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$11,900,000
6 Beds 10 Baths Isleworth SubDv. 34786 Zip Code
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptural custom one off lighting, while an interior glass breezeway subtly defines the transition to the private primary wing. The primary suite offers a serene retreat with custom arch detailing, a nickel joint ceiling, and stained beams. The spa-inspired bath includes a marble soaking tub and a dramatic solid limestone staircase leading to a hidden upper-level flex space, ideal for an office or gym, complete with beverage refrigeration and powered Roman shade. The boutique-style closet features dual islands and an integrated wash tower. At the heart of the home, the chef’s kitchen stuns with soaring 18-foot ceilings, exposed beams, a curved reeded island, and custom Urban Electric pendants designed specifically for the residence. Sub-Zero refrigeration, freezer, and wine column, a 60-inch Wolf range, dual integrated dishwashers, and a fully equipped back kitchen ensure effortless entertaining. Indoor and outdoor living connect seamlessly to a private courtyard-style retreat featuring a resort-inspired pool with copper scupper water features, a summer kitchen with Wolf grill, powered screens, and multiple lounging areas designed for year-round enjoyment. Additional highlights include four upstairs en-suite bedrooms, including a secondary primary suite, an upstairs laundry with linen towers and folding station, a third-level bonus floor with theater, bar, powder bath, and storage, elevator-ready construction, and an advanced security system with AI-enabled cameras and window vibration sensors. Designed with architectural intention, this home pairs refined craftsmanship with warmth, creating spaces that feel both elevated and deeply livable.

9323 Gladys Garden Court, Windermere

$1,050,000
4 Beds 3 Baths Butler Bay SubDv. 34786 Zip Code
Discover the charm of the Town of Windermere, Tree City USA, where the sparkling lakes, mature tree canopies, and a quaint ambiance create an exceptional place to call home. Deeply committed to preserving its character while embracing thoughtful cultural progress, Windermere offers a vibrant community filled with playful events. Nestled within the town proper and the gates of Lake Crescent Reserve, this freshly painted, custom 4018 sf home rests on pristine a 1.06 acre lot, showcasing an outdoor oasis. Designed for seamless indoor-outdoor living, this home also features an impressive 1100 sf flex suite with a private entrance, full kitchen, sliding doors to the pool. This area is ideal for a pool party or game area, multigenerational living, private office and work area, fitness center, or other creative space that best suits your needs. From the moment you enter, you’re welcomed into the family room featuring the vaulted ceilings, a wondrous wood-burning fireplace and wet bar conveniently located by the sliding pocket doors to the pool and outdoor entertaining spaces. Overlooking a privately landscaped yard with a new firepit, this home invites you to the perfect balance of year-round entertaining and peaceful retreat, where indoor comfort meets outdoor beauty in effortless harmony. Thoughtful home design is exhibited by a split floor plan, providing flexible spaces for separate conversations, play areas, multigenerational living, or large, scale entertaining. The spacious, well-appointed kitchen features a large eat-in area, SubZero refrigerator, quartz and granite countertops, wood cabinetry, and a center island with a cooktop and countertop eating. The owner’s suite offers a luxurious, recently updated en-suite and generous walk-in closet. Take advantage of the flex-space opportunities, which include the 1100 sf private entrance suite and the expansive second-floor loft with natural light from skylights. Notable upgrades include a Gerard stone-coated metal roof, resurfaced pool, re-sealed patio deck, and oversized septic leach field. Additional features include two water heaters, three-zone HVAC, vaulted family room ceiling, a large, covered lanai with retractable sunscreens on those days you prefer a little shade, and two outdoor kitchen plumbing access points for future expansion of the outdoor living space. Located within the Town of Windermere, residents enjoy exclusive amenities, including access to tennis courts, boat ramps to the various lakes, events, food truck night, farmers market, art and holiday special events, and other exclusive Town of Windermere residents-only events, to mention a few. The recently approved project to enhance the already meaningful community, involves the development of the Windermere Ward Trail and pedestrian bridge to provide safe and convenient access for pedestrians, bicyclists, and golf carts, to safely connect to local recreational areas, businesses, and government.

2931 Sunbittern Court, Windermere

$3,000,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to an extraordinary custom residence located within the prestigious guard-gated golf community of Keene’s Pointe, one of Windermere’s most sought-after luxury enclaves. Built in 2014 and set on an expansive 0.51-acre, this estate offers over 5,000 square feet of refined living space, thoughtfully designed to balance elegance, comfort, and modern functionality. The property enjoys a rare premium setting with serene pond views wrapping both the rear and side of the home, creating a private, picturesque backdrop rarely found within the community. The residence features 5 bedroom suites, including a luxurious primary suite on the main level along with an additional first-floor guest suite, ideal for multigenerational living or extended visitors. Three spacious ensuite bedrooms are located upstairs, each offering comfort and privacy. At the heart of the home, the chef’s kitchen is a true showpiece, appointed with top-of-the-line appliances, custom cabinetry, an oversized island, and seamless flow into the main living and entertaining areas. Expansive windows and sliding glass doors flood the interiors with natural light while framing tranquil water views. Outdoor living is equally impressive, highlighted by a beautiful pool and spa, an extended brick-paver lanai, and a fully equipped summer kitchen, all designed for year-round Florida entertaining. The oversized yard, enhanced by the half-acre lot and pond frontage, provides both privacy and space rarely available in Keene’s Pointe. Additional highlights include: • 3-car garage • High ceilings & architectural detailing • Hidden pantry • Office on the 1st floor • Gas fireplace in the family room and outdoors • Modern transitional finishes throughout Residents enjoy 24-hour guard-gated security, lush landscaping, private roads, and optional membership to the Golden Bear Club, featuring golf, dining, fitness, tennis, and social amenities. Ideally located near top-rated Windermere schools, fine dining, shopping, and major roadways, this exceptional estate represents the pinnacle of luxury living in one of Central Florida’s premier golf communities.

9940 Grosvenor Pointe Circle, Windermere

$1,265,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Completely renovated and thoughtfully reconfigured in 2023, this stunning 4-bedroom, 3-bath home is located in the highly sought-after, 24-hour gated and guarded community of Keene’s Pointe. Designed for modern living, the home features an open and refreshed layout with new flooring throughout and elegant paneling details that elevate the interior design. The expansive primary suite has been completely reimagined, showcasing a beautifully reconfigured spa-like bathroom and an oversized custom primary closet. The kitchen is equipped with premium appliances including a Thermador panel-ready refrigerator, KitchenAid gas stove, KitchenAid oven/microwave combo, and panel-ready dishwasher — all new in 2023. A new washer and dryer were also added for convenience. Major system upgrades provide peace of mind, including a new roof (2023), new HVAC units (2022 & 2023), and a new hot water heater (2023). The exterior was freshly painted in 2024. An impressive accordion-style glass door seamlessly connects indoor and outdoor living spaces, opening to a spacious, fenced backyard with no rear neighbors — offering both privacy and room to entertain. Keene’s Pointe is home to the Golden Bear Country Club, featuring an 18-hole Jack Nicklaus-designed golf course, restaurant, and tennis facilities, delivering an exceptional lifestyle in one of the area’s premier communities. Conveniently located near shopping, dining, major expressways, and world-renowned tourist attractions, as well as top-rated public and private schools, this turnkey home blends luxury updates, privacy, and prime location — a rare opportunity in Keene’s Pointe.

5837 Caymus Loop, Windermere

$3,450,000
4 Beds 6 Baths Casa Del Lago Rep SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Experience elevated lakefront luxury living in Windermere with this professionally designed former model home ideally positioned on the shores of Lake Burden. Showcasing 4 bedrooms, 4 full baths, and 2 half baths — including a dedicated pool bath and club room bath — this stunning estate blends timeless architecture, designer finishes, and resort-style outdoor living. Inside, the palatial great room is framed by rich millwork, intricate ceiling details, wood flooring, a circular wet bar, and a stone-accented wine room, while dramatic 10-foot pocket sliding glass doors open completely to the expansive lanai for seamless indoor-outdoor entertaining. The chef’s gourmet kitchen impresses with a massive waterfall-edge island, chef-grade appliances, and two oversized walk-in pantries, flowing effortlessly into the formal dining room highlighted by a statement mirrored ceiling and the light-filled morning room. The first-floor primary suite offers tranquil lake views and a spa-inspired bath with a freestanding soaking tub and oversized walk-in shower. A private den and guest bedroom complete the main level. Upstairs, enjoy a spacious club room with wet bar, dedicated media room/home theater, two additional bedrooms, generous storage space, and a covered balcony overlooking the pool and Lake Burden. Step outside to your private backyard oasis featuring a custom resort-style pool and spa, sunken fire pit lounge, and a fully equipped outdoor kitchen with gas grill, sink, beverage center, and “L”-shaped bar seating — perfect for entertaining or relaxing while enjoying nightly sunset views and Disney fireworks over the water. Recent updates provide peace of mind, including exterior paint (2021), interior paint (2021 & 2025), new carpet (2021), and tankless water heater (2024). A rare opportunity to own a luxury waterfront estate in Windermere, this exceptional home delivers elegance, comfort, and unforgettable views in one of Central Florida’s most desirable lakefront communities.

12120 Montalcino Circle, Windermere

$1,699,000
4 Beds 5 Baths Providence SubDv. 34786 Zip Code
Experience refined lakefront living in this exceptional Windermere residence, ideally positioned on Little Lake Sawyer.  Set on an oversized homesite, this property offers a rare combination of privacy, natural beauty, and everyday luxury in one of Central Florida’s most desirable communities – Windermere.  The home features an open, light-filled floor plan with expansive windows, sleek flooring, and soaring cathedral-style ceilings, creating an inviting environment for both everyday living and entertaining. Thoughtful updates throughout include fresh interior paint, updated luxury bathrooms, and energy-efficient LED lighting.  Floorplan showcases 4 bedrooms plus an office ( could be 5th bedroom ) PLUS a rare and highly desirable feature, the attached in-law suite includes a private bedroom, full kitchen, and sun-filled living area, offering an elegant and flexible solution for guests, multigenerational living, or a secluded private retreat.  At the center of the home is a well-appointed chef’s kitchen with custom cabinetry, stainless steel appliances, solid surface countertops, and a walk-in pantry. Designed with entertaining in mind, the kitchen also offers granite countertops, dual dishwashers, and a wet bar complete with a wine refrigerator, ice maker, and refrigerated drawers.  The primary suite serves as a private retreat, featuring a balcony with sweeping lake views—perfect for enjoying morning coffee or unwinding in the evenings with distant Disney fireworks.  Additional highlights include surround sound wiring with built-in speakers in the main living area and the convenience of washer and dryer sets located on both the main and upper levels.  Outdoor living is elevated with a private boat dock and electrical lift, providing effortless access to boating and waterfront enjoyment on Lake Sawyer. The home has a very large yard and ready for a pool offering the opportunity to further customize your outdoor space.  Residents enjoy a well-maintained community with a pool and scenic walking paths, all while being just minutes from Windermere’s top-rated schools, dining, shopping, major highways, and world-class attractions.  This is more than a home—it’s a lakefront lifestyle defined by comfort, elegance, and the timeless appeal of living on the water in Windermere.

13120 Zori Lane, Windermere

$1,210,000
4 Beds 4 Baths Lake Cawood Estates SubDv. 34786 Zip Code
NEW PRICE - SELLER MOTIVATED! Welcome to this stunning single-story luxury estate located in the highly sought-after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the end of a cul-de-sac, this beautifully maintained four-bedroom, three-and-a-half-bathroom home offers over 4,400 square feet of spacious, thoughtfully designed living with a three-car garage and exceptional privacy. A long driveway and inviting covered front porch create a warm welcome, while soaring ceilings and tranquil pool views greet you the moment you step inside. The open floor plan is ideal for entertaining and everyday living, featuring a grand living room with gas fireplace, formal dining room with wet bar, expansive family room, and a versatile game or bonus room perfect for a media space, home office, or guest retreat. The gourmet kitchen opens seamlessly to the breakfast nook and family room and is beautifully appointed with granite countertops, stainless steel appliances, built-in double ovens, and a large center island. The luxurious primary suite offers tray ceilings, a private fireplace, sitting area, and abundant natural light, along with a spa-inspired ensuite featuring dual vanities, a jacuzzi tub and two spacious walk-in closets. Three additional bedrooms are generously sized with large closets and a convenient cabana bath provides direct access to the outdoor living area. Step outside to your private resort-style retreat featuring a screened heated pool and spa, expansive paver patio, and a fully equipped summer kitchen designed for year-round Florida living and entertaining. Large sliding doors provide seamless indoor-outdoor flow, enhancing the home’s open and airy feel. Built in 2004 and extensively upgraded for modern comfort and peace of mind, this move-in-ready home features a brand-new roof (2024), new A/C system (2024), new well system (2025), new water filtration system, new saltwater pool system (2025), fresh interior paint (2025), updated lighting and fans (2024), and new kitchen and laundry appliances including a GE Café refrigerator and dishwasher and Samsung washer and dryer. The property operates on well and septic, providing efficiency and long-term value. Ideally located near top-rated dining, shopping, and everyday conveniences, this exceptional home is approximately 15 minutes from Walt Disney World and less than 30 minutes from Orlando International Airport. This rare opportunity combines luxury, space, and major system upgrades in one of Central Florida’s most desirable communities. Schedule your private showing today and experience the lifestyle you’ve been dreaming of.

13734 Lake Cawood Drive, Windermere

$1,550,000
5 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Stunning Remodeled Golf Home in Keene’s Pointe – Windermere’s Premier Golf Community. Discover this unique, fully remodeled home in the highly sought-after Keene’s Pointe neighborhood, nestled in the picturesque lake community of Windermere. Offering privacy, breathtaking golf course views, and upgrades at every turn, this move-in-ready gem is the perfect blend of elegance and modern convenience. Home Features: • Total 4 suites Bedrooms, 5 Baths, a Gym & a Office. • 3 spacious suites on the first floor. • 1 converted in-law suite on the second floor. • Dedicated office space for work-from-home convenience. • 3 Car garage with a huge driveway/ parking. • Open-Concept Living with high-end finishes throughout including plantation shutters. Home also features a whole Home Water Filtration System. • Gourmet Kitchen: • Expansive granite island with seating. • Built-in appliances & wine bar. • Double-door dishwasher & trash compactor. • Touchless faucet & instant filtered boiling water. • Natural gas cooktop & pantry. Recent Replacements: • New Gas Water Heater (November 2024). • New Roof (September 2023). • Fairly New Air Conditioning Units (September/2019). Outdoor Oasis – Perfect for Entertaining! • Lanai with unobstructed picture screen for breathtaking views. • Heated pool with built-in bench & jets. • Full Summer Kitchen: • Ice maker, dishwasher, BBQ grill. • Hibachi Japanese grill & pizza oven. • Built-in Gas Fire Pit – perfect for cozy evenings • 5-Person Infrared Jacuzzi Sauna. • Outdoor Bath & Shower for convenience. Prime Location & Community Perks: • A-rated school zone. • Close to theme parks, fine dining, and shopping. • Keene’s Pointe Amenities: • Guarded gate, parks, trails, and clubhouse. • Optional Membership to The Golden Bear Club: • Championship golf course, tennis courts, gym, pool, restaurant & more. Stop searching—this home has it all! Experience luxury, privacy, and resort-style living in one of Windermere’s most exclusive communities. Schedule your private showing today! ****Feel free to Text Listing Agent asking the video of the property****

6001 Caymus Loop, Windermere

$2,745,000
5 Beds 6 Baths Isleworth West SubDv. 34786 Zip Code
Nestled within the private gates of Isleworth West, a secluded enclave within the prestigious Isleworth community, this five-bedroom residence offers serenity and privacy against a backdrop of tranquil preserve views. Encompassing more than 6,200 square feet of thoughtfully designed living space, the home showcases elegant French country architectural styling, soaring volume ceilings, and exceptional custom finishes throughout. At the heart of the home, an inviting central gathering area seamlessly connects the center-island kitchen, casual dining space, and a warm, light-filled family room—ideal for both everyday living and effortless entertaining. The kitchen is appointed with custom light-toned cabinetry, granite countertops, and a full suite of Viking and Sub-Zero appliances, combining timeless design with exceptional functionality. Formal living and dining rooms provide graceful settings for more elevated occasions. The home office serves as a true standout, featuring a dramatic cathedral ceiling accented by exposed wood beams and richly crafted built-in cabinetry—an inspiring retreat for work or study. The expansive primary suite on the main level offers a serene escape complete with pool access, an expansive walk-in closet, and an elegant bath highlighted by exquisite dual vanities. Upstairs, a spacious bonus room currently configured as a home theater provides a versatile space for entertainment or relaxation, opening to a large balcony featuring picturesque views of the surrounding nature preserve. Designed to embrace Florida living, the screened and covered lanai features a summer kitchen and fireplace and opens effortlessly to a sparkling open-air pool and spa. Completing the residence is a three-car garage, offering ample space for vehicles and storage. An exceptional offering in one of Isleworth’s most private settings, this residence blends architectural character, refined interiors, and resort-style outdoor living in a truly distinguished environment.

6248 Louise Cove Dr, Windermere

$1,750,000
4 Beds 5 Baths Harbor Isle SubDv. 34786 Zip Code
Under contract-accepting backup offers. Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of amenities, right at home. Through the grand entrance, the formal living room is bright and chic, with ceiling niche lighting and picturesque windows to enhance the details of this beautifully-crafted estate. Formal living, wine bar, and fabulous chef’s kitchen with breakfast nook with built-ins, plus generously-sized family room enhance your largest gatherings and everyday living. The chef’s kitchen with island and preparation sink feature gas cooktop with hood, stainless appliances, and double ovens. The vast owner’s retreat spans the entire south wing of the house and includes a lovely sitting area, French doors to the patio, large walk-in closets, and a spa-like bath with double vanities, jetted tub, and large shower. Two additional bedrooms are located on the opposite side of the house on the first floor with a Jack and Jill bath and a secondary bed and bath are upstairs off a large game room. The resort-style pool and spa with mammoth paver patio decking and summer kitchen offers a private outdoor retreat under a large screen enclosure. New carpeting and new Plantation shutters just installed. Harbor Isle is an exclusive gated community of just 31 home sites, perched along the shores of Lake Down on The Butler Chain, and on the east side of Windermere offering easy access to downtown Orlando, theme parks, Restaurant Row, and the best shopping options in Central Florida.

3013 Seigneury Drive, Windermere

$1,535,000
2 Beds 2 Baths Kelso On Lake Butler SubDv. 34786 Zip Code
Experience refined, low-maintenance lakefront living in this 2-bedroom, 2-bathroom custom home with dedicated office, built in 2016 and offering approximately 2,034 square feet of thoughtfully designed space. The open-concept layout features a bright great room, stylish kitchen, and flexible dining area that create an effortless flow for both everyday living and entertaining. The private primary suite includes a spacious bedroom, generous closet space, and a well-appointed ensuite bath, while the secondary bedroom and full guest bath provide comfortable accommodations for family or visitors. A separate office offers the perfect quiet space for working from home, hobbies, or a potential guest area. Outdoor living shines with a large patio ideal for dining, lounging, and gatherings, along with a private boat dock equipped with a boat lift for easy access to the water. A 2-car garage with dedicated golf cart parking adds convenience and extra storage, making this home as practical as it is inviting. Call today for a private viewing in-person or virtually of this amazing property.

1134 Kelso Boulevard, Windermere

$2,895,000
4 Beds 5 Baths Lake Down Estates SubDv. 34786 Zip Code
Under contract-accepting backup offers. Set against the shimmering waters of Little Lake Down, this extraordinary lakefront home offers an elevated expression of luxury living. Thoughtfully designed to maximize sweeping water views, the residence delivers a refined yet inviting atmosphere ideal for both intimate living and grand entertaining. As you step inside you are greeted by a spacious open floor plan, highlighted by a wood-burning fireplace, and captivating views of the pool, backyard, and lake. At the heart of the home, a chef’s kitchen stands as a true centerpiece, appointed with top-of-the-line appliances and two expansive center islands, it’s the perfect place for family gatherings. The kitchen opens to a large family room and breakfast nook providing effortless flow for daily living, enhanced by panoramic lake views that bring the outdoors in. The primary suite serves as a luxurious retreat, featuring peaceful water views and a spa-like bathroom with dual vanities, a walk-in shower, and an elegant soaking tub. Additional first floor amenities include a guest bedroom, a home office, and a pool bath. Upstairs, you will find two additional bedrooms, a spacious bonus room, and a private balcony overlooking the lake. Outdoor living rivals a private resort with a large, covered lanai, sparkling pool, spa, and an expansive backyard that leads to a private boat dock with a boat lift and jet ski parking. With direct access to the Butler Chain’s interconnected lakes there will be no shortage of things to do on the weekend. Enjoy being just minutes from Windermere A rated schools, the Friday farmers market, quaint eateries, and a short drive to world class shopping, fine dining, and the Disney and Universal theme parks. This is more than a home, it is a rare opportunity to own a private lakefront retreat on the Butler Chain of Lakes, where luxury, lifestyle, and location converge in one truly exceptional offering.

10870 Bayshore Drive, Windermere

$1,274,000
5 Beds 4 Baths Westside Village SubDv. 34786 Zip Code
This exceptional residence offers a rare combination of contemporary design, smart technology, functionality, and lifestyle. Fully renovated and thoughtfully planned with meticulous attention to detail, the home showcases a high level of craftsmanship and a cohesive modern aesthetic throughout. Luxury vinyl flooring extends throughout the entire home, providing durability, comfort, and a refined contemporary look. Custom millwork is a defining feature of the property, present in the fully planned kitchen, custom bathroom vanities, TV feature wall, and architectural wood paneling that adds warmth, texture, and visual continuity across all living spaces. Imported Italian wallpaper enhances every room, elevating the interior with a sophisticated and curated finish. The gourmet kitchen is professionally designed with bespoke cabinetry, a spacious waterfall island, premium stone countertops and backsplash, and a complete Samsung appliance package, seamlessly blending performance, technology, and modern design. Custom window treatments are installed throughout the home and integrated with smart home automation, offering voice control via Alexa for effortless daily living. The functional and highly desirable layout features five bedrooms, with the primary suite conveniently located on the main level, providing privacy and ease of access. All bedrooms include custom-designed walk-in closets, fully built out with tailored cabinetry for optimal storage, organization, and functionality. Bathrooms offer a spa-inspired experience with custom millwork vanities, large-format tile, frameless glass showers, rainfall showerheads, body jets, and modern matte-black fixtures. A striking custom staircase serves as both a design statement and architectural feature, enhanced with motion-activated LED lighting that illuminates each step. The dramatic double-height entry is highlighted by a contemporary chandelier and glass railing, allowing natural light to flow seamlessly between levels and creating a strong first impression. Designed for entertaining and elevated living, the home includes a dedicated wine bar, complete with built-in wine storage, wall-mounted racks, custom cabinetry, and a temperature-controlled wine refrigerator perfect for hosting guests or enjoying intimate gatherings. The outdoor living area completes the lifestyle experience with a heated pool, clean architectural lines, and low-maintenance landscaping. A private patio features a custom mini putting green, offering a resort-style atmosphere ideal for relaxation and entertainment, complemented by tranquil water views. Located in the desirable Town of Windermere, the home is situated within one of Central Florida’s most sought-after communities, known for its scenic lakes, family-friendly environment, and convenient access to shopping, dining, and major roadways. The area is served by highly regarded public schools and is close to prestigious private institutions such as Windermere Preparatory School. This move-in-ready residence stands out for its design, quality, technology, and location—an exceptional opportunity for buyers seeking a refined and thoughtfully curated home.

12779 Westside Village Loop, Windermere

$3,195,000
6 Beds 6 Baths Kelso On Lake Butler SubDv. 34786 Zip Code
Under contract-accepting backup offers. Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated access to Kelso's private boat ramp on the prestigious Butler Chain of Lakes. This convergence of private waterfront with chain-of-lakes connectivity creates unparalleled boating and recreational opportunities found in few lakefront estates. The expansive grounds and recent outdoor enhancements create an entertainer's paradise that is second to none! A newly upgraded outdoor bar and grill area, resort-caliber pool and spa, and sweeping lawn frame breathtaking sunset views over the water. Boasting 6 bedrooms, 6 bathrooms, 3 car garage, and more than 6,000 square feet of living space, this custom estate offers privacy, scale, and unforgettable lakefront views from nearly every room. From the moment you arrive, the chic coastal architecture, circular drive, and sprawling presence command attention. Step inside to dramatic 25-foot ceilings in the living room with a two story stacked stone fireplace and walls of glass that dissolve the boundary between interior luxury and lakefront beauty. An adjacent sun-filled flex room provides tranquil views of Lake Davis, while the completely remodeled chef's kitchen, with its oversized island, custom cabinetry, high end appliances, adjacent indoor bar and generous family room, is designed for both intimate moments as well as large scale entertaining. The main level's thoughtfully designed primary suite offers serene seclusion with a private sitting area, spa-inspired bathroom, and expansive walk-in closet, complemented by a convenient main-floor office. Upstairs, five additional oversized bedrooms, a versatile loft, dedicated gym, and stunning rooftop deck provide space for every lifestyle need. Recent upgrades give you the ultimate peace of mind, including upgraded lighting throughout, a new roof with GAF Golden Pledge 20 year workmanship warranty, three newer A/C units, updated water heater, Hayward pool heater, new dock motor, new sprinkler system with a lake-fed pump, and a transferable Massey termite bond. Minutes from Disney's back gates, top-tier schools, and Windermere's celebrated shopping and dining, yet completely private and serene—this is lakefront living without sacrifice. Your Kelso compound awaits!

5538 W Lake Butler Road, Windermere

$3,350,000
4 Beds 4 Baths Lakes SubDv. 34786 Zip Code
Under contract-accepting backup offers. Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with artisan leaded glass. Inside, the great room makes an immediate statement with soaring 23’ cathedral ceilings and a striking Tennessee river rock fireplace. Entertain in the showstopping formal dining room, where oversized picture windows perfectly frame the lake. Designed for everyday comfort, the majority of the living space including all bedrooms is located 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 sunlit breakfast area with spectacular water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-inspired bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Generous secondary bedrooms offer ample closet space and well appointed baths, including a steam shower. Outdoors is where this home truly shines. Enjoy mature landscaping and colorful gardens, plus a motorized screened lanai with a chef-worthy summer kitchen pizza oven, prep area, grill, refrigerator, and TV alongside the pool, heated spa, and gas firepit. The desirable southern exposure delivers refreshing lake breezes and comfortable outdoor living without harsh afternoon sun. The custom floor plan maximizes lake views throughout, and the partially enclosed dock is a rare find grandfathered in, with a boat lift and side jet-ski lift. Additional highlights include newer doors and windows and a tile roof. The Lakes neighborhood also offers a community boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes from major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you. Be sure to explore the virtual tours.

10577 Down Lakeview Circle, Windermere

$990,000
4 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Welcome to the Arlington with Bonus a stunning 4-bedroom, 4-bathroom home offering 3,123 square feet of beautifully designed living space. Thoughtfully crafted with an open-concept layout, this home is perfect for both everyday living and entertaining. Step inside to find soaring 10-foot ceilings on the first floor and durable laminate flooring throughout, creating a seamless and modern feel. The gourmet kitchen is a true centerpiece, featuring elegant quartz countertops, a large center island, and abundant cabinet space—ideal for hosting and meal preparation alike. The spacious floor plan includes a versatile second-floor bonus room complete with a full bath, perfect for a guest suite, media room, or home office. The elegant primary bathroom offers a spa-like retreat, featuring a spacious walk-in shower with a luxurious rain shower head and a dual vanity with ample counter space. Situated on a desirable conservation homesite, this property offers added privacy and serene natural views. The oversized garage provides ample room for vehicles, storage, or even a workshop. This home effortlessly combines style, functionality, and comfort.

14285 Crest Palm Avenue, Windermere

$1,250,000
7 Beds 5 Baths Enclave SubDv. 34786 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 11658 Hampstead Street, a refined Windermere showpiece tucked inside the highly sought-after Enclave community, zoned for Orange County’s top-rated schools. This home defines elevated Florida living, offering 4,563 square feet of thoughtfully designed space created for both effortless entertaining and everyday comfort. Featuring 7 bedrooms plus a dedicated office (with flexibility for a second office or bonus use), 4.5 bathrooms, and an open-concept layout, the home flows seamlessly from room to room—and even better, from indoors to out. The heart of the home opens directly to a massive covered lanai, creating a true indoor-outdoor lifestyle that Florida living is known for. Step outside to your custom resort-style pool with sun shelf, recessed table, and tranquil waterfall. The space is anchored by a fully equipped outdoor kitchen and bar complete with bar seating, keg, grill, smoker, and sink—ideal for hosting game days, celebrations, or quiet evenings at home. Inside, the primary suite on the main level serves as a private retreat, featuring a spa-inspired bath and a custom walk-in closet with built-ins. A secondary primary suite upstairs provides exceptional flexibility for guests or multigenerational living, while the remaining bedrooms and bonus spaces offer endless options for work, play, or relaxation. A rare bonus, the 3-car garage features an 18,000 BTU Bluetooth-controlled AC, making it ideal for a climate-controlled home gym, hobby space, or car enthusiast’s workshop. A three-car garage, beautifully maintained finishes throughout, and access to the community neighborhood park complete the offering. Located in Enclave, you’ll enjoy tree-lined streets, a strong sense of community, and proximity to everything Windermere has to offer—including access to the Butler Chain of Lakes. This is more than a home, it’s a lifestyle.

11658 Hampstead Street, Windermere

$2,948,000
5 Beds 6 Baths Keenes Pointe Ut 06 50 95 SubDv. 34786 Zip Code
Set within the guard-gated community of Keene’s Pointe, this golf course front residence offers sweeping views across the fairway to Lake Burden just beyond, creating one of the rarest and uninterrupted backdrops in all of Windermere. Walls of glass draw in natural light and keep the scenery front and center throughout the home. In the evenings, the sun settles over the lake, casting warm reflections across the water and fairway, creating an ever changing backdrop enjoyed from both inside and out. As night falls, Disney fireworks complete the view. Designed for modern living, the home features two full bedroom suites on the main level, ideal for multi-generational living, guests, or options for office space. The open kitchen anchors the home and flows seamlessly into the family room and lanai, making it equally suited for entertaining and everyday life. Viking appliances, dual farmhouse sinks, a pot filler, and a generous center island create a chef-driven layout without sacrificing style. Indoor and outdoor living blend effortlessly as sliding glass doors open to a resort style setting. The backyard is anchored by a custom pool with sun shelf, spillover spa, fire features, and water elements, all surrounded by expansive pavers and lush landscaping. A covered lanai offers multiple lounge zones, a summer kitchen with built in grill and beverage refrigerator, ceiling fans, and an open air shower, all positioned to maximize sunset views over the lake. The upper level serves as a private retreat. Enjoy elevated views of the golf course and Lake Burden from your second story primary bedroom which includes a spa inspired bath with freestanding tub, oversized shower, dual vanities, and a boutique style closet. Two additional bedroom en-suites, massive media room with fireplace, and extended balcony provide flexibility for relaxation or work from home living. A split four car garage offers epoxy flooring, EV charging, and climate control adds modern convenience, while thoughtful upgrades throughout make the home truly turnkey. This is a rare opportunity to own a lake and golf front home in Windermere where the view, the floor plan, and the lifestyle align.

11255 Macaw Court, Windermere

$1,396,000
6 Beds 5 Baths Windermere Isle SubDv. 34786 Zip Code
Stunning Two-Story Pool Home in Prime Windermere Location Welcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality. The primary suite is a true retreat, featuring a spacious layout and a walk-in closet, while the remaining bedrooms are equipped with built-in closets for added convenience and organization. The home offers 4 full bathrooms and 1 half bathroom, thoughtfully designed to accommodate both residents and guests with ease. As you enter, you are welcomed by an open floor plan enhanced by high ceilings that create a bright and expansive atmosphere throughout. The living room and dining room are impressively spacious, perfect for entertaining or enjoying everyday living in style. The beautifully designed kitchen features solid wood cabinets, stone countertops, and included appliances, combining timeless finishes with modern practicality. Step outside to your private outdoor oasis, where a fully equipped outdoor kitchen overlooks a large and stunning in-ground private pool. This space is ideal for hosting gatherings, relaxing, and enjoying Florida living year-round. The home also includes a 2-car attached garage and is located in a prime area with easy access to major roads and top-rated schools. This is a rare opportunity to own a remarkable home in one of Windermere’s most sought-after locations. Schedule your private showing today and experience everything this exceptional property has to offer.

13596 Gorgona Isle Drive, Windermere

$880,000
5 Beds 4 Baths Windermere SubDv. 34786 Zip Code
Property is currently under contract; seller will consider backup offers Approximately 3,000 sq ft home in a desirable Windermere location within FEMA Flood Zone X. Buyer is responsible for verifying all measurements, dimensions, and square footage The residence offers a flexible layout with multiple living areas and is fully livable, presenting an excellent opportunity for buyers seeking long-term value and equity potential in one of Central Florida’s most established and highly regarded residential markets. Nearby Schools & Community Amenities Conveniently located near Windermere Elementary School on Park Avenue and the Windermere Recreation Center (Butler Bay), which offers lake access, a boardwalk, playground, picnic areas, and open green space along the Butler Chain of Lakes. Luxury Market Areas & Subdivision Context The Property is surrounded by well-established luxury residential communities with home values frequently exceeding $1,000,000. Nearby communities include Isleworth, Casabella at Windermere, and the Butler Bay / Windermere Club area, reinforcing the strong market fundamentals and long-term desirability of the Park Avenue corridor. Recreation, Shopping & Location Benefits The property offers easy access to area golf courses, parks, walking trails, marinas, and everyday conveniences. Located minutes from dining, shopping, and entertainment along International Drive, with convenient connections to major roadways serving Windermere, Orlando, and surrounding communities. Recent price improvement reflects the seller’s decision to position the property competitively within the current Windermere market Showings available upon request

11472 Park Avenue Ne, Windermere

$4,029,999
5 Beds 7 Baths Waterstone SubDv. 34786 Zip Code
Within the gates of the Waterstone community, this exceptional lakefront estate offers approximately 5,895 square feet of refined living space, seamlessly blending modern elegance with timeless sophistication. The thoughtfully designed floor plan features five bedrooms, five full bathrooms, and two half bathrooms, with the primary suite conveniently located on the main level. At the heart of the home is an expansive gourmet kitchen appointed with premium Thermador appliances and granite countertops, perfectly balancing form and function. The kitchen opens effortlessly to the grand family room, creating an ideal setting for both everyday living and entertaining. Soaring ceilings and clean, contemporary finishes throughout the residence underscore the home’s elevated design. Additional highlights include a dedicated wine room, ideal for showcasing a curated collection, and a private office suite that offers a quiet, productive retreat. Outdoor living is equally impressive, featuring a resort-style pool and spa, an outdoor kitchen, and a fireplace—designed for year-round enjoyment. Set on a generous 2.16-acre cul-de-sac lot, the property offers sweeping views of the ski-able Lake Cypress and includes a private dock capable of accommodating jet skis, delivering a truly exceptional waterfront lifestyle.

6109 Orta Court, Windermere

$7,250,000
5 Beds 7 Baths Isleworth SubDv. 34786 Zip Code
A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.

5074 Isleworth Country Club Drive, Windermere

$1,069,990
4 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. The Baldwin floor plan is a thoughtfully designed two-story home featuring 4 spacious bedrooms and 3.5 bathrooms, offering over 3,404 square feet of living space. The first floor boasts an inviting open-concept design, with a large great room adjacent to a dining room, perfect for gatherings and entertaining. The owner’s suite, complete with a walk-in closet and private bath, offers a comfortable retreat on the main level. A cozy study near the entrance creates the ideal space for work or relaxation, while the covered patio provides a scenic outdoor area to enjoy. Upstairs, the second floor includes three additional bedrooms, each with walk-in closets, ensuring ample storage. A spacious loft offers extra flexibility for a second living area, media space, or game room. With well-planned storage solutions and elegant touches throughout, the Baldwin floor plan delivers both functionality and style in a beautifully appointed home.

14421 Crest Palm Avenue, Windermere

$1,750,000
4 Beds 6 Baths Davis Shores SubDv. 34786 Zip Code
Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Builders—a rare opportunity to own one of their highly sought-after homes. Situated on a premium corner lot, this elegant 4-bedroom, 4 full and 2 half bath home showcases refined craftsmanship, a thoughtfully designed open floor plan, and sophisticated finishes throughout. The expansive living spaces are filled with natural light and flow seamlessly into a designer kitchen ideal for both entertaining and everyday living. The primary suite offers a serene private retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy for family and guests. Outdoor living is elevated with a private resort-style pool, creating the perfect setting for relaxing or entertaining year-round. Enjoy the convenience of being just a short golf cart ride to charming downtown Windermere, offering boutique shopping, dining, community events, and the weekly farmers market. Located in one of Windermere’s most desirable communities, just minutes from top-rated schools, upscale dining, golf, shopping, and the Butler Chain of Lakes, this home delivers timeless luxury, quality construction, and an unbeatable location. This exceptional home is a rare offering and will not last—schedule your private tour today.

84 Oakdale St, Windermere

$4,898,000
4 Beds 5 Baths Isleworth West SubDv. 34786 Zip Code
Nestled along the shores of Lake Louise within Isleworth West, this exceptional two-story estate represents the finest in lakefront living. Offering four bedrooms, four-and-a-half baths, and more than 5,700 square feet of living space, the residence has been fully reimagined with sophisticated, modern finishes throughout. Recent enhancements include a new roof, windows, and doors; an all-new boat dock including a new roof; a new summer kitchen; exquisite white marble flooring, a dramatic glass-and-iron double-door entry, sleek modern air vents, and a host of elevated appointments that create a seamless blend of style and comfort. Grand living spaces—including the living room, kitchen, and family room—all feature soaring ceilings and an abundance of natural light, providing an ideal backdrop for both elegant entertaining and everyday living. The first-floor primary retreat is a true sanctuary, featuring a spacious bedroom and private sitting room divided by a stunning double-sided fireplace. A secondary primary suite, also located on the first floor, offers exceptional privacy and flexibility for guests or multigenerational living. Outdoors, the estate embraces its idyllic lakefront setting with a resort-style pool, summer kitchen, and private boat dock offering direct access to Lake Louise—perfect for boating, sunset cruises, and lakeside leisure. This is a rare opportunity to experience lakefront living at its finest in one of the community’s most coveted settings.

6117 Louise Cove Drive, Windermere

$4,850,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Behind the gates of Keene's Pointe, on the pristine shores of Lake Burden, an extraordinary lakefront estate awaits where modern design, curated luxury, and a truly magical setting come together in perfect harmony! Vinci Drive is a custom-built, fully furnished, turnkey masterpiece offering over 6,000 square feet of refined living on a desirable 1.16 acre lakefront lot. From the moment you arrive, this home makes a statement – clean architectural lines, intentional design, and breathtaking water views that stretch across the lake and beyond. As evening falls, enjoy the rare luxury of nightly Disney fireworks, visible from your own backyard, adding an unforgettable backdrop to everyday living. Completely renovated with a modern edge, the heart of the home is the stunning 2023 kitchen and stonework remodel. Designed for both form and function, the chef’s kitchen features professional grade appliances, a temperature-controlled wine fridge, large walk-in pantry, custom countertops, and sleek cabinetry set against a fresh, contemporary color palette. This space flows effortlessly into the main living areas, creating an ideal environment for entertaining or relaxed lakefront living. The main level owner’s suite is a private retreat thoughtfully designed with a dramatic feature wall and fireplace, a custom walk-in closet, and a spa-inspired en-suite bath complete with a sauna. Each of the five bedrooms and seven bathrooms continues the theme of elevated comfort and style, offering space and privacy for family and guests alike. Designed for both entertainment and wellness, the home includes a private movie theater, home gym, and even a mini-golf addition – a rare and playful touch that enhances the lifestyle experience. Step outside to your personal outdoor oasis, where an infinity-edge pool appears to blend seamlessly into the lake, creating a serene yet striking setting for gatherings, quiet mornings, or sunset swims. With direct access to Lake Burden via a private dock, this lakefront location offers world-class boating, water sports, and endless recreation. Golf enthusiasts will appreciate this home’s proximity to the Jack Nicklaus Golden Bear Golf Club, while the location places you moments from fine dining, shopping, and the best of Windermere living – without sacrificing space, privacy or tranquility. Fully furnished and move-in ready, this modern lakefront estate is more than a home, it is a lifestyle defined by luxury, comfort, and unforgettable views. From sunrise over the water to fireworks lighting the night sky, Vinci Drive on Lake Burden offers a living experience few can rival. Call today to schedule your private tour and let us say WELCOME HOME!

11618 Vinci Drive, Windermere

$1,079,990
6 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. *Images shown are for illustrative purposes only* ELLINGTON II - Our beautiful huge 2 story home, located on beautiful pond view lot, with 6 Bedrooms and 3.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. 9' hidden sliding glass doors and a covered lanai. Downstairs flex room works well as an extra inlaw suite, also has first floor laundry room. 4 Bedrooms upstairs with 2 full baths and loft, overlooking the pond.

14310 Crest Palm Avenue, Windermere