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

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

    Windermere High School - O6417791 - 11413 CAMDEN PARK DR, WINDERMERE, FL 34786
    Just Added on 06/17/2026 4:09PM

    $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.

    Contact Yellowkey Agent

    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
    Just Added on 06/17/2026 3:46PM

    $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

    Contact Yellowkey Agent

    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
    Just Added on 06/17/2026 3:31PM

    $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. 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.

    Contact Yellowkey Agent

    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
    Just Added on 06/17/2026 12:52PM

    $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.

    Contact Yellowkey Agent

    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
    Just Added on 06/17/2026 11:46AM

    $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.

    Contact Yellowkey Agent

    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
    Just Added on 06/17/2026 11:17AM

    $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.

    Contact Yellowkey Agent

    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
    Just Added on 06/17/2026 9:07AM

    $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

    Contact Yellowkey Agent

    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
    1 Day 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!

    Contact Yellowkey Agent

    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
    1 Day 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.

    Contact Yellowkey Agent

    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
    1 Day 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!

    Contact Yellowkey Agent

    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
    1 Day 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.

    Contact Yellowkey Agent

    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
    2 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

    Contact Yellowkey Agent

    Listing is courtesy of: WENDY MORRIS REALTY

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

    Windermere High School - S5151954 - 12355 LANGSTAFF DR, WINDERMERE, FL 34786
    2 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!

    Contact Yellowkey Agent

    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
    2 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.

    Contact Yellowkey Agent

    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
    2 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.

    Contact Yellowkey Agent

    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

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

    Windermere High School - O6416769 - 7735 FAIRGROVE AVE, WINDERMERE, FL 34786
    4 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.

    Contact Yellowkey Agent

    Listing is courtesy of: SUMMERSIDE REALTY LLC

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

    Windermere High School - O6416526 - 11994 MCKINNON RD, WINDERMERE, FL 34786
    5 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.

    Contact Yellowkey Agent

    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
    5 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.

    Contact Yellowkey Agent

    Listing is courtesy of: VICARI REALTY CORP

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

    Windermere High School - O6416099 - 8662 ABBOTSBURY DR, WINDERMERE, FL 34786
    5 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.

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX PRIME PROPERTIES

  • 7137 BEEK ST, WINDERMERE, FL - MLS# O6416345

    Windermere High School - O6416345 - 7137 BEEK ST, WINDERMERE, FL 34786
    5 Days on yellowkey

    $3,100 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 7137 Beek Street in the highly desirable Windermere area! This beautifully maintained single-story home offers the perfect combination of comfort, convenience, and scenic surroundings. Featuring 3 bedrooms and 2 full bathrooms, this thoughtfully designed home provides easy, one-level living. Enjoy breathtaking water views from the backyard and take advantage of the peaceful setting that makes this home truly special. Conveniently located near walking and biking trails, as well as shopping, dining, entertainment, and major roadways, this home offers easy access throughout Central Florida. Located within a highly sought-after school zone with A-rated schools, this home provides an exceptional opportunity to enjoy one of the area's most desirable communities. Experience the beauty of water-view living and schedule your private showing today.

    Contact Yellowkey Agent

    Listing is courtesy of: UNIONE REALTY INC

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

    Windermere High School - G5113619 - 12981 BORLAND ST, WINDERMERE, FL 34786
    5 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!

    Contact Yellowkey Agent

    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
    6 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!

    Contact Yellowkey Agent

    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
    6 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

    Contact Yellowkey Agent

    Listing is courtesy of: DALTON WADE INC

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

    Windermere High School - O6415522 - 8821 DANFORTH DR, WINDERMERE, FL 34786
    6 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.

    Contact Yellowkey Agent

    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
    6 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!

    Contact Yellowkey Agent

    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
    6 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.

    Contact Yellowkey Agent

    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
    6 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!!!

    Contact Yellowkey Agent

    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
    6 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.

    Contact Yellowkey Agent

    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
    6 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

  • 1125 LASCALA DR, WINDERMERE, FL - MLS# O6409403

    West Orange High - O6409403 - 1125 LASCALA DR, WINDERMERE, FL 34786
    6 Days on yellowkey

    $3,500 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    Mediterranean style property with five bedrooms, four and a half bathrooms on two floors in gated community. New flooring. One of the bedrooms is on the first floor next to a full bathroom, making it ideal to function as an office or guest suite. The remaining bedrooms are on the second floor with the master bedroom has crown molding and a huge walk-in closet. Fully equipped kitchen with granite countertops, stainless steel appliances, and wait, yes, a gas range! To top it all off, it comes with a washer and dryer. The community has a swimming pool, tennis, basketball, sand volleyball, children's play area and weight room. You really must see this property to fully appreciate it. It is professionally managed, and rent includes lawn care, so this is worry-free living. Hurry and schedule a showing, this won't last, and you won't want to miss out. Please see the attached files.

    Contact Yellowkey Agent

    Listing is courtesy of: BHHS FLORIDA REALTY

  • 8625 GREENBANK BLVD, WINDERMERE, FL - MLS# O6413262

    Windermere High School - O6413262 - 8625 GREENBANK BLVD, WINDERMERE, FL 34786
    7 Days on yellowkey

    $3,100 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Single family home with 4 bedrooms and 3 full bathrooms in desirable Lakes of Windermere Peachtree subdivision. This is quaint community convenient to Disney attractions for work or play and is gated and zoned for Windermere High School. Available just in time for the new school year. Located on a scenic pond w conservation area view, with no rear neighbors and uninhibited views of the attractions' fireworks display, this property offers privacy and living at its finest. It was recently painted and is ready for occupancy. A second story guest suite, granite counter tops, full appliance package, including washer and dryer will make you the envy of your social circle. You will enjoy peace of mind knowing that rent includes lawn care and the property is professionally managed. Hurry and make an appointment to view, as this will not last.

    Contact Yellowkey Agent

    Listing is courtesy of: BHHS FLORIDA REALTY

  • 6288 BLAKEFORD DR, WINDERMERE, FL - MLS# S5151608

    Windermere High School - S5151608 - 6288 BLAKEFORD DR, WINDERMERE, FL 34786
    7 Days on yellowkey

    $2,550,000 | Single Family Home | 5 beds | 5.5 baths | 3 gar

    Positioned on a corner homesite along the 18th hole of the Golden Bear Club within the guard-gated community of Keene's Pointe, this thoughtfully updated custom home offers five bedrooms, four full bathrooms, and three half bathrooms, combining exceptional golf-front living with breathtaking views of the golf course, pool, and surrounding landscape. A grand foyer welcomes guests with a soaring 22-foot ceiling, while oversized tile flooring extends throughout the first floor. Expansive windows fill the home with natural light while creating a seamless connection to the outdoor living spaces. The well-designed floor plan features a dedicated office with a coffered ceiling, spacious living and dining areas, and a beautifully appointed kitchen with beautiful cabinetry, granite countertops, a professional-grade gas range, center island, and abundant storage. Just off the kitchen and family room is a spectacular custom entertainment bar featuring extensive cabinetry, generous serving space, and four under-counter refrigerators, creating the ultimate setting for entertaining. The first-floor primary suite serves as a private retreat with direct access to the lanai and pool area. The updated spa-inspired bath features designer cabinetry, quartz countertops, a freestanding soaking tub, oversized walk-in shower, premium fixtures, and elegant floor-to-ceiling tilework. Completing the owner's retreat are two spacious walk-in closets, including a large walk-in closet directly off the bedroom and an additional oversized walk-in closet conveniently located off the bathroom, providing exceptional storage and organization. The secondary bedroom layout offers both comfort and privacy for family and guests. Two bedrooms feature en-suite bathrooms, while two additional bedrooms are connected by a Jack-and-Jill bathroom. The expansive second-floor bonus room serves as a versatile gathering space, ideal as a media room, game room, lounge, or secondary family room. A dramatic vaulted tongue-and-groove wood ceiling creates architectural interest and warmth, while large windows and French doors fill the space with natural light and provide direct access to the covered second-floor terrace overlooking the pool and golf course. A conveniently located half bath serves the bonus room and outdoor terrace, making the space perfectly suited for entertaining family and guests. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers an abundance of covered outdoor living space. The resort-style outdoor area features a covered lanai, summer kitchen, pool, spa, dedicated pool bath, and multiple gathering spaces thoughtfully positioned to capture views of the Golden Bear Club's signature finishing hole. An expansive covered second-floor terrace with a tongue-and-groove wood ceiling is accessible from multiple bedrooms as well as the bonus room, providing stunning views of the pool and golf course. A spiral staircase leads to a private third-story observation deck featuring a wet bar and panoramic views across the fairways and surrounding treetops, creating the perfect setting for entertaining, enjoying evening sunsets, or watching play unfold along the Golden Bear Club's signature finishing hole.

    Contact Yellowkey Agent

    Listing is courtesy of: NECTAR REAL ESTATE

  • 13743 CALERA ALY, WINDERMERE, FL - MLS# O6413535

    Windermere High School - O6413535 - 13743 CALERA ALY, WINDERMERE, FL 34786
    7 Days on yellowkey

    $445,500 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Nestled in the highly desirable Vineyards of Horizons West, this IMMACULATELY MAINTAINED 3-bedroom, 2.5-bath townhome offers nearly 2,000 SQUARE FEET of stylish living space in one of Windermere's most sought-after locations. Surrounded by beautiful landscaping and overlooking a PEACEFUL GARDEN VIEW, this residence combines modern finishes, LOW-MAINTENANCE LIVING, and exceptional convenience. Inside, you'll find an OPEN-CONCEPT FLOOR PLAN designed for both comfortable everyday living and effortless entertaining. LUXURY VINYL PLANK FLOORING flows throughout the main living areas, while the spacious Living Room, Dining area, and Kitchen seamlessly connect to create a bright and inviting atmosphere. The BEAUTIFULLY APPOINTED KITCHEN presents granite countertops, mostly new stainless steel appliances, subway tile backsplash, a closet pantry, abundant cabinetry, and a large center island with BREAKFAST BAR SEATING that serves as the heart of the home. Sliding glass doors from the Living area open to a COVERED REAR PATIO, providing the perfect spot to enjoy your morning coffee or unwind at the end of the day. A convenient half Bath and Laundry Room complete the first floor, with the WASHER AND DRYER INCLUDED for added convenience. Upstairs, the spacious Primary Suite offers a relaxing retreat with a walk-in closet and a STYLISH EN SUITE BATH featuring dual sinks, a garden tub, and a separate step-in shower. Two additional generously-sized Bedrooms and SECOND FULL BATH provide flexibility for family, guests, a home office, or hobby space. Residents of Vineyards of Horizons West enjoy a LOW-MAINTENANCE LIFESTYLE with HOA amenities that include a SPARKLING COMMUNITY POOL, playground, exterior building maintenance including roof and exterior paint, as well as grounds and pool maintenance. Located within the highly acclaimed Horizons West area, this home is zoned for TOP-RATED SCHOOLS and is just minutes from shopping, dining, and entertainment. Nearby attractions include HAMLIN TOWN CENTER, offering restaurants, boutiques, entertainment, and waterfront events, as well as ORANGE COUNTY NATIONAL GOLF CENTER for golf enthusiasts. Residents also enjoy EASY ACCESS to Walt Disney World Resort, scenic lakes, walking trails, and major roadways including SR 429 and Florida's Turnpike for convenient travel throughout Central Florida. Combining modern style, exceptional upkeep, top schools, and an UNBEATABLE LOCATION, this beautiful townhome presents an OUTSTANDING OPPORTUNITY to enjoy the very best of the Windermere lifestyle. Now is the time—don't miss your chance to call this Home!

    Contact Yellowkey Agent

    Listing is courtesy of: WEMERT GROUP REALTY LLC

  • 14252 CONFETTI (GARAGE APARTMENT) DR, WINDERMERE, FL - MLS# O6415569

    Windermere High School - O6415569 - 14252 CONFETTI (GARAGE APARTMENT) DR, WINDERMERE, FL 34786
    7 Days on yellowkey

    $1,350 | Single Family Home | 1 beds | 1.0 baths

    1X1 above garage apartment! Electricity & water included!! MOVE IN NOW!! 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom. Washer & dryer in laundry closet. Garage/apartment is detached from the main house. Tenants renting garage apartment will utilize street parking. (Garage parking & driveway parking area is designated to main house tenant's ) Easy access to shopping, dinning, and major highways!! Within an approximate 15 min drive to Disney parks! Lawn care HOA responsibility. Renters insurance required. -Garage apartment is rented separately and not included as part of the rental of main house.- -Water & electricity shared by main house and garage apartment. In the event total power & water exceeds $400.00 on any particular month, each tenant/unit will pay overage proportionally based on the average of # of occupants & square footage under AC.- Tenant is responsible for obtaining/paying for internet & or cable.

    Contact Yellowkey Agent

    Listing is courtesy of: HOMEVEST REALTY

  • 4071 ISABELLA CIR, WINDERMERE, FL - MLS# O6413509

    Windermere High School - O6413509 - 4071 ISABELLA CIR, WINDERMERE, FL 34786
    7 Days on yellowkey

    $3,290,000 | Single Family Home | 5 beds | 7.5 baths | 4 gar

    Embraced on nearly an acre within the gated community of Casabella, The Renaissance at Casabella is an extraordinary Toll Brothers estate offering over 7,000 square feet of refined living space, resort-inspired outdoor amenities, and timeless Mediterranean elegance. A sweeping circular paver drive and stately architectural details create a grand first impression, while inside, soaring ceilings, a dramatic curved staircase, expansive windows, and marble-look porcelain floors set the tone for elevated living. The chef’s kitchen is beautifully appointed with Jenn-Air professional appliances, rich granite countertops, custom cabinetry, and a generous center island, all flowing seamlessly into the impressive two-story family room and sunlit breakfast area. The first-floor owner’s retreat offers a private sitting area, dual walk-in closets, exercise or dressing room space, and a luxurious spa bath. A two-story study with loft library, media room, loft, learning center, guest suite, and spacious secondary bedrooms provide exceptional flexibility for modern living. Outdoor living is elevated with a spectacular screened lanai, decorative infinity-edge spa, custom pool with in-water bar seating, summer kitchen, sunken fire pit lounge, pergola sun deck, fruit trees, and expansive gathering spaces designed for year-round entertaining. Additional upgrades include an oversized 4-car garage, natural gas, tankless water heater, whole-house water treatment, tempered glass windows, and elegant trim and moldings throughout. Ideally located in the heart of Windermere near top-rated schools, golf, dining, and world-class attractions, this exceptional estate offers luxury living at its finest.

    Contact Yellowkey Agent

    Listing is courtesy of: CORCORAN PREMIER REALTY

  • 13914 FLORIGOLD DR, WINDERMERE, FL - MLS# O6413986

    Windermere High School - O6413986 - 13914 FLORIGOLD DR, WINDERMERE, FL 34786
    8 Days on yellowkey

    $695,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Welcome to Eden Isle, a gated lake-access community in the heart of Windermere. Situated on an oversized homesite, this move-in ready 3-bedroom, 2-bath pool home offers nearly 2,000 square feet of comfortable living space and valuable recent updates. Enjoy Florida living year-round with your private screened pool and spacious backyard, providing the perfect setting for relaxing, entertaining, or enjoying time with family and friends. Inside, you'll find a well-maintained home featuring a brand-new roof installed in April 2026, fresh interior and exterior paint, a well-maintained HVAC system, whole-home water softener, and air purification system. Residents of Eden Isle enjoy exclusive access to a private boat ramp, lake access, water access, and community playground. Located just minutes from top-rated schools, shopping, dining, theme parks, and major roadways, this exceptional property offers the perfect combination of comfort, convenience, and the sought-after Windermere lifestyle.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS CLASSIC

  • 11969 WATER RUN ALY, WINDERMERE, FL - MLS# S5151577

    Windermere High School - S5151577 - 11969 WATER RUN ALY, WINDERMERE, FL 34786
    8 Days on yellowkey

    $2,600 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Welcome to this beautiful 3-bedroom, 2.5-bathroom townhome with a 2-car garage located in the highly desirable Ashlin Park community in Windermere. This well-maintained residence offers a spacious and functional floor plan in one of the area's most sought-after neighborhoods. Residents enjoy access to outstanding community amenities, including a resort-style pool, clubhouse, playground, scenic ponds, conservation areas, and direct access to walking and biking trails. Conveniently located near shopping, dining, major roadways, and everyday conveniences, including Publix and a variety of restaurants. Experience the perfect combination of comfort, convenience, and community living in the heart of Windermere.

    Contact Yellowkey Agent

    Listing is courtesy of: ALTIS REALTY

  • 13324 LONGACRE DR, WINDERMERE, FL - MLS# S5151263

    Windermere High School - S5151263 - 13324 LONGACRE DR, WINDERMERE, FL 34786
    8 Days on yellowkey

    $510,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to this beautifully maintained and exceptionally spacious one-story home located in the highly desirable Windermere Terrace community in the heart of Windermere. Offering 3 bedrooms, 2 bathrooms, plus a large dedicated office/flex room, this home provides the perfect blend of comfort, functionality, and style for today's lifestyle. From the moment you enter, you'll appreciate the open and inviting floor plan designed for both everyday living and entertaining. The spacious living and dining areas are filled with natural light, creating a warm and welcoming atmosphere throughout the home. The well-appointed kitchen features 42-inch cabinetry, granite countertops, stainless steel appliances, ample counter space, and abundant storage, making it a dream for both home chefs and entertainers alike. The oversized primary suite serves as a private retreat, complete with a spacious en-suite bathroom and generous closet space. Two additional bedrooms provide flexibility for family members or guests, while the large office can easily be used as a home office, media room, playroom, or even a potential fourth bedroom. One of the standout features of this home is the oversized laundry room, complete with a convenient utility sink and additional storage space rarely found in similar homes. Step outside and enjoy the Florida lifestyle with outdoor living space perfect for relaxing, grilling, or spending quality time with family and friends. Residents of Windermere Terrace enjoy access to outstanding community amenities, including a resort-style swimming pool with cabana, playground, walking paths, and beautifully maintained common areas. The location is second to none—just minutes from shopping, dining, entertainment, and everyday conveniences. You'll love being approximately 10 minutes from Walt Disney World Resort, with easy access to major highways including SR-429, SR-408, CR-535, and Florida's Turnpike, making commuting throughout Central Florida simple and convenient. Families will appreciate the proximity to highly rated schools and the convenience of nearby shopping destinations, restaurants, golf courses, and recreational opportunities. With its desirable Windermere address, spacious one-story layout, flexible office space, excellent community amenities, and motivated seller offering potential closing cost assistance, this home represents an incredible value in today's market. Opportunities like this are becoming increasingly rare in Windermere. Don't miss your chance to make this beautiful home yours. Click the virtual tour button for a complete walkthrough and schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: MULTI CHOICE REALTY LLC

  • 11406 WATERSTONE LOOP DRIVE, WINDERMERE, FL - MLS# O6412522

    Windermere High School - O6412522 - 11406 WATERSTONE LOOP DRIVE, WINDERMERE, FL 34786
    8 Days on yellowkey

    $9,500 | Single Family Home | 5 beds | 6.0 baths | 3 gar

    Welcome to Waterstone Windermere, with tranquil living and charm, this area boasts connecting lakes, ideal for boating and walking. this property consist of 5 bedrooms, 5 full bathrooms and 2 half baths. it’s 10-15 mins drive from Disney many restaurants and bars, Reputable schools and many other features.

    Contact Yellowkey Agent

    Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO

  • 412 FOREST ST, WINDERMERE, FL - MLS# O6414200

    Olympia High - O6414200 - 412 FOREST ST, WINDERMERE, FL 34786
    9 Days on yellowkey

    $840,000 | Single Family Home | 5 beds | 2.5 baths | 2 gar

    Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized screened pool and expansive outdoor living area, perfect for entertaining family and friends. A circular driveway and porte cochere provide convenience and timeless curb appeal, while solid block construction and a newer roof create lasting value. Location is everything. Stroll to charming shops, restaurants, the local brewery, farmers markets, and year-round community events. Enjoy the freedom of a golf-cart-friendly neighborhood with no HOA, plus access to the renowned Butler Chain of Lakes. Whether you're looking to renovate, expand, or build new, this exceptional property offers the perfect canvas. Bring your builder, bring your imagination, and seize this rare opportunity to create something truly special in the heart of Windermere.

    Contact Yellowkey Agent

    Listing is courtesy of: UPSIDE REAL ESTATE INC

  • 13786 SUMMER HARBOR CT, WINDERMERE, FL - MLS# O6414239

    Windermere High School - O6414239 - 13786 SUMMER HARBOR CT, WINDERMERE, FL 34786
    9 Days on yellowkey

    $625,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Experience the magic of Disney from the comfort of your own home in this beautiful four-bedroom, two-and-a-half-bath residence located in the sought-after Summerport Trail community of Windermere. Perfectly positioned, this home offers a rare opportunity to enjoy nightly VIP views of Disney fireworks right from your front porch. Built in 2015 and offering 2,236 square feet, the home features a thoughtfully designed, open-concept layout with tile flooring throughout the main living areas. The spacious kitchen is a true centerpiece, complete with granite countertops, 42-inch wood cabinetry, a breakfast bar, pantry, full appliance package, and abundant prep space—seamlessly flowing into the dining area and expansive great room, ideal for entertaining. The main level also includes a convenient half bath and rear access to a two-car garage, privately situated along a well-lit alleyway, preserving the neighborhood’s charming streetscape while offering secure and accessible parking. Upstairs accommodate the privacy of your four bedrooms with generously sized bedrooms including the primary suite featuring dual walk-in closets and a spa-like en-suite bath with dual vanities. A versatile loft provides the perfect setting for a media room or additional living space, while the upstairs laundry room adds everyday convenience. Residents of Summerport Trail enjoy easy access to a scenic, waterfront amenity center featuring a resort-style pool, fitness center, community gathering spaces plus a few short walking distance to your local grocery stores, restaurants and other amenities. Ideally located in a top-rated school district and just minutes from Disney, major highways (I-4 and 429), and additional shopping, dining options, healthcare, and entertainment. Perfect blend of comfort, convenience, and lifestyle. **More Pictures Coming Soon

    Contact Yellowkey Agent

    Listing is courtesy of: DEBORAH E GARSON PA