Location: Windermere
Do Not Show Listings
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,523
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
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)
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
Elementary School: Windermere Elem
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
Elementary School: Bay Lake Elementary
Tax Year: 2024
Middle School: Horizon West Middle School
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
Elementary School: None
High School: None
Middle School: None
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
High School: Olympia High
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)
11753 VINCI DR, WINDERMERE, FL 34786
$2,150,00026 Days on yellowkey MLS ID: O6404892
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4037 Built: 2012Monthly Fee: $298 Tax: $22,953 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$22,953
Remarks: Under contract-accepting backup offers. Tucked away in “The Gardens” of the desirable guard gated golf course and lakefront community of Keene’s Pointe, this beautifully maintained 4-bedroom, 4.5-bath residence offers 4,037 square feet of thoughtfully designed living space on nearly a half-acre pond front homesite. Lovingly used only as a vacation home by its current original owners, the property presents in exceptional, like-new condition—showcasing pristine finishes, high-end appliances, and 12 to 14 ft ceiling heights throughout this estate home. This versatile floor plan features the primary retreat on the main floor along with two oversized secondary bedrooms that share a deluxe full bathroom and a spacious 4th Bedroom with a full bath located just steps from the pool. The floor plan’s flexibility is further enhanced by a second floor bonus room that would make a fabulous 5th Bedroom or office to include a sitting area, large full bathroom and walk in closet. Enter through elegant double doors into an inviting great room that seamlessly connects to a well-appointed kitchen and breakfast nook with pool views and an open concept living area - perfect for both everyday living and entertaining. Step outside to a covered paver patio overlooking a private backyard oasis featuring a deluxe summer kitchen with natural gas grill and wet bar as well as a saltwater pool, heated spa, and fully fenced yard. Enjoy tranquil pond views complete with a lighted fountain, stunning sunset vistas, and even Disney fireworks in the distance. Additional highlights include a three-car garage and paver driveway, enhancing both curb appeal and functionality. Built in 2012, this is one of the newer homes in Keene’s Pointe offering modern construction, double pane windows, timeless design, and an unbeatable setting.
Listing is courtesy of: KEENE'S POINTE REALTY (407-876-8879)
Listing Agent: Angela Durruthy (407-496-5811)
9648 MCCORMICK PL, WINDERMERE, FL 34786
$3,800,000247 Days on yellowkey MLS ID: O6346918
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4751 Built: 1988Monthly Fee: $1,224 Tax: $33,873 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$33,873
Remarks: Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an oversized modern built-in featuring slate stonework and lit shelves. The spacious master suite features a large sitting area and an en-suite bathroom with dual vanities, a walk-in closet, modern soaking tub and separate walk-in shower. Completing the main level are the home office, formal dining room, elegant powder bath and center-island kitchen with casual dining area. Two additional bedrooms with balcony access are on the upper level. Step outside and discover a newly reimagined outdoor living experience. The expansive pool deck has been fully updated with sleek new pavers, while fresh turf and lush landscaping create a vibrant backdrop for relaxation and entertaining. A striking glass wall encases the pool area, maximizing panoramic views of both the golf course and the lake. The outdoor kitchen has been thoughtfully upgraded with new granite, a built-in grill, pizza oven, sink, and designer lighting—seamlessly blending function with style. Enjoy evenings around the modern fire pit, take a dip in the resurfaced pool with its brand-new heater, or unwind in the extended backyard, which offers an additional 15 feet added to one side of the property. Every detail of this outdoor transformation has been designed to enhance both beauty and livability, making this property the perfect retreat for year-round enjoyment.
Listing Agent: Michelle Corbin (407-491-2690)
1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786, WINDERMERE, FL 34786
$862,00046 Days on yellowkey MLS ID: O6398784
REDUCED by $18,000 (2.0%) on 05/15/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3063 Built: 2001Monthly Fee: $115 Tax: $6,661 (2025)Community: Westover Club Ph 1 RepSingle Family
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Remarks: Under contract-accepting backup offers. Now offered at an improved price, this stunning 5-bedroom estate located in the highly desirable Westover Club community. From the moment you step inside, you’re greeted by soaring ceilings and dramatic second-story windows that flood the home with natural light, creating a bright and inviting atmosphere. Just off the entry, a custom-designed office features hardwood flooring, built-in cabinetry, and a dedicated workspace—perfect for working from home in style. Designed for both everyday living and entertaining, the expansive great room opens to the second story and flows seamlessly into the heart of the home: a spacious gourmet kitchen complete with granite countertops, center island, breakfast bar, stainless steel appliances, double built-in ovens, and an elegant backsplash. A unique wine storage nook and built-in entertainment features add both charm and functionality. The split-bedroom floor plan offers privacy, with a generous primary suite on the main level featuring hardwood flooring, space for a sitting area, a contemporary ensuite bath, and a large walk-in closet. An additional first-floor bedroom and full bath with pool access provide flexibility for guests or multi-generational living. Upstairs, a versatile loft is surrounded by additional bedrooms and a full bath, offering ample space for family or guests. Step outside to your private outdoor retreat, where an extended covered lanai (2022) and screened-in pool create the perfect setting for relaxing or entertaining year-round. Additional highlights include a brand new roof (2025) and a beautifully maintained interior that is truly move-in ready. Ideally located in a gated community with amenities including tennis and pickleball courts, playground, and more, this home offers convenient access to major roadways, dining, and shopping. A perfect blend of elegance, comfort, and lifestyle—this home is not to be missed.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Michelle Melo (240-595-1876)
1028 LASCALA DR, WINDERMERE, FL 34786
$749,00040 Days on yellowkey MLS ID: O6400649
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2208 Built: 2002Monthly Fee: $140 Tax: $8,185 (2025)Community: Belmere Village G2 48 65Spa: YesSingle Family
Taxes:$8,185
Remarks: Under contract-accepting backup offers. Introducing an EXCEPTIONAL opportunity to own a RENOVATED WATERFRONT POOL residence in the prestigious, GATED community of Belmere. Meticulously maintained, this elegant single-story home embodies refined living with a seamless blend of comfort, style, and tranquility. Designed with a desirable split floor plan, the home offers both privacy and effortless flow. The heart of the home is a newly designed chef’s kitchen featuring a generous island, integrated WINE REFRIGERATION, designer hardware, and a sleek touchless faucet—perfectly suited for both intimate gatherings and upscale entertaining. The adjoining living spaces are enhanced by luxury vinyl plank flooring, while the bedrooms offer newer carpeting for added comfort. The primary suite is a private retreat, complete with a sitting area and an en-suite bath featuring dual vanities, a soaking tub, a separate glass-enclosed shower, and a custom walk-in closet with built-ins. Through elegant Pella French doors, step into your own FLORIDA sanctuary. A SCREENED-IN SALTWATER POOL with a NEW PUMP, expansive PAED DEK, and serene water views create an atmosphere of peace and exclusivity—ideal for embracing the Florida lifestyle. Additional enhancements include a whole-home Reme Halo UV air purification system and thoughtfully included built-ins such as a TV console and mount. Set within a sought-after community offering low HOA fees, exceptional amenities, and access to top-rated schools, this residence is ideally located near fine dining, upscale shopping, and world-renowned attractions. This is more than a home—it is a lifestyle of sophistication, comfort, and serenity. Private showings available for pre-qualified buyers. Experience the home anytime through the immersive 24-hour 3D
Listing Agent: Petra Bukalo Pa (407-484-0685)
4806 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786
$4,200,00012 Days on yellowkey MLS ID: O6408804
0 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5695 Built: 2008Monthly Fee: $1,224 Tax: $41,679 (2025)Community: IsleworthSpa: YesSingle Family
Taxes:$41,679
Remarks: Under contract-accepting backup offers. Located within the Gardens Villas enclave of Isleworth Golf & Country Club, this updated and spacious estate epitomizes luxury living. Offering an impressive 5,695 square feet of meticulously designed living space, this villa presents an exquisite blend of elegance, comfort, and modern convenience, complemented by an array of exceptional features and amenities.The property encompasses five generously appointed ensuite bedrooms, ensuring residents and guests enjoy the utmost privacy and convenience, along with a dedicated office space ideally suited for professionals working from home. The spacious chef’s kitchen is outfitted with high-end Viking, Wolf, and TRUE appliances, abundant storage, a butler’s pantry, and an adjacent entertaining bar designed for effortless hosting. Enhancing both peace of mind and functionality, the residence is equipped with a Moen whole-home water management system, along with a sophisticated home automation and security system that controls many of the home’s key functions. Designed to embrace the Florida lifestyle, the outdoor living spaces are equally exceptional. A private pool and spa, expansive lanai, and fully appointed summer kitchen create the perfect setting for relaxing or entertaining while enjoying the picturesque surroundings. In every detail, this Garden Villa exemplifies the pinnacle of luxury living by seamlessly combining spacious design, refined finishes, advanced smart-home technology, and thoughtfully curated custom features. Whether enjoying the tranquility of the Gardens, entertaining poolside, or working from the comfort of your private office, this residence offers an unparalleled lifestyle of distinction.
13633 ANCILLA BLVD, WINDERMERE, FL 34786
$849,00029 Days on yellowkey MLS ID: O6403031
5 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3588 Built: 2005Monthly Fee: $129 Tax: $5,951 (2025)Community: Summerport Ph 3Single Family
Taxes:$5,951
Remarks: Under contract-accepting backup offers. Wake up to serene pond views in this beautifully upgraded 5-bedroom, 3.5-bathroom home located in the highly sought-after Summerport community of Windermere. A charming front porch overlooks the fountain, creating a peaceful and inviting first impression. Designed for both comfort and functionality, this home features a spacious layout with a first-floor bedroom and full bathroom—ideal for guests or multigenerational living. Two living areas and two dining spaces provide flexibility for everyday living and effortless entertaining. Upstairs, the expansive primary suite serves as a private retreat with a large sitting area, a versatile sunroom perfect for a nursery or office, and dual oversized walk-in closets. The primary bathroom is thoughtfully positioned down the hall, creating a true retreat feel with added privacy. Three additional bedrooms and a full hallway bathroom complete the second level. Upgrades throughout the home include dark bamboo flooring, updated bathrooms, and granite countertops. Major system improvements include a newer roof (2021), new AC and heating system (2023), a large-capacity Rinnai gas tankless water heater, and a water softener system. Updated exterior paint and a vinyl fence enhance both curb appeal and privacy. Enjoy seamless indoor-outdoor living with an extended lanai, perfect for relaxing or entertaining. The home also features a rare 3-car rear-entry garage with an expansive driveway, accessed through a private alleyway. Summerport features resort-style amenities including a clubhouse, pool, fitness center, tennis and multi-use courts, basketball, beach volleyball, scenic walking trails, fishing docks, parks, and multiple ponds surrounded by nature. Residents can also enjoy views of Disney fireworks from within the community. Ideally located with convenient access to SR-429, near Hamlin and Winter Garden Village, and just a short drive to Disney and Universal. Zoned for highly rated schools including Windermere High School, Bridgewater Middle, and Keene’s Crossing Elementary. This home blends space, privacy, thoughtful upgrades, and lifestyle in one of Windermere’s most desirable communities.
Listing is courtesy of: JUPITER PROPERTIES, INC (386-547-6161)
Listing Agent: Marya Baqri (407-529-7200)
105 PINE STREET, WINDERMERE, FL 34786
$2,500,00024 Days on yellowkey MLS ID: O6405163
3 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5696 Built: 2015 Tax: $16,804 (2025)Community: WindermereSpa: YesSingle Family
Taxes:$16,804
Remarks: Extraordinary multigenerational living opportunity in the Town of Windermere, where mature oak trees and a quiet, established setting create a true sense of place just moments from the Butler Chain of Lakes. Set on an oversized, over half-acre corner lot in downtown Windermere, this custom home offers a rare blend of privacy, flexibility, and walkability to local dining, coffee shops, boutiques, and the weekly farmers market. Built in 2015 and thoughtfully expanded, this 5,696 square foot home features five bedrooms and five and a half bathrooms, including a fully separate casita ideal for in-law living, guests, or private quarters. From the moment you arrive, fresh landscaping and an exposed brick front porch create a warm and inviting entrance. Inside, the open living space is both spacious and comfortable, with high ceilings, wood beams, crown molding, and a gas fireplace, complemented by shiplap and exposed brick accents. The kitchen opens seamlessly to the main living area and overlooks the backyard, featuring a large Cambria quartz island, Kohler farm sink, walk-in pantry, Bosch double ovens, Viking gas cooktop, custom hood, LG refrigerator, soft-close cabinetry, under-cabinet lighting, and a dedicated coffee bar. The primary suite offers peaceful backyard views, two custom walk-in closets, and a well-appointed bath with dual vanities, a makeup station, a garden tub, and a large walk-in shower with floor-to-ceiling tile and dual showerheads. Additional bedrooms are thoughtfully placed, including one with an ensuite bath. A versatile flex room with a coffered ceiling, storage, and its own laundry setup connects to a private office with built-ins and a walk-in closet. A secondary primary suite provides a comfortable space for extended family or guests. In total, the home offers three separate laundry areas for added convenience. Outdoor living is designed for true Florida living. Two sets of sliding glass doors, including one from the flex room, open to a covered lanai with wood plank ceiling and fans, along with a fully equipped summer kitchen featuring an Artisan natural gas grill, vent hood, sink, and icemaker. The space extends to an expansive paver patio surrounding a heated saltwater pool and spa with water features, all overlooking a large fenced backyard. The casita, completed in 2023 and offering over 1,200 square feet, lives like a private residence with its own entrance and Spanish Mediterranean character, including wood beams, hardwood flooring, and a Kiva-style fireplace. It features a full living room, a kitchen with GE Café appliances and a quartz island, and a spacious bedroom suite with a custom walk-in closet and a beautifully finished bath. A screened lanai and separate fenced yard provide added privacy. A three-car garage with high ceilings includes an oversized RV-height door, 50-amp plug, and space for additional storage or lifts, along with a third laundry area. Additional features include dual AC systems, tankless water heaters, and a Generac generator. Residents of Windermere enjoy private access to the Butler Chain of Lakes, parks, tennis courts, and a boat ramp, all golf cart accessible. Golf cart friendly with tree-lined streets and a true small-town feel. No HOA and conveniently located near top-rated schools, major roadways, and world-class dining and entertainment. This is a truly unique Windermere home designed for modern multigenerational living. Schedule your private showing today!
Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)
Listing Agent: Tiffany Pantozzi (407-955-9716)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.