Location: Windermere , 34786
Do Not Show Listings
9648 MCCORMICK PL, WINDERMERE, FL 34786
$3,800,000203 Days on yellowkey MLS ID: O6346918
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4751 Built: 1988Monthly Fee: $1,224 Tax: $33,873 (2024)Community: IsleworthSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$33,873
Elementary School: Windermere Elem
High School: Olympia High
Tax Year: 2024
Middle School: Chain of Lakes Middle
Remarks: Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an oversized modern built-in featuring slate stonework and lit shelves. The spacious master suite features a large sitting area and an en-suite bathroom with dual vanities, a walk-in closet, modern soaking tub and separate walk-in shower. Completing the main level are the home office, formal dining room, elegant powder bath and center-island kitchen with casual dining area. Two additional bedrooms with balcony access are on the upper level. Step outside and discover a newly reimagined outdoor living experience. The expansive pool deck has been fully updated with sleek new pavers, while fresh turf and lush landscaping create a vibrant backdrop for relaxation and entertaining. A striking glass wall encases the pool area, maximizing panoramic views of both the golf course and the lake. The outdoor kitchen has been thoughtfully upgraded with new granite, a built-in grill, pizza oven, sink, and designer lighting—seamlessly blending function with style. Enjoy evenings around the modern fire pit, take a dip in the resurfaced pool with its brand-new heater, or unwind in the extended backyard, which offers an additional 15 feet added to one side of the property. Every detail of this outdoor transformation has been designed to enhance both beauty and livability, making this property the perfect retreat for year-round enjoyment.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Michelle Corbin (407-491-2690)
9731 CHESTNUT RIDGE DR, WINDERMERE, FL 34786
$3,400,000244 Days on yellowkey MLS ID: O6336655
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4877 Built: 1986Monthly Fee: $1,224 Tax: $19,867 (2024)Community: IsleworthSingle Family
Taxes:$19,867
Remarks: Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below. Travertine floors flow seamlessly into the gourmet kitchen appointed with stainless steel appliances, a sunlit casual dining space, and direct access to both the intimate family room and an outdoor balcony for effortless indoor-outdoor living. Also on the primary level, the serene master suite offers a separate access to the terrace along with a luxuriously updated bath, and dual closets. Completing the primary level is a richly detailed wood-paneled office and a well-appointed laundry room, adding both warmth and function. The home’s thoughtful layout places the secondary bedrooms on the lower level, ensuring privacy and comfort for family or guests. Here, glass doors open to the multi-level terrace that gracefully surrounds the sparkling pool and spa, featuring generous deck space for year-round lounging and entertaining under the Florida sun. Offering an exceptional combination of timeless design, resort-inspired grounds, and a premier location within the gates, this remarkable residence is truly a sanctuary to call home.
Listing Agent: Monica Lochmandy (407-230-6888)
5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
$14,250,000333 Days on yellowkey MLS ID: O6304800
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 9511 Built: 1999Monthly Fee: $1,224 Tax: $37,372 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$37,372
Remarks: One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and modern innovation. The interiors span more than 9,500 square feet living and 13,000 under roof, blending 5 bedrooms, 5.5 baths and an array of indoor and outdoor living areas with uncompromisingly luxurious finishes designed for effortless entertaining and quiet moments alike. At the heart of the home, the showstopping glass-enclosed wine room—temperature-controlled and with more than 2,200-bottle capacity—is a collector's dream and the ultimate conversation piece. The primary suite is a sanctuary unto itself, featuring a magnificent two-story closet and dedicated dressing room with a bar. Indulge in true tranquility within the home’s private wellness suite, complete with exercise room, a rejuvenating steam room, dry sauna and invigorating cold plunge tub. Additional interior highlights include the grand kitchen with Cristallo quartzite lighted countertops; a fully custom lounge with full bar; an upper-level game room with bar; an oversized, air-conditioned garage accommodating up to 8 vehicles; two laundry rooms; and more. Outdoor spaces are equally impressive, with an expansive lanai and balcony, a custom swimming pool with fire pits, meticulously landscaped yard adorned with integrated lighting, sound and lush, native greenery and putting green —all overlooking panoramic views of Isleworth’s championship golf course. Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves.
4226 DOWNEAST LN, WINDERMERE, FL 34786
$10,500,000175 Days on yellowkey MLS ID: O6355233
REDUCED by $1,300,000 (11.0%) on 04/08/2026
Bed: 5 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 5316 Built: 1980 Tax: $10,926 (2024)Community: NaSingle Family
Taxes:$10,926
Remarks: DRAMATIC PRICE IMPROVEMENT. Exceptional DEVELOPMENT OPPORTUNITY, currently R-CE zoning should allow for 3 Luxury Home Sites Discover over 5+acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, part of the coveted BUTLER CHAIN of Lakes. This is a rare chance to create a premier LAKEFRONT ESTATE or subdivide to create three ideally sized lots with water frontage. At present, the property includes an older 5,000 sq ft home (5 bedrooms, 3.1 baths) and an oversized four car garage, which can serve as a temporary residence or teardown to make way for your vision. Why this property stands out, Unmatched location: Situated on the east side of Windermere, with convenient access from Conroy Windermere Road and Apopka Vineland. Windermere prestige, Offers the cachet of a WINDERMERE ADDRESS and proximity to luxury amenities. Prime access: Minutes to Isleworth Country Club, Bay Hill, and downtown Windermere. Development upside: Ready canvas for luxury estates in one of Central Florida’s most desirable waterfront corridors. Whether you’re a developer, custom builder, or investor, this is your opportunity explore and deliver truly exceptional homes in a highly sought-after market. Property is also listed as vacant land on MLS #O6367852.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Thad Czapka (407-257-4253)
9669 WESTOVER CLUB CIR, WINDERMERE, FL 34786
$750,00048 Days on yellowkey MLS ID: O6386605
REDUCED by $100,000 (11.8%) on 04/08/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3435 Built: 2001Monthly Fee: $115 Tax: $11,111 (2024)Community: Westover Club Ph 01 44/139Spa: YesSingle Family
Taxes:$11,111
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Remarks: PRICED TO SELLLL!!! Behind the gates of Westover Club, 9669 Westover Club Circle offers a timeless Windermere setting with privacy, mature landscaping, and seamless indoor-outdoor living on nearly half an acre. Designed for both entertaining and everyday comfort, the home blends classic style with a functional layout in one of the area’s most desirable gated communities. Featuring 4 bedrooms, 4 bathrooms, and over 3,400 square feet, the home includes formal living and dining spaces and a flexible floor plan with distinct yet connected living areas. A newer AC system and roof (approx. 5 years old) provide valuable updates and peace of mind. Enjoy a screened lanai, open porch, and private pool overlooking a spacious, hedge-lined backyard. While the home would benefit from cosmetic updates, it presents an excellent opportunity to personalize, with a seller who is flexible. A Generac generator adds comfort and year-round security.
Listing is courtesy of: FIRST WORLD REALTY GROUP (954-457-0114)
Listing Agent: Regina Ferdinand (954-665-9885)
7327 MILLSTONE ST, WINDERMERE, FL 34786
$479,00010 Days on yellowkey MLS ID: O6397203
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1531 Built: 2007Monthly Fee: $240 Tax: $5,184 (2025)Community: Lake Burden South Ph ITownhouse
Taxes:$5,184
Elementary School: Sunset Park Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: A rare find in townhome living in the exclusive Lake Burden community of Windermere — this pristine corner unit sits tucked at the edge of the community, offering exceptional privacy and natural light, with views of beautiful and well-kept gardens. Enjoy morning coffee on the beautiful front porch before stepping inside to soaring ceilings and hardwood floors. The well-appointed kitchen features granite countertops, an island breakfast bar, and stainless steel appliances. The open living and dining area offers a built-in electric fireplace and flows out to a private stone paver patio and rear-entry 2-car garage. All bedrooms are upstairs. Lake Burden offers a pool, clubhouse, tennis courts, walking trails, fishing dock, and more — all minutes from Disney, major highways, and the best of Orlando.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Storm Miller (407-717-0597)
9056 WOODBREEZE BLVD, WINDERMERE, FL 34786
$565,00034 Days on yellowkey MLS ID: O6390709
1 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 1988Monthly Fee: $31 Tax: $3,836 (2024)Community: Silver Woods Ph 01Single Family
Taxes:$3,836
Remarks: One or more photo(s) has been virtually staged. Stop searching and start living in your private Windermere oasis at 9056 Woodbreeze Blvd. Nestled on a premium lot in the sought-after Silver Woods community, this home offers a rare level of privacy with no rear neighbors, a peaceful pond backdrop, and only one adjacent neighbor. From the moment you enter, soaring vaulted ceilings and sleek, oversized white porcelain tiles create an open-concept sanctuary bathed in natural light. Whether you’re hosting elegant dinners in the formal dining area or mixing drinks at the wet bar by the cozy fireplace, every inch of this home was built for memories. The chef’s kitchen, complete with granite countertops and solid wood cabinetry, flows seamlessly to a charming front paver courtyard perfect for your morning coffee. The true crown jewel is the massive 51-foot covered and screened lanai, featuring recessed lighting, triple ceiling fans, and an outdoor prep bar—the ultimate venue for sunset wine nights overlooking the water. Retreat to a primary suite featuring double doors, a soaking tub, and private sliding door access to the porch, or enjoy an active lifestyle with community tennis courts right at your doorstep. Located just minutes from the upscale dining of "Restaurant Row," top-rated schools, and major Orlando attractions, this property offers a lifestyle of total convenience. Imagine spending the entire weekend without needing to start your car—everything you need is just a short walk away at the Grove plaza. With a massive 2-car garage and lush professional landscaping, a home with this combination of features won't last the weekend—schedule your private tour today before it’s gone.
Listing is courtesy of: MAXLIFE REALTY LLC (321-373-3536)
Listing Agent: Ryan Solberg (407-748-3436)
9639 WESTOVER ROBERTS RD, WINDERMERE, FL 34786
$6,395,000221 Days on yellowkey MLS ID: O6341883
Bed: 5 Bath: 8.5 Gar: 7 Liv Area Sq Ft: 11861 Built: 2017 Tax: $50,738 (2024)Community: Gotha TownSpa: YesSingle Family
Taxes:$50,738
Remarks: Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking. From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired façade that opens to interiors of soaring scale and meticulous marble craftsmanship. Light cascades through walls of glass, illuminating a series of living spaces designed for entertaining at the highest level. Every detail speaks of refinement: bespoke millwork, hand-selected stone, intricate ceiling treatments, and custom finishes curated with an uncompromising standard. The expansive chef’s kitchen blends culinary excellence with artful design, while the bar, wine room, and multiple gathering spaces ensure that every occasion, from intimate family dinners to grand celebrations, is unforgettable. The state-of-the-art theater begs you to slow down and enjoy the latest movie release. Conveniently adjacent to the theater is a home gym and lakefront cardio room that rivals most commercial gyms! Once the day winds down, the private retreats within the home offers warmth and convenience so you never have to leave. The first floor conveniently offers a full guest suite, and the second floor boasts an additional four bedrooms all with en-suite bathrooms. Additionally located on the second floor is a kid’s study, playroom, guest apartment and handsome cigar room. Outdoors, the estate transforms into a private resort. A sweeping terrace frames an oversized resort style pool and spa, surrounded by gardens, fountains, and tranquil seating venues. Enjoy the piece of your surroundings, from al fresco dining beneath the pergola to evenings spent overlooking Lake Olivia, one of Central Florida’s most sought-after ski lakes. Beyond the main residence, a detached guest retreat and showcase garages offering space for up to 14 cars will satisfy the most serious car collector. Set on a significant 4.43 acre parcel of land, the estate is both sanctuary and statement, offering numerous spaces to live, create, and entertain. Enjoy living in the heart of it all without compromising your privacy. Plus, with easy access to major highways, theme parks, downtown Windermere, and less than 10 minutes from Whole Foods, Restaurant Row, and championship golf courses, you’re never far from the very best of what Central Florida has to offer. Perfectly positioned with easy access to Windermere Prep, Lake Highland, and Montverde Academy...this location does not get any better! Rarely does a property of this magnitude become available. This is not simply a home — it is an heirloom, a landmark, and an invitation to experience luxury on a level few will ever know. Call today for an exclusive private showing.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
17521 BLACK RAIL ST, WINDERMERE, FL 34786
$1,495,000106 Days on yellowkey MLS ID: O6370115
0 Days Off yellowkey (back on 4/7/2026)
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5316 Built: 2015Monthly Fee: $167 Tax: $16,243 (2025)Community: EnclaveSpa: YesSingle Family
Taxes:$16,243
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. *** Now priced under $1.5M offering strong value at approximately $281/SF compared to similar Windermere homes*** PRIME opportunity for a LIKE NEW spacious MOVE-IN READY Windermere pool home just 1.5 miles from Windermere Preparatory School, and conveniently located near other top-rated public and private schools. Offering over 5,300 sq ft of thoughtfully designed living space, this 6 bedroom/4.5 bath home combines privacy, flexibility, and modern comfort, ideal for today’s lifestyles, including multi-generational living. The main level features wood-floored living areas and an open, airy layout anchored by a chef’s kitchen with oversized center island, stone countertops, stainless appliances, walk-in pantry, and pass-through butler’s pantry, perfect for everyday living and entertaining. Expansive glass doors open to the newly renovated screened, heated pool and spa (2024) with covered patio and summer kitchen, creating seamless indoor-outdoor living. A downstairs ensuite bedroom provides excellent flexibility for guests, extended family, or home office needs. Upstairs, the spacious primary suite is joined by a large bonus loft with wet bar and built-in desk area, and four additional bedrooms, two of which share a Jack-and-Jill bathroom. All bedrooms feature walk-in closets with built-in shelving, offering exceptional storage throughout. A well-appointed laundry room includes a sink and 2023 LG washer and dryer. Notable upgrades include variable-speed HVAC systems (2021 & 2023), fresh interior and exterior paint (2021), smart-controlled motorized window shades on the main level, a fully renovated pool and patio (2024) with 2025 Hayward pump, heater, lighting, and rescreening, 2023 vinyl fencing, and two finished garages (1-car + 2-car) with durable interlocking rubber flooring. Enjoy added privacy with neighborhood green space directly next door, all in a prime Windermere location near top schools, the Butler Chain of Lakes, Keene's Pointe, Downtown Windermere and Winter Garden, Winter Garden Village, major roadways, Disney and area attractions. A pre-listing home inspection report is available after the first showing, offering added transparency and peace of mind. Home is IMMACULATE. Schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Rebecca Puig (407-970-1149)
9259 TIBET POINTE CIR, WINDERMERE, FL 34786
$6,499,000325 Days on yellowkey MLS ID: O6312645
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6257 Built: 2007Monthly Fee: $298 Tax: $35,727 (2024)Community: Keenes PointeSpa: NoSingle Family
Taxes:$35,727
Remarks: Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-gated community of Keene’s Pointe. Completely renovated in 2025, this exquisite home combines timeless elegance with modern luxury, offering breathtaking views and direct frontage on the pristine waters of Lake Tibet. This meticulously updated estate showcases high-end finishes throughout, with no detail overlooked. Enjoy a brand-new gourmet kitchen equipped with top-of-the-line appliances, custom cabinetry, and designer fixtures. The open-concept layout flows seamlessly into spacious living and dining areas, perfect for entertaining or relaxing while taking in panoramic lake views. The home’s thoughtfully reimagined floor plan features luxurious bedrooms, spa-inspired bathrooms, and refined touches such as wide-plank hardwood flooring, quartz countertops, and designer lighting. Expansive windows and glass doors fill the home with natural light and lead to a private outdoor retreat with fireplace and summer kitchen - ideal for enjoying Central Florida sunrises over the water. Additional improvements include hardwood and porcelain flooring, tankless gas water heater, updated AC units (2), water softener, new pool heater, and much more. A 4-car garage completes this amazing property. Located in the heart of Windermere, Keene’s Pointe offers world-class amenities including the renowned Golden Bear Club with golf, tennis, fitness, swimming and dining. Don’t miss this rare opportunity to own a move-in ready, lakefront masterpiece on the Butler Chain of Lakes. Schedule your private tour today and experience luxury lakefront living at its finest.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
12405 CRUXBURY DR, WINDERMERE, FL 34786
$415,00017 Days on yellowkey MLS ID: O6394966
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1429 Built: 2006Monthly Fee: $200 Tax: $5,463 (2025)Community: Lakes/Windermere-Lk Reams TwhmSpa: NoTownhouse
Taxes:$5,463
Elementary School: Bay Lake Elementary
Remarks: Discover this spotless corner-unit townhome in Windermere Lakes, offering some privacy with a serene conservation area behind the home and no neighbors on one side. The open-concept layout seamlessly connects the kitchen to the living area, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, 42” cabinets, added custom cabinetry, and tile flooring throughout the main areas. An extra half bath downstairs adds convenience for guests. Upstairs, the master bedroom and shower are sure to impress. Enjoy beautiful tree-lined streets, mature landscaping, and a detached two-car garage with a charming, paved courtyard perfect for grilling and relaxing outdoors. The community offers a pool and clubhouse, ideal for soaking up the Florida sunshine. The low HOA includes exterior maintenance, roof maintenance, landscaping, and access to community amenities. Located just minutes from Disney World and all the Disney parks, with shopping, dining, major highways, and top attractions close by, as well as minutes from the Tibet Butler Preserve, where you can enjoy the natural beauty of Florida. Make your appointment today to view this beautiful home.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Steve Lang (407-435-0290)
14371 CREST PALM AVE, WINDERMERE, FL 34786
$1,114,98911 Days on yellowkey MLS ID: G5110664
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3100 Built: 2025Monthly Fee: $245 Tax: $1,309 (2025)Community: Palms At WindermereSingle Family
Taxes:$1,309
Remarks: 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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
58 MAIN ST, WINDERMERE, FL 34786
$3,725,00071 Days on yellowkey MLS ID: O6370886
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4875 Built: 1953 Tax: $21,723 (2024)Community: Lake Butler Park Pt RepSingle Family
Taxes:$21,723
Elementary School: None
High School: None
Middle School: None
Remarks: Nestled in the heart of Old Town Windermere, this exceptional lakefront residence offers direct access to the Butler Chain of Lakes from the tranquil waters of Wauseon Bay, prized for its reduced boat traffic and peaceful setting. Set on an oversized waterfront lot with western exposure, the home captures breathtaking lake views from nearly every room—delivering spectacular sunsets and a seamless indoor-outdoor lifestyle. Over 4800sq 5 bedrooms, 4 full bathrooms, Recently enhanced by renovations completed in 2020, the residence now features a newly added owner’s retreat with spa-inspired bathroom, thoughtfully designed to maximize comfort, privacy, and sweeping lake views. Additional updated interior in 2022 showcases refined craftsmanship and high-end finishes, including Provenza engineered hardwood flooring, vaulted tongue-and-groove ceilings, cedar beams, updated bathrooms, custom drapery, and plantation shutters. The large open kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinetry, two oversized kitchen islands, a GE Profile refrigerator, and an Advantium double oven, all seamlessly connected to the main living areas. The great room opens effortlessly to the outdoor living spaces through fully retractable sliding doors, creating an ideal setting for gatherings of any size. Outdoor amenities rival those of a private resort, featuring a saltwater pool with pebble-tech finish and shallow lounging shelf, summer kitchen with natural gas Artisan grill, motorized patio screens, indoor/outdoor surround sound, and a luxury boat dock with electric cradle and Trex decking—perfect for enjoying the Butler Chain lifestyle year-round. Additional highlights include interior and exterior security systems, natural gas, city water, roof 2020, and a newer septic tank. Located just steps from downtown Windermere, residents enjoy a charming small-town atmosphere with farmers markets, cafés, local shops, and dining, while remaining only minutes from Restaurant Row and Orlando’s premier amenities. A rare opportunity to own a fully updated lakefront retreat in one of Central Florida’s most coveted communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Michelle Ingrassia (407-756-9164)
11866 CAMDEN PARK DR, WINDERMERE, FL 34786
$984,90043 Days on yellowkey MLS ID: O6381558
1 Days Off yellowkey (back on 3/24/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3337 Built: 2006Monthly Fee: $298 Tax: $13,742 (2025)Community: Keenes PointeSingle Family
Taxes:$13,742
Remarks: Welcome. A new roof and one new AC System are being installed! Residing in the established, guard-gated community of Keene’s Pointe, this delightful five-bedroom, four-bathroom home features a functional two-story layout, with multiple living areas, spacious bedrooms, and modern finishes, creating an environment that is ready for life’s ever-changing needs. At the heart of the home, the gourmet kitchen showcases granite counters, plenty of cabinetry, a breakfast bar, and an island overlooking the family room and backyard, offering a cohesive main living space fit for relaxation and memorable gatherings. If practicality and privacy are aspects at the top of your list, the three-way split-bedroom floor plan allows for incredible flexibility and offers pristine privacy for all. On one side of the home, the large primary suite enjoys a tray ceiling, stylish flooring, a spacious closet, dual vanities, and a separate garden tub there to soothe you each day. On the other side of the home, the remaining bedrooms and bathrooms are designed to maximize privacy, with the ability to easily create en-suites, while the upstairs bonus room, bedroom, and bathroom provide a versatile and private space. High ceilings, crown molding, and ceiling accents throughout the home add a refined finish to the interior spaces. Venture outside to enjoy the sizable, covered lanai, providing a perfect retreat while remaining protected from the elements, or enjoy a journey through the lusciously landscaped community, with multiple parks and a community boat ramp accessing the Butler Chain of Lakes deliver regular delight. If the country club lifestyle is for you, The Golden Bear Club offers social and golf membership for an additional fee, which grants access to the renowned Golden Bear Golf Course and practice facilities, as well as the resort-style pool, tennis courts, state-of-the-art fitness center, and dining. The community’s location delivers unmatched convenience with proximity to well-rated schools, along with The Grove, Westside Shoppes, Cornerstone at Summerport, and Downtown Windermere for daily essentials, local dining, and shopping adventures. Entertainment options abound with easy access to Disney, Universal, and the famed Restaurant Row in Dr. Phillips. Schedule your private showing today to experience the full charm of this practical home.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
6638 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786
$664,90088 Days on yellowkey MLS ID: O6374429
0 Days Off yellowkey (back on 2/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2908 Built: 2013Monthly Fee: $223 Tax: $8,467 (2024)Community: Vineyards/Horizons West Ph 1BSingle Family
Taxes:$8,467
Remarks: Under contract-accepting backup offers. Welcome to Vineyards Horizon West, this stunning 4-bedroom, 2.5-bath home offers about 3,000 square feet of thoughtfully designed living space, all set on a large conservation lot that ensures privacy and tranquility. From the moment you step inside, you will fall in love with the abundance of natural light, highlighting the home's open and airy layout. Downstairs, a versatile flex space awaits perfect for a playroom, additional guest room, or whatever suits your lifestyle best. The gourmet kitchen is a chef's dream, featuring a natural gas cooktop, ample counter space, that make both cooking and entertaining a delight. Upstairs you can find all 4 spacious bedrooms including a primary with window views overlooking the serene conservation. Recent upgrades, including a newer roof and AC, mean worry-free living, while the HOA takes lawn care off your to-do list. Step outside and enjoy the community's resort-style amenities, including two pools, a dog park, and a playground with a tot lot, fun for everyone in the family! This prime location puts you in the heart of Horizon West, just minutes from Disney, Hamlin Town Center, Winter Garden Village, and all the charm and luxury Windermere has to provide. Don't miss your chance to call this exceptional property home!
Listing Agent: Nickolas Amburgey (407-864-7622)
8737 IRON MOUNTAIN TRL, WINDERMERE, FL 34786
$725,00018 Days on yellowkey MLS ID: O6389224
1 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2260 Built: 2014Monthly Fee: $81 Tax: $5,709 (2025)Community: Windermere Trls Ph 1CSpa: NoSingle Family
Taxes:$5,709
Remarks: Under contract-accepting backup offers. Located in the desirable Windermere Trails community, this beautifully updated and exceptionally well-maintained home offers outstanding curb appeal and a welcoming feel from the moment you arrive. A standout feature of the property is the fantastic backyard retreat highlighted by a heated saltwater pool built in 2022 with a travertine paver deck, screened enclosure with privacy screens, and a vinyl privacy fence for added seclusion. The home also features a fully paid off whole house solar system, providing impressive energy efficiency and long-term savings. Inside, the open floor plan seamlessly connects the living room, kitchen, and dining area, creating a bright and inviting space ideal for both everyday living and entertaining. Elegant porcelain tile flooring spans the entire first floor, while bamboo flooring adds warmth and character upstairs. The primary suite is conveniently located on the first floor and features dual walk-in closets and a well-appointed bath. Upstairs you will find two additional bedrooms along with a versatile loft or bonus room that can serve as a second living area, office, or playroom. The kitchen flows easily to the interior laundry room, and a half bath is located downstairs near the mudroom and main living area for guests. Covered front and rear porches provide additional outdoor living space to relax or entertain. Ideally situated just minutes from top rated schools, shopping, restaurants, Publix, and the attractions of Walt Disney World, this Windermere Trails home offers both convenience and an exceptional lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Matt Kester (772-494-8550)
13145 ZORI LN, WINDERMERE, FL 34786
$775,00021 Days on yellowkey MLS ID: O6394437
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3597 Built: 2003Monthly Fee: $102 Tax: $10,490 (2025)Community: ProvidenceSingle Family
Taxes:$10,490
Remarks: One or more photo(s) has been virtually staged. Priced right and move-in ready! Situated in the Windermere community of Providence, this home offers spacious living across two floors. Upon entering, you are greeted by the formal living and dining rooms. The family room is open to the kitchen for easy entertaining. The primary suite along with three other bedrooms are on the first floor. On the second floor, there is a large loft with full bathroom and private guest bedroom. The 5 bedroom home scans over 3,500 Sq Ft and sits on 0.21 acres. The private, fenced backyard features a screened patio accessible by the primary suite and family room. Providence features a community pool, playground and sidewalks throughout offering scenic vistas whether you are jogging, walking your dog or strolling to take in the fresh Florida air.
Listing Agent: Toni Cafferty (904-449-2184)
13448 BELLARIA CIR, WINDERMERE, FL 34786
$3,200,000207 Days on yellowkey MLS ID: O6346484
Bed: 6 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 6308 Built: 2014Monthly Fee: $483 Tax: $29,164 (2024)Community: BellariaSingle Family
Taxes:$29,164
Remarks: Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting the elegant handcrafted staircase in the foyer. The formal living and dining areas set the tone for refined entertaining, enhanced by a gas fireplace, a well-appointed wet bar, and expansive views of the sparkling pool and two-story covered porch. Just off the entry, the study provides an intimate retreat with porcelain flooring and clerestory windows, filling the space with natural light and framing serene outdoor vistas. The open-concept family room and kitchen create the heart of the home, where a wall of glass doors seamlessly blends indoor and outdoor living. The gourmet kitchen is a chef’s delight, featuring stainless steel appliances, exotic granite, custom cabinetry, tile flooring, and a spacious walk-in pantry. The first-floor master suite, thoughtfully tucked away for privacy, serves as a true sanctuary. Its spa-inspired bath is adorned with paneled cabinetry, exotic granite, a rainforest shower, soaking tub, and expansive closet areas—both beautiful and functional. Two additional en suite guest bedrooms, a versatile bonus room, and generous living and dining spaces make the main level ideal for everyday living or hosting. Upstairs, the thoughtful layout continues with three bedrooms, a loft, a sitting area, a bonus room, and even a second laundry room for added convenience. These flexible spaces adapt easily to the needs of a growing family or guests, offering opportunities for work, play, or relaxation. Blending elegance with livability, this home captures the essence of Florida living—where interiors open gracefully to resort-style outdoor spaces, making it perfect for both intimate family life and grand entertaining.
Listing is courtesy of: KENNEDY REALTY GROUP LLC (407-590-6192)
Listing Agent: Shawn Kennedy (407-590-6192)
14377 CREST PALM AVE, WINDERMERE, FL 34786
$970,00011 Days on yellowkey MLS ID: G5110662
0 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3239 Built: 2025Monthly Fee: $215 Tax: $1,309 (2024)Community: Palms At WindermereSingle Family
Remarks: 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.
11564 MIZZON DR #202 (919), WINDERMERE, FL 34786
$295,00011 Days on yellowkey MLS ID: O6394852
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1161 Built: 2006 Tax: $4,173 (2025)Community: Lakeside/Lks/Windermere Ph 9Condo
Taxes:$4,173
Remarks: 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.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Nilufer Rohleder (407-962-7494)
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