Location: Windermere, Windermere
Do Not Show Listings
8236 PROCIDA ISLE LN, WINDERMERE, FL 34786
$1,190,00052 Days on yellowkey MLS ID: O6383546
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4176 Built: 2018Monthly Fee: $299 Tax: $12,887 (2025)Community: Windermere Isle Ph 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,887
Elementary School: Castleview Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: 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 four 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.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Babi Hennemann (407-633-0777)
11564 MIZZON DR #903, WINDERMERE, FL 34786
$339,0001 Day on yellowkey MLS ID: O6398388
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1442 Built: 2006 Tax: $4,561 (2025)Community: Lakeside/Lks/Windermere Ph 9Spa: YesCondo
Taxes:$4,561
Elementary School: Sunshine Elementary
High School: Windermere High School
Remarks: Impeccable 3/2 huge corner condo located in the exclusive Windermere, with the convenience of being on the first floor as an easy & shorter walk from your reserved parking space right in front your door (no stairs / elevators). A brand new A/C Unit was recently replaced and a fully remodeling was done about 3 years ago, including: all Luxury vinyl flooring, new cozy quality carpets in bedrooms, interior painting, Stainless Steel appliances, 42" cabinets, Quartz counter tops, Zebra type blinds (some are motorized), light fixtures, mirrors, etc. Some small walls were removed to give this kitchen & living areas a totally open concept ambience great for entertainment. Master Suite has double vanities sinks, garden tub & walk-in closet. HOA offers: 24/7 security, Water, Sewer, Valet Trash, tennis & sand volleyball courts, gym, billiard, playground, BBQ area, resort style pool, walking trails, parking is allowed at the spaces marked with the red beach chairs, etc. HOA replaced the roofs, resurfaced the asphalt, marked the lines & lettering and painted all the building exteriors about 5 years ago. The community has been recently provided with Fiber Optic and now the residents may have the option to install that service. Buyer has the option to purchase that complete Furniture package for just an additional $5K that includes everything, except some personal decoration items, making it just ready to move in by saving time and money with no packing, nor moving fees!
Listing is courtesy of: WINDERMERE REALTY GROUP (407-383-3147)
Listing Agent: Ramon Rosquete (352-207-4238)
715 MAGNOLIA ST, WINDERMERE, FL 34786
$1,250,0002 Days on yellowkey MLS ID: S5147648
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3390 Built: 1999 Tax: $5,631 (2024)Community: Windermere TownSpa: NoSingle Family
Taxes:$5,631
Elementary School: Windermere Elem
High School: Olympia High
Tax Year: 2024
Middle School: Gotha Middle
Remarks: ADU A beautiful home located in the heart of downtown Windermere offering 4-bedrooms, 3-bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and large sliders that open to a beautiful backyard. This is a great home for entertaining or relaxing. This property features a fully equipped ADU with one-bedroom, one-bathroom space, ideal for in-laws, guests, or use as a private office. Located minutes from boat ramps and local amenities. Please schedule your viewing today.
Listing is courtesy of: IRIS INTERNATIONAL (407-448-5085)
Listing Agent: Robert Trien (407-484-8474)
14383 CREST PALM AVE, WINDERMERE, FL 34786
$1,166,99079 Days on yellowkey MLS ID: G5107222
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3550 Built: 2026Monthly Fee: $245 Tax: $2,489 (2025)Community: Palms At WindermereSingle Family
Taxes:$2,489
Elementary School: Bay Lake Elementary
Remarks: One or more photo(s) has been virtually staged. ELLINGTON II - Our beautiful, huge 2 story home, with 6 Bedrooms and 4 Baths. This great floor plan boasts an open concept family/dining/kitchen area along with a formal dining room, gourmet kitchen, extended 42" cabinets and an extended island. Primary Suite on 1st floor along with an additional bedroom & bath. The primary bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. Triple sliding glass doors and an extended covered lanai. 4 Bedrooms upstairs with 2 full baths and loft, overlooking wooded area.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
14354 CREST PALM AVE, WINDERMERE, FL 34786
$1,119,99097 Days on yellowkey MLS ID: G5106241
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3542 Built: 2025Monthly Fee: $245 Tax: $1,309 (2025)Community: Palms At WindermereSingle Family
Taxes:$1,309
Remarks: One or more photo(s) has been virtually staged. *Images shown are for illustrative purposes only* TIDEWATER W/BONUS - Our beautiful huge 2 story home, located on a beautiful conservation lot, with 6 Bedrooms and 4.5Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. 9' hidden sliding glass doors and a covered lanai. Downstairs flex room works well as an office or study with 2 additional bedrooms and a laundry room. Common areas upstairs include a spacious bonus room and a 6th bedroom with full bath
14347 CREST PALM AVE, WINDERMERE, FL 34786
$1,108,990390 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
Tax Year: 2023
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.
8337 VIVARO ISLE WAY, WINDERMERE, FL 34786
$800,000201 Days on yellowkey MLS ID: O6332989
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3294 Built: 2018Monthly Fee: $268 Tax: $6,438 (2024)Community: Windermere IsleSpa: NoSingle Family
Taxes:$6,438
Remarks: Discover your dream home in the highly sought Windermere Isle community, just minutes from the world-renowned Disney attractions. This stunning residence offers an unparalleled blend of comfort, convenience, and elegance, making it an ideal choice for families and those who love to entertain. Boasting five spacious bedrooms and four well-appointed bathrooms, this home provides ample space for family and guests. The thoughtful floor plan includes a first-floor bedroom and full bath, perfect for visitors seeking privacy. The oversized owner's suite offers a private retreat, while the loft area adds versatility to the living space. One of the home's standout features is its exceptional storage capacity, a rare find in Florida. The freshly painted exterior and meticulously maintained interior create a like-new ambiance, with elegant touches such as a separate dining room with a coffered ceiling, perfect for formal gatherings or as a flexible office space. The serene setting of this property is truly captivating, with a tranquil pond view that enhances the sense of retreat and relaxation. The extended lanai and expansive backyard provide the perfect backdrop for outdoor activities, entertaining, or simply unwinding in the Florida sunshine. The open floor plan seamlessly connects the gourmet kitchen, breakfast nook, and family room, offering a harmonious space for daily living and hosting guests. Windermere Isle offers a host of community amenities, including a neighborhood pool with cabana, playground, and walking paths. The HOA ensures easy living by providing lawn maintenance, internet, and cable services. Located near top-rated public and private schools, SR 429, and the vibrant dining and shopping options of Horizon West, this home offers the perfect balance of a peaceful neighborhood setting with the convenience of nearby urban amenities. This property is a rare gem in today's market, combining a desirable location, generous living space, and a picturesque setting. Don't miss your chance to call this exceptional residence your new home. Contact me today to schedule a private viewing before it's gone!
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Laurel Kellett (407-758-1136)
13525 GORGONA ISLE DR, WINDERMERE, FL 34786
$1,120,00056 Days on yellowkey MLS ID: O6377789
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4625 Built: 2018Monthly Fee: $268 Tax: $9,351 (2025)Community: Windermere IsleSpa: NoSingle Family
Taxes:$9,351
Remarks: One or more photo(s) has been virtually staged. Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A dramatic two-story foyer creates a striking first impression, highlighted by a custom hardwood staircase with decorative iron balusters. Architectural details continue throughout with 9.5-foot ceilings, 8-foot doors, coffered ceilings, porcelain tile on the main level, and hardwood flooring upstairs. Custom Disney-inspired stained-glass window inserts throughout the home offer a subtle and charming nod to the nearby magic. The expansive open-concept living area is anchored by a chef-level gourmet kitchen featuring a natural gas cooktop, dual convection ovens, quartz countertops and backsplash, oversized island, 42-inch cabinetry, café dining area, and walk-in butler’s pantry—perfect for entertaining and daily convenience alike. The main-level primary suite serves as a tranquil retreat with a spa-style bathroom, soaking tub, glass-enclosed walk-in shower, and generous custom closet. Upstairs, five additional bedrooms include a private guest suite and well-designed shared layouts, along with a spacious upper-level great room and reading nook ideal for a media room, game space, or lounge. Significant upgrades include a 27kW commercial-grade whole-house generator, tankless water heater, gas dryer, advanced humidification and UV air filtration, and a garage with custom cabinetry, overhead storage, and durable polyaspartic flooring. Energy-efficient systems and abundant natural light enhance comfort throughout. The lot to the right of the home is Protected Green Space in perpetuity and cannot be developed so you will always have that space. Seller is providing a credit towards a 2-1 RATE BUY DOWN with full price offer. Inquire for more details.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Roo Klaers (407-493-5615)
12863 HOLDENBURY LN, WINDERMERE, FL 34786
$539,00019 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
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)
13312 LONGACRE DR, WINDERMERE, FL 34786
$534,90097 Days on yellowkey MLS ID: S5141031
REDUCED by $9,000 (1.7%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2058 Built: 2013Monthly Fee: $120 Tax: $7,533 (2024)Community: Windermere TerraceSingle Family
Taxes:$7,533
Remarks: Move in ready and recently refreshed! This inviting 3-bedroom, 2-bathroom home features a versatile flex room, a screened patio, and a private backyard, offering comfortable and functional living spaces. Located in a quiet, well-established neighborhood, the home is just 12 minutes from Walt Disney World and close to top rated schools, parks, shopping centers, restaurants, and supermarkets, with easy access to major roadways for convenient commuting. The property also includes an attached two car garage with rear entry and automatic door opener, plus a driveway with space for two additional vehicles.
Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)
Listing Agent: Mariesy Davila (407-548-4718)
8520 GREENBANK BLVD, WINDERMERE, FL 34786
$549,9005 Days on yellowkey MLS ID: O6396673
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1726 Built: 2004Monthly Fee: $170 Tax: $6,960 (2025)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$6,960
Remarks: Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas.
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$1,130,0005 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
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
$2,380,00014 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
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
$1,325,00030 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)
8355 TORCELLO ISLE DR, WINDERMERE, FL 34786
$925,0006 Days on yellowkey MLS ID: O6396948
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4202 Built: 2019Monthly Fee: $256 Tax: $8,080 (2025)Community: Windermere IsleSingle Family
Taxes:$8,080
Remarks: One or more photo(s) has been virtually staged. AMAZING PRICE PRICE TO SELL 5 BEDROOMS 3.5 BATHROOMS PLUS THEATER ROOM AND LARGE LOFT AREA. 4200 HEATED SQURE FEET AND 5100 SQ FT UNDER ROOF! STEPS AWAY FROM COMMUNITY POOL, PLAYGROUND AND GREEN AREA TO PLAY! Nestled in prestigious Windermere Isle, this stunning 2019 home offers modern luxury and thoughtful design throughout. The stone-accented exterior and charming front porch overlook a peaceful conservation area, creating a serene first impression. Inside, the open floor plan showcases elegant finishes, including wood and tile flooring, custom lighting, and ceiling fans. The gourmet kitchen features quartz countertops, a breakfast bar, double oven, gas cooktop, and upgraded stainless steel appliances—perfect for everyday living and entertaining. The home includes two downstairs bedrooms, ideal for a home office and guest suite. Upstairs, enjoy a versatile loft, PLUS theater/game room, two bedrooms with a Jack-and-Jill bath, and a spacious primary suite with a luxurious ensuite and walk-in closet. Step outside to a large fenced yard with room for a pool, and unwind on the patio with nightly views of Disney fireworks. Additional highlights include energy-efficient features, LED lighting, tankless gas water heater, oversized upstairs laundry, ample storage, and an attached garage. Ideally located near top schools, Hamlin shopping & dining, major highways (HWY 429), and Disney World theme parks—this home offers the perfect blend of comfort, convenience, and lifestyle. Hamlin, a vibrant town center offering walkable lakefront living, dining, shopping, entertainment, movie theater and year-round events in the heart of Horizon West.
Listing is courtesy of: REALTY LYNK INC (407-494-0803)
Listing Agent: Denise San Miguel (407-443-2070)
825 OAKDALE ST, WINDERMERE, FL 34786
$792,5006 Days on yellowkey MLS ID: O6396351
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1664 Built: 1935 Tax: $9,799 (2025)Community: Windermere TownSingle Family
Taxes:$9,799
Remarks: THE ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE. Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events. Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry. A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity. BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.
Listing Agent: Mildred Hershiser (407-758-5263)
12405 CRUXBURY DR, WINDERMERE, FL 34786
$415,00013 Days on yellowkey MLS ID: O6394966
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1429 Built: 2006Monthly Fee: $200 Tax: $5,463 (2025)Community: Lakes/Windermere-Lk Reams TwhmSpa: NoTownhouse
Taxes:$5,463
Remarks: Discover this spotless corner-unit townhome in Windermere Lakes, offering some privacy with a serene conservation area behind the home and no neighbors on one side. The open-concept layout seamlessly connects the kitchen to the living area, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, 42” cabinets, added custom cabinetry, and tile flooring throughout the main areas. An extra half bath downstairs adds convenience for guests. Upstairs, the master bedroom and shower are sure to impress. Enjoy beautiful tree-lined streets, mature landscaping, and a detached two-car garage with a charming, paved courtyard perfect for grilling and relaxing outdoors. The community offers a pool and clubhouse, ideal for soaking up the Florida sunshine. The low HOA includes exterior maintenance, roof maintenance, landscaping, and access to community amenities. Located just minutes from Disney World and all the Disney parks, with shopping, dining, major highways, and top attractions close by, as well as minutes from the Tibet Butler Preserve, where you can enjoy the natural beauty of Florida. Make your appointment today to view this beautiful home.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Steve Lang (407-435-0290)
14371 CREST PALM AVE, WINDERMERE, FL 34786
$1,114,9897 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
$725,00014 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
$970,0007 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.
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