Location: Windermere
Do Not Show Listings
109 E 12TH AVE, WINDERMERE, FL 34786
$1,198,00063 Days on yellowkey MLS ID: O6394569
REDUCED by $27,000 (2.2%) on 05/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2791 Built: 1989 Tax: $18,865 (2025)Community: Windermere TownSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,865
Elementary School: Windermere Elem
High School: Olympia High
Tax Year: 2025
Middle School: Gotha Middle
Remarks: Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to include roof (2018), a/c (2016), plumbing, flooring, drain field and water filtration system. Inside, sun drenched living and dining spaces flow seamlessly, anchored by a warm inviting fireplace setting the tone for relaxed living and effortless entertaining. The kitchen serves as the heart of the home, featuring soft gray shaker cabinetry, quartz countertops, a generous island with induction cooktop, hood, double wall ovens, mosaic glass backsplash and all new stainless appliances. Sliding doors open to a sparkling pool with sun deck and pergola, surrounded by lush landscaping in a private, fenced courtyard. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite features a spa inspired bath with a freestanding soaking tub, rainfall shower, dual sinks, and elegant finishes. Additional bedrooms include an oversized fourth bedroom with its own fireplace and built-ins which easily can be used as a media room, office, or home gym. Located just a short walk or golf cart ride to Windermere shops, restaurants, lakefront parks, weekly farmers markets, library and more, this home places you at the center of it all. Surrounded by the Butler Chain of Lakes and close to renowned golf, fine dining and premium shopping. Windermere offers small town charm yet convenient to major roadways, area attractions and the International Airport. The location is as exceptional as the home itself. This is more than a residence; it is a refined Windermere lifestyle defined by comfort connection and enduring style.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
412 FOREST ST, WINDERMERE, FL 34786
$840,0009 Days on yellowkey MLS ID: O6414200
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 1973 Tax: $4,939 (2025)Community: Windermere TownSpa: NoSingle Family
Taxes:$4,939
Remarks: Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized screened pool and expansive outdoor living area, perfect for entertaining family and friends. A circular driveway and porte cochere provide convenience and timeless curb appeal, while solid block construction and a newer roof create lasting value. Location is everything. Stroll to charming shops, restaurants, the local brewery, farmers markets, and year-round community events. Enjoy the freedom of a golf-cart-friendly neighborhood with no HOA, plus access to the renowned Butler Chain of Lakes. Whether you're looking to renovate, expand, or build new, this exceptional property offers the perfect canvas. Bring your builder, bring your imagination, and seize this rare opportunity to create something truly special in the heart of Windermere.
11994 MCKINNON RD, WINDERMERE, FL 34786
$849,9005 Days on yellowkey MLS ID: O6416526
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2450 Built: 2004 Tax: $4,163 (2025)Community: N/ASingle Family
Taxes:$4,163
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome home, to a bright and spacious 4 bedroom, 3 full and 2 half baths home in a highly desirable Windermere area. With no HOA where you can bring your boat or RV and your vision for the property you've looking for. Open living space with soaring ceilings, offers a flexible layout full of potential. The master suite includes private bath with hot tub and separate shower, kitchen features ample storage and eat in bar, the upstairs has three bedrooms with two full baths given family and guest room to spread out. Out back, a pool and patio are ready for quiet mornings and weekends BBQs-with plenty of space to make it your own. All this minutes from downtown Windermere, top-rated schools, Orlando's best attractions and major highways. Opportunities like this - space, location no HOA - rarely come available. Come and make it your own.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Gloria Alvarez (407-354-0074)
9110 PALM TREE DR, WINDERMERE, FL 34786
$675,0005 Days on yellowkey MLS ID: O6414631
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 1985Monthly Fee: $32 Tax: $8,182 (2025)Community: Silver Woods Ph 02Spa: NoSingle Family
Taxes:$8,182
Middle School: Chain of Lakes Middle
Remarks: Welcome home. This wonderfully kept move-in ready 3 bedroom, 2 bathroom pool home is located in one of SouthWest Orlando's sought after communities, Silver Woods. It features travertine tile flooring throughout most of the home with engineered hardwood flooring in all the bedrooms, an open kitchen with stainless steel appliances and granite countertops overlooking the family room and an inside laundry room for your convenience. After long days, step outside on the patio and enjoy lounging around the open-air sparkling pool. The back yard also has plenty of space for the kids and pets to play. The major components of the home: roof 2022, A/C 2015, water heater 2023, GE electrical panel and CPVC plumbing.
Listing is courtesy of: VICARI REALTY CORP (407-415-4401)
Listing Agent: Tony Vicari (407-415-4401)
6965 TETTENHALL LN, WINDERMERE, FL 34786
$710,000259 Days on yellowkey MLS ID: O6340538
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3050 Built: 2007Monthly Fee: $75 Tax: $4,946 (2024)Community: Lakes/Windermere Ph 04Single Family
Taxes:$4,946
Elementary School: Sunset Park Elem
Tax Year: 2024
Middle School: Horizon West Middle School
Remarks: Beautiful updated windermere home featuring 5 bedrooms 3 full bathrooms , with major upgrades already completed for a peace of mind . Enjoy a brand new roof 05/26 , a brand new Ac 2 Units 05/26 and a brand new water heater 05/26 . Marble floor through downstairs and laminate upstairs , along with remodeled Bathrooms . The house is looking over a stunning view of a pond with a water fountain and looking everyday at the Disney fireworks . Perfectly situated minutes from all the attractions Disney , universal , and SeaWorld and also close to all shopping , Dining and major Highways . Walking distance to top rated schools . Fenced backyard with A screened pool .The community offers incredible amenities including a pool,Tennis court , Sand volleyball and Basketball court and two playgrounds . This move-in-ready property combines modern updates comfort , and functionality in one of windermere's most desirable locations .Don't miss this exceptional opportunity. Schedule your showing today . The listing agent is the owner .
Listing is courtesy of: VISION HOME REAL ESTATE, LLC (407-902-6236)
Listing Agent: Nabil Chakrouni (407-963-8548)
5128 BUTLER RIDGE DR, WINDERMERE, FL 34786
$1,175,00019 Days on yellowkey MLS ID: O6412016
REDUCED by $75,000 (6.0%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 7 Liv Area Sq Ft: 2816 Built: 1989 Tax: $9,506 (2025)Community: Butler RidgeSpa: NoSingle Family
Taxes:$9,506
Remarks: Calling all car enthusiasts or artisans needing a large, detached workshop on your property! This house has it all; including a gorgeous interior, huge pool and lanai equipped with an outdoor kitchen, and a large 30 x 30 detached 5 car garage/workshop in addition to a 2 car attached garage. This house is perfect for work and play! Situated on a rare, 1 acre lot in the coveted town of Windermere, this house is truly 1 of a kind. Surrounded by sweeping oak trees and quiet streets, you’ll feel miles away from the hustle and bustle of the city even though you’re right at its back door. Enjoy entertaining? This is your dream entertaining house with a HUGE kitchen (which was gutted in 2017), high end appliances including a Bosch cook top/built in oven, and all the refrigerating needs you could have, including a wine fridge and a brand-new LG thinQ refrigerator that makes cocktail ice. There is plenty of room for friends and family to sprawl out as this house boasts an eat in kitchen as well as a formal dining area, and dual living room/family room areas that are split by a gorgeous, wood burning fireplace giving this home the coziest, homiest feeling. Love to have fun pool days? There is an oversized 14 x 34 lanai off the rear of the home decked out with an outdoor kitchen from Paradise Grills perfect for grilling out and relaxing. The oversized pool is a perfect place to cool off afterwards. This home has so much charm as a sprawling 1 story on a huge lot with space between houses, which is a rare find in this area. The backyard is fenced in for your furry friends enjoyment, and there is even plenty of land left to build an in-law suite if that is something you desire to do. With a fully renovated kitchen, and newly renovated bathrooms, this home is truly a turnkey experience. The sellers have poured tons of money into this home, please see MLS attachments for full list of recent upgrades. This home is zoned for top ‘A’ rated schools of Orange County including Windermere Elementary, Bridgewater Middle, and Windemere High school making it a great pick for personal enjoyment and resale value. The home has a 2 car garage attached to the home, and a 4 car detached garage in the back. ****Updates the sellers have completed since purchase: New AC unit - main house (Jan 2023) - New water heater (Oct 2021) - New water chlorination filtration system (2025)- Custom trim and molding throughout house (2025) - Custom built in shelving (2025) - Both bathrooms updated w custom cabinetry (2022 and 2025) - aluminum fencing in backyard (2021) - New AC in back garage (Sept 2021) - New refrigerator – LQ ThinQ (2025) - Pool area concrete replaced with pavers and patio extended off the master suite (2022) - New septic drain field and septic pumped (2026)... additionally, the kitchen and master bathroom were gutted and completely renovated in 2017, roof is 2017.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Taylar Colangelo, Llc (781-413-7054)
8821 DANFORTH DR, WINDERMERE, FL 34786
$355,0006 Days on yellowkey MLS ID: O6415522
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1480 Built: 2004Monthly Fee: $200 Tax: $5,493 (2025)Community: Lakes/Windermere-Lk Reams TwnhTownhouse
Taxes:$5,493
Elementary School: Bay Lake Elementary
Remarks: Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled within a charming tree-lined community. This home offers a peaceful setting while ideally located just minutes from Disney, this home offers both convenience and comfort in one of Windermere's most desirable areas. This well cared for home is move-in-ready, clean and bright. The thoughtfully designed layout includes two spacious primary suites, each with its own private bath featuring both a tub and shower; a valuable upgrade that adds flexibility and luxury. The main level offers an inviting living and dining area, a convenient half bath for guests, and a renovated kitchen with all appliances included! Step outside to enjoy the extended patio and private fenced courtyard, perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. A 2-car rear-entry garage provides ample parking and storage. Perfectly positioned just steps from the community pool, this home offers easy access to one of the neighborhood's most enjoyable amenities. You'll enjoy easy access to shopping, dining, major roadways, Disney, and all that the Windermere area has to offer.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Edward Wallace (407-580-6610)
13914 FLORIGOLD DR, WINDERMERE, FL 34786
$695,0008 Days on yellowkey MLS ID: O6413986
1 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1968 Built: 2004Monthly Fee: $111 Tax: $5,716 (2025)Community: West Point CommonsSpa: YesSingle Family
Taxes:$5,716
Elementary School: Keene Crossing Elementary
Remarks: Under contract-accepting backup offers. Welcome to Eden Isle, a gated lake-access community in the heart of Windermere. Situated on an oversized homesite, this move-in ready 3-bedroom, 2-bath pool home offers nearly 2,000 square feet of comfortable living space and valuable recent updates. Enjoy Florida living year-round with your private screened pool and spacious backyard, providing the perfect setting for relaxing, entertaining, or enjoying time with family and friends. Inside, you'll find a well-maintained home featuring a brand-new roof installed in April 2026, fresh interior and exterior paint, a well-maintained HVAC system, whole-home water softener, and air purification system. Residents of Eden Isle enjoy exclusive access to a private boat ramp, lake access, water access, and community playground. Located just minutes from top-rated schools, shopping, dining, theme parks, and major roadways, this exceptional property offers the perfect combination of comfort, convenience, and the sought-after Windermere lifestyle.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Arturo Ortiz (407-502-8752)
8632 ABBOTSBURY DR, WINDERMERE, FL 34786
$625,00040 Days on yellowkey MLS ID: O6406433
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2720 Built: 2004Monthly Fee: $167 Tax: $8,567 (2025)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$8,567
Remarks: One or more photo(s) has been virtually staged. Seller credit of $5,000 available toward buyer’s closing costs, prepaids, or interest rate buy-down ! Welcome to this beautifully updated 4-bedroom, 3.5-bath home located in the highly desirable gated community of Lakes of Windermere. Featuring fresh interior paint and luxury vinyl flooring, this spacious residence offers a modern, clean, and move-in-ready feel with an ideal layout for both everyday living and entertaining. The remodeled first floor creates a bright and inviting atmosphere, while the screened-in outdoor area provides the perfect space to relax and enjoy Florida living year-round. Community amenities include a resort-style pool, playground, and beautifully maintained common areas. Ideally located near shopping, dining, major highways, Disney attractions, and top-rated Windermere schools, this property is an excellent opportunity for homeowners and investors alike. Strong rental demand and a prime location make this home a standout opportunity in one of Central Florida’s most sought-after communities. Schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Priscila Policarpo Attuy De Albuquerque (321-947-5121)
5070 DOWN POINT LN, WINDERMERE, FL 34786
$4,995,000111 Days on yellowkey MLS ID: O6385276
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7349 Built: 1998Monthly Fee: $229 Tax: $58,446 (2025)Community: Sunset BaySpa: YesSingle Family
Taxes:$58,446
High School: None
Remarks: Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath — including a fully equipped private guest apartment ideal for extended family or long-term visitors. From the moment you arrive, the home’s striking architectural presence is undeniable. A dramatic entry with soaring ceilings and intricate iron detailing introduces expansive living spaces crafted with both grandeur and comfort in mind. Walls of glass and retractable doors blur the line between indoors and out, inviting natural light and panoramic lake vistas into nearly every room. The main level showcases elegant formal spaces, a richly appointed study, and a music room, along with a stunning lakefront family room and game room complete with a stylish wet bar. At the heart of the home, the gourmet kitchen features premium finishes, abundant workspace, and seamless flow for hosting gatherings large or intimate. The primary suite and an additional guest suite are thoughtfully positioned on the first floor for privacy and convenience. Upstairs, guests are treated to elevated lake views from a spacious lounge with kitchenette, multiple bedroom suites, a private theater with adjoining sitting area, and a spectacular balcony overlooking the water. Outdoor living is simply extraordinary. A heated saltwater pool and spa anchor the expansive terrace, complemented by a summer kitchen, bar seating, and a fireplace — the perfect setting for sunset evenings on the water. A private boathouse offers direct access for boating, paddleboarding, or fishing along one of Central Florida’s most coveted waterways. Despite its serene setting, the home is just minutes from upscale shopping, dining, and world-class attractions, including Walt Disney World, and approximately 20 minutes to Orlando International Airport. With the owners preparing for their next chapter, this extraordinary waterfront retreat presents a rare opportunity to own on the Butler Chain at a compelling value. A lifestyle of privacy, beauty, and convenience awaits.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Isis Sarcos (407-749-2130)
6601 DUNCASTER ST, WINDERMERE, FL 34786
$628,0006 Days on yellowkey MLS ID: O6416272
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3001 Built: 2006Monthly Fee: $82 Tax: $9,473 (2025)Community: Lakes/Windermere Ph 02ASingle Family
Taxes:$9,473
Remarks: Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch and elegant curved staircase create a warm and inviting first impression. The open-concept family room flows seamlessly into the upgraded kitchen, featuring granite countertops, stainless steel appliances, a center island, and abundant cabinet space. The oversized primary suite is conveniently located on the first floor, complete with a spacious walk-in closet and a private ensuite bath. Upstairs, you'll find three generously sized bedrooms and additional full bath accommodations, providing flexibility and comfort for family and guests. Situated on a premium corner lot directly across from a community playground, this home also features a rear-entry attached garage and an ideal location within the neighborhood. Residents of Lakes of Windermere enjoy outstanding amenities, including a community pool, fishing dock, playgrounds, tennis courts, scenic lakes, and recreational areas. The home is also zoned for highly rated A+ schools and is conveniently located just minutes from shopping, dining, major roadways, and Central Florida's world-famous attractions. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities!
Listing is courtesy of: ANTS REALTY LLC (689-800-8851)
Listing Agent: Wenyu Wang (407-505-9864)
11809 LAKE BUTLER BLVD, WINDERMERE, FL 34786
$4,200,0006 Days on yellowkey MLS ID: O6415614
Bed: 4 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4268 Built: 2024 Tax: $21,658 (2025)Community: Lake Butler EstatesSpa: YesSingle Family
Taxes:$21,658
Remarks: Welcome to 11809 Lake Butler Boulevard, a stunning contemporary estate located in the desirable Lake Butler Estates area of Windermere. Built in 2024 and situated on a 1.05-acre lot, this single-story residence offers 4 bedrooms, 5 full bathrooms, 1 half bathroom, and 4,268 heated square feet with 5,755 total square feet. The home features an elegant open layout, high ceilings, cathedral ceilings, wood and tile flooring, a living room fireplace, built-in features, dry bar, stone counters, solid surface counters, and walk-in closets. The primary bedroom is conveniently located. The kitchen is equipped with premium appliances, including refrigerator, range, microwave, dishwasher, disposal, washer, and dryer. Outdoor living is a highlight, with a private screened pool, spa, covered patio, outdoor kitchen, garden, irrigation system, and fenced grounds. Additional features include central air, private well, septic system, block/concrete/stucco construction, shingle roof, and contemporary architectural design. Ideally located in Windermere with access to top-rated schools including Windermere Elementary, Gotha Middle, and Olympia High. A rare opportunity to own a newer luxury residence on over one acre in one of Central Florida’s most sought-after areas.
Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)
Listing Agent: Thiago Nehrer (689-200-5549)
910 LASCALA DR, WINDERMERE, FL 34786
$765,00068 Days on yellowkey MLS ID: O6397847
REDUCED by $5,000 (0.6%) on 06/12/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2742 Built: 2003Monthly Fee: $140 Tax: $6,213 (2025)Community: Belmere Village G2 48 65Single Family
Taxes:$6,213
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Unique opportunity to own a stunning Mediterranean-style home with WATER VIEWS and a PRIVATE COURTYARD, located in the highly sought-after, gated Belmere community. This exceptional residence truly checks all the boxes. Upon entry, you are welcomed by a WINDING STAIRCASE featuring decorative WROUGHT IRON DETAILS. Natural light fills the home, enhancing the thoughtfully designed split floor plan that offers both comfort and privacy. The home showcases a NEW spacious kitchen, a RENOVATED primary bathroom, and a RENOVATED en-suite bathroom in the second bedroom. The oversized primary suite is a true retreat, complete with a sitting area and private BALCONY overlooking WATER VIEWS. The en-suite master bath features dual vanities, a soaking tub, and a separate shower. Designed for both everyday living and entertaining, the home offers multiple gathering spaces including a spacious family room, formal living room, and an open loft area. SIGNIFICANT recent upgrades include the installation of TWO BRAND NEW high efficiency RUUD model A/C units (APRIL 2026), enhanced for modern comfort, peace of mind and delivering superior climate control throughout the home. This home has been freshly painted inside and out, offering a crisp, modern aesthetic. Enjoy the best of Florida living in your own backyard with water views, perfect for relaxing or entertaining. Additional highlights include a dual 3-car garage, brick paver driveway, and charming courtyard entry. This home would cost over $1,000,000 to build new—making it an incredible value. In three words: functionality, tranquility, and serenity. Located in a gated community with low HOA fees and excellent amenities, this home is zoned for top-rated schools and is conveniently close to dining, shopping, entertainment, and world-renowned theme parks. Experience the home anytime with our 24-hour 3D interactive tour. Showings are available for pre-approved buyers only—schedule yours today, as this home will not last!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Petra Bukalo Pa (407-484-0685)
12633 HADDON DR, WINDERMERE, FL 34786
$650,00020 Days on yellowkey MLS ID: O6411199
0 Days Off yellowkey (back on 6/11/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3000 Built: 2003Monthly Fee: $82 Tax: $7,410 (2025)Community: Lakes WindermereSpa: NoSingle Family
Taxes:$7,410
Remarks: Under contract-accepting backup offers. Sitting on a premium corner lot with mature landscaping, this beautiful Kensington model by Ashton Woods is located in the highly sought-after Lakes of Windermere community! Offering nearly 3,000 sq ft, this move-in ready home has been meticulously cared for and features room for a future pool. Recent updates include a new roof (2024), new downstairs A/C (2026), upstairs A/C (2023), upgraded Stainmaster PetProtect carpet (2026), quartz countertops, marble backsplash, cabinet lighting, paver patio, aluminum fencing, and updated landscaping. Inside, you’ll love the open split-bedroom floor plan, crown molding, upgraded flooring, and spacious kitchen with tons of cabinet space and stainless steel appliances overlooking the family room with custom built-in entertainment center wired for home theater. Upstairs 5th bedroom with full bath could also make the perfect theater room, game room, and guest suite. Lakes of Windermere offers a welcoming small-town atmosphere with resort-style amenities including a fishing dock, junior Olympic-size community pool, tennis courts, playgrounds, and organized recreational activities. Ideally located just minutes from Disney, Winter Garden Village, I-4, SR 408, and the Florida Turnpike.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Amy Brown (443-851-1508)
9656 WEATHERSTONE CT, WINDERMERE, FL 34786
$2,999,9909 Days on yellowkey MLS ID: O6414766
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 7016 Built: 2001Monthly Fee: $227 Tax: $38,157 (2025)Community: Weatherstone On Lake OliviaSpa: NoSingle Family
Taxes:$38,157
Elementary School: None
Middle School: None
Remarks: Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary estate offers an exceptional combination of luxury, space, and waterfront living. Situated on approximately two acres of dry land with direct frontage on skiable Lake Olivia, this impressive 7,016-square-foot residence is designed to maximize breathtaking lake views from nearly every room. The home features seven spacious bedrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second level, providing flexibility for multi-generational living or long-term guests. Four additional bedrooms all enjoy picturesque lake views, while the seventh bedroom functions perfectly as a private guest retreat or in-law suite, complete with its own adjoining living/media room and full bathroom. Expansive living spaces flow seamlessly to the outdoor entertaining areas, where a heated swimming pool, oversized patio, and sprawling backyard create the ultimate setting for enjoying Florida’s year-round lifestyle. A large second-floor balcony captures panoramic views of the lake and surrounding grounds, while a circular driveway, three-car garage, and abundant off-street parking provide both convenience and impressive curb appeal. Weatherstone is a boutique gated community comprised of just 13 estate homes, offering a rare level of privacy and exclusivity while remaining just minutes from downtown Windermere, top-rated schools, dining, shopping, and major roadways. This is a rare opportunity to own one of Windermere’s premier lakefront estates.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
7242 LONDALE BLVD, WINDERMERE, FL 34786
$749,90013 Days on yellowkey MLS ID: O6414025
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2690 Built: 2006Monthly Fee: $81 Tax: $5,332 (2025)Community: Enclave/Berkshire Park B G H ISpa: NoSingle Family
Taxes:$5,332
Remarks: Welcome to this stunning former model home located in highly desirable Windermere! From the moment you step inside you will be greeted by it's open space layout for living and dining rooms with meticulous attention to detail featuring crown molding, wrought iron staircase and custom built-in entertainment center in family room. The gourmet kitchen has plenty of counter space for the pickiest of Chefs and overlooks an overly large family room for those cozy dinner and a movie nights! To complete the kitchen, you will find a Butler's Pantry with discreet under the stair storage and sliding glass doors leading to your outdoor oasis! Here, you will find a screen enclosed, freshly resurfaced pool for enjoying the Florida Sun! The pool area has an expansive deck for grilling and entertaining guests. Back inside, on the second floor, you can retreat to your bedroom with built in beverage/coffee station and his and her walk in closets. The en-suite bathroom features dual vanities, garden tub with separate shower. Three more bedrooms, two baths, laundry room and a Tech Center complete the upstairs of this amazing home! Enclave at Berkshire Park is conveniently located near theme parks, shopping and restaurants and offers walking trails, community pool with cabana, tennis courts and basketball court.
Listing is courtesy of: TAYLOR REAL ESTATE SVC OF C FL (407-509-0868)
Listing Agent: Lisa Mcneilly (407-456-0313)
9343 TIBET POINTE CIR, WINDERMERE, FL 34786
$7,795,000551 Days on yellowkey MLS ID: O6264629
REDUCED by $155,000 (1.9%) on 06/11/2026
Bed: 7 Bath: 9.0 Gar: 4 Liv Area Sq Ft: 8362 Built: 2004Monthly Fee: $283 Tax: $65,265 (2024)Community: Keenes Pointe Unit 03 46/104Spa: YesSingle Family
Taxes:$65,265
Remarks: PRICE Improvenent!! Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone flooring, elegant ceiling details, clerestory windows, and expansive lake views set a modern tone. At the center of the home, the kitchen is a chef's dream; stone flooring and a massive working island, state-of-the-art appliances combine function and beauty with double ovens, exotic granite, stunning glazed custom cabinetry, and a huge walk-in pantry. The gourmet kitchen opens naturally to the family gathering areas, complete with sparkling lake views. A fireplace shares the media wall with a built-in entertainment center, while French doors give access to the outdoors. Just off the family area, the game room is finished with a beautiful bar area. The state-of-the-art home theatre is located just off the game room. Entertain outdoors in true Florida style; the outdoor gourmet area was added in 2019, including a large bbq grill area, massive dining/working island, wine cooler, XL Fridge as well as a pizza oven. The free-form pool, heated spa, and boat dock with lift. The master suite is private with huge master closet and beautifully finished master bath. All secondary bedrooms are ensuite. All baths have been updated. The entire home has been freshly painted and all carpet has been replaced. The detached guest house is great for extended family.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Juan Delgado (407-744-4469)
13013 OVERSTREET RD, WINDERMERE, FL 34786
$649,994111 Days on yellowkey MLS ID: O6380917
REDUCED by $15,000 (2.3%) on 05/12/2026
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 Agent: Omar Andreasen (407-883-2989)
11617 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,397,00040 Days on yellowkey MLS ID: O6405409
REDUCED by $53,000 (3.7%) on 06/11/2026
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3463 Built: 2005Monthly Fee: $283 Tax: $7,189 (2025)Community: Keenes PointeSingle Family
Taxes:$7,189
Remarks: Welcome to one of Central Florida’s premier guard-gated golf communities. This impeccably maintained, move-in ready residence showcases refined finishes throughout, including tile and laminate flooring (no carpet), crown molding in every room, and upgraded designer lighting. An abundance of space with 6 bedrooms and 4 1/2 baths. The living room is enhanced by striking wood-look tiled accent walls, adding warmth and architectural elegance. Offering a private tiled patio with electronic screen enclosure, perfect for enjoying Florida's year-round sunshine in comfort and privacy. For buyers seeking a move-in ready luxury home in Orlando's golf course communities, this property checks every box. Major capital improvements are already done: new roof (2023), AC and water heater 2-3 years old — giving buyers the confidence and peace of mind that comes with a truly turnkey luxury purchase. Residents enjoy exclusive access to the Golden Bear Club, a Jack Nicklaus Signature Golf Course, along with clubhouse, tennis, and Lake Tibet-Butler access. The community’s location delivers unmatched convenience with proximity to well-rated schools, along with The Grove, Westside Shoppes, Cornerstone at Summerport, and Downtown Windermere for daily essentials, local dining, and shopping adventures. Entertainment options abound with easy access to Disney, Universal, and the famed Restaurant Row in Dr. Phillips. A rare opportunity.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
8351 BOWDEN WAY, WINDERMERE, FL 34786
$1,149,00082 Days on yellowkey MLS ID: O6393659
REDUCED by $50,000 (4.2%) on 06/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2599 Built: 2001Monthly Fee: $283 Tax: $8,252 (2025)Community: Keenes PointeSingle Family
Taxes:$8,252
Remarks: Reduced 50k in price! Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal dining, family room, and separate sitting area, all anchored by a gourmet chef’s kitchen featuring quartzite countertops, premium stainless steel appliances, and custom cabinetry—effortlessly flowing into expansive living and dining spaces ideal for both everyday comfort and refined entertaining. The luxurious primary suite offers a tranquil retreat with a sitting area, a spa-inspired en-suite bath, and a spacious walk-in closet. 2 of the additional bedrooms are split from the main suite, providing comfort and flexibility with a jack-n-jill bathroom. While a separate 4th bedroom is set apart from the others and can be used as a guest suite or office, it's in a perfect space for remote work or study. Outside, your private oasis awaits—a covered lanai overlooks a sparkling pool and lushly landscaped backyard, creating a serene setting for alfresco dining or lounging under the Florida sun. This residence is also zoned for A-rated schools, within minutes of Windermere’s charming shops, fine dining, and world-renowned attractions. (Roof Replace 2026), Driveway replaced 06/2026. This exceptional home invites you to experience the very best of Central Florida living. Schedule your showing today!
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Sharon Brandt (407-310-3623)
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