Location: Windermere
Do Not Show Listings
9222 TIBET POINTE CIR, WINDERMERE, FL 34786
$2,599,00028 Days on yellowkey MLS ID: O6405278
REDUCED by $100,000 (3.7%) on 05/30/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5323 Built: 2009Monthly Fee: $298 Tax: $27,697 (2025)Community: Keenes Pointe 46/104Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$27,697
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: LOCATION, LOCATION, LOCATION!!! This beautifully custom 5 Bedroom/ 6 full bathroom located a few walks to lake Tibet at KEENE'S POINTE man guard gated Windermere community. Situated on almost half-acre lot, as soon as you walk in toward this custom double-door facade door, you feel the true flawless finish of this stunning Home. The property is richly appointed with travertine floors, granite counter tops, custom cabinetry, with extensive molding throughout the home with top quality of appliances featuring a 6-burner natural gas cook top plus griddle, pot filler, 3 ovens, and a warming drawer just perfect for family gathering of hosting formal dinner. This property has it all from Design features include high ceilings and open below with beautiful chandeliers and plenty of large windows surrounding the entire home for more natural lights. The three bedrooms downstairs, including the Owner Master bedroom on the first floor and two other bedrooms upstairs, Plus the Bonus room 20 x 20 and small seating are upstairs as well. The 3-car garage with newly insulated garage doors with high lift tracks to accommodate car lifts and brand-new garage flooring. This contemporary Home has large, tall 90 degree sliding pocket doors that invite you to this beautiful outdoor living area including a custom heated pool, spa with New interior pool and tiles as well as New pool equipment (2025) including Pool enclosure, new outdoor kitchen with spacious outdoor large seating area with brand new pavers. This particular home is ready for new buyer with worry free from Brand New roof (2024), 2 brand new water Heaters (2025) , Whole home water treatment system (2026) and (3) A/C units (2021) not to mention All pool maintenance, landscaping and pest control are pre-paid for the rest of 2026 with no charge. Conveniently located to shopping, dining, expressways, tourist attractions, and top-rated public and private schools, this is a great opportunity to own this meticulously designed Home that has it all from comfort and style. Keene's point Community is golf community that has Jack Nicklaus Signature Golf Course at the Golden Bear Club, Lake Butler chain access, four playgrounds, scenic walking trails, and several parks ALL INFORMATION RECORDED IN THIS MLS IS INTENDED TO BE ACCURATE FROM THE PUBLIC RECORD; HOWEVER, ALL THE SQUARE FEET, LOT SIZE, ROOM DIMEMSIONS, SCHOOLS AND TAXES SHOULD BE VERIFIED BY BUYER/BUYER'S AGENT *** ***Home can be purchased with all brands new furniture, TVs and Car lifts to make this gorgeous Home a true Turnkey***
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
5538 W LAKE BUTLER RD, WINDERMERE, FL 34786
$3,195,000128 Days on yellowkey MLS ID: O6376859
REDUCED by $300,000 (8.6%) on 05/15/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6000 Built: 1982Monthly Fee: $67 Tax: $25,546 (2025)Community: Kelso On Lake ButlerSpa: YesSingle Family
Taxes:$25,546
Elementary School: Windermere Elem
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated access to Kelso's private boat ramp on the prestigious Butler Chain of Lakes. This convergence of private waterfront with chain-of-lakes connectivity creates unparalleled boating and recreational opportunities found in few lakefront estates. The expansive grounds and recent outdoor enhancements create an entertainer's paradise that is second to none! A newly upgraded outdoor bar and grill area, resort-caliber pool and spa, and sweeping lawn frame breathtaking sunset views over the water. Boasting 6 bedrooms, 6 bathrooms, 3 car garage, and more than 6,000 square feet of living space, this custom estate offers privacy, scale, and unforgettable lakefront views from nearly every room. From the moment you arrive, the chic coastal architecture, circular drive, and sprawling presence command attention. Step inside to dramatic 25-foot ceilings in the living room with a two story stacked stone fireplace and walls of glass that dissolve the boundary between interior luxury and lakefront beauty. An adjacent sun-filled flex room provides tranquil views of Lake Davis, while the completely remodeled chef's kitchen, with its oversized island, custom cabinetry, high end appliances, adjacent indoor bar and generous family room, is designed for both intimate moments as well as large scale entertaining. The main level's thoughtfully designed primary suite offers serene seclusion with a private sitting area, spa-inspired bathroom, and expansive walk-in closet, complemented by a convenient main-floor office. Upstairs, five additional oversized bedrooms, a versatile loft, dedicated gym, and stunning rooftop deck provide space for every lifestyle need. Recent upgrades give you the ultimate peace of mind, including upgraded lighting throughout, a new roof with GAF Golden Pledge 20 year workmanship warranty, three newer A/C units, updated water heater, Hayward pool heater, new dock motor, new sprinkler system with a lake-fed pump, and a transferable Massey termite bond. Minutes from Disney's back gates, top-tier schools, and Windermere's celebrated shopping and dining, yet completely private and serene—this is lakefront living without sacrifice. Your Kelso compound awaits!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
325 MAGNOLIA ST, WINDERMERE, FL 34786
$2,450,00080 Days on yellowkey MLS ID: O6391047
REDUCED by $25,000 (1.0%) on 05/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3975 Built: 1954 Tax: $24,094 (2025)Community: Windermere TownSingle Family
Taxes:$24,094
High School: Olympia High
Middle School: Gotha Middle
Remarks: Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living with walkability to town, and a bike ride to Windermere Elementary. The Town of Windermere has much to offer. Walk to the local park and tennis courts just a few blocks from your home. It’s an easy stroll or bike ride to Main Street—home to local spots like Dixie Cream, Paloma Coffee, Windermere Brewing Company, the Friday farmer’s market, and the newly updated shops and dining on the 500 Block. Inside, the home is both comfortable and thoughtfully updated, with travertine flooring in the main living areas and new luxury vinyl plank in two bedrooms —no carpet. The kitchen features a gas cooktop with vented exhaust, a new Dacor refrigerator and a newer all-in-one convection oven, microwave, and air fryer. The large dining room provides a pleasurable dining experience with lake views. The 4th bedroom/theater room is a flexible space that can be used as a guest bedroom, theatre room, workout room or a game room. It can also work as a large office, playroom, or just a place to sit and relax with views of the lake. The bright open Florida room, equipped with three full glass French doors with side panels, a wet bar and views of your outdoor lakefront oasis, opens up to the pool and overlooks the water, creating an easy space to relax or entertain. A great opportunity to enjoy the convenience of the Butler Chain lifestyle in the heart of Windermere—with no HOA.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Rebekkah Boskovich (321-438-3307)
9960 6TH ST, WINDERMERE, FL 34786
$3,750,0007 Days on yellowkey MLS ID: O6412077
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6182 Built: 2027 Tax: $5,791 (2025)Community: Gotha TownSingle Family
Taxes:$5,791
Elementary School: Thornebrooke Elem
Remarks: Under Construction. Experience unparalleled luxury in this custom-built Davila Homes estate, ideally located in the heart of Windermere. Showcasing the highly sought-after Stanford floor plan, this magnificent residence offers approximately 6,182 square feet of living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Designed for both elegant entertaining and comfortable everyday living, the home features a grand foyer with soaring ceilings, expansive living and family rooms, a private study, and a spectacular gourmet kitchen with an oversized island, walk-in pantry, and premium finishes throughout. The luxurious first-floor owner's retreat serves as a private sanctuary with a spa-inspired bath, oversized walk-in closets, and direct access to the outdoor living areas. Upstairs, you'll find additional en-suite bedrooms surrounding a spacious loft and bonus room, providing the perfect space for family gatherings, a media room, or guest accommodations. Large covered lanais seamlessly blend indoor and outdoor living, creating an ideal setting for entertaining while enjoying Florida's year-round lifestyle. Situated in prestigious Windermere, this exceptional estate combines timeless architecture, thoughtful design, and superior craftsmanship, all within close proximity to top-rated schools, world-class golf, fine dining, shopping, and the Butler Chain of Lakes.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
6102 S HAMPSHIRE CT, WINDERMERE, FL 34786
$2,399,000259 Days on yellowkey MLS ID: O6344907
REDUCED by $100,000 (4.0%) on 05/29/2026
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4810 Built: 2002Monthly Fee: $277 Tax: $17,161 (2024)Community: Keenes PointeSpa: YesSingle Family
Taxes:$17,161
Tax Year: 2024
Remarks: This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living space. Designed with a functional single-story layout, the home features a split floor plan. The primary suite and office are situated on one side for added privacy, while three additional bedroom suites and the laundry room are located on the opposite wing. A double-door entry leads into an open interior with quality finishes throughout, including 8-foot interior doors, custom woodwork, and detailed ceiling designs. The kitchen is equipped with high-end appliances, granite countertops, a spacious breakfast bar, a walk-in pantry, and a built-in desk area. The family room flows naturally into a bonus space that can be used as a media room, playroom, or game room. The primary suite includes a sitting area, a large custom closet, and a well-appointed bathroom with a soaking tub, walk-in shower, and dual vanities. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for comfort and functionality, with heated pool and spa, summer kitchen, and a dedicated pool bathroom. The exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Keene’s Pointe is a gated community with 24-hour staffed security, offering privacy and a well-maintained environment.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jessica Cueva Pa (321-286-6065)
1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
$2,290,00067 Days on yellowkey MLS ID: S5146178
REDUCED by $90,000 (3.8%) on 05/29/2026
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5448 Built: 2019Monthly Fee: $250 Tax: $1,982 (2025)Community: Estancia/WindermereSingle Family
Taxes:$1,982
Remarks: Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas filled with natural light, and high end finishes throughout. The open concept layout is ideal for both everyday living and entertaining, with a gourmet style kitchen, elegant dining spaces, and seamless flow to the outdoor living area. Enjoy Windermere’s signature lifestyle just minutes from top rated schools, charming downtown Windermere, and world class Orlando attractions, including Walt Disney World and Universal Studios. Estancia is a boutique community of luxury homes featuring a private, serene atmosphere with conservation surroundings, while still offering quick access to major highways, shopping, dining, parks, and the Butler Chain of Lakes. This is an outstanding opportunity to own a stylish, fully furnished, move in ready home in one of Windermere’s most desirable neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Catalina Gomez (407-289-9029)
12132 MONTALCINO CIR, WINDERMERE, FL 34786
$3,790,000212 Days on yellowkey MLS ID: O6319854
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $160,000 (4.1%) on 05/13/2026
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 5709 Built: 2016Monthly Fee: $242 Tax: $38,798 (2024)Community: Casa Del Lago RepSingle Family
Taxes:$38,798
Elementary School: Sunset Park Elem
Middle School: Horizon West Middle School
Remarks: Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout. The gourmet kitchen features custom dark cabinetry, quartz countertops, a designer mosaic backsplash, pendant lighting, and top-of-the-line stainless-steel appliances. The primary suite is a serene retreat showcasing peaceful lake views, a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and a custom-designed walk-in closet. This remarkable home also includes a fully equipped theater room, a complete gym setup, multiple TVs, and select designer furniture pieces in the dining room, living room, and office, along with all chandeliers and lighting fixtures. Outdoors, enjoy a resort-style pool, spacious travertine patio, and a private dock with lifts for both a Yamaha boat and Jet Ski, which are included in the sale for your convenience. With its three-car garage, lush landscaping, and proximity to fine dining, golf, and top-rated schools, this residence exemplifies modern sophistication and lakefront elegance in Windermere.
Listing is courtesy of: BELLA VIEW REALTY LLC (407-616-7653)
Listing Agent: Caroline Perotti (407-460-9019)
6315 CLEARMEADOW CT, WINDERMERE, FL 34786
$618,00052 Days on yellowkey MLS ID: O6398505
0 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2077 Built: 2002Monthly Fee: $170 Tax: $3,701 (2024)Community: Glenmuir 48 39Single Family
Taxes:$3,701
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the gated community of Glenmuir in Windermere. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, and the charming downtown areas of Winter Garden and Downtown Windermere, this location offers both luxury and convenience. Tucked away on a quiet cul-de-sac, this freshly painted 3-bedroom, 2-bath home offers 2,077 sq. ft. of move-in ready living space. The open-concept great room features retractable sliding glass doors that lead to a 350 sq. ft. covered and enclosed outdoor retreat, creating the perfect space for relaxing or entertaining. The spacious kitchen includes solid wood cabinetry, quartz countertops (2022), stainless steel appliances, and a new dishwasher (2025), along with a cozy breakfast nook. The primary suite offers a large walk-in closet and a spa-like bath with dual vanities, garden tub, and private water closet. Major upgrades include a brand-new Spanish tile roof (2025), sprinkler system upgrade (2025), hot water heater (2020), A/C (2017), new blown insulation, and new carpet throughout. The extended driveway fits six or more vehicles, ideal for hosting guests. Residents enjoy a beautiful tree-lined community with a park, playground, basketball courts, and convenient access to major highways including Interstate 4 and Florida's Turnpike. A rare opportunity to own a move-in ready home with luxury upgrades, a private cul-de-sac location, and an exceptional outdoor retreat in one of Windermere’s most desirable communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Jessica Otero, Pa (407-780-1663)
1554 LAKE RHEA DR, WINDERMERE, FL 34786
$1,350,00028 Days on yellowkey MLS ID: O6406297
REDUCED by $50,000 (3.6%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3427 Built: 2004Monthly Fee: $241 Tax: $9,102 (2025)Community: Reserve At BelmereSpa: YesSingle Family
Taxes:$9,102
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Price Improvement! Located behind the gates of the prestigious Reserve at Belmere in sought-after Windermere, this exceptional Mediterranean-inspired estate offers a rare blend of timeless architecture, modern luxury and thoughtful custom enhancements. Built in 2004 by the original owners and expanded during construction, the residence offers more than 3,427 square feet of refined living space and over 4,528 total square feet, creating a larger footprint than many comparable homes within the community. Extensively upgraded with more than $250,000 in recent improvements, this meticulously maintained home showcases true pride of ownership. Significant updates completed within the last three years include three new Trane HVAC systems, replacement windows, premium appliances, pool renovations, designer lighting and numerous interior and exterior enhancements. From the moment you enter, soaring 24-foot ceilings and elegant architectural details set the tone. Crown molding, coffered ceilings, engineered hardwood flooring, custom window treatments and a marble wood-burning fireplace create a sophisticated yet inviting atmosphere. Expansive glass sliding doors frame the outdoor living spaces and provide seamless indoor-outdoor flow ideal for everyday living and entertaining. Integrated ceiling speakers and a dedicated executive office further elevate the home’s functionality and lifestyle appeal. The chef’s kitchen has been thoughtfully curated with luxurious quartzite countertops, custom pullout cabinetry with rotating shelving systems and an impressive suite of premium German appliances, including a Miele built-in coffee system, convection oven, dishwasher and refrigerator. A professional-grade 48-inch chef gas range with six burners and a griddle, custom lighting and a built-in three-stage water filtration system complete the space. Privately on the main level, the primary suite offers a tranquil retreat with coffered ceilings, newly installed commercial-grade carpeting, serene pool views and direct patio access. The spa-inspired primary bath is appointed with marble and travertine finishes, a soaking tub, a separate shower and custom walk-in closet built-ins. Upstairs, generously sized secondary bedrooms and a spacious loft overlook the formal living and dining areas below. Designed for elevated outdoor living, the resort-style backyard features a resurfaced saltwater pool and spa, an updated pool heater, decorative fountains, remote-controlled pool systems and multiple entertaining areas surrounded by lush European-inspired landscaping, stone pathways and manicured grounds. Canary palms and mature landscaping create a private, luxurious setting. Additional highlights include a new front entry door, an oversized three-car garage, an upgraded security system, a partial roof replacement and designer chandeliers and lighting throughout. Ideally located in one of Windermere’s premier gated communities, residents of Reserve at Belmere enjoy convenient access to top-rated schools, dining, shopping, golf, major roadways and the area’s renowned luxury lifestyle offerings.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Adam Shuler, Ii (407-949-4495)
11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786
$495,0008 Days on yellowkey MLS ID: O6409301
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1829 Built: 2014Monthly Fee: $85 Tax: $6,641 (2025)Community: Windermere Trls Ph 1CSingle Family
Taxes:$6,641
Elementary School: Bay Lake Elementary
Remarks: Meticulously maintained, this 3-bedroom, 2.5-bathroom two-story home sits in an unbeatable location directly across from Bay Lake Elementary. The first level features a welcoming front porch, an open-concept living area with brand-new LVP flooring, an updated half bath, and a beautifully appointed kitchen boasting stone countertops, a walk-in pantry, and a breakfast bar. Upstairs, a versatile spacious loft leads to two guest bedrooms and a primary suite complete with newly installed carpet, updated bathroom with dual vanities, a tile shower, and a walk-in closet. Big-ticket upgrades offer total peace of mind, including a new roof (2022) and a new hybrid water heater (2025). Windemere Trails community offers excellent amenities and is ideally situated just minutes from Lakeside Village Center and Westside Shoppes (Publix, dining, fitness, and more) and a short drive to Orlando's Theme Parks, World Class Dining, Shopping, and Golf. This low-maintenance home offers exceptional accessibility and turnkey living!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: John Callahan (407-716-3541)
5001 LATROBE DR, WINDERMERE, FL 34786
$3,299,99980 Days on yellowkey MLS ID: O6389183
REDUCED by $200,000 (5.7%) on 05/28/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4417 Built: 1990Monthly Fee: $1,043 Tax: $30,452 (2024)Community: IsleworthSpa: NoSingle Family
Taxes:$30,452
Remarks: One or more photo(s) has been virtually staged. Traditional five-bedroom four and a half bath pool home with an open layout in Isleworth Golf & Country Club. Perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features two primary suites downstairs with private en-suites and large walk-in closets, and three bedrooms upstairs, with one of the upstairs bedrooms having a private ensuite. This home underwent a $400,000 update in 2019. Looking for an open layout with the kitchen overlooking the family room? Look no further! Updated ivory cabinetry, a Viking gas range with a French hood, double islands, and three ovens are ideal for daily meal prep and for hosting get-togethers with friends and family. There is ample seating, perfect for accommodating family and guests, with a formal dining room that flows into a family room with panoramic views overlooking the 6th tee. The family room shares a double-sided fireplace with the living room, which is open to the kitchen and has French doors to the covered, screened-in patio. Enjoy the Florida lifestyle with a large covered travertine patio, summer kitchen, heated pool, and an open-air travertine courtyard overlooking Lake Bessie at sunset. A three-car garage and expansive paver driveway provide ample parking. This is an ideal first home in Isleworth or as a vacation home. This is the perfect size and layout for real, everyday livable luxury in Isleworth. All offers will be considered. Schedule your private showing today.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
6390 SOUTHBRIDGE ST, WINDERMERE, FL 34786
$395,000100 Days on yellowkey MLS ID: O6385153
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1632 Built: 2007Monthly Fee: $249 Tax: $6,073 (2025)Community: Southbridge VillageTownhouse
Taxes:$6,073
Elementary School: Keene Crossing Elementary
Remarks: One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Immaculately maintained from top to bottom, including a NEWER A/C (2023), this 4-bedroom, 2.5-bath townhome in the desirable Southbridge Village community delivers the ideal blend of style and location in the heart of Windermere! Framed by mature landscaping and a WOODED VIEW from the front of the home, the charming CURB APPEAL immediately sets the tone for what awaits inside. Beautiful TILE & ENGINEERED HARDWOOD FLOORS flow throughout the home, complemented by crown molding, tons of natural light, and thoughtfully designed living spaces that feel both warm and functional. The OPEN LIVING & DINING areas create an easy everyday flow, while the spacious kitchen offers ample storage, STAINLESS STEEL APPLIANCES, a tiled backsplash, and a prep ISLAND with additional cabinetry and workspace. Access to the private PAVER PATIO and rear-facing 2-CAR GARAGE adds convenience and easy indoor/outdoor living. The MAIN FLOOR PRIMARY SUITE is perfectly situated for privacy and filled with more natural light, featuring a WALK-IN CLOSET and a well-appointed en-suite bath. Upstairs, a versatile BONUS/LOFT provides additional living space ideal for a media area, playroom, or home office, along with three additional bedrooms and a second full bath. A convenient main floor half bath adds flexibility for guests. Residents of Southbridge Village enjoy access to a COMMUNITY POOL and playground, along with a highly walkable location close to Publix, shopping, dining, golf, and everyday conveniences. With easy access to 429, area theme parks, and local attractions, this move-in ready Windermere townhome is perfectly suited as a primary residence, second home, or solid investment opportunity. Call today, schedule your tour, and discover the possibilities!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
6219 TIROCO WAY, WINDERMERE, FL 34786
$2,600,00089 Days on yellowkey MLS ID: O6387454
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5221 Built: 2014Monthly Fee: $310 Tax: $27,796 (2025)Community: WaterstoneSpa: YesSingle Family
Taxes:$27,796
Remarks: One or more photo(s) has been virtually staged. Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining. The home offers 7 bedrooms, 5½ bathrooms, a media room, loft, dedicated office, storage room, and separate formal living and dining rooms. Elegant design elements throughout include volume ceilings, designer niches, granite countertops, stainless steel appliances, natural gas cooking, washer and dryer, an under-stairs storage closet, security system, and a spacious three-car garage. A convenient Jack-and-Jill bath with double vanity adds functionality for family or guests. The first-floor primary suite is a private retreat featuring a spacious bedroom with a bay window overlooking the pool and two custom walk-in closets. A sitting area between the bedroom and bath provides space for comfortable chairs or a nursery setup. The luxurious primary bathroom includes dual vanities with abundant counter space, a large soaking tub, and an impressive walk-through shower with dual benches and multiple shower heads. The kitchen is ideal for the home chef, showcasing a large center island with additional storage and two pantries. It opens seamlessly to the family room, dinette, and outdoor living area, creating the perfect layout for gatherings and daily living. Step outside to your private backyard oasis featuring a designer custom pool and spa with waterfall and fountain features, elegant travertine decking, and plenty of space for outdoor entertaining. Two sizeable side yards offer additional room for recreation and privacy. Waterstone is a highly sought-after community located on the shores of Lake Butler, offering 24/7 guarded security, scenic walking trails, beautiful stone accents, and distinctive architecture. Residents also enjoy a private gate to Windermere Preparatory School. Conveniently accessing Walt Disney World, one can even watch the Disney fireworks from the community. Also in proximity are area theme parks, excellent shopping and dining, and major highways including State Road 429 and the Florida Turnpike for easy travel to downtown Orlando, Orlando International Airport, and the region’s booming medical corridor.
Listing is courtesy of: MAXLIFE REALTY LLC (321-373-3536)
Listing Agent: Ryan Solberg (407-748-3436)
5199 LATROBE DR, WINDERMERE, FL 34786
$5,300,0009 Days on yellowkey MLS ID: O6409961
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 4665 Built: 1993Monthly Fee: $1,224 Tax: $37,241 (2025)Community: IsleworthSingle Family
Taxes:$37,241
Middle School: Chain of Lakes Middle
Remarks: Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community’s distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated—from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home’s four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings 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)
10624 REAMS RD, WINDERMERE, FL 34786
$475,000288 Days on yellowkey MLS ID: O6338130
REDUCED by $12,000 (2.5%) on 05/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2092 Built: 2014Monthly Fee: $81 Tax: $5,459 (2024)Community: Windermere Trls Ph 1CSingle Family
Taxes:$5,459
Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary suite offers a walk-in closet, dual sink vanity, and walk-in shower, while the upstairs loft provides a versatile space for a playroom, office, or media area. Recent updates include a new A/C (2022) and water heater (2023). Windermere Trails offers fantastic community amenities, including a resort-style pool, playground, picnic areas, and scenic walking trails. Located near top-rated (A+) schools, beautiful parks, and a variety of dining and entertainment options, this home combines comfort, convenience, and lifestyle. Don’t miss this opportunity—schedule your private tour today!
Listing Agent: Jeff Taulbee (407-622-2122)
7327 MILLSTONE ST, WINDERMERE, FL 34786
$459,00059 Days on yellowkey MLS ID: O6397203
REDUCED by $20,000 (4.2%) on 04/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1531 Built: 2007Monthly Fee: $240 Tax: $5,184 (2025)Community: Lake Burden South Ph ITownhouse
Taxes:$5,184
Remarks: A rare find in townhome living in the exclusive Lake Burden community of Windermere — this pristine corner unit sits tucked at the edge of the community, offering exceptional privacy and natural light, with views of beautiful and well-kept gardens. Enjoy morning coffee on the beautiful front porch before stepping inside to soaring ceilings and hardwood floors. The well-appointed kitchen features granite countertops, an island breakfast bar, and stainless steel appliances. The open living and dining area offers a built-in electric fireplace and flows out to a private stone paver patio and rear-entry 2-car garage. All bedrooms are upstairs. Lake Burden offers a pool, clubhouse, tennis courts, walking trails, fishing dock, and more — all minutes from Disney, major highways, and the best of Orlando.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Storm Miller (407-717-0597)
825 OAKDALE ST, WINDERMERE, FL 34786
$792,50059 Days on yellowkey MLS ID: O6396351
5 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1664 Built: 1935 Tax: $9,799 (2025)Community: Windermere TownSingle Family
Taxes:$9,799
Remarks: Under contract-accepting backup offers. Back on the market no fault of the home! ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE. Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events. Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry. A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity. BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.
Listing Agent: Mildred Hershiser (407-758-5263)
9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$879,999117 Days on yellowkey MLS ID: S5143447
REDUCED by $19,991 (2.2%) on 05/28/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3619 Built: 2017 Tax: $488 (2024)Community: Windermere Trls Ph 4BSingle Family
Taxes:$488
Remarks: In the Highly Desirable Windermere Trails community we have this Stunning 5-Bedroom, 4.5-Bathroom. This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQs—offering both comfort and style. The Windermere Trails community offers amazing amenities, including walking trails, dog parks, and playgrounds—designed for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlando’s world-class attractions. Luxury, comfort, and a prime location—all in one place. Move-in ready and waiting for you!
Listing is courtesy of: PRIMUS CRE GROUP (305-988-7978)
Listing Agent: Macarena Jimenez (407-943-4558)
12688 SALOMON COVE DR, WINDERMERE, FL 34786
$879,99035 Days on yellowkey MLS ID: G5111804
REDUCED by $20,000 (2.2%) on 05/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3133 Built: 2018Monthly Fee: $153 Tax: $7,586 (2025)Community: Westside VillageSingle Family
Taxes:$7,586
Remarks: One or more photo(s) has been virtually staged. Step into a home that truly has it all. From the moment you arrive, the curb appeal stands out with its stone-accented elevation, paver driveway, and inviting entry. Inside, you’ll find a thoughtfully designed open floor plan with wood-look tile throughout the main living areas, crown molding throughout the entire home, and a layout that balances everyday comfort with effortless entertaining. The kitchen is the heart of the home, featuring an oversized island, upgraded cabinetry, microwave and oven, under-cabinet lighting, and plenty of space for gathering. It opens seamlessly to the living and dining areas, all overlooking the backyard oasis. The primary suite offers a peaceful retreat with views of the pool, while the spa-style bathroom includes dual vanities, a soaking tub, and a separate shower. A private in-law suite provides flexibility for guests or multi-generational living. Upstairs, a large bonus room wired for surround sound is ready for a home theater or game room. Step outside and you’ll understand what makes this home special. The backyard is fully fenced and designed for entertaining with a custom pool, spa, water features, and multiple seating areas. The covered lanai includes automatic retractable screens, allowing you to enjoy the space year-round. In the evenings, take in Disney fireworks right from your pool or primary bedroom. Additional upgrades include exterior holiday lighting with hundreds of color options, enhanced landscape and pool lighting, a water softener system, and professional storage racks in the garage. This home offers the perfect combination of style, function, and outdoor living in one exceptional property.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
12623 PARK AVE, WINDERMERE, FL 34786
$3,800,00010 Days on yellowkey MLS ID: O6410693
Bed: 5 Bath: 6.0 Gar: 6 Liv Area Sq Ft: 7120 Built: 2023Monthly Fee: $687 Tax: $23,243 (2025)Community: Chaine De LacSingle Family
Taxes:$23,243
Remarks: Experience Unparalleled Luxury in Chaine Du Lac Nestled within the sought- after gated community of Chaine Du Lac, this extraordinary custom estate redefines luxury living. Offering over 7,100 sqft of meticulously crafted living space, this magnificent residence features 5 bedrooms, 5 full bathrooms, and 2 half bathrooms, combining timeless elegance with exceptional craftsmanship in one of Central Florida's most sought-after addresses. A pair of custom wrought-iron front doors welcomes you into a breathtaking foyer highlighted by a dramatic circular dome ceiling and grand architectural details. Porcelain flooring flows throughout the home, while custom barrel ceilings, designer ceiling treatments, extensive tray ceilings, and crown molding showcase the remarkable attention to detail found in every room. Expansive windows fill the residence with natural light, creating a warm and inviting atmosphere throughout. Each of the five bedrooms serves as a private suite, complete with its own luxurious en-suite bathroom and custom walk-in closet. Designer ceilings, elegant trim work, offering comfort, privacy, and sophistication for family and guests alike. Designed for both everyday living and grand-scale entertaining, the chef's kitchen is truly a showpiece. Premium Thermador appliances, a custom hand-hammered copper hood, abundant cabinetry, a spacious walk-in pantry, natural gas, and stunning natural quartzite countertops combine beauty and functionality to create an exceptional culinary experience. The outdoor living spaces are equally impressive, featuring over 7,000 square feet of premium travertine hardscaping, including a grand travertine driveway and expansive rear paver terraces. Covered outdoor living areas on both levels are enhanced by beautiful tongue-and-groove wood ceilings, creating seamless indoor-outdoor living. The expansive upstairs balcony offers the perfect setting to relax, entertain, and enjoy Florida's year-round lifestyle. Car enthusiasts will appreciate the oversized 6-car garage, offering ample space for a prized collection, recreational vehicles, or workshop space. A private executive office has been strategically designed with a direct view into the garage, creating a unique showcase for automotive enthusiasts and allowing your collection to become part of the home's everyday living experience. Entertainment and lifestyle amenities continue throughout the home, including a dedicated theater room, whole-home surround sound system, and a private salon complete with its own half bathroom. A durable and elegant metal roof crowns the residence, while extensive custom millwork and luxury finishes further elevate the home's exceptional quality and craftsmanship. Residents enjoy the prestige and security of a community patrolled by the Windermere Police Department following annexation into the Town of Windermere. Just minutes away, experience the charm of downtown Windermere, where weekly farmers markets, food truck gatherings, boutique shopping, and community events create a lifestyle as inviting as it is exclusive. This extraordinary residence offers a rare combination of architectural excellence, luxury finishes, resort-style outdoor living, and an unmatched location within one of Central Florida's most coveted communities. A true showcase estate designed for those who demand the very best in luxury living. More than a home, it's a masterpiece of luxury living in the coveted Chaine Du Lac.
Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)
Listing Agent: Mohamed Inshan (321-438-5211)
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