new carpet in the bedrooms, updated lighting fixtures and ceiling fans, and a bright, inviting feel throughout. The updated kitchen features stainless steel appliances and opens seamlessly to the spacious living and dining areas, while both bathrooms have been tastefully renovated with modern finishes. The private primary suite offers a beautiful bay window, walk-in closet, ensuite bath, and direct access to the backyard patio. An inside laundry room adds everyday convenience. Enjoy Florida living in your fully fenced backyard featuring an open patio with a covered pergola with outdoor curtains—the perfect spot to relax or entertain. Major updates provide added peace of mind, including a 2019 roof, 2023 HVAC system, and 2026 water heater. Located within walking distance of sought-after Lake Mary High School and close to top-rated Seminole County schools, shopping, dining, parks, the Lake Mary Library, YMCA, and Interstate 4, this home offers an unbeatable combination of location and convenience. Don't miss your opportunity to own this beautifully updated home in one of Lake Mary's most desirable neighborhoods.

2361 Roanoke Court, Lake Mary

Listing courtesy of MARK SPAIN REAL ESTATE. 855-299-7653

$199,900
2 Beds 2 Baths O6426968 MLS 179/26 BLDG.
This beautiful 2-bedroom, 2-bath split-floor-plan condo is located on the gated side of the Notting Hill community and includes a private 1-car garage and a first-floor entry with soaring ceilings and modern wood stairs leading to bright, open main living spaces. The spacious living room features an electric fireplace with a decorative mantel and French doors that open to a covered balcony. The kitchen offers granite countertops, wood cabinetry and brand-new stainless-steel appliances, including a refrigerator, range, microwave and dishwasher. The generous primary suite features a large walk-in closet with custom built-ins and an upgraded en suite bath with dual vanities, granite countertops and a tiled walk-in shower with a frameless glass door. The second bedroom enjoys pond views, a walk-in closet with custom built-ins and convenient access to the second full bath. An interior laundry room includes a washer, dryer and built-in cabinetry. Ideally located near I-4, Lake Mary Boulevard, International Parkway and the Heathrow employment corridor, with convenient access to shopping, dining and entertainment. The gated community also borders the Seminole Wekiva Trail, providing easy access to walking, biking and outdoor recreation. This is a fantastic opportunity to enjoy spacious, amenity-rich Lake Mary living without the maintenance of a traditional single-family home.

179 Villa Di Este Terrace Unit 201, Lake Mary

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$659,000
4 Beds 3 Baths O6419055 MLS
Virtually Staged. Welcome to this exceptional 4-bedroom, 3-bath luxury residence offering over 2,596 square feet of thoughtfully designed living space on a sprawling .67-acre homesite. Nestled in an established neighborhood with a low HOA fee, this beautifully updated home combines elegance, comfort, and convenience all located in the coveted Lake Mary School District. The open-concept floor plan features a desirable split-bedroom design, crown molding, and luxury vinyl flooring installed throughout the entire home. The kitchen opens to the large living room for intimate family time and includes a breakfast and eat-in area. The formal dining room showcases custom wainscotting and a designer ceiling treatment, creating the perfect setting for memorable gatherings. Step outside to your private backyard oasis featuring an inviting inground pool and wood-fenced in yard, ideal for entertaining, relaxing, and enjoying Florida's year-round sunshine. Major UPDATES provide peace of mind, including a NEW ROOF in 2020, NEW AC system in 2019, and NEW LUXURY VINYL FLOORING 2024. Ideally located near SunRail, major transportation corridors, top employers, parks, and the Seminole Trail. Enjoy the vibrant lifestyle of Downtown Lake Mary, including its popular Saturday morning Farmers Market, boutique shopping, and dining. Pickleball enthusiasts will appreciate nearby courts just 1.5 miles away, with new indoor AC facilities planned for the area. Perfectly positioned for both work and play, this home is approximately 40 minutes from New Smyrna Beach and Daytona Beach and only about 60 minutes from Orlando's world-famous attractions, such as Disney World and SeaWorld. This remarkable property offers the perfect blend of luxury, location, and lifestyle.

755 Keeneland Pike, Lake Mary

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$459,900
3 Beds 2 Baths O6428268 MLS
Move-in ready 3-bedroom, 2-bath pool home in the heart of Lake Mary featuring updated windows and sliding glass door, a beautifully remodeled kitchen, soaring vaulted ceilings, and a private backyard oasis. Thoughtfully upgraded and impeccably maintained, this exceptional residence combines timeless style with valuable improvements designed for comfort, efficiency, and peace of mind. Step inside to soaring vaulted ceilings, abundant natural light, and an open floor plan that creates an inviting space for both everyday living and entertaining. The beautifully remodeled designer kitchen features quartz countertops, soft-close cabinetry, a stylish tile backsplash, newer KitchenAid appliances, and a spacious breakfast bar. The spacious primary suite offers a beautifully renovated bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your own private backyard retreat featuring a large screened swimming pool, professionally landscaped grounds, attractive paver walkways, and plenty of space for relaxing or entertaining year-round. Major recent improvements include updated windows and sliding door, a 5-year-old roof, whole-house water softener, updated interior and exterior doors with modern black hardware, newer hurricane impact garage door and opener, and regular HVAC maintenance—providing exceptional value and peace of mind for the next owner. Conveniently located near top-rated Seminole County schools, premier shopping, dining, parks, and major highways, this exceptional Lake Mary home offers the perfect blend of style, comfort, and convenience.

680 Tomlinson Terrace, Lake Mary

Listing courtesy of PROPERTY LOGIC RE. 407-909-3436

$219,900
2 Beds 2 Baths O6426792 MLS 107 BLDG.
Wow! New Price! Take me home. Don't miss out on this lovely 2 bedroom 2 bath townhome located in the Villas of Lake Mary. This is a great community for your next residence. The HOA covers the exterior maintenance and has a community pool. You'll love the location that's just minutes to Interstate 4, SR 417 & 429 beltways, downtown Lake Mary, the hospitals on Rinehart Rd and for you golfers you're adjacent to Mayfair Country Club. The seller just completed some nice updates including new kitchen cabinets, new appliances, new bath vanities, a new HVAC and a new water heater. The interior has all ceramic tile floors for easy cleanup. The exterior offers a private rear fenced patio with access from the living room and primary bedroom. This won't last long. Contact us today.

107 Dorchester Square, Lake Mary

Listing courtesy of HOMEPRO PROPERTIES. 407-322-5956

$1,369,000
5 Beds 5 Baths O6426223 MLS
Welcome to this stunning Modern Farmhouse located in a premier gated community in the heart of Lake Mary. Completed in 2026 and never occupied, this brand-new 5-bedroom, 5-bath plus office residence showcases exceptional craftsmanship and a completely customized layout. While typical new construction homes require work after closing, this pristine property was meticulously elevated by the homeowners with premium, high-end designer upgrades throughout. Step inside to discover a thoughtfully curated interior featuring updated premium paint selections and statement designer light fixtures in every room. The open-concept living and dining areas feature elegant, fixed-panel linen drapes, complemented by sleek custom roller shades across the first floor. The gourmet kitchen features updated cabinet hardware and an upgraded premium Kohler faucet. The primary suite has been enhanced with custom updated tile surfaces in the bathroom as well as a custom-built closet system. Perfectly situated in the exclusive Fontaine gated enclave just minutes from excellent top-rated schools, premier shopping, dining, and major transport links. Skip the construction wait times and move straight into a fully completed, highly upgraded luxury oasis. Schedule your private viewing today!

344 Ambersweet Place, Lake Mary

Listing courtesy of FANNIE HILLMAN & ASSOCIATES. 407-644-1234

$210,000
2 Beds 2 Baths O6423838 MLS 2504 BLDG.
Experience the height of convenience in this beautifully located ground-floor condo within the gated community of Regency Park at Grassy Pointe. Ideally situated at the very front of the neighborhood, this unit offers the rare advantage of quick entry and exit without navigating through the complex. The first-floor location provides effortless, stair-free access directly into a functional floor plan that includes an inside laundry room with washer and dryer. Living here means you are in the heart of Lake Mary’s most vibrant area, just moments from the I-4 corridor and the SunRail station for a seamless commute. You are steps away from premier shopping and dining at the Lake Mary Centre and Shoppes of Lake Mary—including Target, Fresh Market, and Top Golf—while still being able to reach Downtown Orlando in approximately 30 minutes. The community itself feels like a resort, offering residents access to two sparkling pools and spas, a 24-hour fitness center, tennis courts, a clubhouse, and a playground. For those who love the outdoors, the property features private access to fishing piers on the lake and lush, mature landscaping. Combining a prime location with a maintenance-free lifestyle, this condo is a perfect find for commuters and locals alike.

2504 Grassy Point Drive Unit 100, Lake Mary

Listing courtesy of COMPASS FLORIDA LLC. 407-203-9441

$1,265,000
4 Beds 3 Baths O6421469 MLS
Virtually Staged. Welcome to luxury living in the exclusive gated Steeple Chase community, where timeless transitional Mediterranean design meets modern comfort and resort-style outdoor living. This beautifully appointed residence offers an impressive blend of sophistication, functionality, and high-end finishes throughout. From the moment you arrive, the tile roof, expansive paver driveway, manicured landscaping, grand covered entry, and split 3-car garage create exceptional curb appeal and a true estate-style presence. Inside, the thoughtfully designed floorplan is filled with natural light and elevated by soaring ceilings, designer lighting, elegant finishes, and a seamless flow ideal for both everyday living and entertaining. At the front of the home, a private office, formal dining room, versatile formal living room, and well-appointed laundry room provide both functionality and flexibility throughout the thoughtfully designed layout. Just off the dining room, a beautifully appointed butler’s pantry adds both style and functionality. The spacious family room serves as the centerpiece of the home, anchored by a dramatic custom modern feature wall with a sleek linear fireplace, creating a sophisticated yet inviting atmosphere. The chef’s kitchen is equally impressive with an oversized quartz island with seating, premium cabinetry, expansive counter space, a natural gas cooktop, and a high-end appliance package featuring Sub-Zero, Monogram, and Bosch appliances. Adjacent to the kitchen, the dinette area is enhanced by a beautifully designed built-in coffee station and beverage bar, creating the perfect everyday gathering space. The luxurious primary suite serves as a private retreat with a dramatic custom feature wall, spa-inspired bath with a glass enclosed shower with bench, soaking tub, dual vanities, and two custom walk-in closets with built-ins. This thoughtfully designed 3-way split floorplan features generously sized secondary bedrooms positioned for maximum privacy, including a separate guest suite with its own en-suite bath, while two additional bedrooms are thoughtfully situated in their own private wing with a full bath conveniently positioned between them. Step outside to your private backyard oasis showcasing a heated resort-style pool with water feature, expansive screened enclosure, extensive paver decking, and a covered outdoor living area complete with a fully equipped summer kitchen featuring grill station, side burner, vent hood, sink, and beverage refrigerator. Designed for effortless indoor-outdoor living, this home offers the perfect setting for relaxing evenings or entertaining on a grand scale. Residents of Steeple Chase enjoy a premier Lake Mary location convenient to top-rated Seminole County schools, upscale shopping and dining, golf, major roadways, and everything Central Florida has to offer while still enjoying the privacy and exclusivity of a gated luxury community.

1417 Oil Lamp Cove, Lake Mary

Listing courtesy of COLDWELL BANKER REALTY. 407-352-1040

$649,999
4 Beds 2 Baths O6421575 MLS
Welcome home to 783 Keenland Pike, a beautifully maintained 4-bedroom, 2-bath home situated on a spacious half-acre lot in the desirable Lake Mary area! From the moment you arrive, the inviting front porch offers the perfect spot to enjoy your morning coffee. Inside, you’ll find a thoughtfully designed home featuring a formal sunken living room and dining room—ideal for hosting family gatherings and holiday celebrations. The kitchen offers an eat-in dining area with a convenient coffee bar, real wood two-tone cabinetry, abundant storage, stainless steel appliances, and granite countertops. The spacious primary suite provides a relaxing retreat with wood-look tile flooring, double sinks, a large walk-in shower, and sliding glass doors leading directly to the patio and pool area. A beautiful wood-burning fireplace create s a cozy focal point in the living area—perfect for those cool Florida evenings. The desirable split-bedroom floor plan provides privacy, with three generously sized bedrooms located on the opposite side of the home. The guest bathroom features double sinks and convenient access to the pool area. Step outside to the screened patio, complete with a stunning tongue-and-groove ceiling, brick pavers, and plenty of room for entertaining. Enjoy a refreshing dip in the pool or gather with friends and family in the spacious backyard. Just outside the screened patio, an additional paver pad provides the perfect location for a grill or Blackstone. Situated on approximately half an acre, this property offers plenty of backyard space along with a peaceful shaded sitting area and fire pit—an ideal place to relax and enjoy the outdoors. Conveniently located near shopping, dining, major highways, and Downtown Lake Mary, this home offers both comfort and convenience! Don't miss your opportunity to make this beautiful home yours. Schedule your private showing today! Roof: 2013 | A/C: 2020 & Water Heater: 2026

783 Keeneland Pike, Lake Mary

Listing courtesy of HD REALTY LLC. 407-260-8800

$1,599,000
4 Beds 4 Baths O6415894 MLS
A private resort in the heart of Lake Mary, where luxury outdoor living and exceptional entertaining take center stage. Located within the highly sought-after gated community of Steeple Chase, this exceptional 4-bedroom, 3.5-bath estate offers a lifestyle rarely found in Central Florida. Designed around outdoor living and entertaining, the backyard is a true showpiece. Surrounded by mature palms, lush podocarpus hedges, and professional landscape lighting, the resort-style outdoor retreat centers around a spectacular heated saltwater pool featuring a swim-up bar, elegant fountains, a spacious sun deck, and an expansive spa with therapeutic air-jet features. Advanced pool automation provides effortless control of temperature, lighting, and water features, while programmable LED lighting allows the pool and spa to be customized with an array of colors to create the perfect ambiance for entertaining or relaxing. The spacious covered lanai with retractable screens and fully equipped summer kitchen creates an ideal setting for gatherings large and small. Whether enjoying a quiet evening by the water or hosting guests, the outdoor spaces deliver a private luxury resort experience every day. Golf enthusiasts will appreciate the home’s location just minutes from several premier golf courses, complementing the active and upscale lifestyle this community offers. Inside, soaring ceilings, abundant natural light, and a thoughtfully designed open floor plan create an immediate sense of elegance and sophistication. At the heart of the home, the gourmet chef’s kitchen showcases a premium Wolf appliance package, Sub-Zero refrigeration, natural gas cooking, custom cabinetry, an apron-front sink, and an oversized quartz island designed for both everyday living and effortless entertaining The dramatic two-story family room flows seamlessly from the kitchen and overlooks the backyard oasis, creating an inviting environment for everyday living and entertaining. A butler’s pantry and bar area connect to the formal dining room, while a dedicated office/den offers privacy and flexibility with its own staircase leading to an upstairs loft or flex space. Motorized window treatments throughout the home provide effortless comfort, privacy, and light control. The first-floor primary suite serves as a luxurious retreat, featuring tray ceilings, resort-style pool views, oversized dual walk-in closets, and a spa-inspired bath with separate vanities, an oversized walk-in shower, and a soaking tub. Upstairs, you’ll find an expansive media room or home gym featuring premium in-ceiling speakers, creating an immersive environment for workouts, movies, sports, or entertainment. A spacious game room offers dedicated wine storage and a built-in cigar humidor display, while three generously sized bedrooms are served by additional full baths. Additional highlights include an oversized laundry room with utility sink and full-size refrigerator, as well as a three-car garage. Residents of Steeple Chase enjoy the privacy and security of a gated community while remaining just minutes from top-rated schools, upscale shopping, fine dining, major highways, downtown Lake Mary, Winter Park, downtown Orlando, area beaches, and world-renowned attractions. Luxury, privacy, recreation, and resort-style living converge in one of Lake Mary’s most desirable communities. This home us a must see !! Seize the opportunity to own this slice of paradise by scheduling your private tour today!

3851 Grassland Loop, Lake Mary

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$2,695,000
5 Beds 5 Baths O6415963 MLS
Virtually Staged. Under Construction. Introducing a rare opportunity to own a landmark new construction in Lake Mary's premier corridor — 5,117 sq ft of fully custom luxury designed by Catalyst Design, a 25-year firm and Parade of Homes judge across Naples, Daytona & Southwest Florida. Built to one standard with a collaboration with a boutique custom home builder, DaVinci Development, the highest one. 5 bed | 5 bath | office | media room | studio/gym | 3-car garage | pool | rooftop terrace. Step inside to soaring 12-ft ceilings on the first floor and 10-ft ceilings above, Level 5 drywall throughout, and real European oak engineered hardwood flowing through every common area. PGT impact windows and doors flood every room with natural light. Oak stairs and a custom railing corridor set the tone for the craftsmanship found at every turn. Smart home ready with full low-voltage wiring and two tankless gas water heaters built in. The chef's kitchen is built for serious cooking: Thermador 48" natural gas range, Thermador 48" integrated refrigerator and freezer, Asko dishwasher, 42" European cabinetry, and Taj Mahal quartzite countertops — a showpiece that performs as well as it presents. The primary suite is a private world — hand-stained solid European cabinetry, mitered-edge porcelain tile, frameless glass shower with dual showerheads and handheld, freestanding soaking tub, and a generous walk-in closet. Every bathroom holds the same uncompromising finish: full porcelain, bespoke cabinetry throughout. The dedicated media room, private office, and studio/gym ensure every dimension of modern life has its own space. Outside, the rooftop terrace with a covered balcony and full summer kitchen is a rare feature in this market. The private pool anchors a lush, oversized Zoysia backyard, fully sodded and professionally landscaped with an automatic sprinkler system — a true resort retreat behind your own walls. Set in the Lake Mary / Heathrow corridor — Florida's #1 public school district, multiple world-class golf courses including Heathrow Country Club, Legacy Club at Alaqua Lakes & Timacuan, Wekiva Springs minutes away, theme parks under 30 min, beaches under 1 hr, two international airports within 35 min. Schedule your private showing today.

1351 Via Markham Court, Lake Mary

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$595,000
4 Beds 3 Baths O6414462 MLS
Virtually Staged. Welcome to 107 S High Street in the heart of Lake Mary! This beautifully renovated 4-bedroom, 2.5-bath home offers 2,340 square feet of thoughtfully updated living space and sits on nearly half an acre, providing plenty of room to enjoy outdoor living, entertaining, gardening, or future additions. Best of all, there is NO HOA, giving you the freedom and flexibility homeowners desire. Nearly every aspect of the home has been upgraded, including a newer roof, new windows, updated electrical, new plumbing, new HVAC system, new insulation, luxury vinyl plank flooring, fresh interior and exterior paint, and modern lighting throughout. The stunning kitchen has been completely remodeled with new cabinetry, quartz countertops, stylish hardware, updated fixtures, and new appliances. Both full bathrooms have been fully renovated with designer tile, new vanities, modern plumbing fixtures, glass enclosures, and contemporary finishes. New trim, baseboards, and interior details add a polished touch throughout the home. Outside, you'll find a spacious yard complete with a storage shed, offering additional space for tools, hobbies, or outdoor equipment. Energy-efficient upgrades and updated major systems provide peace of mind and help support lower utility costs for years to come. Located in one of Lake Mary's most desirable areas, this home combines timeless charm with modern convenience. With comprehensive upgrades throughout, stylish finishes, and exceptional attention to detail, this property delivers outstanding value and long-term livability. Enjoy the benefits of a prime location, a large lot, and no HOA restrictions. Don't miss your opportunity to own this turnkey home in downtown Lake Mary!

107 S High Street, Lake Mary

Listing courtesy of VESTI LLC. 407-749-5489

$768,000
4 Beds 5 Baths O6408145 MLS
Looking for lots of lawn space in a golf club community home? Look no further than this beautiful home at 434 Silver Dew in the golf course community of Timacuan. You have to see the back yard that's entirely surrounded by a brick wall giving you loads of space and privacy for family and pets. With 4 bedrooms & 3 and 1/2 bath rooms the home has all the amenities you expect in an executive home such as this. Built as a split plan, the primary bed and bath are to once side of the home and the other bedrooms and baths are to the opposite side of the home. In the center is the where it all comes together featuring a formal living and dining area as well as a family room with wet bar and wine fridge and an eat in kitchen that looks out over the pool and onto to the expansive yard. The large covered Pool side lanai also has a wet bar sink, a sauna, and a hot tube rounding out the complement of items for relaxing and enjoying time by the pool. Two of the bath rooms have been recently remodeled as has part of the pool tile and Kitchen backsplash. One of the more unique features in this home is the Laundry room that's been made to be a small kitchenette or prep kitchen if you have others in the household who would like to have there own space to cook and clean. If you're looking for a home with flexibility to accommodate young and old alike this home needs to be on your list of homes to see.

434 Silver Dew Street, Lake Mary

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$224,900
2 Beds 2 Baths O6410969 MLS 115 BLDG.
One or more photo(s) has been virtually staged. ALL EXTERIOR MAINTENANCE IS COVERED BY THE HOA MAKING THIS AN AMAZING VALUE!! Welcome home to this beautifully updated 2-bedroom, 2-bath townhome offering style, comfort, and low-maintenance living. Freshly painted inside and out, this inviting home features a completely remodeled kitchen with gorgeous quartzite countertops, new cabinetry, stainless steel appliances, and ample workspace for cooking and entertaining. High-quality luxury vinyl plank flooring flows throughout the home, creating a seamless and elegant look while providing exceptional durability. Both bathrooms have been refreshed with new lighting and updated mirrors for a clean, modern feel. Enjoy your own private exterior courtyard complete with vinyl fencing and a gated entrance, providing the perfect space for relaxing, gardening, or entertaining. A front screened porch offers another peaceful outdoor retreat to enjoy the evening breeze. Additional highlights include a private full-size laundry room with washer and dryer, plus access to the community pool for year-round enjoyment. Ideally located in the popular Villas of Lake Mary, this home offers easy access to shopping, dining, I-4, and the 417 Expressway for an easy commute. With thoughtful renovations, a functional layout, and move-in-ready condition, this townhome combines modern updates with easy Florida living. Don't miss your opportunity to view this beautiful gem today!

115 Dorchester Square, Lake Mary

Listing courtesy of DAHLIA REALTY GROUP. 689-777-4111

$1,050,000
5 Beds 6 Baths O6410237 MLS
Modern luxury in the popular Heathrow/Lake Mary area. Private gated enclave with direct access to premier lifestyle amenities. This 5 bedroom home spanning over 3,600 sq ft is located in the exclusive Queens Club neighborhood, adjacent to the Heathrow Community, offering some of the area’s most sought after activities. This 5 bedroom, 5 1/12 bath home is designed for today's style of living. It features an open-concept living area offering abundant natural light and seamlessly flowing between spaces. The kitchen is both refined and functional, showcasing a gas cooktop and a large Sub-Zero refrigerator. You are steps away from some of the finest sports activities in town, featuring golf, tennis, workout facilities and a large resort style pool for members. Three Championship golf courses are within a 5 minute drive. The outdoor space has been upgraded with a custom fenced yard and premium artificial turf that looks and feels great year round. A 3 car garage adds flexibility for adding your sports car or golf cart. Beyond the home, the location offers outstanding accessibility, close to I-4, many places to dine, shop, and the numerous major commuter routes minutes away. Highly rated public schools have been part of the community for years. Modern living, privacy and lifestyle blend together at 1500 Rackets Court. Come and see for yourself.

1500 Rackets Court, Lake Mary

Listing courtesy of ELITE EVOLUTION PROPERTIES. 407-905-6700

$169,000
1 Beds 1 Baths O6394640 MLS 2500 BLDG.
NEWER CONSTRUCTION (2023) | GROUND FLOOR UNIT - NO STAIRS | LOW-MAINTENANCE LIVING IN LAKE MARY Welcome to this beautifully maintained 1-bedroom, 1-bath condo built in 2023, offering a rare opportunity to own a move-in ready, newer construction unit in the heart of Lake Mary—without the wait or hassle of renovations. Seller is open to sell Fully Furnished! Located on the ground floor for easy access without the hassle of steps, this home features a bright and functional layout with modern finishes, creating a clean, comfortable living space ideal for everyday living or a lock-and-leave lifestyle. The kitchen opens seamlessly to the main living area, providing an inviting space for relaxing or entertaining. The bedroom offers ample space and storage, while the overall design maximizes efficiency and comfort. Set within a gated community, residents enjoy added privacy along with convenient access to shopping, dining, major roadways, and everything Lake Mary has to offer. What truly sets this home apart: While many condos in this price range may require updates, this unit offers the benefit of newer construction—meaning less maintenance, modern systems, and a truly move-in ready experience. Whether you’re a first-time buyer, investor, or looking for a low-maintenance Florida property, this is an opportunity you won’t want to miss.

2592 Grassy Point Drive Unit 112, Lake Mary

Listing courtesy of EXP REALTY LLC. 888-883-8509

$145,000
1 Beds 1 Baths O6386360 MLS 2569 BLDG.
WATER VIEWS ~ FANTASTIC AMENITIES ~ AND FRESH UPDATES – this adorable second-floor condo in the Regency Park at Lake Mary community offers the perfect combination of convenience and low-maintenance living in one of Lake Mary’s most desirable locations! ****Major updates include a NEW A/C (2025) for peace of mind, along with LUXURY VINYL PLANK FLOORING throughout (2023), INTERIOR PAINT (2023), and UPDATED LIGHT FIXTURES and shower fixtures that give the space a modern, move-in ready feel. The OPEN CONCEPT layout creates an easy flow between the living, dining, and kitchen areas, making the home feel bright and inviting. Sliding glass doors lead to a private BALCONY with peaceful WATER VIEWS, the perfect spot for morning coffee or relaxing evenings. Even better, the balcony is accessible from both the living room and the bedroom, allowing you to enjoy the water views from multiple spaces. Set within the waterfront community of Regency Park at Lake Mary on Greenwood Lake, residents enjoy a beautifully landscaped, park-like setting with mature trees and exceptional amenities. This GATED COMMUNITY features TWO POOLS, a fitness center, tennis courts, playground, laundry facilities, dock on Greenwood Lake and at Reflection Park, a COMMUNITY BOAT RAMP, and more – offering plenty of opportunities for recreation and relaxation just steps from your front door. The central Lake Mary location places you close to everything with easy access to I-4, plus a wide variety of nearby shopping and dining options. Whether you are looking for a first home, investment property, or a low-maintenance Florida lifestyle, this charming condo delivers comfort, convenience, and beautiful water views all in one. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**

2569 Grassy Point Drive Unit 207, Lake Mary

Listing courtesy of WEMERT GROUP REALTY LLC. 407-214-3967

$390,000
4 Beds 4 Baths O6388323 MLS 940 BLDG.
One or more of the photo(s) have been virtually staged. NEW PRICE IMPROVEMENT!! Welcome to this beautiful property located in the guard-gated community of Fountain Parke in Lake Mary. From the moment you walk in, the layout feels open with lots of light. This three-story townhouse offers 4 bedrooms and 3.5 bathrooms with over 2,100 square feet of well-designed space. The main living area sits on the second floor, where the kitchen, dining, and living spaces come together around an oversized island, granite countertops, and stainless steel appliances. The primary bedroom and additional bedrooms are located upstairs. On the first floor, a separate bedroom and bathroom has a flexible space for guests, working from home, or multi-generational living with its own separate entrance and exit. A two-car garage and low-maintenance exterior make day-to-day living simple. Residents enjoy access to a resort-style pool, fitness center, tennis courts, dog park, pickleball and 24-hour guard-gated entry. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools. Showings available upon request.

940 Lobelia Drive, Lake Mary

Listing courtesy of REAL BROKER, LLC. 855-450-0442

$750,000
4 Beds 3 Baths O6388094 MLS
RESORT-STYLE POOL LIVING ON TIMACUAN GOLF COURSE Experience Florida resort-style living in this beautiful Timacuan golf course home, uniquely positioned with the front yard overlooking the 17th green and the backyard overlooking the 18th tee. Relax by the completely renovated pool and spa, featuring new tile and a high-end quartz Diamond Brite finish. Entertain under the spacious high-ceiling covered patio or enjoy the large backyard and beautiful golf course views. Located in desirable Lake Dawson Estates, this 4-bedroom, 3-bath home with 2,780 sq. ft. features an open floor plan, high ceilings, abundant natural light, and inviting indoor-outdoor living. A July 2026 four-point inspection reported the major systems in satisfactory/working condition: 1. Roof: Full architectural-shingle replacement in 2018, with approximately 22 years of remaining useful life. 2. HVAC: Installed/updated in 2022 and reported in good working order. 3. Plumbing: Completely re-piped with PEX in 2024; fixtures and connections rated satisfactory. 4. Electrical: 200-amp General Electric panels with copper wiring, rated satisfactory with no listed hazards. Additional improvements include the pool renovation (2025), newer water heater and kitchen appliances, plus ongoing updates throughout the property. Conveniently located near top Seminole County schools, shopping, dining, parks, medical centers, and major highways. Resort-style pool living, golf views from front to back, and your own private Florida retreat—right at home.

635 Chocktaw Street, Lake Mary

Listing courtesy of EXP REALTY LLC. 888-883-8509

$489,000
3 Beds 6 Baths O6379886 MLS 4600 BLDG.
Come see one of the most desirable units in Fountain Park. With only a handful built, this 4 story unit features 3 private terraces for sitting outside and looking over the beautiful grounds and the surrounding area. A feature rarely found in condo's or townhomes. And if you're not into walking up stairs, no worries, each floor can be accessed by your own private elevator. Recently inspected, this units elevator has been full serviced and is completely updated to be safe and dependable. If a beautiful Kitchen is your wish, this one is not to be missed. Recently remodeled, it features all Stainless appliances, dark elegant wood cabinets all accented with a marble backsplash set behind the Quartz counter tops. You'll also find a large Island that comfortably seats 4 and provides extra storage and the pull out microwave. The living room is next to the kitchen which makes for a great entertaining space. Crown Molding and Hard wood floors are used in the main areas of the house with Tile for the floors and granite counter tops in the 4.5 baths rooms. Designed to allow for flexible and or multi generational living, the floor plan a ground floor bedroom with ensuite bath can also be used as an in-law suite or as an office. The bonus room on the upper level also has a full bath and 2 of the terraces are adjoining. The larger rear terrace has power and water that could be used for a summer kitchen. If it's amenities and easy of living you're after, Fountain Park might be for you. With a large Clubhouse, on site management, guarded entry front gate, resort style pool, fitness gym, walking trails, Dog Walk park, tennis and Pickleball, and more, you'll find something for almost everyone. Located in the heart of Central Florida, you're within an hour of the theme parks, the beach, and many more local attractions. And not to be forgotten are our 3 hospitals within 10 minutes of your front gate. So if you're looking for a luxury life style, you need to come see 4516 Messina Dr.

4516 Messina Drive, Lake Mary

Listing courtesy of FATHOM REALTY FL LLC. bnunez@fathomrealty.com

$179,900
3 Beds 2 Baths O6353267 MLS 2548/ Unit 202 BLDG.
Virtually Staged. Fantastic price for this cute 3-bedroom, 2 bath, 2nd floor condo in the heart of Lake Mary. Great for first time home buyers or investors. Unit features a near the entrance laundry area. Spacious floor plan, large bedrooms with walk-in closets, a balcony and more. Valet trash service also included. Enjoy the resort style pools and hot tub, club house with a sundeck and a state-of-the-art fitness and cardio center. Freshwater lake for canoeing and a fishing pier, tennis courts, gazebo grill area and picnic station, shuffleboard and a playground for the little ones. This gated community also has an on-site carwash and laundry facility. Conveniently located near schools, shopping, dining, area attractions, beaches & easy access to I-4 and other major roads and highways. WORTH A LOOK! Schedule a private showing TODAY. **All information is deemed reliable but not guaranteed, buyer and agent are advised to verify any and all info, taxes, HOA fees, all restrictions, room sizes, square footage, and unit size. SOLD AS IS.

2548 Grassy Point Drive Unit 202, Lake Mary

Listing courtesy of JOHN SILVA REALTY & ASSOCIATES. 407-420-7908

$1,289,000
4 Beds 3 Baths O6318052 MLS
Back on the market; buyer financing fell through. Welcome to 1274 Prince Court—an elegant and thoughtfully renovated custom one-story pool home located in the exclusive gated community of Heathrow. Nestled at the end of a quiet cul-de-sac on a private lot, this beautifully updated residence offers 4 spacious bedrooms, including an office, 3 full bathrooms. Step through the striking glass and iron double doors into a grand foyer with brand-new carpet underfoot and soaring 22-foot cathedral ceilings that create an immediate sense of openness and sophistication. The living room provides stunning views of the newly painted saltwater pool and lush landscaping beyond, setting the tone for serene Florida living. To your right, a formal dining room is perfect for hosting, while the executive office to the left offers an ideal work-from-home setup. The renovated kitchen is a chef’s dream—featuring modern cabinetry, granite countertops, a center island, new stainless steel appliances, and an open flow into the spacious family room, ideal for entertaining. Enjoy newer porcelain tile in the main living areas, brand-new luxury vinyl plank flooring in the bedrooms, and remote-controlled curtains throughout the home for modern convenience. The expansive primary suite includes transom windows that flood the space with natural light, a large walk-in closet, and a beautifully updated en-suite bath with hand-cut tile details, dual granite-topped vanities, and a custom walk-in shower. Two additional bedrooms, each with their own fully renovated baths, are tucked away on the opposite side of the home for maximum privacy—perfect for guests or family members. Step outside to your private backyard oasis, where a rock waterfall spills into the sparkling saltwater spa and pool, all enclosed by a wrought-iron fence and surrounded by mature landscaping. The covered lanai includes a summer kitchen and generous seating areas, making it ideal for outdoor gatherings year-round. Additional features include a side-entry three-car garage, circular driveway, and freshly painted interiors. This home combines custom elegance with modern upgrades for truly turnkey living. Located within the highly desirable Heathrow community, residents enjoy access to an exclusive country club, an 18-hole championship golf course designed by Ron Garl, tennis courts, playgrounds, and walking trails—all within a top-rated school district. Don’t miss the opportunity to make this luxurious and move-in ready property your next home!

1274 Prince Court, Lake Mary

Listing courtesy of KELLER WILLIAMS WINTER PARK. 407-545-6430

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