Courtesy: SOUTHERN REALTY GROUP LLC
407-217-6480
Keene's Pointe - 24-hour gated/attended community in Windermere, Florida. 4 bedroom/3 bath home with formal living and dining rooms, kitchen and great room. This quaint home features a functional floor plan. Kitchen with newer stainless appliances, open concept floor plan joining the kitchen, nook and great room and private primary with walk-in closet and bath with dual vanities, shower and garden tub. Enjoy peaceful evenings in the private back yard with spacious lanai, screened oversized pool and large yard. The fourth bedroom is currently being used as a den with French doors. NEW ROOF IN 2022, WATER HEATER 2020, two car garage with storage, and much more. Discover all this community has to offer, including The Golden Bear Club, a private 18-hole golf course designed by Jack Nicklaus offering golf, tennis, swimming, dining and clubhouse. Located close to shopping, dining, expressways and top-rated public and private schools, this home is perfect as a primary home or vacation home. Call today for you private viewing.
Courtesy: KEENE'S POINTE REALTY
407-876-8879
Tucked away in “The Gardens” of the desirable guard gated golf course and lakefront community of Keene’s Pointe, this beautifully maintained 4-bedroom, 4.5-bath residence offers 4,037 square feet of thoughtfully designed living space on nearly a half-acre pond front homesite. Lovingly used only as a vacation home by its current original owners, the property presents in exceptional, like-new condition—showcasing pristine finishes, high-end appliances, and 12 to 14 ft ceiling heights throughout this estate home. This versatile floor plan features the primary retreat on the main floor along with two oversized secondary bedrooms that share a deluxe full bathroom and a spacious 4th Bedroom with a full bath located just steps from the pool. The floor plan’s flexibility is further enhanced by a second floor bonus room that would make a fabulous 5th Bedroom or office to include a sitting area, large full bathroom and walk in closet. Enter through elegant double doors into an inviting great room that seamlessly connects to a well-appointed kitchen and breakfast nook with pool views and an open concept living area - perfect for both everyday living and entertaining. Step outside to a covered paver patio overlooking a private backyard oasis featuring a deluxe summer kitchen with natural gas grill and wet bar as well as a saltwater pool, heated spa, and fully fenced yard. Enjoy tranquil pond views complete with a lighted fountain, stunning sunset vistas, and even Disney fireworks in the distance. Additional highlights include a three-car garage and paver driveway, enhancing both curb appeal and functionality. Built in 2012, this is one of the newer homes in Keene’s Pointe offering modern construction, double pane windows, timeless design, and an unbeatable setting.
Courtesy: REIKI REALTY LLC
407-435-8909
Come tour the epitome of southern charm mixed with stately elegance located in the heart of Windermere- this beautiful colonial estate was masterfully crafted by Jim Akers and sits on an expansive 0.78 acre lot within the premier Manors at Butler Bay, offering shady oak trees within minutes of downtown Windermere and her chain of lakes. The home was custom built and showcases exceptional millwork, rich hardwood floors, and an updated chef’s kitchen featuring Viking and Thermador appliances. Warm natural light streams in through expansive window packages bracketed by plantation shutters, making the main level warm and welcoming. French doors and windows throughout the newly painted living space, breakfast room and primary suite provide sweeping views of the covered lanai and private pool in this tranquil oasis. The primary suite, with two walk in closets and a spacious bathroom with jetted tub, is on the main floor, while the second level provides an additional five bedrooms, including a versatile mini-master- perfect for multigenerational families, an au pair suite, or a flexible bonus space. An oversized side-entry 3 car garage comes equipped with built in closets, storage shelving, and car charging unit. The expansive front and back yards are unique for this neighborhood, allowing for a myriad of outdoor living options, as well as providing a sense of peace and privacy. Landscaping was recently updated after the 2026 freeze and includes one of the coveted centennial legacy trees from the town of Windermere. This gem has been well maintained, including a NEW ROOF (2021), WHOLE HOME GENERATOR with 500 gallon in ground propane tank (2023), gas fireplace remodel (2022), new AC units (2023, 2023, 2018), a built in Thermador coffee maker (2025), and a Pool Heater/Chiller (2025) that encourages swimming year round. This is truly the perfect family home- it is ideally positioned within minutes of downtown Windermere and is zoned for A rated Windermere Elementary (right around the corner). Come experience the Windermere lifestyle - a unique blend of of lake life, vibrant community, and small town charm. Residents of this neighborhood have access to the Town of Windermere Chain of Lakes private BOAT RAMPs, and downtown Windermere, with its enchanting shopping district, farmer’s market, local restaurants and brewery, is only a short bike or golf cart ride away. With easy access to major highways, downtown Orlando, Disney World, Universal Studios, Winter Garden and Restaurant Row, as well as two major hospitals, are all just minutes away. Don’t miss this rare opportunity to own a home of this caliber in the sought-after Manors at Butler Bay. Washer/Dryer, breakfast and dining rooms light fixtures do not convey.
Courtesy: CORCORAN PREMIER REALTY
407-965-1155
Set along the pristine shores of Lake Tibet Butler, this exceptional estate within Keene's Pointe is a masterclass in timeless design, refined craftsmanship, and elevated lakefront living. Spanning over 7,500 square feet, every detail has been thoughtfully curated to balance grandeur with comfort. A dramatic foyer makes a lasting first impression, overlooking formal living and dining spaces defined by architectural ceilings, designer lighting, and rich travertine flooring. At the heart of the home, the gourmet kitchen is both stunning and functional—featuring professional-grade appliances, custom cabinetry, stone countertops, and an expansive island that seamlessly connects to the dining area and inviting family room. Designed for entertaining, a showstopping game room features a 2,000-gallon saltwater aquarium—famously showcased in The Wall Street Journal—while French doors throughout the main living areas open to a fully screened resort-style patio. Here, a spa, fireplace, and summer kitchen create the ultimate indoor-outdoor living experience. The owner’s suite offers a true private retreat, complete with a fireplace, sitting area, wet bar, and dual dressing rooms—including a two-story boutique-style closet with an adjoining massage room. The spa-inspired bath features a soaking tub and steam shower, delivering a serene, resort-like escape. The main level also includes a private guest suite, a dedicated office with built-in safe, and an oversized laundry and utility space designed for both efficiency and versatility. Upstairs, a fully equipped fitness room and three additional en-suite bedrooms with sleek, modern finishes provide comfort and privacy for family and guests. Outdoors, lush landscaping and mature trees frame a tranquil setting designed for both relaxation and connection to nature. Meandering pathways lead past fountains and gardens to a secluded fire pit beside a gentle stream, while a charming bridge guides you to a private dock on the lake—enhanced with a Trex system for lasting durability. Located within the guard-gated community of Keene’s Pointe—home to the Jack Nicklaus Signature Golf Course at Golden Bear Club and offering direct access to the Butler Chain of Lakes—this residence represents a rare opportunity to own a true legacy property. Recent updates include a new tile roof (August 2024) and upgraded dock system, ensuring both beauty and peace of mind for years to come.
Courtesy: WRA BUSINESS & REAL ESTATE
407-512-1008
Lakefront, Luxurious, home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. with over eight expertly designed rooms, this home was carefully customized by the builder down to the smallest detail — from the finishes to the overall design. With four suites, four full bathrooms, and three powder rooms, this home was designed to delight at every turn. Upon entering, you're welcomed by a grand entry hall with soaring ceilings over 10 feet high and elegant porcelain tile flooring, enhancing the space’s refined atmosphere. The living room, complete with a fireplace, offers a cozy yet sophisticated ambiance, while the kitchen is a showstopper: spacious, quartz countertops, a large island with a waterfall design, and impeccably finished custom cabinetry. The master suite, located on the second floor, is a true retreat. It features a private sitting area, a fireplace, and a spa-like bathroom with a double shower, dual sinks, and a sophisticated design focused on your comfort. In addition to the master suite, the second floor includes additional bedrooms and a versatile living area, ideal for use as a home theater or game room. On the ground floor, a guest suite provides the perfect space for entertaining visitors. The home also offers expansive balconies on both floors with panoramic lake views, seamlessly connecting indoor living areas to a breathtaking outdoor setting. Outdoor features include a terrace, a deck, a pool with a resort-style spa, and a gourmet area — perfect for entertaining friends and family. The entire home is hurricane-proof, offering maximum safety and peace of mind for your family. Located in one of Florida's most desirable areas, you'll be near fine dining, luxury shopping, premier entertainment, and, of course, just minutes from the Disney Parks. Don’t miss this unique opportunity to live in style at one of Windermere’s most prestigious addresses. Schedule your visit today and experience this true gem in person!
Courtesy: RE/MAX CENTRAL REALTY
407-333-4400
Welcome to this solid built 1-story 5 bedroom split plan, 3 full baths home with 2464 square feet of well designed living space, plus a 3 car garage and no rear neighbor as it backs to the brick wall of Windermere Terrace. Inside you'll find soaring 10' ceilings & 6-incht baseboards throughout, crown moldings in the family/kitchen area, ceramic tile in the kitchen & bathrooms and engineered wood floors in the foyer, dining & family rooms & carpet in the bedrooms. As you enter the foyer, the view draws you to the family room and kitchen/dining area plus the triple sliding doors to the large covered porch (21x15). The kitchen has all granite counters, a breakfast bar and plenty of cabinets & a closet pantry. The dining room is at the end of the kitchen with a view to the rear yard. The additional multiple purpose room with granite counters opens to the family room, and can be a computer room, mud room, dry bar or butler pantry, extra storage with the cabinets. It also opens to the inside laundry room then to the 3-car garage with brand new door openers (April 2026). The primary bedroom has an ensuite bathroom with dual sinks, granite counters, garden tub plus separate shower, and walk-in closet with built in custom made Italian clothes storage cabinets. The community pool is a short distance away exclusive for Windermere Terrace residents. The electric power to the home is efficiently supplied by the Leased Solar system in connection with Duke. Reduces the electric bill. The recent upgrades will greatly make this home worry free for your family, They are: (1) The 4 ton air conditioner was replaced on 3-30-2023. (2) The entire roof was replaced on 7-10-2024. (3) The 50 gallon water heater was replaced o 11-12-2024. (4) Both garage door openers were replaced in April 2026. Great location and close to all shopping, major roads and more. Shop and compare, your family deserves this home. Click the tour button above for Virtual Tour and floor plan..
Courtesy: RE REALTY
321-363-6345
Lovely 3rd floor (Corner unit on top floor) In sought after Lakes at Lakeside of Windermere. Well-appointed 3 Bedrooms and 2 bathrooms Condo, Spacious feel. Offering an excellent layout. Newer carpets, home is ready to move in. Dine in kitchen has 42" dark cherry wood cabinets and granite countertops, stainless range and dishwasher, laminate flooring throughout the living areas and new carpet in bedrooms. Master bedroom Features walk-in closet, and Master bathroom 2 further bedrooms and other full bathroom. Step out from sliding doors to the Spacious covered/screened balcony. Elevators and stairs access to the unit. Superb community amenities. Resort style recreation, Olympic swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, BBQ area, & cozy outdoor fireplace! With easy access to all major highways including I-4, 429, & SR 535…Close to Disney theme parks & Restaurants, Dining, Shopping & School. Maintenance, carefree Florida living, in this well-maintained community
Courtesy: SOUTHERN REALTY GROUP LLC
407-217-6480
Keene’s Pointe – 24-hour gated/attended community in Windermere, Florida. Experience refined luxury in this exceptional golf-front estate perfectly positioned along the 17th fairway of The Golden Bear Club. Fully renovated, architecturally refined and intentionally designed by Ashley Martin Home. From the moment you enter, an inviting foyer opens to a spacious living room framed by 12-foot ceilings, expansive windows, and views of the course, filling the home with natural light and warmth, as well as a functional dining room with built-in cabinetry, perfect for entertaining. Designed with both elegance and functionality in mind, the home features wide-plank hardwood flooring throughout, custom drapery and shades, and extensive upgraded lighting and finishes. The private office is a standout, complete with rich built-in cabinetry and a wood-accent ceiling that creates a sophisticated workspace. The primary suite is a true retreat, accessed through a private vestibule-style entrance with offering a serene escape. Inside, enjoy access to the outdoors, a spa-inspired bath with a freestanding tub, an oversized walk-in shower, and a spacious custom walk-in closet with built-ins. The chef’s kitchen is thoughtfully appointed with built-in refrigeration and dishwasher, an appliance garage, a large center island, Butler’s pantry with wine refrigeration, and a generous breakfast nook. A mud area with built-ins adds everyday convenience, while the family room showcases custom built-ins for effortless living. The home offers a versatile and spacious layout, including two ensuite bedrooms with walk-in closets on the main level, and two additional bedrooms upstairs connected by a shared bath. The second floor also features a loft with built-ins that can easily function as a fifth bedroom, playroom or media room, along with a bonus space overlooking the golf course—currently used as a gym, but ideal for a game room or lounge. Outdoor living is equally impressive, featuring a saltwater pool and spa, fire pit, cabana with summer kitchen, and a private putting green. The fenced yard and retractable screened lanai create a seamless indoor-outdoor experience, while a convenient exterior-access half bath serves the pool area. Additional highlights include a well-appointed laundry room with stacked washer and dryer, and a four-car garage with high ceilings and custom flooring, and much more! Conveniently located to shopping, dining, expressways, tourist attractions, and top-rated public and private schools, this is a rare opportunity to own a meticulously designed, luxury estate that blends comfort, style, location, and stunning golf course views into one extraordinary residence.
Courtesy: OLYMPUS EXECUTIVE REALTY INC
407-469-0090
One or more photo(s) has been virtually staged. Step into a home that truly has it all. From the moment you arrive, the curb appeal stands out with its stone-accented elevation, paver driveway, and inviting entry. Inside, you’ll find a thoughtfully designed open floor plan with wood-look tile throughout the main living areas, crown molding throughout the entire home, and a layout that balances everyday comfort with effortless entertaining. The kitchen is the heart of the home, featuring an oversized island, upgraded cabinetry, microwave and oven, under-cabinet lighting, and plenty of space for gathering. It opens seamlessly to the living and dining areas, all overlooking the backyard oasis. The primary suite offers a peaceful retreat with views of the pool, while the spa-style bathroom includes dual vanities, a soaking tub, and a separate shower. A private in-law suite provides flexibility for guests or multi-generational living. Upstairs, a large bonus room wired for surround sound is ready for a home theater or game room. Step outside and you’ll understand what makes this home special. The backyard is fully fenced and designed for entertaining with a custom pool, spa, water features, and multiple seating areas. The covered lanai includes automatic retractable screens, allowing you to enjoy the space year-round. In the evenings, take in Disney fireworks right from your pool or primary bedroom. Additional upgrades include exterior holiday lighting with hundreds of color options, enhanced landscape and pool lighting, a water softener system, and professional storage racks in the garage. This home offers the perfect combination of style, function, and outdoor living in one exceptional property.
Courtesy: UNITED REAL ESTATE PREFERRED
407-243-8840
Welcome to a rare opportunity in the highly sought-after Willows at Lake Rhea, where incredible design, extensive upgrades, and an elevated Windermere lifestyle come together on a private ½-acre cul-de-sac lot in one of Central Florida’s most desirable luxury communities. This exceptional 4-bedroom, 3-bath residence features a thoughtfully designed split floor plan with two dedicated home offices and a versatile flex space complete with a built-in bar, currently designed as a sports and media room with multiple TVs, soundbar, and its own independent AC, creating the perfect balance of productivity and entertainment. At the center of the home, a fully reimagined custom designer kitchen flows seamlessly into the main living areas and showcases premium finishes, high-end appliances, and a reverse osmosis system, all complemented by architectural details like shiplap ceilings, barn doors, and curated lighting that add warmth and sophistication throughout. The outdoor living space is a beautifully landscaped setting with mature trees and a heated inground saltwater pool and spa featuring a color-changing LED lighting system, designed for both relaxation and hosting. This home has been meticulously upgraded with over $400,000 in improvements including a new roof, windows, doors, gutters, AC, smart WiFi thermostats, a smart WiFi hybrid hot water heater, smart WiFi Sprinkler controller, interior and exterior paint, pool equipment, and a Tesla charger, offering true peace of mind and move-in confidence, along with AT&T fiber internet delivering 1G/1G speeds for seamless connectivity. A side-entry 3-car garage, plantation shutters, and too many other details to list complete the home, while the location delivers unmatched convenience with walking distance to the Windermere Farmer’s Market, zoning for top-rated Windermere High School, and quick access to Winter Garden Village, the 408, and 429. Residents also enjoy community amenities including a park, basketball, and pickleball courts, all surrounded by the charm of Windermere and the lifestyle of the Butler Chain of Lakes, making this more than a home, it is a refined living experience that checks all the boxes in a community that truly offers it all. You have found your forever home.
Courtesy: CORCORAN PREMIER REALTY
407-965-1155
Experience the Ultimate in Luxury Living — Immerse yourself in a world of elegance, privacy, and unparalleled entertainment across four and a half acres of gated perfection within the community of Keene's Pointe on the coveted Butler Chain of Lakes in Windermere. This extraordinary estate showcases a breathtaking resort-style pool and outdoor living experience—complete with slide, waterfall, diving rock, swim-up seating, and a fireside lounge—paired with front-row views of Disney’s nightly fireworks, enjoyed from your private terrace or poolside retreat. Designed for those who live life at the highest level, the residence is rich in craftsmanship and architectural detail, featuring all custom-designed cabinetry, wood windows, extensive molding, intricate inlays, and striking beam work throughout. A grand winding staircase sets the tone upon entry, while hand-scraped wood floors, polished travertine, and dramatic stone interior walls create a warm yet elegant ambiance. Entertain effortlessly with a circular bar and additional tasting wine bar in the game room, along with a private home theater complete with its own candy lobby for a true cinematic experience. At the heart of the home, a professional chef’s kitchen impresses with luxury high-end appliances, custom cabinetry, a hidden pantry, dedicated coffee room, and a statement mahogany wood island. A temperature-controlled wine cellar further enhances the home’s refined lifestyle offerings. Wellness and recreation are thoughtfully elevated with a fully equipped fitness center, private cigar lounge, lit tennis court, and a state-of-the-art indoor basketball court rivaling a professional training facility. Two interior fireplaces, two outdoor fireplaces, along with an outdoor fire pit, create inviting spaces to gather and unwind throughout the property. Whether hosting intimate dinners under the stars, enjoying resort-style amenities, or taking in the spectacular evening skyline illuminated by Disney fireworks, every moment here feels effortless and exceptional. This is more than a home—it is a lifestyle reserved for those who demand the very best in luxury, privacy, and performance.
Courtesy: LA ROSA REALTY LLC
321-939-3748
WELCOME to this STUNNING, BEAUTIFULLY UPDATED, MOVE-IN READY home in one of Windermere’s most desirable locations! From the moment you arrive, this exceptional property captures your attention with its BRICK-PAVED DRIVEWAY, CHARMING FRONT PORCH, BEAUTIFULLY ENHANCED FRONT AND BACK LANDSCAPING, and RAIN GUTTERS, offering outstanding curb appeal and a warm first impression. Boasting over 2,521 square feet of living space, this spacious home features 4 BEDROOMS, 2 BATHROOMS, a 2-CAR GARAGE, and a thoughtfully designed open layout that is perfect for both comfortable everyday living and effortless entertaining. Inside, you will find TILE FLOORING THROUGHOUT, SOARING 8-FOOT DOORS, ARCHED WALKWAYS, CROWN MOLDING, UPGRADED LIGHT FIXTURES, and RECESSED LIGHTING THROUGHOUT THE HOUSE, creating a bright, elegant, and inviting atmosphere. This home has been tastefully refreshed with FRESH INTERIOR PAINT THROUGHOUT, and the KITCHEN CABINETS HAVE BEEN RE-SURFACED AND PAINTED, giving the entire home a clean, stylish, and modern feel. The kitchen opens seamlessly to the family room and breakfast nook, making it the perfect central space for gathering, relaxing, and entertaining. Additional highlights include STAINLESS STEEL APPLIANCES, CEILING FANS, BUILT-IN SURROUND SOUND, EXTERIOR SPOTLIGHTS, CAMERA SECURITY SYSTEM, and an EV CHARGING PORT INSTALLED, adding both comfort and modern convenience. Major value-added improvements include a RE-ROOF COMPLETED IN SEPTEMBER 2020, SPRAY FOAM ATTIC INSULATION for enhanced energy efficiency, and a HIGH-QUALITY HVAC SYSTEM INSTALLED IN OCTOBER 2017, offering lasting comfort and peace of mind. The oversized PRIMARY SUITE serves as a private retreat, complete with a cozy sitting area, CEILING MOLDING, and sliding glass door access to the SCREENED LANAI. The spacious primary bathroom features a GARDEN TUB, WALK-IN SHOWER WITH FRAMELESS GLASS DOOR, DUAL VANITIES, and a LARGE WALK-IN CLOSET. Step outside and enjoy the SCREENED LANAI and spacious backyard, ideal for relaxing, entertaining, or simply enjoying the Florida lifestyle. The community also offers a RESORT-STYLE POOL and TOT LOT for residents to enjoy. Perfectly located just minutes from top-rated schools, Windermere Preparatory, Windermere High School, Publix, Aldi, shopping, dining, Winter Garden Village, the 429 Expressway, Butler Chain of Lakes, and world-famous theme parks, this home offers the perfect blend of LOCATION, STYLE, and VALUE. A rare opportunity to own a BEAUTIFULLY UPDATED home in Windermere that truly stands out. Schedule your private showing today! 3D TOUR AND FLOOR PLAN LINK ABOVE.
Courtesy: DERENTHAL REALTY
321-662-8014
Welcome to one of Windermere’s finest offerings — an impressive 5-bedroom, 4.5-bath estate spanning almost 6,000 sq ft on a premium 0.62-acre direct water-view lot in the exclusive 24-hour guard-gated community of Tildens Grove. This is a luxury build that combines sophistication with fun and accommodates an active lifestyle for family and entertaining: a custom private movie theater, resort-style pool with spa and panoramic screen overlooking the water, gourmet kitchen, a dedicated gym, plus two generous family / entertainment spaces upstairs and down… all create a floor plan that handles both grand entertaining and relaxed everyday living. Updates to HVAC, lighting, fixtures, media systems, and wood flooring throughout. Soaring ceilings with architectural features, and elegant architectural details define every room. Bedroom layout creates a lot of options with one of the downstairs bedrooms featuring a separate side entry just off of the driveway with direct access to a full bathroom - ideal for guests and multi-generational living. Three-car garage, paver driveway, lush mature landscaping. Tildens Grove offers larger homesites and amenities including tennis, pickleball, basketball, playground, and a scenic park. Minutes to Disney World, Restaurant Row, Windermere Chain of Lakes boat ramp access, top-rated schools, quick SR-429 access for easy day trips to the beach, and approximately 30 minutes to Orlando International Airport. Luxury, privacy, and convenience — all in one remarkable home. Owners have this priced right so don’t delay in setting up your private showing today.
Courtesy: PREMIUM REAL ESTATE SERVICES
407-270-9550
Beautifully updated 4-bed, 3-bath home in the Reserve at Belmere, a 24-hour guard-gated community in Windermere. Major upgrades include a new tile roof (2024), new energy-efficient windows (2025), and a new storm front door, and new plantation shutters with a lifetime warranty offering exceptional durability, style and long-term value, curb appeal, and long-term insurance benefits. The bright, open layout features high ceilings, spacious living areas, and a split floor plan with a generous primary suite. Enjoy a covered lanai and private backyard with room for outdoor living or a future pool. Community amenities include a fitness center, tennis courts, playground, clubhouse, and lakeside pier. Ideally located near top-rated schools, shopping, dining, and major highways—this home is truly move-in ready.
Courtesy: LA ROSA REALTY BEACHES LLC
954-526-7318
Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral home to just 32 custom residences—where privacy, elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene retreat with mature greenery and a fully fenced yard designed for both relaxation and entertaining. Step through striking 8-foot wrought iron and glass entry doors into a light-filled interior featuring soaring 12-foot ceilings and thoughtfully designed living spaces. This spacious 4-bedroom, 4-bath home with a dedicated office and large bonus room offers a flexible layout ideal for both everyday living and hosting guests. Formal living and dining areas flow effortlessly into the kitchen and family room, creating a natural gathering space filled with warmth and natural light. The first-floor primary suite serves as a private retreat, complete with direct access to the pool and lanai, along with dual custom closets that provide ample storage. Upstairs, you’ll find generously sized secondary bedrooms, additional bathrooms, and a versatile bonus room perfect for a media room, home gym, or game space. Beyond the home, Windermere offers a lifestyle that’s hard to match. Enjoy charming tree-lined streets, local dining, boutique shopping, and beloved community traditions like farmers markets and seasonal events. Just minutes away, the Butler Chain of Lakes invites you to experience boating, fishing, and waterfront living at its finest, while nearby top-rated schools add to the area’s appeal. Recent updates include new HVAC systems installed in 2021, offering added comfort and peace of mind. Experience refined living in one of Central Florida’s most sought-after communities—this is more than a home, it’s a lifestyle.
Courtesy: JUPITER PROPERTIES, INC
386-547-6161
Wake up to serene pond views in this beautifully upgraded 5-bedroom, 3.5-bathroom home located in the highly sought-after Summerport community of Windermere. A charming front porch overlooks the fountain, creating a peaceful and inviting first impression. Designed for both comfort and functionality, this home features a spacious layout with a first-floor bedroom and full bathroom—ideal for guests or multigenerational living. Two living areas and two dining spaces provide flexibility for everyday living and effortless entertaining. Upstairs, the expansive primary suite serves as a private retreat with a large sitting area, a versatile sunroom perfect for a nursery or office, and dual oversized walk-in closets. The primary bathroom is thoughtfully positioned down the hall, creating a true retreat feel with added privacy. Three additional bedrooms and a full hallway bathroom complete the second level. Upgrades throughout the home include dark bamboo flooring, updated bathrooms, and granite countertops. Major system improvements include a newer roof (2021), new AC and heating system (2023), a large-capacity Rinnai gas tankless water heater, and a water softener system. Updated exterior paint and a vinyl fence enhance both curb appeal and privacy. Enjoy seamless indoor-outdoor living with an extended lanai, perfect for relaxing or entertaining. The home also features a rare 3-car rear-entry garage with an expansive driveway, accessed through a private alleyway. Summerport features resort-style amenities including a clubhouse, pool, fitness center, tennis and multi-use courts, basketball, beach volleyball, scenic walking trails, fishing docks, parks, and multiple ponds surrounded by nature. Residents can also enjoy views of Disney fireworks from within the community. Ideally located with convenient access to SR-429, near Hamlin and Winter Garden Village, and just a short drive to Disney and Universal. Zoned for highly rated schools including Windermere High School, Bridgewater Middle, and Keene’s Crossing Elementary. This home blends space, privacy, thoughtful upgrades, and lifestyle in one of Windermere’s most desirable communities.
Courtesy: GETMOREOFFERS
727-942-2929
Step into this impeccably maintained, move-in ready home in Summerport—one of Windermere’s most sought-after communities. With its high ceilings and elegant crown molding, the home feels both grand and inviting. The kitchen features quartz countertops, a hot water dispenser, a cozy café area, and a walk-in pantry. Recent updates include a new HVAC system and water heater, a 2021 roof, and R-38 attic insulation. Fiber optic cable is available, and the property offers room for a pool along with a one-year home warranty. Low HOA. Enjoy the spacious lanai accessible from both the family room and the primary bedroom. Start your mornings on the charming front porch overlooking the park. Summerport community amenities include a pool, fitness center, tennis, volleyball, and basketball courts, as well as a playground. Additional highlights include a rear-access two-car garage with storage shelves. Conveniently located just minutes from top-rated schools, dining, entertainment, and theme parks. Schedule your showing today and experience this beautiful home set in a garden-like setting.
Courtesy: JASON MITCHELL REAL ESTATE FLO
754-307-0607
Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 2.5-bath townhouse located in the highly sought-after Lake Sawyer South community in Windermere. Surrounded by picturesque, tree-lined streets, this well-maintained home welcomes you with a bright and open kitchen area featuring granite countertops, stainless steel appliances, and a walk-in pantry. The open living area with elegant French doors lead to a private, paved courtyard that seamlessly connects to the detached 2-car garage—perfect for indoor-outdoor living. The first floor is complete with a spacious laundry room and a half bath. Upstairs, the expansive primary suite offers a peaceful retreat with a dual vanity en suite bath, while two additional bedrooms share a full bathroom—ideal for family, guests, or a home office setup. A conveniently located downstairs laundry room adds everyday ease. Residents enjoy access to exceptional community amenities, including parks, scenic walking trails, playgrounds, tennis and basketball courts, and a resort-style swimming pool. The HOA provides added value by covering lawn care, exterior painting, and the roof—offering low-maintenance living and peace of mind. Located in the charming town of Windermere, known for its top-rated schools and high quality of life, this home is just minutes from Walt Disney World, major highways, upscale dining, and premier shopping destinations. This is one of the best values in the area—schedule your private showing today!
Courtesy: JASON MITCHELL REAL ESTATE FLO
754-307-0607
Don’t miss this fantastic opportunity to own a spacious townhouse in the highly desirable Lake Sawyer South community of Windermere, Florida. Nestled among tree-lined streets, this 3-bedroom, 2.5-bath home with a 2-car garage offers comfort, style and tranquility. As you enter, a spacious living room welcomes you - perfect for entertaining. The kitchen boasts granite countertops, stainless steel appliances, and a walk-in pantry, with French doors leading to a large, paved courtyard that connects to the detached 2-car garage. A conveniently located laundry room completes the downstairs layout. Upstairs, the expansive primary suite features an en suite bath with dual vanity, while two additional bedrooms share a full hall bath with a shower/tub combo. Residents of this well-maintained community enjoy multiple parks, trails, playgrounds, tennis and basketball courts, and a refreshing swimming pool. The HOA covers lawn care, exterior painting, and the roof—adding convenience and peace of mind. Known for its top-rated schools and quality of life, Windermere offers proximity to Disney World, theme parks, major roadways, fine dining, and shopping. Start enjoying everything this exceptional home and community have to offer.
Courtesy: MD3 HOMES LLC
407-557-8810
Beautiful townhome located in a quiet and well-maintained community. This property features a functional layout with spacious, light-filled interiors. It offers 3 bedrooms and 2.5 bathrooms. The kitchen is equipped with appliances, and ample storage space—perfect for everyday living and entertaining. Additionally, it includes a private patio, perfect for relaxing or enjoying outdoor time. The home features a garage and additional parking spaces. The community offers great amenities such as a swimming pool and common areas. Prime location close to shopping centers, restaurants, supermarkets, and with easy access to major highways. An excellent opportunity for homeowners or investors!
Courtesy: ONE LUXURY INTERNATIONAL LLC
407-312-8003
Set on an expansive, nearly half-acre lot and located just a short walk from Downtown Windermere, this brand-new construction residence delivers a level of space, design, and presence that is rarely found in Windermere. Framed by a large driveway and a three-car garage, the home makes an immediate impression before you even step inside. Through the grand double-door entry, you’re welcomed by a striking stone feature wall with LED backlighting, setting the tone for the refined design carried throughout. The main living area is both warm and beautiful, highlighted by rich wood beams, custom built-in shelving, and a statement wall anchored by a sleek electric fireplace. At the heart of the home, the chef’s kitchen is as functional as it is beautiful, featuring an oversized quartz island, a hidden walk-in pantry, and a full suite of Thermador appliances, including a paneled refrigerator for a seamless, custom look. The space flows effortlessly into the lanai through a wall of pocketing sliders, blurring the line between indoor and outdoor living. Just off the kitchen, the formal dining room makes a statement of its own with detailed millwork and a stunning wine wall that adds both style and sophistication. The primary suite is a true retreat, offering generous proportions and refined detailing, including custom millwork with soft LED uplighting. The spa-inspired bath features dual vanities, a freestanding soaking tub, an expansive walk-in shower, and a large custom closet. Also on the main level, a dedicated office with a substantial built-in provides a private and polished workspace. Upstairs, the home continues to impress with four additional bedrooms, along with a flex space that can serve as a fifth bedroom or second office. A sprawling bonus/game room anchors the upper level, complete with its own fireplace and a large island with bar seating. Outdoors is where this property truly sets itself apart. Rare for Windermere, the nearly half-acre homesite offers an extraordinary backyard framed by mature trees, creating both privacy and a sense of nature. The expansive covered lanai is equipped with a full summer kitchen, perfect for year-round entertaining. Beyond, a beautifully designed lap pool and spa are complemented by a dedicated deck area ideal for a fire pit or lounge seating, creating a resort-style environment that is almost impossible to replicate in this location. With its combination of walkability to Downtown Windermere, oversized lot, and thoughtfully curated architecture, this home represents a rare opportunity to own a truly exceptional new home in one of Central Florida’s most desirable areas.
Courtesy: SOUTHERN REALTY GROUP LLC
407-217-6480
Keene’s Pointe – 24 hour gated/attended golf community. This exceptional five-bedroom, four-bath residence offers refined living with a thoughtful layout and premium features throughout. Perfectly positioned along the 11th fairway of the Golden Bear Club, the home captures serene golf course views and a true sense of privacy. Inside, you’ll find an inviting foyer that opens to the formal living and dining rooms ideal for entertaining, along with a dedicated office with French doors and built-in cabinetry. The heart of the home is the open kitchen and great room, complete with a cozy wood-burning fireplace. The functional kitchen has a dining nook, breakfast bar and island with wood cabinetry, granite counters, stainless appliances, as well as a desk area and walk-in pantry. This popular floor plan by David Weekley offers three bedrooms and two baths with bonus flex space off the great room, ideal for a playroom, media area, or additional lounge. The primary suite is located on the opposite side of the home with large bathroom featuring a jetted tub, shower, dual vanities and walk-in closet with custom shelving. The versatile floor plan includes a spacious second-floor en-suite with a walk-in closet—perfect as a private guest retreat or bonus suite. Step outside to a large, screened patio designed for year-round enjoyment, featuring a sparkling saltwater pool and spa—your own private oasis overlooking the fairway. The 3-car garage offers storage with overhead racks and cabinetry, rubber flooring and attic access. Additional highlights include a tankless gas water heater, new roof installed in 2020, hardwood flooring, plantation shutters, crown moldings, paver driveway, and much more. Located close to shopping, dining, expressways, tourist attractions and top-rated public and private schools, this home blends luxury, comfort, and an unbeatable location-an exceptional opportunity in one of Windermere’s most sought-after communities.
Courtesy: SOGO REAL ESTATE SERVICES LLC
407-730-3100
Beautifully maintained estate in a small, private gated community in Windermere, zoned for some of the area's best school- you can even walk to Windermere High School. Situated on a quiet cul-de-sac with no rear neighbors, the property offers exceptional privacy along with generously sized lots compared to many surrounding Windermere communities. Master bedroom and one additional room are located on the first floor, ideal for guests or multigenerational living. No carpet throughout the entire home! This 5-bedroom, 4.5 bath home offers a screened pool, extensive system upgrades and efficient well and septic utilities- meaning no water or sewer bills. Recent improvements include a new roof and water heater (2026), a new chlorine injection pump (2026), and two main A/C units replaced in 2020. Additional comfort is provided by two mini-split A/C and heating systems, installed in the master bedroom (2024) and an extra room (2025). Ideally located just minutes from SR-429, SR-535, and just minutes from Publix, Walmart, Target and nearby hospitals. This home offers the perfect blend of comfort, convenience, and luxury. If this home interests you, schedule your showing today!
Courtesy: OLYMPUS EXECUTIVE REALTY INC
407-469-0090
One or more photo(s) has been virtually staged. Under Construction. Sample Image Arlington Floorplan – 2,740 Sq. Ft. 4 Beds 3 Baths 2.5-Car Garage a thoughtfully designed, 1-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,740 square foot residence sits on a wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in. Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.3 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, a large center island, upgraded cabinetry, quartz countertops, a walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living. 2.5-Car Garage: Ample space for two vehicles plus additional storage or hobby area.Oversized Lot: Extra space for a garden—ideal for entertaining or relaxing. Projected Completion July/August. Preferred Lender incentives apply.
Courtesy: HOMEVEST REALTY
407-897-5400
There's room for everyone here. Nearly 3,300 square feet with five beds, three baths, a three-car garage, a pool, and no rear neighbors tucked behind the gates of Westover Club in Windermere. TStep inside and the house opens up. Soaring ceilings, a two-story family room with a fireplace stretching up the wall, a catwalk overhead, and sightlines that carry all the way through to the pool. Gorgeous Allen & Roth tile and baseboards run throughout the downstairs, tying it all together. The kitchen anchors the middle of it all with a 10-foot granite island, GE Café dishwasher, Kraus 60/40 sink, and Moen Motionsense faucet, with deep bar-height cabinets on the back doubling the storage. Living, family, and dining rooms all flow from here under the same vaulted roofline. Cook, entertain, collapse on the couch. Homes like this one don't come around often. Two sets of oversized sliders pull you onto the screened lanai, repainted and re-screened in 2024. Covered seating, a pool, and patio space beyond the cage. The downstairs primary suite stretches long enough for a true sitting area or home office, with its own sliders to the patio. The en-suite is a full retreat: dual vanities, a walk-in shower, a soaking tub, a private water closet, and two separate walk-in closets. A second bedroom and full pool bath sit across the home in a split plan, with a French door nearby to the patio. The right setup for guests, in-laws, or a long-stay visitor who wants their own door. Upstairs, three more bedrooms, one currently styled as a dedicated theater room with an 8-foot built-in screen, Epson projector, surround sound, and staggered seating. A full bath serves the upper floor. The laundry room has cabinets above and below the sink, and deep storage tucks under the stairs. Big-ticket updates are done. New roof, new upstairs HVAC, and new black metal fencing, all in 2023. Westover Club is gated, tree-lined, and quiet, with community tennis, a playground, and a sand volleyball court. You're minutes from the Walmart Fresh Market on Apopka-Vineland, ten to Restaurant Row on Sand Lake, fifteen to Disney and Universal, and twenty to downtown Orlando. Winter Garden Village and the Mall at Millenia are easy runs from here. Zoned for Thornebrooke Elementary, Gotha Middle, and Olympia High. Windermere gates, Dr. Phillips dining, Disney minutes away.
Windermere is located in Florida. Windermere, Florida has a population of 3,046. Windermere is more family-centric than the surrounding county with 31.63% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Windermere, Florida is $131,392. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Windermere is 52.9 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 48.8 degrees. The average rainfall is approximately 51.5 inches per year, with 0 inches of snow per year.
