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$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

$900,000
4 Beds 5 Baths Windermere Trls Ph 1a SubDv. 34786 Zip Code
Windermere Trails Award Winning Model - Voted #1 Model by HBA 2013 It's surrounded by The Butler Chain of Lakes, with fabulous shopping and dining just minutes away. These are just a few of the celebrated qualities you'll love about Windermere Trails. Located in Windermere, FL, Windermere Trails is a community of new, incredibly energy-efficient homes, ranging 2,260 - 4,400 sq. ft. just south-east of downtown Orlando and is only a short drive to the SR 429 giving you access to the Florida Turnpike, SR 408 and I4; so you're close to all of Orlando's most popular area attractions. If golfing, boating, shopping and great schools are on your list of must-haves, you'll absolutely cherish living at Windermere Trails with Butler Chain of Lakes, several area golf courses and excellent schools, such as Windermere Prep nearby. Every home we build showcases our commitment to providing incredibly energy-efficient homes that let you spend your money on better things than utility bills. After all, we believe in building new homes and communities the way they can, and should be, built. That's why every Meritage home at Windermere Trails is built standard with the following energy- and money-saving features: - Spray-Foam Insulation - ENERGY STAR Appliances - ENERGY STAR Programmable Thermostat - Low-E2 Double pane/tinted Vinyl Windows - Variable SEER 15 HVAC - CFL Lighting and Fixtures - Weather-Sensing Irrigation - Water-Efficient Fixtures - Dual-Flush Toilets - Low VOC Carpets, Paints and Finishes

11835 Gold Creek Trail, Windermere

$423,000
4 Beds 4 Baths Wickham Park SubDv. 34786 Zip Code
Welcome to 12840 Calerdale Ave, Windermere!!!Largest two-story townhome in the community! This desirable end unit features a rear-entry 2-car garage and offers 4 bedrooms and 3.5 bathrooms with a spacious and functional layout. The oversized kitchen is equipped with stainless steel appliances, granite countertops, and 42-inch cabinets, providing plenty of storage and prep space. Tile flooring throughout the first floor adds both style and durability. A convenient first-floor bedroom with a full bath makes the perfect guest suite or home office. Washer and dryer are included for added convenience. Enjoy fresh exterior paint and the benefits of living just steps from a local daycare facility. The community amenities include a sparkling pool and a large gathering room ideal for parties and events. Located close to top-rated area schools, excellent shopping and dining destinations, and just minutes from Disney Parks — this home offers both comfort and an unbeatable location!

12840 Calderdale Avenue, Windermere

$725,000
Sawyer Shores Sub SubDv. 34786 Zip Code
CANAL FRONT on LAKE SAWYER! Rare opportunity to own a cleared and ready-to-build .39-acre lot with canal frontage on Lake Sawyer (150-acre spring-fed, skiable lake in desirable Windermere). This beautiful parcel offers the perfect canvas for your dream home with direct access to one of Central Florida's most sought after recreational lakes. The property has already been cleared, with soil samples performed and variances approved for future construction. Enjoy peace of mind with a sea wall, fenced perimeter, a locked iron gate for added privacy, and front hedges that enhance the secluded feel of the lot. For boating enthusiasts, the property includes a private boat ramp, allowing for easy access to the lake. Whether you enjoy water skiing, fishing, or simply relaxing by the water, this lot provides the ultimate lakeside lifestyle. Don’t miss this rare opportunity to own prime canal-front property with lake access in one of Windermere’s most coveted areas. Easy access to 1-4, 429, Winter Garden Village, Shopping, Dining and 10 minutes to Walt Disney World. Schedule your showing today to learn more about this exceptional property!

6518 Sawyer Shores Lane, 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

$444,900
3 Beds 3 Baths Vineyards/Horizons West Ph 4 SubDv. 34786 Zip Code
Excellent location! the best price-to value opportunity, Assistance may be available for qualified buyers and have the opportunity to work with our preferred lender and access additional benefits. a beautifully upgraded property, move in ready, Top-rated school district and Property high rental demand and low inventory, ideal for investors or families. Fresh paint inside and out, NEW CARPET, NEW INDOOR A/C, NEW WASHER, NEW GARAGE DOOR SPRINGS, KITCHEN ISLAND WITH DECORATIVE WOOD FINISH, rear entry 2-car garage with epoxy flooring, and a spacious driveway. Kitchen island, granite counters, breakfast bar, stainless appliances large porch with relaxing views, a patio ideal for barbecues or outdoor breakfasts, surrounded by beautiful landscaping. Upstairs: 3 spacious bedrooms. Primary Suite with walk-in closet and bath with dual sinks, second bedroom with walk -in closet, third bedroom with a reach-in closet, shared bathroom with dual sinks. Vineyard at Horizon West community amenities include clubhouses, swimming pools, park, community mailbox, sidewalks and recreational areas. Windermere High School (0.6 mi) Independence Elementary (1,3 mi) Bridgewater Middle School (1,7 mi). Just minutes from Winter Garden Village, hospitals, Disney Springs, Walt Disney World, Universal Studios, and Orange County National Golf Center and lodge. Approx 3,5 miles to FL-429 exit 19. Contact me today and don't let this opportunity pass you by! For security purposes, property is equipped with Ring exterior security cameras located at the front entrance and garage. Seller may review multiple proposals.

13712 Summerport Village Parkway, Windermere

$879,900
5 Beds 5 Baths Windermere Trls Ph 4b SubDv. 34786 Zip Code
In the Highly Desirable Windermere Trails community we have this Stunning 5-Bedroom, 4.5-Bathroom. This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQs—offering both comfort and style. The Windermere Trails community offers amazing amenities, including walking trails, dog parks, and playgrounds—designed for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlando’s world-class attractions. Luxury, comfort, and a prime location—all in one place. Move-in ready and waiting for you!

9257 Outlook Rock Trail, 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

$620,000
4 Beds 4 Baths Preston Square SubDv. 34786 Zip Code
Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain outdoors in your private saltwater pool with outdoor kitchen sink and exhaust fan for effortless barbecues, enjoy peaceful pond views in front and nightly Disney fireworks from your porch, all within a fully fenced yard. Updates include a pool pump replaced ~2.5 years ago, a pool safety door alarm, and fresh paint about six months ago,New Roof, an exceptional offering in a premier Windermere community. Owner relocated .motivated seller. Additional features include all appliances, washer and dryer, and a surround sound system in the downstairs family room.

6840 Helmsley Circle, Windermere

$455,000
3 Beds 3 Baths Vineyards/Horizons West Ph 4 SubDv. 34786 Zip Code
Location location location!! This beautiful 3 bedrooms, 2 1/2 baths, includes a spacious open floor plan with a breakfast bar in the kitchen area and Living Room/Dining Room Combo. Master Bedroom is located on the second floor, as well as two more bedrooms. This two car garage townhouse has a charming front porch which overlooks the pond and offers, not one, but two community pools and a playground area. The Vineyards of Horizon West community offers easy access to SR-429, SR-535, and US-192 and area employers, including Walt Disney World®, Orange County National Golf Center and Lodge, and Universal Orlando® Resort. The community is also close to several excellent dining and shopping options, including Winter Garden Village and downtown Windermere.

13733 Bressler Alley, Windermere

$426,000
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Welcome to this well-maintained 3-bedroom, 2.5-bath home offering 1,583 square feet of comfortable living space in the well established Wickham Park community. The home is in excellent condition and has been thoughtfully cared for, making it truly move-in ready. Enjoy low-maintenance living with an HOA that covers exterior maintenance for normal wear and tear, including roof, exterior painting, and landscaping. Residents also have access to a community pool and clubhouse. Conveniently located approximately 5 miles from the Disney Parks and close to Winter Garden Village, this home offers easy access to shopping, dining, and entertainment while still providing a quiet residential setting.

12944 Garridan Avenue, 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

$710,000
4 Beds 4 Baths Windermere Trls Ph 5a SubDv. 34786 Zip Code
Beautiful 4 Bedroom, 4 Bathroom Home in Highly Sought-After Windermere Trails ! Welcome to this exceptional single-family residence located in the desirable Windermere Trails community. This well-appointed two-story home offers a functional and spacious layout with all four bedrooms located on the main floor, plus an expansive second-floor loft with a full bathroom and walk-in closet, perfect as a bonus room, media room, or private guest suite. The open-concept main living area features a bright and inviting living room with built-in display cabinetry, a gourmet kitchen, and a cozy breakfast nook, complemented by a separate formal dining room ideal for gatherings. The kitchen is a chef’s delight with granite countertops, double ovens, a butler’s pantry, and a large central island. The primary suite, conveniently located on the main level, includes an ensuite bath with upgraded finishes. Three additional guest bedrooms and two full bathrooms complete the main floor. All bathrooms feature granite countertops for a cohesive upscale look. Built in 2014, this home showcases a tile roof for added durability and curb appeal. The garage includes a built-in sink, an accessibility ramp, refrigerator providing excellent storage and utility options. As an added bonus, the home is being offered fully furnished, including living room furniture, bedroom sets, side tables, and even a patio swing—making this truly a move-in-ready opportunity. Located in a top-rated school zone from elementary through high school, this home is not one to miss. Experience the beauty and convenience of Windermere Trails living—schedule your private showing today!

9047 Reflection Pointe Drive, Windermere

$305,000
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Step into this beautifully maintained second -floor unit in the sought-after Lakeside at Lakes of Windermere community. Ideally located Directly across from the community pool and clubhouse. Offering 1,455 square feet, this 3-bedroom, 2-bathroom home is designed for effortless Florida living—with timeless details and upscale finishes throughout. The spacious kitchen features granite countertops, ample cabinetry, and a custom walk-in pantry, while the open-concept layout seamlessly connects the living and dining areas. Relax on your screened-in balcony, overlooking the sparkling community pool. Your primary suite offers a private retreat with dual vanities, separate shower, and a custom walk-in closet. Two additional bedrooms are filled with natural light, ideal for guests or a home office. Includes appliances, new Laundry Machines (2026), new AC Condenser (2026), New Range (2026) 2 parking spaces (1 assigned + guest), and valet trash. HOA covers water, sewer, security, and amenities. Convenient Windermere location near Disney and Winter Garden Village.

8168 Boat Hook Loop Unit 207/714, 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

$716,000
4 Beds 4 Baths Enclave At Berkshire Park SubDv. 34786 Zip Code
Beautifully updated home with peaceful pond views from the front creates an idyllic setting to call home. High end finishes can be found throughout including: engineered white oak hardwood floors, designer light fixtures, fully remodeled transitional kitchen with quartz counters and stainless steel appliances, luxuriously updated baths, laundry room, and family room with custom built ins and electric fireplace for added warmth and ambiance. Major upgrades provide peace of mind: new roof (2021), new HVAC systems for both levels (2023 & 2025), and a fully re-screened lanai (2025). Backyard landscaping refreshed in 2024 with a low-smoke fire pit, perfect for outdoor entertaining. This home will accommodate any style of living with it’s modern updates, thoughtful improvements, and scenic water views. You’re Home!

13912 Darchance Road, Windermere

$750,000
3 Beds 3 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Welcome to 5018 River Gem Avenue, an exceptional one-story pool estate with serene pond views in the prestigious Summerport community of Windermere, perfectly positioned for luxury living, convenience, and resort-style enjoyment — only 20 minutes from the Disney Theme Parks, Disney Springs, premier shopping, dining, and major roadways. This 3-bedroom, 2.5-bath, 2,379 sq ft showpiece features a refined split floor plan with 10- and 12-foot ceilings, abundant natural light, and new tile and marble flooring throughout (no carpet). Custom interior finishes elevate the living spaces, while tranquil water views grace multiple rooms. Recent high-end improvements include a new pool screen enclosure (Jan 2025), vinyl/iron fencing (2023), roof (2018), tankless water heater (2017), HVAC (2017), and Kinetico water softener & reverse osmosis system (2023). A natural gas line is in place for future chef-ready upgrades. The gourmet kitchen boasts granite countertops, stainless steel appliances, wood cabinetry, a raised breakfast bar, and a cozy nook overlooking the great room and pool. Designed for effortless entertaining, the interior flows to the travertine-finished, screen-enclosed lanai, extended patio, and solar-heated saltwater pool with a new pool pump (2025) and salt cell (2024, with warranty) — all framed by calming pond vistas. The primary suite is a private sanctuary with a tray ceiling, dual walk-in closets, garden tub, electronic window treatments, and direct access to outdoor living. Additional highlights include a pool-access half bath, oversized split garage with high ceilings and deep storage, and impeccably landscaped, low-maintenance grounds with mature fruit trees (lemon, lime, avocado, guava and papaya). Living in Summerport means enjoying an unparalleled lifestyle. Residents have access to the community’s exclusive clubhouse and pool complex with fitness center and social spaces at Summerport Residential POA Clubhouse. Meandering walking and biking trails, parks, and green spaces provide daily opportunities for outdoor recreation just steps from home. The nearby Summerport Neighborhood Park offers playgrounds, picnic areas, and scenic paths for all ages. For everyday convenience, Cornerstone at Summerport village-style shopping is just around the corner, providing groceries, cafés, services, and more. Downtown Windermere and Winter Garden’s vibrant boutiques, specialty dining, and lifestyle retail are also moments away, with premier destinations like Winter Garden Village and The Grove reachable in under 15–20 minutes. This remarkable home blends luxury, comfort, and lifestyle — ideal as a primary residence, second home, or Florida retreat with everything you want just minutes away.

5018 River Gem Avenue, 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

$830,000
4 Beds 3 Baths Westover Club Ph 01 44/139 SubDv. 34786 Zip Code
Welcome home to modern luxury living in the gated community of Westover Club. This impressive residence, situated on a generous 1/3-acre parcel, has been COMPLETELY updated, top to bottom/front to back with NO expense spared to offer a fresh, neutral, contemporary, move-in ready experience. The interior has NO CARPET and features NEW/2024 European white oak engineered wood flooring that flows seamlessly throughout the main living areas and the wet areas have NEW/2024 porcelain tile. The home also feels light, bright and expansive thanks to the installation of NEW/2024... FAS energy efficient and hurricane rated windows and sliding doors that flood the space with natural light. The floor plan also includes a formal living and dining room, the latter adorned with decorative wainscoting. At the heart of the home, the kitchen and family room have an eat-in area that maximizes space and offers uninterrupted views of the beautiful pool area. The kitchen features NEW/2024/2026 stainless steel appliances, NEW/2024 solid wood Wellborn cabinetry, Lemurian blue granite countertops, and a breakfast bar that serves as the social hub of the house. The split floor plan ensures ultimate privacy, anchored by a large primary suite with direct access to the pool, a connected private office, and two walk-in closets. The primary bath and all guest bathrooms have been updated with NEW/2024 modern tile work and flooring, NEW/2024 vibrant white cabinetry (Primary has NEW/2024 solid wood Wellborn cabinetry) with Lemurian blue granite or marble countertops, elevating the spa-like atmosphere. Upstairs, a versatile bonus room awaits your vision...perfect as a 5th bedroom, gym, or media room. Outside, enjoy the Florida lifestyle on the expansive lanai featuring a fully screened-in and NEWLY/2024 resurfaced pool and spa, surrounded by a fully fenced backyard that offers total tranquility, garden space and many fruit trees. Other recent updates include the Roof, AC, and water heater. For peace of mind and convenience the home also has a 5-room generator connection and fiber U-verse Cat 6 technology. Located minutes from top-rated schools, fine dining, and major thoroughfares, this move-in-ready home is the one you’ve been looking for. Schedule your showing today!

9495 Westover Club Circle, Windermere

$710,000
3 Beds 2 Baths Windermere Rep SubDv. 34786 Zip Code
Here is an opportunity to truly make this exceptional 3-bedroom, 2-bath pool home your own in the heart of Windermere. Offering 1,784 sq ft of fully renovated living space, this residence features a refined open-concept layout with high-end vinyl flooring throughout, a statement kitchen with an oversized waterfall-edge island, and a private attached office framed by custom barn doors. Set on a spacious lot, the outdoor living experience feels like a private resort with a saltwater pool, fully enclosed screened area, and an outdoor hot shower, ideal for entertaining or everyday enjoyment. Thoughtful upgrades include a brand-new roof (2025), HVAC replacement, and updated plumbing completed during renovation. The property also offers space to accommodate a boat or small RV along the side of the home with access to the Butler Chain of Lakes, and is ideally located minutes from shopping, dining, everyday conveniences, and zoned for highly rated schools within a highly desirable community.

415 E 6th Avenue, Windermere

$692,000
4 Beds 2 Baths Enclave SubDv. 34786 Zip Code
New painting interior and doors and baseboards. This elegant single-level detached home features soaring 10-foot ceilings throughout, creating a bright and spacious atmosphere rarely found in one-story living. The home is thoughtfully positioned with a tranquil pond at the rear, offering both beautiful water views and exceptional privacy. A classic tiled roof adds timeless character and durability. The layout includes 4 bedrooms and 2 bathrooms, plus a large dedicated office, ideal for working from home or for those seeking a quiet, flexible space. Designed for comfortable single-level living, this home is perfect for buyers who appreciate the convenience of no stairs while still enjoying an open and grand feel. Located in the heart of Windermere, the property offers outstanding accessibility, with shopping, dining, and daily amenities just minutes away. AC WAS INSTALLED IN 2022,3.5 TONS. The primary suite is a true retreat, featuring an elegant tray ceiling, serene pond views with screen patio, and direct access to the backyard, allowing you to step outside and enjoy the peaceful water scenery at any time. Both the primary bedroom and the living room overlook the pond, bringing nature and calm into everyday living. This is an ideal home for those seeking privacy, convenience, and refined single-story living in a prime Windermere location.

17514 Black Rail Street, 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