Location: Windermere
Do Not Show Listings
5427 NAGAMI DR, WINDERMERE, FL 34786
$799,000Listed 04/21/2026 5:04PM 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,883
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
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 (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)
4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786
$825,00018 Days on yellowkey MLS ID: O6396295
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3697 Built: 2015Monthly Fee: $130 Tax: $8,724 (2025)Community: Stillwater Xings Prcl Sc-13 PhSpa: NoSingle Family
Taxes:$8,724
Elementary School: None
High School: None
Middle School: None
Remarks: Check out 4309 Saltmarsh Sparrow Dr, a residence featuring a partial flooring replacement that enhances its overall presentation. The kitchen is equipped with all stainless steel appliances and includes a functional island. The primary bedroom provides a walk in closet, while the primary bathroom contains double sinks and a separate tub and shower. An exterior covered patio extends to a fully fenced in backyard, creating defined outdoor space. This property includes updated finishes and functional living spaces. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
7644 RIPPLEPOINTE WAY, WINDERMERE, FL 34786
$445,00019 Days on yellowkey MLS ID: O6395582
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1881 Built: 2015Monthly Fee: $240 Tax: $6,847 (2025)Community: Lake Burden South Ph 2 #35 36Townhouse
Taxes:$6,847
Elementary School: Sunset Park Elem
Middle School: Horizon West Middle School
Remarks: Welcome to Lake Burden, one of Windermere’s most desirable and well-established communities! This corner-lot townhome offers 3 bedrooms, 2.5 bathrooms plus office. This open-concept floor plan that flows seamlessly with a well-appointed kitchen with granite countertops and backsplash, and a walk-in pantry. Large living room features high ceilings and tons of windows for natural light. French doors open to your own private paved garden courtyard, an ideal spot for morning coffee, weekend gatherings, or evening relaxation. The courtyard also provides direct access to a two-car garage via a tranquil rear alley. Upstairs laundry room has built-ins with a full-size front load washer and dryer. Enjoy a vibrant lifestyle with resort-style amenities — a sparkling community pool, shaded picnic tables, two tennis courts, a playground, and scenic walking paths around the lake ideal for peaceful evening strolls. This is a full-of-life neighborhood where pride of ownership shows everywhere. Residents enjoy wonderful community amenities such as a clubhouse, resort-style swimming pool, tennis courts, and scenic walking paths, perfect for relaxing or staying active. Ideally situated just minutes from Walt Disney World, major highways, top-rated A schools, shopping centers, Publix, restaurants, and everyday conveniences. This property offers the perfect combination of location, lifestyle, and value, ideal as a primary residence, vacation home, or investment opportunity in one of Central Florida’s most sought-after areas.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Kelly Zannini (407-970-6298)
11486 MISTY OAK ALY, WINDERMERE, FL 34786
$549,000Listed 04/21/2026 3:36PM MLS ID: S5148331
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1950 Built: 2016Monthly Fee: $107 Tax: $7,492 (2025)Community: Ashlin Park Ph 1Single Family
Taxes:$7,492
Remarks: Beautiful two-story single-family home with a pond view in the Ashlin Park neighborhood of Windermere. Open floor plan includes large living room, dining, and kitchen, with ceramic tile throughout the first floor. Kitchen has quartz countertops, stainless steel appliances, large island, and ample cabinet space. Living room faces pond and peaceful walking trail with lovely indoor or porch water view. First floor also has a half bathroom and a large storage room, as well as an attached two-car-garage. All three bedrooms on second floor with carpet flooring, along with two full bathrooms and a spacious laundry room. Ashlin Park is quiet neighborhood located between the world-famous Walt Disney World and FL535, with great access to theme parks, a variety of restaurants and shops, major highways, golf courses, etc., Minutes’ walk to the community clubhouse and pool. Make this lovely home yours and enjoy Central Florida living.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Kikuko Moribe, Pa (321-246-0066)
13932 FLORIGOLD DRIVE, WINDERMERE, FL 34786
$1,189,0001 Day 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 a perfect layout for multigenerational living and offers an abundance of amenities with the canal leading directly to 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 currently set up as an office and offers a private entrance. Four additional bedrooms upstairs, the substantial sixth bedroom with an ensuite bath could serve as a second primary, a guest suite or a bonus room. The kitchen has granite countertops, a built-in double oven and a breakfast nook overlooking the main living areas. Outside, enjoy an oversized, wrought-iron-fenced backyard with peaceful canal views and space for your own 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. A leased solar system can be assumed, though sellers are open to payoff and a $17,000 credit for roof replacement with an acceptable offer. 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)
13525 GORGONA ISLE DR, WINDERMERE, FL 34786
$1,120,00064 Days on yellowkey MLS ID: O6377789
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4625 Built: 2018Monthly Fee: $268 Tax: $9,351 (2025)Community: Windermere IsleSpa: NoSingle Family
Taxes:$9,351
Elementary School: Castleview Elementary
High School: Horizon High School
Remarks: One or more photo(s) has been virtually staged. Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A dramatic two-story foyer creates a striking first impression, highlighted by a custom hardwood staircase with decorative iron balusters. Architectural details continue throughout with 9.5-foot ceilings, 8-foot doors, coffered ceilings, porcelain tile on the main level, and hardwood flooring upstairs. Custom Disney-inspired stained-glass window inserts throughout the home offer a subtle and charming nod to the nearby magic. The expansive open-concept living area is anchored by a chef-level gourmet kitchen featuring a natural gas cooktop, dual convection ovens, quartz countertops and backsplash, oversized island, 42-inch cabinetry, café dining area, and walk-in butler’s pantry—perfect for entertaining and daily convenience alike. The main-level primary suite serves as a tranquil retreat with a spa-style bathroom, soaking tub, glass-enclosed walk-in shower, and generous custom closet. Upstairs, five additional bedrooms include a private guest suite and well-designed shared layouts, along with a spacious upper-level great room and reading nook ideal for a media room, game space, or lounge. Significant upgrades include a 27kW commercial-grade whole-house generator, tankless water heater, gas dryer, advanced humidification and UV air filtration, and a garage with custom cabinetry, overhead storage, and durable polyaspartic flooring. Energy-efficient systems and abundant natural light enhance comfort throughout. The lot to the right of the home is Protected Green Space in perpetuity and cannot be developed so you will always have that space. Seller is providing a credit towards a 2-1 RATE BUY DOWN with full price offer. Inquire for more details.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Roo Klaers (407-493-5615)
81 OAKDALE ST, WINDERMERE, FL 34786
$2,300,000155 Days on yellowkey MLS ID: S5138567
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4284 Built: 2001 Tax: $24,940 (2025)Community: Davis ShoresSingle Family
Taxes:$24,940
Elementary School: Windermere Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step inside to an open, grand gathering space framed with natural wood beams, a gas fireplace, and a seamless flow into a chef-inspired kitchen. Featuring state-of-the-art GE Monogram appliances, a Taj Mahal quartzite island, restaurant-quality crushed ice, a 100+ bottle wine cooler, a full bar and coffee lounge, and a spacious walk-in kitchen pantry—this home invites effortless entertaining. Throughout, new wide-plank laminate wood floors set a refined, cohesive tone. Additional highlights include professional designer wallpaper in the dining room and powder bath, smart bidet in the primary bath, and a fully integrated smart-home lighting, shade, and security system. The primary suite is a private sanctuary, complete with a fully reimagined spa bath wrapped in marble and porcelain, a freestanding soaking tub, and two custom-designed closets. There are three more en suite bedrooms offering privacy and convenience. This corner-lot haven is framed by mature oak trees and newly installed landscaping and irrigation. A beautiful outdoor deck and built-in fire pit creates a cozy retreat for gatherings. Follow the canal behind the home to access the world-renowned Butler Chain of Lakes. The boathouse features an electric lift, dual Sea-Doo floating docks, and instant access to some of Florida’s most coveted waterways.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: David Warzycha (863-860-3365)
14014 EDEN ISLE BLVD, WINDERMERE, FL 34786
$507,000Listed 04/21/2026 9:15AM MLS ID: O6400224
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1794 Built: 2004 Tax: $2,957 (2025)Community: Eden Isle 52/9 Lot 173Spa: NoSingle Family
Taxes:$2,957
Remarks: 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)
17514 BLACK RAIL ST, WINDERMERE, FL 34786
$725,00086 Days on yellowkey MLS ID: O6376756
0 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2373 Built: 2014Monthly Fee: $167 Tax: $8,578 (2025)Community: EnclaveSingle Family
Taxes:$8,578
Remarks: New painting interior and doors and baseboards. This elegant single-level detached home features soaring 10-foot ceilings throughout, creating a bright and spacious atmosphere rarely found in one-story living. The home is thoughtfully positioned with a tranquil pond at the rear, offering both beautiful water views and exceptional privacy. A classic tiled roof adds timeless character and durability. The layout includes 4 bedrooms and 2 bathrooms, plus a large dedicated office, ideal for working from home or for those seeking a quiet, flexible space. Designed for comfortable single-level living, this home is perfect for buyers who appreciate the convenience of no stairs while still enjoying an open and grand feel. Located in the heart of Windermere, the property offers outstanding accessibility, with shopping, dining, and daily amenities just minutes away. AC WAS INSTALLED IN 2022,3.5 TONS. The primary suite is a true retreat, featuring an elegant tray ceiling, serene pond views with screen patio, and direct access to the backyard, allowing you to step outside and enjoy the peaceful water scenery at any time. Both the primary bedroom and the living room overlook the pond, bringing nature and calm into everyday living. This is an ideal home for those seeking privacy, convenience, and refined single-story living in a prime Windermere location.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: He Gao (407-955-0138)
13243 CHARFIELD ST, WINDERMERE, FL 34786
$699,00054 Days on yellowkey MLS ID: O6385405
1 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2794 Built: 2010Monthly Fee: $81 Tax: $6,403 (2024)Community: Lake Sawyer South Ph 02Single Family
Taxes:$6,403
Tax Year: 2024
Remarks: Under contract-accepting backup offers. A Windermere pool home under $700K like this is hard to come by, especially on one of the best tree-lined streets in the community. As soon as you walk in, you’re greeted by a two-story entrance and open living area that brings in great natural light and gives the home a larger, more elevated feel. The layout includes a formal dining room and hardwood floors throughout the main living areas, complemented by tile in all the right spaces. This home is set up perfectly for both everyday living and entertaining, with multiple living and dining spaces, a powder bath, and a spacious kitchen featuring wood cabinetry, newer appliances, and direct access to the outdoor area. The primary suite is on the first floor and includes a custom walk-in closet with built-ins, along with a spacious bathroom featuring a double sink vanity, garden tub, and walk-in shower. Upstairs, you’ll find a large loft that works great as an office, game room, or second living space, along with three additional bedrooms. One bedroom has its own en-suite, giving you a second primary-style setup. The backyard is the highlight. A fully screen-enclosed pool with sun deck, waterfalls, brick pavers, multiple seating areas, and a summer kitchen creates a true indoor-outdoor lifestyle. There’s even a large projector screen for movie nights. The yard is fully fenced with plenty of green space left over. Additional features include a 3-car garage, a driveway that fits up to six cars, a welcoming front porch, a large laundry room, and a newer upgraded AC unit. Located in a highly desirable Windermere community with A-rated schools, you’ll also have access to great amenities including a community pool, covered playgrounds, walking trails, a golf putting green, and courts for basketball, tennis, and pickleball, all close to shopping, dining, and everyday convenience. Minutes from Disney and all the fun, you don't want to miss out on this truly incredible home! Schedule your showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
13013 OVERSTREET RD, WINDERMERE, FL 34786
$669,99454 Days on yellowkey MLS ID: O6380917
REDUCED by $10,000 (1.5%) on 04/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2053 Built: 2009Monthly Fee: $82 Tax: $3,146 (2024)Community: Lakes/WindermereSpa: NoSingle Family
Taxes:$3,146
Remarks: Welcome to 13013 Overstreet Rd — a beautifully upgraded 4-bedroom, 2.5-bath home located in one of Windermere’s most desirable and sought-after communities. This property combines modern living, elegant design, and the true Florida lifestyle you’ve been searching for. Step inside to an open, bright floor plan featuring gorgeous wood floors, a spacious living area, and a modern kitchen with sleek cabinetry, stainless steel appliances, island, and plenty of storage — perfect for everyday cooking or entertaining friends and family. The primary suite includes a luxurious bathroom with his-and-her sinks and an upgraded California closet with premium built-ins for maximum organization. Enjoy Florida weather year-round in the screened-in patio with a retractable electric screen, extending your living space and providing the perfect spot for morning coffee or evening relaxation. The large, fully fenced backyard features extended brick pavers, offering plenty of room for gatherings, grilling, pets, or future customization. Additional features include a front balcony, a 2-car garage, and an oversized driveway with great curb appeal. This home sits in a prime Windermere location surrounded by some of the best amenities in Central Florida. Just minutes away you’ll find top-rated Windermere schools, scenic lakes, nature trails, Bay Hill, The Butler Chain of Lakes, playgrounds, and community parks. Nearby you’ll enjoy endless shopping, popular restaurants, cafés, breweries, local markets, and everyday conveniences. You’re also close to the Winter Garden Village, Downtown Windermere, major highways, theme parks, and world-class entertainment. The community itself offers resort-style amenities including a sparkling community pool and clubhouse — perfect for relaxing weekends and social gatherings. If you’re looking for a move-in-ready home with modern finishes, incredible outdoor space, and a location that simply can’t be beat, this is the one. Homes like this in Windermere don’t last long — schedule your private showing today! *** A/C and Water Heater replaced in 2024. Roof replaced in 2025. Exterior of home repainted in 2022 ***
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Omar Andreasen (407-883-2989)
9648 WEATHERSTONE CT, WINDERMERE, FL 34786
$2,500,0001 Day on yellowkey MLS ID: O6400680
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4482 Built: 2000Monthly Fee: $227 Tax: $20,450 (2025)Community: Weatherstone On Lake OliviaSpa: NoSingle Family
Taxes:$20,450
Elementary School: Thornebrooke Elem
Remarks: Set within the private gates of Weatherstone on Lake Olivia, this stunning lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski's or just enjoy a calm ride on your paddle boards, the fun is endless. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
13312 LONGACRE DR, WINDERMERE, FL 34786
$534,900105 Days on yellowkey MLS ID: S5141031
REDUCED by $9,000 (1.7%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2058 Built: 2013Monthly Fee: $120 Tax: $7,533 (2024)Community: Windermere TerraceSingle Family
Taxes:$7,533
Remarks: Move in ready and recently refreshed! This inviting 3-bedroom, 2-bathroom home features a versatile flex room, a screened patio, and a private backyard, offering comfortable and functional living spaces. Located in a quiet, well-established neighborhood, the home is just 12 minutes from Walt Disney World and close to top rated schools, parks, shopping centers, restaurants, and supermarkets, with easy access to major roadways for convenient commuting. The property also includes an attached two car garage with rear entry and automatic door opener, plus a driveway with space for two additional vehicles.
Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)
Listing Agent: Mariesy Davila (407-548-4718)
12761 HOLDENBURY LN, WINDERMERE, FL 34786
$539,90032 Days on yellowkey MLS ID: O6392337
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2380 Built: 2002Monthly Fee: $82 Tax: $3,561 (2025)Community: Lakes/Windermere Ph 01 49 108Single Family
Taxes:$3,561
Remarks: Under contract-accepting backup offers. Come see this wonderful southern style cottage in the beautiful Lakes of Windermere community located in exclusive Windermere. FL. This 4 bedroom 2 bath split bedroom plan with its spacious and open floorpan will impress you. The home offers a charming front porch with dormered windows and a rear screened patio with brick floors. Upon entering the home you will see it's tremendous potential with a large Dining Room with trey ceilings and crown moldings and connected to a Living Room with a view directly into the combined oversized Kitchen, Dining Nook and Family Room. The kitchen offers a large center island, solid surface counter tops, 42" wood cabinets with a pantry and plenty of dining space for casual meals. The oversized Family Room offers wood tile floors that are connected to the tile floors in the dinette and kitchen. The primary bedroom suite offers 2 walk-in closets, trey ceilings with moldings and a 5 piece bathroom with 2 vanities/sinks, tub, shower and water closet. The property is perfect for a growing family with its split bedroom plan or anyone who wants flexibility to have an office and guest rooms. The community offers a fantastic community pool, parks, soccer field and plenty of spaces to enjoy picnics or your favorite sports. Additionally there is a community fishing dock on beautiful Lake Sawyer at the front of the community. In addition to everything the community offers you can't beat the surrounding Windermere area with it's shopping options at Lakeside Village, Westside, Windermere Village and even the Winter Garden Village Town Center and Hamlin Town Center just to the north. You are also close to major roadways including CR 535 and SR 429 with quick access to Florida's Turnpike, SR 408 (to downtown Orlando) and Interstate 4. You will also enjoy fantastic Orange County Schools and best off all the communities proximity to the back entrance to the Walt Disney World complex and the Magic Kingdom. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Randall Gill (407-756-0071)
11922 ANGLE POND AVE, WINDERMERE, FL 34786
$760,000277 Days on yellowkey MLS ID: O6328443
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3382 Built: 2013Monthly Fee: $81 Tax: $8,155 (2024)Community: Windermere Trls Ph 1BSpa: NoSingle Family
Taxes:$8,155
Elementary School: Bay Lake Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained four-bedroom, three-and-a-half-bath home in the highly sought-after Windermere Trails community, located less than two minutes from Walt Disney World. The front of the home offers multiple flexible living spaces ideal for a home office, sitting room, or hobby area. The open family room flows into a spacious kitchen featuring a large quartz island, brand-new stainless steel appliances, ample cabinetry, and tasteful modern finishes. An additional flex space near the kitchen can serve as formal dining or an additional gathering area. Upstairs, the primary suite provides a peaceful retreat with two walk-in closets and a spa-style bathroom with dual vanities and an oversized walk-in shower. Two bedrooms share a Jack-and-Jill bathroom, while the fourth bedroom has its own private, upgraded bath. A large bonus room with a built-in movie screen adds extra space for entertainment. Step onto the upstairs balcony to enjoy morning coffee or evening breezes. The fully fenced backyard features a screened patio and mature banana, mango, lemon, and orange trees, creating a private tropical setting. Luxury vinyl flooring runs throughout the home, with no carpet. Major updates include a new HVAC system in 2023, whole-home water softener, and fresh interior and exterior paint in 2025. Windermere Trails offers walking trails, lakes, and a resort-style pool. Lakeside Village is less than a mile away with grocery stores, shopping, and restaurants, along with close proximity to downtown Windermere, top-rated A schools, boat ramps, major highways, and Orlando’s best dining and entertainment.
Listing Agent: Erica Diaz (407-897-5400)
5186 VARDON DR, WINDERMERE, FL 34786
$6,980,00066 Days on yellowkey MLS ID: O6382040
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4739 Built: 1990Monthly Fee: $985 Tax: $32,002 (2025)Community: IsleworthSpa: NoSingle Family
Taxes:$32,002
Middle School: Chain of Lakes Middle
Remarks: One or more photo(s) has been virtually staged. Fully reimagined golf-front estate in the prestigious Isleworth community with sweeping views of the iconic 3rd hole. Situated on approximately 1 acre, this 4,739 sq ft residence offers 4 bedrooms and 4.5 baths, soaring ceilings, and an upper level Terrace captures stunning golf course views. Fully upgraded front and rear grounds offer a resort-style setting with fountain entry, pool, Terrace, pavilion, and summer kitchen. Gated with automatic luxury gate, extended driveway, and spacious front yard for multiple vehicles. Fully fenced for added privacy. Rare move-in-ready golf-front opportunity in one of Isleworth’s most sought-after locations.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Winnie Tam (863-651-4687)
11401 EVESHAM DR, WINDERMERE, FL 34786
$455,00048 Days on yellowkey MLS ID: O6386678
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1847 Built: 2008Monthly Fee: $315 Tax: $3,077 (2024)Community: Preston SquareTownhouse
Taxes:$3,077
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome home to this beautifully appointed 3-bedroom, 2.5-bath corner townhome in the highly desirable Preston Square community of Windermere. Ideally positioned, this townhome conveniently faces the community amenities, offering easy access while maintaining a welcoming neighborhood feel. From the moment you step onto the charming front porch, you'll appreciate the warmth and character this home provides. Inside, natural light fills the space through wrap-around windows, highlighting the 10-foot ceilings and rich hardwood flooring. The thoughtfully designed floor plan blends comfort and functionality, making it ideal for both everyday living and entertaining. A standout feature of this home is the private courtyard, creating a peaceful outdoor retreat perfect for gatherings, grilling, or simply relaxing. The kitchen is well-equipped with 42" solid wood cabinetry, granite countertops, and stainless steel appliances, a space any home chef will appreciate. The main level features a spacious primary suite with a tray ceiling and a luxurious en-suite bath, complete with dual vanities, a garden tub, and a walk-in shower with dual shower heads. Upstairs, you’ll find a spacious, open-concept loft with two additional bedrooms, providing comfortable accommodations and privacy for family members or visitors. The laundry room includes a utility sink, and a window for added natural light. The rear-entry two-car garage features overhead storage racks and a long driveway for additional parking. Residents of Preston Square enjoy resort-style amenities, including a stunning swimming pool, lush landscaping, basketball court, playground, fitness stations, and a large park that hosts movie nights and food trucks. Conveniently located near top-rated schools, shopping, dining, golf courses, hospitals, and major roadways, with easy access to Orlando, Windermere, Winter Garden, and the area’s world-renowned theme parks. A fantastic opportunity to own a home in one of Windermere’s most desirable communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nora Arenivas Llc (407-230-5487)
9713 ENDICOTT CT, WINDERMERE, FL 34786
$5,250,0004 Days on yellowkey MLS ID: O6393891
Bed: 6 Bath: 7.0 Gar: 6 Liv Area Sq Ft: 7818 Built: 2007Monthly Fee: $313 Tax: $66,793 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$66,793
Remarks: Experience elevated lakefront living in this beautifully updated estate, within the prestigious guard gated golf community of Keene’s Pointe, offering direct access to the Butler Chain of Lakes. With over $850,000 in upgrades, this home is perfectly positioned to capture breathtaking sunset views and nightly Disney fireworks from the primary suite. This home delivers a rare combination of privacy, luxury, and lifestyle. Thoughtfully designed for both everyday living and effortless entertaining, the residence features water views from multiple living spaces, a layout that balances open gathering areas with private retreats, and dedicated spaces for both relaxation and recreation. The primary suite is a true retreat, featuring a private balcony overlooking the tranquil backyard and lake. A dedicated lounge with a beverage bar, updated spa-inspired bathroom, and custom walk-in closet create a refined and relaxing escape. Every bedroom is an ensuite, providing exceptional comfort for family and guests, while two fully remodeled junior suites showcase modern bathrooms and expanded custom closets. On the main level, enjoy formal dining complemented by a wine cellar, while a double-sided gas fireplace connect the family and game rooms which adds warmth and ambiance. The spacious game room and media room ensure there is always something to enjoy indoors. Step outside to your private oasis, where a resort-style pool and spa, fully equipped outdoor kitchen, covered dining area, and outdoor fireplace set the stage for year-round enjoyment. Retractable screens provide shade and comfort during the summer months, while the updated dock and boat lift make lake access effortless. A private canal connects you to Lake Tibet and the greater Butler Chain, offering the best of true lakefront living. For extended stays or multi-generational living, the apartment above the detached garage offers a private, fully functional space complete with a kitchenette, full bath, walk-in closet, and laundry. Positioned on a quiet cul-de-sac, this estate offers enhanced privacy along with an expansive driveway and turnaround for effortless arrivals and guest parking. The impressive five-car garage, along with a dedicated golf cart garage, provides exceptional space for collectors, storage, and embracing the Keene’s Pointe golf lifestyle. This is more than a home—it’s a complete lifestyle experience. From lake days and sunset views to golf, dining, and the best of Central Florida just minutes away, this property delivers the elevated living today’s luxury buyer expects.
Listing Agent: Amy Moline (407-506-7447)
4 CHASE RD, WINDERMERE, FL 34786
$875,00060 Days on yellowkey MLS ID: O6384257
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: 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 Agent: Matthew Hughes (407-619-4717)
6638 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786
$664,90092 Days on yellowkey MLS ID: O6374429
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2908 Built: 2013Monthly Fee: $223 Tax: $8,467 (2024)Community: Vineyards/Horizons West Ph 1BSingle Family
Taxes:$8,467
Remarks: Under contract-accepting backup offers. Welcome to Vineyards Horizon West, this stunning 4-bedroom, 2.5-bath home offers about 3,000 square feet of thoughtfully designed living space, all set on a large conservation lot that ensures privacy and tranquility. From the moment you step inside, you will fall in love with the abundance of natural light, highlighting the home's open and airy layout. Downstairs, a versatile flex space awaits perfect for a playroom, additional guest room, or whatever suits your lifestyle best. The gourmet kitchen is a chef's dream, featuring a natural gas cooktop, ample counter space, that make both cooking and entertaining a delight. Upstairs you can find all 4 spacious bedrooms including a primary with window views overlooking the serene conservation. Recent upgrades, including a newer roof and AC, mean worry-free living, while the HOA takes lawn care off your to-do list. Step outside and enjoy the community's resort-style amenities, including two pools, a dog park, and a playground with a tot lot, fun for everyone in the family! This prime location puts you in the heart of Horizon West, just minutes from Disney, Hamlin Town Center, Winter Garden Village, and all the charm and luxury Windermere has to provide. Don't miss your chance to call this exceptional property home!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Nickolas Amburgey (407-864-7622)
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