Location: Windermere , 34786
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11564 MIZZON DR #930, WINDERMERE, FL 34786
$325,00043 Days on yellowkey MLS ID: O6404607
2 Days Off yellowkey (back on 6/16/2026)
REDUCED by $10,000 (3.0%) on 05/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1442 Built: 2006 Tax: $4,561 (2025)Community: Lakeside/Lks/Windermere CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,561
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Lovely 3rd floor (Corner unit on top floor) In sought after Lakes at Lakeside of Windermere. Well-appointed 3 Bedrooms and 2 bathrooms Condo, Spacious feel. Offering an excellent layout. Newer carpets, home is ready to move in. Dine in kitchen has 42" dark cherry wood cabinets and granite countertops, stainless range and dishwasher, laminate flooring throughout the living areas and new carpet in bedrooms. Master bedroom Features walk-in closet, and Master bathroom 2 further bedrooms and other full bathroom. Step out from sliding doors to the Spacious covered/screened balcony. Elevators and stairs access to the unit. Superb community amenities. Resort style recreation, Olympic swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, BBQ area, & cozy outdoor fireplace! With easy access to all major highways including I-4, 429, & SR 535…Close to Disney theme parks & Restaurants, Dining, Shopping & School. Maintenance, carefree Florida living, in this well-maintained community
Listing is courtesy of: RE REALTY (321-363-6345)
Listing Agent: Reeta Gulati (321-363-6345)
9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786
$1,859,00094 Days on yellowkey MLS ID: O6390656
REDUCED by $40,000 (2.1%) on 05/29/2026
Bed: 6 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 5430 Built: 1997Monthly Fee: $267 Tax: $12,735 (2025)Community: BalmoralSingle Family
Taxes:$12,735
Elementary School: Thornebrooke Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive ¾-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water fountain, creating a grand sense of arrival. The residence also features a spacious four-car garage equipped with two EV charging stations, offering modern convenience for today’s lifestyle. Custom front entry doors open to an impressive grand foyer with elegant marble tile flooring, introducing the refined finishes that define the home. Inside, the residence has been beautifully transformed with brand-new flooring throughout, custom recessed lighting, upgraded designer fixtures, and crown molding across the main level. At the heart of the home is a stunning designer gourmet kitchen featuring custom white cabinetry, granite countertops, a striking tile mosaic accent wall, and premium KitchenAid stainless steel appliances, including a built-in oven, microwave, and cooktop. Perfect for entertaining or multi-generational living, the home also features a fully rebuilt second kitchen with granite countertops, custom cabinetry, and stainless steel appliances with direct access to the outdoor entertaining area. The home offers two luxurious primary suites, each thoughtfully designed as a private retreat. The upstairs primary suite features a spa-inspired bathroom with dual vanities, custom cabinetry, a dedicated makeup vanity, an oversized jacuzzi soaking tub, and a beautifully tiled walk-in shower. Outdoor living is equally impressive with a custom outdoor kitchen complete with built-in grill, professional venting, and built-in speakers, creating the perfect setting for entertaining and relaxation. Three brand-new sliding glass doors upstairs open to a private balcony, enhancing the home’s seamless indoor-outdoor lifestyle. Recent upgrades provide comfort and peace of mind, including a new Carrier 5-ton air conditioning system, new 50-gallon water heater, whole-home water purification system, and a new pool pump installed within the last six months. With extensive renovations, luxurious finishes, and exceptional indoor-outdoor living, this remarkable residence offers the sophistication, comfort, and lifestyle expected of a premier luxury estate.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ryan Rogers (407-492-0674)
4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786
$783,00074 Days on yellowkey MLS ID: O6396295
REDUCED by $16,000 (2.0%) on 05/20/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3697 Built: 2015Monthly Fee: $130 Tax: $8,724 (2025)Community: Stillwater Xings Prcl Sc-13 PhSpa: NoSingle Family
Taxes:$8,724
Remarks: Check out 4309 Saltmarsh Sparrow Dr, a residence featuring a partial flooring replacement that enhances its overall presentation. The kitchen is equipped with all stainless steel appliances and includes a functional island. The primary bedroom provides a walk in closet, while the primary bathroom contains double sinks and a separate tub and shower. An exterior covered patio extends to a fully fenced in backyard, creating defined outdoor space. This property includes updated finishes and functional living spaces. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
6631 CRESTMONT GLEN LN, WINDERMERE, FL 34786
$809,000342 Days on yellowkey MLS ID: O6323076
REDUCED by $25,000 (3.0%) on 06/16/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3068 Built: 2002Monthly Fee: $170 Tax: $9,573 (2024)Community: GlenmuirSpa: NoSingle Family
Taxes:$9,573
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Welcome to 6631 Crestmont Glen Lane, a beautifully maintained executive home in the gated community of Glenmuir. Set on a large and spacious, landscaped lot, this 4-bedroom, 3.5-bath residence offers an ideal blend of space, comfort, and everyday functionality. Step inside to soaring ceilings, abundant natural light, and an open-concept layout designed for both entertaining and relaxed living. The gourmet kitchen features granite countertops, ample cabinetry, and a breakfast nook that flows seamlessly into the inviting family room. Enjoy year-round Florida living in your private screened lanai—perfect for quiet mornings or hosting guests. The primary suite offers a true retreat with a spa-like bath, walk-in closets, and direct access to the outdoor living space. Residents of Glenmuir enjoy a peaceful, tree-lined setting with a private park, playground, and walking paths—just minutes from top-rated schools, golf, dining, shopping, and world-renowned attractions including Walt Disney World.
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Gonzalo Senior (407-353-8841)
12357 VIA DERNA PL, WINDERMERE, FL 34786
$430,000Listed 06/16/2026 5:07PM MLS ID: O6417519
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1919 Built: 2014Monthly Fee: $316 Tax: $6,606 (2025)Community: CarringtonTownhouse
Taxes:$6,606
Elementary School: Bay Lake Elementary
Middle School: Horizon West Middle School
Remarks: Beautiful 3-bedroom, 2.5-bath townhome located in the highly desirable Carrington community. This well-maintained home features an open-concept floor plan, granite countertops, and a combination of tile and carpet flooring throughout. Enjoy your own private courtyard, perfect for relaxing, outdoor dining, or entertaining guests.Residents have access to community amenities including a sparkling pool and scenic walking paths. Conveniently situated near shopping, dining, major highways, and world-famous theme parks, this property offers both comfort and convenience. Whether you're looking for a primary residence or an investment opportunity, this exceptional townhome is a must-see and won't last long!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
1700 LAKE ROBERTS CT, WINDERMERE, FL 34786
$1,450,00021 Days on yellowkey MLS ID: O6410847
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3929 Built: 2002Monthly Fee: $216 Tax: $10,637 (2025)Community: Butler Bay,Windermere ClubSingle Family
Taxes:$10,637
Remarks: Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the home makes a striking first impression and provides a serene setting for everyday living. Inside, thoughtfully designed interiors feature generous living and entertaining spaces, abundant natural light, and sophisticated finishes throughout. The spacious layout seamlessly accommodates both intimate family gatherings and large-scale entertaining. The outdoor retreat is equally impressive, highlighted by a sparkling pool and expansive patio areas ideal for relaxation and year-round enjoyment. The oversized lot offers exceptional privacy while providing ample space for outdoor activities and future enhancements. Residents enjoy access to outstanding community amenities and the convenience of a prime location close to premier shopping, dining, entertainment, top-rated schools, and major transportation routes. Offering an unparalleled blend of luxury, space, and lifestyle, this remarkable property presents a rare opportunity to own a distinguished home in one of the area’s most desirable communities. You're also nestled within a well-established community, this property enjoys an enviable location close to major highways, ensuring convenient access to all amenities. Just minutes away, residents can indulge in excellent shopping opportunities, dine at a variety of luxury and casual eateries, and explore nearby theme parks for entertainment. The neighborhood benefits from proximity to brand-new, state-of-the-art hospitals and a top notch school system, providing peace of mind for residents seeking quality healthcare services and high end education for their family. This vibrant community offers an abundance of options to suit every lifestyle need and preference. Call today to schedule a private tour.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: David Johnston (407-398-3295)
2 CHASE RD, WINDERMERE, FL 34786
$2,200,000272 Days on yellowkey MLS ID: O6345197
REDUCED by $1,000,000 (31.3%) on 06/16/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3889 Built: 2026 Tax: $3,100 (2024)Community: WindermereSingle Family
Taxes:$3,100
Middle School: Chain of Lakes Middle
Remarks: Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property Highlights: • Total Living Area: 3,889 Sq. Ft. | Total Building Area: 5,516 Sq. Ft. • 4 Bedrooms | 4 Full Baths | 1 Powder Room | 1 Pool Bath • Expansive Living Spaces with High Ceilings & Open Floor Plan • Great Room | Dining Room | Gourmet Kitchen with Nook & Pantry • Private Elevator & Multiple Open Decks • 2-Car Garage First-Floor Features: • Grand Foyer with Staircase & High Ceilings • Great Room & Elegant Dining Room • Chef’s Gourmet Kitchen with custom cabinetry, quartz countertops, Subzero appliances, and a spacious island • Guest Suite with Private Bath & Walk-in Closet • Laundry Room & Powder Bath • Pool Bath (Outdoor Access) Second-Floor Features: • Lavish Master Suite with Private Balcony, Spa-Inspired Bath & Custom Walk-in Closet • Two Additional Bedrooms with Walk-in Closets & Shared Designer Bathroom • Two Expansive Open Decks for Outdoor Enjoyment Luxury Amenities & Smart Home Features: • State-of-the-Art Smart Home Integration • Hurricane Impact Windows for Safety & Efficiency • Custom California Closets in All Bedrooms • Heat & Glow Fireplaces in the Living Room & Master Suite • Large Format Porcelain Tile & High-End Finishes Throughout • Flat Tile Roof & Metal Truss Construction for Durability Outdoor Oasis & Entertainment Haven: • Resort-Style Custom Pool & Spa (Separate Permit) • Sunken Outdoor Kitchen & Lounge Area for Elevated Entertaining • Landscaped Backyard with Ample Space for Relaxation & Gatherings Prime Windermere Location – Unmatched Lifestyle & Convenience: • Minutes from Isleworth, Home to Celebrities & Sports Icons • Access to the Pristine Butler Chain of Lakes – Ideal for Boating & Water Sports • A-Rated Schools, Parks, & Year-Round Community Activities • Close to Luxury Shopping, Fine Dining, Golf Courses & Entertainment • Easy Access to Disney, Universal, and Orlando’s Top Attractions This exceptional luxury estate embodies a lifestyle of sophistication, exclusivity, and modern convenience. Secure this once-in-a-lifetime opportunity to own a masterpiece of design and craftsmanship in the heart of Windermere. For more details, floor plans, and customization options, contact us today!
Listing Agent: Matthew Hughes (407-619-4717)
2503 BUTLER BAY DR N, WINDERMERE, FL 34786
$1,799,00013 Days on yellowkey MLS ID: O6413242
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3297 Built: 1990Monthly Fee: $199 Tax: $16,376 (2025)Community: Windermere ClubSpa: YesSingle Family
Taxes:$16,376
Remarks: Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
13755 BRAVANTE ALY, WINDERMERE, FL 34786
$480,00090 Days on yellowkey MLS ID: O6389321
REDUCED by $9,999 (2.0%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2017Monthly Fee: $254 Tax: $5,646 (2025)Community: Vineyards/Horizons West Ph 2BTownhouse
Taxes:$5,646
Elementary School: Independence Elementary
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 13755 Bravante Aly, Windermere, FL 34786, a charming two story home featuring 3 bedrooms and 2 bathrooms located in a desirable Windermere community. This home offers a bright open floor plan with comfortable living and dining areas that flow seamlessly into the kitchen, creating a welcoming space for everyday living and entertaining. The thoughtful layout provides both functionality and comfort, making it ideal for a variety of lifestyles. Upstairs, the bedrooms offer privacy and relaxation, along with a versatile second floor loft area that can be used as a home office, media space, or additional living area. The overall design maximizes space and natural light throughout the home. The property also features a covered patio on the side of the home complete with retractable screens, providing a comfortable outdoor space to relax, enjoy your morning coffee, or entertain guests year round. Residents enjoy access to community amenities including a pool and park, offering great opportunities for recreation and outdoor enjoyment. Conveniently located near shopping, dining, schools, and major roadways, this home offers comfort and convenience in the heart of Windermere.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
11536 CLAYMONT CIR, WINDERMERE, FL 34786
$1,175,00082 Days on yellowkey MLS ID: O6392958
REDUCED by $75,000 (6.0%) on 05/26/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2882 Built: 2002Monthly Fee: $298 Tax: $8,766 (2025)Community: Keenes Pointe Ut 04 Sec 31 48 82Spa: YesSingle Family
Taxes:$8,766
Remarks: Virtually Staged. Price Improvement! Welcome to luxury living inside the guard-gated community of Keene’s Pointe, home to the renowned Golden Bear Club and its Jack Nicklaus Signature golf course. Perfectly positioned within one of Windermere’s most sought-after neighborhoods, this exceptional single-story residence offers a refined blend of elegance, comfort, and lifestyle. Beautifully remodeled throughout, this is truly move-in ready, showcasing a fresh, modern aesthetic while maintaining timeless architectural appeal. From the moment you enter, you’re welcomed by marble tile flooring, newly refinished wood floors, fresh interior paint, and thoughtfully selected modern light fixtures that elevate every space. The home features both a traditional dining room and formal living room, complemented by custom window treatments that add warmth and sophistication. At the heart of the home, the completely remodeled kitchen shines with all-new appliances, a gas stove, double oven, quartz countertops, and a large walk-in pantry, all wrapped in a clean, contemporary design that seamlessly opens to the family room—where a decorative modern fireplace creates the perfect gathering space. The expansive primary suite is a true retreat, featuring wood floors, direct pool access, a dedicated mini-split system for enhanced comfort and efficiency, and a spa-inspired bathroom with a stunning new garden tub, separate shower, and an oversized walk-in closet. Additional bedrooms lend to stylish comfort with new herringbone tile flooring and share a convenient Jack-and-Jill bathroom. All bathrooms throughout the home have been fully remodeled with high-end finishes. A large private office with a built-in desk provides the ideal work-from-home environment. Step outside to a spacious, fenced backyard featuring a newly repainted pool and patio—perfect for enjoying Florida living year-round. Additional highlights include a 2020 roof, paver driveway, and an oversized 3-car garage. Every detail has been thoughtfully updated, making this home completely turn-key. Residents of Keene’s Pointe enjoy 24-hour guard-gated security and a lifestyle centered around both recreation and natural beauty. The community offers private access to the Butler Chain of Lakes, ideal for boating, skiing, and sunset cruises, along with scenic walking paths, tranquil green spaces, and a peaceful, well-maintained setting throughout. There is even the opportunity for boat storage, adding convenience for those looking to fully embrace the lake lifestyle. Optional membership to the Golden Bear Club unlocks a premier lifestyle experience with championship golf, tennis, fitness, a resort-style pool, dining, and a vibrant calendar of social events. The neighborhood also features community parks, playgrounds, and gathering spaces, creating a welcoming environment that blends luxury living with everyday convenience and community connection through regular neigborhood events. Whether you're relaxing poolside, entertaining guests, or enjoying the unmatched lifestyle of this premier golf and lakefront community, this home delivers the very best of Central Florida living.
Listing is courtesy of: MATT ALLEN REAL ESTATE LLC (321-228-5555)
Listing Agent: Matt Allen (321-228-5555)
7719 ANSELMO LN, WINDERMERE, FL 34786
$375,00084 Days on yellowkey MLS ID: O6392007
0 Days Off yellowkey (back on 5/1/2026)
REDUCED by $7,000 (1.8%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1644 Built: 2008Monthly Fee: $375 Tax: $5,537 (2025)Community: Lake Sawyer South Ph 03Townhouse
Taxes:$5,537
Elementary School: Sunset Park Elem
Remarks: Under contract-accepting backup offers. Virtually Staged. Move-in ready townhome offering a clean, functional layout with abundant natural light throughout. Upon entry, you’re welcomed into a spacious living room that provides a comfortable and defined gathering space separate from the kitchen and dining areas. Toward the rear of the home, the kitchen and dining area are thoughtfully positioned for everyday functionality and ease of use. The kitchen features granite counters, stainless steel appliances, ample cabinetry, and a breakfast bar that offers additional seating and prep space. The adjacent dining area provides direct access to a private, fenced paver patio, creating a low-maintenance outdoor space ideal for relaxing or entertaining. Recent updates include new interior paint, new carpet, and a new water heater, enhancing both comfort and long-term value. A/C unit was replaced with a brand new unit in 2021. Upstairs, all bedrooms feature fresh carpet flooring and generous closet space. The primary suite offers a spacious layout with an en suite bathroom that includes dual sinks and a walk-in shower. Additional bedrooms are well-sized and versatile for guests, office space, or hobbies. A convenient upstairs laundry area and a main-level half bath add to the home’s practical appeal. With neutral finishes, thoughtful updates, and a well-maintained interior, this property is a strong option for buyers seeking low-maintenance living with functional space and modern touches.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Stephanie Pitts (407-353-6132)
9312 BLANCHE COVE DR, WINDERMERE, FL 34786
$12,350,00015 Days on yellowkey MLS ID: O6407102
Bed: 7 Bath: 9.5 Gar: 4 Liv Area Sq Ft: 11465 Built: 2022Monthly Fee: $1,224 Tax: $116,012 (2025)Community: Isleworth 5Th AmdSpa: NoSingle Family
Taxes:$116,012
Remarks: Set along beautiful Lake Blanche within the gates of Isleworth, this extraordinary modern estate is a grand haven of remarkable scale and design. Spanning more than 11,000 square feet, the residence is thoughtfully positioned to capture sweeping views across the lakefront, with walls of glass framing the water from nearly every room and filling the interiors with natural light. Beauty and modernity define the home, where sleek architectural lines are complemented by elegant oak wood flooring throughout. The main living areas flow effortlessly, creating both an impressive setting for entertaining and a comfortable environment for everyday living. At the heart of the home, a striking kitchen features distinctive Viking appliances, a Miele espresso machine, two wine refrigerators, and a seamless connection to the family room, patio, and surrounding living and dining spaces.The estate offers 7 spacious bedrooms and 9.5 baths, with each suite designed for privacy and comfort. Multiple levels—including a rooftop terrace—provide an array of vantage points from which to enjoy the lake and surrounding grounds. Additional highlights of the estate include a private home theater; a versatile lakefront bonus room ideal for a game room, wellness studio, or creative space; and two adjoining offices with custom built-ins that can be closed off for quiet focus. A standout feature of the property is the expansive guest residence on the lower level, complete with its own full kitchen, living room, two en-suite bedrooms, laundry room, and private patio—perfect for extended family or long-term guests. Practicality meets luxury with three laundry rooms throughout the estate, an elevator servicing multiple levels, and a four-bay garage. Outdoors, the expansive grounds offer both privacy and possibility, anchored by a spacious yard that leads to a private dock along the shores of Lake Blanche. A covered lanai with summer kitchen and screened living area creates an inviting setting for year-round entertaining, seamlessly blending indoor and outdoor living. This is a home that delivers on every level—scale, setting, and sophistication—offering a truly exceptional lakefront lifestyle within one of the finest golf club communities in the world.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Monica Lochmandy (407-230-6888)
9832 LAUREL VALLEY DR, WINDERMERE, FL 34786
$13,900,0005 Days on yellowkey MLS ID: O6416194
Bed: 6 Bath: 8.5 Gar: 4 Liv Area Sq Ft: 11100 Built: 2004Monthly Fee: $1,167 Tax: $93,184 (2025)Community: IsleworthSpa: YesSingle Family
Taxes:$93,184
Remarks: Virtually Staged. https://iframe.videodelivery.net/7c8847db18d8a7617d27c5577c88508f A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water views of Lake Butler from virtually every room, 9832 Laurel Valley Drive offers over 11,000 square feet of luxury lakefront living, situated upon 150 feet of expanded sandy beachfront, thoughtfully enlarged by the current owners, in one of Florida’s most well known communities. This statement home features six bedrooms, seven full bathrooms, and three half bathrooms, a newly installed bespoke theater room with custom seating, an infrared sauna and dedicated wellness and fitness area, two full bars, a private pub and game room, an elegant pool and spa, a fully equipped summer kitchen, and multiple levels of outdoor living and lounge space overlooking the lake. Complemented by countless additional spaces designed for both grand-scale entertaining and everyday enjoyment, every room exudes elegance and has been meticulously designed and expertly executed down to the finest detail. Beyond its unmatched location and architecture, the home has benefited from several million dollars’ worth of enhancements and upgrades, further elevating an already impressive estate into something truly magnificent. The result is a residence that blends timeless luxury with modern comfort while offering one of the most desirable waterfront settings in Central Florida. Not all lakefront homes are created equal, and Laurel Valley is a shining example of that. More than a home, 9832 Laurel Valley Drive is a statement. A trophy estate befitting a legacy. A rare opportunity to own one of Florida’s most compelling waterfront properties ever. The home may be negotiated to include select furniture, a brand-new pontoon boat, two new Sea-Doo jet skis, and a golf cart.
Listing is courtesy of: REAL BROKER, LLC (407-922-8986)
Listing Agent: Nicholas Taylor (407-810-9680)
12720 JACOB GRACE CT, WINDERMERE, FL 34786
$2,750,000103 Days on yellowkey MLS ID: TB8476930
REDUCED by $95,000 (3.3%) on 06/16/2026
Bed: 6 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5882 Built: 2005Monthly Fee: $300 Tax: $13,298 (2024)Community: Tildens Grove Ph 01 47/65Spa: YesSingle Family
Taxes:$13,298
Remarks: Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central Florida living. A long, winding driveway welcomes you, framed by mature trees and sweeping lawns. Tucked away on a quiet cul-de-sac within a 24-hour guard-gated neighborhood with a manned guard station, the property offers both grandeur and seclusion — a rare combination in today’s luxury market. Thoughtfully designed to maximize natural light and panoramic water views, the home features soaring ceilings, expansive picture windows, and seamless indoor-outdoor flow. The grand foyer opens to a spectacular living room anchored by tranquil lake vistas. The chef’s kitchen is appointed with custom cabinetry, high-end appliances, and an oversized island, effortlessly connecting to spacious dining and living areas — ideal for both intimate evenings and large-scale entertaining. The primary suite, located on the main level, is a private sanctuary with serene lake views and direct access to the outdoor living areas. The spa-inspired bath offers a soaking tub, dual vanities, walk-in shower, and generous closet space. Four additional bedrooms of which two of them include their own en-suite bath, ensuring comfort and privacy for family and guests. A detached in-law suite with private entrance, living area, bedroom, and bath provides exceptional flexibility for multigenerational living, long-term guests, or a private executive office. Step outside to your own outdoor oasis. The resort-style pool overlooks the lake, creating a stunning backdrop for entertaining or quiet relaxation. A charming pool house complete with a Murphy bed offers additional guest accommodations and enhances the estate’s resort-like ambiance. At the water’s edge, a private dock provides access to a private ski lake — perfect for boating, skiing, paddleboarding, or sunset cruises. As evening falls, the magic begins. From your backyard, dock, or expansive windows, enjoy nightly fireworks illuminating the sky above Disney — a spectacular private show reflected across the water. With nearly two acres of lakefront land, six bedrooms, six and a half baths, a detached suite, pool house, long private driveway, and location within one of Windermere’s most prestigious guard-gated communities, 12720 Jacob Grace Ct is more than a home — it is a destination, a sanctuary, and a stage for life’s most extraordinary moments.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Adrian Jacob (832-381-4670)
7906 JAILENE DR, WINDERMERE, FL 34786
$724,900Listed 06/16/2026 10:54AM MLS ID: O6416776
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2618 Built: 2011Monthly Fee: $81 Tax: $8,576 (2025)Community: Lake SawyerSpa: NoSingle Family
Taxes:$8,576
High School: West Orange High
Remarks: Virtually Staged. Enjoy exceptional privacy with beautiful conservation views behind & expansive green space beside the home, creating a peaceful setting rarely found in the community. Tucked away on a desirable homesite, 7906 Jailene Drive offers 2,618 SF, 5 bedrooms, 3 full bathrooms, 2-car garage, all filled with thoughtfully designed living spaces & ample dedicated guest parking conveniently located nearby. A welcoming front porch sets the tone as you enter the home, where a custom wood accent wall in the foyer creates a warm and inviting first impression. The open-concept layout offers spacious living & dining areas that flow seamlessly into the kitchen & family room. A dramatic two-story ceiling in the family room fills the space with natural light creating an impressive sense of openness, making it the perfect place to gather & entertain. The kitchen features granite stone countertops, abundant solid wood cabinetry, ample prep space, a kitchenette area & a functional layout overlooking the main living areas. Fresh interior paint, luxury vinyl flooring throughout & charming designer light fixtures add style and warmth throughout the home. The versatile floor plan includes a first-floor study/den which can also be used as a 5th bedroom with full bathroom. This space is ideal for a home office, family, guests, or multi-generational living. Upstairs, you’ll find four additional bedrooms, including the spacious primary suite, along with two full bathrooms & a conveniently located laundry room. Step outside to the screened lanai with tranquil conservation views, embracing nature at its best with exceptional privacy. Enhanced by a hand-painted decorative concrete finish, this outdoor retreat provides the perfect space for morning coffee, outdoor dining, or relaxing evenings, especially with a fully-fenced backyard. Located in the highly desirable Lake Sawyer community, residents enjoy access to a community pool, playground, park, and scenic sidewalks throughout the neighborhood. The home is zoned for sought-after schools, including Sunset Park Elementary, Horizon West Middle School, and Windermere High School. Just minutes from Horizon West and Hamlin Town Center, you’ll enjoy convenient access to shopping, dining, entertainment, and everyday conveniences. Major roadways are nearby, providing easy access to Walt Disney World, Disney Springs, downtown Orlando, Orlando International Airport, and all that Central Florida has to give. Combining privacy, functionality, thoughtful updates, and an exceptional location, this move-in-ready home presents a rare opportunity in one of Windermere’s most sought-after communities. Additional highlights include a brand-new roof (June 2026), HVAC 2024, abundant storage & a desirable location close to shopping, dining, schools, & major roadways. Combining privacy, functionality, & modern updates, this move-in-ready home is ready to welcome its next owners!
Listing is courtesy of: ARMEL REAL ESTATE INC (407-509-3812)
Listing Agent: Deanna Armel (407-509-3812)
14005 SPARKLING COVE LN, WINDERMERE, FL 34786
$370,00026 Days on yellowkey MLS ID: O6409827
REDUCED by $5,000 (1.3%) on 06/16/2026
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
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)
5500 W LAKE BUTLER RD, WINDERMERE, FL 34786
$4,700,00029 Days on yellowkey MLS ID: O6408637
0 Days Off yellowkey (back on 6/9/2026)
Bed: 8 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7000 Built: 1997 Tax: $17,387 (2025)Community: West Lake Butler EstatesSpa: YesSingle Family
Taxes:$17,387
Remarks: Under contract-accepting backup offers. Experience the pinnacle of lakefront luxury breathtaking acres in the heart of Windermere, offering an extraordinary 320 feet of pristine ski lake frontage and an unmatched resort-style lifestyle. This one-of-a-kind waterfront compound features a stunning 6-bedroom, 5-bathroom main residence encompassing 12,323 gross square feet with 7,000 heated square feet, thoughtfully designed to maximize comfort, elegance, and breathtaking water views from nearly every angle. Adding to the property’s exceptional versatility is a private 2-bedroom, 1-bathroom guest house and separate garage apartment, creating incredible multigenerational living potential or the ideal setup for extended guests, private offices, or luxury accommodations. The showstopping covered dock pavilion is truly in a class of its own, featuring an expansive over-water lounge, designer outdoor kitchen, bar seating, dining area, and private boat slip, creating the ultimate lakeside retreat. Every detail of this estate has been curated to deliver a private luxury resort experience unlike anything else on the market. The grounds are equally spectacular with a custom screened pool and heated spa overlooking the lake, a private sandy beach, mature canopy trees, waterfront firepit lounge, multiple entertaining spaces, and beautifully manicured landscaping that creates total serenity and privacy. The property’s incredible resort-style entertaining infrastructure makes it ideal for hosting intimate gatherings or large-scale events with ease. Perfectly positioned just minutes from charming downtown Windermere, and conveniently located near Horizon West and downtown Winter Garden, this extraordinary estate also offers easy access to Orlando’s world-renowned attractions — including approximately 25 minutes to Disney and Central Florida’s premier theme parks, and only 30 minutes to Orlando International Airport (MCO). Whether enjoying peaceful mornings on the water, sunset cruises from your private dock, or entertaining on a grand scale, this extraordinary Windermere estate offers a rare opportunity to own one of Central Florida’s most impressive waterfront compounds. A true WOW property that must be experienced in person to fully appreciate its scale, setting, and lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Julie Sanchez (817-807-3117)
2014 DOWN WOODS LN, WINDERMERE, FL 34786
$1,390,00011 Days on yellowkey MLS ID: O6413750
2 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3344 Built: 1986Monthly Fee: $83 Tax: $13,122 (2025)Community: Lake Down WoodsSingle Family
Taxes:$13,122
Remarks: Under contract-accepting backup offers. Stunning Fully Renovated Lake-Access Estate on a Private 1-Acre Cul-de-Sac Lot Welcome to this exceptional 3,444-square-foot residence, perfectly situated on a private, wooded 1-acre lot at the end of a quiet cul-de-sac in the highly sought-after Windermere Downs community. Thoughtfully renovated from top to bottom, this 4-bedroom, 3.5-bathroom home with a spacious bonus room seamlessly blends timeless elegance with modern luxury. A classic wraparound porch creates an inviting first impression and offers the perfect place to relax while enjoying the serene natural surroundings. Inside, you'll find expansive living spaces designed for both everyday comfort and effortless entertaining, highlighted by premium finishes, custom upgrades, and a chef-inspired kitchen featuring Thermador appliances. Step outside to your own private backyard retreat, where a sparkling saltwater pool, putting green, and generous outdoor living areas create the ultimate setting for relaxation and entertaining. Surrounded by mature trees, the property offers exceptional privacy and a true estate-like feel. As a resident of Windermere Downs, you'll enjoy access to an impressive array of community amenities, including a private boat ramp and dock on the Butler Chain of Lakes, tennis and pickleball courts, a playground, community park, and scenic tree-lined streets. Combining luxury, privacy, and lake-access living, this remarkable home offers a rare opportunity to experience the very best of the Windermere lifestyle.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Anna Mcintyre (407-353-7138)
6558 HELMSLEY CIR, WINDERMERE, FL 34786
$635,0005 Days on yellowkey MLS ID: S5151342
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2575 Built: 2009Monthly Fee: $129 Tax: $4,553 (2025)Community: Preston SquareSingle Family
Taxes:$4,553
Remarks: Immaculately maintained, move in ready, 4 bed, 3 bath family home in the highly sought after Preston Square community, an established Windermere community. The home feels warm and welcoming, but also luxurious with the 10ft ceilings, crown molding and plantation shutters. The kitchen features a dining area and boasts upgraded appliances, granite countertops and 42" cabinets. The primary bedroom is conveniently located on the first floor, a lovely refuge with tray ceiling, large walk in closet with built ins and en suite bathroom. The large upstairs bedroom, bathroom and bonus room would make a great teenager space, in law suite or entertainment area. Roof was replaced in 2022 and to save on high power bills, a complete, FULLY PAID, solar system installed in 2023!! Other upgrades include new interior paint and light fixtures in 2025, exterior painted in 2019 and a water purification system. For easy maintenance, the sod in the back yard has been replace with turf, is fully fenced and has a spacious screened patio - a serene, private place to relax with your favorite coffee or cocktail! Located in a top-rated school district and zoned for Windermere High School, this home combines luxury, convenience, and peace of mind in one of Central Florida’s most desirable communities. square has a charming atmosphere and features its own community pool, park, playground and sport court, all located just minutes from shopping, dining, and theme parks. A short drive to historic Windermere Town with its weekly farmers market, monthly food carts, historic town hall and old school house. Don't miss the opportunity to live the Florida lifestyle in this gorgeous home located within a great school district!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Sue Webb (407-361-6425)
9620 MAYWOOD DR, WINDERMERE, FL 34786
$2,349,00062 Days on yellowkey MLS ID: O6399315
REDUCED by $51,000 (2.1%) on 06/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3004 Built: 1979 Tax: $20,433 (2025)Community: Lake Down ShoresSpa: NoSingle Family
Taxes:$20,433
Remarks: Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere’s enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a setting that feels refined and relaxed. From sunrise to sunset, the backdrop is nothing short of extraordinary. Sweeping views stretch across Lake Down, where calm morning waters give way to vibrant evening skies, and a nightly Disney fireworks view adds a subtle sense of wonder to the horizon. The property is thoughtfully oriented to take full advantage of its surroundings, featuring a private beach area, a two-story dock and direct access to the Butler Chain, one of Central Florida’s sought-after and interconnected lake systems, known for its recreational appeal and timeless value. Inside, the home offers a layout designed for everyday living and effortless entertaining. Spacious living and family rooms are complemented by an open kitchen appointed with granite countertops and stainless steel appliances, creating a central gathering space that flows naturally to the outdoors. A dedicated office or den provides flexibility for work or quiet retreat, while an upstairs loft captures elevated, panoramic views of Lake Down, an ideal setting for a secondary lounge, media space or creative studio. The outdoor experience is equally compelling. A resort-style pool anchors the backyard, accompanied by a screened porch and expansive lawn that extends toward the water’s edge. The setting invites relaxed afternoons and large-scale gatherings, with ample room to further enhance or personalize the landscape. A greenhouse and additional storage add charm and functionality, supporting a variety of lifestyle needs. A second-story balcony offers yet another vantage point, where elevated lake views and evening fireworks create a memorable daily backdrop. Whether enjoying a quiet morning coffee or winding down at sunset, this space reinforces the home’s seamless connection to its environment. Positioned in a peaceful and private location, yet just moments from renowned restaurants, shopping and everyday conveniences, the property offers a rare balance of seclusion and accessibility. Its location on one of the desirable stretches of Lake Down further underscores its long-term appeal. This is a compelling opportunity to enjoy the home as it exists today or to reimagine the site as an exceptional custom waterfront estate. In a setting defined by natural beauty, established luxury and enduring demand, properties of this caliber and positioning are increasingly rare.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Linda O'Grady (407-970-6880)
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