Courtesy: Jaime L Boone LLC
786-600-4465
Foreclosure Auction Ends March 10, 2026 at 11:00 AM EST. Discover this inviting 4-bedroom, 2.5-bathroom single-family home, offering a wonderful opportunity to live in the Windermere community. The list price is the opening bid for the online auction. Sold As-Is.
Courtesy: HOMESMART
407-476-0451
New Roof (2022 – Only 4 Years Old) & Updated Dual A/C Systems – Move-In Ready with Major Upgrades Already Done! Peace of mind starts at the top — this home features a roof replaced in 2022 (just four years old), along with two recently updated A/C systems, one serving each floor for optimal efficiency and year-round comfort. Offering 3,108 square feet of well-designed living space, this two-story residence combines functionality with brightness throughout. The first floor hosts all main social areas, including a spacious living room with custom built-in wall cabinetry, a formal dining space, and an open kitchen ideal for entertaining. A versatile den near the entry provides the perfect setup for a home office or flex room. The expansive primary suite is conveniently located on the first floor and is filled with natural light. The primary bathroom features a soaking tub, separate glass-enclosed shower, generous counter space, a large closet, and an additional spacious walk-in closet. A half bath with direct access to the backyard adds practicality to the main level, while additional storage space is thoughtfully positioned under the staircase. Upstairs, three well-sized bedrooms and two full bathrooms give comfort and privacy. With abundant natural light, a three-car garage, and key structural systems already updated, this home delivers both immediate livability and long-term value.
Courtesy: LPT REALTY, LLC
877-366-2213
A rare opportunity to own a spacious home in Windermere's sought-after Summerport community with top-rated schools, offering over 2,600 square feet of well-designed living space that works for every lifestyle. Built in 2006, this 4-bedroom, 2.5-bath home features a functional open layout with generous living and dining areas, a kitchen with island seating that flows right into the main living space, and comfortable bedroom separation including a private primary suite upstairs. One of the standout features of this property is the rear exposure. With no rear neighbors and the lot backing directly to West Orange Country Club, the backyard offers a level of privacy and open green views that is genuinely hard to find in this price range. Important upgrades include Roof (2021), HVAC(2018) Water Heater(2022). Conveniently located just 20 minutes from Disney World and Disney Springs, with excellent access to shopping, dining, Winter Garden, SR-429, and the location checks just about every box. This remarkable home blends comfort and location is ideal as a primary residence, second home, or Florida retreat with everything you want just minutes away.
Courtesy: LA ROSA REALTY LLC
321-939-3748
Situated on a premier half-acre lot in highly desirable area of Windermere, this fully renovated 4-bedroom, 4-bath home offers a hard to find 'like-new' living experience. Every detail has been thoughtfully updated, featuring a chef’s kitchen with brand-new Thermador appliances, custom cabinetry, luxury vinyl plank flooring, and designer lighting throughout. The versatile floor plan includes an oversized upstairs bonus room, perfect for a media retreat or home office. Modern systems provide complete peace of mind, including a 2021 roof, dual high-efficiency A/C units, new water heater, and new sliding doors opening to the expansive backyard. An epoxy-finished garage adds style and convenience. Just minutes from the Butler Chain of Lakes, top-rated schools, and world-class golf, this move-in-ready home blends refined design with modern comfort.
Courtesy: KNIGHTS REALTY
407-252-7411
Welcome to this beautifully renovated home in highly desirable Windermere, where modern upgrades meet timeless comfort on a rare one-acre lot with NO HOA. Completely remodeled this home has been thoughtfully updated from top to bottom. Renovations include new flooring throughout, fresh interior paint, a fully redesigned kitchen, updated bathrooms, new windows, new interior doors and custom blinds. Every detail was carefully selected to create a cohesive, move-in-ready space. The kitchen shines with contemporary finishes and flows seamlessly into the main living areas — perfect for both everyday living and entertaining. Bathrooms have been stylishly updated, and custom master and coat closet provide elevated organization and storage. Enjoy true peace of mind with major system upgrades, including: • Whole-house water treatment system (2020), softener equipment updated in (2025) • Septic drain field in (2025) • Trane A/C installed (2026) • Well pump (2024) • Insulation (2021) • Balcony deck and railing (2025) Step outside to your private backyard retreat featuring a saltwater pool with electric heater, ideal for year-round enjoyment. The expansive one-acre property offers space, privacy, and endless possibilities — bring your boat, RV, or build your dream outdoor oasis. This home has been remodeled with tremendous care, offering confidence that the work has been done and done right. A rare opportunity in Windermere combining luxury updates, land, and freedom from HOA restrictions. Move-in ready. Fully upgraded. Peace of mind included.
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Villa Casablanca Luxury Windermere Estate on 1-Acre. Some homes are built. Villa Casablanca was transformed. Set on a rare private acre within one of Windermere’s most privately held enclaves— this white-painted brick estate makes an immediate architectural statement. A circular motor court, tiered fountain, and mature canopy trees establish presence before you ever step inside. What unfolds within is architectural theater. Vaulted ceilings rise to a dramatic 14-foot peak as skylights and expansive double-pane windows flood the interiors with natural light. A sculptural chandelier crowns the volume, while a full-height stone fireplace ascends as the focal point. French glass doors frame panoramic views of the private rear oasis — pool, pergola, and mature canopy beyond — creating a seamless connection between interior grandeur and outdoor serenity. Bay windows overlook the fountain and motor court, creating a balanced dialogue between arrival and retreat. The chef’s kitchen commands attention. A grand Taj Mahal quartzite island defines the center. White oak cabinetry spans floor to ceiling. The Thor range and sculpted hood rise against a full-height stone backdrop. pot filler., Viking refrigerator. Glass pendants hover overhead -- Every finish carries presence. The scullery unfolds unexpected, elevated, and unforgettable — Deep olive custom cabinetry, textured tile, LED-lit shelving, beverage refrigeration, and layered storage make it as functional as it is striking. A split plan introduces the primary suite — vaulted, private, composed. A sculptural chandelier anchors the ceiling while tailored wall moldings define the room. Dual concealed walk-in closets preserve symmetry. The primary bath is a statement of design: matte stone soaking tub beneath clerestory light, full-height stone extending into a curbless marble shower, dual tailored vanities with brushed brass accents, and patterned marble floor grounding the space in immersive opulence. An adjoining vaulted extension captures pool views and opens to the lanai. The powder room shifts tone — charcoal paneled walls, sculptural marble sink, polished brass fittings, arched mirror, and bold tile creating a rich, moody presence. A formal office behind glass French doors offers focused productivity and polished presentation. An arched corridor leads to the secondary wing where three additional bedrooms offer privacy and versatility. One suite provides direct exterior access, functioning as a cabana retreat with its own en suite bath — ideal for guests or seamless indoor-outdoor living. Outdoors, the property transforms into a private compound. A covered veranda spans the rear with classical columns and herringbone flooring. The fully equipped summer kitchen, custom wood pergola lounge, expansive lawn, fresh sod, rear gate access, and lush landscaping offer scale impossible to replicate in today’s market. Villa Casablanca is not comparable to new construction. It is rarer. Extensively renovated inside out with a long list of brand new finishes - Roof, HVAC, Double pane windows, plumbing, pool refinish, smooth drywall level 5 finish and much more. Schedule your showing today.
Courtesy: THE ROSENBLOOM TEAM
407-376-4454
One or more photo(s) has been virtually staged. A rare opportunity in Windermere's established Lakes / Lake Down neighborhood — an exceptional builder's home offering the quality & finishes typically found at much higher price points. Set on a beautifully manicured ONE-ACRE LOT with BOAT ACCESS to the BUTLER CHAIN OF LAKES, this residence blends comfort, sophistication & the true Central Florida lake lifestyle. Homes offering this combination of space, craftsmanship & location seldom come to market — making this truly a one-of-a-kind opportunity within this intimate enclave of just 60 homes. From the moment you arrive, the sweeping paver drive & circular approach framed by expansive lawn & mature landscaping create an inviting estate feel rarely found this close to downtown Windermere. Inside, timeless details shine: solid birch hardwood floors, crown molding, designer lighting, recessed lighting throughout & classic plantation shutters adding polish & privacy. The open, light-filled kitchen & family room are designed for everyday living & effortless entertaining. The kitchen is a true gathering space featuring quartzite countertops, large wood island, farmhouse sink, polished gooseneck faucet with side sprayer, classic subway tile backsplash, wall-mounted pot filler, double ovens & an extra-wide side-by-side refrigerator. The spacious family room offers a built-in media wall & French doors opening directly to the lanai & pool for seamless indoor-outdoor living. The PRIMARY SUITE ON THE MAIN LEVEL feels like a private retreat — spacious, serene & finished with plantation shutters, elegant lighting & room for a sitting area. The spa-inspired bath features dual vanities with vessel sinks, abundant storage, soaking tub & large walk-in shower with designer tile accents. Upstairs, a generous loft/family room provides the perfect bonus space for movies, game nights, homework hub or second lounge, complete with impressive gray built-in bookcases. Secondary bedrooms are generously sized with ample closet space & en-suite baths. Step outside to an unforgettable outdoor retreat: full screened enclosure & an expansive 60' x 12' COVERED LANAI — a truly massive extension of the living space. The RESORT-STYLE POOL & RAISED SPA are complemented by travertine decking with custom grid pattern & turf inlays, creating generous space for lounging, dining & entertaining — with room to add an outdoor kitchen if desired. Mature trees enhance privacy & tranquility. And then there’s the showpiece backyard feature — a CUSTOM ELEVATED TREE HOUSE tucked among the trees. Designed with multiple windows, a charming wood door, circular staircase & tubular slide, this versatile retreat can serve as an art studio, workout space, creative office, homeschool room or unforgettable teen hangout — a rare feature that sets this home apart in the very best way. Neighborhood amenities include tennis/pickleball court & private boat ramp to Lake Down connecting to the Butler Chain of Lakes. Roof (2021), Water Heater (2026), A/C 2-ton (2018), A/C 4-ton (2016). Zoned for Thornebrooke (walking distance), Gotha Middle & Olympia High. Easy access to 429, Turnpike, 408 & downtown Windermere.
Courtesy: PREMIUM PROPERTIES R.E. SERVICE
407-380-2800
One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER BUILD-READY NO HOA WINDERMERE An extraordinary opportunity awaits on the shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees or restrictions, you have the freedom to design and build your dream home exactly as you envision it or use the plans already available and variances approved — saving you time and expense. Offering approximately 5,516 SF of impeccably appointed living space and over 8,316 SF under roof, every detail has been curated to the highest standard of elegance and sophistication. Dramatic sightlines from the grand entry sweep through sun-drenched principal rooms to the resort-caliber outdoor living spaces beyond. The showstopping gourmet kitchen dazzles with extra-thick natural quartzite countertops, an oversized center island, pot filler, a fully integrated refrigerator and dishwasher with bespoke wood-panel cabinetry, and an oversized walk-in pantry — a culinary stage worthy of the most discerning chef. A soaring great room with designer tray ceilings and an elegant formal dining room set the scene for unforgettable entertaining, complemented by a private study and home office. The first-floor primary suite is a true sanctuary — a sumptuous walk-in closet, sculptural freestanding soaking tub, and a spa-inspired shower enclosure deliver five-star hotel indulgence at home. Upstairs, a second master suite, a spectacular lake-view recreation room with oversized balcony, three additional bedrooms, a chic loft with front balcony, and a second laundry suite elevate every aspect of daily life. Outside, a breathtaking covered lanai unfolds into a private lakeside paradise — summer kitchen, outdoor fireplace, alfresco dining, and a heated pool and spa framed by elegant paver decking and the glittering expanse of Lake Sawyer. A 4-car garage with EV charging, dual laundry rooms, impact-rated windows and doors, and bespoke designer finishes complete this extraordinary offering. Minutes from Windermere Prep School, shopping, dining and within minutes of Walt Disney World. *Images have been taken from a similar model home*
Courtesy: SERHANT
786-296-8626
Welcome to an extraordinary 8700+ SQ FT estate located within the GATED COMMUNITY of Marbella in Windemere. This estate offers 40 feet of frontage on Lake Down complete with a private dock and boat lift. Access to Lake Butler & Situated on 2.17 acres, this custom-built pool home blends timeless architecture with superior craftsmanship and premium finishings throughout — including stone, wood, iron, granite, and travertine. A grand entrance featuring custom wrought iron doors opens to a dramatic two-story foyer framed by a stunning wall of windows overlooking the backyard oasis. Elegant formal living and dining spaces are complemented by an oversized wet bar, perfect for entertaining. The gourmet kitchen is designed for both beauty and performance, showcasing custom cabinetry, a six-burner gas cooktop, dual side-by-side refrigerator and adjacent butler's pantry. It seamlessly flows into the impressive great room with cathedral ceilings, exposed beam millwork, fireplace, and expansive glass doors leading outdoors. The luxurious primary suite features volume ceilings with exposed beams, a private sitting area, walk-in closet, and a newly renovated spa-inspired bath with soaking tub and multi-jet walk-in shower. This estate offers four additional en-suite bedrooms, two dedicated offices, media/movie room, craft room, a detached gym and a three-car garage — providing exceptional space and flexibility. Designed for true indoor-outdoor living, the backyard retreat includes a resort-style pool with rock waterfall and slide, spa, pool house, summer kitchen, volleyball court, and lush garden setting — ideal for entertaining or peaceful relaxation. A rare opportunity to own a private lakefront sanctuary in one of the area’s most desirable gated communities.
Courtesy: LIVE MVRK LLC
407-756-4563
Welcome to 12980 Holdenbury Lane, a meticulously cared-for two-story pool home nestled in the highly sought-after community of Windermere Terrace. Offering 3 bedrooms, 2.5 bathrooms, and a versatile office or flex space on the first floor, this residence delivers the perfect blend of comfort, flexibility, and timeless Florida living. From the moment you arrive, the manicured lawn, mature landscaping, and charming covered front porch create a warm and inviting first impression. Inside, an open and thoughtfully designed layout is filled with natural light, enhanced by neutral tones and beautiful wood-look tile flooring that flows seamlessly throughout the main living areas. The spacious great room connects effortlessly to the kitchen and dining spaces, creating an ideal environment for everyday living and entertaining. The kitchen is well-appointed with stainless steel appliances, rich cabinetry, a breakfast bar, a large pantry, and generous counter space designed for both functionality and gathering. The primary suite, conveniently located on the first floor, offers a peaceful and private retreat featuring soft carpeting, elegant crown molding, and two walk-in closets. The ensuite bathroom includes dual vanities and a spacious shower, creating a comfortable and relaxing space to unwind. Upstairs, two additional bedrooms share a full bathroom and are complemented by a generous loft area, perfect for a media room, playroom, or additional lounge. The dedicated office or flex space downstairs provides endless possibilities, whether used for remote work, creative pursuits, or guest accommodations. Step outside through the sliding glass doors into your own private outdoor sanctuary. The fully fenced backyard showcases a sparkling pool with a soothing waterfall feature, surrounded by lush tropical landscaping and a paved deck ideal for lounging, entertaining, or enjoying Florida’s year-round sunshine. Whether hosting gatherings, starting your morning poolside, or relaxing at the end of the day, this outdoor space is designed to be both peaceful and functional. Additional highlights include a two-car garage, interior laundry room, energy-efficient windows, and abundant storage throughout. The home’s clean, modern aesthetic and neutral finishes make it truly move-in ready while offering the perfect canvas to make it your own. Ideally located in one of Central Florida’s most desirable areas, Windermere Terrace offers convenient access to top-rated schools, major highways, and an abundance of shopping, dining, and entertainment. Enjoy nearby favorites such as The Hangry Bison, Windermere Brewing Company, and Hawkers Street Fare, or explore Hamlin Town Center and Winter Garden Village for shopping, dining, and nightlife. World-renowned attractions including Walt Disney World Resort are just minutes away. Outdoor enthusiasts will appreciate proximity to Windermere Recreation Center, R.D. Keene Park, and the scenic Lake Butler Chain for boating, paddleboarding, and recreation. AdventHealth Winter Garden and Orlando Health Horizon West Hospital are also nearby, providing excellent healthcare access. Windermere Terrace residents enjoy wonderful community amenities including walking trails, a playground, dog park, and scenic lake views. With its prime location, private pool, and flexible living spaces, this exceptional home embodies the best of Florida living and presents a rare opportunity to own in one of Windermere’s most desirable communities.
Courtesy: EXP REALTY LLC
888-883-8509
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 ***
Courtesy: CHARLES RUTENBERG REALTY ORLANDO
407-622-2122
WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you will notice the details: beveled glass front door, split floorplan, large dining and living (open concept) and well-appointed kitchen. The kitchen overlooks the Livingroom and dining room, and boost upgrades you are sure to love. Cherrywood cabinets with pullout shelves, glass doors, pantry, under cabinet lighting, decorative lighting in cabinets, stainless steel appliances and upgraded granite counters. Additional cabinets were added to create workspace or an eat in kitchen space. Just off the kitchen if the laundry area with matching cabinets. The spacious living room is positioned with views of the kitchen and dining space with sliders leading to the massive patio space. Two additional bedrooms are located just off the living room with the hall bath set up for a pool bath if you decided to add one. Just off the dining room you will find the primary bedroom with French doors leading to a private patio space. The primary bath includes a walk in closet space, cherrywood cabinets and a walk in shower. The rear patio has just as many endless options as the front courtyard does...dining spaces or entertaining or both! All this in a home and still just minutes to restaurants, entertainment, shopping, the parks and so much more. Land, Site, and Tax Information
Courtesy: METROPOLITAN R.E SOLUTIONS INC
407-953-6501
Welcome to this beautifully upgraded 4-bedroom, 2.5-bath, home with a 2-car garage, located in a quiet and highly desirable Windermere community that truly invites you to enjoy the Florida lifestyle. The spacious primary suite is conveniently located on the first floor, offering comfort and privacy. The home features recent upgrades including a renovated kitchen, updated bathrooms, and new flooring, making it move-in ready. Residents enjoy wonderful community amenities such as a clubhouse, resort-style swimming pool, tennis courts, and scenic walking paths, perfect for relaxing or staying active. Ideally situated just minutes from Walt Disney World, major highways, top-rated A schools, shopping centers, supermarkets, restaurants, and everyday conveniences. This property offers the perfect combination of location, lifestyle, and value, ideal as a primary residence, vacation home, or investment opportunity in one of Central Florida’s most sought-after areas..
Courtesy: WRA BUSINESS & REAL ESTATE
407-512-1008
Located within the prestigious golf community of Keene’s Pointe, this elegant residence by renowned builder David Weekley Homes offers a refined blend of sophistication, comfort, and privacy in one of Windermere’s most sought-after addresses. Featuring 5 bedrooms and 4 full bathrooms, this two-story home presents a thoughtfully designed and versatile layout, ideal for both everyday living and effortless entertaining. Set on an oversized homesite, the property stands out with its impressive curb appeal, extended driveway, and 3-car garage. The interiors are filled with natural light and defined by a seamless open-concept design that connects the main living areas with a sense of flow and warmth. The recently renovated kitchen serves as the heart of the home, showcasing an expanded center island, contemporary finishes, high-end appliances, and natural gas connectivity—perfect for gathering and entertaining. The outdoor living experience is equally compelling, featuring a beautifully designed pool, travertine deck, covered patio, and screened lanai, all complemented by a spacious fenced backyard with mature landscaping that enhances both privacy and ambiance. The floor plan offers exceptional flexibility, including a private office that may serve as a library or formal living space, a first-floor primary suite overlooking the pool area, and an additional guest suite on the main level. Upstairs, a dedicated loft/retreat area complements the secondary bedrooms, including a well-designed Jack-and-Jill configuration. Recent updates further elevate the home’s appeal, including a fully renovated kitchen and island, as well as the complete removal of carpet throughout, resulting in a clean, modern, and cohesive aesthetic. Additional highlights include: Interior wall insulation (R-30) for enhanced comfort and quietness Natural gas connection, including outdoor capability Pool views from key living areas Functional and adaptable layout Residents of Keene’s Pointe enjoy 24-hour guard-gated security and access to the exclusive Golden Bear Club, featuring a Jack Nicklaus-designed golf course, resort-style pool, fitness center, tennis courts, and premier amenities. A distinguished residence that embodies elevated living, privacy, and timeless appeal.
Experience elevated living in this beautifully updated Windermere townhome, where timeless design meets modern convenience. Fresh interior paint, plush new carpeting, new water heater, and a full suite of new appliances—including refrigerator, dishwasher, stove, washer, and dryer—offer effortless, move-in-ready comfort. An elegant arched entry adds architectural charm, while the eat-in kitchen features granite countertops, rich wood cabinetry, and generous workspace ideal for daily living and entertaining. Enjoy a private fenced courtyard and 2-car garage. Ideally located near respected private and public schools, this desirable community offers resort-style amenities including pool, tennis, basketball, children’s playground, walking trails, and a pet-friendly setting. This is an exceptional opportunity to own a home in one of Windermere’s most desirable communities.
Courtesy: AGENT TRUST REALTY CORPORATION
407-251-0669
Located in the highly desirable area of Windermere, this spacious 4-bedroom, 2.5-bath home offers comfort, functionality, and added income potential. The property features an open and inviting floor plan, perfect for both everyday living and entertaining. Upstairs above the garage, you’ll find a private apartment—ideal for guests, extended family, a home office, or rental income opportunity. Enjoy living in one of Central Florida’s most sought-after communities, known for its charm, excellent schools, and convenient access to shopping, dining, and major highways.
Courtesy: WATSON REALTY CORP
407-298-8800
The coveted Keene's Pointe lifestyle awaits behind the guarded gates of this world renowned golf community. Perfectly positioned near the tranquil shores of Lake Burden, this Mediterranean-inspired estate and it’s stunning architecture captures the eye and invites you to a front-row seat to the nightly water front display of Walt Disney World fireworks. This custom-built residence showcases exceptional craftsmanship and architectural distinction throughout its 4 bedrooms, 4.5 bathrooms, private office, and expansive upstairs bonus room with a full bath. Designed for both refined entertaining and effortless everyday living, the thoughtfully curated floor plan places the majority of living spaces on the first level, creating seamless flow and comfort. The primary suite is a true sanctuary — a spacious retreat with direct access to the pool and spa, dual vanities, and generous his-and-her closets. Sunlit living areas with dual recessed sliders open the main living areas gracefully to a secluded outdoor oasis, where lush landscaping frames a resort-style heated pool and spa, featuring a sun shelf with a tranquil bubbling fountain and an outdoor kitchen. This private courtyard setting offers rare intimacy and serenity, ideal for sunset gatherings or peaceful evenings under the stars. A rear alley-entry three-car garage enhances both privacy and curb appeal. Just moments away, residents enjoy opportunity for a membership to the renowned Golden Bear Club, featuring a championship course designed by Jack Nicklaus, along with fine and casual dining, tennis and pickleball courts, a resort-style pool, and a state-of-the-art fitness center. Experience one of Windermere’s most coveted addresses — where luxury, leisure, and lifestyle converge. Schedule your private showing today and discover the extraordinary Keene's Pointe lifestyle that awaits.
Courtesy: REAL BROKER, LLC
855-450-0442
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.
Courtesy: STOCKWORTH REALTY GROUP
407-909-5900
Experience refined, single-level living in this exceptional custom home located within Keene’s Pointe, Windermere’s premier guard-gated golf and lakefront community. Designed with both privacy and comfort in mind, this beautifully appointed residence offers 4 bedrooms, 4 full baths, a private office, and a resort-style pool and spa. At the front of the home, the dedicated office enjoys tranquil water views, creating an inspiring workspace. Inside, expansive windows frame the sparkling pool and spa, filling the living spaces with natural light and creating a seamless indoor-outdoor ambiance. Contemporary interior updates lend a true “jewel box” feel, with luxury finishes throughout. Neutral designer tones, upgraded Viking appliances, two newer A/C units, and custom iron Cantera double entry doors add both elegance and sophistication. The spacious three-car garage is discreetly tucked at the rear of the property, allowing the home’s striking front elevation and exceptional curb appeal to shine. Situated on an oversized one-third-acre lot overlooking the Camden River, the property offers generous green space and picturesque water views that enhance its impressive setting. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.
Courtesy: WRA BUSINESS & REAL ESTATE
407-512-1008
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.
Courtesy: WRA BUSINESS & REAL ESTATE
407-512-1008
This house is the perfect blend of luxury, comfort and modern convenience. From the moment you arrive, you're welcomed by a charming brick paver front porch that leads into a light-filled foyer with a private office at the front of the home. Beautiful wood-look tile flooring flows seamlessly throughout the main level. The stunning gourmet kitchen features 42” cabinets, gas appliances, light granite countertops, subway tile backsplash, a unique coffee bar nook with extra storage, and a spacious walk-in pantry with upgraded shelving—perfect for organization and functionality. Downstairs also offers a private bedroom and full bath with an oversized walk-in shower, ideal for guests or multigenerational living. Upstairs, you’ll find a versatile lounge area and five additional spacious bedrooms. The luxurious primary suite boasts a spa-like shower, upgraded vanity with extra storage, and a large walk-in closet complete with custom shelving. The upstairs laundry room includes enhanced shelving for optimal organization. Step outside to your screened-in private lanai overlooking a sparkling saltwater pool with heater, surrounded by mature landscaping that creates your own backyard oasis. Additional premium upgrades include EV outlet and charger, upgraded garage flooring, and a saltwater pool system for easy maintenance. Located in a vibrant community offering social events, a community pool, and playground—and situated near top-rated schools—this home is just a short drive from Disney property, making it perfect as a primary residence or vacation retreat.
Courtesy: GOLDEN GROUP REALTY LLC
407-990-5905
Downtown Windermere Waterfront on the Butler Chain of Lakes! Enjoy ~100 feet on the Fischer Canal between Lake Down and Wauseon Bay in the golf cart–friendly Town of Windermere. Walk or ride to parks, resident-only boat ramps, tennis courts, farmers markets, cafes, and local shops. This fully renovated 4BR/3BA open-concept ranch offers panoramic canal views and designer finishes throughout. The chef’s kitchen features an 11-ft marble waterfall island, 36” Wolf gas range with griddle, Gaggenau hood, double ovens, marble backsplash, and custom cabinetry. The living room showcases a floor-to-ceiling stone fireplace with built-ins. Two spacious primary suites overlook the water. The main suite includes a spa-style bath with marble floors, walk-in shower, heated jetted tub, and custom closet. Energy-efficient upgrades include spray foam insulation, new windows, tankless gas water heater, full electrical/HVAC/plumbing replacement, and a whole-house natural gas generator. Relax on the full-width covered patio or enjoy the fully fenced backyard with floating dock and two Jet Ski platforms. No HOA. Waterfront living in the heart of Windermere — schedule your private showing today.
Courtesy: UNIONE REALTY INC
407-808-9080
Welcome home to this beautiful END-UNIT 3-bedroom, 2.5-bath townhome, thoughtfully designed to maximize space, comfort, and natural light. With abundant windows throughout, the home is filled with sunshine, creating a bright and inviting atmosphere from the moment you step inside. The open-concept floor plan is ideal for both everyday living and entertaining. Enjoy tile flooring in the kitchen, dining, and living areas, complemented by engineered hardwood floors in all bedrooms for a warm and cohesive feel. The spacious primary suite features a large walk-in closet with custom built-ins, while two additional bedrooms share a convenient Jack-and-Jill bathroom, perfect for family or guests. Step outside to your private patio, offering direct access to a detached 2-car garage—a rare and valuable feature. Additional peace of mind comes with a NEW AC system installed in 2025, adding value and energy efficiency. The community offers an impressive array of amenities, including multiple parks, scenic walking trails, a gazebo, clubhouse, and a resort-style pool, all while maintaining a LOW HOA. Ideally located minutes from shopping, dining, major roadways, and popular attractions, and zoned for top-rated schools, this home truly has it all. Schedule your private showing today and experience the perfect blend of comfort, convenience, and community living.
Courtesy: VINTAGE REALTY GROUP LLC
407-217-5458
Don’t let the 1962 build date keep you from considering this 4 Bedroom 3 Bath home that received a major renovation to the Electrical, Water Heater & Bath Updates in 2016 * New HVAC 2017 and a New Roof in 2018 made obtaining low cost Tower Hill property insurance easy * in 2025 the luxurious Kitchen was updated with a Thermador Natural Gas Range & top of the line Stainless Appliances with Waterfall Porcelain Tops and all Travertine Stone Backsplash with Marble Inlay Deco Panel – This impressive Craftsman 1 story solid block home offers a very spacious and well laid out floorplan with the Primary Suite overlooking the Pool with a Private Covered Porch – The main house also has a covered porch providing 2 entertaining and BBQ options – The huge 32 x 21 Garage is the perfect setup for family vehicles, golf cart and water toys – The separate 22 x 12 pool cabana provides an inviting space for relaxation and gatherings this ultimate Man Cave or She Shed is limited to your imagination and family’s needs * This very large totally fenced private shaded lot with mature landscaping enjoys the convenience of being within walking distance or just a short golf cart ride to Charming Downtown Windermere, offering Boutique Shopping, Dining, Community Events, Award Winning Schools, Weekly Farmers Market & the Monthly Food Truck Friday Night * No HOA or dues * Oversized windows bring in Natural Light and views to the Landscaped Yard * A Public Dock and Beach on Lake Down are a short walk away, offering opportunities for Fishing, Picnics, Sunset Views, and Water Activities on the Lake Butler Chain of Lakes - a defining feature of Windermere living * With close proximity to Winter Garden Village, Restaurant Row, and all of the Area Attractions you are truly in the Heart of it All.
Courtesy: HOME WISE REALTY GROUP, INC.
407-712-2000
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.
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) Program of the Space Coast Association of REALTORS®, Inc. Real estate listings held by brokerage firms other than the owner of this site are marked with the Space Coast Association of REALTORS®, Inc. logo and detailed information about them includes the name of the listing brokers. Copyright 2026 Space Coast Association of REALTORS®, Inc. All rights reserved.
The data relating to real estate for sale on this web site comes in part from a cooperative data exchange program of the Martin County REALTORS® of the Treasure Coast, Inc. MLS. Real estate listings held by brokerage firms other than Xome Inc. are marked with the IDX logo (Broker Reciprocity) or name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. Copyright 2026 Martin County REALTORS® of the Treasure Coast, Inc. MLS All rights reserved.
Windermere is located in Florida. Windermere, Florida 34786has a population of 1,793. Windermere 34786 is more family-centric than the surrounding county with 39.09% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Windermere, Florida 34786 is $36,701. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Windermere 34786 is 29.5 years.
The average high temperature in July is 91.5 degrees, with an average low temperature in January of 40.9 degrees. The average rainfall is approximately 52.6 inches per year, with 0 inches of snow per year.
