Windermere Schools and Nearby Homes for Sale and Rent

Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.

Elementary Schools


Middle Schools

High Schools





Newest Windermere Homes by School

  • 5243 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL - MLS# O6418570

    Olympia High - O6418570 - 5243 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
    Just Added on 06/19/2026 6:45PM

    $25,000 | Single Family Home | 4 beds | 5.5 baths | 3 gar

    Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and modern grand style. With no neighbors on three sides, this stunning home offers a unique combination of privacy mixed with rare golf and water vistas. Home recently underwent a major “spare no expense” remodel by McNally Construction and design by Debby Dearth of McNally Design using the highest quality materials combining the latest designs with timeless Mediterranean architecture. Enter to an impressive foyer and Great Room with soaring 20-foot ceilings above and basket weaved marble and wood flooring below, complemented by wood beams, stone gas fireplace with marble mantle, and shimmering chandeliers. An adjacent cocktail bar next to the dining room is fitted with Cristallo quartzite counters and a temperature-controlled wine cellar that can easily accommodate 700+ bottles of wine. The well-appointed chef’s kitchen is fully equipped with a large center island, custom wood cabinetry, Italian dolomite counter tops, Sub Zero refrigerator, and a Wolf gas range with griddle. Family room and breakfast nook are perfectly sized for everyday entertaining with vaulted ceilings, reclaimed wood floors, and access to the pool patio and summer kitchen cabana. The dramatic first floor primary retreat features picturesque windows and a luxurious spa-like bath complete with chandelier, breakfast bar with Sub Zero fridge, dual vanities, garden tub, glass shower, and French doors to a walled outdoor space. The master closet provides access to a discrete room at the top of a spiral staircase that can be a gym, second study, or hidden Pilates room. Up the main staircase are three additional bedroom suites and a movie theater. An executive office is located on the first floor. Exterior living spaces feature a large covered lanai, heated saltwater pool, full pool bath, summer kitchen with stainless steel grill, sink, beverage refrigerator, custom-built stacked stone outdoor fireplace, and nearly 300 feet of golf frontage. Notable upgrades done in 2023 include a brand new tile roof, replacement of all custom doors and windows, remodeled kitchen, bathrooms with Kohler fixtures, door hardware, cocktail bar, flooring, Control 4 smart house features for lighting, electric shades, cameras, HVAC, pool equipment, garage doors, locks, built-in sound system, pool resurface, new pool heater, landscaping, complete interior and exterior paint, and exterior gray pavers. Home is built with concrete construction on both first and second floors. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living. Also available for sale.

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 12113 VIA CASELLI LN, WINDERMERE, FL - MLS# O6418296

    Windermere High School - O6418296 - 12113 VIA CASELLI LN, WINDERMERE, FL 34786
    Just Added on 06/19/2026 5:07PM

    $3,000 | Townhouse | 4 beds | 3.0 baths | 2 gar

    Beautiful 4 bedroom 3 bathroom town-home. This townhome is 1736 square feet of living space, two car garage with opener, first floor guest room and bathroom, and boasts a large living room/kitchen/dining space. The open concept kitchen is bright with natural light and features granite quartz counter countertops, tile flooring throughout, and 42-inch finished cabinets. This kitchen gives you a full sight line through the dining room and living room. There are three additional bedrooms upstairs with double sink in master bathroom and closet system with and additional closet for extra storage. Laundry room upstairs for convenience, with stackable regular LG washer and dryer, and bonus recreational area/loft space. Amenities include a community pool, cabana and a playground. Zoned for Bay Lake Elementary, Horizon West Middle and Windermere High! Come and see this gorgeous townhome in the much desired area of SW Orlando.

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    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 11933 WATER RUN ALY, WINDERMERE, FL - MLS# O6418423

    Windermere High School - O6418423 - 11933 WATER RUN ALY, WINDERMERE, FL 34786
    Just Added on 06/19/2026 3:54PM

    $414,000 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Charming Townhome in the Heart of Windermere's Ashlin Park Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome in the highly sought-after Ashlin Park community of Windermere. Ideally located directly across from Horizon West Middle School and just steps from the community playground, this home offers the perfect blend of comfort, style, and convenience. Step inside to an open-concept floor plan filled with natural light, ideal for both everyday living. The kitchen seamlessly flows into the dining and living areas, creating a warm and inviting atmosphere. Recent upgrades make this home truly move-in ready, including a brand-new A/C system installed in 2026, all-new flooring is being installed throughout, and the exterior has been freshly painted. Between the townhome and the detached two-car garage, you'll find a private courtyard patio, providing the perfect outdoor space for morning coffee, grilling, entertaining, or simply relaxing. Upstairs, the spacious primary suite features a large walk-in closet and private en-suite bath. Two additional bedrooms and a full bath complete the second floor. The detached two-car garage offers ample parking and storage, while the beautifully landscaped community is perfect for evening walks and bike rides. Just a short stroll to Westside Shoppes at Windermere, you'll enjoy easy access to restaurants, shopping, and everyday conveniences. Don't miss the opportunity to enjoy maintenance-free living in one of Windermere's most desirable communities as a place to call home or for your next investment opportunity!

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    Listing is courtesy of: CORCORAN PREMIER REALTY

  • 7211 STILL POND LN, WINDERMERE, FL - MLS# O6418089

    Windermere High School - O6418089 - 7211 STILL POND LN, WINDERMERE, FL 34786
    Just Added on 06/19/2026 12:17PM

    $765,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to this stunning FORMER MODEL HOME in the sought-after ASLIN PARK, a community in the heart of WINDERMERE. This former CUSTOM CARLISLE model was designed and built by renowned ASHTON HOMES. Perfectly positioned on a premium corner lot with not rear neighbor and pond view, located in one of Windermere desired subdivision. This exceptional former model home blends timeless architecture, upscale finishes, and a thoughtfully designed floor plan tailored for both refined entertaining and comfortable everyday living. Surrounded by tranquil lakes, beautifully manicured streets, and a picturesque neighborhood setting, the home offers an impressive sense of arrival, beginning with its inviting covered front porch and attractive curb appeal. Inside, a welcoming foyer introduces gracious formal living and dining spaces that create an elegant backdrop for gatherings, celebrations, or quiet evenings at home. Just beyond, the sunlit family room serves as the heart of the residence, featuring soaring 20-foot wood ceilings that add warmth, character, and dramatic visual impact while seamlessly connecting to the gourmet kitchen. Designed with both beauty and functionality in mind, the kitchen is appointed with an expansive quartz island with double sinks, premium stainless-steel appliances, abundant custom cabinetry, generous workspace, and convenient access to the powder room and attached two-car garage, making daily routines and entertaining effortless. A striking wood staircase with an iron handrail enhances the home’s architectural appeal and leads to the second level, where the layout continues to provide comfort, privacy, and versatility for a variety of living needs. The private primary suite serves as a relaxing retreat, complete with a custom walk-in closet and a spa-inspired bath featuring dual sinks and a separate shower. Two well-appointed secondary bedrooms share a spacious Jack & Jill bathroom with a garden tub, while the junior suite offers its own private full bath with a walk-in shower, ideal for guests, multigenerational living, or anyone seeking additional privacy. A flexible bonus room provides space for a media room, playroom, office, or lounge, and the centrally located laundry room adds everyday convenience. Outdoors, the peaceful backyard extends the living space with a private tree-lined deck that creates a serene setting for al-Fresco dining, weekend entertaining, or unwinding in the shade after a long day. Spanning 3,161 square feet, the residence is enriched with upscale details throughout, including quartz countertops, generous walk-in closets, refined interior finishes, and a wired security system that adds peace of mind. An attached private Studio further enhances the home’s versatility, offering a comfortable and separate space for extended family, In-Laws, long-term guests, or roommates, with its own distinct access through the main entrance while remaining connected to the property. Beyond the home itself, residents enjoy access to top-rated schools and an impressive selection of community amenities, including a resort-style pool, clubhouse, playgrounds, and scenic walking and biking trails that wind around picturesque ponds and lakes, creating a lifestyle that is as desirable as the home itself. Just few miles to Disney Spring and amusement attractions. Don't miss the opportunity to own this gem perfectly located in the desired Ashlin Park community!!

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    Listing is courtesy of: PREFERRED REAL ESTATE BROKERS

  • 14506 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL - MLS# O6417034

    Windermere High School - O6417034 - 14506 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786
    Just Added on 06/19/2026 10:01AM

    $410,000 | Townhouse | 4 beds | 2.5 baths | 2 gar

    Virtually Staged. Welcome to this 4 bedroom, 2.5 bathroom townhome in the highly sought after area of Windermere and Horizon West! ROOF 2022, WATER HEATER 2025, HVAC 2022, WINDOWS 2024! Be wowed by the location immediately upon driving up to the home where views of conservation as well as the convenience of a A-rated elementary school, playground, dog park, and dining options are just steps away. Head inside and admire the crown molding showcased in the living room and dining room. Continue into the kitchen that overlooks the private back patio. The primary suite is on the first floor and offers a large walk-in closet and en suite bathroom with a garden tub/shower combination. The laundry closet is downstairs for convenience as well as the half bathroom for day guests. Head upstairs to let your spatial needs be satisfied in the loft, 3 remaining bedrooms, and full bathroom. The community of Summerport is loaded with amenities including a community pool, playgrounds, dog parks, dock, fitness center, sports courts, and the HOA maintains the landscaping, roof replacements, and exterior painting. Why choose between space, convenience, and lifestyle when you can have all three? Inquire today to make this gem your own!

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    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES

  • 11820 WATERSTONE LOOP DR, WINDERMERE, FL - MLS# O6396187

    Windermere High School - O6396187 - 11820 WATERSTONE LOOP DR, WINDERMERE, FL 34786
    1 Day on yellowkey

    $6,990 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to this beautifully maintained single-story home located in the highly sought-after Waterstone community in Windermere. Offering 4 bedrooms and 3 full bathrooms, this residence combines comfort, functionality, and elegant living in a prime Central Florida location. The spacious floor plan features a large living room with a cozy fireplace, a centrally located dining area, and an open-concept kitchen designed for both everyday living and entertaining. The kitchen offers expansive counter space, abundant cabinetry, and a hidden walk-in pantry for added convenience and storage. Privately situated on the south side of the home, the primary suite features large sliding glass doors leading directly to the pool deck and cabana, creating a true retreat atmosphere. The luxurious primary bathroom complements the space perfectly. The second bedroom includes its own private full bath, while bedrooms three and four share an additional full bathroom. Every bedroom is generously sized and includes ample walk-in closet space. Additional highlights include an inside laundry room conveniently located near the kitchen and direct access to the oversized two-car garage. Step outside to your own private oasis. Fully walled and screened for maximum privacy, the pool and outdoor entertaining area provide the perfect setting for relaxing or hosting guests year-round. The home has been meticulously cared for, with regular maintenance and servicing of all appliances, systems, lawn care, and pool maintenance. Residents of Waterstone enjoy the peace of mind of a 24-hour guard-gated community, ideally located along Winter Garden-Vineland Road with convenient access to major highways, premier shopping, dining, and entertainment. Downtown Orlando is approximately 25 minutes away, Orlando International Airport (MCO) is just 35 minutes away, and world-famous theme parks along with Restaurant Row on Sand Lake Road are all within a 20-minute drive. Don't miss this opportunity!

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    Listing is courtesy of: BHHS FLORIDA REALTY

  • 6363 SEDONA LEAF CT, WINDERMERE, FL - MLS# O6416993

    Windermere High School - O6416993 - 6363 SEDONA LEAF CT, WINDERMERE, FL 34786
    1 Day on yellowkey

    $749,900 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Virtually Staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home tucked away on a quiet cul-de-sac in the highly desirable Eden Isle community of Windermere. Offering 2,665 square feet of thoughtfully designed living space on an oversized .32-acre lot, this home combines comfort, functionality, and an unbeatable location. Step inside to discover a light and inviting floor plan featuring high ceilings, crown molding, tray ceilings, spacious living and family rooms, and a seamless flow that's perfect for both everyday living and entertaining. The kitchen is the heart of the home, complete with solid wood cabinetry, ample prep space, and an open layout overlooking the family room. The spacious primary suite offers a peaceful retreat with a walk-in closet and an oversized en-suite bath, while three additional bedrooms and two full bathrooms provide plenty of room for family, guests, or a home office. Major updates provide peace of mind, including a new HVAC system, new water heater, and fresh interior paint, making this home truly move-in ready. Outside, enjoy the privacy of a large lot with plenty of room to relax, play, or create your dream outdoor oasis. Residents of Eden Isle enjoy access to a private boat ramp on beautiful Lake Speer, offering boating, fishing, and waterfront recreation just moments from home. Located in one of Windermere's most sought-after areas, you'll love being close to top-rated schools, shopping, dining, theme parks, major roadways, and everything that makes the Windermere lifestyle so desirable. Don't miss this opportunity to own a move-in-ready home in a fantastic location with private lake access and timeless appeal.

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    Listing is courtesy of: RE/MAX 200 REALTY

  • 12219 JOSHUA TREE TRL, WINDERMERE, FL - MLS# O6412560

    Windermere High School - O6412560 - 12219 JOSHUA TREE TRL, WINDERMERE, FL 34786
    1 Day on yellowkey

    $2,950 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Welcome to this beautiful single-family home located in the highly sought-after Windermere Trails community. This well-maintained home features 3 bedrooms, 2.5 bathrooms, a spacious loft, and an attached 2-car garage, offering the perfect combination of comfort and functionality. The open-concept floor plan showcases a modern kitchen with granite countertops, stainless steel appliances, solid wood cabinetry, and plenty of space for cooking and entertaining. The energy-efficient design helps keep utility costs low while providing comfortable year-round living. Upstairs, the versatile loft has the perfect space for a home office, media room, playroom, or additional living area. The spacious primary suite provides a private retreat, while the additional bedrooms has flexibility for family and guests. Conveniently located near Disney, major highways, shopping, dining, and top-rated schools including Bay Lake Elementary, Horizon West Middle School, and Windermere High School. Lease terms: 12-month minimum. Deposit required. Rental Insurance Required. Application fee $75 each adult . No short-term rentals. Small pets may be considered with owner approval and applicable fees. Don’t miss the opportunity to live in one of Windermere’s most desirable communities. Schedule your private showing today!

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 7468 FAIRGROVE AVE, WINDERMERE, FL - MLS# O6418047

    Windermere High School - O6418047 - 7468 FAIRGROVE AVE, WINDERMERE, FL 34786
    1 Day on yellowkey

    $3,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    ***POND VIEW***Available early July***. Move into this lovely POND VIEW home in the quiet Windermere Sound neighborhood. 3 bedrooms and 2 bathrooms. The front living room can be used as an office/den. Beautiful kitchen with granite countertop, SS appliances, 42' cabinets, and pull-out drawers in the lower cabinets. All common areas have ceramic tile, and the bedrooms have carpet. The screened-in porch is great for enjoying the lovely pond view, sunsets, and Disney fireworks. A-rated schools. Close to shopping, amusement parks, and highways. ******Tenant needs to verify all room sizes and schools. Evaluation criteria for prospective tenants: - No Evictions - No Sex Offenders - Credit score minimum 630 - Income to rent 3 times minimum - 1 small pet may be considered

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    Listing is courtesy of: SHINING OAK REALTY

  • 11413 CAMDEN PARK DR, WINDERMERE, FL - MLS# O6417791

    Windermere High School - O6417791 - 11413 CAMDEN PARK DR, WINDERMERE, FL 34786
    2 Days on yellowkey

    $1,395,000 | Single Family Home | 5 beds | 3.5 baths | 3 gar

    Under contract-accepting backup offers. Keene’s Pointe - RARE FIND – Beautiful 5BR/3.5 BATH Residence has above garage apartment with spacious bedroom, great room with home theatre wall, upgraded kitchen, full bath and laundry room! This awesome flex space would make a great in-law suite, family recreation room and or separate office! As you enter the Main-Two-Story-House through lovely covered porch that overlooks the Camden River, you will step into an open airy living room/dining room combination on your left and tucked away on the right side of this space is a huge primary retreat and bath with oversized closet. Stepping through the open living space you will be drawn toward the back of the house where you find the kitchen/family room combination which is another great open space that interfaces with the pool & lanai through sliding glass doors! There is a laundry room off the kitchen, breakfast nook with pool views and half bath with direct pool access. Gorgeous blue mosaic tiled heated saltwater pool pops against the privacy fence and lush green landscaping all set off by upgraded travertine paver deck, newer pool equipment and a covered dining area off the kitchen. Upstairs on the second floor of the main house you will find 3 Bedrooms, a bonus room and 1 Full Bath with double vanity. Any of these bedrooms would make a great study room, and the bonus room is a perfect flex space for another office, play area or TV lounge. Main House connects easily to the attached in-law suite that is located above the 3 Car rear entry garage. One single flight of stairs is easily managed to access the studio suite, and it could also be fitted with an elevator chair! So many possibilities! This homesite is a premium location in the quiet enclave of Camden, overlooking the water and enjoys a serene park right around the corner. Nearby Camden Commons has a playground and an additional green space for playing frisbee or hosting community gatherings such as seasonal festivities (Easter Egg hunts, Octoberfest), and occasionally a Food Truck Night! Home has NEW ROOF 2022, INTERIOR & EXTERIOR PAINT 2022, TWO NEW ACs 2022 & 2025, NEW TANKLESS WATER HEATER 2024. See MLS attachments for list of further upgrades and recent updates on this impressive residence.

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    Listing is courtesy of: KEENE'S POINTE REALTY

  • 8832 DANFORTH DR, WINDERMERE, FL - MLS# O6417713

    Windermere High School - O6417713 - 8832 DANFORTH DR, WINDERMERE, FL 34786
    2 Days on yellowkey

    $2,650 | Townhouse | 3 beds | 2.5 baths | 2 gar

    This 3-bedroom, 2.5-bath corner townhome in Lakes of Windermere is available in July. This two-story home features a rear-entry 2-car garage, wood-look tile on the first floor, and carpeted bedrooms on the second floor. The spacious open floor plan and stainless steel kitchen appliances create an inviting living space. The 2nd floor laundry facility located next to the bedrooms makes laundry a breeze. Enjoy a fenced, enclosed rear patio (tenant-maintained) and HOA-provided lawn service for the front and side yard. Community pool access and corner-unit placement add to the appeal. The tenant must carry renters insurance with a minimum $100K liability coverage. When approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. **RESIDENTS BENEFIT PACKAGE Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application. Features: Community Pool, Corner Unit, Carpeted Bedrooms, Fence Enclosed Rear Patio, Spacious Floor Plan, Carpeted 2nd Floor, Rear Entry Garage, Bedrooms on 2nd Floor, Stainless Steel Kitchen Appliances, Wood Look Tiled First Floor, HOA Provides Lawn Service to front and side yard, Tenant is responsible to maintain the fenced enclosed yard

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    Listing is courtesy of: CT HOMES REALTY CORPORATION

  • 8744 DANFORTH DR, WINDERMERE, FL - MLS# O6414301

    West Orange High - O6414301 - 8744 DANFORTH DR, WINDERMERE, FL 34786
    2 Days on yellowkey

    $350,000 | Townhouse | 2 beds | 2.5 baths | 2 gar

    **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 8744 Danforth Drive in Windermere, a FRESHLY UPDATED 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, and a functional layout designed for comfortable everyday living. EVERY BEDROOM FEATURES ITS OWN EN-SUITE FULL BATHROOM, providing maximum privacy and convenience for residents, guests, or work-from-home needs. Inside, the main level flows effortlessly between the living, dining, and kitchen areas, with a half bath conveniently serving the common spaces. The home received a FRESH INTERIOR PAINT JOB in 2026 and BRAND NEW FLOORING on the stairs and upper level in 2026, giving it a crisp, move-in ready feel throughout. The primary suite features a RECENTLY UPDATED WALK-IN SHOWER, adding a modern touch to your daily routine. Step outside to your OWN PRIVATE BACKYARD, a rare and UNIQUE feature amongst townhomes, offering a dedicated green space to relax, garden, entertain, or make entirely your own. The backyard is also home to a MATURE GUAVA TREE, providing fresh fruit and a charming touch for those who appreciate outdoor living. Parking is a breeze with a PRIVATE 2-CAR GARAGE tucked in the rear, plus ADDITIONAL OPEN STREET PARKING right in front of the home. The community delivers resort-style living with a POOL, PLAYGROUND, CLUBHOUSE, and ample walking space, and the HOA covers exterior maintenance so you can enjoy your home stress-free. The neighborhood stays lively year-round with food truck events and holiday celebrations that bring the community together, making this a truly FAMILY-FRIENDLY place to call home. And the location? UNBEATABLE, just MINUTES FROM DISNEY with fireworks visible right from the home, plus easy access to Winter Garden, Horizon West, shopping, dining, parks, schools, and all of greater Orlando.

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    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS

  • 9061 RON DEN LN, WINDERMERE, FL - MLS# O6417446

    Olympia High - O6417446 - 9061 RON DEN LN, WINDERMERE, FL 34786
    2 Days on yellowkey

    $6,900,000 | Single Family Home | 5 beds | 6.0 baths | 4 gar

    A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere. Positioned on the prestigious Butler Chain of Lakes, this stunning residence offers 5 bedrooms, 5 full baths, 2 half baths, and a private elevator, seamlessly blending sophisticated design with effortless lakefront living. Constructed to Miami coastal specifications, the home was engineered with exceptional attention to quality, durability, and structural integrity while maintaining its striking modern aesthetic. Floor-to-ceiling glass walls frame breathtaking water views and flood the home with natural light, while soaring ceilings and open-concept living spaces create a dramatic yet inviting atmosphere. Every detail has been thoughtfully curated, from the designer finishes and statement lighting to the seamless integration of indoor and outdoor spaces. Luxury wellness amenities, including a steam shower, further enhance the home's resort-inspired appeal. The outdoor living experience is equally impressive, featuring a spectacular pool, expansive covered entertaining areas, and a fully equipped outdoor kitchen designed for gatherings both intimate and grand. Above it all, the rooftop terrace offers panoramic views of Lake Down and the surrounding landscape, creating the perfect setting for morning coffee, sunset cocktails, or evenings under the stars. As night falls, enjoy a truly magical experience as Disney fireworks illuminate the horizon from the comfort of your private rooftop retreat. Whether spending the day on the Butler Chain, entertaining guests poolside, or relaxing while taking in the waterfront views, this residence delivers an unparalleled lifestyle defined by elegance, comfort, and connection to the water. Ideally located just minutes from Restaurant Row, Downtown Orlando, the Mall at Millenia, Disney, Universal Studios, Orlando International Airport, and major thoroughfares including SR-408, this exceptional property combines the serenity of premier lakefront living with unmatched convenience. From sunrise over Lake Down to Disney fireworks dancing across the night sky, this is a home designed to inspire, impress, and elevate everyday living.

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    Listing is courtesy of: CORCORAN PREMIER REALTY

  • 8463 TIBET BUTLER DR, WINDERMERE, FL - MLS# O6417589

    Windermere High School - O6417589 - 8463 TIBET BUTLER DR, WINDERMERE, FL 34786
    2 Days on yellowkey

    $1,399,000 | Single Family Home | 4 beds | 5.0 baths | 3 gar

    Keene's Pointe gated/24-hour attended home featuring 4 bedrooms, 4 full/2 half baths, formal living and dining rooms, loft/office, and bonus/game room. This spacious home has low maintenance laminate flooring throughout. The primary suite is on the first floor with access to the lanai, walk-in closet with customized shelving and bath with tub, shower and two vanities. The kitchen and family room are centered in the home with multiple doors to the lanai. The family room has a two-story ceiling with gas fireplace and built-ins. Upstairs you will find a loft with built-in cabinetry that can also be a study, bonus/game room over the garage with full bath and three additional bedrooms (one is an en-suite and the other two share a hall bath). The back yard is spacious and has a large pool/spa with fencing, separate half pool bath, and covered lanai. There is also a three car garage large enough to house a golf cart. Shallow well for irrigation, built-in closet shelving, newer roof, AC units, gas water heater, and gutters are just some of the great features of this home. Discover all this community has to offer, including The Golden Bear Club, a private 18-hole golf course designed by Jack Nicklaus offering golf, tennis, swimming, dining and clubhouse. Located close to shopping, dining, expressways and top-rated public and private schools, this home is perfect as a primary home or vacation home. Call today for you private viewing.

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    Listing is courtesy of: SOUTHERN REALTY GROUP LLC

  • 5741 OXFORD MOOR BLVD, WINDERMERE, FL - MLS# O6416690

    Windermere High School - O6416690 - 5741 OXFORD MOOR BLVD, WINDERMERE, FL 34786
    2 Days on yellowkey

    $1,550,000 | Single Family Home | 6 beds | 4.5 baths | 3 gar

    Welcome to an exceptional residence in the prestlgious gated community of Oxford Moor, where timeless elegance meets modern comfort. This impressive 6-bedroom, 4.5-bathroom estate offers over-the-top space for both refined living and effortless entertaining, complete with a spacious 3-car garage and an expansive, thoughtfully designed floor plan. From the moment you enter, you’ll appreciate the home’s grand scale, abundant natural light, and inviting living spaces designed to accommodate both intimate gatherings and large celebrations. The luxurious primary suite and generously sized secondary bedrooms provide comfort and privacy for family and guests alike. Step outside to your private resort-style oasis, featuring a beautifully redesigned pool and spa completely renovated in 2025, creating the perfect backdrop for relaxation and outdoor entertaining. Meticulously maintained and extensively updated, this home offers exceptional peace of mind with both HVAC systems replaced in 2020, fresh interior and exterior paint completed in 2022, a new water heater installed in 2023, and both the well pump and pool pump replaced in 2026. Perfectly positioned in one of Windermere’s most coveted communities, Oxford Moor offers a serene setting while remaining just minutes from top-rated schools, upscale shopping, fine dining, championship golf, major roadways, and Central Florida’s renowned attractions. A rare opportunity to own a beautifully updated luxury residence that seamlessly combines sophistication, comfort, and enduring value. Experience the lifestyle you deserve—schedule your private tour today.

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL - MLS# O6417680

    Windermere High School - O6417680 - 12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786
    2 Days on yellowkey

    $950,000 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    Virtually Staged. Enjoy the best of Central Florida living in a highly sought-after neighborhood, just minutes from local schools, shopping, great restaurants, and magic of Disney. This 5-bedroom, 4.5-bathroom pool home is clean, well-maintained, and ready for move-in, featuring a freshly painted interior along with a newly painted exterior stucco, patio, and doors. THE FIRST FLOOR Walking in from the two-car garage and paver driveway, the covered front porch opens into a bright floorplan with high ceilings and tile floors. Right off the entrance is a formal sitting room that works perfectly as a quiet reading nook or music space. Down the hall, there's a convenient half-bath and a coat closet, leading into a large formal dining room made for family dinners. The kitchen connects right to the family room and comes with a large island and breakfast bar, plenty of counter and cabinet space, a big pantry, stainless steel appliances, recessed lighting, and a hidden back scullery. Tucked away at the back of the main floor is a guest bedroom and full bath, which is great for a mother-in-law suite or a playroom. THE SECOND FLOOR Upstairs, a large loft gives you a flexible second living area or media space. The laundry room is also on this level, making laundry a lot easier. The primary suite is set apart for privacy and includes separate individual vanities, a soaking tub, a glass shower, and a walk-in closet big enough to be a small room on its own. On the left side of the house, bedrooms 3 and 4 share a Jack-and-Jill bathroom. Across the way, bedroom 5 sits directly next to the home's fourth full bath. OUTDOOR LIVING Out back, the home looks out over a quiet pond. The covered, screened patio leads to a heated pool, giving you a great spot to hang out during the day and watch the nightly Disney fireworks from your own backyard

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    Listing is courtesy of: BEYCOME OF FLORIDA LLC

  • 12357 VIA DERNA PL, WINDERMERE, FL - MLS# O6417519

    Windermere High School - O6417519 - 12357 VIA DERNA PL, WINDERMERE, FL 34786
    3 Days on yellowkey

    $430,000 | Townhouse | 3 beds | 2.5 baths | 2 gar

    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!

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    Listing is courtesy of: SUNNY 365 REALTY GROUP

  • 11051 CONISTON WAY, WINDERMERE, FL - MLS# O6416977

    Windermere High School - O6416977 - 11051 CONISTON WAY, WINDERMERE, FL 34786
    3 Days on yellowkey

    $13,000 | Single Family Home | 5 beds | 5.5 baths | 3 gar

    A rare opportunity to lease a furnished executive estate in the prestigious guard-gated community of Lake Butler Sound. Perfect for corporate relocations, executive families, or those building, renovating, or transitioning between homes, this turnkey residence offers flexible lease terms in one of Windermere's most sought-after communities. Thoughtfully designed for comfortable everyday living and entertaining, the home features a gourmet chef's kitchen with premium appliances, a spacious first-floor primary suite, executive office, game room with full bar, private theater, and an expansive outdoor living area complete with a resort-style pool, spa, fireplace, and summer kitchen. Conveniently located within an exceptional school district and less than 10 minutes from Windermere Preparatory School, the home provides unmatched convenience with proximity to major business centers, leading hospitals, world-renowned golf, upscale dining, shopping, major expressways, and Orlando's premier attractions. This exceptional move-in ready residence offers the privacy, security, and resort-style lifestyle discerning tenants expect. Private tours available by appointment.

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    Listing is courtesy of: THE SIMON SIMAAN GROUP

  • 7906 JAILENE DR, WINDERMERE, FL - MLS# O6416776

    West Orange High - O6416776 - 7906 JAILENE DR, WINDERMERE, FL 34786
    3 Days on yellowkey

    $724,900 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    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!

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    Listing is courtesy of: ARMEL REAL ESTATE INC

  • 11539 LAKE BUTLER BLVD, WINDERMERE, FL - MLS# O6416913

    Olympia High - O6416913 - 11539 LAKE BUTLER BLVD, WINDERMERE, FL 34786
    4 Days on yellowkey

    $3,800,000 | Single Family Home | 5 beds | 5.0 baths | 4 gar

    Welcome to this spectacular 5-bedroom, 5-bathroom custom home offering over 8,000 square feet of thoughtfully designed luxury living—spared no expense and crafted to perfection. Nestled on a sprawling acre-plus level lot, this residence redefines your Florida lifestyle with elegance and comfort. Step inside to discover more than 5,000 heated square feet filled with spacious rooms adorned with wide plank wood flooring, tongue & groove ceilings, and exposed timber beams that create a warm, inviting atmosphere. The impressive 1st floor primary suite features a huge closet offering ultimate storage and style. Guests will enjoy complete privacy in the generously sized 1st floor guest suite. The gourmet kitchen is a chef’s dream, having Natural Gas & equipped with high-end Thermador appliances and crowned by stunning quartz countertops—perfect for preparing meals or entertaining. Step outside to the fully appointed summer kitchen and enjoy the screen-enclosed swimming pool on your expansive wrap-around porch, enhanced by elegant stacked stone columns. Car enthusiasts and hobbyists will appreciate the oversized 42 x 30 - 4 car garage with 10-foot tall doors, providing ample space for all your toys and vehicles. Additional modern comforts include natural gas for efficiency and convenience throughout the home. Laundry Rooms on each Floor - Located on the most sought-after street in Windermere, this masterpiece offers privacy, style, and unparalleled craftsmanship. Truly, this is everyone’s dream home—ready for you to create lasting memories.

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    Listing is courtesy of: VINTAGE REALTY GROUP LLC

  • 4205 BLUE MAJOR DR, WINDERMERE, FL - MLS# O6417184

    Windermere High School - O6417184 - 4205 BLUE MAJOR DR, WINDERMERE, FL 34786
    4 Days on yellowkey

    $2,700 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    This single story property in the popular community of Summerport is ready for new tenants, the tiles have just been professionally steam cleaned throughout and there is no carpet in the property, house was painted recently and new laminate flooring added to the bedrooms. The property benefits from a screened porch on the rear with an extended driveway that has recently been pressure washed. Easy access to the new town of Hamlin, great schools and shopping

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    Listing is courtesy of: WENDY MORRIS REALTY

  • 1757 GLENWICK DR, WINDERMERE, FL - MLS# O6415455

    West Orange High - O6415455 - 1757 GLENWICK DR, WINDERMERE, FL 34786
    4 Days on yellowkey

    $899,990 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Behind the 24-hour guard gates of Reserve at Belmere, situated on an oversized, corner lot, this beautifully updated, single-story, pool home stands out for all the right reasons, including a stunning, new $128,000 tile roof! At the heart of the home, a beautifully renovated kitchen anchors the living spaces, offering a stylish and inviting setting for everything from casual family dinners to entertaining guests. Featuring double ovens, a gas cooktop and sleek, white quartz counters, this is truly a chef’s kitchen. Thoughtful updates continue with renovated bathrooms, updated light fixtures and a freshly painted interior, while the well-designed floor plan provides the comfort, functionality, and ease of living today’s homeowners are seeking. Through your accordion, sliding glass doors, step outside to your private, screened-in pool with newer screens, and enjoy Florida living year-round. A long driveway leads to a side-entry, three-car garage, offering flexible parking options and enhanced curb appeal while upgrading the home’s overall desirability. No expense was spared on the complete re-roof in November of 2025, including adding a double-layer fascia. Beyond the home itself, Reserve at Belmere offers an exceptional lifestyle with 24-hour guard-gated security, tennis courts, basketball courts, beach volleyball, a fitness center and scenic lakefront amenities, including a community fishing dock. Residents enjoy the perfect balance of privacy and convenience, living just minutes from Winter Garden Village, Restaurant Row, downtown Orlando, Disney, Universal Orlando, shopping, dining, major medical facilities, and easy access to the 408, 429, and Florida Turnpike. Zoned for highly regarded Lake Whitney Elementary School, located just outside the back gates, and a short, bike ride away from the farmer's markets and food truck Fridays in downtown Windermere, this home combines meaningful updates with major recent improvements, all in one of Windermere’s most desirable locations. Schedule your showing of this stunning home today!

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 12355 LANGSTAFF DR, WINDERMERE, FL - MLS# S5151954

    Windermere High School - S5151954 - 12355 LANGSTAFF DR, WINDERMERE, FL 34786
    4 Days on yellowkey

    $2,700 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Spectacular Townhome located in the Lake Reams Townhomes Community in Windermere, FL. Picture this, being minutes away from Walt Disney World and all of their theme parks, fashionable shopping and exceptional restaurants and also having convenient access to all major roadways, you can make this a reality! This townhome includes 3 bedrooms and 2.5 bathrooms with an open floor plan with spacious living area perfect for entertaining! The master bedroom includes a walk in closet and private bathroom! Enjoy the charming outdoor patio area all year round, this area also connects and grants access to the 2-car garage! Call your realtor today, you won't want to miss this home!

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    Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC

  • 6648 HELSTON LN, WINDERMERE, FL - MLS# O6413354

    Windermere High School - O6413354 - 6648 HELSTON LN, WINDERMERE, FL 34786
    4 Days on yellowkey

    $665,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Beautiful two-story residence offering 4 bedrooms and 3.5 bathrooms, plus an upstairs multi purpose bonus room with full bathroom, that can easily be converted into a 5th bedroom, perfectly positioned on an oversized lot in the highly desirable Lakes of Windermere community. This home combines comfort, space, and an exceptional Florida lifestyle in one of the area’s most sought-after neighborhoods.A welcoming front porch leads into a bright and spacious open-concept layout featuring formal living and dining areas, along with a generous family room designed for both everyday living and entertaining. The kitchen serves as the heart of the home, showcasing a large center island, breakfast bar, breakfast nook, recessed lighting, 42” dark mahogany cabinetry, solid surface countertops, designer tile backsplash, and a convenient butler’s pantry for added storage and functionality. The primary suite offers a peaceful retreat with a tray ceiling, expansive walk-in closet, dual sink vanity, and a relaxing garden tub. Secondary bedrooms are well-sized and thoughtfully positioned, complemented by a versatile upstairs bonus room ideal for a media room, office, or additional living space. Major improvements include a brand-new roof installed in August 2024, along with HVAC updates (upstairs unit replaced in 2016 and downstairs unit in 2017), providing added value and peace of mind.Enjoy outdoor living with covered front and rear porches, offering great space to relax and enjoy the surrounding neighborhood atmosphere (rear porch is not screened/enclosed). Lakes of Windermere is a beautifully maintained master-planned community known for its mature landscaping, scenic surroundings near Lake Sawyer, and exceptional amenities including a clubhouse, resort-style pool, tennis courts, basketball courts, soccer field, beach volleyball, and fishing pier. Ideally located in one of Central Florida’s most desirable areas, with access to top-rated schools, nearby shopping centers, dining options, parks, and major roadways, and just a short drive to world-famous attractions.

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    Listing is courtesy of: SUNNY 365 REALTY GROUP

  • 11234 RAPALLO LN, WINDERMERE, FL - MLS# O6416987

    West Orange High - O6416987 - 11234 RAPALLO LN, WINDERMERE, FL 34786
    4 Days on yellowkey

    $520,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Under contract-accepting backup offers. Located in the highly sought-after gated community of Belmere in Windermere, this beautifully maintained 4-bedroom, 2.5-bath home offers 2,236 square feet of comfortable living space and a thoughtfully designed floor plan. Filled with natural light, the home features spacious living and dining areas, a well-appointed kitchen that opens to the family room, and generously sized bedrooms, including a private primary suite. One of the home's standout features is the beautiful low-maintenance backyard courtyard, creating a private outdoor retreat perfect for relaxing, entertaining, or enjoying Florida's year-round sunshine without the upkeep of a large yard. Residents of Belmere enjoy an exceptional amenity package including a clubhouse, fitness center, resort-style pool, tennis court, basketball court, playground, and walking areas, all within a secure gated setting. Conveniently located near top-rated schools, shopping, dining, major highways, and area attractions, this home offers the perfect combination of comfort, convenience, and community living.

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 7735 FAIRGROVE AVE, WINDERMERE, FL - MLS# O6416769

    Windermere High School - O6416769 - 7735 FAIRGROVE AVE, WINDERMERE, FL 34786
    6 Days on yellowkey

    $2,800 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Immaculate Move-In Ready Townhome Available Immediately! Beautiful and spacious 3-bedroom, 2.5-bathroom townhome located in a prime Central Florida location! This immaculate, move-in ready home has been exceptionally well maintained and features a large family room, eat-in kitchen with dinette area, convenient downstairs half bath, separate laundry room, and a 2-car garage. Upstairs offers all 3 bedrooms along with 2 full bathrooms, providing a comfortable and functional layout for families or roommates. Enjoy relaxing on the charming front porch or entertain guests in the private fenced-in backyard courtyard. Residents also enjoy access to a community private pool and community private tennis court. Ideally located just minutes from Walt Disney World and close to Universal Studios, Epic Universe, SeaWorld, major malls, restaurants, shopping centers, and approximately 30 minutes from Orlando International Airport. Plus, enjoy being approximately 1 hour away from Port Canaveral Cruise Terminal for easy access to your next cruise getaway. Immaculate move-in ready condition and available immediately! Call listing agent today to schedule your private showing.

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    Listing is courtesy of: SUMMERSIDE REALTY LLC

  • 11994 MCKINNON RD, WINDERMERE, FL - MLS# O6416526

    Windermere High School - O6416526 - 11994 MCKINNON RD, WINDERMERE, FL 34786
    7 Days on yellowkey

    $849,900 | Single Family Home | 4 beds | 4.0 baths | 2 gar

    Welcome home, to a bright and spacious 4 bedroom, 3 full and 2 half baths home in a highly desirable Windermere area. With no HOA where you can bring your boat or RV and your vision for the property you've looking for. Open living space with soaring ceilings, offers a flexible layout full of potential. The master suite includes private bath with hot tub and separate shower, kitchen features ample storage and eat in bar, the upstairs has three bedrooms with two full baths given family and guest room to spread out. Out back, a pool and patio are ready for quiet mornings and weekends BBQs-with plenty of space to make it your own. All this minutes from downtown Windermere, top-rated schools, Orlando's best attractions and major highways. Opportunities like this - space, location no HOA - rarely come available. Come and make it your own.

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    Listing is courtesy of: CENTURY 21 CARIOTI

  • 9110 PALM TREE DR, WINDERMERE, FL - MLS# O6414631

    Olympia High - O6414631 - 9110 PALM TREE DR, WINDERMERE, FL 34786
    7 Days on yellowkey

    $675,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome home. This wonderfully kept move-in ready 3 bedroom, 2 bathroom pool home is located in one of SouthWest Orlando's sought after communities, Silver Woods. It features travertine tile flooring throughout most of the home with engineered hardwood flooring in all the bedrooms, an open kitchen with stainless steel appliances and granite countertops overlooking the family room and an inside laundry room for your convenience. After long days, step outside on the patio and enjoy lounging around the open-air sparkling pool. The back yard also has plenty of space for the kids and pets to play. The major components of the home: roof 2022, A/C 2015, water heater 2023, GE electrical panel and CPVC plumbing.

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    Listing is courtesy of: VICARI REALTY CORP

  • 8662 ABBOTSBURY DR, WINDERMERE, FL - MLS# O6416099

    Windermere High School - O6416099 - 8662 ABBOTSBURY DR, WINDERMERE, FL 34786
    7 Days on yellowkey

    $525,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome home to this charming single story, 3-bedroom, 2-bath home located in the highly desired gated community, Lakes of Windermere – Peachtree. Step inside to an inviting open layout with brand new carpet, abundant natural light, spacious living and dining areas ideal for everyday living and entertaining. The kitchen features ample cabinetry, a kitchen island, and stunning views of the serene backyard. The split-bedroom floor plan provides a private primary suite with a walk in closet and en-suite bath, while two additional bedrooms and a full bath offers flexibility for family, guests, or a home office. Enjoy outdoor living in the fully fenced backyard and a screen enclosed patio overlooking lush conservation with no rear neighbors — a perfect setting for relaxing, gardening, or play. For added peace of mind, a NEW ROOF will be installed prior to closing, offering exceptional value to the next owner. Residents of Lakes of Windermere enjoy access to community amenities including a community pool, playground, and beautifully maintained green spaces, all just minutes from top-rated schools, dining, shopping, and the best of Windermere and Horizon West. Move in ready with meaningful updates and a premium lot — this home is the ideal blend of comfort, convenience, and Florida living.

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    Listing is courtesy of: RE/MAX PRIME PROPERTIES

  • 12981 BORLAND ST, WINDERMERE, FL - MLS# G5113619

    Windermere High School - G5113619 - 12981 BORLAND ST, WINDERMERE, FL 34786
    7 Days on yellowkey

    $364,900 | Townhouse | 2 beds | 2.5 baths | 2 gar

    Skip the stress of renovations and step into a lifestyle of ease with this impeccably updated Windermere retreat where every major detail has been handled for you! Roof (2024), A/C (2023), Hot Water Heater (2024), this home offers the rare peace of mind that comes with a truly turnkey property. This home’s interior is bathed in natural light, showcasing beautiful luxury vinyl and ceramic tile floors that flow seamlessly through the main level’s open living and dining areas. The kitchen is a bright and airy hub, featuring a large picture window, pantry storage, quality stainless appliances, and a cozy casual dining space. Stylish, brand new carpet up the stairs to and the 2nd Floor was recently added. Upstairs, the dual primary layout provides ultimate privacy with two spacious bedrooms, each featuring its own dedicated en-suite bath, one of which is completely remodeled (2025) The primary suite serves as a quiet sanctuary at the back of the home with a walk-in closet, while the second en-suite bedroom at the front is perfect for guests, roommates, or a professional home office. The laundry is conveniently located on the second floor for maximum efficiency. Let's step outside to the outdoor space, a true highlight, transformed into a private, low-maintenance paradise in 2025 with a newly rescreened lanai, paver patio, lush artificial turf, and vinyl privacy fencing. Quite the the perfect spot for weekend relaxation or letting pets play without the hassle of any yard work! Ease of life living in Wickham Park means enjoying community trails, parks, and a dedicated dog park, all within a zone for A rated schools. Easy access to SR 429, I-4, and Winter Garden Vineland Road, your commute is as simple as your lifestyle. This IS the effortless, move in ready home you’ve been waiting for, schedule your private tour!

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    Listing is courtesy of: GARRISON REALTY GROUP LLC

  • 6601 DUNCASTER ST, WINDERMERE, FL - MLS# O6416272

    Windermere High School - O6416272 - 6601 DUNCASTER ST, WINDERMERE, FL 34786
    8 Days on yellowkey

    $628,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch and elegant curved staircase create a warm and inviting first impression. The open-concept family room flows seamlessly into the upgraded kitchen, featuring granite countertops, stainless steel appliances, a center island, and abundant cabinet space. The oversized primary suite is conveniently located on the first floor, complete with a spacious walk-in closet and a private ensuite bath. Upstairs, you'll find three generously sized bedrooms and additional full bath accommodations, providing flexibility and comfort for family and guests. Situated on a premium corner lot directly across from a community playground, this home also features a rear-entry attached garage and an ideal location within the neighborhood. Residents of Lakes of Windermere enjoy outstanding amenities, including a community pool, fishing dock, playgrounds, tennis courts, scenic lakes, and recreational areas. The home is also zoned for highly rated A+ schools and is conveniently located just minutes from shopping, dining, major roadways, and Central Florida's world-famous attractions. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities!

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    Listing is courtesy of: ANTS REALTY LLC

  • 8266 BRYCE CANYON AVE, WINDERMERE, FL - MLS# O6410344

    Windermere High School - O6410344 - 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786
    8 Days on yellowkey

    $489,500 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    JUST LISTED IN WINDERMERE – INCREDIBLE VALUE IN ONE OF CENTRAL FLORIDA'S MOST DESIRABLE COMMUNITIES If you've been searching for the perfect combination of location, condition, lifestyle, and value, this is the home you've been waiting for. Welcome to this beautifully maintained single-family home in the highly sought-after Windermere area, offering an opportunity that's becoming harder and harder to find in today's market. Why settle for a townhome when you can own a standalone home on a premium corner lot with more privacy, more outdoor space, and all the benefits of one of Central Florida's premier communities? This move-in-ready home has been extensively refreshed and improved, making it one of the best values currently available in the area. Property Highlights: • Premium corner lot with added space and privacy • Freshly painted interior, exterior, and garage • Brand-new AC system (inside and outside units) • Water softener system already installed • Freshly pressure-washed driveway and sidewalks • Spacious floor plan with a half bath downstairs • Versatile loft area upstairs • Newer construction home • Excellent curb appeal and move-in-ready condition Beyond the home itself, you'll love the lifestyle this community offers. Enjoy beautiful walking trails, abundant green spaces, playgrounds, a community clubhouse and pool, and an active neighborhood atmosphere where residents enjoy walking, exercising, biking, and outdoor activities year-round. Conveniently located just minutes from Disney, major highways, shopping, restaurants, fitness centers, entertainment, and everyday conveniences, this location truly puts everything within reach. Whether you're a first-time homebuyer, relocating, downsizing, or looking for a smart investment, this home delivers exceptional value and peace of mind with many of the major items already updated. Homes with this combination of condition, location, lifestyle, and value do not come along often. Schedule your private showing today and see why this may be one of the best opportunities currently available in Windermere. For more information or to schedule a private tour, contact: Mahmoud Mango, Realtor® The Mango Group

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    Listing is courtesy of: DALTON WADE INC

  • 8821 DANFORTH DR, WINDERMERE, FL - MLS# O6415522

    Windermere High School - O6415522 - 8821 DANFORTH DR, WINDERMERE, FL 34786
    8 Days on yellowkey

    $355,000 | Townhouse | 2 beds | 2.5 baths | 2 gar

    Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled within a charming tree-lined community. This home offers a peaceful setting while ideally located just minutes from Disney, this home offers both convenience and comfort in one of Windermere's most desirable areas. This well cared for home is move-in-ready, clean and bright. The thoughtfully designed layout includes two spacious primary suites, each with its own private bath featuring both a tub and shower; a valuable upgrade that adds flexibility and luxury. The main level offers an inviting living and dining area, a convenient half bath for guests, and a renovated kitchen with all appliances included! Step outside to enjoy the extended patio and private fenced courtyard, perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. A 2-car rear-entry garage provides ample parking and storage. Perfectly positioned just steps from the community pool, this home offers easy access to one of the neighborhood's most enjoyable amenities. You'll enjoy easy access to shopping, dining, major roadways, Disney, and all that the Windermere area has to offer.

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III

  • 6431 CHATHAM VIEW CT, WINDERMERE, FL - MLS# O6416117

    Windermere High School - O6416117 - 6431 CHATHAM VIEW CT, WINDERMERE, FL 34786
    8 Days on yellowkey

    $5,800 | Single Family Home | 5 beds | 4.5 baths | 3 gar

    Welcome to your dream home in a beautiful cul-de-sac, nestled in a secure, gated community and zoned for top-rated Windermere schools. This fully remodeled, move-in-ready home offers 5 spacious bedrooms plus a large bonus area on the second floor, complete with a half bath. The upgraded chef’s kitchen boasts all new appliances, perfect for entertaining. Relax in your private resort-style pool, or enjoy the convenience of lawn maintenance, pool service, and pest control—all included in the rent. Plus, you’re just minutes from Disney, major highways, and a variety of shops and restaurants. This is the perfect place to call home!

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 13121 ZORI LN, WINDERMERE, FL - MLS# O6416124

    Windermere High School - O6416124 - 13121 ZORI LN, WINDERMERE, FL 34786
    8 Days on yellowkey

    $4,550 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    FOR RENT | Luxury 5-Bedroom Home with Private In-Law Suite in Windermere Welcome to this beautifully updated 5-bedroom, 4-bathroom residence offering 3,365 square feet of elegant living space in one of Windermere’s most desirable communities. This exceptional two-story home has been thoughtfully upgraded with a brand-new roof, two new HVAC systems, updated flooring, fresh paint, and a renovated chef’s kitchen, creating the perfect blend of luxury, comfort, and functionality. Step through the impressive leaded-glass entry doors into a grand foyer with soaring cathedral ceilings and an inviting open layout. The thoughtfully designed three-way split floor plan features hardwood floors, tray ceilings, crown molding, formal living and dining areas, and abundant natural light throughout. The gourmet kitchen is the heart of the home, showcasing granite countertops and backsplash, stainless steel appliances, a large center island with storage, breakfast bar seating, and ample space for entertaining. The spacious primary suite offers private access to the screened lanai and features a luxurious bathroom with dual vanities, a garden tub, walk-in shower, and oversized walk-in closet. One of the home's most desirable features is the private upstairs In-Law Suite, complete with its own bedroom, full bathroom, living area, and dedicated HVAC system—perfect for guests, multigenerational living, a home office, or private retreat. Additional features include: ? 3-Car Garage ? Indoor Laundry Room with Utility Sink ? Screened Covered Patio ? View Disney Fireworks from Home ? Community Pool, Playground & Dog Park ? Top-Rated Schools Including Windermere Prep Nearby ? Minutes to Winter Garden Village, Disney, 429 Expressway, Butler Chain of Lakes, Shopping, Dining & Entertainment This home offers the ultimate Florida lifestyle with space, privacy, and an unbeatable location. Available for immediate occupancy. Schedule your private showing today and discover why this Windermere home is truly one of a kind.

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 12826 STRODE LN, WINDERMERE, FL - MLS# O6416044

    Horizon High School - O6416044 - 12826 STRODE LN, WINDERMERE, FL 34786
    8 Days on yellowkey

    $2,700 | Townhouse | 4 beds | 2.5 baths | 2 gar

    Amazing Luxurious Townhouse located in desirable Horizon West!! 4 Bedrooms and 2 & a Half Bathrooms, Den/office, Master Suite on first floor, and 2 Car Garage. Spacious 1866 sq. ft. home with excellent layout and ceramic tile flooring. Formal dining room, and open family room with kitchen that boasts 42" maple wood cabinets, stainless steel appliances and granite counter tops. Features include laundry room, walk-in closet, linen closet, garden tub, & dual sink vanity in master bedroom. Spacious covered/front porch. Fenced in backyard. Community fully maintained lawns! You also have access to family-friendly amenities including a resort-style swimming pool, fitness center, spacious sundeck and cabana, Basketball Court, Green asphalt tennis court with acrylic surfacing and playground. With easy access to all major highways including 429, 535, and I-4. Only minutes away from Disney and other theme parks, Restaurants, Shopping, & Schools .... Take advantage of this opportunity!!!

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    Listing is courtesy of: BLUE DOORBELL REALTY

  • 11809 LAKE BUTLER BLVD, WINDERMERE, FL - MLS# O6415614

    Olympia High - O6415614 - 11809 LAKE BUTLER BLVD, WINDERMERE, FL 34786
    8 Days on yellowkey

    $4,200,000 | Single Family Home | 4 beds | 5.5 baths | 4 gar

    Welcome to 11809 Lake Butler Boulevard, a stunning contemporary estate located in the desirable Lake Butler Estates area of Windermere. Built in 2024 and situated on a 1.05-acre lot, this single-story residence offers 4 bedrooms, 5 full bathrooms, 1 half bathroom, and 4,268 heated square feet with 5,755 total square feet. The home features an elegant open layout, high ceilings, cathedral ceilings, wood and tile flooring, a living room fireplace, built-in features, dry bar, stone counters, solid surface counters, and walk-in closets. The primary bedroom is conveniently located. The kitchen is equipped with premium appliances, including refrigerator, range, microwave, dishwasher, disposal, washer, and dryer. Outdoor living is a highlight, with a private screened pool, spa, covered patio, outdoor kitchen, garden, irrigation system, and fenced grounds. Additional features include central air, private well, septic system, block/concrete/stucco construction, shingle roof, and contemporary architectural design. Ideally located in Windermere with access to top-rated schools including Windermere Elementary, Gotha Middle, and Olympia High. A rare opportunity to own a newer luxury residence on over one acre in one of Central Florida’s most sought-after areas.

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    Listing is courtesy of: LEGACY PLUS REALTY

  • 11355 ARBORSIDE BEND WAY, WINDERMERE, FL - MLS# O6416043

    Windermere High School - O6416043 - 11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
    8 Days on yellowkey

    $3,500 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Located within the exclusive gated community of Glenmuir and situated on an oversized .47-acre lot, this beautifully appointed 4-bedroom, 2-bath Mediterranean-style residence offers 2,044 heated square feet of thoughtfully designed living space, top-rated schools, abundant natural light, and one of the community’s most desirable settings. Upon entering, you are welcomed by soaring vaulted ceilings and an expansive formal living and dining area—ideal for entertaining, special occasions, or flexible use as additional lounge, office, or recreation space. Beyond, the open-concept kitchen and family room create the heart of the home, featuring stainless steel appliances, generous cabinetry and storage, a center island, and exceptional natural light throughout. The family room opens directly to the fully fenced backyard, providing seamless indoor-outdoor living and plenty of room to enjoy, play, entertain, or create your ideal outdoor retreat. Positioned on one of the largest homesites in Glenmuir, the backyard offers privacy and space rarely found in the area. Privately positioned, the spacious primary suite serves as a relaxing retreat and includes a well-appointed en-suite bath with dual vanities, a walk-in shower, soaking tub, and oversized walk-in closet. Residents of Glenmuir enjoy gated access and exceptional community amenities including a park, playground, basketball courts, soccer field, pavilion, and picnic areas. Ideally located near shopping and dining at Winter Garden Village, Lakeside Village, and world-renowned attractions including Walt Disney World, this home is also zoned for top-rated Orange County schools and located less than one mile from Windermere Preparatory School.

    Contact Yellowkey Agent

    Listing is courtesy of: STOCKWORTH REALTY GROUP