Location: Windermere, Windermere
Do Not Show Listings
14347 CREST PALM AVE, WINDERMERE, FL 34786
$1,108,990393 Days on yellowkey MLS ID: G5094526
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3100 Built: 2025Monthly Fee: $275 Tax: $1,309 (2023)Community: Palms At WindermereSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,309
Elementary School: Bay Lake Elementary
High School: Windermere High School
Tax Year: 2023
Middle School: Horizon West Middle School
Remarks: One or more photo(s) has been virtually staged. Under Construction. Step into refined living with this exceptional 4-bedroom, 4-bath residence spanning 3,123 square feet of impeccably designed space. Showcasing a sophisticated open-concept layout, this home offers the perfect balance of elegance and functionality. The main level impresses with soaring 10-foot ceilings and seamless laminate flooring, creating a bright, expansive ambiance. The gourmet kitchen is a true showpiece, featuring striking quartz countertops, an oversized island, and abundant custom cabinetry—ideal for both intimate gatherings and grand entertaining. Upstairs, a spacious bonus room with a full bath provides a private and versatile retreat, perfect for a media lounge, guest suite, or executive home office. Indulge in the beautifully designed primary bath, showcasing a spa-inspired walk-in shower with an oversized rain shower and a sophisticated dual vanity—creating the perfect blend of comfort and elegance. An oversized garage adds convenience and ample storage, completing this thoughtfully designed home that exudes modern luxury at every turn.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
12863 HOLDENBURY LN, WINDERMERE, FL 34786
$539,00022 Days on yellowkey MLS ID: O6393781
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2006Monthly Fee: $82 Tax: $7,361 (2024)Community: Lakes Of WindermereSingle Family
Taxes:$7,361
Elementary School: Sunset Park Elem
High School: West Orange High
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Experience refined living in this impeccably upgraded residence located in Lakes of Windermere. This elegant 3-bedroom, 2-bathroom home showcases a seamless blend of modern sophistication and everyday comfort, featuring a thoughtfully designed split floor plan and no carpet throughout for a clean, contemporary aesthetic. From the moment you enter, you’re welcomed by light-filled living spaces enhanced by luxury wood-look flooring and freshly painted interiors in soft alabaster tones, creating a warm yet upscale ambiance. The primary suite is a private retreat, offering generous proportions, a spacious walk-in closet, and a beautifully appointed en-suite bath complete with stone countertops, a soaking garden tub, and a separate glass-enclosed shower—designed for relaxation and indulgence. At the heart of the home, the designer kitchen impresses with brand-new quartz countertops, an expansive island with breakfast bar, premium stainless-steel appliances, and a large pantry. The open-concept layout flows effortlessly into the family room and breakfast nook, ideal for both intimate gatherings and entertaining. Step outside to an extended covered lanai, where you can unwind in privacy with no rear neighbors, offering a tranquil outdoor setting perfect for morning coffee or evening relaxation. Residents of Lakes of Windermere enjoy access to resort-style amenities, including a sparkling community pool, tennis and basketball courts, and beautifully maintained green spaces. The home is ideally located near top-rated schools, upscale shopping, fine dining, and world-renowned attractions just minutes away. A rare opportunity to own a home that embodies style, comfort, and location—schedule your private tour today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maria Castro Aversano, Pa (201-694-3982)
6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$1,130,0008 Days on yellowkey MLS ID: O6396835
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4830 Built: 2012Monthly Fee: $133 Tax: $14,684 (2025)Community: Windermere Lndgs Fd-1Single Family
Taxes:$14,684
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: More pictures coming soon. Beautiful and spacious 8-bedroom, 5-bathroom corner home offering 4,830 sqft of living space. This well-designed property features a generous layout with plenty of room for comfortable living and entertaining. The fenced backyard provides a great outdoor space, perfect for relaxing or enjoying time outside. Located on a desirable corner lot, offering added space and privacy.
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Vitor Silva (407-506-3712)
1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
$2,380,00017 Days on yellowkey MLS ID: S5146178
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5108 Built: 2019Monthly Fee: $250 Tax: $1,982 (2025)Community: Estancia/WindermereSingle Family
Taxes:$1,982
Elementary School: Windermere Elem
Remarks: Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. This home is being offered fully furnished, providing a truly turnkey, move in ready experience. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas filled with natural light, and high end finishes throughout. The open concept layout is ideal for both everyday living and entertaining, with a gourmet style kitchen, elegant dining spaces, and seamless flow to the outdoor living area. Enjoy Windermere’s signature lifestyle just minutes from top rated schools, charming downtown Windermere, and world class Orlando attractions, including Walt Disney World and Universal Studios. Estancia is a boutique community of luxury homes featuring a private, serene atmosphere with conservation surroundings, while still offering quick access to major highways, shopping, dining, parks, and the Butler Chain of Lakes. This is an outstanding opportunity to own a stylish, fully furnished, move in ready home in one of Windermere’s most desirable neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Catalina Gomez (407-289-9029)
1849 WATERMERE LN, WINDERMERE, FL 34786
$1,325,00033 Days on yellowkey MLS ID: O6389840
REDUCED by $70,000 (5.0%) on 04/03/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3934 Built: 2005Monthly Fee: $267 Tax: $8,439 (2024)Community: Windermere GrandeSpa: YesSingle Family
Taxes:$8,439
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Nestled at the heart of Windermere Grande, a 28-home gated community situated on a north-facing 3/4-acre lot, stands an executive 4000 sq ft home with 4 to 5-bedrooms. There is a three-car side-entry garage. The house features a flat tile roof, and an impressive 74 Tesla solar panels. In-law au pair suite with an en-suite bathroom with walk in shower. Under a cathedral ceiling is an appliance -ready kitchenette and great room with shutter window treatment and its own sliding glass door to the lanai. This in-law suite has its own entrance with a paver sidewalk leading to the driveway. Soaring 14-foot ceilings adorned with crown molding create an awe-inspiring atmosphere. Modern crystal chandeliers illuminate the foyer and dining room, while walls of sliding glass doors seamlessly connect the living room, family room, Florida room, and master bedroom, offering breathtaking views of a 3-acre community green space. This green space features a playground, a 1-Mile coquina walking path, and a retention pond with a tall spout-lit fountain. The five sets of sliding glass doors open to a spacious 1000 ft² covered lanai that transitions into a 1500 ft² open area under a screened cage that was re-screened in 2025. This open space is adorned with pavers and features a 30-foot-long pool with end-to-end blue, green, and purple iridescent tiles that shimmer in the water’s reflection. The pool includes an 8 x 8 sun shelf with a lighted bubbler for entertainment and accommodates an umbrella pole, positioned directly across from a bench seat with a waterfall feature from the top tier and three LED underwater changing color lights. Additionally, the pool is equipped with an underground pop-up water-jet self-cleaning system for effortless maintenance. The pool filter is new as of February 2026. Adjacent to the pool, on a pre-poured concrete slab, lies a six-seater heated above-ground Bahama spa with 75 therapeutic jets designed to relax and rejuvenate muscles. The expansive under-cover freshly painted lanai has been utilized for many celebrations. The house has a Bose speaker system installed in every major room. This gourmet U-shaped kitchen features 42-inch mocha upper cabinets, glass cabinet doors, Santa Cecilia granite countertops, and an island with onyx granite and gold accents. It includes a five-burner 36-inch GE Profile cooktop and a microwave/convection oven combination. The laundry room is equipped with 42-inch upper cabinets for ample indoor storage, complemented by a 48-inch granite countertop. The oversize master bedroom has a sliding glass door with access to the lanai. There is a tray ceiling with fan and recessed lights over the bed headboard. The master bathroom has a jetted tub/Jacuzzi, dual sink stations, separate shower stall, and water closet. A powerful Central VAC system with two outlets. Each outlet is equipped with a 60-foot hose. The 5-zone air conditioning damper system ensures individual climate control for each room. In 2018, the system was upgraded with a 5-ton and 3-ton new air conditioning units. Tankless water heater. This house offers the opportunity for personalized customization and renovation, transforming it into a cherished asset within the community.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
14371 CREST PALM AVE, WINDERMERE, FL 34786
$1,114,98910 Days on yellowkey MLS ID: G5110664
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3100 Built: 2025Monthly Fee: $245 Tax: $1,309 (2025)Community: Palms At WindermereSingle Family
Remarks: One or more photo(s) has been virtually staged. Arlington Floorplan – 3,140 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.4 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living.2.5-Car Garage: Ample space for two vehicles plus additional storage or hobby area.Oversized Lot: Extra space for a garden,—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required.
8737 IRON MOUNTAIN TRL, WINDERMERE, FL 34786
$725,00017 Days on yellowkey MLS ID: O6389224
1 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2260 Built: 2014Monthly Fee: $81 Tax: $5,709 (2025)Community: Windermere Trls Ph 1CSpa: NoSingle Family
Taxes:$5,709
Remarks: Under contract-accepting backup offers. Located in the desirable Windermere Trails community, this beautifully updated and exceptionally well-maintained home offers outstanding curb appeal and a welcoming feel from the moment you arrive. A standout feature of the property is the fantastic backyard retreat highlighted by a heated saltwater pool built in 2022 with a travertine paver deck, screened enclosure with privacy screens, and a vinyl privacy fence for added seclusion. The home also features a fully paid off whole house solar system, providing impressive energy efficiency and long-term savings. Inside, the open floor plan seamlessly connects the living room, kitchen, and dining area, creating a bright and inviting space ideal for both everyday living and entertaining. Elegant porcelain tile flooring spans the entire first floor, while bamboo flooring adds warmth and character upstairs. The primary suite is conveniently located on the first floor and features dual walk-in closets and a well-appointed bath. Upstairs you will find two additional bedrooms along with a versatile loft or bonus room that can serve as a second living area, office, or playroom. The kitchen flows easily to the interior laundry room, and a half bath is located downstairs near the mudroom and main living area for guests. Covered front and rear porches provide additional outdoor living space to relax or entertain. Ideally situated just minutes from top rated schools, shopping, restaurants, Publix, and the attractions of Walt Disney World, this Windermere Trails home offers both convenience and an exceptional lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Matt Kester (772-494-8550)
14377 CREST PALM AVE, WINDERMERE, FL 34786
$970,00010 Days on yellowkey MLS ID: G5110662
0 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3239 Built: 2025Monthly Fee: $215 Tax: $1,309 (2024)Community: Palms At WindermereSingle Family
Remarks: One or more photo(s) has been virtually staged. Tidewater Floorplan – 3,100 Sq. Ft. | 4 Beds | 2.5 Baths | 2-Car Garage | Oversized Lot | Move-In ReadyWelcome to the Tidewater– a thoughtfully designed, single-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,687 square foot residence sits on an oversized lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.2.5 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living. 2-Car Garage: Ample space for two vehicles plus additional storage or hobby area.: Extra space for a future pool, garden, or play area—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required. Price reduced, no incentives apply.
6965 TETTENHALL LN, WINDERMERE, FL 34786
$679,000197 Days on yellowkey MLS ID: O6340538
3 Days Off yellowkey (back on 4/6/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2972 Built: 2007Monthly Fee: $75 Tax: $4,946 (2024)Community: Lakes/Windermere Ph 04Single Family
Taxes:$4,946
Remarks: Under contract-accepting backup offers. Reduced for a quick Sale . Welcome to own this beautiful home in lakes of windermere . 5 bedrooms 3 full bathrooms that has been remodeled . Marble floor through downstairs and laminate upstairs and a lot of upgrades throughout the house . The house is looking over a stunning view of a pond with a water fountain and looking everyday at the Disney fireworks . Perfectly situated minutes from all the attractions Disney , universal , and SeaWorld and also close to all shopping , Dining and major Highways . Walking distance to top rated schools . Fenced backyard with A screened pool .The community offers incredible amenities including a pool,Tennis court , Sand volleyball and Basketball court and two playgrounds . Schedule your showing today . The listing agent is the owner .
Listing is courtesy of: VISION HOME REAL ESTATE, LLC (407-902-6236)
Listing Agent: Nabil Chakrouni (407-963-8548)
106 PALM ST, WINDERMERE, FL 34786
$1,399,00022 Days on yellowkey MLS ID: O6391350
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3082 Built: 1960 Tax: $12,903 (2025)Community: Windermere TownSingle Family
Taxes:$12,903
High School: Olympia High
Middle School: Gotha Middle
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)
11675 SNAIL KITE WAY, WINDERMERE, FL 34786
$596,40093 Days on yellowkey MLS ID: O6373317
2 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2139 Built: 2012Monthly Fee: $130 Tax: $4,433 (2025)Community: Windermere LandingsSingle Family
Taxes:$4,433
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)
414 E 5TH AVE, WINDERMERE, FL 34786
$1,200,00042 Days on yellowkey MLS ID: O6387808
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2521 Built: 2000 Tax: $7,227 (2024)Community: Windermere RepSingle Family
Taxes:$7,227
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)
6953 TETTENHALL LN, WINDERMERE, FL 34786
$605,00012 Days on yellowkey MLS ID: O6396363
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2452 Built: 2007Monthly Fee: $82 Tax: $8,337 (2026)Community: Lakes/Windermere Ph 04Single Family
Taxes:$8,337
Tax Year: 2026
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)
12936 DROXFORD RD, WINDERMERE, FL 34786
$670,00076 Days on yellowkey MLS ID: O6376097
INCREASED by $21,000 (3.2%) on 04/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2960 Built: 2006Monthly Fee: $82 Tax: $9,928 (2024)Community: Lakes/Windermere Ph 02ASingle Family
Taxes:$9,928
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)
13013 OVERSTREET RD, WINDERMERE, FL 34786
$679,99449 Days on yellowkey MLS ID: O6380917
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2053 Built: 2009Monthly Fee: $82 Tax: $3,146 (2024)Community: Lakes/WindermereSingle Family
Taxes:$3,146
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 Agent: Omar Andreasen (407-883-2989)
4 CHASE RD, WINDERMERE, FL 34786
$900,00055 Days on yellowkey MLS ID: O6384257
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2386 Built: 1971 Tax: $7,637 (2024)Community: Windermere TownSingle Family
Taxes:$7,637
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)
11835 GOLD CREEK TRL, WINDERMERE, FL 34786
$900,00063 Days on yellowkey MLS ID: O6382068
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3119 Built: 2012Monthly Fee: $75 Tax: $9,395 (2024)Community: Windermere Trls Ph 1ASingle Family
Taxes:$9,395
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)
8533 GREENBANK BLVD, WINDERMERE, FL 34786
$550,000176 Days on yellowkey MLS ID: O6354672
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2551 Built: 2004Monthly Fee: $176 Tax: $3,300 (2024)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$3,300
Remarks: Roof is 2022, A beautiful Home in a wonderful Gated Community in Windermere. Home sits on a big lot that extends all the way to the high tree, and it has fruit trees, avocado, and mango. Home is very spacious with Master downstairs, one owner, the upper floor was not even being used by seller. Come see this beauty, priced to sell. Motivated Seller, please bring your offers.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Faneeza Mohamed (321-438-7843)
6712 THORNHILL CIR, WINDERMERE, FL 34786
$680,000185 Days on yellowkey MLS ID: O6351284
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2976 Built: 2002Monthly Fee: $80 Tax: $4,096 (2024)Community: Lakes Windermere Ph 01 49 108Single Family
Taxes:$4,096
Remarks: With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual pantries that actually hold it all. The primary suite sits privately on the main floor with with a large walk in closet, and ensuite, while three additional bedrooms offer room to spread out — perfect for guests, a home office, or both. The main-level guest bath keeps accessibility in mind with a sleek zero-entry shower, while a nearby half bath makes life easier for everyday traffic. Upstairs, a full suite with its own bath creates the ideal spot for visitors, multi-generational living, or a tucked-away retreat when you need a breather. Covered porches in both the front and back extend your living outdoors, while a rear-entry two-car garage keeps the curb appeal clean. Inside the garage, a wheelchair ramp provides easy access from the garage — and can be removed by the seller if not needed. Major updates are already handled: newer roof (2021), water heater (2018), and one of two HVACs replaced in 2021. Low HOA dues get you high-return perks — a resort-style pool, lake pier for fishing and star-gazing, tennis, volleyball, basketball, playgrounds, and open green space for everything else. All of it just minutes from Windermere’s shops, dining, and top-rated schools. High ceilings, natural light, updates for modern comfort — this is the Windermere vibe, done right.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
8272 BRYCE CANYON AVE, WINDERMERE, FL 34786
$515,00037 Days on yellowkey MLS ID: O6389547
REDUCED by $15,000 (2.8%) on 04/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1888 Built: 2016Monthly Fee: $71 Tax: $7,459 (2024)Community: Windermere Trls Ph 3BSingle Family
Taxes:$7,459
Remarks: 3BR/2.5BA bungalow-style home in the Windermere Trails community. This well maintained residence offers an open floor plan with high ceilings, and premium tile flooring throughout the main level. The home includes a gourmet kitchen, upgraded cabinetry in the laundry room. Upstairs, a versatile loft provides the perfect space for an office or media room, alongside a spacious master suite and two additional bedrooms. Perfectly located near Publix, dining, and banking, and zoned for A-rated schools with Bay Lake Elementary situated right at the community entrance.
Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)
Listing Agent: Eduardo Pavone (407-232-1241)
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