Location: Windermere
Do Not Show Listings
606 E 6TH AVE, WINDERMERE, FL 34786
$2,350,00027 Days on yellowkey MLS ID: O6390327
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4471 Built: 2016Community: DiamondheadSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Experience elevated lakefront living in this one-of-a-kind estate, offering breathtaking views of Lake Bessie and unforgettable Florida sunsets. A private gated entry welcomes you to this exceptional residence, featuring 3 bedrooms and 3.5 bathrooms, plus a private in-law suite with its own full bath bringing the total to 4 bedrooms and 4.5 bathrooms. Thoughtfully designed for both everyday living and elegant entertaining, this home offers the perfect blend of comfort, privacy, and sophistication. The main level features formal living and dining rooms with a fireplace, along with a private office just off the foyer. The gourmet kitchen is a chef’s dream, showcasing custom cabinetry, built-in wine rack, wine refrigerator, Sub-Zero refrigerator, custom lighting, gas range, and a spacious pantry. A convenient half bath and oversized laundry room are also located on the main floor. Upstairs, you’ll find two private suites, each with its own full bathroom, plus the luxurious owner’s retreat offering stunning lake views, custom tile floors and walls, a separate walk-in shower, jetted soaking tub, custom lighting, and a large walk-in closet with built-in cabinetry. Step outside to your resort-style oasis featuring large pool with expansive deck and water feature. Two additional outdoor entertaining areas include a dedicated space with an outdoor kitchen. The pool house offers large windows with panoramic views, custom cabinetry, granite countertops, upgraded tile flooring, a Murphy bed, and a full custom bathroom, perfect for guests. Complete with a covered boat dock and located just a few blocks from downtown Windermere and nearby shopping, this extraordinary home blends luxury, comfort, and the ultimate Florida lifestyle.
Listing is courtesy of: ELITE GLOBAL REAL ESTATE LLC (407-758-2604)
Listing Agent: Maria Sarmiento Webel (305-793-6614)
5001 LATROBE DR, WINDERMERE, FL 34786
$3,499,99928 Days on yellowkey MLS ID: O6389183
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4417 Built: 1990Community: IsleworthSingle Family
Remarks: One or more photo(s) has been virtually staged. Don’t miss this rare opportunity to own a stunning estate home in the prestigious Isleworth Golf & Country Club, perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features five spacious bedrooms, four-and-a-half baths, and timeless designer finishes throughout. Rich mahogany floors, soaring ceilings, and dual fireplaces create a warm yet sophisticated ambiance, while the gourmet kitchen impresses with custom cream cabinetry, a Viking gas range with French hood, double islands, and three ovens—ideal for entertaining. The seamless indoor-outdoor flow leads to a covered, screened-in patio with a summer kitchen, a resort-style heated pool, and an open-air travertine courtyard, perfect for enjoying Florida evenings. The first floor hosts two luxurious bedroom suites, including a private owner’s retreat with vaulted wood-beam ceilings, spa-like bath, and custom walk-in closets, while three additional bedrooms upstairs include a flexible guest or in-law suite with private entry. A three-car garage and expansive paver driveway provide ample parking. Experience luxury living, breathtaking golf and lake views, and the unmatched lifestyle of Isleworth—schedule your private showing today.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
7264 BACKWOODS TRL, WINDERMERE, FL 34786
$650,00040 Days on yellowkey MLS ID: O6387913
3 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2214 Built: 2017Community: Ashlin Park Ph 2Single Family
Remarks: Under contract-accepting backup offers. Backwoods Trail, a beautifully designed 4-bedroom, 3-bathroom home that perfectly blends modern style with everyday comfort. The bright open-concept floor plan creates an inviting space ideal for both relaxing and entertaining. At the center of the home is a stunning chef’s kitchen featuring crisp white cabinetry, stainless steel appliances, designer backsplash, and an oversized quartz island with seating, seamlessly flowing into the spacious living area highlighted by a custom designer accent wall and media center. The generous primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy a fully fenced backyard and an expansive screened-in lanai with paver flooring, offering the perfect space for entertaining, relaxing, or creating your own private fitness or outdoor lounge area. Conveniently located near shopping, dining, and major roadways, this home offers the perfect combination of style, space, and functionality. Don’t miss the opportunity to make this exceptional home yours.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Lafayette Britto (407-493-2575)
6330 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786
$1,950,00053 Days on yellowkey MLS ID: S5144275
1 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4460 Built: 2006Community: Keenes Pointe Unit 7Single Family
Remarks: The coveted Keene's Pointe lifestyle awaits behind the guarded gates of this world renowned golf community. Perfectly positioned near the tranquil shores of Lake Burden, this Mediterranean-inspired estate and it’s stunning architecture captures the eye and invites you to a front-row seat to the nightly water front display of Walt Disney World fireworks. This custom-built residence showcases exceptional craftsmanship and architectural distinction throughout its 4 bedrooms, 4.5 bathrooms, private office, and expansive upstairs bonus room with a full bath. Designed for both refined entertaining and effortless everyday living, the thoughtfully curated floor plan places the majority of living spaces on the first level, creating seamless flow and comfort. The primary suite is a true sanctuary — a spacious retreat with direct access to the pool and spa, dual vanities, and generous his-and-her closets. Sunlit living areas with dual recessed sliders open the main living areas gracefully to a secluded outdoor oasis, where lush landscaping frames a resort-style heated pool and spa, featuring a sun shelf with a tranquil bubbling fountain and an outdoor kitchen. This private courtyard setting offers rare intimacy and serenity, ideal for sunset gatherings or peaceful evenings under the stars. A rear alley-entry three-car garage enhances both privacy and curb appeal. Just moments away, residents enjoy opportunity for a membership to the renowned Golden Bear Club, featuring a championship course designed by Jack Nicklaus, along with fine and casual dining, tennis and pickleball courts, a resort-style pool, and a state-of-the-art fitness center. Experience one of Windermere’s most coveted addresses — where luxury, leisure, and lifestyle converge. Schedule your private showing today and discover the extraordinary Keene's Pointe lifestyle that awaits.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Karla Ryan (407-463-5191)
12941 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786
$929,900130 Days on yellowkey MLS ID: O6363541
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3717 Built: 2018Community: Westside VillageSingle Family
Remarks: Experience the elegance of Westside Village in Windermere, where timeless design meets modern luxury. This five-bedroom, four-bath residence spans 3,717 square feet of thoughtfully designed living space, built in 2018. The foyer welcomes you with porcelain tile floors, vaulted ceilings, and chandelier lighting that set a tone of quiet sophistication. French doors open to a versatile home office, while the formal dining room with tray ceiling creates the perfect setting for gatherings. The open-concept great room connects seamlessly to the chef's kitchen featuring a butler's pantry, premium finishes, and expansive sightlines. Enjoy peaceful water and fountain views, or open the sliding glass doors to the covered lanai, ideal for relaxing under the Disney fireworks. The owner's suite offers a serene retreat with natural light, spa-inspired bath with soaking tub, dual vanities, and a spacious walk-in closet. Upstairs, a generous loft provides flexible living for media, games, or study, while each bedroom includes a walk-in closet with a private sink. Designed for efficiency and comfort, this home features dual AC systems, a whole-house dehumidifier, and dual-pane storm windows. Residents enjoy resort-style amenities a community pool, walking trails, and parks within the sought-after Windermere school district, just minutes from dining, shopping, and Disney.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Keren Reyes (407-219-0105)
11339 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,490,00039 Days on yellowkey MLS ID: O6388110
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3492 Built: 2004Community: Keenes PointeSingle Family
Remarks: Luxury Pond-View Home in Keene’s Pointe – Windermere Located in the highly sought-after gated golf community of Keenes Pointe, this beautiful 5-bedroom, 4-bathroom residence offers an exceptional combination of space, comfort, and scenic surroundings. The home features a thoughtfully designed floor plan with a private den/office, formal living and dining rooms, and expansive living areas perfect for both everyday living and entertaining. Large windows and sliding doors allow natural light to flow throughout the home while showcasing the peaceful pond views. The spacious kitchen opens to the family room and overlooks the outdoor living area, creating the perfect setting for gatherings and family time. Step outside to enjoy your private screened pool and spa, ideal for relaxing while enjoying the tranquil waterfront setting. Additional highlights include: 5 spacious bedrooms 4 full bathrooms Private den / home office Formal living and dining rooms 3-car garage Beautiful pond views Private pool and spa Brand new roof (2024) Situated in the prestigious Keenes Pointe community, residents enjoy 24-hour guard-gated security, tree-lined streets, and proximity to world-class golf, shopping, dining, and top-rated schools. This is a rare opportunity to own a spacious home with water views in one of Windermere’s most desirable communities.
Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)
Listing Agent: Martonio Pinto (407-466-0256)
6569 CRESTMONT GLEN LN, WINDERMERE, FL 34786
$985,00026 Days on yellowkey MLS ID: O6390271
1 Days Off yellowkey (back on 3/22/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3080 Built: 2002Community: Glenmuir 48 39Single Family
Remarks: Under contract-accepting backup offers. Located in the gated community of Glenmuir, this beautifully renovated 3,080 SF pool residence offers 4 bedrooms + office and 3.5 bathrooms on an over 1/3-acre lot. Thoughtfully designed with both elegance and everyday functionality in mind, the home features a highly desirable split floorplan and seamless indoor-outdoor living. Upon entering, a welcoming foyer introduces the home’s meticulously finished interiors. A private office at the front of the home overlooks the front patio, providing an ideal space for work or study. Just beyond, the formal dining room, eat-in kitchen nook, kitchen, and family room flow effortlessly together, creating an open yet well-defined layout suited for both daily living and entertaining. Wood-look tile flooring runs throughout the main living areas, complementing the home’s neutral palette and elevated design selections. The fully reimagined chef’s kitchen features floor-to-ceiling cabinetry, a sizable center island with additional storage, a custom hood over the cooktop, double pantry closets, and a dedicated bar area. Designer lighting from Visual Comfort and Restoration Hardware enhances the main living spaces, adding warmth and refinement. Large windows and multiple sliding glass doors flood the home with natural light while providing direct access to the lanai and pool area, creating a seamless connection between indoor and outdoor spaces. The primary suite serves as a private retreat, thoughtfully renovated with transitional finishes, natural stone-looking porcelain tile, and a custom-designed closet. Additional conveniences include a spacious, light-filled laundry room with warm cabinetry and a utility sink. The secondary bedrooms are well-positioned within the split floorplan and enjoy convenient access to private bathrooms. Step outside to your private outdoor oasis, featuring a deep rear patio, sparkling pool, and privacy fence, ideal for relaxing or entertaining. Ideally located, the home offers easy access to Central Florida’s premier attractions, including the back entrance to Walt Disney World, Disney Springs, Universal Orlando, CityWalk, SeaWorld, ICON Park, and the renowned dining destinations along Restaurant Row. If you are looking for a renovated home with space, style, and an exceptional location, this outstanding Glenmuir property truly checks all the boxes.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Kimberly Gilbert (407-820-6877)
5067 SAWYER COVE WAY, WINDERMERE, FL 34786
$2,315,00024 Days on yellowkey MLS ID: O6391750
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3461 Built: 2018Community: Sawyer SoundSingle Family
Remarks: STUNNING CUSTOM ESTATE in the EXCLUSIVE GATED community of Sawyer Sound - a private enclave of 20 luxury homes, ideally located across the street from Windermere Prep, and close to excellent dining and premiere entertainment. Built under the meticulous supervision of its owners, one of whom is an accomplished interior designer, this home showcases curated exceptional quality finishes and craftsmanship, and attention to detail. With natural MARBLE FLOORS, soaring ceilings adorned with real WOOD BEAMS, solid-core interior doors, designer lighting, thick crown moulding, beautiful CUSTOM window treatments and appealing color schemes, you'll find LUXURY in every detail. The chef's kitchen is a masterpiece with rare natural stone CRISTALLO QUARTZITE counters featuring under lighting for a warm dramatic glow, custom wood cabinets, a COPPER farmhouse sink, imported fixtures, and all THERMADOR appliances - including an 8 burner NATURAL GAS range and a built in STEAM OVEN that functions as microwave, convection oven, and air fryer. Gatherings in this home are show stoppers with STACKED SLIDING DOORS that disappear to create a seamless transition to the lanai, pool area with gorgeous NATURAL TRAVERTINE, REMOTE CONTROLLED RETRACTABLE SCREENS, NATURAL GAS FIREPLACE, SUMMER KITCHEN, SALT WATER HEATED POOL, and a LUSHLY LANDSCAPED backyard oasis with a tiki hut - LIVE EVERY DAY LIKE A VACATION! Enjoy the comfort of TWO PRIMARY SUITES, each with spa style luxury bathrooms offering large showers, soaking tubs and custom walk-in closets. The main suite has a bedroom in close proximity that would be an ideal nursery, library or office. Two more bedrooms share a beautifully designed bathroom and each has a walk-in custom closet. Rooms are adorned with real wood PLANTATION SHUTTERS and/or DESIGNER MADE WINDOW TREATMENTS, including silk lined drapes with darkening fabric in the primary suite. Practical luxury continues with a huge laundry room with granite counters, custom cabinets, closet, sink and a folding area. The pantry doubles as a thick concrete reinforced “SAFE ROOM" equipped with a phone line and additional security and safety features. ENTIRE HOME NATURAL GAS GENERATOR ensures no interruption to your comfort. Every detail has been thoughtfully considered - from the water softener, energy efficient foam insulation, and double paned windows to the climate controlled three car garage with an EV car charger, epoxy floor, custom storage, large safe, and bike racks. SMART HOME technology allows you to control all systems from your phone - the thermostat, pool, lighting, interior and exterior cameras, and music. COME SEE WHAT SETS THIS MASTERPIECE APART FROM THE REST! EVERY SPACE IN THIS HOMe TELLS A STORY OF LUXURY, DESIGN AND COMFORT - CRAFTED FOR THOSE WHO EXPECT THE BEST! All measurements should be verified by buyer.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Denise Crabbe (407-592-0692)
6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$585,00094 Days on yellowkey MLS ID: G5106279
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2139 Built: 2012Community: Windermere Lndgs Ph 02Single Family
Remarks: Come see this beautiful place. This immaculate home features include over 2,100 square feet of living space, a desirable Kitchen with 42" Cabinets and Granite, Stainless Steel Appliances, Beautiful Backsplash, engineered hardwood flooring on the first floor, vinyl on the second floor, ceramic tile in bathrooms and laundry, screened-in patio porch with a ceiling fan, an elegant courtyard, and much more. New refrigerator is 2022, water heater replaced in 2020, AC replaced in October 2021. This home is a great money saver! It is equipped with fully warranted solar panels that pays just $30.00 in electric bills. These panels are not your average solar panels; they are German technology USA made panels with top notch microinverter systems saving you thousands of dollars in utilities throughout the years!! Whether you are a first-time home buyer, investor, or a starter family this home checks all of the boxes. Wonderful Location, A Rated Schools, Shopping & Restaurants will meet all of your buyer's needs. Located within a short distance to Sunset Park Elementary, minutes to Windermere High School, CR 535, Windermere preparatory, Windermere villages, the Butler Chain of Lakes, and just 15 minutes to Disney. Book your showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Yindy Reyes (732-277-2828)
11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
$560,00061 Days on yellowkey MLS ID: O6377273
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2044 Built: 2002Community: Glenmuir 48 39Single Family
Remarks: Oversized .47 Acre Lot | Single-Story Home | Gated Community | Priced to sell | Open and bright single-story home is located in the gated community of Glenmuir. Vaulted ceilings in the formal living and dining rooms, and a kitchen with stainless steel appliances, that opens to the family room. Situated on one of the largest lots in the neighborhood, the backyard offers space to create your own outdoor retreat. The Dawson floor plan offers 4 bedrooms, 2 full bathrooms, and 2,044 square feet of living space, the home features a barrel tile roof, two-car garage, and interior laundry room. AC replaced in 2022. Glenmuir is a gated community with a neighborhood park and playground, basketball courts, soccer field, pavilion, and picnic areas. Conveniently located near Winter Garden Village, Lakeside Village, Walt Disney World, and zoned for top-rated Orange County schools, less than one mile from Windermere Preparatory School.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeffrey Funk, Pa (407-285-9672)
13339 ROSKIN LN, WINDERMERE, FL 34786
$680,00094 Days on yellowkey MLS ID: S5141148
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2947 Built: 2012Community: Lake Sawyer South Ph 01Single Family
Remarks: Welcome to an exceptional opportunity in one of Central Florida’s most sought-after community, WINDERMERE. Sellers need to sell and are offering closing help! This ginormous 4 bedroom, 2.5 bath, two story home offers 2,947 square feet of versatile living space designed for comfort, entertaining, and everyday luxury. The layout is ideal, featuring a private den/office, a massive upstairs loft, and generously sized bedrooms throughout. The primary suite is a true luxury retreat, impressively oversized with room to relax, unwind, and recharge. Every room offers abundant space, perfect for families, remote work, or multi-generational living. Step outside to a fully fenced backyard oasis, complete with an outdoor kitchen and brick oven!!! ideal for entertaining, weekend gatherings, Pizza Nights, and Florida-style living year-round. Located in a highly desirable neighborhood with low HOA fees and NO CDD, this home is zoned for top-rated schools, including Windermere High School. Enjoy the convenience of being less than 15 minutes from Disney World, major attractions, world-class dining, shopping, and entertainment all while still tucked away in a peaceful residential setting. An added bonus: SOLAR PANEL HOME providing energy efficiency, lower utility costs, and long-term savings, an increasingly valuable feature for today’s buyers. Homes of this size, location, and value are rarely available. Centrally located, spacious, and priced to move, this is an outstanding opportunity to own in the Windermere area. Schedule your private showing today, this one will not last! Interior painting in progress. Professional photos coming this week!!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Karla Price (407-761-7764)
11952 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,649,00026 Days on yellowkey MLS ID: O6388604
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3337 Built: 2006Community: Keenes PointeSingle Family
Remarks: CLOSING COST ASSISTANCE IF FINANCED WITH PREFERRED LENDER. >> Welcome to your private oasis in the prestigious, guard-gated community of Keene’s Pointe. Situated on one of the largest lots in the neighborhood, this exceptional fully furnished 5-bedroom, 4-bath residence offers breathtaking golf course views and an abundance of indoor and outdoor living space. Designed for both elegance and comfort, the home features formal living and dining rooms, perfect for entertaining, along with a beautifully appointed kitchen showcasing impeccable cabinetry, a spacious island, and a charming breakfast area seamlessly connected to the inviting family room. Upstairs, a versatile bonus room provides additional living space, while a stunning balcony offers the perfect setting to unwind, take in the serene views, and enjoy Florida’s beautiful weather. Step outside to an extraordinary fenced extra large backyard retreat, where lush landscaping surrounds a unique pool and spa, complemented by a covered rear porch with a built-in barbecue—ideal for hosting gatherings or simply enjoying peaceful moments in your own private sanctuary. Keene’s Pointe offers 24-hour guarded security and an array of premier amenities, including a clubhouse, championship golf course, seasonal community events, and water activities. Conveniently located just minutes from top-rated schools, upscale shopping, fine dining, and world-renowned theme parks. This is a rare opportunity to own a remarkable home in one of Central Florida’s most sought-after communities—schedule your private showing today.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
11002 LAKE BUTLER BLVD, WINDERMERE, FL 34786
$3,999,999373 Days on yellowkey MLS ID: O6284922
Bed: 5 Bath: 7.0 Liv Area Sq Ft: 6248 Built: 1954Community: Metcalf Park RepSingle Family
Remarks: Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and recreation. With its flexible layout, multiple living spaces, and resort-style amenities, it offers the perfect setup for multigenerational living without compromise. From the moment you arrive, you’ll sense the pride and care that has gone into crafting this one-of-a-kind residence. Meticulously expanded and improved over decades, the home features five generously sized bedroom suites, including a luxurious owner’s retreat with fine finishes and boutique-style custom closets. Whether accommodating extended family, live-in help, or guests, everyone enjoys their own private space. For culinary enthusiasts and entertainers alike, two full gourmet kitchens—one upstairs and one downstairs—provide unmatched convenience and versatility. Host formal holiday gatherings, casual poolside brunches, or multiple family dinners with ease. Both kitchens are thoughtfully appointed with high-end appliances and stylish finishes that reflect the home’s refined character. The garage is a masterpiece in itself, built to accommodate your most ambitious lifestyle. Store your 45-foot Prevost RV with full hookups—sewer, water, cable, and power—or tuck away your 50-foot center console, classic cars, or workshop equipment in the four additional bays. Whether you’re an adventurer, collector, or weekend explorer, this space is a rare find in residential real estate. Outdoor living takes center stage. A private beach invites sunbathing and quiet reflection by day, while the oversized gas fire pit becomes a natural gathering point at night for family, friends, and unforgettable moments. The resort-style pool area includes a gas fireplace and summer kitchen, perfect for year-round entertaining. Speakers are integrated throughout both indoor and outdoor spaces, creating a seamless atmosphere of leisure and luxury. Inside, modern comforts abound: three zoned A/C units with Nest thermostats, two tankless gas water heaters, and a finished storage area above the garage offer functionality and peace of mind. Located in the highly coveted Town of Windermere, residents here enjoy more than just natural beauty—they cherish a community rooted in tradition, charm, and quality of life. Walk to the Farmer’s Market, explore local parks, or attend beloved events like food truck nights, craft festivals, and holiday parades. The town library, family-owned shops, and quaint cafes further enhance the walkable lifestyle. Minutes away, you’ll find world-class golf, upscale shopping, fine dining, and easy access to highways leading to Orlando’s top attractions, excellent schools, and international airport. As an added value, completed architectural plans by Dirk Arace of Arace Designs are available, offering an exciting opportunity to customize or expand the estate with one of Central Florida’s most respected designers. Whether you’re seeking a private lakeside sanctuary, a home for generations, or a place to live your dream by the water, this Windermere gem is truly extraordinary. Listing agent is owner of the property.
Listing is courtesy of: SERENDIPITY REALTY LLC (407-790-1473)
Listing Agent: Sean Oakley (407-790-1473)
13240 ROSKIN LN, WINDERMERE, FL 34786
$724,00046 Days on yellowkey MLS ID: S5144759
2 Days Off yellowkey (back on 3/20/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3108 Built: 2007Community: Lake Sawyer South Ph 1Single Family
Remarks: Under contract-accepting backup offers. Tucked within a beautiful Windermere community surrounded by nature, this welcoming residence offers the perfect balance of comfort, space, and everyday livability. Designed to accommodate both growing and established families, the home provides generous living areas, abundant natural light, and a layout that effortlessly blends functionality with warmth. With 3,108 square feet of thoughtfully designed living space, this two-story home features expansive gathering areas ideal for both daily life and entertaining. The main level hosts the heart of the home, including a spacious living room with custom built-in cabinetry, a formal dining area for special occasions, and an open kitchen that connects naturally with the home’s main living spaces. A versatile den near the entrance provides the perfect setting for a home office, study, or flex space. The primary suite, conveniently located on the first floor, serves as a peaceful retreat filled with natural light. The primary bathroom features a relaxing soaking tub, a separate glass-enclosed shower, generous counter space, and both a large closet and an additional walk-in closet. Upstairs, three spacious bedrooms and two full bathrooms provide privacy and comfort for family members or guests, while additional storage has been thoughtfully incorporated beneath the staircase. Peace of mind begins with major upgrades already completed, including a roof replaced in 2022 and two updated A/C systems, one serving each floor for optimal efficiency and year-round comfort. Beyond the home itself, residents enjoy convenient access to the community amenities located just down the road, including a community pool, playground, basketball court, and tennis courts, all included with the low HOA fee, offering a great lifestyle for families and outdoor living. With abundant natural light, a three-car garage, and a functional layout designed for modern living, this home delivers both immediate comfort and long-term value in one of Windermere’s most desirable communities.
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Juan Martinez Cortes (407-784-4858)
735 OAKDALE ST, WINDERMERE, FL 34786
$975,00043 Days on yellowkey MLS ID: S5144907
1 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2475 Built: 1986Community: Windermere TownSingle Family
Remarks: Fully Renovated Windermere Home. Move-In Ready! Discover 735 Oakdale St, a beautifully updated 3-bedroom, 2.5-bathroom home in the heart of Windermere Town. Over the past four years, no detail has been overlooked: new roof, new gutters, marble flooring, resurfaced pool, new fence and shed, windows, two independent HVAC systems, water filtration system, water heater, well pump, renovated bathrooms, and a striking new façade with marble ledger panel. The backyard features new concrete slabs, perfect for entertaining or relaxing. Inside, the home is filled with natural light thanks to beautiful skylights, creating a warm, inviting atmosphere. Enjoy a functional kitchen, dedicated dining room, living room with cozy fireplace and a den, along with a spacious and versatile bonus room ready to become a music room, home office, playroom, media room, or craft studio, with and additional room for extra storage. The master bedroom is conveniently located downstairs, while the other two spacious bedrooms are upstairs, one featuring a private balcony overlooking the pool and backyard, perfect for morning coffee or morning sunrises. Nestled among sparkling lakes, this home offers a serene, private feel while keeping you close to convenience: just minutes to Restaurant Row, Winter Garden Village, boat ramps, tennis courts, farmers markets, food truck nights, and Orlando’s top theme parks. Enjoy the perfect balance of calm and accessibility in a lively, welcoming community. This isn’t just a house, it’s a place to create memories, pursue a charming lifestyle, and live fully. 735 Oakdale St is ready to welcome you home.
Listing is courtesy of: ALTIS REALTY (407-401-7447)
Listing Agent: Nicoletta Buonaccordo (321-297-8266)
5837 CAYMUS LOOP, WINDERMERE, FL 34786
$1,349,00066 Days on yellowkey MLS ID: O6380732
3 Days Off yellowkey (back on 3/20/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2937 Built: 2004Community: Keenes PointeSingle Family
Remarks: Under contract-accepting backup offers. Completely renovated and thoughtfully reconfigured in 2023, this stunning 4-bedroom, 3-bath home is located in the highly sought-after, 24-hour gated and guarded community of Keene’s Pointe. Designed for modern living, the home features an open and refreshed layout with new flooring throughout and elegant paneling details that elevate the interior design. The expansive primary suite has been completely reimagined, showcasing a beautifully reconfigured spa-like bathroom and an oversized custom primary closet. The kitchen is equipped with premium appliances including a Thermador panel-ready refrigerator, KitchenAid gas stove, KitchenAid oven/microwave combo, and panel-ready dishwasher — all new in 2023. A new washer and dryer were also added for convenience. Major system upgrades provide peace of mind, including a new roof (2023), new HVAC units (2022 & 2023), and a new hot water heater (2023). The exterior was freshly painted in 2024. An impressive accordion-style glass door seamlessly connects indoor and outdoor living spaces, opening to a spacious, fenced backyard with no rear neighbors — offering both privacy and room to entertain. Keene’s Pointe is home to the Golden Bear Country Club, featuring an 18-hole Jack Nicklaus-designed golf course, restaurant, and tennis facilities, delivering an exceptional lifestyle in one of the area’s premier communities. Conveniently located near shopping, dining, major expressways, and world-renowned tourist attractions, as well as top-rated public and private schools, this turnkey home blends luxury updates, privacy, and prime location — a rare opportunity in Keene’s Pointe.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Jay Stewart (407-913-2677)
11410 RAPALLO LN, WINDERMERE, FL 34786
$760,000480 Days on yellowkey MLS ID: O6265256
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 3336 Built: 2003Community: Belmere Village G2 48 65Single Family
Remarks: This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and spacious additional bedrooms. Located in the gated Belmere Village, residents benefit from low HOA fees and exceptional amenities, including a clubhouse, fitness center, resort-style pool, playground, basketball, volleyball courts and newly added pickleball courts. Conveniently near major highways and Orlando's theme parks, this home offers the perfect blend of luxury and location. Don't miss this opportunity—schedule a showing today!
Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)
Listing Agent: Rebeca Lima (407-800-5654)
6013 GREATWATER DR, WINDERMERE, FL 34786
$7,250,00038 Days on yellowkey MLS ID: O6387953
0 Days Off yellowkey (back on 3/18/2026)
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 7607 Built: 2004Community: Keenes PointeSingle Family
Remarks: One of a kind extraordinary lakefront estate, perfectly positioned along the shores of Lake Tibet Butler on the renowned Butler Chain of Lakes, offers over 7,600 square feet of refined living in the beautiful guard-gated community of Keene’s Pointe. Tucked at the end of a quiet cul-de-sac on coveted Greatwater Drive, the residence enjoys one of the most picturesque settings in the community, where timeless architecture, exceptional craftsmanship, and breathtaking water views create a truly remarkable Florida lifestyle. A brick-paver circular drive and stately entry introduce interiors where thoughtful design and luxurious finishes are evident throughout. Expansive living spaces are framed by large windows capturing stunning lake views and filling the home with natural light. The residence features five spacious bedrooms, each with its own private en-suite bath and custom-designed closet systems, along with two additional half baths for residents and guests. The primary suite serves as a private retreat with a natural gas fireplace, automated window shades, completely updated modernized spa-inspired bath and dual closets. At the heart of the home, the chef’s kitchen is designed for both everyday living and entertaining, featuring premium Wolf appliances, a concealed Sub-Zero refrigerator, warming drawer, ice maker, and extensive custom cabinetry. Adjacent living and dining spaces flow seamlessly for effortless gatherings. Designed with entertaining in mind, the home offers two wet bars — one in the main living area and another in the expansive game room , both completely remodeled to reflect todays best design standard's— along with a dedicated theater room for an immersive cinematic experience. Outdoor living is equally impressive. A large screen-enclosed lanai with summer kitchen overlooks the resort-style pool and sparkling lake beyond. The infinity-edge saltwater pool with cascading waterfall and adjoining spa creates a private oasis ideal for relaxing or entertaining while enjoying panoramic water views. Other recent upgrades and remodels include a complete new Savant Smart home system, new floors throughout, new offices 2, upstairs game room, master bedroom , bath and closets, upgraded kitchen and AC Dog run with new laundry. The beautifully landscaped grounds extend to a private dock with two boat lifts, providing effortless access to Lake Tibet Butler and the Butler Chain of Lakes — one of Central Florida’s most sought-after recreational waterways. Furnishings available. Additional highlights include a four-plus car garage with a dedicated golf cart bay for added convenience. Residents of Keene’s Pointe enjoy 24-hour guard-gated security, a private community boat ramp, playground, and the opportunity to join The Golden Bear Club, home to the Jack Nicklaus Signature golf course, clubhouse, dining, fitness, and tennis. This exceptional lakefront estate presents a rare opportunity to experience refined waterfront living in one of Windermere’s most desirable communities.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Jay Martin (407-496-8613)
6606 SAWYER SHORES LN, WINDERMERE, FL 34786
$2,500,00047 Days on yellowkey MLS ID: O6386058
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 5516 Built: 2025Community: Sawyer Shores SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER | BUILD-READY | NO HOA | WINDERMERE An extraordinary opportunity awaits on the shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees or restrictions, you have the freedom to design and build your dream home exactly as you envision it or use the plans already available and variances approved — saving you time and expense. Offering approximately 5,516 SF of impeccably appointed living space and over 8,316 SF under roof, every detail has been curated to the highest standard of elegance and sophistication. Dramatic sightlines from the grand entry sweep through sun-drenched principal rooms to the resort-caliber outdoor living spaces beyond. The showstopping gourmet kitchen dazzles with extra-thick natural quartzite countertops, an oversized center island, pot filler, a fully integrated refrigerator and dishwasher with bespoke wood-panel cabinetry, and an oversized walk-in pantry — a culinary stage worthy of the most discerning chef. A soaring great room with designer tray ceilings and an elegant formal dining room set the scene for unforgettable entertaining, complemented by a private study and home office. The first-floor primary suite is a true sanctuary — a sumptuous walk-in closet, sculptural freestanding soaking tub, and a spa-inspired shower enclosure deliver five-star hotel indulgence at home. Upstairs, a second master suite, a spectacular lake-view recreation room with oversized balcony, three additional bedrooms, a chic loft with front balcony, and a second laundry suite elevate every aspect of daily life. Outside, a breathtaking covered lanai unfolds into a private lakeside paradise — summer kitchen, outdoor fireplace, alfresco dining, and a heated pool and spa framed by elegant paver decking and the glittering expanse of Lake Sawyer. A 4-car garage with EV charging, dual laundry rooms, impact-rated windows and doors, and bespoke designer finishes complete this extraordinary offering. Minutes from Windermere Prep School, shopping, dining and within minutes of Walt Disney World. *Images have been taken from a similar model home*
Listing is courtesy of: PREMIUM PROPERTIES R.E. SERVICE (407-380-2800)
Listing Agent: Nick Khela (407-308-9995)
6615 HELMSLEY CIR, WINDERMERE, FL 34786
$769,900 MLS ID: G5104075
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3390 Built: 2011Community: Preston SquareSingle Family
Remarks: Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two-story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2-car garage in the highly desirable community of Preston Square in Windermere. Perfectly situated on a premium lot with no rear neighbors, the home features a charming front porch and covered balcony overlooking the serene, tree-lined neighborhood. The updated kitchen is a showstopper, featuring quartz countertops, all new stainless steel appliances, a huge island perfect for gatherings, a cozy breakfast nook, and a separate formal dining room (or flexible bonus space). The open floor plan offers immaculate interiors designed for both comfort and entertaining, complemented by beautiful new flooring throughout. Upstairs, you’ll find a spacious primary suite, laundry room, and four additional bedrooms, offering plenty of space for family and guests. A private fenced courtyard provides an inviting outdoor retreat. Residents of Preston Square enjoy outstanding amenities including a community swimming pool, sport court, playground, and lushly landscaped green spaces. Conveniently located near top-rated schools, restaurants, and shopping, this move-in ready home is truly a rare find in one of Windermere’s most sought-after communities.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Angela Gann (407-212-8552)
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