Windermere Single Family Homes For Sale - 239 homes

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

Listing is courtesy of: U S GLORY REALTY (407-222-7801)

Listing Agent: He Gao (407-955-0138)

Remarks: Welcome to one of the lowest-priced single-family home in the highly desirable Summerport community in Windermere. This well-maintained home features 4 bedrooms, 3.5 baths, a formal dining room, a private office, and a versatile loft/bonus space. Recent updates include a new roof (2021), fresh interior paint, and two new HVAC units (2023). The open-concept layout offers a spacious kitchen with 42” maple cabinets, granite countertops, tile backsplash, and stainless-steel appliances with a natural gas range, flowing into the family room with high ceilings. A formal dining room and private office with French doors add flexibility. The first-floor primary suite includes wood flooring, a large walk-in closet, dual sink granite vanities, garden tub, and separate shower. Upstairs features an en-suite bedroom, two additional bedrooms, a full bath, and a loft. Spacious Indoor laundry room with a sink and additional storage for those trips to Costco. Enjoy the screened and covered lanai, perfect for outdoor living. Amenities include a resort-style pool, playgrounds, parks, beach volleyball, tennis and basketball courts, and a scenic pier overlooking the community lake. Conveniently located within 5 minutes of top-rated public schools, this home also offers easy access to everyday essentials and local favorites—just a short bike ride to Foxtail Coffee and Kelly’s Ice Cream, with multiple Publix locations nearby and quick access to the Winter Garden Village, major highways (SR 429, Turnpike, SR 408), and downtown Winter Garden. Lovingly maintained and offered as the sellers relocate to be closer to family.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Carmen Aridas (407-299-6942)

Remarks: This is a rare, one of a kind stunning Luxury Contemporary Home in Windermere – Over Half Acre with Private Pound View Welcome to 6550 Cartmel Ln, located in the exclusive community of Reserve at Lake Butler Sound — one of the most desirable gated neighborhoods in Windermere. This beautifully renovated, modern-contemporary residence sits on an oversized lot with over half an acre and features its own private lake view, offering a rare combination of luxury, privacy, and breathtaking outdoor living. The home offers 4 bedrooms, 4 full bathrooms, and 1 half bath across a spacious two-story layout with an open-concept design. The interior showcases elegant finishes throughout, including luxury vinyl flooring (no carpet), high ceilings, and abundant natural light. The gourmet kitchen is fully equipped with stainless steel appliances, quartz countertops, and custom cabinetry—perfect for both everyday living and entertaining. Step outside to your private backyard oasis, featuring a covered lanai with outdoor kitchen/grill area, a beautiful pool, and expansive lakefront space ideal for relaxing or hosting guests. Exterior furniture is included, making this home move-in ready. Additional highlights include a 3-car garage and partially furnished interiors. The community offers a lifestyle centered on privacy and lakefront living, featuring 24-hour guard-gated security, private access to the Butler Chain of Lakes, and beautifully maintained green spaces. Prime location just minutes from: Walt Disney World Resort Downtown Winter Garden The Mall at Millenia Top-rated schools, fine dining, shopping, and major highways This is a rare opportunity to own a fully upgraded luxury home in one of Central Florida’s premier communities. Don’t miss your chance—schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Jennifer Olmeda (407-547-9242)

Remarks: Under contract-accepting backup offers. Welcome to 11675 Snail Kite Way—a rare end-unit single-family home perfectly positioned on a serene park and green space, just steps from the community pool and playgrounds, in one of Windermere’s most desirable areas: the Chase Road corridor. Surrounded by luxury homes and zoned for A-rated schools including Windermere High School, this beautifully renovated, one-owner home is truly move-in ready. With its west-facing, fenced backyard and end-unit location, this home enjoys extra sunlight, a larger lot feel, and an open, airy vibe that’s perfect for everyday living and entertaining. From the moment you arrive, the charming front porch welcomes you with freshly painted exterior, custom coach lighting, and thoughtful upgrades—giving off that “was this a model home?” impression. Step inside to find stunning engineered wood floors throughout the main living area, with the living room overlooking peaceful park views. The open-concept kitchen is a showstopper, featuring dark stainless appliances, 42" maple cabinets, stone counters and backsplash, and seamless flow to the glass French doors leading to the screened-in lanai. Outside, enjoy your private retreat with pavers & turf backyard, pergola, and easy access to the 2-car garage. Upstairs, a versatile loft offers the perfect space for a home office, playroom, or lounge. The spacious primary suite easily fits a king-size bed and includes a walk-in closet and a spa-like bath with dual vanities. If you’re looking for location, lifestyle, and a home that’s been lovingly maintained and upgraded, this is it. Come see why 11675 Snail Kite Way stands out as one of the best opportunities under $600k in Windermere.

Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)

Listing Agent: Justin Pekarek (407-808-3695)

Remarks: Located in Grosvenor Village within Keene’s Pointe, this estate overlooks a pond and the Tibet-Butler Preserve. Updated with interior design by Goehring & Morgan, the home includes professionally designed spaces by Angela Neel Interiors, lighting from Fine Art Handcrafted Lighting, and finishes including Emperador marble and Venetian plaster. The floor plan features a formal living room with a groin-vault ceiling leading to a central kitchen with Busby cabinetry, Emperador marble countertops, and two islands. Appliances include Miele steam oven, gas cooktop, wall oven, warming drawer, dishwashers, and a Sub-Zero refrigerator. The kitchen connects to the family room, dining area, and elevator lobby and is located near a home gym equipped with Cybex Eagle equipment. The primary suite includes a sitting area with fireplace, Busby built-in wet bar, wardrobe storage, and a bath with dual vanities, soaking tub, and walk-through shower. Additional interior features include a home office with wood flooring and display cabinetry, spiral staircase to the upper level, game room with kitchen, walk-in closet, and attic access, a laundry room, and a four-car split garage. Outdoor amenities include a covered lanai with fireplace, seating area, and sunset views over the pond and conservation area. The outdoor space also features a summer kitchen with gas grill and refrigerator, heated saltwater pool with sun shelf, travertine pool deck, and fire bowls with marble column accents. Sold fully furnished.

Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)

Listing Agent: Monica Lochmandy (407-230-6888)

Remarks: Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom vent hood with a tile backsplash. In addition a huge quartz centerpiece island with upgraded stainless steel appliances including a gas range plus a farmhouse sink. All overlooking the huge family room, 3 gold pendant lights and gold chandelier. New vinyl plank flooring throughout the entire first floor plus the stairs and loft on the 2nd floor. Spacious master suite with double sink vanity with garden tub and separate shower. 2 walk in closets as well. Formal living room, independent den/office with storage closet, half bath with custom vessel sink and indoor laundry room round out the first floor. Upstairs you will find the aforementioned loft along with 3 additional bedrooms and full bath with updated floor to ceiling tile and glass door shower. As you walk out onto the covered patio, along with the tremendous screen enclosed pool and spa you will find plenty of green grass to run and play in the fully fenced yard and if you need even more, utilize the greenspace to the side of the home as well. Enjoy the tranquil views of the serene lake from the back or relax on the extended covered front porch on a rocker from Cracker Barrel and if your in the mood for some ice cream or coffee, just a 5 minute walk from the front door is Kelly's Ice Cream and Foxtail coffee and even a pizza shop, and on your way you will pace by the "A" rated Keene Crossing Elementary school. .Additional community amenities include clubhouse with pool, tennis and basketball courts, sand volleyball and a private pier. Location benefits include easy access to Horizon West Town Center and all the monthly activities, Windermere Prep, Foundation Academy private schools, numerous restaurants and shopping, SR 429, Florida Turnpike and so much more!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Carmen Aridas (407-299-6942)

Remarks: Under contract-accepting backup offers. CHARMING LAKEVIEW HOME IN THE HEART OF WINDERMERE! Enjoy unobstructed views of Lake Down from this beautifully located 3-bedroom, 2-bath home in the Town of Windermere. A stunning 44-foot-wide front porch provides the perfect place to relax and take in the peaceful lake scenery, morning sunrises, and evening breezes. Inside, the home offers comfortable living spaces designed for everyday living and entertaining. The backyard provides privacy and mature landscaping perfect for entertaining and family recreational activities! The property also features an impressive 33’ x 23’ oversized garage, providing abundant space for vehicles, storage, a workshop, or recreational gear. Located in the charming and highly sought-after Town of Windermere, residents enjoy a true small-town atmosphere with exceptional local amenities. Stroll or bike to nearby shopping, cozy coffee shops, wine boutiques, and the popular Windermere Brewery. The town also offers a public library, Town Hall, Windermere Police Department, multiple playgrounds, and recreation parks.Windermere is known for its strong sense of community, highlighted by the beloved weekly farmers market and a variety of town-sponsored events held throughout the year.This is a rare opportunity to enjoy lake views, generous space, and the lifestyle that makes Windermere one of Central Florida’s most desirable communities.

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

Listing Agent: Kathie Glass (407-902-9238)

Remarks: One or more photo(s) has been virtually staged. This beautifully POND view and well maintained 4-bedroom, 2.5-bath Corner home in the desirable Lakes of Windermere community?Featuring a brand-NEW roof installed in 2025, 2025 AC ,newer kitchen hood .this home offers both peace of mind and long-term value. Situated on a premium corner lot, the home enjoys serene pond views from the front porch—perfect for relaxing evenings, watching sunsets, and even Disney fireworks. Newer exterior paint and updated landscaping Inside, you’re welcomed by a bright, airy feel with Newer interior paint and light ceramic tile throughout the main living areas. 2025 luxury vinyl floor, NO carpet at whole house!! The open-concept kitchen features solid surface countertops, ample cabinetry, a breakfast bar, and a walk-in pantry, flowing seamlessly into the dinette and family room. The split floor plan provides privacy, with the owner’s suite tucked away at the rear of the home, while three additional bedrooms are located at the front. A screened rear porch and rear-entry 2-car garage add both functionality and charm. Additional upgrades include crown molding, garage storage shelving. Great school zone! Residents of Lakes of Windermere enjoy resort-style amenities including a community pool, playground, tennis courts, beach volleyball, open green spaces, and a fishing pier on Lake Sawyer. Conveniently located near shopping and dining at Winter Garden Village, just 2 miles from Windermere Preparatory School, 9.7 miles to Disney, and 26 miles to Orlando International Airport. Don’t miss this exceptional opportunity—schedule your private showing today.

Listing is courtesy of: RC GROUP REALTY LLC (407-492-6778)

Listing Agent: Erika Gao (407-808-6966)

Remarks: This beautifully maintained residence showcases rich engineered oak wood flooring throughout, a designer kitchen featuring quartz countertops with a full-height quartz backsplash, and newer stainless steel appliances. Step into your private backyard retreat with a solar-heated screened pool, propane-heated spa, elegant pavers, and wireless app-controlled access to all pool features. Additional highlights include a Google camera system and full alarm security system for added peace of mind. The spacious primary suite offers a large bedroom, custom walk-in closet, dual under-mount sinks, and a relaxing soaking tub. All bedrooms are conveniently located upstairs, along with a generously sized laundry room complete with cabinetry. A rare 3-car garage features custom built-in storage and an epoxy-finished floor. Enjoy resort-style community amenities including a pool, covered playground, walking trails, golf putting green, basketball, tennis, and pickleball court. Zoned for top-rated Windermere schools and offering views of Disney fireworks. Located on one of the most desirable streets in the community, this is a rare opportunity to own a truly exceptional home in a neighborhood known for its festive Halloween and Christmas decorations.

Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)

Listing Agent: Pedro Garcia Ponce (786-238-2207)

Remarks: Luxury living perfectly positioned along the 6th fairway in the world-renowned guard-gated community of Isleworth. This exceptional estate offers over 6,900 square feet of completely remodeled space which includes over 2,400 square foot addition upstairs thoughtfully reimagined by acclaimed architect Mark Nasrallah. Featuring 5 bedrooms and 6.5 bathrooms, the home sits on over half an acre and seamlessly blends timeless modern design with resort-style comfort. From the striking 10-foot custom pivot door to the expansive light-filled interior, the home is truly an entertainer’s dream. The main living areas showcase elegant European porcelain tile creating a bright and inviting ambiance throughout. Expansive sliding glass doors deliver a seamless indoor-outdoor lifestyle and open to a stunning backyard that can be fully screened at the touch of a remote. The open living space flows effortlessly into the chef’s kitchen 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 provide both functionality and refined style for entertaining. The downstairs primary suite is a private retreat designed to feel like a luxury resort. Highlights include a striking custom walk-in closet, a versatile bonus room for fitness, yoga, or massage, and a dedicated spa room connected to the suite that brings the full salon experience into the comfort of your home. The spa-inspired primary bathroom features a soaking tub, expansive walk-in shower, and tropical outdoor shower creating a true island-like escape. Upstairs, the newly built addition offers a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room opening to a grand balcony with panoramic golf course views, and a refined home theater for elevated entertainment. Outdoor living is equally impressive with a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush landscaping. The home is fully integrated with a Crestron smart home system controlling lighting, audio, climate, and security, and is equipped with a brand-new Generac generator for uninterrupted comfort. Every aspect of the property has been fully remodeled, renovated, and upgraded making it ready for its first owner. Contact today for a private showing!

Listing is courtesy of: MEMARPOURI REALTY LLC (407-/58-3702)

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

Remarks: The seller will install a brand-new roof prior to closing, ensuring the property is fully updated and move-in ready on closing day. Lakes of Windermere STUNNER! This Ashton Woods Kensington model comes with an amazing bonus room and much more! The well-established neighborhood is out of a Norman Rockwell painting, lined with trees, 15 minutes from Disney, and loaded with charm. All you will need are a couple of Adirondack chairs for the front patio and a glass of sweet tea to become part of this amazing neighborhood. The inviting front porch leads you into the luxuriously upgraded home! As you enter, you are greeted by the formal living/dining area with magnificent windows and natural light, HIGH CEILINGS, upgraded CERAMIC WOODGRAIN TILE FLOORING, CROWN MOLDING, and recessed lighting. A 3-WAY SPLIT & OPEN FLOOR PLAN gives you the privacy a large family needs. Arched halls lead you to 3 bedrooms with spacious closets, beautiful ceiling fans, BRAND NEW laminate flooring, and a fully upgraded bathroom complete with dual sinks. An entertainer's DREAM KITCHEN awaits you. Truly the heart of the home, this STUNNING two-toned kitchen renovation includes an oversized island with cut granite, an inlay sink, a breakfast bar, and additional storage. Stainless steel appliances, 42-inch cabinets, soft-close cabinets and pull-out drawers, recessed lighting, and a sleek cabinet pantry. The dedicated coffee/beverage bar area leads you to the eating space in kitchen and the spacious Family room, which continues out to a (2018) addition of a SCREENED and COVERED lanai perfect for year-round enjoyment. A double-door package leads you into the tasteful primary bedroom and ensuite bathroom, where the upgrades continue to enhance this jewel of a home! Dual showerheads, including a RAIN shower, luxury flooring, a makeup vanity, and dual sinks all tastefully tie into the kitchen upgrades on color palette and natural light. Walk past a guest bathroom and let your imagination wander with the large upstairs bonus/flex room complete with a closet and a full bathroom package (currently used as a 5th bedroom). Additionally, a dual A/C system completely replaced in 2017, SOLAR PANELS and a REVERSE HEAT PUMP WATER HEATER (that cools the garage!) in 2018, and a transferable termite bond make this a move-in-ready home! The first-floor laundry/mudroom was recently enclosed but can easily be turned back into a pass-through butler's pantry. SO much flexibility in this floor plan! Lakes of Windermere is an established neighborhood with mature landscaping that offers a pool, tennis, volleyball and basketball courts, a dock, parks and playgrounds! MAKE YOUR APPOINTMENT TO VIEW TODAY!

Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)

Listing Agent: Leo Rico (786-366-5634)

Remarks: Under contract-accepting backup offers. JUST REMODELED! Stunning lakefront pool home located in the heart of Windermere, offering 5 bedrooms, 4 full bathrooms, and nearly 3,100 square feet of beautifully updated living space. Perfectly positioned between downtown Windermere and Winter Garden Village, this exceptional property is nestled within the highly desirable Summerport community and features pristine waterfront views. This is more than a home-it's a lifestyle. From the moment you arrive, the home’s curb appeal impresses with a beautiful stone façade, charming arbor detail, spacious covered front porch, and a 3-car split garage. Inside, you are welcomed by a dramatic 20-foot ceiling in the formal living room, highlighted by elegant arched openings, a sweeping staircase, and a curved balcony overlooking the space below. Fresh updates throughout create a bright, modern feel, making this home truly move-in ready. Major improvements include a recently updated roof in last 6 years, brand-new AC system, and new water heater, new pool pump, new spa gas heater — offering comfort and peace of mind for years to come. Step outside to your private screened-in pool oasis. Cool off in the sparkling pool while enjoying serene lake views, mature landscaping, and added privacy from lush greenery — the perfect setting for relaxing or entertaining. Residents of Summerport enjoy resort-style amenities including a community pool, fitness center, basketball and tennis courts — all just minutes from shopping, dining, and entertainment at Winter Garden Village, and zoned for top-rated Windermere schools. Experience luxury lakefront living with privacy, elegance, and timeless charm — all in one of Central Florida’s most sought-after communities. Information deemed reliable but not guaranteed.

Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)

Listing Agent: Chun Cai (951-699-4983)

Remarks: Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout. The gourmet kitchen features custom dark cabinetry, quartz countertops, a designer mosaic backsplash, pendant lighting, and top-of-the-line stainless-steel appliances. The primary suite is a serene retreat showcasing peaceful lake views, a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and a custom-designed walk-in closet. This remarkable home also includes a fully equipped theater room, a complete gym setup, multiple TVs, and select designer furniture pieces in the dining room, living room, and office, along with all chandeliers and lighting fixtures. Outdoors, enjoy a resort-style pool, spacious travertine patio, and a private dock with lifts for both a Yamaha boat and Jet Ski, which are included in the sale for your convenience. With its three-car garage, lush landscaping, and proximity to fine dining, golf, and top-rated schools, this residence exemplifies modern sophistication and lakefront elegance in Windermere.

Listing is courtesy of: BELLA VIEW REALTY LLC (407-616-7653)

Listing Agent: Caroline Perotti (407-460-9019)

Remarks: Better-Than-New Fully Renovated Pool Home in 24-hour gated/attended Keene's Pointe. Home to The Golden Bear Club an 18-hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming. Welcome to your dream home—completely renovated and truly move-in ready! This stunning residence offers the perfect blend of modern upgrades, thoughtful design, and luxurious indoor-outdoor living. Step inside to discover a spacious, light-filled layout featuring three bedrooms, three full bathrooms, formal dining room, and a dedicated office, ideal for working from home or creating a private retreat. A formal dining room with arched window greets you at the entrance, while the heart of the home opens into an expansive great room with an open-concept floor plan, seamlessly connecting the living, dining, and kitchen areas—perfect for entertaining. The low maintenance wood-look tile carries throughout the home.The beautifully updated kitchen boasts a large island that seats 6 comfortably and provides additional storage. White and oak shaker cabinets, Verona quartz on the counters and backsplash, and new stainless steel appliances, create a warm and inviting atmosphere for gatherings both large and small.The primary suite offers two custom closets and bathroom with dual vanities, free-standing tub and zero entry shower. On each side of the kitchen are the two additional bedrooms with full baths to service each offering custom tile detailing and decorative free-standing vanities. From the great room through the triple-panel sliding door you enter the patio overlooking your own private oasis with an oversized pool and spa, recently resurfaced and enhanced with a new pool motor and heater—perfect for year-round relaxation and entertaining. Throughout this home you will find quality features such as designer lighting, crown moldings, and coffered and tray ceilings. Additional highlights include: 3-car garage with ample storage space, tankless gas water heater for energy efficiency and endless hot water, new roof (2022), professionally designed landscaping and much more. Every detail has been thoughtfully updated, offering the feel of new construction without the wait. Located in close proximity to shopping, dining, major tourist attractions, expressways and top-rated public and private schools - space, style and upgrades in every corner, this home truly has it all!

Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)

Listing Agent: Teresa Stewart (407-493-3057)

Remarks: Nestled in the charming and highly desirable Silverwood subdivision of Windermere, this beautifully maintained home offers the perfect blend of comfort, convenience, and community living. Ideally situated between Bay Hill and Isleworth, Silverwood is a sought-after neighborhood of just over 250 homes, known for its tree-lined streets, sidewalks, street lighting, and welcoming atmosphere. Residents enjoy access to tennis courts and the ease of walkable surroundings, all while being just minutes from shopping, dining, grocery stores, churches, and everyday conveniences. This inviting residence provides three bedrooms and two bathrooms in a thoughtfully designed layout. Originally built in 1985, the home has been tastefully updated, including a modernized kitchen that serves as the heart of the home. A standout feature is the expansive Florida room, added by the current owners, creating a bright and versatile living space perfect for entertaining, relaxing, or enjoying views of the backyard year-round.Whether you’re drawn to the peaceful neighborhood setting or the unbeatable location close to everything Windermere has to share, this home presents a wonderful opportunity to enjoy both charm and convenience in one of the area’s most appealing communities.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Chelsea Murphy (407-373-8101)

Remarks: UNDER CONTRACT ACCEPTING BACKUP OFFERS! Luxury, architectural elegance, and an unparalleled lakefront lifestyle on the Butler Chain of Lakes in Windermere. Set on a sprawling lot of over one acre, this extraordinary waterfront estate offers direct access to the prestigious Butler Chain of Lakes — a rare interconnected system of 12 private lakes, providing one of the most exclusive boating lifestyles in Central Florida. From the moment you arrive, the home captivates with its contemporary architecture, expansive paver driveway, and striking façade. Clean lines, refined finishes, and manicured landscaping create an unforgettable first impression. Inside, soaring ceilings, exposed wood beams, and designer lighting enhance the open-concept layout. Oversized sliding glass doors frame breathtaking panoramic lake views while creating a seamless indoor-outdoor flow filled with natural light. The gourmet kitchen serves as the heart of the home, featuring an oversized quartz island, custom cabinetry, and premium stainless steel appliances — perfectly designed for both intimate gatherings and grand-scale entertaining. With 6 spacious bedrooms, 5 full bathrooms, and 1 powder room, the residence offers comfort and privacy for family and guests. Beyond the main living areas, this home delivers an exceptional lifestyle experience with a private gym, dedicated cinema room, game room, and playroom — thoughtfully designed for wellness, entertainment, and family enjoyment. Step outside into your private lakeside retreat. The resort-style pool with integrated spa is complemented by sleek glass railings that preserve unobstructed water views. The covered outdoor living area is a masterpiece, featuring a wood-paneled ceiling, oversized ceiling fan, stone fireplace, mounted TV, and a fully equipped summer kitchen with professional-grade stainless steel grill and hood — ideal for year-round entertaining. The private covered dock accommodates boats and jet skis and provides direct access to all 12 lakes of the Butler Chain, making this property a true paradise for boating enthusiasts. Additional features include: Whole-house water filtration system High-capacity generator capable of powering the entire residence Located within an exclusive gated community with meticulously maintained infrastructure Offering privacy, security, expansive outdoor space, and one of Windermere’s most coveted lakefront settings, this is more than a residence — it is a lifestyle defined by elegance, recreation, and exclusivity. Schedule your private showing and experience lakefront living at its finest.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Jennifer Olmeda (407-547-9242)

Remarks: Welcome to 13013 Overstreet Rd — a beautifully upgraded 4-bedroom, 2.5-bath home located in one of Windermere’s most desirable and sought-after communities. This property combines modern living, elegant design, and the true Florida lifestyle you’ve been searching for. Step inside to an open, bright floor plan featuring gorgeous wood floors, a spacious living area, and a modern kitchen with sleek cabinetry, stainless steel appliances, island, and plenty of storage — perfect for everyday cooking or entertaining friends and family. The primary suite includes a luxurious bathroom with his-and-her sinks and an upgraded California closet with premium built-ins for maximum organization. Enjoy Florida weather year-round in the screened-in patio with a retractable electric screen, extending your living space and providing the perfect spot for morning coffee or evening relaxation. The large, fully fenced backyard features extended brick pavers, offering plenty of room for gatherings, grilling, pets, or future customization. Additional features include a front balcony, a 2-car garage, and an oversized driveway with great curb appeal. This home sits in a prime Windermere location surrounded by some of the best amenities in Central Florida. Just minutes away you’ll find top-rated Windermere schools, scenic lakes, nature trails, Bay Hill, The Butler Chain of Lakes, playgrounds, and community parks. Nearby you’ll enjoy endless shopping, popular restaurants, cafés, breweries, local markets, and everyday conveniences. You’re also close to the Winter Garden Village, Downtown Windermere, major highways, theme parks, and world-class entertainment. The community itself offers resort-style amenities including a sparkling community pool and clubhouse — perfect for relaxing weekends and social gatherings. If you’re looking for a move-in-ready home with modern finishes, incredible outdoor space, and a location that simply can’t be beat, this is the one. Homes like this in Windermere don’t last long — schedule your private showing today! *** A/C and Water Heater replaced in 2024. Roof replaced in 2025. Exterior of home repainted in 2022 ***

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Omar Andreasen (407-883-2989)

Remarks: FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere - a refined expression of luxury living where elevated design, privacy, and lifestyle converge. Set within one of Windermere’s most desirable areas, this exceptional residence delivers a seamless blend of sophistication and comfort. From its striking curb appeal to its thoughtfully curated interior spaces, every detail has been designed to create an atmosphere of understated elegance. Inside, expansive living spaces unfold beneath soaring ceilings and abundant natural light, creating a sense of openness while maintaining warmth and intimacy. The chef’s kitchen anchors the home, featuring premium finishes, generous workspace, and effortless flow into the main living and entertaining areas - ideal for both everyday living and elevated gatherings. The primary suite serves as a private sanctuary, offering a tranquil escape with a spa-inspired bath and spacious walk-in storage. Secondary bedrooms provide flexibility for guests, executive office space, or multigenerational living while maintaining the home’s refined aesthetic. Outdoors, the property transforms into a resort-style retreat designed for entertaining and relaxation. Thoughtfully designed outdoor living spaces create the perfect setting for evening gatherings, weekend hosting, or quiet moments of escape. Positioned in the heart of Windermere, the home offers convenient access to top-rated schools, amenities, dining, shopping, and major thoroughfares while preserving the exclusivity and lifestyle the area is known for.

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

Listing Agent: Matthew Hughes (407-619-4717)

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

Listing is courtesy of: BB GROUP REALTY CORP (407-624-7625)

Listing Agent: Flavio Vieira De Melo (407-470-5008)