Location: Windermere
Do Not Show Listings
11401 EVESHAM DR, WINDERMERE, FL 34786
$440,0009 Days on yellowkey MLS ID: O6410182
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1847 Built: 2008Monthly Fee: $315 Tax: $3,077 (2024)Community: Preston SquareTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,077
Elementary School: Sunset Park Elem
High School: Windermere High School
Tax Year: 2024
Middle School: Horizon West Middle School
Remarks: One or more photo(s) has been virtually staged. Brand New Roof just installed a couple of weeks ago! Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across from the community amenities, you’ll enjoy easy access to everything Preston Square has to offer while still enjoying the charm and privacy of a welcoming neighborhood setting. From the inviting front porch to the light filled interior, every detail of this home has been thoughtfully designed. Expansive wrap around windows flood the space with natural light, accentuating the soaring 10 foot ceilings and rich hardwood flooring throughout the main living areas. The open and functional floor plan is ideal for both everyday living and effortless entertaining. One of the home’s standout features is the private courtyard, a tranquil outdoor oasis perfect for hosting gatherings, grilling with friends, or simply unwinding after a long day. Inside, the gourmet kitchen is sure to impress with 42 inch solid wood cabinetry, granite countertops, stainless steel appliances, and ample prep and storage space for any home chef. The spacious first floor primary suite offers a peaceful retreat with a tray ceiling and a luxurious ensuite bath featuring dual vanities, a relaxing garden tub, and a walk in shower with dual shower heads. Upstairs, an oversized open concept loft provides flexible living space along with two additional bedrooms, creating ideal separation and privacy for family members or guests. Additional highlights include a laundry room with a utility sink and natural light, plus a rear entry two car garage complete with overhead storage racks and an extended driveway for extra parking. Residents of Preston Square enjoy resort style amenities including a sparkling community pool, beautifully landscaped grounds, basketball court, playground, fitness stations, and a large community park that regularly hosts movie nights and food truck events. Conveniently located near top rated schools, shopping, dining, golf courses, hospitals, and major roadways, this home offers easy access to Orlando, Winter Garden, and Central Florida’s world famous theme parks. This is an incredible opportunity to own a stylish and move in ready home in one of Windermere’s most desirable communities.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Chris Courtney (407-406-0506)
1430 GLENWICK DR, WINDERMERE, FL 34786
$779,90031 Days on yellowkey MLS ID: O6403052
4 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2606 Built: 2002Monthly Fee: $155 Tax: $6,877 (2025)Community: Reserve At BelmereSpa: NoSingle Family
Taxes:$6,877
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Beautifully updated 4-bed, 3-bath home in the Reserve at Belmere, a 24-hour guard-gated community in Windermere. Major upgrades include a new tile roof (2024), new energy-efficient windows (2025), and a new storm front door, and new plantation shutters with a lifetime warranty offering exceptional durability, style and long-term value, curb appeal, and long-term insurance benefits. The bright, open layout features high ceilings, spacious living areas, and a split floor plan with a generous primary suite. Enjoy a covered lanai and private backyard with room for outdoor living or a future pool. Community amenities include a fitness center, tennis courts, playground, clubhouse, and lakeside pier. Ideally located near top-rated schools, shopping, dining, and major highways—this home is truly move-in ready.
Listing is courtesy of: PREMIUM REAL ESTATE SERVICES (407-270-9550)
Listing Agent: Chloe Joseph (407-362-8312)
5849 SOTER LN, WINDERMERE, FL 34786
$445,90082 Days on yellowkey MLS ID: O6388590
REDUCED by $4,000 (0.9%) on 05/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2001 Built: 2019Monthly Fee: $171 Tax: $6,775 (2024)Community: Vineyards/Horizons West Ph 4Townhouse
Taxes:$6,775
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Beautiful 3-bedroom, 2.5-bathroom townhome in the desirable Horizon West area. This spacious two-story home features an open-concept layout with a bright living and dining area that flows into the kitchen, perfect for everyday living and entertaining. Upstairs you’ll find a large primary suite with private bath and walk-in closet, along with two additional bedrooms and a full bathroom. Convenient half bath on the first floor. Located near shopping, dining, parks, and top-rated schools, with easy access to major roads and Disney. A great opportunity to own in one of Central Florida’s fastest-growing communities.
Listing is courtesy of: ORLANDO HOME DEALER LLC (407-537-5353)
Listing Agent: Juliet Saldarriaga (407-579-1224)
1125 KELSO BLVD, WINDERMERE, FL 34786
$1,425,00023 Days on yellowkey MLS ID: O6406003
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3660 Built: 1992Monthly Fee: $63 Tax: $13,799 (2025)Community: Kelso On Lake ButlerSpa: YesSingle Family
Taxes:$13,799
Elementary School: Windermere Elem
Remarks: This is a must see!!! Offering four bedrooms and three and one half baths, this home sits on a beautifully landscaped, estate-sized 1 acre lot! The floor plan is flexible and allows for multiple entertaining options. The kitchen is a cook's dream with an abundance of wood cabinetry, expansive granite counters, a huge center island and built in appliances. It is light and bright and open to the breakfast area and family room, which have sweeping views across the pool and out to Lake Butler. All bedrooms are on the second floor and do not share walls, offering privacy for all of the occupants. The primary bedroom is large and even has space for a sitting area and all three upstairs bathrooms have been upgraded. Both the pool and enclosure are over-sized and have gorgeous views of Lake Butler. And there is still plenty of surrounding yard space. The house was re-piped, the pool enclosure screens and the roof were just replaced! Kelso on Lake Butler is one of the most sought-after, and little known. communities in Windermere. The street is a cul de sac, so there is no through traffic! This home will exceed your expectations, and the private community boat dock is just the icing on the cake!!!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Kenneth Teixeira (407-697-4946)
9648 WEATHERSTONE CT, WINDERMERE, FL 34786
$2,500,00041 Days 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
High School: Olympia High
Middle School: Gotha Middle
Remarks: Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed 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. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. 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)
11015 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,529,99911 Days on yellowkey MLS ID: O6405977
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3868 Built: 2004Monthly Fee: $640 Tax: $18,824 (2025)Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Taxes:$18,824
Remarks: Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won’t want to miss.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Julie Davis, Llc (407-579-7584)
4819 INDIAN DEER RD, WINDERMERE, FL 34786
$669,90018 Days on yellowkey MLS ID: O6403960
1 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3049 Built: 2005Monthly Fee: $131 Tax: $9,523 (2025)Community: Summerport Ph 05Spa: NoSingle Family
Taxes:$9,523
Elementary School: Keene Crossing Elementary
Remarks: Under contract-accepting backup offers. Expansive four-bedroom, four-bathroom home in Windermere featuring a grand and thoughtfully designed floor plan. Upon entry, you are welcomed by a dramatic foyer with a sweeping staircase and an overlooking balcony. The main level offers a versatile front flex space—ideal for a formal sitting area—that flows into a chef-inspired kitchen. With abundant cabinet and counter space, the kitchen is perfectly suited for hosting and opens seamlessly into a massive living room. Additionally, the ground floor includes a dedicated private office and a full bathroom. All bedrooms are located on the second floor for maximum privacy. The primary suite is a true retreat, featuring a "Romeo and Juliet" balcony overlooking the foyer, a large walk-in closet, and a luxurious ensuite bathroom with dual vanities, a garden tub, and a separate standing shower. Ideally located just minutes from Winter Garden Village, Highway 429, and Downtown Winter Garden. This home is zoned for highly-regarded schools, including Keenes Crossing Elementary, Bridgewater Middle, and Windermere High School. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
14005 SPARKLING COVE LN, WINDERMERE, FL 34786
$375,00010 Days on yellowkey MLS ID: O6409827
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1647 Built: 2007Monthly Fee: $539 Tax: $1,943 (2025)Community: Oasis Cove 1 At Lakeside Village Condo Ph 1Townhouse
Taxes:$1,943
Elementary School: Bay Lake Elementary
Remarks: Welcome to resort-style living in the gated community of Oasis Cove in the heart of Windermere! This beautifully maintained three-bedroom, 2.5-bath townhome with a two-car garage also features a spacious loft and a versatile bonus room/home office, offering flexible living space beyond the traditional bedroom layout. Tucked away on a quiet dead-end street with minimal traffic, the home enjoys peaceful wooded and lake views with no rear neighbors, creating a tranquil retreat to come home to each day. Inside, soaring ceilings and an open-concept layout create a bright and spacious feel. The updated kitchen features granite countertops, ample cabinetry and overlooks the main living area, ideal for entertaining or everyday living. The primary suite is conveniently downstairs and offers serene wooded views for a relaxing escape. Upstairs, you’ll find additional bedrooms along with the loft and bonus room, ideal for remote work, hobbies, a media room, playroom or guest overflow space. The laundry room is also conveniently upstairs. Sellers are offering a $5,000 carpet allowance with an acceptable offer, giving buyers the opportunity to personalize the flooring to their taste. Enjoy Florida living year-round from the screened patio and open patio deck, both with attractive stone pavers in the front walkway and rear of the home. Additional upgrades include a 2020 HVAC system with UV lighting and an air filtration system for enhanced comfort and air quality. The home is also wired for surround sound, and the speakers are available should buyers wish to reconnect them after the freshly painted downstairs interior. Residents of Oasis Cove enjoy exceptional amenities, including a resort-style pool with lake views, fitness center, clubhouse, playground and beautifully maintained grounds. HOA fees include exterior maintenance, water, cable, internet, and grounds maintenance for added convenience and value. Just minutes from shopping, dining and everyday conveniences, this home also offers quick access to SR 429, Florida’s Turnpike, and Interstate 4. Enjoy being approximately 20 minutes from Walt Disney World, EPCOT and Disney's Animal Kingdom Theme Park while enjoying the peaceful charm of Windermere living. Nearby attractions also include Hamlin Town Center, golf courses, scenic lakes, restaurants and top-rated schools.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Carrie Bantel (321-217-8750)
12540 PARK AVE, WINDERMERE, FL 34786
$4,599,000107 Days on yellowkey MLS ID: O6381869
0 Days Off yellowkey (back on 5/21/2026)
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 7740 Built: 1995Monthly Fee: $633 Tax: $41,429 (2025)Community: Chaine Du LacSpa: YesSingle Family
Taxes:$41,429
Remarks: Under contract-accepting backup offers. Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new reimagined primary retreat with a completely renovated bathroom and spa-like shower, new summer kitchen, refreshed game room/theater, and $100,000 designer lighting package by Lightstyle Orlando, this grand residence epitomizes glorious lakefront living. Inspired by tranquil golden sunsets, sparkling lake vistas, and elevated living, every detail has been crafted to create seamless living in a luxurious setting. The sumptuous living and dining rooms are highlighted by soaring ceilings and a dramatic double-sided fireplace, while the spacious family room and breakfast nook seamlessly connect to the kitchen and open to serene water views. The primary suite is masterfully updated with modern appointments including beautiful vanities, an oversized walk-in shower, and a freestanding tub. The primary suite also features a gas fireplace and a private den, offering a quiet escape. A thoughtfully designed guest suite with its own sauna is also located on the main level. Upstairs is a game room with full-bar, half bath, restaurant-grade smoke filtration system, and private balcony. A separate staircase leads to three ensuite bedrooms and newly unveiled recreation room with TV, table games, and built-in bar with beverage cooler. Across the pool deck is a flexible cabana space that can be used for a sixth bedroom, gym, or craft room. The outdoor living spaces are equally impressive, anchored by a spacious sundeck completely overhauled within the last few years that wraps around a shimmering pool accented by elegant fire pits. A newly updated summer kitchen sets the stage for effortless entertaining, while a grand pergola—complete with a loveseat swing and fireplace—offers a serene retreat. The property also features an immaculate sandy beachfront and a private double-slip boat dock keeping water toys within easy reach. A whole-home generator, 4-car garage, and high-energy HVAC units top the wish list of any home seeker. Experience the best of refined lakefront living in this iconic and move-in ready residence in one of Windermere’s most sought-after locations.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
13519 BICTON LN, WINDERMERE, FL 34786
$717,000142 Days on yellowkey MLS ID: O6372084
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2594 Built: 2004Monthly Fee: $170 Tax: $8,456 (2024)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$8,456
Remarks: Welcome to one of Windermere's most sought-after gated communities — where luxury living meets unbeatable Central Florida convenience. This impeccably maintained 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one. DISNEY VIEWS & OUTDOOR LIVING One of the most coveted features of this Windermere property is the nightly Walt Disney World fireworks view directly from your front porch — a truly magical experience exclusive to a handful of Central Florida homes. Out back, a private retreat awaits with a custom putting green perfect for golf enthusiasts, weekend entertaining, or simply unwinding in your own backyard oasis. Inside, an open-concept floor plan seamlessly connects the living, dining, and kitchen areas — ideal for modern family living and effortless entertaining. Upstairs, a generous bonus loft adds versatile flex space: use it as a media room, home office, playroom, or secondary lounge. The layout blends timeless style with the modern upgrades today's buyers expect. Residents enjoy resort-style amenities including a community pool, clubhouse, scenic walking paths, and a gazebo — all within a private gated setting. Zoned for top-rated Windermere schools and just minutes from Walt Disney World Orlando, Disney Springs, world-class dining, shopping, and major highways (I-4, SR-429), this home delivers the lifestyle Central Florida buyers are searching for. NEW WINDOWS | NEW ROOF | PUTTING GREEN
Listing is courtesy of: DIAMOND REAL ESTATE GROUP (407-279-0448)
Listing Agent: Tiphany Weeks (407-797-2931)
9225 MCDAVID CT, WINDERMERE, FL 34786
$815,00078 Days on yellowkey MLS ID: O6390371
REDUCED by $20,000 (2.4%) on 05/09/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2713 Built: 1984Monthly Fee: $25 Tax: $5,005 (2025)Community: Roberts LandingSpa: NoSingle Family
Taxes:$5,005
Remarks: Welcome to this beautifully maintained custom 4-bedroom, 2-bath pool home set on a full 1-acre lot in a quiet, established neighborhood. Built and lovingly cared for by the original owner, this home offers a bright, airy interior with timeless wood trim details that add warmth and character throughout. The spacious family room features a wood-burning fireplace, creating a comfortable gathering space for everyday living and entertaining. Designed for enjoying Florida living, the home includes a large enclosed Florida Room with views of the pool and expansive backyard. Step outside to the extra-large pool deck—perfect for relaxing, hosting friends, or enjoying sunny afternoons. The pool area is fully fenced for added safety. Car enthusiasts, hobbyists, or those needing extra storage will appreciate the oversized side-facing 3-car garage, complete with a dedicated workshop area. The generous one-acre property provides space to spread out, garden, or simply enjoy the peaceful surroundings. Conveniently located near shopping, the local library, and medical facilities, and zoned for highly regarded schools, this home offers both privacy and everyday convenience. With well and septic already in place, you’ll also enjoy the benefit of no water or sewer bills. A wonderful opportunity to own a meticulously cared-for home with space, character, and room to enjoy the Florida lifestyle.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Vannoy (702-245-6071)
6117 LOUISE COVE DR, WINDERMERE, FL 34786
$5,250,000142 Days on yellowkey MLS ID: O6372197
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5752 Built: 2002Monthly Fee: $1,224 Tax: $50,728 (2025)Community: Isleworth WestSingle Family
Taxes:$50,728
Remarks: Under contract-accepting backup offers. Nestled along the shores of Lake Louise within Isleworth West, this exceptional two-story estate represents the finest in lakefront living. Offering four bedrooms, four-and-a-half baths, and more than 5,700 square feet of living space, the residence has been fully reimagined with sophisticated, modern finishes throughout. Recent enhancements include a new roof, windows, and doors; an all-new boat dock including a new roof; a new summer kitchen; exquisite white marble flooring, a dramatic glass-and-iron double-door entry, sleek modern air vents, and a host of elevated appointments that create a seamless blend of style and comfort. Grand living spaces—including the living room, kitchen, and family room—all feature soaring ceilings and an abundance of natural light, providing an ideal backdrop for both elegant entertaining and everyday living. The first-floor primary retreat is a true sanctuary, featuring a spacious bedroom and private sitting room divided by a stunning double-sided fireplace. A secondary primary suite, also located on the first floor, offers exceptional privacy and flexibility for guests or multigenerational living. Outdoors, the estate embraces its idyllic lakefront setting with a resort-style pool, summer kitchen, and private boat dock offering direct access to Lake Louise—perfect for boating, sunset cruises, and lakeside leisure. This is a rare opportunity to experience lakefront living at its finest in one of the community’s most coveted settings.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Sarah Longwell (407-920-8451)
11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
$625,00038 Days on yellowkey MLS ID: O6395080
REDUCED by $2,500 (0.4%) on 05/21/2026
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
Remarks: *****Welcome to 11438 Arborside Bend Way in the desirable gated GLENMUIR community 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)
4226 DOWNEAST LN, WINDERMERE, FL 34786
$10,500,000219 Days on yellowkey MLS ID: O6355233
REDUCED by $1,300,000 (11.0%) on 04/08/2026
Bed: 5 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 5316 Built: 1980 Tax: $10,926 (2024)Community: NaSingle Family
Taxes:$10,926
Middle School: Chain of Lakes Middle
Remarks: Dramatic price improvement on this exceptional 5+ acre Lake Down development opportunity, offering 300 feet of pristine shoreline on the coveted Butler Chain of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a Windermere address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Thad Czapka (407-257-4253)
5225 LEMON TWIST LN, WINDERMERE, FL 34786
$499,90016 Days on yellowkey MLS ID: O6406747
1 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 2006Monthly Fee: $130 Tax: $4,397 (2025)Community: Summerport Ph 03Single Family
Taxes:$4,397
Remarks: Under contract-accepting backup offers. Welcome to Summerport, one of Windermere's most sought-after communities! This charming 3 bedroom, 2 bath single-story home offers nearly 1,700 heated square feet of well-designed living space with a split bedroom floor plan, 2-car garage, and some of the most beautiful curb appeal on the street — complete with a brick paver walkway and low maintenance landscaping. Inside, gorgeous wood flooring flows through the main living areas and an abundance of natural light complements the open floor plan, making it ideal for both everyday living and entertaining. A multi-functional flex space off the foyer offers endless possibilities — formal dining, home office, gym, or playroom. The kitchen was fully remodeled in 2021 and features 42" white shaker cabinetry, subway tile backsplash, stainless steel appliances including a gas stove, a center island with bar seating, closet pantry, and an eating space — all open to the main living area. The primary suite is a true retreat, boasting tray ceilings, a generous walk-in closet, and a beautifully remodeled bathroom (2024) with dual sinks, soaking tub, walk-in shower, private water closet, and striking tile work. Step outside to your screen-enclosed lanai with brick pavers and an extended deck, all set within a fully fenced backyard with vinyl fencing — perfect for pets, play, or simply unwinding. Additional highlights include interior paint (2021) and AC (2019). Zoned for A-rated schools including Windermere High School, with the elementary school just a short distance away. Summerport's resort-style amenities are second to none — clubhouse, fitness center, pool, playground, beach volleyball, basketball and tennis courts, a fishing dock, sandy beach area, and miles of sidewalks winding past scenic ponds and beneath mature oak tree canopies perfect for walking and running. Whether you're a growing family, looking to downsize, or searching for a second home, this one checks all the boxes. Grocery, shopping, dining, and major highway access all just minutes away — this is Florida living at its finest!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Jonathan Ruiz (407-608-0086)
13145 ZORI LN, WINDERMERE, FL 34786
$750,00065 Days on yellowkey MLS ID: O6394437
REDUCED by $25,000 (3.2%) on 04/28/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3597 Built: 2003Monthly Fee: $102 Tax: $10,490 (2025)Community: ProvidenceSingle Family
Taxes:$10,490
Remarks: One or more photo(s) has been virtually staged. Move-in ready! Situated in the Windermere community of Providence, this home offers spacious living across two floors. Upon entering, you are greeted by the formal living and dining rooms. The family room is open to the kitchen for easy entertaining. The primary suite along with three other bedrooms are on the first floor. On the second floor, there is a large loft with full bathroom and private guest bedroom. The 5 bedroom home scans over 3,500 Sq Ft and sits on 0.21 acres. The private, fenced backyard features a screened patio accessible by the primary suite and family room. Providence features a community pool, playground and sidewalks throughout offering scenic vistas whether you are jogging, walking your dog or strolling to take in the fresh Florida air.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Toni Cafferty (904-449-2184)
12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786
$1,490,00045 Days on yellowkey MLS ID: O6399958
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3487 Built: 1997Monthly Fee: $130 Tax: $6,661 (2025)Community: Isles WindermereSpa: YesSingle Family
Taxes:$6,661
Remarks: Welcome to 12718 Windermere Isles Place, a spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard and picturesque koi pond from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living, featuring a sparkling pool and spa, perfect for relaxing or entertaining. Adding to the sense of tranquility, one side of the property has no direct neighbors—only beautifully maintained green space and a scenic bridge, creating gorgeous views and a rare feeling of serenity. Inside, the home features generously sized rooms filled with comfort and charm, including an oversized family room with a wood-burning fireplace. The primary suite is a private retreat, complete with a luxurious bath featuring dual sinks, a jetted garden tub, a large walk-in shower, and a full vanity area. Every detail has been thoughtfully updated with style and functionality in mind. Additional highlights include a three-car garage with ample space for parking and storage, as well as a prime location within a top-rated public school district, just minutes from Windermere’s premier shopping, dining, and recreation. A rare opportunity to own a beautifully updated home in one of Central Florida’s most desirable communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Patricia Zimath, Llc (321-318-1050)
5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786
$1,600,00053 Days on yellowkey MLS ID: O6397273
2 Days Off yellowkey (back on 5/20/2026)
REDUCED by $100,000 (5.9%) on 05/13/2026
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4572 Built: 2006Monthly Fee: $317 Tax: $12,584 (2025)Community: Tildens Grove Ph 02Spa: YesSingle Family
Taxes:$12,584
Remarks: Under contract-accepting backup offers. PARADISE…FOUND. Welcome to this incredible custom-built executive home in Windermere’s esteemed & highly desired Tildens Grove community which welcomes you with 24-hour guard gated security and beautiful quiet tree-lined streets. Get ready for LUXURY around every corner of this home spanning nearly 6,000 square feet of indoor & outdoor living space. Starting with one-of-a-kind curb appeal, this gorgeous home sits on a large lot measuring ½ acre with endless views of beautiful greenspace & water, mature trees & extensive landscaping…peace, privacy & serenity are all yours. Live the Florida lifestyle OUTDOORS in your fully screened resort style saltwater pool & spa with an oversized travertine lanai patio complete with summer kitchen…an incredible outdoor living space ideal for entertaining or enjoying in solitude. The fantastic & flexible floor plan begins with solid wood six lite double entry doors into a grand welcoming foyer which flows directly into the large living spaces. Extremely tall ceilings on both first & second floors with stunning coffered trim details in each room and TONS of gorgeous windows & natural light throughout. The incredible gourmet kitchen is the HEART of this home featuring a large center island, custom cabinetry, recently upgraded quartz countertops & backsplash, built-in appliances including wood-panel refrigerator, wine/beverage cooler, Fisher and Paykel double dishdrawers, walk-in pantry…for the professional chef or amateur, you couldn’t ask for more! Interior & Exterior Neutral Paint in 2022. Custom Closet Built-ins. Plantation Shutters Throughout. This functional floor plan features SIX (6) large bedrooms, FOUR (4) full bathrooms and ONE (1) half bath (four bedrooms & three full baths on first floor -- two bedrooms & one full bath PLUS huge bonus room with half bath & wet bar plumbing on second floor). Large laundry room with tons of built-in cabinets & storage spaces, desk area plus full-sized fridge/freezer. Oversized three car garage with built-in storage and large paver driveway for plenty of parking space. Whole House Aquasana Water Filtration System. Pet-Free Home. The PERFECT location -- you can be tucked AWAY FROM IT ALL, yet located just minutes from shopping, dining, golf and major highways and roadways for easy access to anywhere in Central Florida & beyond -- 18 miles to Downtown Orlando, 25 miles to Orlando International Airport (MCO), 9 miles to world-famous “Restaurant Row” and Arnold Palmer’s Bay Hill, 7 miles to Walt Disney World. In addition to the 24-hour guard gated security (one gate only for entry/exit), Tildens Grove offers a beautiful community park area with large playground, tennis & pickleball courts, basketball court & soccer field. A+ public schools plus options for Windermere Prep & Foundation Academy within minutes. This is THE ONE you have been waiting for…WELCOME HOME!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
1317 GLENHEATHER DR, WINDERMERE, FL 34786
$974,90022 Days on yellowkey MLS ID: O6406551
4 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2811 Built: 2002Monthly Fee: $183 Tax: $7,266 (2025)Community: Reserve At BelmereSingle Family
Taxes:$7,266
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Welcome to 1317 Glenheather Drive, a 2,811-square-foot, 4-bedroom, 3-full-bath pool home in the coveted Reserve at Belmere, one of Windermere’s most established guard-gated enclaves. Upon arrival, the home greets you with mature, curated landscaping, endearing Mediterranean-style architecture, soaring 11-foot ceilings, and high-quality upgrades that reinforce not only aesthetic appeal, but also long-term peace of mind. As you enter, the home opens to a thoughtfully reimagined interior that highlights its 2022–2023 renovation, which included a new open floor plan, new AC, new water heater, new tile roof, plantation shutters, new flooring, freshly painted interior and exterior, automated blinds, new recessed, pendant, and chandelier light fixtures, a kitchen nook, and a redesigned chef’s kitchen boasting an oversized island, quartz countertops, stainless steel appliances, dual ovens, and a gas 4-burner cooktop. The primary living areas flow seamlessly with a formal living and dining room combination, split-bedroom design, and a kitchen/family room combo toward the rear of the home overlooking the pool deck, creating a sense of openness that’s difficult to find in homes of this era. Outside, the large covered seating area and screen-enclosed pool deck offer flexibility for Florida’s celebrated indoor/outdoor lifestyle and make this home perfect for entertaining. Buyers continue to target Windermere, and specifically communities like Reserve at Belmere, for its quiet yet connected lifestyle. Its proximity to luxury lakefront hubs, major infrastructure investments, and sustained demand driven by the area’s A-rated schools have created consistent upward pressure on property values in this pocket of Central Florida. It’s the kind of location where homes don’t just serve as strategic assets, but also as foundations for cherished lifelong memories. Schedule your private tour today.
Listing Agent: John Goggin (321-332-3000)
6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$575,000141 Days on yellowkey MLS ID: G5106279
REDUCED by $10,000 (1.7%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2139 Built: 2012Monthly Fee: $125 Tax: $7,649 (2024)Community: Windermere Lndgs Ph 02Single Family
Taxes:$7,649
Remarks: Short Sale. Come see this beautiful place. This immaculate home features include over 2,100 square feet of living space, a desirable Kitchen with 42" Cabinets and Granite, Stainless Steel Appliances, Beautiful Backsplash, engineered hardwood flooring on the first floor, vinyl on the second floor, ceramic tile in bathrooms and laundry, screened-in patio porch with a ceiling fan, an elegant courtyard, and much more. New refrigerator is 2022, water heater replaced in 2020, AC replaced in October 2021. This home is a great money saver! It is equipped with fully warranted solar panels that pays just $30.00 in electric bills. These panels are not your average solar panels; they are German technology USA made panels with top notch microinverter systems saving you thousands of dollars in utilities throughout the years!! Whether you are a first-time home buyer, investor, or a starter family this home checks all of the boxes. Wonderful Location, A Rated Schools, Shopping & Restaurants will meet all of your buyer's needs. Located within a short distance to Sunset Park Elementary, minutes to Windermere High School, CR 535, Windermere preparatory, Windermere villages, the Butler Chain of Lakes, and just 15 minutes to Disney. Book your showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Yindy Reyes (732-277-2828)
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