Remarks: Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion foyer floor design, coffered ceilings, crown molding, and European-style ironwork boasts spectacular views of Lake Roper. The upstairs master bedroom has a beautiful view of Lake Roper. Master bath features an oversized tub and walk-in closet. This Grand Retreat has plenty of outdoor amenities including a basketball court, boat dock and boat lift. Heated family pool and spa. For all your family entertainment, a large open backyard leads to the dock with plenty of land. Stunning cedar and cypress trees surrender the property reminding you of FLORIDA living at its best. The ideal setting for privacy and serenity! Entertainment and fine shopping just minutes away. Close to major highways such as 429, 408 & the Turnpike. Easy access to the airport and Downtown Orlando yet secluded enough to give you a unique home in the heart of Windermere! Close to Windermere Prep school. Convenient to major highways, shops, restaurants, historic sites, major hospitals, and theme parks! Privacy awaits you! Schedule showing!

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Karolina Taylor (813-702-5478)

Remarks: Discover an exceptional expression of modern luxury in the heart of Windermere. Welcome to 11051 Hawkshead Court, gracefully positioned within the prestigious Reserve at Lake Butler Sound—an exclusive guard-gated enclave renowned for its elegance, privacy, and lakefront lifestyle. Set on an expansive half-acre homesite at the end of a cul-de-sac, this fully reimagined contemporary estate offers a seamless blend of sophistication and comfort. Spanning a thoughtfully designed single-story layout, the residence features five bedrooms, four full baths, and two half baths, all curated with impeccable attention to detail. From the moment you enter, soaring ceilings and an abundance of natural light highlight exquisite porcelain marble flooring that flows seamlessly throughout the main living areas—completely carpet-free for a clean, modern aesthetic. The bedrooms feature rich hardwood flooring, adding warmth and contrast. The open-concept design creates an inviting yet refined atmosphere, ideal for both intimate living and grand entertaining. At the heart of the home, the gourmet chef’s kitchen is a true showpiece, appointed with premium Viking stainless steel appliances, rich granite countertops, and bespoke custom cabinetry. Whether hosting elegant gatherings or enjoying everyday moments, this space is designed to impress. Step outside to your private resort-style sanctuary. The covered lanai, complete with a fully equipped outdoor kitchen and grill, overlooks a beautifully redesigned pool framed by lush, mature landscaping—creating a serene and secluded backdrop for relaxation or entertaining under the Florida sun. This home has been extensively upgraded with no detail overlooked, including a complete pool renovation with new equipment, a new screen enclosure, fresh exterior paint and lighting, two new HVAC systems, updated garage interiors and openers, EV charging capability, a new septic system, and a whole-home reverse osmosis water treatment system. Residents of this distinguished community enjoy 24-hour guard-gated security, private fishing dock on Lake Butler, and impeccably maintained surroundings—all just minutes from world-class attractions, fine dining, upscale shopping, top-rated schools, and major thoroughfares. This is more than a home—it is a statement of refined living in one of Central Florida’s most coveted addresses. Schedule your private tour today and experience it for yourself.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Priced below appraised value, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the area’s most desirable streets, the residence has undergone more than $350,000 in recent luxurious upgrades, including a reimagined kitchen and fireplace, new windows and doors, upgraded landscape lighting, refreshed landscaping, a freshly painted exterior and a new roof. Completing the offering is a newly constructed $85,000 private dock by Docks of Orlando, delivering direct access to the tranquil waters of Wauseon Bay. Spanning 5,639 square feet, the home showcases thoughtfully curated living spaces designed to capture sweeping views of one of the tranquil stretches of the Butler Chain. A dramatic two-story foyer opens to the formal living area, where expansive sightlines extend to the resort-style pool and spa. These views are beautifully complemented by a striking 650-gallon arched saltwater fish tank that creates a captivating visual connection to the bay beyond. The formal living room is further enhanced by a sculptural paneled feature wall accented with soft ambient lighting, lending an atmosphere of understated elegance. At heart of the home, the gourmet kitchen is sophisticated and functional, featuring a wet bar, wine refrigerator, oversized pantry with a custom swinging door, Wolf and Sub-Zero appliances, quartz countertops, bespoke cabinetry and updated designer lighting. Seamlessly connected is an inviting living space anchored by a dramatic fireplace clad in exotic stone and framed by custom cabinetry with refined wood detailing, creating a warm yet elevated focal point. The newly renovated primary suite on the main level serves as a serene retreat, offering panoramic views of Wauseon Bay. The luxurious en-suite bath is appointed with Christopher Guy lighting, dual vanities, a freestanding soaking tub and a Schonbek Da Vinci chandelier that crowns the space. Also on the first floor are a temperature-controlled wine cellar, a well-equipped laundry room, an additional bedroom and a full bath. A graceful staircase with curved glass railings leads to the second level, highlighted by an impressive 195-square-foot feature wall clad in custom copper patinated iron. The residence also includes a private residential elevator finished with rich wood paneling and a stainless steel SICIS tile floor. The custom cinema is exceptional, showcasing eucalyptus wood millwork, an illuminated glass bar top, Busby cabinetry, generous storage, Sub-Zero appliances, dual under-counter wine refrigerators and plush seating beneath a starlit ceiling. Go onto the expansive private balcony to enjoy sunrise views over the lake, framed by glass railings and finished with AstroTurf flooring. The second floor also offers three additional bedrooms, three full baths and a second laundry room, providing comfort and flexibility for family and guests. Outdoors, the living areas are designed for relaxation and entertaining, complete with a summer kitchen and ample space to enjoy Central Florida lifestyle. For the automotive enthusiast, the three-car air-conditioned garage features RaceDeck tile flooring and a custom storage system. An exclusive respite, this home represents a refined, opulent lifestyle inside and out.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Harif Hazera Llc (407-953-9098)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! This expansive two-story residence offers beautifully connected gathering spaces, multiple private retreats, and flexible rooms that adapt to your lifestyle. As you arrive, a welcoming entry and foyer set the tone for the home’s inviting layout. Just off the entrance, a dedicated office provides the ideal work-from-home space, library, or quiet study. Beyond the foyer, the floor plan opens into a spacious formal living room that creates a warm first impression and offers a natural transition into the heart of the home. At the center of the first floor, the kitchen is perfectly positioned for both daily life and entertaining, complete with a walk-in pantry, a generously sized island for seating, and a seamless connection to a separate dining room, providing an elegant setting for holidays, celebrations, and dinner parties. Natural lighting streams through multiple windows in the breakfast nook, which overlooks the outdoor living area, offering the perfect spot for casual morning coffee or relaxed meals. The family room creates an open concept gathering space where conversation flows effortlessly and allows for easy entertaining. A thoughtfully placed half bath with access to the outdoor patio area adds easy accessibility for guests and family alike, and the attached garage offers convenient parking and direct entry into the living space, enhancing both functionality and comfort. Upstairs, the home continues to impress with a thoughtfully designed second floor. The private primary suite is a true retreat, featuring generous proportions, multiple closet spaces, and a spa-inspired bath designed for relaxation. Two bedrooms provide comfort and privacy for siblings and share a Jack and Jill bathroom. An additional bedroom is ideal for family or guests with access to a covered balcony, creating a private outdoor escape to enjoy Florida evenings. A spacious flex room offers endless possibilities to create a home theater, game room, fitness studio, second office, or guest retreat to fit your needs. Completing the upper level is a third full bathroom with a walk-in shower and a laundry room, adding everyday convenience right where you need it most. Step outside to one of the home’s standout features, an oversized covered lanai and expansive brick-paver patio designed for true Florida outdoor living. Ample space for multiple seating and dining areas, this private backyard retreat is ideal for entertaining, weekend gatherings, outdoor dining, or simply relaxing under the shade of mature trees. Lush landscaping, privacy fencing, and natural greenery create a peaceful setting with room to enjoy year-round outdoor living. Residents enjoy a beautifully designed central gathering area featuring the community’s amenity center, resort-style pool, basketball court, playground, expansive open green space, and connected sidewalks for walking. The location is convenient, with nearby shopping, dining, and everyday essentials just minutes away at Westside Shoppes, Lakeside Village, and Windermere Village, plus additional retail and dining options throughout the surrounding Windermere area.

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Kathryn West (321-277-1999)

Remarks: Under contract-accepting backup offers. 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****

Listing is courtesy of: QUATTRO R E SOLUTIONS LLC (407-929-6120)

Listing Agent: Stella Freeman (407-285-1281)

Remarks: One or more photo(s) has been virtually staged. "HUGE PRICE REDUCTION" - Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a secondary living area, media room, or playroom. The owner’s suite is conveniently located on the first floor, providing privacy and easy access, one bedroom can be used as an office located in the first floor, while the remaining three bedrooms are upstairs, offering ample space for family or guests.Step inside to soaring high ceilings and luxurious travertine tile flooring that flows throughout the main living areas on the first floor, creating a seamless and elegant look. The master bedroom is carpeted for added warmth and comfort.The gourmet kitchen overlooks the open-concept living and dining spaces, making it perfect for entertaining. From the living area, step out onto the covered lanai, ideal for year-round outdoor enjoyment. The fenced backyard provides a secure and private retreat with room for pets, play, or future swimming pool or outdoor enhancements. New roof was just replaced (June 2025), new AC units replaced in 2023. Laundry room with cabinetry and utility sink. Residents of Keenes Pointe enjoy access to world-class amenities including The Golden Bear Club featuring a Jack Nicklaus-designed golf course, clubhouse, dining, fitness center, and lakeside parks. The community is zoned for top-rated schools and is conveniently located near Windermere, Winter Garden Village, major highways, and theme parks.

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Cynthia Noto (407-782-1878)

Remarks: Under contract-accepting backup offers. Set on an expansive, nearly half-acre lot and located just a short walk from Downtown Windermere, this brand-new construction residence delivers a level of space, design, and presence that is rarely found in Windermere. Framed by a large driveway and a three-car garage, the home makes an immediate impression before you even step inside. Through the grand double-door entry, you’re welcomed by a striking stone feature wall with LED backlighting, setting the tone for the refined design carried throughout. The main living area is both warm and beautiful, highlighted by rich wood beams, custom built-in shelving, and a statement wall anchored by a sleek electric fireplace. At the heart of the home, the chef’s kitchen is as functional as it is beautiful, featuring an oversized quartz island, a hidden walk-in pantry, and a full suite of Thermador appliances, including a paneled refrigerator for a seamless, custom look. The space flows effortlessly into the lanai through a wall of pocketing sliders, blurring the line between indoor and outdoor living. Just off the kitchen, the formal dining room makes a statement of its own with detailed millwork and a stunning wine wall that adds both style and sophistication. The primary suite is a true retreat, offering generous proportions and refined detailing, including custom millwork with soft LED uplighting. The spa-inspired bath features dual vanities, a freestanding soaking tub, an expansive walk-in shower, and a large custom closet. Also on the main level, a dedicated office with a substantial built-in provides a private and polished workspace. Upstairs, the home continues to impress with four additional bedrooms, along with a flex space that can serve as a fifth bedroom or second office. A sprawling bonus/game room anchors the upper level, complete with its own fireplace and a large island with bar seating. Outdoors is where this property truly sets itself apart. Rare for Windermere, the nearly half-acre homesite offers an extraordinary backyard framed by mature trees, creating both privacy and a sense of nature. The expansive covered lanai is equipped with a full summer kitchen, perfect for year-round entertaining. Beyond, a beautifully designed lap pool and spa are complemented by a dedicated deck area ideal for a fire pit or lounge seating, creating a resort-style environment that is almost impossible to replicate in this location. With its combination of walkability to Downtown Windermere, oversized lot, and thoughtfully curated architecture, this home represents a rare opportunity to own a truly exceptional new home in one of Central Florida’s most desirable areas.

Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)

Listing Agent: Christopher Christensen (407-312-8003)

Remarks: Nestled within the exclusive enclave of Estancia at Windermere, this exceptional custom pool residence offers the perfect blend of sophisticated design, luxury finishes, and timeless Florida living. Built in 2019 and situated on a professionally landscaped homesite, this stunning two-story estate spans over 4,230 square feet of thoughtfully designed living space with 5 bedrooms and 5 bathrooms. The elegant interior showcases soaring ceilings, expansive living spaces, and a bright open-concept floor plan designed for both everyday comfort and grand-scale entertaining. A gourmet chef's kitchen serves as the heart of the home, featuring an oversized center island, premium built-in appliances, wine refrigerator, custom cabinetry, and generous gathering areas. The luxurious first-floor primary suite offers a private retreat with a spacious bedroom, spa-inspired bath, and oversized walk-in closet. Additional highlights include a dedicated office/den, formal dining room, loft-style secondary living area, media/flex space, oversized laundry room, and abundant storage throughout. High ceilings, designer finishes, custom window treatments, and expansive sliding glass doors enhance the home's sophisticated ambiance. Outdoor living is equally impressive. The resort-style backyard was designed for entertaining and relaxation, featuring a covered lanai, Travertine pool deck, sparkling heated pool, outdoor kitchen, grill station, and a fully fenced private backyard surrounded by mature landscaping. The three-car garage, concrete tile roof, and covered front porch further complement the home's exceptional curb appeal. This property has been upgraded with a $70,000 whole-home solar energy system and automatic backup generator. Whether lowering monthly energy expenses or maintaining power during storms and outages, this home is designed to deliver exceptional reliability, efficiency, and convenience. Located just minutes from charming downtown Windermere, residents enjoy one of Central Florida's most desirable luxury communities known for its tree-lined streets, lakeside setting, upscale estates, highly rated schools, and proximity to world-class golf, dining, shopping, and entertainment. Convenient access to the Butler Chain of Lakes, premier private schools, major highways, and the attractions of the Orlando area make this location as desirable as the home itself. Estancia offers an intimate luxury neighborhood atmosphere with beautifully maintained grounds and estate-sized homesites that provide both privacy and prestige. This extraordinary residence delivers the ultimate Windermere lifestyle—where luxury, comfort, and convenient living come together in one remarkable home.

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Corey Cannon (407-615-0215)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-in ready! Situated in the Windermere community of Providence, this home offers spacious living across two floors. Upon entering, you are greeted by the formal living and dining rooms. The family room is open to the kitchen for easy entertaining. The primary suite along with three other bedrooms are on the first floor. On the second floor, there is a large loft with full bathroom and private guest bedroom. The 5 bedroom home scans over 3,500 Sq Ft and sits on 0.21 acres. The private, fenced backyard features a screened patio accessible by the primary suite and family room. Providence features a community pool, playground and sidewalks throughout offering scenic vistas whether you are jogging, walking your dog or strolling to take in the fresh Florida air.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Toni Cafferty (904-449-2184)

Remarks: Under contract-accepting backup offers. Set on a large, tree-lined lot just moments from historic downtown Windermere, this fully reimagined residence blends modern luxury with timeless charm—delivering a level of craftsmanship and detail that truly stands out. Every inch of this home has been thoughtfully redesigned, including a newly configured floor plan, all new interior doors and trim, and beautiful wide-plank flooring throughout. Light pours into the home, creating a bright, inviting atmosphere from the moment you step inside. At the center of it all is a completely NEW kitchen—designed for both everyday living and elevated entertaining. Featuring an impressive 10-foot quartz island with seating, custom wood cabinetry, a double-door pantry, and a stunning suite of GE Café appliances including a four-panel refrigerator, double ovens, 6-burner gas cooktop, microwave drawer, dishwasher, and a custom hood. A dedicated coffee bar adds the perfect finishing touch. The family room is equally striking, with high ceilings and a custom dry bar complete with dual beverage refrigerators—creating a seamless space for gathering and hosting. The private primary suite has been elevated to feel like a true retreat, now featuring dual walk-in closets and a beautifully renovated spa-style bathroom with a quartz-topped double vanity and a luxurious walk-in shower with rain head. A newly created private office with glass French doors and a decorative fireplace offers a quiet, stylish workspace. The home also features a newly added fourth bathroom and additional bedroom / or flex space, enhancing both functionality and flexibility. Step outside to your own backyard escape, where a private pool is surrounded by mature trees, offering both shade and privacy. Beyond the stunning design, this home offers true peace of mind with major system upgrades including a 50-year architectural shingle roof, full home replumb (2024), new tankless water heater (2025), and a new well, pump, and irrigation system (2025). All of this just minutes from the charm of downtown Windermere and the shops and restaurants along Conroy-Windermere Road. This is more than a renovation—it’s a complete reimagination of what Windermere living can be.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Jill Healey (407-797-1420)

Remarks: Under Construction. Welcome to 12334 Summerport Lane, an extraordinary lakefront estate on the prestigious Butler Chain of Lakes in Windermere. Custom built by Davila Homes and featuring the stunning Stanford floor plan, this exceptional residence offers approximately 6,182 square feet of luxurious living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Perfectly positioned on the shores of Lake Butler, this one-of-a-kind waterfront retreat showcases breathtaking panoramic lake views and includes a private covered dock with direct access to the renowned Butler Chain of Lakes, offering the ultimate Florida boating lifestyle. Designed to impress, the home welcomes you through a grand foyer with soaring ceilings and elegant architectural details. The expansive open-concept layout seamlessly connects the formal living areas, family room, and gourmet chef's kitchen, complete with an oversized island, premium appliances, custom cabinetry, and an oversized walk-in pantry. Walls of glass frame spectacular water views and fill the home with natural light. The luxurious first-floor primary suite serves as a private sanctuary overlooking the lake, featuring spa-inspired finishes, dual walk-in closets, and direct access to the outdoor living spaces. Additional guest suites provide comfort and privacy for family and visitors alike. The second level offers spacious en-suite bedrooms, a versatile loft, and a bonus room ideal for a media room, game room, or private retreat. Every detail has been thoughtfully designed to maximize comfort, functionality, and the home's incredible waterfront setting. Outdoor living reaches new heights with expansive covered lanais, resort-style entertaining areas, and endless opportunities to enjoy Windermere's spectacular sunsets over Lake Butler. Whether hosting guests, enjoying water sports, or relaxing by the lake, this property embodies the finest in luxury waterfront living. Located in one of Central Florida's most desirable addresses, 12334 Summerport Lane offers convenient access to top-rated schools, world-class golf, upscale dining, luxury shopping, and all that Windermere has to offer while delivering the exclusivity and prestige of true Butler Chain lakefront ownership.

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Fernanda Negromonte (407-592-1744)

Remarks: Welcome to this solid built 1-story 5 bedroom split plan, 3 full baths home with 2464 square feet of well designed living space, plus a 3 car garage and no rear neighbor as it backs to the brick wall of Windermere Terrace. Inside you'll find soaring 10' ceilings & 6-incht baseboards throughout, crown moldings in the family/kitchen area, ceramic tile in the kitchen & bathrooms and engineered wood floors in the foyer, dining & family rooms & carpet in the bedrooms. As you enter the foyer, the view draws you to the family room and kitchen/dining area plus the triple sliding doors to the large covered porch (21x15). The kitchen has all granite counters, a breakfast bar and plenty of cabinets & a closet pantry. The dining room is at the end of the kitchen with a view to the rear yard. The additional multiple purpose room with granite counters opens to the family room, and can be a computer room, mud room, dry bar or butler pantry, extra storage with the cabinets. It also opens to the inside laundry room then to the 3-car garage with brand new door openers (April 2026). The primary bedroom has an ensuite bathroom with dual sinks, granite counters, garden tub plus separate shower, and walk-in closet with built in custom made Italian clothes storage cabinets. The community pool is a short distance away exclusive for Windermere Terrace residents. The electric power to the home is efficiently supplied by the Leased Solar system in connection with Duke. Reduces the electric bill. The recent upgrades will greatly make this home worry free for your family, They are: (1) The 4 ton air conditioner was replaced on 3-30-2023. (2) The entire roof was replaced in October 2025 (3) The 50 gallon water heater was replaced on 11-12-2024. (4) Both garage door openers were replaced in April 2026. Great location and close to all shopping, major roads and more. Shop and compare, your family deserves this home. Click the tour button above for Virtual Tour and floor plan..

Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)

Listing Agent: Ron Hernquist (407-257-2700)

Remarks: One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita and Lake Access. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: David Dorman (407-948-8295)

Remarks: One or more photo(s) has been virtually staged. Spacious and beautifully maintained 5-bedroom, 4-bath pool home situated on a 1/2-acre fenced treed lot in desirable Estates at Windermere. This stunning residence offers a great split floorplan with generous living spaces, high ceilings, and abundant natural light throughout. As you enter the home the dining room is to the left and the living room on the right side could also be an office or den. The spacious family room with built-ins creates the perfect gathering space. The kitchen features granite countertops, stainless steel appliances, ample cabinetry and a breakfast area. The primary suite includes a spa-inspired bath, dual vanities, a soaking tub, and a walk-in shower. There are three spacious secondary bedrooms and two full baths offering flexibility for family and guests. There is a bonus room with a closet and full bath that provides endless possibilities like a mother-in-law suite, guest retreat, home office, media room or the 5th bedroom. Step outside to your private backyard oasis complete with a sparkling screened pool, covered lanai, and beautifully landscaped yard that backs to an expansive greenbelt common area that affords privacy. The owners have made many updates over the years and recently including new sliding hurricane doors, new carpet in all four bedrooms, painted the outside of the house and newer appliances. Conveniently located near top-rated schools, shopping, dining, attractions and major roadways. This exceptional home combines comfort, elegance, and the best of Florida living.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Tim Frush (407-284-9222)

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

Listing is courtesy of: MEM REALTY GROUP (407-/58-3702)

Listing Agent: Armaan Memarpouri (407-583-7028)

Remarks: PRICE IMPROVEMENT! Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor plan offers a grand entry foyer, bedrooms on one side and open living/entertaining areas on the other, all wrapped around the screen-enclosed, completely private pool with a built-in summer kitchen. Through the courtyard, you’ll find the spacious guest house, complete with its own living room, bedroom, bathroom on the main floor, and a large upstairs flex room with a screened balcony overlooking the expansive backyard. This property has just undergone a modern renovation, featuring: * A brand-new primary bathroom with dual vanities, oversized shower, dedicated makeup/dressing area, and a custom walk-in closet. * A remodeled kitchen with new flooring, cabinetry, and striking quartz countertops. * Fresh interior and exterior paint, new flooring throughout half the home, and the guest house. * Additional Highlights: • 4.5 bathrooms • Generator • Water softener system • New pavers (front and pool area) • Two new A/C units — 2023 and 2025 • Plantation shutters on all windows • New paint inside & out • Two-car garage • Outdoor summer kitchen • Guest house with full kitchen. This residence is walking distance to Windermere Elementary and the Windermere Recreation Center, offering the best of both convenience and community.

Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)

Listing Agent: Dianna Desboyaux (407-920-4601)

Remarks: One or more photo(s) has been virtually staged. Experience refined living in this beautifully updated 5-bedroom home, nestled in an exclusive gated community zoned for top-rated schools. The open-concept main level boasts soaring high ceilings, abundant natural light, elegant tile flooring, and a convenient primary suite for ultimate privacy. At the heart of the home is a fully remodeled kitchen (2021) featuring upgraded cabinetry and modern finishes. Upstairs, you'll find premium luxury vinyl plank flooring, newly replaced in 2026. Additional high-value upgrades include a whole-house water filtration system and a private well irrigation system (both installed in 2022). 2 Air Conditioning units installed in October, 2020. Combining security, style, and efficiency, this thoughtfully upgraded home is completely move-in ready!

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Jingjing Guan (713-820-3325)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Set behind the gates of Reserve at Waterford Pointe, this exceptional 5-bedroom, 5-bathroom estate spans 3,695 square feet on more than half an acre of beautifully manicured grounds, delivering refined everyday living in one of Central Florida's most sought-after lakeside communities. Framed by freshly updated landscaping and mature greenery, the residence commands attention with its stately presence, expansive lot, and genuine sense of privacy. Recent upgrades elevate both comfort and longevity, including a new HVAC system, new water heater, fresh carpet in the main living areas, and tile flooring throughout the primary rooms. A grand entry introduces spectacular formal living and dining spaces designed to elevate both intimate gatherings and large-scale entertaining. At the heart of the home, the chef's kitchen is thoughtfully designed with a large center island, bar seating, stainless steel appliances, abundant cabinetry, and an open-concept layout that flows effortlessly into the main living areas. Overlooking the kitchen, the family room feels both warm and dramatic, anchored by a striking floor-to-ceiling stone feature wall with a gas fireplace that creates an inviting focal point. Privately positioned, the primary suite serves as a luxurious retreat with direct access to the outdoor living spaces. Spacious and serene, it is complemented by a spa-inspired bath with dual vanities, a soaking tub, walk-in shower, and an oversized walk-in closet designed for both comfort and functionality. Upstairs, a generous bonus room doubles as a private movie theatre with a wet bar, offering an ideal space for entertaining, relaxing, or hosting guests in a setting that feels distinctly elevated. Beyond the interiors, the home opens into a private outdoor oasis featuring a sprawling screened lanai, sparkling pool and spa, and a fully equipped summer kitchen with grill and bar seating. The expansive backyard delivers exceptional space and privacy, framed by lush mature landscaping that creates a tranquil, secluded atmosphere. Residents of The Reserve at Waterford Pointe enjoy an exclusive lifestyle with access to private community amenities, including a boat ramp to Lake Roberts, tennis courts, a playground, and beautifully maintained park spaces. Ideally positioned just minutes from Disney, Universal Orlando, SR 429, the Florida Turnpike, and some of Central Florida's finest shopping and dining destinations, this remarkable residence offers a rare combination of luxury, privacy, and convenience.

Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)

Listing Agent: Christopher Christensen (407-312-8003)

Remarks: Under contract-accepting backup offers. Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home. Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and fishing only acceded by the surrounding houses (No Public Ramps). This is one of the largest lots in the community. Location: Only minutes from Winter Garden Village and Downtown Windermere, minutes from main roads like 429 and 408 and a short distance from Theme Parks and Shopping Areas. Great School District. Kitchen: Totally renewed, custom-built cabinetry, high-end stainless still appliances, built in induction cook top, built in microwave and oven, huge island built with one piece of quartz, no sims. Pop-out outlets, touchless faucet and built in hood. Bathrooms: Contemporary look with porcelain tiles, quartz tops, custom made cabinetry and modern metals. Pool area: The pool was resurfaced, surrounded by new pavers overviewing the lake and a brand-new equipped summer kitchen just built. Dock: Wood dock and fishing pier with Electric Boat lift. The house was completely renovated from top to bottom including new engineering hardwood floors, 3 new A/Cs, new water heater, new irrigation system, fresh painted and new roof installed in 2020. Important Notice: "Seller is willing to accept a smaller house as part of the payment".

Listing is courtesy of: WOODSTONE INVESTMENTS LLC (407-300-4727)

Listing Agent: Fernando Teixeira (407-300-4727)

Remarks: Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a serene atmosphere, allowing for maximum productivity while working from home. The expansive living room boasts soaring ceilings, allowing natural light to cascade through the large windows, creating an airy and inviting ambiance. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a large cabinetry, and a spacious island with granite countertops. The adjacent formal dining room is perfect for hosting intimate gatherings or grand dinner parties. The master suite is offering a sanctuary of tranquility, a enormous shower, and dual vanities. Each of the remaining four bedrooms is generously sized, providing comfort and privacy for family and guests. The highlight of the outdoor space is the breathtaking view of the nightly Disney fireworks display, visible from the comfort of your own home. This feature creates a magical atmosphere and makes every evening a celebration. Current under one year lease.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Victor De Oliveira (321-393-2772)