Location: Windermere
Do Not Show Listings
7137 BEEK ST, WINDERMERE, FL 34786
$550,0009 Days on yellowkey MLS ID: O6398814
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1910 Built: 2013Monthly Fee: $120 Tax: $7,932 (2025)Community: Windermere TerraceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,932
Elementary School: Sunset Park Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. BUYER FAILED TO DEPOSIT ESCROW - BACK ON MARKET - Welcome to Windermere Terrace. This home offers a rare combination of privacy, location, and lifestyle that is difficult to find in Central Florida. Set on a premium lot, the property overlooks a pond with a conservation area beyond that means you will never have rear neighbors! This buffer creates a peaceful and private setting that enhances everyday living. This well-designed home features 3 bedrooms, 2 bathrooms, and approximately 1,910 square feet of living space. The kitchen is both functional and stylish and includes 42-inch cabinets, granite countertops, stainless steel appliances, pendant lighting, and ample pantry storage. The split-bedroom floor plan offers privacy and flexibility. The primary suite features dual vanities, a walk-in shower, and a spacious closet. Meanwhile, the secondary bedrooms and full bathroom are positioned on the opposite side, making them ideal for guests or family members. Step outside to a screened patio that extends your living space. Here, you can relax while enjoying tranquil water and conservation views. Residents of Windermere Terrace enjoy community amenities that include a pool and scenic walking paths. Perfect location too with convenient access to shopping and dining at Winter Garden Village, as well as outdoor recreation at Tibet-Butler Nature Preserve. Major roadways are also easily accessible, simplifying your daily commute. This home delivers a rare blend of privacy, views, and proximity to Central Florida’s top attractions, including Universal Orlando Resort and SeaWorld Orlando. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jacquie Sosa (407-340-9793)
14014 EDEN ISLE BLVD, WINDERMERE, FL 34786
$507,0004 Days on yellowkey MLS ID: O6400224
1 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1794 Built: 2004Monthly Fee: $93 Tax: $2,957 (2025)Community: Eden Isle 52/9 Lot 173Spa: NoSingle Family
Taxes:$2,957
Elementary School: Keene Crossing Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your next chapter in one of Windermere’s most desirable gated communities. This beautifully maintained single-story home offers the perfect balance of comfort, functionality, and lifestyle. With 3 bedrooms, 2 bathrooms, and 1,794 sq ft, the layout is thoughtfully designed to feel open, bright, and effortlessly livable from the moment you walk in. Natural light fills the home, enhancing the spacious feel and creating a warm, inviting atmosphere that buyers instantly connect with. Every space flows seamlessly, making daily living and entertaining feel easy and intuitive. Step outside and you’ll discover one of the home’s most valuable features: a private backyard, surrounded by mature trees, offering both privacy and tranquility. Whether it’s morning coffee, family time, or simply unwinding at the end of the day, this outdoor space becomes a true extension of the home. Perfectly positioned, the home sits directly in front of the community playground, creating a unique sense of openness and convenience ideal for families, yet equally appealing for those who enjoy a peaceful, well-maintained environment without rear neighbors disrupting privacy. This home is especially well-suited for: - Buyers starting a family seeking safety, space, and community - Those looking to downsize without compromising comfort or outdoor living - Anyone who values a gated community lifestyle in a prime Windermere location Located just minutes from top-rated schools, shopping, dining, and major access roads, this is where convenience meets quality of life. Homes like this don’t just check boxes, they create a feeling. And this one feels like home. Contact us today for more information or to schedule a private showing! Attention: the home is not being sold furnished. The furniture shown is virtually staged only.
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Marcella Reginato (407-725-9180)
12640 SALOMON COVE DR, WINDERMERE, FL 34786
$1,295,00045 Days on yellowkey MLS ID: O6388605
REDUCED by $5,000 (0.4%) on 04/24/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3694 Built: 2018Monthly Fee: $133 Tax: $13,961 (2024)Community: Westside VillageSpa: YesSingle Family
Taxes:$13,961
Elementary School: Bay Lake Elementary
High School: Horizon High School
Tax Year: 2024
Remarks: Luxurious contemporary residence featuring 5 bedrooms, including the primary suite on the main floor. The main level with porcelain tile and marble staircase add sophistication, while the upper level with luxury vinyl flooring provides comfort and durability. Gourmet kitchen with custom cabinetry, waterfall island, premium stone countertops, and Samsung appliances. Walk-in closets in every bedroom and spa-inspired bathrooms with custom vanities, frameless glass showers, rainfall showerheads, and matte-black fixtures. Dramatic double-height entry with modern chandelier and glass railing. Staircase with motion-activated LED lighting. Elegant wine bar perfect for entertaining. Resort-style outdoor living with heated pool, spa, and screened lanai, offering privacy, relaxation, and style.
Listing is courtesy of: WEBB FLORIDA REALTY LLC (407-779-4695)
Listing Agent: Ramon Brandao (407-779-4695)
WINDERMERE, FL 34786
$359,0001 Day on yellowkey MLS ID: O6400745
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1429 Built: 2006Monthly Fee: $200 Tax: $5,436 (2025)Community: Lakes/Windermere-Lk Reams TwhmSpa: NoTownhouse
Taxes:$5,436
Remarks: Welcome to this beautifully maintained 2-bedroom, 2½-bathroom corner lot townhome in the highly desirable Windermere area! Located at 8905 Newmarket Drive, this home offers the perfect blend of comfort, style, and convenience. The spacious open floor plan is filled with natural light and designed for both everyday living and entertaining. The kitchen features clean white appliances, ample cabinetry, and a layout that flows seamlessly into the living and dining areas.The primary suite provides a relaxing retreat with a well-appointed ensuite bathroom. The second bedroom and additional baths offer flexibility for guests, home office use, or hobbies. Enjoy a private backyard and the added benefits of a corner lot, providing extra privacy and space.Situated in a sought-after community, residents enjoy easy access to top-rated schools, shopping, dining, and major roadways, with quick access to Walt Disney World. Nearby golf courses and Windermere’s charm make this location truly exceptional.Don’t miss the opportunity to own this charming corner lot townhome in a prime location—schedule your private showing today!
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Gonzalo Senior (407-353-8841)
11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
$629,9001 Day on yellowkey MLS ID: O6395080
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2019 Built: 2002Monthly Fee: $170 Tax: $4,648 (2025)Community: Glenmuir 48 39Single Family
Taxes:$4,648
Elementary School: Windermere Elem
Remarks: Welcome to 11438 Arborside Bend Way in the desirable gated GLENMUIR communitym or Windermere, a move-in ready home that blends stylish updates, beautiful curb appeal, and inviting outdoor living. From the moment you arrive, you’ll notice the long-lasting tile roof, freshly refreshed landscaping with tree and shrub trimming, new sod, and new topsoil, plus fresh interior paint in 2026 that gives the home a bright, clean feel. The private fenced backyard is a true highlight, designed for both relaxing and entertaining with brick pavers, a fire pit, and a stunning vinyl plank fence that adds both beauty and privacy. This exceptional outdoor space is perfect for entertaining guests, enjoying quiet evenings, and making the most of Florida living year-round. Inside, the updated kitchen is sure to impress with stainless steel appliances, updated granite countertops, a stylish backsplash, white cabinets, ample storage space, and a convenient breakfast bar that opens to the living areas for easy everyday living and entertaining. The spacious primary suite offers a relaxing retreat, while the primary bathroom features a Roman soaking tub, separate standing shower, and updated dual sinks and countertops, creating a spa-like feel. Located in the sought-after GLENMUIR community, residents enjoy a gated entrance and amenities including a community park and playground adding even more lifestyle appeal to this beautifully updated home. With its move-in ready condition, updated kitchen, primary suite, fenced backyard, outdoor entertaining space, and exceptional community amenities, this home checks all the boxes buyers are searching for. Close to major highways such as FL 429 making commute to downtown Winter Garden, major theme parks, Orlando International Airport, beaches and more a breeze. Come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
9548 CROWN PRINCE LN, WINDERMERE, FL 34786
$1,450,00056 Days on yellowkey MLS ID: S5144606
REDUCED by $10,000 (0.7%) on 04/12/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3997 Built: 1999Monthly Fee: $108 Tax: $8,883 (2024)Community: Windsor HillSingle Family
Taxes:$8,883
Elementary School: None
High School: None
Middle School: None
Remarks: Situated on a premier half-acre lot in highly desirable area of Windermere, this fully renovated 4-bedroom, 4-bath home offers a hard to find 'like-new' living experience. Every detail has been thoughtfully updated, featuring a chef’s kitchen with brand-new Thermador appliances, custom cabinetry, luxury vinyl plank flooring, and designer lighting throughout. The versatile floor plan includes an oversized upstairs bonus room, perfect for a media retreat or home office. Modern systems provide complete peace of mind, including a 2021 roof, dual high-efficiency A/C units, new water heater, and new sliding doors opening to the expansive backyard. An epoxy-finished garage adds style and convenience. Just minutes from the Butler Chain of Lakes, top-rated schools, and world-class golf, this move-in-ready home blends refined design with modern comfort.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jessica Oliveira (407-925-9768)
11472 PARK AVE NE, WINDERMERE, FL 34786
$1,125,000102 Days on yellowkey MLS ID: G5105731
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3166 Built: 1985Monthly Fee: $21 Tax: $5,774 (2025)Community: WindermereSingle Family
Taxes:$5,774
Middle School: Gotha Middle
Remarks: Approximately 3,000 sq ft home in a desirable Windermere location within FEMA Flood Zone X. Buyer is responsible for verifying all measurements, dimensions, and square footage The residence offers a flexible layout with multiple living areas and is fully livable, presenting an excellent opportunity for buyers seeking long-term value and equity potential in one of Central Florida’s most established and highly regarded residential markets. Nearby Schools & Community Amenities Conveniently located near Windermere Elementary School on Park Avenue and the Windermere Recreation Center (Butler Bay), which offers lake access, a boardwalk, playground, picnic areas, and open green space along the Butler Chain of Lakes. Luxury Market Areas & Subdivision Context The Property is surrounded by well-established luxury residential communities with home values frequently exceeding $1,000,000. Nearby communities include Isleworth, Casabella at Windermere, and the Butler Bay / Windermere Club area, reinforcing the strong market fundamentals and long-term desirability of the Park Avenue corridor. Recreation, Shopping & Location Benefits The property offers easy access to area golf courses, parks, walking trails, marinas, and everyday conveniences. Located minutes from dining, shopping, and entertainment along International Drive, with convenient connections to major roadways serving Windermere, Orlando, and surrounding communities. Recent price improvement reflects the seller’s decision to position the property competitively within the current Windermere market Showings available upon request
Listing is courtesy of: WEICHERT, REALTORS-HALLMARK PR (352-536-9948)
Listing Agent: Ralph Vock (734-928-8181)
4 CHASE RD, WINDERMERE, FL 34786
$875,00064 Days on yellowkey MLS ID: O6384257
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $25,000 (2.8%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2386 Built: 1971 Tax: $7,637 (2024)Community: Windermere TownSingle Family
Taxes:$7,637
Remarks: Under contract-accepting backup offers. FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere - a refined expression of luxury living where elevated design, privacy, and lifestyle converge. Set within one of Windermere’s most desirable areas, this exceptional residence delivers a seamless blend of sophistication and comfort. From its striking curb appeal to its thoughtfully curated interior spaces, every detail has been designed to create an atmosphere of understated elegance. Inside, expansive living spaces unfold beneath soaring ceilings and abundant natural light, creating a sense of openness while maintaining warmth and intimacy. The chef’s kitchen anchors the home, featuring premium finishes, generous workspace, and effortless flow into the main living and entertaining areas - ideal for both everyday living and elevated gatherings. The primary suite serves as a private sanctuary, offering a tranquil escape with a spa-inspired bath and spacious walk-in storage. Secondary bedrooms provide flexibility for guests, executive office space, or multigenerational living while maintaining the home’s refined aesthetic. Outdoors, the property transforms into a resort-style retreat designed for entertaining and relaxation. Thoughtfully designed outdoor living spaces create the perfect setting for evening gatherings, weekend hosting, or quiet moments of escape. Positioned in the heart of Windermere, the home offers convenient access to top-rated schools, amenities, dining, shopping, and major thoroughfares while preserving the exclusivity and lifestyle the area is known for.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matthew Hughes (407-619-4717)
1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
$2,380,00026 Days on yellowkey MLS ID: S5146178
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5108 Built: 2019Monthly Fee: $250 Tax: $1,982 (2025)Community: Estancia/WindermereSingle Family
Taxes:$1,982
Remarks: Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. This home is being offered fully furnished, providing a truly turnkey, move in ready experience. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas filled with natural light, and high end finishes throughout. The open concept layout is ideal for both everyday living and entertaining, with a gourmet style kitchen, elegant dining spaces, and seamless flow to the outdoor living area. Enjoy Windermere’s signature lifestyle just minutes from top rated schools, charming downtown Windermere, and world class Orlando attractions, including Walt Disney World and Universal Studios. Estancia is a boutique community of luxury homes featuring a private, serene atmosphere with conservation surroundings, while still offering quick access to major highways, shopping, dining, parks, and the Butler Chain of Lakes. This is an outstanding opportunity to own a stylish, fully furnished, move in ready home in one of Windermere’s most desirable neighborhoods.
Listing Agent: Catalina Gomez (407-289-9029)
1020 OAKDALE ST, WINDERMERE, FL 34786
$2,200,000283 Days on yellowkey MLS ID: O6322270
1 Days Off yellowkey (back on 11/1/2025)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3994 Built: 2025 Tax: $7,202 (2024)Community: Windermere TownSpa: YesSingle Family
Taxes:$7,202
High School: Olympia High
Remarks: Under contract-accepting backup offers. Under Construction. Extraordinary new construction estate by renowned builder Davila Homes, nestled in the heart of Downtown Windermere. Meticulously designed and artfully executed, this five-bedroom, four-and-a-half-bathroom residence offers 3,994 square feet of luxurious living space. From the moment you step inside, you're enveloped in elevated elegance, soaring ceilings, rich custom millwork, and engineered hardwood flooring set the tone for this amazing home. The state-of-the-art chef’s kitchen is a true culinary masterpiece, featuring a full suite of premium Thermador appliances, stunning quartz countertops, custom cabinetry, and an oversized island designed for both function and entertainment. The luxurious primary suite is a true sanctuary, featuring a spa-inspired soaking tub, an oversized walk-in shower, a private office, and an expansive boutique-style walk-in closet that redefines elevated living. The open-concept layout seamlessly blends indoor and outdoor living, with expansive sliding glass doors leading to a resort-caliber backyard oasis. The expansive backyard features a sparkling pool and spa, a fully equipped summer kitchen, and a generously sized covered lanai, perfect for luxurious outdoor living and year-round entertaining. Ideally located within walking distance to Windermere’s boutiques, award-winning schools, weekly farmer’s markets, and scenic lakefront parks you have unlimited access to everything Windermere has to offer. With close proximity to Winter Garden Village, Restaurant Row, and all the area attractions you are truly in the heart of it all. This is more than a home, it’s a statement of luxury, lifestyle, and taste.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Christopher Christensen (407-312-8003)
6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786
$469,00032 Days on yellowkey MLS ID: O6392752
REDUCED by $10,000 (2.1%) on 04/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1980 Built: 2008Monthly Fee: $315 Tax: $3,248 (2025)Community: Preston SquareTownhouse
Taxes:$3,248
Remarks: Welcome home to Preston Square in beautiful Windermere! This stunning corner-unit townhome with 4 bedroom, 3 bathrooms offers the perfect blend of comfort, style, and convenience, with a new roof and fresh exterior paint. Step onto the cozy front porch and into a bright, inviting two-story home filled with natural light. The main living areas feature tile flooring throughout; great room showcases a mirror accent wall along with board and batten in the dining area. Kitchen features granite countertops, breakfast bar, stainless steel appliances, and stone backsplash. Sliding glass door leads to a private paver patio, perfect for relaxing or entertaining. Downstairs bedroom with full bath, inside laundry room plus a utility sink leads to the attached two-car garage with long driveway for additional parking. Upstairs you will find 3 additional bedrooms, stunning primary suite with balcony views. Primary bath features dual sinks, large garden tub, and separate shower. Preston Square offers amenities including a stunning community pool, playground, mature landscaping, basketball court, green space for events, and fitness stations. Ideally located near local dining, shopping, top-rated schools, golf courses, hospitals, and major roadways and attractions.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Morgan Horsley (256-283-8747)
2806 WINDSOR HILL DR, WINDERMERE, FL 34786
$1,150,00016 Days on yellowkey MLS ID: O6385977
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3181 Built: 1989Monthly Fee: $111 Tax: $13,057 (2024)Community: Windsor HillSpa: YesSingle Family
Taxes:$13,057
Elementary School: Thornebrooke Elem
Remarks: Step into this stunning 4-bedroom, 3-bathroom pool home nestled on nearly half an acre in the highly desirable Windsor Hill community of Windermere. From the moment you enter, you’ll appreciate the bright, open floor plan designed for both comfort and effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring rich walnut cabinetry, quartz countertops, a mosaic tile backsplash, touch faucet and a spacious island that seamlessly connects to the dining and living areas. Equipped with a gas range, stainless steel appliances, and ample counter space, this kitchen is perfect for gathering with family and friends. The expansive media room offers the ultimate entertainment experience, complete with a built-in media center, kitchenette, wine refrigerator, and full-size refrigerator—ideal for movie nights or hosting guests in style. Step outside to your private backyard oasis, where a sparkling heated pool and spa await. Enjoy modern features including a heater, LED lighting with remote control, and a newer pool pump. The covered outdoor living area, complete with a sink and cabinetry, creates the perfect setting for al fresco dining and relaxation. Inside, every bathroom has been thoughtfully renovated with updated vanities, mirrors, bidets, and sleek shower stalls. The luxurious primary suite boasts a spa-inspired bath with a 67-inch freestanding soaking tub, smart mirror with defog function, and dual vanities. Major system upgrades provide peace of mind, including a new roof and skylight (2021), whole-home re-plumbing (2022), water heater (2022), and pool pump (2023). Garage features an electric car charger. Combining the tranquility of suburban living with convenient access to major roadways, shopping, dining, and downtown Orlando, this move-in ready home truly has it all. The HOA features a play ground and tennis courts for neighborhood enjoyment! Don’t miss your opportunity to own this exceptional property—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Candace Hebert (321-246-0068)
7249 SHADEVIEW ALY, WINDERMERE, FL 34786
$410,00029 Days on yellowkey MLS ID: S5146580
REDUCED by $19,000 (4.4%) on 04/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1569 Built: 2016Monthly Fee: $332 Tax: $5,983 (2025)Community: Ashlin Park Ph 2Townhouse
Taxes:$5,983
Remarks: This enchanting home located near all of Florida’s theme parks, necessities, and more can be yours today! What a stunning home located in a great neighborhood, feel safe in this community that also has a community pool and a playground! Minutes away from Disney, several shopping centers, spectacular schools, and more feel wonderful living close to everything one would need! Stepping into the gorgeous home be greeted by the open floor plan and the delightful kitchen. Granite countertops and stainless-steel appliances will captivate you as you dream about the delicious food that will be served in the future. Going upstairs the tidy carpet covers the three bedrooms, including the master bedroom! All the bedrooms are located upstairs with plenty of space. The bathrooms are also marvelous, especially the master bathroom with its double sinks and shower. With an excellent location and being a lovely home come make it yours today!
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Blanca Armada (407-908-2846)
9155 PANZANI PL, WINDERMERE, FL 34786
$975,00052 Days on yellowkey MLS ID: O6383334
0 Days Off yellowkey (back on 3/8/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3088 Built: 2005Monthly Fee: $223 Tax: $12,175 (2025)Community: Tuscany Ridge 50 141Spa: YesSingle Family
Taxes:$12,175
Remarks: Under contract-accepting backup offers. Perfectly situated behind the gates of the beautiful Tuscany Ridge community in Windermere, this sprawling SINGLE STORY ~ POOL HOME offers more than 3,000 square feet of thoughtfully designed living space and a private BACKYARD OASIS on an oversized .28 ACRE LOT! With extensive recent UPGRADES and impeccable maintenance, this MOVE-IN READY residence blends timeless design with modern comfort in one of Windermere’s most desirable neighborhoods. ***RECENT UPDATES*** include: five front windows replaced with Pella windows (2024), electric and manual shutters added to the primary bedroom (2024), new fence (2024), and plantation shutters installed across the front of the home (2024). The interior and exterior were freshly painted (2023), the half bath was remodeled (2023), the pool heater was added (2023), the pool border was refreshed, and the outdoor kitchen island/bar was installed (2023) – creating the ultimate backyard retreat! This home also includes a transferable termite bond for added peace of mind. From the moment you arrive you will be impressed with exceptional curb appeal highlighted by a paver driveway, TILE ROOF, manicured landscaping, mature trees, and a side-facing 3-CAR GARAGE. Step inside and take note of the high ceilings, fresh modern color palette, stylish accent walls, and thoughtfully designed living spaces that create a warm yet elevated feel throughout. The layout is both functional and flexible with four bedrooms, three and a half baths, a DEDICATED OFFICE off the foyer, and a desirable 3-WAY SPLIT BEDROOM design. The PRIMARY SUITE is a tranquil retreat featuring double entry doors, a decorative tray ceiling, bay windows with a BUILT-IN WINDOW SEAT, private lanai/pool access, an oversized CUSTOM STORAGE WALK-IN CLOSET, and a spa-inspired en-suite bath complete with dual/split vanities, a raised soaking tub, and a large walk-in shower. At the heart of the home is the UPGRADED CHEF’S KITCHEN, designed for both everyday living and entertaining. Highlights include a massive CENTER ISLAND with bar seating, sleek countertops, endless cabinetry, a decorative backsplash with coordinating range hood, STAINLESS STEEL APPLIANCES including a GAS RANGE, and a light filled casual dining area. The kitchen flows seamlessly into a spacious family room featuring a gas FIREPLACE and designer accent wall, creating the perfect gathering space! There are also formal living and dining spaces for flexible options to gather with family or entertain friends. Additional bedrooms are thoughtfully positioned for privacy: bedrooms two and three share a Jack-and-Jill bath, while bedroom four sits near a third full bath that also functions as the pool bath. Step outside to discover your private outdoor oasis – a SCREENED POOL & SPA surrounded by lush landscaping, overlooking a COVERED LANAI, and a SUMMER KITCHEN built-into an island with bar seating designed for year-round Florida living. Residents of Tuscany Ridge enjoy a small, quiet GATED COMMUNITY with an organized HOA, plus amenities including sports courts and a playground, all surrounded by beautiful mature landscaping. The location places you just minutes from the Florida Turnpike, SR 408, Downtown Orlando, area lakes, recreation, and the world-famous Central Florida theme parks. Beautifully maintained, thoughtfully upgraded, and designed for effortless indoor/outdoor living with a luxury vibe that still feels like home - call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
5067 SAWYER COVE WAY, WINDERMERE, FL 34786
$2,299,00035 Days on yellowkey MLS ID: O6391750
REDUCED by $16,000 (0.7%) on 04/23/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3461 Built: 2018Monthly Fee: $253 Tax: $21,824 (2025)Community: Sawyer SoundSingle Family
Taxes:$21,824
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)
6897 NORTHWICH DR, WINDERMERE, FL 34786
$579,9003 Days on yellowkey MLS ID: O6400673
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2229 Built: 2003Monthly Fee: $82 Tax: $7,925 (2025)Community: Lakes Windermere Ph 01 49 108Single Family
Taxes:$7,925
Remarks: Welcome to the highly desirable Lakes of Windermere! Where comfort, convenience, and thoughtful updates come together in one of Central Florida’s most sought-after communities. This move-in ready 4-bedroom, 3-bathroom home offers a functional, open layout perfect for both everyday living and entertaining. Step inside to find upgraded flooring installed in 2023, creating a warm, modern feel throughout the main living areas. The kitchen has been refreshed with newer appliances, including a refrigerator (2025) and electric stove and microwave (2025), along with major systems such as roof (2018), and AC (2020) - giving buyers peace of mind and a clean, updated look from day one. Complementing the space is updated tile flooring in the kitchen (2023), blending durability with style. Major updates continue with a hot water heater (2023), adding to the home’s overall value and reducing big-ticket concerns for future homeowners. With four well-sized bedrooms and three full bathrooms, the layout offers flexibility for families, guests, or a dedicated home office. Located in the heart of Windermere, residents of Lakes of Windermere enjoy access to community amenities including a pool, playground, volleyball & tennis courts - conveniently across the street from your home. All while being just minutes from top-rated schools, shopping, dining, and major roadways. Your community now has fiber internet as an option! Don't miss out on one of the best values in Central Florida's most sought communities of Windermere!!
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Blake Blahut (407-748-0484)
6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786
$650,0003 Days on yellowkey MLS ID: O6401639
0 Days Off yellowkey (back on 4/22/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3015 Built: 2019Monthly Fee: $161 Tax: $10,719 (2025)Community: WindstoneSingle Family
Taxes:$10,719
Remarks: This is a gorgeous two-story home with five bedrooms, four baths, and a two-car garage. This home offers an open floor plan with an expansive great room featuring an elegant display of windows to create a naturally luminous home, casual dining area, and kitchen. The casual dining area allows outdoor access to a lanai and the kitchen provides plenty of counter space as well as an oversized island and a walk-in pantry. The first floor also includes a den with coffered ceilings, second bedroom, and a laundry room. The second floor includes a master suite with coffered ceilings, a master bath with large shower and walk-in closet, and three bedrooms and two baths. Windstone is a new community conveniently located in highly desirable Windermere, near the popular Butler Chain of Lakes. The community is perfectly situated to provide convenient access to the high-end retail and dining amenities of the Windermere area and is just minutes away from all of Central Florida's major theme parks, sports, and cultural opportunities.
Listing is courtesy of: EAST PEARL REALTY (407-802-6859)
Listing Agent: Dan Li (407-808-1859)
6379 SWANSON ST, WINDERMERE, FL 34786
$1,119,0003 Days on yellowkey MLS ID: O6400522
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3804 Built: 2014Monthly Fee: $167 Tax: $10,769 (2025)Community: EnclaveSpa: YesSingle Family
Taxes:$10,769
Remarks: From the moment you arrive, this Mediterranean home in the highly sought after Enclave makes an impression. It offers a balance of grand design and everyday livability. Inside, the entryway features rich paneling and an open railed staircase that sets the tone. The open floor plan flows into a bright family room and gourmet kitchen designed for both daily living and entertaining. The oversized island provides seating, while 42 inch wood cabinets with crown molding keep the space clean and functional. Large doors to the backyard bring in natural light and create an open, airy feel. The first floor also includes a full bathroom and a spacious guest bedroom, ideal for visitors or multi generational living. Upstairs, a central loft separates the primary suite from the secondary bedrooms, offering privacy. The primary suite is generously sized with a private sitting area. One secondary bedroom can be paired with a nearby bathroom to create a private ensuite, perfect for long term guests or added independence. The backyard is one of the largest in the community with a unique lot shape and side yards on both sides for added space and privacy. A covered patio spans most of the rear of the home, creating a true outdoor living area. The custom deck and private swim spa pool built for up to eight people make this space stand out for both entertaining and relaxing. Located just 1.5 miles from Windermere Preparatory School and zoned for top rated Orange County schools, the home is also minutes from the Butler Chain of Lakes, Downtown Windermere, Winter Garden Village, Disney, and major roadways.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: John Cunningham (407-801-4141)
6840 HELMSLEY CIR, WINDERMERE, FL 34786
$689,00078 Days on yellowkey MLS ID: S5142930
REDUCED by $30,999 (4.3%) on 04/23/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2847 Built: 2009Monthly Fee: $129 Tax: $5,044 (2024)Community: Preston SquareSpa: NoSingle Family
Taxes:$5,044
Remarks: Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain outdoors in your private saltwater pool with outdoor kitchen sink and exhaust fan for effortless barbecues, enjoy peaceful pond views in front and nightly Disney fireworks from your porch, all within a fully fenced yard. Updates include a pool pump replaced ~2.5 years ago, a pool safety door alarm, and fresh paint about six months ago —Seller new roof consesion. an exceptional offering in a premier Windermere community. Owner relocated .motivated seller. Additional features include all appliances, washer and dryer, and a surround sound system in the downstairs family room.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Eleanor Desimone (845-796-6951)
11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
$560,00072 Days on yellowkey MLS ID: O6377273
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 2002Monthly Fee: $170 Tax: $4,552 (2025)Community: Glenmuir 48 39Single Family
Taxes:$4,552
Remarks: Under contract-accepting backup offers. 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 Agent: Jeffrey Funk, Pa (407-285-9672)
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