Location: Windermere
Do Not Show Listings
11531 VICOLO LOOP, WINDERMERE, FL 34786
$600,00094 Days on yellowkey MLS ID: O6374016
1 Days Off yellowkey (back on 4/22/2026)
REDUCED by $25,000 (4.0%) on 04/03/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2280 Built: 2003Monthly Fee: $122 Tax: $8,726 (2025)Community: Belmere VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,726
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Some homes feel like a project. This one simply feels DONE. With major improvements already completed—including a NEW ROOF, new attic insulation, and inspection items already addressed—this beautifully refreshed Belmere home offers the peace of mind buyers are looking for, along with FRESH INTERIOR PAINT, FRESH EXTERIOR PAINT, and BRAND-NEW CARPET, plus updated lighting throughout. The smart and flexible layout offers 3 bedrooms plus a dedicated office, ideal for working from home, a playroom, hobby space, or guest overflow. The office is generously sized and could easily function as a 4th bedroom-style flex space with room to add a closet if desired. You’ll appreciate the easy-care tile flooring in the main living areas, including the kitchen, baths, and family room—perfect for everyday living and effortless entertaining. The primary suite is designed as a relaxing retreat featuring a walk-in closet, soaking tub, and BRAND-NEW STEP-IN SHOWER ENCLOSURE. Sliding glass doors from the primary bedroom open directly to the covered lanai, creating the seamless indoor-outdoor connection Florida living is known for. Step outside and enjoy the COVERED LANAI overlooking a PRIVATE FENCED BACKYARD—a wonderful space for morning coffee, weekend grilling, pets at play, or simply unwinding at the end of the day. Located in gated Belmere, residents enjoy a clubhouse, community pool, fitness center, tennis courts, basketball court, and playground/park areas—all within an established Windermere community known for its convenient access to shopping, dining, and major roadways. The home is zoned for Lake Whitney Elementary, Sunridge Middle, and West Orange High, all A-rated Orange County schools, with both Lake Whitney Elementary and Sunridge Middle recognized on the district’s “Excellent” list for more than five consecutive years. With major improvements already completed, fresh finishes throughout, and a flexible floor plan, this home offers the rare combination of comfort, updates, location, and long-term value—making it easy for the next owner to simply move in and start enjoying life.
Listing is courtesy of: THE ROSENBLOOM TEAM (407-376-4454)
Listing Agent: Cindy Rosenbloom (407-876-9175)
11208 LEDGEMENT LN, WINDERMERE, FL 34786
$1,000,000204 Days on yellowkey MLS ID: O6325096
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2788 Built: 2002Monthly Fee: $140 Tax: $6,561 (2024)Community: Glenmuir 48 39Spa: YesSingle Family
Taxes:$6,561
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully upgraded one-story home in a desirable gated community, offering nearly 3,000 sq. ft. of thoughtfully designed living space.Feature, NEW ROOF, CORNER LOT, LOCATED NEAR DISNEY: With five bedrooms, 3.5 baths, and a three-car garage, this home blends comfort, style, and functionality. Upon entry, you’ll be captivated by the high-end finishes and open layout. The formal dining and living areas flow seamlessly together, while sliding glass doors bring the outdoors in, filling the space with natural light. The heart of the home is the oversized kitchen, featuring an island, coffee or wine bar, and direct access to the spacious family room—perfect for entertaining. Large sliding doors open to your own private oasis: a saltwater pool surrounded by lush palm trees, ideal for relaxing or hosting guests. Additional highlights include: • Split floor plan for added privacy • Second bedroom with full ensuite, perfect for guests • Fifth bedroom at the front of the home, ideal for a home office or flex space • Tankless water heater • New A/C system • New pool pump and water filtration system • Wood flooring throughout • Tile floors in the garage * Car Charger *. Surge Protector on Electrical Box *. Attic access via the floor trusses support attic flooring. • Located on an oversized corner lot * appliances 4 years old * * Smart home This move-in-ready home has it all—space, style, and modern upgrades—ready for you to enjoy. Ideally situated in heart of Central Florida, this exceptional home offers effortless access to the area'smost sought after attractions, including the convenient back entrance to Walt Disney World, Disney Springs. Including nearby Universal Orlando, City Walk, SeaWorld,Ocon Park and the renowned dining destinations along Restarant Row. If you've been searching for a beautifully updated home with space, sophistication and an unbeatable location.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Ruthanne Martin (407-721-6420)
11952 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,649,00034 Days on yellowkey MLS ID: O6388604
0 Days Off yellowkey (back on 4/22/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3337 Built: 2006Monthly Fee: $283 Tax: $19,648 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$19,648
Remarks: Under contract-accepting backup offers. 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)
6840 HELMSLEY CIR, WINDERMERE, FL 34786
$719,99975 Days on yellowkey MLS ID: S5142930
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
Elementary School: None
High School: None
Middle School: None
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)
6606 SAWYER SHORES LN, WINDERMERE, FL 34786
$2,500,00055 Days on yellowkey MLS ID: O6386058
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 5516 Built: 2025 Tax: $3,720 (2024)Community: Sawyer Shores SubSingle Family
Taxes:$3,720
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)
6379 SWANSON ST, WINDERMERE, FL 34786
$1,119,000Listed 04/22/2026 2:56PM 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
Elementary School: Sunset Park Elem
Middle School: Horizon West Middle School
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)
13609 ANCILLA BLVD, WINDERMERE, FL 34786
$749,99968 Days on yellowkey MLS ID: O6381542
REDUCED by $39,001 (4.9%) on 04/14/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3360 Built: 2005Monthly Fee: $130 Tax: $9,521 (2024)Community: Summerport Ph 03Single Family
Taxes:$9,521
Elementary School: Keene Crossing Elementary
Remarks: Welcome to this stunning and spacious single-family home located in the heart of Windermere, offering breathtaking lake views from both the front and rear of the property. With 3,360 sqft heated living space, this beautifully maintained residence features a thoughtfully designed floor plan ideal for comfort and functionality. The first floor includes a private primary suite with its own balcony, providing a serene retreat, as well as a dedicated home office perfect for remote work or study. Generous living areas are filled with natural light and create a seamless connection between indoor and outdoor living. Step outside to enjoy the covered patio and expansive backyard, offering ample space for entertaining, relaxing, or future customization. The property sits on a well-sized lot and is part of a community that features amenities such as a pool, park, playground, and sidewalks. Conveniently located near top-rated schools, shopping, dining, and major roadways, this home delivers an exceptional combination of location, space, and lifestyle. A rare opportunity to own a lake-view property in one of Windermere’s most desirable areas. Schedule your private showing today.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Fernanda Soares Santos De Oliveira (407-840-0734)
10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786
$3,475,00085 Days on yellowkey MLS ID: O6377244
REDUCED by $25,000 (0.7%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 5273 Built: 1986Monthly Fee: $103 Tax: $28,092 (2025)Community: LakesSpa: YesSingle Family
Taxes:$28,092
Elementary School: Thornebrooke Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with artisan leaded glass. Inside, the great room makes an immediate statement with soaring 23’ cathedral ceilings and a striking Tennessee river rock fireplace. Entertain in the showstopping formal dining room, where oversized picture windows perfectly frame the lake. Designed for everyday comfort, the majority of the living space including all bedrooms is located on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a sunlit breakfast area with spectacular water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-inspired bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Generous secondary bedrooms offer ample closet space and well appointed baths, including a steam shower. Outdoors is where this home truly shines. Enjoy mature landscaping and colorful gardens, plus a motorized screened lanai with a chef-worthy summer kitchen pizza oven, prep area, grill, refrigerator, and TV alongside the pool, heated spa, and gas firepit. The desirable southern exposure delivers refreshing lake breezes and comfortable outdoor living without harsh afternoon sun. The custom floor plan maximizes lake views throughout, and the partially enclosed dock is a rare find grandfathered in, with a boat lift and side jet-ski lift. Additional highlights include newer doors and windows and a tile roof. The Lakes neighborhood also offers a community boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes from major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you. Be sure to explore the virtual tours.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
6897 NORTHWICH DR, WINDERMERE, FL 34786
$579,900Listed 04/22/2026 10:40AM 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)
1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
$2,380,00023 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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Catalina Gomez (407-289-9029)
8520 GREENBANK BLVD, WINDERMERE, FL 34786
$549,90014 Days on yellowkey MLS ID: O6396673
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1726 Built: 2004Monthly Fee: $170 Tax: $6,960 (2025)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$6,960
Elementary School: Bay Lake Elementary
Remarks: Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas. Roof is 2024, Water Heater is 2025.
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
6315 CLEARMEADOW CT, WINDERMERE, FL 34786
$618,0008 Days on yellowkey MLS ID: O6398505
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2077 Built: 2002Monthly Fee: $170 Tax: $3,701 (2024)Community: Glenmuir 48 39Single Family
Taxes:$3,701
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the gated community of Glenmuir in Windermere. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, and the charming downtown areas of Winter Garden and Downtown Windermere, this location offers both luxury and convenience. Tucked away on a quiet cul-de-sac, this freshly painted 3-bedroom, 2-bath home offers 2,077 sq. ft. of move-in ready living space. The open-concept great room features retractable sliding glass doors that lead to a 350 sq. ft. covered and enclosed outdoor retreat, creating the perfect space for relaxing or entertaining. The spacious kitchen includes solid wood cabinetry, quartz countertops (2022), stainless steel appliances, and a new dishwasher (2025), along with a cozy breakfast nook. The primary suite offers a large walk-in closet and a spa-like bath with dual vanities, garden tub, and private water closet. Major upgrades include a brand-new Spanish tile roof (2025), sprinkler system upgrade (2025), hot water heater (2020), A/C (2017), new blown insulation, and new carpet throughout. The extended driveway fits six or more vehicles, ideal for hosting guests. Residents enjoy a beautiful tree-lined community with a park, playground, basketball courts, and convenient access to major highways including Interstate 4 and Florida's Turnpike. A rare opportunity to own a move-in ready home with luxury upgrades, a private cul-de-sac location, and an exceptional outdoor retreat in one of Windermere’s most desirable communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Jessica Otero, Pa (407-780-1663)
11334 CAMDEN LOOP WAY, WINDERMERE, FL 34786
$1,250,000126 Days on yellowkey MLS ID: O6367433
REDUCED by $25,000 (2.0%) on 04/01/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3021 Built: 2005Monthly Fee: $298 Tax: $8,578 (2024)Community: Keenes PointeSingle Family
Taxes:$8,578
Remarks: Under contract-accepting backup offers. Nestled within the guard-gated community of Keene’s Pointe, this beautifully updated single-story home offers a well-designed, functional layout with tasteful upgrades throughout. Recent improvements include luxury vinyl flooring, updated lighting, fresh interior and exterior paint, and a new roof installed in 2024, making the home truly move-in ready. The open-concept kitchen and family room are filled with natural light and feature refinished cabinetry, granite countertops, stainless steel appliances, a gas range, and double ovens, flowing seamlessly through French doors to a screened pool and covered patio—perfect for both entertaining and everyday Florida living. The desirable split floor plan provides privacy, with a spacious primary suite overlooking the pool and offering multiple walk-in closets and a well-appointed en-suite bath with a soaking tub, large walk-in shower, and private toilet room, while three additional bedrooms and two full bathrooms are tucked away toward the rear of the home. Outdoors, the private pool area is enhanced with stacked river stone and a tranquil water feature, creating a serene retreat. Additional highlights include a laundry room conveniently located off the kitchen, an oversized three-car garage with freshly painted floors, and a welcoming front porch surrounded by mature oak trees. Residents enjoy 24-hour security, access to a community boat ramp on Lake Burden, scenic walking trails, and nearby parks, with optional membership available at the Golden Bear Club featuring golf, tennis, dining, and the Jack Nicklaus Signature Golf Course, all just minutes from top-rated schools and shopping at Lakeside Village Center.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
5427 NAGAMI DR, WINDERMERE, FL 34786
$799,0001 Day on yellowkey MLS ID: O6400671
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3493 Built: 2005Monthly Fee: $129 Tax: $11,883 (2025)Community: SummerportSingle Family
Taxes:$11,883
Remarks: Discover the lifestyle you've been searching for in this stunning two-story Windermere retreat on a peaceful cul-de-sac in the coveted Summerport community. Disney World & Universal are just 20 mins away, and the home is zoned for TOP-RANKED A+ SCHOOLS — Keenes Crossing Elementary, Bridgewater Middle, and Windermere High. Move in with peace of mind: NEW HVAC upstairs (2024), NEWER ROOF (2021), FULLY FENCED BACKYARD (2022), DISHWASHER (2025), foam insulation, radiant barrier, tinted double-pane windows, in-wall pest control, and pre-wired surround sound. Hardwood and tile floors throughout, the gourmet kitchen features Kenmore Elite appliances, gas stove, range hood, dual refrigerator, granite countertops, a eat-in kitchen and a breakfast nook — all open to the family room. Two additional bedrooms with a full bath and a powder room — ideal for visitors and/or multigenerational living purposes. Formal living & dining, home office, and a screened-in lanai complete the main level. Upstairs, the primary suite offers French doors, a walk-in closet, soaking tub, and walk-in shower. Two additional bedrooms share a Jack-and-Jill bath with dual sinks and shower. Summerport living includes a resort-style pool, clubhouse, fitness center, walking trails, fishing docks, and courts for tennis, pickleball, basketball & volleyball. Homes like this don't last — schedule your showing today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
13420 BONICA WAY, WINDERMERE, FL 34786
$1,875,000208 Days on yellowkey MLS ID: O6347722
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4489 Built: 2006Monthly Fee: $297 Tax: $17,970 (2024)Community: Tildens GroveSpa: YesSingle Family
Taxes:$17,970
Remarks: Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new AC system in August 2025. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove, offering a perfect blend of privacy and serene panoramic views. Step into elegance in the light and bright formal Living Room enhanced by a stunning Fireplace, Pool and Lanai views, and high Coffered Ceiling. The equally exquisite Formal Dining Room is also adorned with a Coffered Ceiling and ample natural lighting. A beautiful open Island Kitchen at the center of this home, perfectly situated for accommodating and entertaining friends and family, boasts Granite Counters, built-in Wall Oven and microwave, granite back splash, abundant storage in 42" wood cabinetry with pull outs, 5 burner Gas Stove and high-end stainless appliances, built-in cabinet Pantry. The Kitchen opens to the Dinette area with large picture window overlooking the Lanai and Pool, and Family Room ideal for entertaining with Built-Ins, storage and gorgeous details with French Doors leading to the outdoor living space. Relax, play, or entertain outdoors in the voluminous Pool with Spa and expansive covered Lanai, providing shaded space perfect for enjoying refreshments as you gaze across the water. The spacious Owner’s Suite is a true retreat tucked away on one side of the home, including an elegant bedroom with Sitting Area, stately entertainment wall unit, Double-Tray Ceiling, handsome wood flooring, French Door access to Lanai, and a generous walk-in California Closet system with dressing space. The finely appointed, light-filled Ensuite Bath boasts split sink vanities, large walk-through dual-head shower, Jetted Garden Tub, and private water closet. On the opposite end, the 2nd and 3rd bedrooms share a convenient Jack and Jill bathroom. The private 4th bedroom with Ensuite Bath is perfect for your visiting guests. The 5th bedroom adjacent to the Foyer is currently utilized as a den/home office. Enjoy a home cinema experience in the fabulous 6-seat Theater Room, equipped with great acoustical audio, large movie screen, leather recliner seating, gorgeous Custom Millwork with concealed column storage, all overlooking the Scenic Pond. Located in the hallway between the Kitchen and Dining Room are 2 extravagant built-in Mahogany glass-front cigar Humidors including Wine Storage to display and preserve cherished collections. High ceilings and Crown Molding accents throughout exude a sense of grandeur. French Doors from multiple rooms let you open the home to the outdoors space. Large, covered Lanai with a built-in grill, sink and counter space, screen enclosed Pool and heated Spa with a panoramic pond view. The neighborhood is quiet and private, with 140 luxury homes, in the top school districts, centrally located for convenience to Windermere's dining, shopping and culture, local theme parks, 429, I-4, and Florida's Turnpike. Whether you're entertaining or seeking a peaceful retreat, this home delivers on every level.
Listing is courtesy of: FERRELL REALTY, INC. (407-628-3200)
Listing Agent: Frank Ferrell (407-227-2753)
2125 KANE PARK WAY, WINDERMERE, FL 34786
$975,000138 Days on yellowkey MLS ID: O6358139
REDUCED by $24,998 (2.5%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2743 Built: 1992Monthly Fee: $118 Tax: $8,555 (2024)Community: Willows At Lake Rhea Ph 02Spa: NoSingle Family
Taxes:$8,555
Remarks: A rare opportunity to own a .71-acre pool home in the Town of Windermere for under $1 million—beautifully updated and truly move-in ready. Welcome to this beautifully updated single-story pool home on an oversized cul-de-sac lot in Windermere’s Willows at Lake Rhea, zoned for A-rated schools and offering exceptional privacy between homes. Surrounded by mature landscaping, the property provides a peaceful setting rarely found in newer communities while still offering convenient access to major roads, shopping, dining, and area attractions. Custom built by well-known luxury builder Richard Watson, this four-bedroom, three-bath home features a thoughtful layout with formal living and dining rooms, a spacious family room, and a custom pool — ideal for both everyday living and entertaining. Inside, high ceilings, Acacia wood flooring, and abundant natural light highlight the open floor plan with views of the pool and backyard. The formal living room features triple sliding glass doors for seamless indoor-outdoor living, while the formal dining room offers a double tray ceiling, crown molding, and bay window with convenient access to the kitchen and family room. The kitchen and family room feature vaulted ceilings and porcelain tile flooring, with French doors leading outdoors. The kitchen includes soft-close cabinetry, granite countertops, under-cabinet lighting, generous storage, and a stylish backsplash. A bright breakfast nook overlooks the pool, while the family room is anchored by a wood-burning fireplace with built-in shelving. The oversized owner’s suite offers direct access to the pool and a spa-inspired bathroom with a freestanding soaking tub, quartz dual vanities, a zero-entry walk-in shower, and dual custom closets. Two spacious bedrooms share a Jack-and-Jill bathroom with dual sinks, while the fourth bedroom with French doors and a bay window works well as an office, den, or playroom. A third updated bathroom also serves as a convenient pool bath. Outdoor living features a custom pebble-finish pool, spacious deck, and screened lanai with a coffered ceiling, sink, and cabinetry. The expansive backyard provides rare space and privacy between homes with room for recreation or future enhancements. Additional highlights include a laundry room with utility sink and storage, an expansive driveway, and a side-entry garage. The Willows at Lake Rhea is zoned for Windermere Elementary, Bridgewater Middle, and Windermere High, and offers community amenities including tennis and pickleball courts, basketball, playground, and park. Residents also enjoy the nearby library, farmers market, food truck nights, and seasonal events. Residents of the Town of Windermere enjoy access to the Butler Chain of Lakes boat ramp, offering entry to one of Central Florida’s most sought-after boating destinations. Conveniently located near SR-429, SR-408, Florida’s Turnpike, Disney, Universal, Winter Garden Village, and the shopping and dining of Dr. Phillips. Recent improvements include a new air-conditioning system (2025), water heater (2024), new irrigation and pool pumps (2025), and septic drainfield completed in 2018. With its large private lot, quality construction, desirable school zoning, and recent price improvement, this home presents an outstanding opportunity in one of Windermere’s most sought-after communities. Schedule your private showing today.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
109 E 12TH AVE, WINDERMERE, FL 34786
$1,225,0007 Days on yellowkey MLS ID: O6394569
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2791 Built: 1989 Tax: $20,244 (2025)Community: Windermere TownSpa: YesSingle Family
Taxes:$20,244
Remarks: Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated within the last 3 years to include roof, a/c, plumbing, flooring, drain field and water filtration system. Inside, sun drenched living and dining spaces flow seamlessly, anchored by a warm inviting fireplace setting the tone for relaxed living and effortless entertaining. The kitchen serves as the heart of the home, featuring soft gray shaker cabinetry, quartz countertops, a generous island with induction cooktop, hood, double wall ovens, mosaic glass backsplash and all new stainless appliances. Sliding doors open to a sparkling pool with sun deck and pergola, surrounded by lush landscaping in a private, fenced courtyard. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite features a spa inspired bath with a freestanding soaking tub, rainfall shower, dual sinks, and elegant finishes. Additional bedrooms include an oversized fourth bedroom with its own fireplace and built-ins which easily can be used as a media room, office, or home gym. Located just a short walk or golf cart ride to Windermere shops, restaurants, lakefront parks, weekly farmers markets, library and more, this home places you at the center of it all. Surrounded by the Butler Chain of Lakes and close to renowned golf, fine dining and premium shopping. Windermere offers small town charm yet convenient to major roadways, area attractions and the International Airport. The location is as exceptional as the home itself. This is more than a residence; it is a refined Windermere lifestyle defined by comfort connection and enduring style.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
13124 FILLY CT, WINDERMERE, FL 34786
$1,575,000362 Days on yellowkey MLS ID: O6303140
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3300 Built: 1989Monthly Fee: $46 Tax: $15,459 (2024)Community: FarmsSpa: NoSingle Family
Taxes:$15,459
Remarks: Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As you step up to the front entrance, you are greeted by beautiful water fountain. Once inside your living room with a wood burning fireplace welcomes you to your living room on the right. Continuing your way into the house, your inviting family room awaits with an eat in kitchen island completing the scene. The gourmet kitchen is a chef’s dream, outfitted with top-of-the-line appliances and plentiful cabinetry. Retreat to the oversized owner’s suite with double walk-in closets, a luxurious master bathroom and a private sitting area overlooking the pool area. Enjoy an enclosed pool area and expansive backyard. There is also a second master suite with private bathroom and walk-in closet. At the opposite end of the family room there is a hallway leading to another full bathroom and three additional bedrooms. Located just minutes from championship golf courses, downtown Windermere, Winter Garden Village, and top-rated schools, this home offers the perfect blend of tranquility and convenience. Don’t wait, schedule your showing today!
Listing is courtesy of: HOME N OFFICES INTERNATIONAL (407-864-4590)
Listing Agent: Marcelo Brandao (407-864-4590)
10870 BAYSHORE DR, WINDERMERE, FL 34786
$2,995,00082 Days on yellowkey MLS ID: O6371471
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4693 Built: 1999 Tax: $27,527 (2024)Community: Lake Down EstatesSpa: YesSingle Family
Taxes:$27,527
Remarks: Set against the shimmering waters of Little Lake Down, this extraordinary lakefront home offers an elevated expression of luxury living. Thoughtfully designed to maximize sweeping water views, the residence delivers a refined yet inviting atmosphere ideal for both intimate living and grand entertaining. As you step inside you are greeted by a spacious open floor plan, highlighted by a wood-burning fireplace, and captivating views of the pool, backyard, and lake. At the heart of the home, a chef’s kitchen stands as a true centerpiece, appointed with top-of-the-line appliances and two expansive center islands, it’s the perfect place for family gatherings. The kitchen opens to a large family room and breakfast nook providing effortless flow for daily living, enhanced by panoramic lake views that bring the outdoors in. The primary suite serves as a luxurious retreat, featuring peaceful water views and a spa-like bathroom with dual vanities, a walk-in shower, and an elegant soaking tub. Additional first floor amenities include a guest bedroom, a home office, and a pool bath. Upstairs, you will find two additional bedrooms, a spacious bonus room, and a private balcony overlooking the lake. Outdoor living rivals a private resort with a large, covered lanai, sparkling pool, spa, and an expansive backyard that leads to a private boat dock with a boat lift and jet ski parking. With direct access to the Butler Chain’s interconnected lakes there will be no shortage of things to do on the weekend. Enjoy being just minutes from Windermere A rated schools, the Friday farmers market, quaint eateries, and a short drive to world class shopping, fine dining, and the Disney and Universal theme parks. This is more than a home, it is a rare opportunity to own a private lakefront retreat on the Butler Chain of Lakes, where luxury, lifestyle, and location converge in one truly exceptional offering.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Julie Christensen (407-592-2055)
13932 FLORIGOLD DRIVE, WINDERMERE, FL 34786
$1,189,0002 Days on yellowkey MLS ID: O6399812
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3577 Built: 2004Monthly Fee: $111 Tax: $13,691 (2025)Community: Eden IsleSpa: YesSingle Family
Taxes:$13,691
Remarks: One or more photo(s) has been virtually staged. Tucked within the gated enclave of Eden Isle in Windermere’s Summerport, this beautiful canal-front, three-car garage and pool home has an ideal layout for multigenerational living. It offers an abundance of amenities with the canal leading directly to skiable Lake Speer and a rare combination of privacy, flexibility and outdoor living, and features soaring ceilings, fresh interior paint, plantation shutters and a great first-floor split plan with the primary suite and second bedroom and adjacent full bath and one-car garage set up as an office, and offers a private entrance. Four additional bedrooms upstairs, the substantial sixth bedroom with an en-suite bath could serve as a second primary, a guest suite bonus room. The kitchen has granite countertops, a built-in double oven and a breakfast nook overlooking main living areas. Outside, enjoy an oversized, wrought-iron-fenced backyard with peaceful canal views and space for your private dock. Enjoy year-round outdoor living with a solar-heated pool and spa, an expansive screened enclosure and a covered lanai with a full outdoor kitchen. Residents of Eden Isle enjoy gated access, a private boat ramp and dock, a playground, and a prime location close to great schools and just minutes from downtown Windermere, Winter Garden Village, major highways, Walt Disney World and Orlando International Airport.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Courtney Bass (407-803-3215)
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