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$550,000
5 Beds 4 Baths O6437659 MLS 9021 BLDG.
Welcome to this beautifully appointed corner-unit townhome in the highly sought-after area of Windermere, Florida! Ideally located just 15 minutes from Walt Disney World, Hamlin Town Center, and an incredible selection of shopping, dining, entertainment, and everyday conveniences, this home offers the perfect combination of comfort, location, and lifestyle. As a desirable corner unit, the home provides added privacy and an abundance of natural light throughout. Featuring 5 bedrooms and 3.5 bathrooms, this spacious townhome offers a thoughtfully designed open-concept floor plan perfect for both everyday living and entertaining. The first floor includes a dedicated office, ideal for working from home, along with generous living and dining spaces that flow seamlessly into the kitchen. One of the home's standout features is the beautiful in-law suite, complete with its own private entrance, providing an ideal space for extended family, guests, or additional flexibility. Upstairs, the spacious primary suite offers a peaceful retreat along with a versatile loft area that can be used as a secondary living space, playroom, media area, or home gym. With three additional bedrooms upstairs, there is plenty of room for everyone. A two-car garage provides ample parking and storage, while the home's prime Windermere location puts you close to everything Central Florida has to offer. Whether you're looking for a primary residence, multigenerational living, or a fantastic investment opportunity, this townhome is a must-see!

9021 Via Di Canti, Windermere

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

$1,187,000
4 Beds 4 Baths O6437718 MLS
Beautifully upgraded 4-bedroom residence featuring a thoughtfully designed floor plan, custom finishes, and exceptional indoor-outdoor living. The main level offers a private en-suite bedroom, ideal for guests or multigenerational living, along with a dedicated home office, spacious living areas, and a beautifully designed custom kitchen featuring tailored cabinetry, a large center island, integrated lighting, and generous storage. A separate TV/media room provides the perfect space for movie nights, entertainment, or relaxing with family. Upstairs, the spacious primary suite offers a private retreat with a truly special feature: Disney fireworks can be enjoyed right from the comfort of your bed. The suite also includes a generous walk-in closet and a spa-inspired primary bathroom featuring a freestanding soaking tub, dual vanities, and an oversized shower with separate his-and-hers shower fixtures. Extensive custom details can be found throughout the home, including Italian wallpaper, custom window treatments, bespoke cabinetry, decorative wall paneling, wood accents, designer lighting, and integrated LED lighting. Every element has been thoughtfully selected to create a comfortable contemporary interior. Designed for the Florida lifestyle, the outdoor living space features a spacious covered lanai with plenty of room for dining and lounging, overlooking the private heated pool and landscaped backyard. The seamless connection between the indoor and outdoor spaces makes this home equally suited for everyday living and entertaining. With a first-floor en-suite bedroom, dedicated office, media room, custom-designed kitchen, extensive interior upgrades, heated pool, and Disney fireworks views from the primary suite, this home offers an exceptional combination of style, comfort, and functionality. Thoughtfully customized and beautifully maintained, this is a home designed to be enjoyed inside and out.

12989 Westside Village Loop, Windermere

Listing courtesy of WEBB FLORIDA REALTY LLC. 407-601-0733

$529,000
3 Beds 2 Baths O6436938 MLS
Don’t miss the opportunity to make this beautiful home in the highly sought-after Summerport community your own! Known for its A-rated schools, picturesque surroundings, and outstanding amenities. This well-maintained 3-bedroom, 2-bath home features a versatile office/den, offering flexible space to accommodate a home office, or guest room. The home features vinyl flooring throughout with no carpet, providing a clean, stylish, and low-maintenance living environment. The kitchen is equipped with a natural gas stove, perfect for those who enjoy cooking with gas. Recent improvements include a newer roof, newer A/C system, and freshly painted exterior, offering added comfort and peace of mind. From the moment you enter the welcoming foyer, you’ll appreciate the bright and open floor plan. Two secondary bedrooms are conveniently located toward the front of the home, providing separation and privacy from the primary suite. Continue down the hallway to the spacious formal living room and flexible additional living space, perfect for adapting to your family’s needs. The private primary suite offers a relaxing retreat with a walk-in closet, dressing area, and ensuite bathroom featuring dual sinks and a spacious standing glass shower. The kitchen seamlessly connects to the bright family and dining areas, creating an inviting space filled with natural light and perfect for everyday living and entertaining. The natural gas stove adds an extra touch of convenience for the home chef. Sliding glass doors open to the covered porch, extending the living space outdoors and overlooking the spacious backyard—an ideal setting for relaxing, entertaining, or enjoying the Florida lifestyle. Summerport offers an impressive array of resort-style amenities, including a community pool, fitness center, parks, playgrounds, fishing pier, and scenic walking trails. The community’s desirable location provides easy access to Windermere, Winter Garden, and Clermont, with an abundance of shopping, dining, entertainment, recreation, and highly rated schools nearby. Commuters will appreciate the convenient access to major roadways, including Highway 429, the Florida Turnpike, SR 408 (East-West Expressway), and I-4, making it easy to travel throughout Central Florida. Walt Disney World and many of Orlando’s world-renowned attractions are also just a short drive away. For Disney enthusiasts, enjoy the added bonus of being just minutes from Walt Disney World, with the opportunity to catch the nightly fireworks from select areas within the community. With vinyl flooring throughout and no carpet, a natural gas stove, a newer roof, newer A/C, freshly painted exterior, flexible living spaces, spacious backyard, desirable location, and exceptional community amenities, this home offers an outstanding opportunity in Summerport. Schedule your private showing today and come see all this home has to offer!

4844 Flint Road, Windermere

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155

$1,895,000
4 Beds 5 Baths O6437093 MLS
Set along the shores of Lake Bessie in the heart of Downtown Windermere, this contemporary lakefront residence pairs clean architectural design with effortless single-story living. Completed in 2024, the home offers 2,868 square feet with four bedrooms, each featuring a private en-suite bath, along with a dedicated home office and an open-concept layout designed around the water views. Inside, wide-plank white oak hardwood floors, soaring ceilings and expansive black-framed glass doors create a bright, modern aesthetic while drawing the lake into the main living areas. The European-inspired kitchen anchors the home with an oversized island, quartz countertops, sleek cabinetry and smart appliances, flowing seamlessly into the dining and living spaces for easy everyday living and entertaining. The primary suite continues the home's refined design with a spa-like bath featuring a freestanding soaking tub, floating wood vanity, dual sinks and an oversized walk-in shower. Contemporary finishes and a light, neutral palette carry throughout the residence. Outdoors, a private heated pool and spa create a resort-like retreat, while the lakefront setting offers approximately 100 feet of frontage on Lake Bessie with the option to add a private dock. There is also a two car covered parking area with EV Charger. From morning sunrises and lake breezes to afternoons spent boating or fishing, the setting captures the relaxed lifestyle that makes Windermere so desirable. Just a short walk or golf cart ride from Downtown Windermere, the home places the weekly farmers market, parks, tennis courts, boat ramp to Lake Butler and Bessie, dining, local shops and a brewery within easy reach. Modern architecture, direct lake frontage and an exceptional in-town location come together for a rare opportunity to experience contemporary waterfront living in Windermere

930 East Boulevard, Windermere

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155

$320,000
3 Beds 2 Baths O6435857 MLS 7 BLDG.
Welcome to 8168 Boat Hook Loop, Unit 303, a beautifully maintained condominium offering comfortable, low-maintenance living in a desirable community. This move-in ready residence features a spacious three-bedroom, two-bathroom floor plan designed for both everyday living and entertaining. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a bright and inviting atmosphere. The kitchen features 42-inch upper cabinets, stone countertops, and a functional layout with ample storage and preparation space. Updates include a replaced HVAC system and hot water heater, providing added comfort and peace of mind. The spacious primary suite offers a comfortable retreat with a private en-suite bathroom and generous closet space. Two additional bedrooms provide flexibility for guests, a home office, or other lifestyle needs. Enjoy the convenience of condominium living with access to community amenities and a location close to shopping, dining, entertainment, and major roadways.

8168 Boat Hook Loop Unit 303, Windermere

Listing courtesy of SOUTHERN REALTY GROUP LLC. 407-217-6480

$410,000
3 Beds 3 Baths O6433201 MLS 8641 BLDG.
Beautiful end-unit townhome in Windermere featuring the larger floor plan in the Lake Reams Townhomes community. This well-maintained 3-bedroom, 2.5-bath home offers plenty of natural light and a spacious open-concept kitchen, dining, and living area combo. The kitchen features granite countertops, tiled travertine back splash 46" wood cabinetry, and ceramic tile flooring, with kitchen and laundry appliances included. Upstairs, feel the new plush padded carpeting in the bedrooms, hallway and stairs. The spacious primary suite includes dual vanities, quartz counter top, a large walk-in closet, and walk-in shower. The guest bathroom also has a tub and shower, a single sink with a quartz counter top. Outside, enjoy a private Vinyl fenced in courtyard leading to an oversized rear-entry 2-car garage. The HOA provides low-maintenance living and includes exterior and roof maintenance, landscaping, exterior pest control, and access to the community’s Junior Olympic-size pool. Located approximately 5 minutes from Walt Disney World’s Magic Kingdom, with the added fun of being able to hear and see the Magic Kingdom fireworks each evening. Convenient to Lakeside Village, Horizon West, Winter Garden Village, shopping, dining, major roadways, and highly rated local schools. A great opportunity to enjoy a spacious Windermere townhome in an incredibly convenient location.

8641 Brookvale Drive, Windermere

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$3,700,000
5 Beds 7 Baths O6436735 MLS
Welcome to 4302 Isabella Circle, an exceptional 5-bedroom, 6.5-bath residence offering 5,362 square feet of living space on an expansive 0.88-acre homesite within the gated Casabella community of Windermere. Offered completely furnished, this Spanish-inspired home combines generous interior living spaces with an impressive outdoor setting and water views. Inside, soaring ceilings, hardwood flooring and an expansive living area with a full wet bar create an inviting environment for both everyday living and entertaining. The open-concept gourmet kitchen features granite countertops, KitchenAid stainless-steel appliances and a gas range. The spacious first-floor primary suite offers abundant closet space and a well-appointed en suite bath, while a secondary primary suite is located upstairs along with three additional en-suite bedrooms. The fully fenced backyard is a true extension of the home, featuring an infinity-edge pool, spa, firepit, multiple lounge areas and a glass-enclosed lanai with a full summer kitchen featuring Viking appliances and a dedicated dining area. The oversized homesite provides exceptional outdoor space while maintaining beautiful water views. Additional features include a study/office with built-ins, a converted garage space currently utilized as a media/game room with the ability to be converted back, and a fully paid-off solar panel system with no remaining lease obligation. Conveniently located near shopping, dining, schools and the many amenities of the Windermere area. The combination of nearly an acre of land, extensive outdoor entertaining areas, water views, furnishings and owned solar makes 4302 Isabella Circle a distinctive offering in Casabella.

4302 Isabella Cir, Windermere

Listing courtesy of JC FLORIDA REALTY LLC. 407-257-8265

$556,256
3 Beds 3 Baths TB8542700 MLS 3 BLDG.
Under Construction. This stylish two-story townhome features three spacious suites, including a second-floor primary suite and two additional bedrooms. The open-concept first floor offers a bright living area. Interior finishes feature the AW Collection Sapphire for a bold, modern style. This Cypress floor plan features a gourmet kitchen with 42” cabinets, quartz countertops, tiled backsplash stainless steel appliances, and luxury vinyl plank flooring. Enjoy a private courtyard and detached two-car garage. Located in the heart of Windermere near top-rated schools, Winter Garden Village, and charming downtown, with community amenities including a pool and playground.

13321 Lush Lime Alley, Windermere

Listing courtesy of ASHTON WOODS FLORIDA REALTY LLC. 813-918-4491

$880,000
4 Beds 3 Baths O6436644 MLS
Welcome to this beautifully maintained and freshly painted 4-bedroom, 2.5-bath pool home with a versatile bonus room, situated on an oversized corner lot in the gated community of Eden Isle. Residents enjoy access to a private boat ramp on Lake Speer. A spacious covered front porch leads into an open living area with views of the pool and a generously sized kitchen. Outside, the covered lanai overlooks the private pool and large, fully fenced backyard. The primary suite features a tray ceiling, walk-in closet, and an updated bathroom with marble-look tile, dual vanities, a soaking tub, and frameless glass shower. Three additional bedrooms and a full bathroom are located on the opposite side of the home. The bonus room is ideal for a home office, media room, or playroom.

6309 Earthgold Drive, Windermere

Listing courtesy of REALTY HUB. 888-900-1801

$870,000
4 Beds 3 Baths O6436017 MLS
Windermere Custom Interior Pool Home, 4 bedroom, 2 Primary Suites, 3 full Bathrooms New Exterior and Interior paint 2026, New Hardwood Bamboo Floors 2025, Crown Molding, Coffered Ceilings. New Heated Salt Water Pool, New Air Conditioner 2025, New Hot Water Heater 2025, Gourmet Kitchen with Hand Cut European Backsplash, Butler Pantry and Walk In Pantry, New Dishwasher 2024. Remodeled Master Shower 2023. Custom Stair Railing, New Paver Front porch and Driveway. Double Pain Windows and Extra Insulated exterior Walls. Watch Disney Fireworks from your front porch. Community Pool with Cabana, walking trials, tot lot, outdoor physical fitness areas, 3 parks, dog park with washing station. Windermere High School voted top school in USA today. Elementary school in Neighborhood, Windermere Prep 3 miles, Close to Publix, Restaurants, and Theme Parks. Butler Chain Public Boat Ramp at Keene Point Park 5 minutes.

9043 Horizon Pointe Trail, Windermere

Listing courtesy of CENTURY 21 CARIOTI. 407-573-2121

$445,000
3 Beds 3 Baths S5156211 MLS 11734 BLDG.
Get ready to move into one of the best homes and areas right now! Located in the thriving, serene, and highly sought-out Windermere, this dream home is one of a kind! One would never believe it, but this home is an end-unit turnkey luxury town home! Just being able to see the stunning fireworks from Disney from your beautiful home is a dream come true! The schools in Windermere are all outstanding as well, be grateful for the fact that you are living in a tranquil area with some of the best schools in Florida! Filled with several upgrades such as siding all over the garage, a summer kitchen completely fenced with vinyl fence, a filter for the water system throughout the whole house, and this is only for outside the house! This is a dream home through and through! Now entering the newly painted dream home, one will notice the wide-open floor plan with ceramic tile throughout the first floor. The kitchen has granite countertops with splash backs and stainless-steel appliances while being surrounded by several windows, take in the natural light as you cook and enjoy some great meals. Having a separate laundry room as well as a half bathroom on the first floor, enjoy the peacefulness the home brings! Going upstairs to the second floor, see the three bedrooms and two bathrooms! Both bathrooms have granite countertops as well! The master bedroom has a walk-in closet and lots of room! Don’t let this opportunity pass by, a luxurious home located in an excellent area could be yours today!

11734 Water Run Alley, Windermere

Listing courtesy of REMAX PREMIER PROPERTIES. 407-343-4245

$354,900
2 Beds 3 Baths O6436022 MLS 7430 BLDG.
Virtually Staged. SOME PHOTOS HAVE BEEN VIRTUALLY STAGED. MOVE-IN READY and listed below recent appraisal - ideally located in the highly desirable Wickham Park community of Windermere! This desirable END UNIT 2-bedroom, 2.5-bath townhome offers CAREFREE, LOW-MAINTENANCE LIVING with the added benefit of its end-unit location and an outstanding setting directly across the street from expansive OPEN GREEN SPACE and an ORANGE COUNTY COMMUNITY PARK. Designed for easy Florida living, the home features a recently painted interior and a comfortable, functional floor plan with two bedrooms, each offering its own private full bath. Step outside to the PRIVATE COURTYARD connecting the home to a DETACHED TWO-CAR GARAGE—creating an inviting outdoor space with added privacy and versatility. Major improvements have already been completed, making this home truly MOVE-IN READY: HVAC replaced in 2021, NEW ROOF in 2023, exterior painted in 2024, recently painted interior, and all toilets replaced in 2026. Wickham Park residents enjoy desirable COMMUNITY AMENITIES, including a COMMUNITY POOL and CLUBHOUSE, along with a sought-after Windermere location convenient to Walt Disney World, Orlando theme parks and attractions, shopping, dining, entertainment, schools, and major Central Florida roadways. Enjoy the best of the FLORIDA LIFESTYLE with the convenience and ease of low-maintenance townhome living. Whether you're searching for a PRIMARY RESIDENCE, SECOND HOME, or simply a low-maintenance Windermere home close to Disney and Orlando's world-famous attractions, this END-UNIT townhome delivers LOCATION, CONVENIENCE, OUTDOOR SPACE, and CAREFREE LIVING. With the big-ticket updates already completed, all that's left to do is move in and enjoy. Schedule your private showing today!

7430 Bentonshire Avenue, Windermere

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

$775,000
4 Beds 3 Baths O6436040 MLS
Welcome to 8291 Procida Isle Lane, a stunning ONE-STORY 4 bedrooms, 3 full bathrooms POOL home with a TILE roof and 2-car garage in the highly sought-after Windermere Isle community. Offering 2,224 square feet of beautifully designed living space, this meticulously maintained home combines modern upgrades, everyday comfort, and an incredible backyard retreat. The heart of the home is the gourmet kitchen featuring a LARGE island with quartz countertops with seating for four, modern pendant lights, gas cooktop, stainless steel Whirlpool appliances with built-in oven, 42-inch cabinets with crown molding, and a large pantry. WOOD LOOK TILE flows throughout the main living areas, while the bedrooms feature luxury vinyl plank flooring. The spacious primary suite features a tray ceiling, walk-in closet, and a beautifully upgraded en-suite bathroom with DUAL vanities and an OVERSIZED walk-in shower. The home has been freshly painted inside and out with Sherwin Williams Emerald, including designer accent walls in the hallway and patio, and the entire exterior and roof have been recently pressure washed. Step outside and discover your own private resort-style oasis! The HEATED SALTWATER POOL, built in 2021, features a tanning shelf with two submerged loungers, bubbler fountains, and a stunning WATERFALL surrounded by a natural stone patio. A wood pergola with café lighting creates the perfect outdoor seating area. As the sun goes down, tiki torch landscape lighting sets the mood for evenings around the fire pit. Also, you can enjoy the DISNEY FIREWORKS from your own backyard! Additional upgrades include solar panels to help reduce electric costs, a whole-house WATER FILTRATION SYSTEM and WATER SOFTENER, TESLA EV charger in the garage, and SMART HOME features including a smart thermostat, doorbell, locks, and garage control. Washer, dryer are included. Located in Windermere Isle with a community pool and low HOA which includes cable TV and Internet, this home is just minutes from Hamlin Town Center, the 429, shopping, dining, and Disney parks. Whether you're looking for a forever home or a Florida retreat, this exceptional property offers the perfect combination of luxury, outdoor living, and location. Schedule your private showing TODAY!

8291 Procida Isle Lane, Windermere

Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES. 407-566-1800

$990,000
4 Beds 3 Baths O6435494 MLS
Completely renovated Gotha/Windermere retreat with NO HOA—bring your boat, RV, or camper! This rare property features a light-filled 3BR/2BA main home with living, dining, and family rooms, PLUS a private detached 1BR/loft in-law suite complete with a kitchenette and living space. Ideal for multi-generational living or private guest quarters! Fully updated from top to bottom: new stucco-finished block construction, spray-foam insulation, new roof with solid wood decking, new siding, soffits, gutters, and a brand-new septic system and drain field. Enjoy the sprawling, fully fenced backyard shaded by towering mature oaks, featuring a custom paver patio and storage shed. Walk to Gotha Park (tennis, playground, pavilion) or stroll with your dog to Yellow Dog Eats. Zoned for top-rated Thornebrooke Elementary, with quick access to Disney, dining, and major highways. Modern peace of mind meets country charm—schedule your tour today!

1243 Dingens Avenue, Windermere

Listing courtesy of REALMULTIPROPERTY LLC. 407-412-8598

$560,000
3 Beds 2 Baths O6435175 MLS
Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2-bath home situated on an oversized lot in the established Silver Woods community of Windermere. The heart of the home is the spacious kitchen featuring solid wood cabinetry, stainless steel appliances, marble countertops, and an impressive center island offering plenty of workspace and storage. The kitchen opens to the living and dining areas, creating a comfortable and functional layout for everyday living and entertaining. An additional flex space provides the perfect option for a home office, den, playroom, or additional living area. The spacious primary suite features both a walk-in and additional closet, along with an updated en-suite bath with dual vanities, granite countertops, and marble flooring. The split-bedroom floor plan offers two additional bedrooms and an updated guest bath. Outside, enjoy a massive fully fenced backyard with plenty of privacy and room to entertain, play, garden, or create your own outdoor oasis. The oversized lot is a standout feature and offers endless possibilities. Located in the established Silver Woods community in the heart of Windermere, enjoy a peaceful neighborhood setting surrounded by mature landscaping while still being conveniently located near Downtown Windermere, Restaurant Row, Winter Garden Village, Downtown Winter Garden, shopping, dining, schools, major roadways, and Orlando’s world-famous attractions. Silver Woods also offers community amenities including tennis courts. A wonderful opportunity to enjoy the Windermere lifestyle in the highly desirable 34786 area!

5125 Sun Palm Drive, Windermere

Listing courtesy of THE SIMON SIMAAN GROUP. 407-558-1396

$964,500
5 Beds 3 Baths O6435449 MLS
Under contract-accepting backup offers. YOUR SEARCH IS OVER! NOW AVAILABLE! Exceptional custom CAHILL pool home situated on a private sprawling .92 acre oversized lot in the highly desirable Willows at Lake Rhea in the Town Limits of Windermere. Offering 5 bedrooms, 3 bathrooms, the thoughtfully designed split floor plan provides an ideal balance of privacy, comfort and functionality. The home features elegant formal living and dining spaces , perfect for entertaining guests or enjoying special occasions. A warm wood burning fireplace serves as a beautiful focal point, creating a cozy atmosphere for relaxing with family and friends. The spacious 3 car garage provides ample room for vehicles, storage, and recreational equipment. An expansive outdoor space in complemented by a sparkling pool area creating a private retreat ideal for entertaining and enjoying Florida's year round lifestyle. Home is zoned for highly regarded schools including Windermere Elementary (walk, bike, golf cart), Bridgewater Middle School and Windermere High School. Conveniently located near world class attractions, premier shopping, dining and entertainment, this property offers the perfect combination of tranquility and accessibility. New roof in 2018. Don't miss your opportunity own a home for under $1 million dollars in this highly sought after and desirable WIndermemre neighborhood. Professional pics to come!

11348 Willow Gardens Drive, Windermere

Listing courtesy of VINTAGE REALTY GROUP LLC. 407-217-5458

$1,760,000
5 Beds 5 Baths S5156040 MLS
Welcome to this iconic Arthur Rutenberg custom estate offering 5 bedrooms, 4.5 baths, plus a private executive office with approximately 4,219 sq ft of refined living space on a rare 0.47-acre lot. Crafted with soaring ceilings, elegant tile flooring throughout the public areas, and rich hardwood floors in the bedrooms, custom millwork, plantation shutters, and designer marble and onyx finishes throughout. The gourmet kitchen is built for entertaining with custom cabinetry, large center island, stone countertops, and premium Viking and Miele appliances. The home offers two private primary suites including a spacious primary suite and a separate in-law master suite, each with spa-like en-suite bath, plus two additional bedrooms connected by a Jack-and-Jill bath. Additional highlights include a dedicated private theater room, elegant wet bar with wine cellar, and a executive office. Resort-style outdoor living features a screened saltwater pool and heated spa, outdoor kitchen, fireplace and TV, perfect for year-round Florida entertaining. Recent Capital Improvements include two new Carrier Infinity HVAC systems, new gas tankless water heater, new irrigation system, new pool pump and heater, whole-home advanced security, and integrated Sonos sound system.

1480 Hempel Avenue, Windermere

Listing courtesy of AROD PARTNERS REALTY. 407-627-7621

$760,000
5 Beds 4 Baths O6433322 MLS
Under contract-accepting backup offers. Water-view. Welcome to 12832 Westside Village Loop, an exceptional Windermere residence offering an impressive combination of space, location, privacy, views, and highly desirable schools. Built in 2018 and offering approximately 3,705 square feet of living space with 5 bedrooms and 4 full bathrooms, this beautifully designed home provides a spacious and versatile layout ideal for both everyday living and entertaining. What truly sets this property apart is its unique lot positioning and open surroundings. Situated on an approximately 8,975-square-foot lot, the home enjoys a desirable open rear and side setting with peaceful pond views and significantly more visual openness than a typical interior lot, creating an enhanced sense of privacy, space, and tranquility. The irregular lot configuration and expansive green space surrounding the property provide a rare feeling of separation from neighboring homes and make the outdoor setting an exceptional feature of this residence. Beyond the property itself, the location is outstanding—nestled within the sought-after Westside Village community in Windermere, with convenient access to shopping, dining, Disney, major roadways, and the rapidly growing Horizon West area. The home is also currently zoned for the highly desirable Bay Lake Elementary, Horizon West Middle School, and Windermere High School, with Horizon West Middle exceptionally close to the community. Combining a distinctive lot, beautiful pond and open-space views, added privacy, generous living space, excellent schools, and a premier Windermere location, this property delivers a combination that is increasingly difficult to find in Central Florida.

12832 Westside Village Loop, Windermere

Listing courtesy of INTEREALTY SERVICE. 626-328-8535

$3,599,000
5 Beds 7 Baths O6432946 MLS
EXCEPTIONAL LAKEFRONT LUXURY ESTATE IN CASABELLA AT WINDERMERE Discover an extraordinary luxury residence in the prestigious gated community of Casabella at Windermere, where elegant architecture, exceptional outdoor living, and one of the community’s most desirable lots come together. The true highlight of this property is its exceptional waterfront setting. The lake beautifully surrounds the rear of the home, pool, and outdoor living areas, creating a rare sense of privacy and tranquility. From the expansive covered lanai and upper-level balcony, enjoy breathtaking water views and a peaceful backdrop that makes this property truly special. Featuring two spacious levels and soaring ceilings, this magnificent home offers approximately 5,073 square feet of luxurious living space with 5 bedrooms, all featuring private en-suite bathrooms and walk-in closets. The primary suite is conveniently located on the first floor and offers a spa-inspired bathroom, large windows, and a serene connection to the outdoor surroundings. The gourmet kitchen combines functionality and elegance with modern wood cabinetry, stainless steel appliances, and generous counter space, creating an inviting space for both everyday living and entertaining. The open living areas feature impressive proportions and abundant natural light, perfectly complementing the home's sophisticated Mediterranean-inspired architecture. Step outside to your private resort-style retreat. The expansive outdoor living area features a private pool, heated spa, and spacious gourmet summer kitchen, creating the perfect setting for entertaining guests or enjoying relaxing evenings overlooking the lake. From the elegant façade and impressive two-story design to the spectacular waterfront setting and exceptional outdoor living spaces, this residence offers a rare combination of luxury, privacy, and breathtaking views. Located in Casabella at Windermere, a prestigious gated community known for its spacious homesites and elegant residences, the property is conveniently located near premier shopping, dining, top-rated schools, major roadways, and Orlando’s world-famous attractions. A truly remarkable opportunity to own a one-of-a-kind luxury estate in one of Windermere’s most desirable communities.

3986 Isabella Circle, Windermere

Listing courtesy of WRA BUSINESS & REAL ESTATE. 407-512-1008

$900,000
6 Beds 4 Baths O6435099 MLS
Stunning house in Windermere Isle in Gas community, Fully Fenced, NO Carpet in the house. Engineer wood floor and porcelain tile in bathrooms. Recent Upgraded kitchen and bathrooms cabinets and countertops and first floor luxury Engineer wood floor. Two downstairs bedrooms are perfect for a guest bedroom and a home office. Tankless gas water heater. Ceiling fan with remote control in all rooms. Crown molding, Chef kitchen, backsplash, stainless steel appliances with gas stove, walk-in pantry and Office Nook area. The huge Loft gives you an extra space for a secondary living area. The MASTER SUITE has a large double walk-in closet. Unwind from the day in your GARDEN BATH with soaking tub and semi-frameless glass shower with double shower head with rain showerhead. Another 2 bedrooms have jack and jill bathroom to share, Second floor laundry room with sink. Screen lanai with ceiling fan for enjoying outdoor living. Epoxy garage floor paint. Windermere Isle offers residents a Community Pool, Cabana and Playground. HOA fee includes full lawn services and 1 GIG Spectrum internet and cable with 4-5 streaming choices. Top rated school, Located close to 429, Disney and Hamlin Shops. Backyard is large enough to build your private dream pool. Watch Disney firework everyday from front porch.

8278 Procida Isle Lane, Windermere

Listing courtesy of AGENT GROUP REALTY. 561-565-5215

$420,000
3 Beds 3 Baths O6430411 MLS 11425 BLDG.
Location, lifestyle, and move-in-ready convenience come together in this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly desirable Windermere/Lake Burden community. Perfectly positioned directly across from the community pool, this home offers the ideal combination of comfort, style, and resort-inspired living. A charming covered front porch welcomes you inside, where you'll find a bright, open floor plan featuring tile flooring throughout the main level and a versatile flex room that makes the perfect home office, study, playroom, or additional living space. The spacious living room is filled with natural light and features elegant French doors that open to your private outdoor retreat. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing solid surface countertops, stainless steel appliances, abundant cabinetry, and a large center island with breakfast bar that overlooks the main living area. Step outside to your own private, fenced brick-paver courtyard, an ideal space for morning coffee, evening gatherings, or relaxing outdoors. The detached two-car garage provides ample parking and additional storage. Living in Lake Burden means enjoying an exceptional lifestyle with amenities just moments from your door, including a resort-style community pool, clubhouse with kitchen and lounge, tennis courts, trails, fishing pier, boardwalk, playground, softball field, picnic areas, and beautiful Lake Burden. Whether you enjoy an active lifestyle or peaceful evenings by the water, this community truly has something for everyone. Conveniently located just minutes from Disney, Winter Garden Village, Downtown Windermere, top-rated schools, shopping, dining, and major highways, this home is ideal as a primary residence, second home, or investment property. Offering prime location, flexible living space, a private courtyard, two-car garage, this is a rare opportunity to own a move-in-ready home in one of Central Florida's most sought-after communities. Schedule your private showing today!

11425 Brownstone Street, Windermere

Listing courtesy of REDFIN CORPORATION. 407-708-9747

$2,240,000
4 Beds 6 Baths O6434011 MLS
Welcome to Keene’s Pointe - 24-hour gated/attended golf community situated around The Golden Bear Club, an 18-hole Jack Nicklaus golf course featuring golf, tennis, fitness, dining and swimming. This custom home positioned on a private lot overlooking the sixth hole offers single-story living with a split floor plan. Designed with function in mind, the primary suite and office are situated on one side for added privacy, while three additional bedroom en-suites and the laundry room are located on the opposite side. A double-door invites you into the formal living and dining room with wet bar. Quality finishes throughout, including 8-foot interior doors, custom woodwork and detailed ceiling designs, custom drapes and power blinds, camera system, and much more. The kitchen is equipped with stainless appliances, granite countertops, cooking island, spacious breakfast bar, a hidden walk-in pantry, and a built-in desk area. The family room features a stone gas fireplace with built-in cabinetry and flows naturally into the bonus room with half bath boasting beautiful wood paneled walls, perfect for use as a media room, playroom, or game room. The primary suite includes a sitting area, a 16x13 custom closet, and a well-appointed bathroom with jetted tub, walk-in shower, and dual vanities with makeup area. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for entertaining and functionality, with heated pool and spa with rock waterfall and fountains and summer kitchen with grill, sink and an area for a beverage refrigerator. The fenced back yard is private with a putting green, mosquito misting system and fire pit. Enjoy nightly Disney fireworks visible from the living room, primary bedroom, kitchen, and outdoor living space. The low-maintenance exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Conveniently located to shopping, dining, expressways, tourist attractions and top-rated public and private schools, this highly desired community has it all!

6102 S Hampshire Ct, Windermere

Listing courtesy of SOUTHERN REALTY GROUP LLC. 407-217-6480

$2,395,000
5 Beds 6 Baths O6434392 MLS
Welcome to this beautiful, unique, and modern luxury home, built in 2023 and nestled on a generously sized, secluded lot in the highly sought-after and exclusive City of Windermere. Known for its lush natural landscapes, scenic trails, recreation parks, charming local shops, restaurants, beautiful lakes, top-rated schools, and exceptional quality of life, Windermere offers a truly desirable place to call home. This exceptional property also includes a 1/24th ownership interest in private deeded lakefront property, located directly across the street, featuring Lake Butler Chain of Lakes access, a private dock, and boat ramp. Enjoy the peaceful surroundings and beautiful lake views right from your home—and take advantage of this rare opportunity to enjoy lakefront view in Windermere. Step inside and discover an impressive open-concept layout with integrated formal living and dining areas, creating a spacious and inviting atmosphere. The stunning kitchen features upgraded appliances, sleek flush cabinetry, and a spacious walk-in pantry, making it both stylish and highly functional. This one-of-a-kind residence offers 5 bedrooms, including 4 private bedroom suites, each with its own bathroom. There is a main suite on each floor, providing exceptional flexibility and privacy. The upstairs main suite is a true retreat, complete with a large private balcony overlooking a beautiful lake view—perfect for relaxing and enjoying the serene surroundings. Another outstanding feature is the convenience of two laundry areas: a full laundry room on the first floor and a laundry closet upstairs. The home showcases cutting-edge modern design and upgraded finishes throughout, including: • Designer lighting features throughout the home, controlled by smart switches from your phone • Striking floating staircase • Durable TPO roofing • Energy-efficient foam insulation • Oversized premium JELD-WEN windows • High-quality PGT sliding glass doors • Modern finishes and thoughtful upgrades throughout Every detail has been thoughtfully designed to combine luxury, comfort, technology, and functionality. Stop searching—you’ve found your dream home among the lakes!

11113 Lake Butler Boulevard, Windermere

Listing courtesy of QUATTRO R E SOLUTIONS LLC. 407-278-8991

$1,050,000
6 Beds 5 Baths O6433721 MLS
Flexible living takes center stage in this 4,563-square-foot Windermere Trails home, where six bedrooms, four-and-a-half baths, multiple gathering spaces, and a substantial screened outdoor area create room for everyday life to unfold comfortably. The kitchen anchors the main living area with white cabinetry, a tiled backsplash, stainless-finish appliances, double wall ovens, and a large island with seating, keeping meal preparation connected to the surrounding living and dining spaces. A separate dining room and additional front room add even more flexibility downstairs, while upstairs, the expansive loft functions as a true second living area with plenty of room for recreation, hobbies, a workspace, or additional lounging space. The primary suite includes an en suite bath with dual sinks, a separate tub, and a glass-enclosed shower, while five additional bedrooms and multiple baths provide a layout with plenty of options throughout the home. One of the property’s most memorable spaces is the large screened and covered lanai stretching across the rear of the home, creating a shaded extension of the interior living areas and opening to the fenced backyard beyond. Set on a 10,400-square-foot lot in Windermere Trails, the home also offers access to visible neighborhood amenities including a community pool, playground, and covered pavilion. With generous interior square footage, adaptable living spaces, and a strong indoor-outdoor connection, this home offers a layout designed to accommodate a wide range of everyday needs.

8701 Iron Mountain Trail, Windermere

Listing courtesy of KELLER WILLIAMS CLASSIC. murraycoleman@kw.com

$559,000
3 Beds 3 Baths C7529514 MLS 2014 BLDG.
This beautifully renovated 3-bedroom, 2.5-bath luxury home in a prime Windermere location offers the perfect blend of modern elegance, comfort, and peaceful Florida living. The bright open-concept layout creates a seamless flow between the living, dining, and kitchen areas, ideal for both everyday living and entertaining. Recent renovations include new stairs with sleek glass railings, beautifully updated bathrooms, a smart bidet toilet, and new appliances, giving the home a fresh feel, while the downstairs showcases beautiful high-gloss tile flooring that adds to the bright, upscale atmosphere. Upstairs, an additional flex/living area offers the perfect space for a home office, yoga studio, reading retreat, or lounge. One of the home’s standout features is the expansive upstairs balcony, accessible from two bedrooms and overlooking the lake, where you can enjoy your morning coffee or unwind surrounded by mature trees, birds, and nature in a wonderfully quiet setting. The home also features a two-car garage and is conveniently located near the best schools, shopping, dining, entertainment, major roadways, and everyday amenities. With its lake views, open-concept design, extensive updates, flexible living spaces, peaceful natural surroundings, and sought-after Windermere location, this move-in-ready home offers an exceptional combination of luxury, tranquility, and convenience.

8630 Powder Ridge Trail, Windermere

Listing courtesy of SUNCOAST CHOICE REALTY. 516-476-8730

$1,249,000
5 Beds 5 Baths O6429898 MLS
Stunning William P Campbell custom home on a private, oversized lot of more than half an acre in one of the most desirable communities in the Town of Windermere-Willows at Lake Rhea! From the moment you arrive, the soaring 14-foot ceilings, abundant windows, and elegant glass French doors create a light-filled, inviting atmosphere with beautiful views of the pool and spa from nearly every room. Mature landscaping surrounds the property, creating a peaceful and private setting that is increasingly rare. Designed for both sophisticated entertaining and comfortable everyday living, the open-concept layout seamlessly connects the living room, dining room, gourmet kitchen, and family room, creating an exceptional space for gatherings. The chef’s kitchen is truly the heart of the home, featuring an induction cooktop, Wolf double ovens, Sub-Zero refrigerator, Bosch dishwasher, brand-new disposal, upgraded granite countertops, farmhouse sink, prep sink and an abundance of custom cabinetry for exceptional storage. The expansive private primary suite overlooks the sparkling pool and spa and offers two oversized walk-in closets. The luxurious primary bath features a massive walk-in-shower with dual shower heads, jetted tub, and an impressive dual vanity. Two additional generously sized bedrooms share a Jack-and-Jill bath, while the fourth bedroom offers privacy and direct access to the pool bath-perfect for guests. Upstairs an oversized bonus room/fifth bedroom provides incredible flexibility and includes a full bath and wet bar, making it an ideal guest suite, media room, office, or entertaining space. Step outside to your private pool and spa and enjoy the Florida lifestyle in complete comfort, with a fabulous outdoor kitchen, creating the perfect setting for al fresco dining and entertaining. This exceptional home is truly move-in ready with a new roof in 2016, newer AC systems in 2021 and 2026, and a repipe completed in 2024. A three-car side-entry garage, expansive brick-paver driveway, and circular drive provide impressive curb appeal and abundant parking. Enjoy all the benefits of living in the Town of Windermere, including access to the Butler Chain of Lakes boat ramp, weekly Farmers Market, Public Library, and year-round community events. Willows At Lake Rhea offers an exceptional setting within one of Windermere’s most desirable communities, combining an outstanding custom home, a rare oversized private lot, and the lifestyle, charm and amenities that make Windermere so sought after.

2031 Willow Lauren Lane Unit L, Windermere

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

$510,000
4 Beds 3 Baths O6429767 MLS
Your dream home in Windermere is waiting for you! This beautiful home features 4 bedrooms, 2.5 bathrooms, and a 2-car garage, offering the perfect combination of comfort and style. The spacious kitchen is equipped with granite countertops, complemented by matching granite in all bathrooms. The first floor features durable tile flooring throughout, creating a bright, open, and easy-to-maintain living space. Located in the desirable Vineyard Square community, residents enjoy fantastic amenities, including a community swimming pool, cabana, tot lot, and passive park. The neighborhood is ideally situated near Central Florida's world-famous attractions, shopping, dining, major highways, and charming Downtown Windermere. Just minutes away, you'll find Winter Garden Village, known for its exceptional shopping, restaurants, outdoor events, and seasonal festivals. Outdoor enthusiasts will also appreciate the nearby Tibet-Butler Preserve, offering scenic walking and biking trails. Don't miss this incredible opportunity to own a home in one of Central Florida's most sought-after locations. Schedule your private showing today!

13831 Farella Alley, Windermere

Listing courtesy of TALENT REALTY SOLUTIONS. 407-910-2020

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