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14500 Bridgewater Crossings Boulevard, Windermere
$400,000
4 Beds ⋅ 3 Baths ⋅ Tennyson Pk/Summerport SubDv. ⋅ 34786 Zip Code
Morning coffee at Foxtail, an evening walk for Kelly’s Homemade Ice Cream, and a move-in-ready home waiting when you get back. At 14500 Bridgewater Crossings Boulevard, that can be your everyday routine. Located in Windermere’s Summerport community, this 4-bedroom, 2.5-bath townhome combines a convenient neighborhood setting with fresh interior paint throughout, new luxury vinyl plank flooring upstairs, and no carpet anywhere in the home. A main-floor primary suite is a standout feature, offering the convenience of having your bedroom and private bathroom downstairs, with three additional bedrooms, a full bathroom, and a loft upstairs. Whether you need room for guests, a dedicated home office, or a second gathering space, the layout gives you options. Downstairs, the living and dining areas, kitchen, and guest half bath keep everyday activities on the main level. A courtyard provides an outdoor spot for plants, coffee outside, or unwinding at the end of the day, while a covered walkway connects the home to the two-car garage. And the neighborhood gives you plenty of reasons to step outside. Walk across the street for your favorite coffee or a scoop of ice cream, enjoy nearby Summerport Park, and appreciate the convenience of having Keene’s Crossing Elementary close by. Summerport’s community pool, clubhouse, fitness center, tennis courts, playgrounds, and walking paths make it easy to fit recreation into your routine without planning an entire day around it. Beyond the neighborhood, Publix at Cornerstone at Summerport keeps grocery runs convenient, while Winter Garden Village and Hamlin offer nearby shopping, restaurants, and entertainment. Walt Disney World is also within easy reach, whether your plans call for a full park day or a spontaneous evening out. With fresh updates already completed, a main-floor primary suite, and neighborhood favorites just a walk away, this home is ready for you to settle in and start enjoying everything beyond the front door. Schedule your private showing today.

14500 Bridgewater Crossings Boulevard, Windermere

5650 Nectarine Drive, Windermere
$1,475,000
5 Beds ⋅ 5 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code
NEWLY BUILT HOME WITH LAKE CAWOOD ACCESS ON APPROXIMATELY 1.70 ACRES! Discover refined lake living in this Ashton Woods Duval residence in Lake Cawood Cove, Windermere, with the opportunity to build your own PRIVATE BOAT DOCK. With approximately 3,612 square feet of living space, 5 BEDROOMS, 4 FULL BATHROOMS, 1 HALF BATHROOM, and a 3-CAR TANDEM GARAGE, this home combines generous space with thoughtfully selected upgrades. 10-FOOT CEILINGS ON THE FIRST FLOOR, 9-FOOT CEILINGS ON THE SECOND FLOOR, and 8-FOOT DOORS enhance the spacious feel. NEW LUXURY VINYL PLANK FLOORING extends throughout the home, including the staircase, while the bathrooms and laundry room feature tile flooring. The impressive great room features a SOARING 2-STORY CEILING, creating an open, airy atmosphere that connects seamlessly to the GOURMET KITCHEN and breakfast area. Designed for everyday enjoyment and entertaining, the kitchen features a SPACIOUS ISLAND, an upgraded appliance package, UPGRADED CABINETRY, additional storage cabinets at the back of the island, and a customized pantry layout. A separate dining room provides space for special gatherings. The FIRST-FLOOR BEDROOM SUITE includes a closet and private full bathroom, creating a comfortable retreat for guests. Upstairs, the spacious PRIMARY SUITE features a TRAY CEILING, a LARGE WALK-IN CLOSET, and a private bathroom with separate vanities and a walk-in shower. An additional bedroom suite includes its own full bathroom, while 2 more bedrooms share another full bathroom. A versatile LOFT and conveniently located laundry room complete the second floor. Carefully selected enhancements include UPGRADED BATHROOM TILE with wall tile extending to the ceiling, upgraded toilets, LIGHTING UPGRADES, and wood stair railings. Additional features include sound insulation in selected walls, FOAM INSULATION in the block walls of the living space and garage, and prewiring for ceiling fans, security, and 2 additional wireless access points. An UPGRADED FRENCH DOOR opens to the COVERED LANAI, creating an inviting connection to outdoor living. SUMMER KITCHEN PLUMBING AND ELECTRICAL PROVISIONS provide the flexibility to customize your outdoor entertaining space. A conservation area toward Lake Cawood provides a peaceful, natural backdrop. Enjoy convenient access to Windermere Preparatory School, Windermere High School, Publix, Aldi, shopping, dining, Winter Garden Village, the 429 Expressway, and world-famous theme parks. With its desirable Windermere location, stylish finishes, and spacious layout, this newly built home provides an exceptional opportunity to enjoy the Florida lifestyle. Schedule your private showing today! VIDEO, 3D TOUR, AND FLOOR PLAN LINKS ABOVE.

5650 Nectarine Drive, Windermere

11267 Grander Drive, Windermere
$435,000
3 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph 2 #35 36 SubDv. ⋅ 34786 Zip Code
Stunning modern townhome in the desirable Lake Burden community of Windermere! This beautifully designed 3-bedroom, 2.5-bathroom corner-lot townhome offers 1,743 sq ft of living space with all bedrooms upstairs, including a primary suite with walk-in closet. The modern kitchen features dark wood cabinets, granite countertops, a spacious island with room for three barstools, and slate stainless steel GE appliances. High ceilings and an open floor plan create a bright, inviting space perfect for entertaining. Two-car garage. Currently tenant-occupied with a lease through 12/31/2026 - a great opportunity for investors seeking immediate rental income, or for buyers planning ahead. Short walk to the community clubhouse with a large resort-style pool, shaded seating and picnic areas. Lake Burden is a nature lover's paradise featuring a fishing pier, a scenic lake with a mile-long walking and biking trail, outdoor fitness stations, playground and tennis courts, with trails connecting to Downtown Windermere. Zoned for Sunset Park Elementary, Horizon West Middle and Windermere High School. Short-term rentals are not permitted. Schedule your showing today!

11267 Grander Drive, Windermere

8276 Maritime Flag St Unit 1204, Windermere
$324,900
3 Beds ⋅ 2 Baths ⋅ Lakeside/Lk/Windermere Ph 12 SubDv. ⋅ 34786 Zip Code
Virtually Staged. Welcome to this beautiful 3-bedroom, 2-bathroom first-floor condo in the desirable Lakeside at Lake Windermere community! Offering an attractive combination of location, comfort, and investment potential, this property is an excellent opportunity for both homeowners and investors looking for a rental property in the heart of Central Florida. Conveniently located near Walt Disney World, Windermere, shopping, restaurants, and major roadways including I-4 and the 429, this condo offers easy access to the area's top attractions, employment centers, and everyday conveniences. Its location also makes it an appealing option for renters seeking proximity to Disney, the Windermere area, and nearby schools. Inside, you'll find a functional open-concept split floor plan with quality laminate flooring throughout. The kitchen features beautiful wood cabinetry, granite countertops, modern appliances, and plenty of counter space. The spacious dining area and great room create an inviting setting for entertaining family and friends. The generously sized primary bedroom accommodates a king-size bedroom suite and features a walk-in closet. The primary bathroom includes dual sinks, ample cabinetry, and a bathtub/shower combination. Two additional bedrooms are situated on the opposite side of the condo, conveniently located near the second full bathroom and laundry closet. Step through the sliding glass doors to enjoy your private screened-in patio, perfect for relaxing and enjoying Florida's year-round outdoor lifestyle. Residents enjoy a variety of community amenities, including a gated entrance, valet trash service, a beautiful clubhouse, a resort-style destination pool, a sand volleyball court, and a barbecue area. An Excellent Investment Opportunity you don't want to miss!!

8276 Maritime Flag St Unit 1204, Windermere

5944 Caymus Loop, Windermere
$1,050,000
4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Keene's Pointe, 24-hour gated/attended golf community. Tucked adjacent to the Butler Chain of Lakes this home offers 4 bedrooms, 3 baths, formal living and dining and an office/den. As you enter this one level home you will find 3-way split functional plan. Boasting the primary ensuite separate from the three additional bedrooms with a spacious bath and TWO WALK-IN CLOSETS, and access to the covered/screened lanai. Spacious kitchen with an abundance of cabinetry, convenient desk area and island. Newer stainless Steel appliances. The kitchen, dinette and great room feature two sets of French doors that give way to the covered screened lanai and back yard. Beyond the screened lanai is an oversized paved patio and custom pergola seating. Privacy is included with the 6 ft vinyl fence. New Roof ('20), AC units(’18/’19), Hot Water Heater (’21/Natural Gas), Exterior Paint(’20) Shallow well for irrigation, termite bond, 5 Camera Ring System (8/21) including Flood lights and doorbell, expanded paver driveway (2025) for additional parking, blinds and plantation shutters, central vacuum system, and new septic pump('22) are just a few of the great features of this home. Located close to dining, shopping, expressways, tourist attractions, and top-rated public and private schools, this home and community has it all!

5944 Caymus Loop, Windermere

12785 Westside Village Loop, Windermere
$769,000
4 Beds ⋅ 4 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code
NEW PRICE! MOVE-IN READY WINDERMERE HOME WITH PEACEFUL CONSERVATION VIEWS + $12,000 DECOR/RATE BUY DOWN CREDIT! Discover the perfect blend of comfort, style, and location in desirable Westside Village! This beautifully maintained 4-bedroom, 3.5-bath home features an inviting open-concept floor plan, classic tile roof, professionally landscaped yard, and spacious front porch. Enjoy tranquil conservation views from the backyard, creating a peaceful backdrop for relaxing or entertaining. The light-filled kitchen is designed for everyday living and effortless entertaining, featuring granite countertops, stainless steel appliances, and an oversized center island with abundant storage and seating. The kitchen flows seamlessly into the living room and breakfast nook, while French doors open to the patio for easy indoor-outdoor living. Enjoy a $12,000 decor credit toward a flooring upgrade and EV charger, offering an opportunity to personalize your home and add modern convenience. Westside Village offers an exceptional lifestyle with resort-style amenities, including a community pool, clubhouse, playground, paved walking trails, and scenic water features. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Walt Disney World, this home combines peaceful surroundings with easy access to everything Central Florida has to offer.

12785 Westside Village Loop, Windermere

11963 Vermillion Avenue, Windermere
$430,000
3 Beds ⋅ 3 Baths ⋅ Windermere Trails SubDv. ⋅ 34786 Zip Code
Virtually Staged. LOCATION, LOCATION, LOCATION! Welcome to Windermere Trails, one of Windermere’s most desirable communities. This beautiful 3-bedroom, 2.5-bath townhome offers 1,676 sq. ft. of living space, a 2-car garage, and an unbeatable location just steps from Bay Lake Elementary School. Enjoy the convenience of having shopping, dining, and everyday essentials nearby, including Publix at Lakeside Village, while being just minutes from Walt Disney World and major roadways. The home features an open and functional floor plan, stainless steel appliances, ceramic tile throughout the first floor, and spacious living areas designed for comfortable everyday living. Windermere Trails offers resort-style community amenities including a pool, splash pad, playground, dog park, open-air pavilion, walking areas, and beautiful green spaces. Exceptional Windermere location, convenient access to highly regarded area schools, shopping, dining, entertainment, and everything the Horizon West area has to offer. Schedule your showing today!

11963 Vermillion Avenue, Windermere

8634 Danforth Drive, Windermere
$365,000
2 Beds ⋅ 3 Baths ⋅ Lakes/Windermere-Lk Reams Twnh SubDv. ⋅ 34786 Zip Code
Some pictures have been virtually staged. End-Unit Townhome, No Carpet Anywhere This is one the most affordable end-unit townhome in Windermere. As an end unit, it shares a wall on only one side and gets extra windows and natural light all day. The kitchen, dining, and living areas flow together into one bright, open space, and there's no carpet anywhere in the home. All kitchen and laundry appliances stay, so it's ready to move in. The layout has 2 bedrooms and 2.5 baths, and each bedroom has its own bath. The primary suite has a walk-in closet and an ensuite bath with dual vanities. Out back, a private fenced courtyard leads to an oversized rear-entry two-car garage with a pedestrian door. The HOA covers exterior maintenance, roof maintenance, landscaping, and pest control, and it includes the resort-style community pool and clubhouse. You're in the heart of Windermere, minutes from Lakeside Village, Horizon West, Winter Garden Village, and the Disney area, with quick access to major roads. Zoned for A-rated schools: [Elementary School], [Middle School], and [High School]. Easy, low-maintenance living, ready for its next owner. The thoughtfully designed floor plan provides each bedroom with convenient access to a bathroom. The generous primary suite features dual vanities, a walk-in closet, and a spacious ensuite bath designed for comfort and functionality. Step outside to enjoy the private fenced courtyard leading to the oversized rear-entry two-car garage with a pedestrian door, offering both convenience and privacy. Enjoy low-maintenance living with an HOA that covers exterior maintenance, landscaping, roof maintenance, pest control, and access to the beautiful resort-style community pool and clubhouse. Located in the heart of Windermere, this home offers an unbeatable location with top-rated A schools and easy access to Disney, Lakeside Village, Horizon West, Winter Garden Village, shopping, dining, and major roadways. This is a rare opportunity to own one of the finest townhomes to come on the market in quite some time. Don't miss your chance to make this exceptional home yours!

8634 Danforth Drive, Windermere

8229 Tibet Butler Drive, Windermere
$1,999,000
4 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Gracious Golf-Course Living in Keene’s Pointe . Welcome to an exceptional retreat in the prestigious, 24-hour guard-gated community where refined interiors, resort-style outdoor living and the coveted Windermere lifestyle come together beautifully. Perfectly positioned on 0.35 acres overlooking the 8th fairway of The Golden Bear Club’s Jack Nicklaus Signature golf course, this extensively updated 4-bedroom, 4-bath residence offers 3,912 square feet of living space designed for both elegant entertaining and comfortable everyday living. From the moment you enter, thoughtful upgrades and sophisticated finishes set the tone. Rich wood floors, designer lighting, custom window treatments and beautifully renovated living spaces flow into the heart of the home: a show-stopping gourmet kitchen featuring quartz countertops, an impressive 9-foot island, six-burner gas cooktop, wine refrigerator and stand-alone ice maker. Whether hosting a celebration or enjoying a quiet evening at home, this kitchen was made to gather around. The home's flexible floor plan is one of its greatest luxuries. Three bedrooms and three full baths are conveniently located on the first floor, including an expansive primary suite with a spa-inspired bath, oversized walk-in jetted shower and spectacular 12x14 ft. closet. A generously sized secondary primary bedroom features its own en-suite bath, while a dedicated home office with French doors provides a private and polished work-from-home environment. Upstairs becomes a retreat of its own, with a spacious bonus/gathering room, full bath and large bedroom accommodating two queen beds—an ideal arrangement for extended family, older children, visiting guests or a private second living area. Then step outside to your own Florida resort. The screen-enclosed Gunite pool has been completely resurfaced with new inset tile and is complemented by a new pool heater, pump and motor. A covered outdoor kitchen and bar invite year-round entertaining, the perfect setting for evenings under the stars—all framed by peaceful views across the golf course. And the improvements go far beyond what you can see. Recent investments include a new Carrier HVAC system with Wi-Fi-enabled Ecobee smart thermostats and UV systems, a refurbished whole-house Briggs & Stratton generator, enhanced landscape lighting, whole-house water purification, automated electric blinds in the primary suite, an EV charging outlet and overhead garage storage. Country Club living at its membership opportunities at The Golden Bear Club offer golf, tennis, fitness, swimming, dining, clubhouse amenities and an active social lifestyle. This is more than a beautifully renovated home. It is a thoughtfully designed sanctuary offering the space to gather, the privacy to retreat, and an extraordinary setting in which to enjoy the very best of Windermere living. Turnkey luxury. Golf-course views. Resort-style outdoor living. Welcome home to Keene’s Pointe.

8229 Tibet Butler Drive, Windermere

7030 Mapperton Drive, Windermere
$649,000
4 Beds ⋅ 3 Baths ⋅ Lakes Of Windermere SubDv. ⋅ 34786 Zip Code
Virtually Staged. WHIMSICAL POOL HOME | Welcome to the highly desired community of the Lakes Of Windermere. Enjoy the beauty of park-side living and the comfort of your own private pool retreat in this immaculate, move-in-ready home in the desirable Lakes of Windermere community. Featuring four bedrooms, three bathrooms, and 2,455 square feet of thoughtfully arranged living space, this inviting single-story residence features an expansive open floor plan. A roof replaced in 2023, air-conditioning system replaced in 2021, new water heater, and newly replaced pool cage screens add meaningful value to a home that is beautifully prepared for its next chapter. A welcoming covered front porch overlooks the treed community park across the street, creating a peaceful setting for morning coffee or an unhurried evening outdoors. Inside, generous living spaces and an airy, flowing layout provide room to gather, entertain, and settle comfortably into everyday life. The spacious formal living and dining areas offer flexibility for both intimate occasions and larger celebrations, while the heart of the home unfolds into an expansive kitchen and adjoining family room. A preparation island, breakfast bar, abundant cabinetry, generous counter space, dual dining room options and stainless steel appliances make the kitchen as practical as it is inviting. Its open connection to the family room keeps conversation flowing and brings the main living spaces together with views toward the pool. Privately positioned within the floor plan, the spacious primary suite offers a relaxing escape, complemented by two walk-in closets and an en-suite bathroom with separate vanities, a soaking tub, and a separate shower. Three additional bedrooms provide comfortable accommodations and flexibility for guests, a home office, or creative pursuits, while a conveniently located half bathroom serves the main living area. Outdoors, the screened private pool becomes a natural extension of the home, offering space to unwind in the sunshine or enjoy a refreshing swim. The covered lanai provides a shaded setting for outdoor dining and entertaining, with a built-in exhaust hood for your BBQ setup and mature landscaping that enhances the inviting surroundings while providing a completely private pool area. An attached two-car garage accessed from the rear preserves the welcoming character of the front elevation while adding everyday convenience. Beyond the home, Lakes of Windermere offers a large community pool and sun deck, tennis, basketball, and volleyball facilities, three playgrounds, and a fishing pier on Lake Sawyer. Pine Loop Park adds a shaded gathering gazebo and an approximately 0.9-mile sidewalk loop for leisurely walks or an afternoon jog. Ideally located close to A-List schools, all four Walt Disney World theme parks and resorts, with shopping, dining, and daily conveniences nearby, this beautifully maintained residence brings together spacious interiors, inviting outdoor living, valuable updates, and a prime Windermere setting. Call me to schedule your private showing now.

7030 Mapperton Drive, Windermere

8168 Boat Hook Loop Unit 302, Windermere
$299,997
2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
Welcome to this spacious 2-bedroom, 2-bathroom third-floor condo in an elevator building, meaning no noisy above neighbors, in a convenient Windermere location, situated within walking distance from the community clubhouse and its extensive resort-style amenities. Offering an open floor plan, generous living spaces, and a low-maintenance lifestyle, this home is well suited for a full-time residence, second home, or investment property. The open-concept living and dining areas create a comfortable space for everyday living and entertaining, while the spacious kitchen features a breakfast bar, tons of cabinet storage, and large pantry closet. Both bedrooms are generously sized with ample closet space. The primary suite includes a private en-suite bathroom and walk-in closet. An enclosed outdoor living area provides additional space to relax, enjoy your morning coffee, or unwind at the end of the day. The community clubhouse is located just steps away and offers a variety of amenities, including a large swimming pool, fitness center, library, fireplace gathering area, kitchen facilities for entertaining, volleyball court, and playground. Located in Windermere with convenient access to Walt Disney World, shopping, A rated schools, dining, entertainment, and major Central Florida attractions. Disney's Magic Kingdom is approximately 10 minutes away, making this property an attractive option for those seeking a primary residence, vacation home, or investment opportunity in the Orlando area. Schedule your private showing today and discover the convenience and lifestyle this Windermere condo has to offer.

8168 Boat Hook Loop Unit 302, Windermere

1221 Oakdale Street, Windermere
$1,250,000
Windermere Town SubDv. ⋅ 34786 Zip Code
Build Your Dream Lakefront Home in the Town of Windermere! Opportunity is knocking in one of Central Florida’s most desirable areas! This exceptional one-acre lakefront homesite on Oakdale Street in the town offers a rare opportunity to bring your vision to life and build the custom home you have always dreamed of. With an impressive 105 feet of direct frontage on beautiful Lake Bessie, this property provides the space, privacy, and waterfront setting to create something truly special. One of the biggest advantages of this property is NO HOA. Enjoy the freedom and flexibility that comes with owning your own piece of land without the restrictions and monthly fees often associated with planned communities. Whether you envision a stunning custom estate, a spacious family home, or a private lakeside retreat, this property gives you the opportunity to create a home that is uniquely yours. The expansive one-acre lot provides plenty of room to design the lifestyle you want. Imagine a beautiful custom residence with expansive living spaces, a resort-style pool, outdoor entertaining areas, lush landscaping, a private garden, oversized garage, and breathtaking views of Lake Bessie. With 105 feet of lake frontage, you can take full advantage of the waterfront setting and enjoy the beauty and tranquility of lakefront living right in the heart of Windermere. Instead of settling for someone else’s floor plan, start with a blank canvas and create a home designed around the way you live. Bring your architect, builder, and ideas and transform this exceptional homesite into your own private sanctuary. Location is everything, and this property offers the best of the Old Windermere lifestyle. Ideally located within a short distance of the Windermere Farmers Market, local shops, restaurants, and more, while beautiful Lake Butler is just blocks away. Town residents also have access to a boat ramp on Lake Butler and Lake Bessie, along with tennis courts, providing even more opportunities to enjoy the outdoors and the unique lifestyle that makes Windermere so desirable. Windermere is known for its beautiful lakes, charming community atmosphere, desirable residential neighborhoods, and convenient proximity to everything that makes Central Florida such a sought-after place to live. Opportunities to own a large lakefront homesite with no HOA and 105 feet of Lake Bessie frontage are truly special. This is your opportunity to stop dreaming about the perfect home and start building it. Make your vision come to life. Make this exceptional Windermere lakefront property the place you call home. Don't miss this rare opportunity!

1221 Oakdale Street, Windermere

5092 Isleworth Country Club Drive, Windermere
$8,500,000
4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Set along the front nine of Isleworth championship golf course with breathtaking views of Hole 6, this grand estate occupies an oversized lot along Isleworth’s main drive and has been beautifully reimagined with an extensive transformation over the last two years. The result is a sophisticated, move-in-ready home where timeless architectural character blends seamlessly with thoroughly modern style. Originally built by Pellegrini Homes and expanded to 7,100 square feet, the residence retains its signature architectural details, including custom ceilings, travertine floors with intricate tile inlays, and carefully crafted shell stone columns. The grandeur of the formal living room is accentuated by its soaring 20-foot ceiling, magnificent chandelier, and stately stone fireplace. A former bonus room has been thoughtfully transformed into the home's impressive new chef's kitchen, featuring custom cabinetry, an Italian-made 48-inch ILVE range, a luxury appliance collection, and elegant finishes. The original kitchen has been reimagined as a sophisticated entertaining bar with custom cabinetry, a built-in espresso cabinet, wine storage, and dedicated space for morning coffee and smoothies. Both spaces connect effortlessly to the casual dining area and formal dining room, creating an exceptional flow for everyday living and entertaining. The family room offers an open, airy setting with a built-in media display and effortless connection to the lanai. The main-level owner's suite provides a private retreat with a cozy fireplace, dual closets, and a lavish bath featuring dual vanities, a walk-in shower, and a luxurious soaking tub framed by elegant stone columns. A new main-level bedroom with private en-suite bath and an enlarged loft suite add flexibility for family and guests. Throughout the residence, new flooring, custom cabinetry and built-ins, designer lighting including bespoke Italian Murano glass fixtures, custom drapery, automated shades, and beautifully appointed furnishings create a cohesive, elevated aesthetic. Custom London-made closet lighting adds another layer of thoughtful detail, while modernized infrastructure, integrated technology, whole-home Wi-Fi, security, and smart-home features provide a seamless foundation for today's lifestyle. Outside, the residence has been transformed into an exceptional setting for both relaxation and entertaining. The pool has been resurfaced, outdoor living areas expanded, and a new outdoor kitchen and grilling area added, while a completely redesigned landscape, lighting, fencing, and fountain features enhance the grounds. Upstairs, the bedroom suites and expansive balcony capture panoramic views of the golf course and sparkling waters of Lake Bessie. The European-style lanai, with its graceful balustrade, creates an inviting setting for al fresco gatherings and captivating sunsets. This exceptional estate offers a rare combination of timeless architectural character, comprehensive modern improvements, sophisticated design, and an enviable golf-front setting within Isleworth.

5092 Isleworth Country Club Drive, Windermere

8524 Vivaro Isle Way, Windermere
$950,000
4 Beds ⋅ 3 Baths ⋅ Windermere Isle-Ph 2 SubDv. ⋅ 34786 Zip Code
Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed! Seller's preferred lender is willing to contribute 1% of the loan amount toward the buyer's interest rate buy-down. As an additional incentive, the seller is offering a home warranty that can be transferred to the new homeowner, providing added peace of mind. Welcome to 8524 Vivaro Isle Way, a beautifully appointed home in the sought-after Windermere Isle community. Designed for both everyday comfort and entertaining, this home features a private custom pool, upgraded 42" kitchen cabinetry with crown molding, granite countertops, upgraded cabinet hardware, a single-basin undermount sink, and a stylish kitchen backsplash. Upgraded tile flooring extends through the foyer, dining room, family room, office, gallery, kitchen/breakfast area, laundry room, and bathrooms, while the remaining living areas feature carpet. The primary suite offers a raised-height vanity, upgraded undermount sink, semi-frameless shower enclosure, tiled shower, and ceiling-mounted rain shower. Additional upgrades include 8' interior doors, blinds throughout operable windows, a 9' sliding glass door, upgraded bathroom vanities, and upgraded interior finishes. All rooms are upgraded with ceiling fans and light fixtures. Step outside to enjoy your own private pool and create the ideal Florida lifestyle with plenty of space to relax, entertain, and enjoy the sunshine. Located in Windermere Isle, this home offers convenient access to shopping, dining, parks, and recreation, with Winter Garden Village, Lakeside Village, Hamlin, and Walt Disney World-area attractions all within the surrounding area. With its combination of thoughtful upgrades, private outdoor living, buyer incentives, and a convenient location near the Windermere and Winter Garden areas, this home offers an ideal place to enjoy Central Florida living.

8524 Vivaro Isle Way, Windermere

6113 Grosvenor Shore Drive, Windermere
$6,950,000
7 Beds ⋅ 8 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Set behind the guarded gates of Keene's Pointe, lies this masterfully crafted 7-bedroom, 8-bath lakefront estate by Stonebridge Custom Homes presenting an extraordinary opportunity for those seeking uncompromising elegance and everyday indulgence. Expertly designed to invite abundant natural light throughout its over 8700 sqft magnificent interiors while still offering complete privacy and astounding wooded and lake views over its 4+ acre grounds. A stately brick-paver drive, twin motor courts with garage parking for 4 cars and a golf cart, set the tone for the refined lifestyle that awaits within. Through 10-foot solid double doors, the foyer opens to a two-story travertine-tiled formal living area with dramatic stone fireplace and towering windows that frame views of the pool and lake. The kitchen is a culinary masterpiece, featuring a hidden walk-in pantry, Thermador commercial grade appliance suite, including full-size refrigerator and separate freezer, Bosch Dishwasher, Scotsman Ice maker, Busby cabinets, granite countertops, and a double island setup designed for effortless entertaining. A beverage bar connects the kitchen to the formal dining room and iron-gated wine room with 45 bottle Brisa wine refrigerator. The open-concept layout offers casual dining off the kitchen and a family room that flows seamlessly into theatre-style lounge. The first-floor primary suite is a study in calm sophistication, featuring sitting area, poolside terrace access, coffee bar, 2 custom walk-in closets, and a spa-inspired ensuite with dual granite topped vanities, soaking tub, and multi-head steam shower. An executive study, bonus storage, mudroom and laundry, 2 powder rooms, and a private ensuite for visiting guests, complete the first floor. Upstairs, a bonus room for exercise or crafting, an open area for study or reading, add’l laundry, and 5 spacious bedrooms complemented by 4 full baths, ensure every guest enjoys comfort and privacy. From hidden storage and bonus rooms to thoughtfully curated finishes, every detail has been considered with intention and care. Impeccably maintained and thoughtfully updated where it matters, delivering peace of mind as well as prestige (See feature sheet for a full list of updates). Five sets of wall-to-wall sliders open the beautifully appointed interiors to the private outdoor retreat where guests will want to linger. A summer kitchen and outdoor bar overlook the pool with rock waterfall and spa, while an outdoor gas fireplace anchors evenings that stretch long past sunset. The covered lanai areas are enhanced by electronically controlled invisible screens and a mosquito misting system. The beautifully landscaped grounds and fenced backyard extend to a private dock with covered boathouse and electronic lift, providing effortless access to the pristine waters of Lake Tibet and the interconnected Butler Chain of Lakes. Residents of Keene’s Pointe enjoy a country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, pickleball, dining, and a vibrant social calendar. Positioned minutes (3.5 mi.) from historic Windermere with easy access to Orlando's attractions. Furnishings and Regal LS4 Power Boat are negotiable for a truly turnkey move.

6113 Grosvenor Shore Drive, Windermere

9310 Isleworth Gardens Drive, Windermere
$3,595,000
3 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Set within the Gardens of Isleworth, an intimate enclave of custom homes surrounded by lush gardens, water features, bridges and walking paths, this elegant single-story garden villa offers elevated garden views. The residence pairs timeless Mediterranean architecture with sophisticated finishes and a seamless indoor-outdoor design. Beautiful finishes throughout the interior include travertine flooring, wood-beamed ceilings and solid wood doors, creating a warm and gracious aesthetic. The expansive kitchen is designed for both everyday living and entertaining, with double islands, Quartzite countertops, a marble mosaic backsplash, Wolf appliances, a gas range, wet bar and butler’s pantry. A stone fireplace provides a focal point in the living room, while the spacious family room opens through panoramic sliding doors to a covered lanai, extending the living spaces naturally outdoors.The primary suite offers a private retreat with a morning bar, sitting area, spa-inspired bath and generous walk-in closet. A wood-floored study with custom built-ins provides an elegant setting for work, while additional bedrooms offer comfort and privacy for family and guests. Additional interior highlights include the laundry room, powder bath, and a three-car garage.Beyond the interiors, the home embraces its lush garden setting with tranquil pond views and an expansive outdoor living area. The covered lanai features a summer kitchen and pool bath overlooking a heated saltwater pool and spa, creating a private setting for relaxed afternoons and beautiful entertaining. The Gardens of Isleworth offer convenient living in a beautiful setting within Central Florida’s most iconic golf course community.

9310 Isleworth Gardens Drive, Windermere

6120 Greatwater Drive, Windermere
$3,999,000
5 Beds ⋅ 6 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Keene’s Pointe – 24-hour gated/attended community in Windermere, Florida. Experience refined luxury in this exceptional golf-front estate perfectly positioned along the 17th fairway of The Golden Bear Club. Fully renovated, architecturally refined and intentionally designed by Ashley Martin Home. From the moment you enter, an inviting foyer opens to a spacious living room framed by 12-foot ceilings, expansive windows, and views of the course, filling the home with natural light and warmth, as well as a functional dining room with built-in cabinetry, perfect for entertaining. Designed with both elegance and functionality in mind, the home features wide-plank hardwood flooring throughout, custom drapery and shades, and extensive upgraded lighting and finishes. The private office is a standout, complete with rich built-in cabinetry and a wood-accent ceiling that creates a sophisticated workspace. The primary suite is a true retreat, accessed through a private vestibule-style entrance offering a serene escape. Inside, enjoy access to the outdoors, a spa-inspired bath with a freestanding tub, an oversized walk-in shower, and a spacious custom walk-in closet with built-ins. The chef’s kitchen is thoughtfully appointed with built-in refrigeration and dishwasher, an appliance garage, a large center island, Butler’s pantry with wine refrigeration, and a generous breakfast nook. A mud area with built-ins adds everyday convenience, while the family room showcases custom built-ins for effortless living. The home offers a versatile and spacious layout, including two ensuite bedrooms with walk-in closets on the main level, and two additional bedrooms upstairs connected by a shared bath. The second floor also features a loft with built-ins that can easily function as a fifth bedroom, playroom or media room, along with a bonus space overlooking the golf course—currently used as a gym, but ideal for a game room or lounge. Outdoor living is equally impressive, featuring a saltwater pool and spa, fire pit, cabana with summer kitchen, and a private putting green. The fenced yard and retractable screened lanai create a seamless indoor-outdoor experience, while a convenient exterior-access half bath serves the pool area. Additional highlights include a well-appointed laundry room with stacked washer and dryer, and a four-car garage with high ceilings and custom flooring, and much more! This turn-key home can be purchased fully furnished and decorated. Conveniently located to shopping, dining, expressways, tourist attractions, and top-rated public and private schools, this is a rare opportunity to own a meticulously designed, luxury estate that blends comfort, style, location, and stunning golf course views into one extraordinary residence.

6120 Greatwater Drive, Windermere

12721 Jacob Grace Court, Windermere
$1,488,000
4 Beds ⋅ 4 Baths ⋅ Tildens Grove Ph 01 47/65 SubDv. ⋅ 34786 Zip Code
Welcome to 12721 Jacob Grace Court, an exceptional residence nestled within the highly sought-after gated enclave of Tildens Grove in Windermere. Ideally positioned on a quiet cul-de-sac, this remarkable property sits on over a half-acre homesite with serene conservation and pond views, offering a rare combination of privacy, space, and natural beauty. From the moment you enter, you are greeted by an inviting floor plan filled with abundant natural light and elegant finishes throughout. Just past the two-story foyer, executive home office and formal living room, the expansive main living areas are thoughtfully designed to flow seamlessly, creating the perfect setting for both everyday living and sophisticated entertaining. The heart of the home is the beautifully renovated kitchen, featuring generous cabinetry, quality appliances, and ample counter space, all overlooking the main living and dining areas with stunning private views. The primary suite serves as a tranquil retreat, complete with a spa-inspired bath and spacious walk-in closet. Additional second floor bedrooms provide balcony access and flexibility for family, while a first-floor bedroom and bonus room offer an ideal layout for a private guest sanctuary. Step outside and discover one of the home’s most captivating features—a sprawling backyard with a two-story screen enclosure that is anchored by a resort-style pool, spa and expansive entertaining areas set against conservation and water views. Residents of Tildens Grove enjoy a premier lifestyle with gated access, tree-lined streets, tennis courts, playground and proximity to top-rated schools, boutique shopping, dining, golf, and all the attractions that make Windermere one of Central Florida’s most desirable locations.

12721 Jacob Grace Court, Windermere

6126 Payne Stewart Drive, Windermere
$3,250,000
3 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Welcome to 6126 Payne Stewart Drive, a beautifully renovated golf villa in Isleworth, just steps from the club house. This 2,848-square-foot home offers three bedrooms, each with its own full bathroom, plus a powder room for guests. Soaring ceilings and an open floor plan bring a sense of space to the main living areas, where travertine floors and new doors complement the recent renovations. The gourmet kitchen features a 10-ft center island and top of the line appliances. The primary suite includes a recently renovated bathroom with a generously sized shower and soaking tub. Outside, a fully fenced garden setting surrounds the pool and spa. A summer kitchen and fireplace make the space inviting for outdoor dining and relaxing in the Florida Sunshine.

6126 Payne Stewart Drive, Windermere

5186 Vardon Drive, Windermere
$4,395,000
6 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Set along the front nine of Isleworth’s championship golf course, the 4,739-square-foot residence has been beautifully reimagined, pairing a grand architectural presence with contemporary interiors and expansive views across the course. Beyond the private entry gate to the property, a long, dramatic drive leads to the circular motor court anchored by a distinctive tiered fountain, creating an impressive arrival to this beautifully reimagined Isleworth estate. Inside, soaring ceilings and a dramatic two-story foyer introduce beautifully updated living spaces, where new flooring, refined architectural details and distinctive backlit feature walls create a fresh, elevated aesthetic. Primary living spaces include formal living and dining rooms, a kitchen with casual dining, and a home office. The six-bedroom residence offers two bedrooms on the main level, one on the lower level and three on the upper level. The expansive primary suite is includes a large bath finished with oversized floor-to-ceiling stone tile, a freestanding soaking tub, walk-in shower and dual-sink vanity. Designed for year-round enjoyment, the outdoor living experience begins in the enclosed Florida room and unfolds onto a sprawling pool deck overlooking the golf course. A large pool is complemented by an intimate oasis dining area surrounded by a pool moat, a separate sundeck and a covered outdoor grilling area, creating multiple spaces for entertaining, dining and relaxing. With its exceptional arrival, thoughtfully renovated interiors and expansive indoor-outdoor living, this distinctive estate offers a refined setting within one of Isleworth’s most sought-after golf-course locations.

5186 Vardon Drive, Windermere

12809 Holdenbury Lane, Windermere
$625,000
4 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code
The best sought-after Windermere location! This beautiful Lakes of Windermere 4 bedroom 2.5 bath home was just updated this summer with NEW ROOF, NEW APPLIANCES, NEW CARPETS, FRESHLY PAINTED INSIDE AND OUT, plus garage and floor fully painted. ELECTRIC VEHICLE CHARGER IN GARAGE. NO rear neighbors: Enjoy a calm, quiet pond view from your covered 15x7 back porch. Or meet the neighbors by relaxing on your covered 17x12 front porch facing the tree-lined street! The kitchen/family room combo is light and bright with soaring 2-story ceiling and windows galore! All matching new SS appliances plus lots of wood cabinets and long breakfast bar in the kitchen that adjoins a dinette area with built in desk. All bedrooms are upstairs with new carpets. The extra large Primary suite includes a window seat, and bathroom with garden tub, separate shower, dual sinks, linen closet and private water closet. Three more comfortable bedrooms and bath are down the hall. The Lakes of Windermere community clubhouse and pool are a short walk away in addition to tennis, basketball, volleyball, and soccer courts, three playgrounds, a lake dock with fishing access, and scenic walking trails through the community including GAZEBO AT THE PINE LOOP PARK (Nobelton Drive and Mapperton Drive) a shaded space for community parties and events. Zoned for A+ rated Windermere High School! Short drive to Disney World, and close to 429 for easy access to Orlando and Horizon West for the best shopping and restaurants. Ready for immediate occupancy. Call to see it today!

12809 Holdenbury Lane, Windermere

13317 Lush Lime Alley, Windermere
$549,990
3 Beds ⋅ 3 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. This Cawood floor plan features interior finishes from the AW Collection Coastal, blending clean lines and neutral tones and textures. Design upgrades include 42" cabinets, quartz countertops, tiled backsplash, pendant lighting and stainless steel appliances. Ideally situated, you’re just 30 minutes from Orlando International Airport and 15 minutes from world-famous Disney theme parks. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. Residents will also enjoy a community pool and playground area. With its prime location and practical design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

13317 Lush Lime Alley, Windermere

9343 Tibet Pointe Circle, Windermere
$7,450,000
7 Beds ⋅ 10 Baths ⋅ Keenes Pointe Unit 03 46/104 SubDv. ⋅ 34786 Zip Code
Located directly on Lake Tibet within the guard-gated community of Keene’s Pointe, this extensively updated Stonebridge custom residence blends Mediterranean-inspired architecture with transitional interiors. A long brick-paver driveway leads to a circular motor court, porte cochère, tile roof, stone accents, and arched windows. Oversized glass entry doors frame immediate lake views and open to two-story formal living spaces featuring newly installed wood flooring, detailed ceilings, clerestory windows, and abundant natural light. The kitchen includes an oversized island, quartz countertops, glazed custom cabinetry, double ovens, premium appliances, and a walk-in pantry. Open gathering areas and expansive windows provide continuous views of Lake Tibet. Additional interior features include a game room, dedicated home theater, and a private primary suite with an oversized walk-in closet and updated bathroom. Each secondary bedroom includes an ensuite bathroom. The bathrooms have been updated, the interior has been freshly painted, and the carpeting has been replaced. A detached guest house offers additional flexible living space. Added in 2019, the covered outdoor kitchen and dining pavilion features a wood-paneled ceiling, large dining and preparation island, built-in grill, pizza oven, wine cooler, and oversized refrigerator. The outdoor area also includes a resort-style pool, heated spa, expansive lawn, sand volleyball court, and soccer area overlooking the lake. A private dock with boat lift provides direct access to Lake Tibet and the Butler Chain of Lakes.

9343 Tibet Pointe Circle, Windermere

9010 Reflection Pointe Drive, Windermere
$945,000
4 Beds ⋅ 4 Baths ⋅ Windermere Trails SubDv. ⋅ 34786 Zip Code
Located in the desirable Windermere Trails and less than 15 minutes from Magic Kingdom, this immaculate four-bedroom 3.5-bath pool home offers an exceptional combination of style, comfort and Central Florida convenience. Unwind beside your own heated saltwater pool and spa while enjoying views of the Disney fireworks. Inside, tile flooring extends throughout the home, creating a clean and cohesive look that is both attractive and easy to maintain. Fresh interior paint in 2026 enhances the bright, welcoming atmosphere. The formal dining room makes a beautiful first impression with its gorgeous coffered ceiling, providing an elegant setting for holiday dinners, celebrations and evenings with friends. The kitchen is designed for anyone who appreciates generous workspace and exceptional storage. A substantial amount of cabinetry is complemented by expansive granite countertops, a tiled backsplash and an oversized walk-in pantry. Pendant lighting highlights the breakfast bar, creating a natural place for casual meals and conversation. Built-in stainless steel appliances and a Bosch Dacor refrigerator installed in 2022 complete this impressive space. A drinking water filtration system and a whole-house water softener add everyday convenience. The kitchen opens naturally to the spacious family room, where a stacked stone accent wall adds warmth, texture and architectural interest. Views of the pool create a beautiful backdrop and keep the indoor living areas connected to the outdoor setting. Whether hosting a crowd or enjoying a quiet evening at home, the open arrangement allows everyone to remain part of the conversation. Go outside to the heated saltwater pool and spa. With the propane heater, the pool can be enjoyed well beyond the traditional swimming season, while the space offers plenty of room for lounging, dining and entertaining. The pool filtration equipment was replaced in 2024. The thoughtfully planned four-bedroom, 3.5-bath layout provides flexibility for a family, guests or a home office. The washer and dryer (2022) are also included. A complete Bosch HVAC system, including interior and exterior equipment, was installed in spring 2024 and carries a 10-year parts/labor warranty w/required annual maintenance. The water heater is from 2019, and the exterior and tile roof were professionally power washed in 2024. An interior ADT security system and exterior CCTV camera system provide additional peace of mind. A separate two-car (with epoxy floor in 2023 and one-car garage epoxy in 2026) provides three total spaces for vehicles, storage or hobbies. Just inside one of the garages, a drop station features areas for phone charging, along with space for packages, bags and daily essentials. Windermere Trails offers a resort-style community pool, walking trails, playgrounds, pavilions, a dog park and fitness areas. Surrounded by the natural beauty of the Butler Chain of Lakes, the community is close to highly regarded A-rated schools, Lakeside Village, Hamlin Town Center, Winter Garden Village, Horizon West and the renowned dining of Dr. Phillips. Nearby SR 429 provides convenient connections to the Turnpike, SR 408 and I-4, while Walt Disney World, Disney Springs, shopping, golf, boating, restaurants and medical services are all nearby. Beautifully maintained and ready now, this home combines inviting interior spaces, a private pool retreat, recent improvements and a location that places the best of Central Florida at your doorstep.

9010 Reflection Pointe Drive, Windermere

13535 Bramham Lane, Windermere
$489,900
3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code
Welcome to 13535 Bramham Lane, a spacious and airy 3-bedroom, 2-bath, single-story home offering plenty of room to spread out and make it your own. Freshly painted throughout, the home features tile flooring in the main living areas with carpeting in the bedrooms. The versatile floor plan includes living and dining areas along with a spacious great room, providing multiple spaces for entertaining, relaxing, and everyday living. The kitchen features granite countertops and stainless steel appliances and opens to the great room, creating a comfortable gathering space at the heart of the home. Outside, nicely landscaped grounds create a welcoming first impression, while the charming front porch is perfect for morning coffee or enjoying the Florida weather. A back patio provides additional outdoor living space for grilling, entertaining, or simply relaxing. Complete with a two-car garage, this home offers a wonderful combination of space, comfort, and flexibility. Located within a gated community featuring sidewalks throughout, residents can enjoy a neighborhood setting designed for walking and outdoor living, along with a community pool. It's so close to Disney that you can hear the train whistle!

13535 Bramham Lane, Windermere

5192 Vardon Drive, Windermere
$19,500,000
6 Beds ⋅ 10 Baths ⋅ Isleworth Amd 03 SubDv. ⋅ 34786 Zip Code
Timeless elegance and extraordinary privacy define this magnificent lakefront estate within the renowned Isleworth Golf & Country Club. Gracefully positioned on Lake Blanche along the coveted Butler Chain of Lakes. This exceptional residence is designed for the most discerning buyer seeking luxury, exclusivity, and resort-style living on approximately 2.5 acres. Encompassing over 13,494 square feet of refined living space and more than 20,476 total square feet, the estate features six luxurious bedroom suites, eight full baths, and two half baths. Every bedroom offers oversized walk-in closets, while the primary suite is a private sanctuary complete with a sitting room, hidden passage access to the study, private morning kitchen, and direct stairway access to the lower-level fitness retreat. Designed for both grand entertaining and intimate living, the home showcases vanishing glass sliders that seamlessly connect the living room, family room, and bar area to expansive outdoor living spaces and screened terraces overlooking breathtaking sunset views across Lake Blanche. The resort-inspired outdoor setting features a heated saltwater infinity-edge pool and spa, summer kitchen, outdoor shower, and tranquil waterfront ambiance. Exceptional amenities include a full theater room with private bath, elevator servicing all three levels, extensive storage throughout, lower-level gym with steam shower and sauna-ready space, dual laundry features including a dog shower and dog door, and a separate guest house complete with living room, kitchenette, and full bath. Equipped with all-new smart-home technology and integrated systems. The gourmet kitchen is thoughtfully appointed with dual ovens, six-burner gas range, steamer, warming drawer, freestanding refrigerator and freezer, two refrigerator drawers, dual full-size dishwashers, and two microwave ovens. Completing this remarkable offering is a five-car garage, private boat dock with electric lift and jet ski slip, and an unmatched combination of sophistication, comfort, and privacy in one Of Central Florida's most prestigious golf and country club communities along the Butler Chain of Lakes.

5192 Vardon Drive, Windermere

8608 Brookvale Drive, Windermere
$379,900
3 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Lake Reams Twnh SubDv. ⋅ 34786 Zip Code
LIVE IN OR INVEST WHERE OTHERS DREAM OF VACATIONING!!! Amazing opportunity in Windermere, one of Central Florida’s most desirable locations, just minutes from the magic of Walt Disney World and located in a highly rated school zone! This beautiful 3-bedroom, 2.5-bath townhouse offers the perfect combination of location, comfort, and lifestyle, featuring a spacious and functional layout plus a private fenced backyard, ideal for relaxing, entertaining, and enjoying the Florida lifestyle. Experience a beautiful community surrounded by nature and exceptional amenities, including a community pool, playground, walking trails, scenic lakes, and lush green spaces. Conveniently located near highly rated schools, shopping, dining, major roadways, and Central Florida’s world-famous attractions. Whether you’re looking for your next home or an investment opportunity in one of the Orlando area’s most sought-after locations, this is an opportunity you don’t want to miss!. LIVE IT. INVEST IN IT. LOVE WINDERMERE !!!

8608 Brookvale Drive, Windermere

5036 Latrobe Drive, Windermere
$18,750,000
6 Beds ⋅ 9 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Virtually Staged. Pre-Construction. To be built. Poised on a remarkable .69-acre homesite along the shores of Lake Bessie, this exceptional new residence offers a rare opportunity to create a substantial private estate in one of Isleworth’s most coveted lakefront settings. Designed and to be built by Supreme International Construction, the residence will encompass approximately 15,337 square feet of living space across three levels, with six bedrooms, including two private primary suites, an elevator and a four-car garage accommodating up to eight vehicles with lifts. Created for both grand entertaining and effortless everyday living, the main level will feature a dramatic great hall, formal dining room, family room, expansive kitchen, private study and serene primary retreat. Soaring architectural spaces and multiple covered balconies create a natural connection to the lakefront setting. The lower level is envisioned as a private destination for leisure, with a beautifully appointed theater delivering an immersive viewing experience, complemented by a separate popcorn and snack room for added convenience and fun. A generous entertainment area, bar, summer kitchen, gym, yoga/Pilates studio, sauna and spa complete the level. The upper floor offers a second primary suite, additional bedroom suites, viewing lounge and PJ lounge. The outdoor living space is designed to maximize the breathtaking lakefront setting. Landlocked and private, Lake Bessie offers an intimate waterfront experience for boating, water sports and fishing, with no public access to the lake. This rare pre-construction opportunity offers the privilege of securing an extraordinary lakefront residence while personalizing select finishes as the residence takes shape. Within Isleworth’s 600-acre residential community, Isleworth Golf & Country Club, consistently recognized among the world’s finest private clubs, offers an exceptional lifestyle, with Membership offered separately and subject to application and approval.

5036 Latrobe Drive, Windermere

13424 Hopkinton Court, Windermere
$500,000
4 Beds ⋅ 2 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code
Virtually Staged. Space, flexibility, and a fantastic Windermere location! Set on a prime CUL-DE-SAC LOT in the GATED Lakes of Windermere-Peachtree community, this spacious 3-bedroom + BONUS, 2-bath, 2-car garage home offers a versatile floor plan with the convenience of MAIN-LEVEL LIVING plus an oversized BONUS ROOM upstairs. A NEWER A/C (2022) adds to the appeal. Inside, you will find a welcoming foyer that opens to combined formal living and dining spaces before making your way into the kitchen that connects seamlessly with a casual dining area and spacious family room, creating an easy layout for everyday living and entertaining. Sliding glass doors extend the living space outdoors to a COVERED LANAI. Privately positioned at the back of the home, your PRIMARY SUITE features a WALK-IN CLOSET and private EN-SUITE BATH. Bedrooms two and three share a second full bath, keeping the primary living spaces, bedrooms and baths conveniently together on one level. Upstairs, the bonus room delivers valuable flexibility and can easily serve as a MEDIA ROOM, second living area, HOME OFFICE, guest space or 4TH BEDROOM. Lakes of Windermere-Peachtree offers a beautiful natural setting surrounded by trees and conservation, along with a COMMUNITY POOL and PLAYGROUND. The home is ZONED FOR “A” RATED SCHOOLS, including WINDERMERE HIGH SCHOOL, and is ideally located just off Reams Road with easy access to SR-429. Walt Disney World, Orange County National Golf Center, Four Seasons Golf & Sports Club, ESPN Wide World of Sports, shopping, dining and everyday conveniences are all just minutes away. LOCATION, LAYOUT & VERSATILITY – this Windermere home delivers all three. Call today to schedule a tour and let us say WELCOME HOME!

13424 Hopkinton Court, Windermere

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