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

  • 7137 BEEK ST, WINDERMERE, FL - MLS# O6398814

    Windermere High School - O6398814 - 7137 BEEK ST, WINDERMERE, FL 34786
    Just Added on 04/16/2026 5:42AM

    $550,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to Windermere Terrace. This home offers a rare combination of privacy, location, and lifestyle that is difficult to find in Central Florida. Set on a premium lot, the property overlooks a pond with a conservation area beyond that means you will never have rear neighbors! This buffer creates a peaceful and private setting that enhances everyday living. This well-designed home features 3 bedrooms, 2 bathrooms, and approximately 1,910 square feet of living space. The kitchen is both functional and stylish and includes 42-inch cabinets, granite countertops, stainless steel appliances, pendant lighting, and ample pantry storage. The split-bedroom floor plan offers privacy and flexibility. The primary suite features dual vanities, a walk-in shower, and a spacious closet. Meanwhile, the secondary bedrooms and full bathroom are positioned on the opposite side, making them ideal for guests or family members. Step outside to a screened patio that extends your living space. Here, you can relax while enjoying tranquil water and conservation views. Residents of Windermere Terrace enjoy community amenities that include a pool and scenic walking paths. Perfect location too with convenient access to shopping and dining at Winter Garden Village, as well as outdoor recreation at Tibet-Butler Nature Preserve. Major roadways are also easily accessible, simplifying your daily commute. This home delivers a rare blend of privacy, views, and proximity to Central Florida’s top attractions, including Universal Orlando Resort and SeaWorld Orlando. Schedule your private showing today!

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    Listing is courtesy of: EXP REALTY LLC

  • 8796 PEACHTREE PARK CT, WINDERMERE, FL - MLS# O6399023

    Windermere High School - O6399023 - 8796 PEACHTREE PARK CT, WINDERMERE, FL 34786
    Just Added on 04/15/2026 10:55PM

    $979,999 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Come live in paradise!! Minutes from the Magic Kingdom with amazing fireworks view from front porch and private pool. This exceptional builder model offers an unmatched combination of luxury upgrades, thoughtful design, and a premier location in the coveted Peachtree Park community. Perfectly positioned with conservation views and no rear neighbors, this home delivers privacy, style, and a true Windermere lifestyle. Step inside to discover custom upgrades throughout the house, including beams, shiplap accents, built-ins, and designer finishes that elevate every room. The first-floor features engineered hardwood flooring and a beautifully upgraded powder room, while the second floor offers upgraded carpet, a spacious loft with custom built-in shelving and a cushioned bench overlooking the backyard, and a fully outfitted laundry room with soft-close cabinetry and a farmhouse sink. The gourmet kitchen is a showstopper with a quartz island, open shelving, built-in appliances, a stainless steel vent hood, and a stylish backsplash. A custom cushioned bench at the kitchen table seats 8+ and stays with the home. Retreat to the luxurious primary suite featuring a custom shiplap wall, large pendant lighting, and a mounted TV, along with a spa-inspired bath offering dual vanities and a large walk-in shower. The expansive California Closets–designed primary closet is large enough to function as a second office, and the desk remains with the home. Outdoor living shines with a heated electric pool with water fountains, upgraded landscaping including a turfed backyard, bamboo and hedging for privacy, and extensive black rock accents. The pavered lanai features a motorized awning, a mounted TV, and a cedar tongue-and-groove ceiling, mirrored on the charming front porch. Professional landscape lighting enhances both the front and back yards. Insulated garage door, quiet side-winder opener, and a temperature-controlled storage closet with a keypad lock. Epoxy flooring and ceiling storage racks in the garage. Custom plantation shutters, curtains, blinds, and motorized shades. The HOA also takes care of the lawn, trees, fertilizer and hedge trimming. This home is zoned for A+ Windermere schools and offers the rare opportunity to own a meticulously upgraded, model-quality residence in one of the area’s most desirable neighborhoods.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 14517 BLUEBIRD PARK RD, WINDERMERE, FL - MLS# O6399580

    Windermere High School - O6399580 - 14517 BLUEBIRD PARK RD, WINDERMERE, FL 34786
    Just Added on 04/15/2026 6:18PM

    $2,349 | Single Family Home | 2 beds | 2.0 baths | 2 gar

    Welcome home! This fantastic 2-bedroom, 2-bath home is available for immediate move-in! Located conveniently in the desirable community of Summerport, this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Act now! This one won't last long! All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

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    Listing is courtesy of: 407 PROPERTIES

  • 109 E 12TH AVE, WINDERMERE, FL - MLS# O6394569

    Olympia High - O6394569 - 109 E 12TH AVE, WINDERMERE, FL 34786
    Just Added on 04/15/2026 1:07PM

    $1,225,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated within the last 3 years to include roof, a/c, plumbing, flooring, drain field and water filtration system. Inside, sun drenched living and dining spaces flow seamlessly, anchored by a warm inviting fireplace setting the tone for relaxed living and effortless entertaining. The kitchen serves as the heart of the home, featuring soft gray shaker cabinetry, quartz countertops, a generous island with induction cooktop, hood, double wall ovens, mosaic glass backsplash and all new stainless appliances. Sliding doors open to a sparkling pool with sun deck and pergola, surrounded by lush landscaping in a private, fenced courtyard. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite features a spa inspired bath with a freestanding soaking tub, rainfall shower, dual sinks, and elegant finishes. Additional bedrooms include an oversized fourth bedroom with its own fireplace and built-ins which easily can be used as a media room, office, or home gym. Located just a short walk or golf cart ride to Windermere shops, restaurants, lakefront parks, weekly farmers markets, library and more, this home places you at the center of it all. Surrounded by the Butler Chain of Lakes and close to renowned golf, fine dining and premium shopping. Windermere offers small town charm yet convenient to major roadways, area attractions and the International Airport. The location is as exceptional as the home itself. This is more than a residence; it is a refined Windermere lifestyle defined by comfort connection and enduring style.

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    Listing is courtesy of: UPSIDE REAL ESTATE INC

  • 12488 PARK AVE, WINDERMERE, FL - MLS# O6395291

    Windermere High School - O6395291 - 12488 PARK AVE, WINDERMERE, FL 34786
    Just Added on 04/15/2026 12:19PM

    $15,500,000 | Single Family Home | 10 beds | 14.5 baths | 9 gar

    Commanding a rare 2.75-acre lakefront setting on the coveted Butler Chain of Lakes, this extraordinary Windermere estate is a true work of art. Recently completed after a meticulous, ground-up transformation, the residence showcases a level of craftsmanship, design integrity, and finish quality that is simply unrivaled in Central Florida. From the moment you arrive, the estate announces itself with undeniable presence. Grand entry doors open to a breathtaking interior defined by soaring 30-foot ceilings, dramatic architectural volumes, and a sleek, contemporary aesthetic softened by warm, bespoke materials. Walls of glass frame panoramic lake views, creating a seamless dialogue between indoor elegance and the natural beauty beyond. Designed for both refined living and grand-scale entertaining, the interior amenities rival those of a world-class resort. Highlights include a private spa sanctuary, fully equipped fitness center, state-of-the-art home theater, and an expansive game and entertainment lounge. The chef’s kitchen is a showpiece, thoughtfully designed for culinary excellence, intimate gatherings, or catered events, anchored by Wolf & Miele appliances, custom cabinetry, and flawless detailing throughout. The primary suite is nothing short of spectacular: a serene retreat offering commanding lake views, spa-inspired bath accommodations, and an atmosphere of complete privacy and indulgence. Every element of the home is enhanced by cutting-edge smart home technology, delivering effortless control, comfort, and security. A thoughtfully designed separate guest wing allows for exceptional flexibility, making the estate equally suited as a private family residence, an entertainer’s dream, or an inspired corporate retreat. Outdoors, the property unfolds into a private resort oasis. Impeccably manicured grounds lead to a private boat dock on the Butler Chain, a hidden garden retreat, and a stunning resort-style pool ideal for both relaxation and large-scale gatherings. Additional features include a putting green, a nine-car garage, and a detached guest house complete with its own kitchen, living area, and bedroom, perfect for extended guests or staff accommodations. A rare opportunity to own one of Central Florida’s most iconic and impressive lakefront compounds, where every detail has been elevated to the highest standard.

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    Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC

  • 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786, WINDERMERE, FL - MLS# O6398784

    Olympia High - O6398784 - 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786, WINDERMERE, FL 34786
    1 Day on yellowkey

    $880,000 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Modern luxury meets resort-style living in this stunning 5-bedroom estate located in the highly desirable Westover Club community. From the moment you step inside, you’re greeted by soaring ceilings and dramatic second-story windows that flood the home with natural light, creating a bright and inviting atmosphere. Just off the entry, a custom-designed office features hardwood flooring, built-in cabinetry, and a dedicated workspace—perfect for working from home in style. Designed for both everyday living and entertaining, the expansive great room opens to the second story and flows seamlessly into the heart of the home: a spacious gourmet kitchen complete with granite countertops, center island, breakfast bar, stainless steel appliances, double built-in ovens, and an elegant backsplash. A unique wine storage nook and built-in entertainment features add both charm and functionality. The split-bedroom floor plan offers privacy, with a generous primary suite on the main level featuring hardwood flooring, space for a sitting area, a contemporary ensuite bath, and a large walk-in closet. An additional first-floor bedroom and full bath with pool access provide flexibility for guests or multi-generational living. Upstairs, a versatile loft is surrounded by additional bedrooms and a full bath, offering ample space for family or guests. Step outside to your private outdoor retreat, where an extended covered lanai (2022) and screened-in pool create the perfect setting for relaxing or entertaining year-round. Additional highlights include a brand new roof (2025) and a beautifully maintained interior that is truly move-in ready. Ideally located in a gated community with amenities including tennis and pickleball courts, playground, and more, this home offers convenient access to major roadways, dining, and shopping. A perfect blend of elegance, comfort, and lifestyle—this home is not to be missed.

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    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 6315 CLEARMEADOW CT, WINDERMERE, FL - MLS# O6398505

    Windermere High School - O6398505 - 6315 CLEARMEADOW CT, WINDERMERE, FL 34786
    1 Day on yellowkey

    $618,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the gated community of Glenmuir in Windermere. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, and the charming downtown areas of Winter Garden and Downtown Windermere, this location offers both luxury and convenience. Tucked away on a quiet cul-de-sac, this freshly painted 3-bedroom, 2-bath home offers 2,077 sq. ft. of move-in ready living space. The open-concept great room features retractable sliding glass doors that lead to a 350 sq. ft. covered and enclosed outdoor retreat, creating the perfect space for relaxing or entertaining. The spacious kitchen includes solid wood cabinetry, quartz countertops (2022), stainless steel appliances, and a new dishwasher (2025), along with a cozy breakfast nook. The primary suite offers a large walk-in closet and a spa-like bath with dual vanities, garden tub, and private water closet. Major upgrades include a brand-new Spanish tile roof (2025), sprinkler system upgrade (2025), hot water heater (2020), A/C (2017), new blown insulation, and new carpet throughout. The extended driveway fits six or more vehicles, ideal for hosting guests. Residents enjoy a beautiful tree-lined community with a park, playground, basketball courts, and convenient access to major highways including Interstate 4 and Florida's Turnpike. A rare opportunity to own a move-in ready home with luxury upgrades, a private cul-de-sac location, and an exceptional outdoor retreat in one of Windermere’s most desirable communities.

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    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS

  • 12335 CRUXBURY DR, WINDERMERE, FL - MLS# O6398750

    Windermere High School - O6398750 - 12335 CRUXBURY DR, WINDERMERE, FL 34786
    2 Days on yellowkey

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

    Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for its tree-lined streets, sidewalks, and beautiful canopied trees. Step inside to find brand new carpet throughout and a functional layout featuring a large kitchen and great room, plus an additional flex space at the front of the home—perfect for a home office or playroom. The kitchen boasts warm-toned cabinetry and neutral finishes that create a welcoming atmosphere. Upstairs, you'll find three generously sized bedrooms and two baths, including a spacious primary suite. Enjoy Florida living with a screened-in lanai and a detached two-car garage. Located just minutes from shopping, restaurants, and the Disney Cast Member parking entrance, this home offers both convenience and lifestyle. Community amenities include a refreshing pool. Don’t miss this incredible opportunity!

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    Listing is courtesy of: THE AGENCY FL

  • 8654 BROOKVALE DR, WINDERMERE, FL - MLS# O6398831

    Windermere High School - O6398831 - 8654 BROOKVALE DR, WINDERMERE, FL 34786
    3 Days on yellowkey

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

    ... Available on May 1, 2026... Corner unit townhouse located in Lake Reams community. ... It offers 3 bedroom/2.5 bath/2 car garage/Private courtyard... Upgraded kitchen with granite countertops. Tile floors on the first floor and carpet floors on the second. Plenty of natural light, nice high ceilings. Block walls between units, all the way through the second floor. This community has walking trails, surrounding reservation areas, and a junior Olympic sized swimming pool. The Lake Reams Townhomes community is located near attractions, shopping, A rated Schools, restaurants and much more!.. It is zoned for Bay Lake Elementary, Horizon West Middle, and Windermere High School.

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    Listing is courtesy of: MAY HO REALTY

  • 11226 MACAW CT, WINDERMERE, FL - MLS# O6393210

    Windermere High School - O6393210 - 11226 MACAW CT, WINDERMERE, FL 34786
    3 Days on yellowkey

    $1,825,000 | Single Family Home | 4 beds | 4.5 baths | 3 gar

    The Ultimate Entertainer’s Dream Home. Welcome to this exceptional custom-built courtyard estate by Bill Sauerwine, offering 4 bedrooms, 4.5 bathrooms, and 4,549 square feet of luxurious living in the highly sought-after Windermere area. Designed for both grand entertaining and everyday comfort, this stunning residence centers around a private courtyard pool, creating a true indoor-outdoor lifestyle. The expansive outdoor patio overlooks the sparkling pool, providing the perfect setting for hosting guests or enjoying peaceful Florida evenings in your own private retreat. Inside, the home showcases spacious, thoughtfully designed living areas, including a dedicated movie theater for an elevated at-home experience and a versatile separate living space complete with a full bathroom—ideal for guests, in-laws, or multi-generational living. A generously sized loft adds flexibility for a home office, game room, or additional lounge space. At the heart of the home, the gourmet kitchen is a true chef’s delight. Featuring a premium Sub-Zero refrigerator, gas cooktop, and built-in oven and microwave, this space blends high-end functionality with timeless design. Abundant counter space, a spacious breakfast bar, and soaring two-story ceilings create an open and inviting atmosphere perfect for both entertaining and everyday living. The luxurious primary suite serves as a private sanctuary, offering ample space and a spa-like bathroom designed for ultimate relaxation and comfort. Combining custom craftsmanship, elegant design, and resort-style amenities, this one-of-a-kind home delivers an unparalleled lifestyle in Windermere, just moments from premier dining, shopping, and convenient access to major roadways. Opportunity awaits in the highly coveted guard-gate community of Keenes Pointe. Expansive W.J. Sauerwine custom home offering the best value in the community.

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    Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC

  • 12411 MONTALCINO CIR, WINDERMERE, FL - MLS# O6398677

    West Orange High - O6398677 - 12411 MONTALCINO CIR, WINDERMERE, FL 34786
    3 Days on yellowkey

    $1,550,000 | Single Family Home | 4 beds | 4.5 baths | 3 gar

    A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a full Carrera marble master bath with floating vanities, organize closet system in every bedroom, all bedrooms have their own private bath, $15,000 worth of plantation shutters, $5,000 security system with cameras with access from your smart phone, all of the wood in the home is African Sapele, 7.25" crown molding and base boards in every room, pre-wired surround sound, casement double pane windows as well as spray foam insulation. Too many extras to list. This home is a MUST SEE!!

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    Listing is courtesy of: CORCORAN PREMIER REALTY

  • 12964 EMERSONDALE AVE, WINDERMERE, FL - MLS# O6398400

    Windermere High School - O6398400 - 12964 EMERSONDALE AVE, WINDERMERE, FL 34786
    4 Days on yellowkey

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

    WOW!!Welcome Home! This home is being completely remodeled right now. You may have to look through the dust! You get to move in with fresh earth tones, fresh paint, new flooring downstairs, new carpet upstairs! Don't miss this larger 3-bedroom 2 bath town home! As you walk into your end unit, get ready for a treat. This classy home boasts all wood tone luxurious vinyl flooring on your main living area. The 42 inch upgraded wood cabinets with beautiful hardware are enhanced with granite counters and breathe welcome to my gourmet kitchen! They are enhanced with stainless steel appliances and a designer backsplash, as you would expect. The grand plan has plenty of room for everyone! The vinyl-wood flooring was worth every penny! There is a guest bathroom downstairs for everyone's convenience. Feel free to walk out to your oversized patio that is fenced for privacy. Your 2-car garage is beyond the patio. When you're ready to retire, you will find the master bedroom suite completed with an upgraded bathroom of custom tile work and a shower. Two other bedroom suites share a second full bathroom. In this neighborhood you can enjoy a carefree living with its pool, clubhouse, cabana, gazebo, park and walking trails. The community is located in "NEW" Windermere and has shopping and restaurants very close by. Welcome, but make your appointment today as this GEM will not last long!

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    Listing is courtesy of: MBA REALTY GROUP, INC

  • 11564 MIZZON DR #903/110, WINDERMERE, FL - MLS# O6398388

    Windermere High School - O6398388 - 11564 MIZZON DR #903/110, WINDERMERE, FL 34786
    4 Days on yellowkey

    $339,000 | Condo | 3 beds | 2.0 baths

    Welcome to the exclusive Windermere, with this impeccable huge 3 bedroom & 2 bath corner condo, with the convenience of a first floor as a shorter walk from your reserved parking space right in front of your door with no stairs/elevators. A brand new A/C Unit was recently replaced and a fully remodeling was done about 3 years ago, including: all Luxury vinyl flooring, new cozy quality carpets in bedrooms, interior painting, Stainless Steel appliances, 42" cabinets, Quartz counter tops, Zebra type blinds (some are motorized), light fixtures, mirrors, etc. Some small walls were removed to give this kitchen & living areas a totally open concept ambience great for entertainment. The Master suite features a walk-in closet and a master bath with double vanities sinks & glass enclosed garden tub and two additional bedrooms provides space for family, guests and a home office, as your primary residence, for vacation or an investment. HOA offers: 24/7 security, Water, Sewer, Valet Trash, tennis & sand volleyball courts, gym, billiard, playground, BBQ area, resort style pool, walking trails, parking is allowed at the spaces marked with the red beach chairs, etc. HOA replaced the roofs, resurfaced the asphalt, marked the lines & lettering and painted all the building exteriors about 5 years ago. The community has been recently provided with Fiber Optic and now the residents may have the option to install that service. Perfectly located that offers convenience, comfort, and lifestyle. Buyer has the option to purchase that complete Furniture package for just an additional $5K that includes everything, except some personal items, just ready to move-in, saving time and money with no packing, nor moving fees!

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    Listing is courtesy of: WINDERMERE REALTY GROUP

  • 4301 DOWN POINT LN, WINDERMERE, FL - MLS# O6398366

    Olympia High - O6398366 - 4301 DOWN POINT LN, WINDERMERE, FL 34786
    5 Days on yellowkey

    $2,950,000 | Single Family Home | 5 beds | 4.0 baths | 6 gar

    Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.

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    Listing is courtesy of: EXP REALTY LLC

  • 715 MAGNOLIA ST, WINDERMERE, FL - MLS# S5147648

    Olympia High - S5147648 - 715 MAGNOLIA ST, WINDERMERE, FL 34786
    5 Days on yellowkey

    $1,250,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    ADU A beautiful home located in the heart of downtown Windermere offering 4-bedrooms, 3-bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and large sliders that open to a beautiful backyard. This is a great home for entertaining or relaxing. This property features a fully equipped ADU with one-bedroom, one-bathroom space, ideal for in-laws, guests, or use as a private office. Located minutes from boat ramps and local amenities. Please schedule your viewing today.

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    Listing is courtesy of: IRIS INTERNATIONAL

  • 2806 WINDSOR HILL DR, WINDERMERE, FL - MLS# O6385977

    Olympia High - O6385977 - 2806 WINDSOR HILL DR, WINDERMERE, FL 34786
    7 Days on yellowkey

    $1,150,000 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Step into this stunning 4-bedroom, 3-bathroom pool home nestled on nearly half an acre in the highly desirable Windsor Hill community of Windermere. From the moment you enter, you’ll appreciate the bright, open floor plan designed for both comfort and effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring rich walnut cabinetry, quartz countertops, a mosaic tile backsplash, touch faucet and a spacious island that seamlessly connects to the dining and living areas. Equipped with a gas range, stainless steel appliances, and ample counter space, this kitchen is perfect for gathering with family and friends. The expansive media room offers the ultimate entertainment experience, complete with a built-in media center, kitchenette, wine refrigerator, and full-size refrigerator—ideal for movie nights or hosting guests in style. Step outside to your private backyard oasis, where a sparkling heated pool and spa await. Enjoy modern features including a heater, LED lighting with remote control, and a newer pool pump. The covered outdoor living area, complete with a sink and cabinetry, creates the perfect setting for al fresco dining and relaxation. Inside, every bathroom has been thoughtfully renovated with updated vanities, mirrors, bidets, and sleek shower stalls. The luxurious primary suite boasts a spa-inspired bath with a 67-inch freestanding soaking tub, smart mirror with defog function, and dual vanities. Major system upgrades provide peace of mind, including a new roof and skylight (2021), whole-home re-plumbing (2022), water heater (2022), and pool pump (2023). Garage features an electric car charger. Combining the tranquility of suburban living with convenient access to major roadways, shopping, dining, and downtown Orlando, this move-in ready home truly has it all. Don’t miss your opportunity to own this exceptional property—schedule your private showing today!

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    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS

  • 6133 S HAMPSHIRE CT, WINDERMERE, FL - MLS# O6397043

    Windermere High School - O6397043 - 6133 S HAMPSHIRE CT, WINDERMERE, FL 34786
    7 Days on yellowkey

    $3,150,000 | Single Family Home | 5 beds | 6.0 baths | 3 gar

    Under contract-accepting backup offers. Sophisticated Elegance best describes this stunning remodeled 5 Bedroom/5FULL Bath/2 Half bath Golf Course Estate Home in Keene’s Pointe. Upon entering this residence built by master custom builder J. Richard Watson, you will discover the seamless beauty of the 48 x 24 tiles that grace the entire main floor and set the tone for this gorgeous interior space filled with abundant natural light. Your eyes are drawn to the impressive living and dining rooms that meld together in this open concept while already eyeing the dramatic Family Room view through a graceful arched cast stone passage into the “heart of the home”. The remodeled kitchen and family room display an elevated level of design rarely seen today, equipped with new cabinetry and accent lighting accentuating the Cambrian custom countertops and back splash areas and new appliances by Wolf, Sub-Zero and Cove. The adjacent Family Room has a clever hospitality bar hidden behind tall double doors so discreet and refined that you are delightfully surprised when you open them to see the mirrored walls and lighted cabinets storing sparkling glasses and a wine refrigerator! Attractive fireplace framed out in a custom Cambria surround is flanked by matching accent walls to feature your most cherished collectibles. From the foyer to the kitchen, you note several coordinated glass and gold chandeliers that highlight the ivory walls, fresh interior paint and new can lighting and ceiling fans throughout. You will also find a large study, the primary retreat and a guest-ensuite bedroom on the main floor. Just off the kitchen, a lovely staircase beckons you up to a mid-level reimagined home theatre with the latest in sight, sound and special effects. New plush red leather recliners are enhanced with vibrations that mimic the main event on the screen to make you feel like you are in it – not just watching! Other rewards include the private half bath, beverage bar, professional popcorn machine and extra seating to enjoy the ambiance without leaving the room! Continuing up the staircase you will discover the second floor featuring 3 bedrooms, 2 Full Baths: (1 ensuite and 2 bedrooms sharing an oversized bathroom with dual vanities, and soaring ceiling with skylight!) Both the enormous bonus room and the ensuite bedroom open to a screened balcony overlooking the pool, golf course and the nature preserve in the distance. Second floor is all engineered hardwood throughout and all bathrooms are renovated. The spacious outdoor screened living area is impressive as well, with a large pool with pebble tec finish tucked within so easy to maintain its pristine sparkle keeping nearby oak tree leaves out of bounds! Enjoy the built-in fire pit and conversation area, along with a separate wet bar under the covered lanai. There is an additional summer kitchen featuring a natural gas grill and built in “Green Egg” allowing you to manage most any cookout gathering! Finally, light up any event you host any day of the year with the custom Massey Outdoor Landscape Lighting color carousel that allows you to choose your color for any seasonal holiday simply by pressing your app! So, sit back and enjoy the view of the wide eighth fairway of the renown Jack Nicklaus Signature Golf Course in Keene’s Pointe. Come live the lifestyle for which Keene’s Pointe is famous and add just an extra splash of refined elegance to the mix!

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    Listing is courtesy of: KEENE'S POINTE REALTY

  • 11334 CAMDEN LOOP WAY, WINDERMERE, FL - MLS# O6397598

    Windermere High School - O6397598 - 11334 CAMDEN LOOP WAY, WINDERMERE, FL 34786
    8 Days on yellowkey

    $6,250 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Welcome to Keene’s Pointe, a premier guard-gated golf community in the heart of Windermere. Offered furnished, this home features a neutral palette with comfortable pieces and clean, well-maintained finishes throughout. As you step into the foyer, you'll be greeted by the formal dining room and office area, complete with beautiful pillars and sparkling chandeliers. The open-concept kitchen and family room boast refinished white cabinetry, granite countertops, a gas range, double ovens, and stainless steel appliances. From here, you can enjoy views of your private pool. The master bedroom is separated from the rest of the home, offering a view of the pool area. The ensuite bathroom includes two custom-organized closet systems, a large tub, a walk-in shower with a glass enclosure, a dual vanity, and a private water closet. There are three sizable secondary bedrooms on the other side of the home, two of which are adjoined by a jack-and-jill bathroom that can be furnished upon request. Step outside and enjoy Florida's beautiful weather on your fully paved enclosed patio, complete with a private pool and a bathroom steps away. The three-car garage provides plenty of room for multiple vehicles and storage. As a Keene's Pointe resident, you'll enjoy 24-hour security, access to a community boat ramp on Lake Burden, walking trails, and a small playground. You have the opportunity to become a member of the Jack Nicklaus-designed Golden Bear Club (club membership is not included with the rental), with exclusive access to a swimming pool, restaurant, golf course, driving range, tennis courts, and fitness center. The home is zoned for top-rated schools and conveniently located for quick access to Publix and additional shopping at Lakeside Village Center.

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 8520 GREENBANK BLVD, WINDERMERE, FL - MLS# O6396673

    Windermere High School - O6396673 - 8520 GREENBANK BLVD, WINDERMERE, FL 34786
    8 Days on yellowkey

    $549,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas. Roof is 2024, Water Heater is 2025.

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 8520 GREENBANK BLVD, WINDERMERE, FL - MLS# O6396741

    Windermere High School - O6396741 - 8520 GREENBANK BLVD, WINDERMERE, FL 34786
    8 Days on yellowkey

    $3,150 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas.

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 7603 BRAMWELL ST, WINDERMERE, FL - MLS# O6397384

    Windermere High School - O6397384 - 7603 BRAMWELL ST, WINDERMERE, FL 34786
    8 Days on yellowkey

    $2,475 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Windermere, location, location Corner unit at Community of Windermere at Wickham Park . Step inside to find a bright and spacious great room that is perfect for entertaining. Gorgeous kitchen with 42” cabinets, granite counter tops up to backsplash. Private courtyard where you can relax in the sun. Second floor you will find the suite and 2 guest rooms. Very convenient as the washer and dryer are located on the second floor. Amazing amenities in the community such a swimming pool and a great Club House. Located in a top rated school zone, this well-loved home is just minutes to local shopping and restaurants, the attractions, and 30 minutes to the center of Orlando. Call today for your private showing.

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    Listing is courtesy of: 1 ELEVEN REALTY

  • 5106 TILDENS GROVE BLVD, WINDERMERE, FL - MLS# O6397273

    Windermere High School - O6397273 - 5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786
    8 Days on yellowkey

    $1,700,000 | Single Family Home | 6 beds | 4.5 baths | 3 gar

    PARADISE…FOUND. Welcome to this incredible custom-built executive home in Windermere’s esteemed & highly desired Tildens Grove community which welcomes you with 24-hour guard gated security and beautiful quiet tree-lined streets. Get ready for LUXURY around every corner of this home spanning nearly 6,000 square feet of indoor & outdoor living space. Starting with one-of-a-kind curb appeal, this gorgeous home sits on a large lot measuring ½ acre with endless views of beautiful greenspace & water, mature trees & extensive landscaping…peace, privacy & serenity are all yours. Live the Florida lifestyle OUTDOORS in your fully screened resort style saltwater pool & spa with an oversized travertine lanai patio complete with summer kitchen…an incredible outdoor living space ideal for entertaining or enjoying in solitude. The fantastic & flexible floor plan begins with solid wood six lite double entry doors into a grand welcoming foyer which flows directly into the large living spaces. Extremely tall ceilings on both first & second floors with stunning coffered trim details in each room and TONS of gorgeous windows & natural light throughout. The incredible gourmet kitchen is the HEART of this home featuring a large center island, custom cabinetry, recently upgraded quartz countertops & backsplash, built-in appliances including wood-panel refrigerator, wine/beverage cooler, Fisher and Paykel double dishdrawers, walk-in pantry…for the professional chef or amateur, you couldn’t ask for more! Interior & Exterior Neutral Paint in 2022. Custom Closet Built-ins. Plantation Shutters Throughout. This functional floor plan features SIX (6) large bedrooms, FOUR (4) full bathrooms and ONE (1) half bath (four bedrooms & three full baths on first floor -- two bedrooms & one full bath PLUS huge bonus room with half bath & wet bar plumbing on second floor). Large laundry room with tons of built-in cabinets & storage spaces, desk area plus full-sized fridge/freezer. Oversized three car garage with built-in storage and large paver driveway for plenty of parking space. Whole House Aquasana Water Filtration System. Pet-Free Home. The PERFECT location -- you can be tucked AWAY FROM IT ALL, yet located just minutes from shopping, dining, golf and major highways and roadways for easy access to anywhere in Central Florida & beyond -- 18 miles to Downtown Orlando, 25 miles to Orlando International Airport (MCO), 9 miles to world-famous “Restaurant Row” and Arnold Palmer’s Bay Hill, 7 miles to Walt Disney World. In addition to the 24-hour guard gated security (one gate only for entry/exit), Tildens Grove offers a beautiful community park area with large playground, tennis & pickleball courts, basketball court & soccer field. A+ public schools plus options for Windermere Prep & Foundation Academy within minutes. This is THE ONE you have been waiting for…WELCOME HOME!

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    Listing is courtesy of: TARA MOORE REAL ESTATE

  • 7327 MILLSTONE ST, WINDERMERE, FL - MLS# O6397203

    Windermere High School - O6397203 - 7327 MILLSTONE ST, WINDERMERE, FL 34786
    9 Days on yellowkey

    $479,000 | Townhouse | 3 beds | 2.5 baths | 2 gar

    A rare find in townhome living in the exclusive Lake Burden community of Windermere — this pristine corner unit sits tucked at the edge of the community, offering exceptional privacy and natural light, with views of beautiful and well-kept gardens. Enjoy morning coffee on the beautiful front porch before stepping inside to soaring ceilings and hardwood floors. The well-appointed kitchen features granite countertops, an island breakfast bar, and stainless steel appliances. The open living and dining area offers a built-in electric fireplace and flows out to a private stone paver patio and rear-entry 2-car garage. All bedrooms are upstairs. Lake Burden offers a pool, clubhouse, tennis courts, walking trails, fishing dock, and more — all minutes from Disney, major highways, and the best of Orlando.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 8355 TORCELLO ISLE DR, WINDERMERE, FL - MLS# O6396948

    Horizon High School - O6396948 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786
    9 Days on yellowkey

    $925,000 | Single Family Home | 5 beds | 3.5 baths | 2 gar

    One or more photo(s) has been virtually staged. AMAZING PRICE PRICE TO SELL 5 BEDROOMS 3.5 BATHROOMS PLUS THEATER ROOM AND LARGE LOFT AREA. 4200 HEATED SQURE FEET AND 5100 SQ FT UNDER ROOF! STEPS AWAY FROM COMMUNITY POOL, PLAYGROUND AND GREEN AREA TO PLAY! Nestled in prestigious Windermere Isle, this stunning 2019 home offers modern luxury and thoughtful design throughout. The stone-accented exterior and charming front porch overlook a peaceful conservation area, creating a serene first impression. Inside, the open floor plan showcases elegant finishes, including wood and tile flooring, custom lighting, and ceiling fans. The gourmet kitchen features quartz countertops, a breakfast bar, double oven, gas cooktop, and upgraded stainless steel appliances—perfect for everyday living and entertaining. The home includes two downstairs bedrooms, ideal for a home office and guest suite. Upstairs, enjoy a versatile loft, PLUS theater/game room, two bedrooms with a Jack-and-Jill bath, and a spacious primary suite with a luxurious ensuite and walk-in closet. Step outside to a large fenced yard with room for a pool, and unwind on the patio with nightly views of Disney fireworks. Additional highlights include energy-efficient features, LED lighting, tankless gas water heater, oversized upstairs laundry, ample storage, and an attached garage. Ideally located near top schools, Hamlin shopping & dining, major highways (HWY 429), and Disney World theme parks—this home offers the perfect blend of comfort, convenience, and lifestyle. Hamlin, a vibrant town center offering walkable lakefront living, dining, shopping, entertainment, movie theater and year-round events in the heart of Horizon West.

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    Listing is courtesy of: REALTY LYNK INC

  • 825 OAKDALE ST, WINDERMERE, FL - MLS# O6396351

    Olympia High - O6396351 - 825 OAKDALE ST, WINDERMERE, FL 34786
    9 Days on yellowkey

    $792,500 | Single Family Home | 3 beds | 2.0 baths | 1 car

    THE ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE. Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events. Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry. A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity. BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.

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    Listing is courtesy of: EXP REALTY LLC

  • 14371 CREST PALM AVE, WINDERMERE, FL - MLS# G5110664

    Windermere High School - G5110664 - 14371 CREST PALM AVE, WINDERMERE, FL 34786
    10 Days on yellowkey

    $1,114,989 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Arlington Floorplan – 3,140 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.4 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living.2.5-Car Garage: Ample space for two vehicles plus additional storage or hobby area.Oversized Lot: Extra space for a garden,—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 14377 CREST PALM AVE, WINDERMERE, FL - MLS# G5110662

    Windermere High School - G5110662 - 14377 CREST PALM AVE, WINDERMERE, FL 34786
    10 Days on yellowkey

    $970,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Tidewater Floorplan – 3,100 Sq. Ft. | 4 Beds | 2.5 Baths | 2-Car Garage | Oversized Lot | Move-In ReadyWelcome to the Tidewater– a thoughtfully designed, single-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,687 square foot residence sits on an oversized lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.2.5 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living. 2-Car Garage: Ample space for two vehicles plus additional storage or hobby area.: Extra space for a future pool, garden, or play area—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required. Price reduced, no incentives apply.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 11564 MIZZON DR #202 (919), WINDERMERE, FL - MLS# O6394852

    Windermere High School - O6394852 - 11564 MIZZON DR #202 (919), WINDERMERE, FL 34786
    10 Days on yellowkey

    $295,000 | Condo | 2 beds | 2.0 baths

    Renovated, move-in ready second-floor condo with elevator access in prime Windermere. This open-concept home features a modern kitchen with granite countertops, crown molding, and includes all appliances. Fresh paint and new carpet throughout create a clean, inviting space. The primary bedroom offers a walk-in closet, and a private patio adds outdoor living space. Ideally located minutes from Disney, Winter Garden Village, and directly across from Lakeside Village Center with shopping and dining. Includes one reserved parking space. HOA amenities include valet trash, resort-style pool, clubhouse, fitness center, tennis and volleyball courts, playground, BBQ area, and walking trails. Perfect as a primary residence, first-time home, vacation property, or investment. Fully furnished, with all furnishings negotiable.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1329 GLENHEATHER DR, WINDERMERE, FL - MLS# O6395704

    West Orange High - O6395704 - 1329 GLENHEATHER DR, WINDERMERE, FL 34786
    10 Days on yellowkey

    $821,000 | Single Family Home | 3 beds | 3.0 baths | 3 gar

    Impeccably maintained one-story pool home in the 24/7 guard gated community of Reserve at Belmere in Windermere. This move-in-ready residence offers peaceful pond views and stunning postcard-worthy sunsets from the expansive screened lanai overlooking the stocked pond in the backyard. Step inside to discover elegant one-story living with soaring high ceilings, an updated kitchen featuring a natural gas cooktop, built-in double convection ovens, abundant cabinet storage, and a walk-in pantry. The spacious family room includes an entertainment system with the TV conveying. A large dedicated home office provides flexibility and could easily serve as a fourth bedroom if desired. The primary suite is a true retreat, complete with two walk-in closets, a luxurious jacuzzi garden tub, separate walk-in shower, and dual vanities. The oversized premium lot backs directly to the serene pond, creating a private oasis designed for the ultimate Florida lifestyle. Enjoy the sparkling screened pool, deep covered lanai, and custom summer kitchen—perfect for outdoor entertaining while watching nightly western sunsets. A pocketing glass wall opens to.the lanai and extended pool deck, the outdoor shower is perfect to rinse off. Additional highlights include a three-car garage with a large paver driveway, mature landscaping that enhances incredible curb appeal, a tile roof, and a full hurricane shutter system on all windows and entries. The Reserve at Belmere delivers resort-style living with 24/7 guarded entry, a state-of-the-art fitness center, tennis courts, basketball courts, beach volleyball, and a fishing pier on Lake Reams. Families appreciate the sought-after A-rated K-12 schools in the area, along with convenient access to top private school campuses. Endless shopping and dining options are just minutes away in every direction, with quick commutes via the 429, Florida turnpike, 408 ,I-4, Winter Garden Village, and Downtown Orlando. Pride of ownership shines throughout this lovingly cared-for home, making it one of the best values in the community. Don't miss the opportunity to call this exceptional pond-view pool home yours.

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    Listing is courtesy of: RE/MAX PRIME PROPERTIES

  • 11129 LAKE BUTLER BLVD, WINDERMERE, FL - MLS# O6396488

    Olympia High - O6396488 - 11129 LAKE BUTLER BLVD, WINDERMERE, FL 34786
    10 Days on yellowkey

    $3,600 | Single Family Home | 3 beds | 2.0 baths | 2 car

    3 Bed 2 Bath Pool home 1 block from Windermere Elementary School * Private Boat Ramp to Lake Butler & Chain of Lakes * Friendly Pets Welcome - Completely Resurfaced Pool & Spa * Rear Porch has been enclosed to create a nice Sunroom with A/C * Fenced Yard * Storage Building * Carport with Extra Storage Room * Washer & Dryer Included * Available May 1, 2026

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    Listing is courtesy of: VINTAGE REALTY GROUP LLC

  • 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL - MLS# O6396406

    Olympia High - O6396406 - 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786
    11 Days on yellowkey

    $15,000 | Single Family Home | 4 beds | 3.5 baths | 3 gar

    Experience true lakefront living on the famed Butler Chain of Lakes in this exceptional custom home offering 137 feet of pristine shoreline on nearly one acre of high, dry land. Enjoy sweeping panoramic water views, refreshing lake breezes, and even nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and enter through an impressive solid cedar door with artisan leaded glass. Inside, the great room features soaring 23’ cathedral ceilings and a dramatic Tennessee river rock fireplace. The showstopping formal dining room is wrapped in oversized picture windows that perfectly frame the lake. Designed for comfort and convenience, the majority of the living space including all bedrooms is on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a bright breakfast area with incredible water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-style bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Secondary bedrooms are generously sized with ample closet space and well-appointed baths, including a steam shower. Outdoor living is unmatched with mature landscaping and colorful gardens, plus a motorized screened lanai with a summer kitchen featuring a pizza oven, prep area, grill, refrigerator, and TV. Relax by the pool, heated spa, and gas firepit, all positioned to take advantage of the desirable southern exposure for comfortable outdoor enjoyment. Boaters will love the rare, partially enclosed grandfathered-in dock with boat lift and side jet-ski lift. Additional features include newer doors and windows, a tile roof, and a custom floor plan maximizing lake views throughout. The Lakes community also offers a boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes to major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you.

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    Listing is courtesy of: THE SIMON SIMAAN GROUP

  • 6550 CARTMEL LN, WINDERMERE, FL - MLS# O6396111

    Windermere High School - O6396111 - 6550 CARTMEL LN, WINDERMERE, FL 34786
    12 Days on yellowkey

    $2,300,000 | Single Family Home | 4 beds | 4.5 baths | 3 gar

    This is a rare, one of a kind stunning Luxury Contemporary Home in Windermere – Over Half Acre with Private Pound View Welcome to 6550 Cartmel Ln, located in the exclusive community of Reserve at Lake Butler Sound — one of the most desirable gated neighborhoods in Windermere. This beautifully renovated, modern-contemporary residence sits on an oversized lot with over half an acre and features its own private lake view, offering a rare combination of luxury, privacy, and breathtaking outdoor living. The home offers 4 bedrooms, 4 full bathrooms, and 1 half bath across a spacious two-story layout with an open-concept design. The interior showcases elegant finishes throughout, including luxury vinyl flooring (no carpet), high ceilings, and abundant natural light. The gourmet kitchen is fully equipped with stainless steel appliances, quartz countertops, and custom cabinetry—perfect for both everyday living and entertaining. Step outside to your private backyard oasis, featuring a covered lanai with outdoor kitchen/grill area, a beautiful pool, and expansive lakefront space ideal for relaxing or hosting guests. Exterior furniture is included, making this home move-in ready. Additional highlights include a 3-car garage and partially furnished interiors. The community offers a lifestyle centered on privacy and lakefront living, featuring 24-hour guard-gated security, private access to the Butler Chain of Lakes, and beautifully maintained green spaces. Prime location just minutes from: Walt Disney World Resort Downtown Winter Garden The Mall at Millenia Top-rated schools, fine dining, shopping, and major highways This is a rare opportunity to own a fully upgraded luxury home in one of Central Florida’s premier communities. Don’t miss your chance—schedule your private showing today!

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 11455 CLAYMONT CIR, WINDERMERE, FL - MLS# O6396381

    Windermere High School - O6396381 - 11455 CLAYMONT CIR, WINDERMERE, FL 34786
    12 Days on yellowkey

    $1,249,000 | Single Family Home | 3 beds | 3.0 baths | 3 gar

    Better-Than-New Fully Renovated Pool Home in 24-hour gated/attended Keene's Pointe. Home to The Golden Bear Club an 18-hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming. Welcome to your dream home—completely renovated and truly move-in ready! This stunning residence offers the perfect blend of modern upgrades, thoughtful design, and luxurious indoor-outdoor living. Step inside to discover a spacious, light-filled layout featuring three bedrooms, three full bathrooms, formal dining room, and a dedicated office, ideal for working from home or creating a private retreat. A formal dining room with arched window greets you at the entrance, while the heart of the home opens into an expansive great room with an open-concept floor plan, seamlessly connecting the living, dining, and kitchen areas—perfect for entertaining. The low maintenance wood-look tile carries throughout the home.The beautifully updated kitchen boasts a large island that seats 6 comfortably and provides additional storage. White and oak shaker cabinets, Verona quartz on the counters and backsplash, and new stainless steel appliances, create a warm and inviting atmosphere for gatherings both large and small.The primary suite offers two custom closets and bathroom with dual vanities, free-standing tub and zero entry shower. On each side of the kitchen are the two additional bedrooms with full baths to service each offering custom tile detailing and decorative free-standing vanities. From the great room through the triple-panel sliding door you enter the patio overlooking your own private oasis with an oversized pool and spa, recently resurfaced and enhanced with a new pool motor and heater—perfect for year-round relaxation and entertaining. Throughout this home you will find quality features such as designer lighting, crown moldings, and coffered and tray ceilings. Additional highlights include: 3-car garage with ample storage space, tankless gas water heater for energy efficiency and endless hot water, new roof (2022), professionally designed landscaping and much more. Every detail has been thoughtfully updated, offering the feel of new construction without the wait. Located in close proximity to shopping, dining, major tourist attractions, expressways and top-rated public and private schools - space, style and upgrades in every corner, this home truly has it all!

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    Listing is courtesy of: SOUTHERN REALTY GROUP LLC

  • 8399 BOWDEN WAY, WINDERMERE, FL - MLS# O6396244

    Windermere High School - O6396244 - 8399 BOWDEN WAY, WINDERMERE, FL 34786
    13 Days on yellowkey

    $6,000 | Single Family Home | 3 beds | 2.5 baths | 3 gar

    This stunning waterfront home with a pool in the desirable 24-guard gated neighborhood of Keene’s Pointe is available for immediate occupancy! Welcome home to your exquisite single-story remodeled home spanning 2,851 sq ft with an open-concept design, featuring wood floors with contemporary style throughout. Highlights include spacious bedrooms, a separate study, living room, dining room, and a family room with expansive pond views. Your fully equipped kitchen includes stainless appliances, wood cabinets, marble backsplash, quartz counters, and a farmhouse sink. The primary bedroom is spacious with a spa-like bathroom including dual floating vanities, soaking tub, glass shower, and a walk-in closet. Secondary bedrooms have an adjacent bathroom with a separate loft area perfect a game room or gym. Enjoy the beautiful Florida weather in your screened in pool with a summer kitchen, and covered lanai overlooking the pond. The home also includes plenty of storage space with a three-car garage. Additionally, Keene’s Pointe is a 24-hour guard gated community, including plenty of parks, playgrounds, with access to The Butler Chain of Lakes, The Golden Bear Country Club with amenities that include a gym, pool, golf, tennis courts, and neighborhood boat/RV storage. Close to Orlando’s best attractions including Walt Disney World, shopping, and “A” schools including Windermere Elementary, Bridgewater Middle, and the newer Windermere High School. Don’t miss out on this extraordinary rental property.

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    Listing is courtesy of: THE SIMON SIMAAN GROUP

  • 11564 MIZZON DR #304, WINDERMERE, FL - MLS# O6396097

    Windermere High School - O6396097 - 11564 MIZZON DR #304, WINDERMERE, FL 34786
    13 Days on yellowkey

    $2,450 | Condo | 3 beds | 2.0 baths

    Welcome to Lakeside of Windermere!!! This Luxury Lifestyle Community is conveniently located across from shopping plazas which provide Publix Grocery, restaurants and shops. Enjoy top quality amenities including resort swimming pool, fitness center, clubhouse, playground, outdoor beach volleyball, and fishing pier on Lake Burden. This condo is in a highly desirable area of Windermere, just minutes from Disney World, Universal Orlando, and SeaWorld. The Large 3 Bedroom 2 Bath Condo is an Open/Split Bedroom(s) Floor Plan on the Third floor with private screened patio and elevator access. Equipped with Stainless Steel Appliances, Stone Counter Tops, brand new engineered Luxury Wood Floors throughout entire condo, and a full-size washer and dryer. Water, daily valet trash, and 24-hour security included. The new Tenant guideline follows HOA approval process: background check required with an application fee of $100 per person occupying the unit for anyone over 18 years of age and to attend HOA orientation. Owner/Landlord require NO PET/NO SMOKING.

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    Listing is courtesy of: CENTURY 21 CARIOTI