Location: Windermere, Windermere
Do Not Show Listings
13312 LONGACRE DR, WINDERMERE, FL 34786
$534,900108 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,533
Elementary School: Sunset Park Elem
High School: Windermere High School
Tax Year: 2024
Middle School: Horizon West Middle School
Remarks: Move in ready Windermere Terrace home just minutes from Walt Disney World, featuring a large flex room, screened lanai, and private fenced backyard! Recently refreshed home offering a functional layout with a spacious, versatile flex area ideal for a home office, playroom, or studio. Enjoy Central Florida living with a screened lanai overlooking a private fenced backyard, plus a rear entry 2 car garage and additional driveway parking. Located in a desirable community with a pool and scenic walking paths, this home is close to highly rated schools, shopping, dining, and major attractions. Just minutes from Winter Garden Village, Tibet Butler Nature Preserve and Universal Orlando. Great location, great layout, and truly move in ready don’t miss it. Schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)
Listing Agent: Mariesy Davila (407-548-4718)
8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786
$590,00023 Days on yellowkey MLS ID: O6393407
REDUCED by $9,999 (1.7%) on 04/24/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2633 Built: 2016Monthly Fee: $75 Tax: $9,688 (2025)Community: Windermere Trls Ph 3BSingle Family
Taxes:$9,688
Elementary School: Bay Lake Elementary
Tax Year: 2025
Remarks: Beautiful 4 bedroom, 3.5 bath home located in the highly sought-after subdivision of Windermere Trails. The first floor has tile flooring and a spacious kitchen equipped with granite countertops, 42'' cabinets, a center island, and a walk-in pantry. Step through the dining room to a beautifully finished courtyard, complete with a private fence and elegant stone pavers. Upstairs, you'll find an additional room with double doors, perfect for a gathering space or home office. The primary bedroom features a large walk-in closet for ample storage. All interior has recently been painted, all carpets upstairs in the main home are new, as well as the AC unit is brand new, ensuring comfort and efficiency. This beautiful home layout provides the opportunity to convert this four bedroom home into six bedrooms. One of the rooms downstairs can easily be converted, as it’s already closed off; you just need to add a closet. Additionally, the loft upstairs is also closed off and simply missing a closet, offering another potential bedroom. This home has a separate private one - bedroom apartment above the garage, featuring a kitchenette, walk in closet, private entrance, and its own washer and dryer with a four month old A/C unit. Conveniently located off Winter Garden Vineland Rd. This home provides easy access to I-4, 429, and is just a short distance from all Disney Theme Parks. Enjoy the benefits of low HOA fees and being close to exceptional A+ schools.
Listing is courtesy of: WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC (407-922-9169)
Listing Agent: Ricardo Diaz (407-922-6196)
6820 THORNHILL CIR, WINDERMERE, FL 34786
$520,0005 Days on yellowkey MLS ID: V4948591
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2009Monthly Fee: $82 Tax: $7,228 (2025)Community: Lakes Of WindermereSingle Family
Taxes:$7,228
Remarks: Beautiful Two-Story Home in The Lakes of Windermere Welcome to this stunning 2-story residence featuring 3 bedrooms, 2.5 bathrooms, and a spacious bonus area—ideal for a home office, gym, or playroom. The expansive primary suite boasts vaulted ceilings, creating a bright and airy retreat, along with a generous walk-in closet. The primary bathroom includes a relaxing jacuzzi tub, perfect for unwinding. Upstairs, enjoy wood flooring throughout—no carpet, offering both elegance and easy maintenance. Wooden plantation shutters throughout the home. Designed for comfort and efficiency, this home includes Impact Windows, stainless steel appliances, a new washer and dryer, and ceiling fans in both the living room and primary bedroom. Step outside to a fully fenced backyard, perfect for entertaining, relaxing, or enjoying time with pets. The outdoor space features a mature mango tree and a charming pergola, creating your own private retreat. An irrigation system using reclaimed water keeps the landscaping lush and eco-friendly. The extended rear driveway, with alley access, provides ample guest parking. The 2-car garage is thoughtfully upgraded with epoxy flooring, built-in storage cabinets, an extra refrigerator, and a new garage door opener—perfect for organization and convenience. Located in the highly desirable Lakes of Windermere community, residents enjoy beautifully maintained parks, scenic lake views, playgrounds, and a community pool. The home is situated on a quiet single-entry loop, surrounded by a mix of elegant and lakefront custom homes. Just minutes from shopping, dining, Disney resorts, and more—this home offers the perfect blend of comfort, style, and location.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Maria Galindez (305-803-3799)
12699 HAWKSTONE DR, WINDERMERE, FL 34786
$2,125,000Listed 04/24/2026 12:05AM MLS ID: O6401293
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3751 Built: 2006Monthly Fee: $80 Tax: $22,152 (2025)Community: Lakes Windermere Ph 01 49 108Spa: YesSingle Family
Taxes:$22,152
Remarks: Welcome to Chalet du Lac, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over glistening waters dancing through a veil of Cypress trees and Spanish moss. Nestled along the western shoreline of Lake Sawyer within an enclave of custom-built lakefront homes, Chalet du Lac features 4 bedrooms and 5 baths, lives large at 3751 sq ft (4936 total), and is ideally situated on pristine shoreline frontage with some of the lake’s most expansive water views. Showcasing fine craftsmanship and opulent elegance in every detail, Chalet du Lac serves up a host of amenities ideal for Florida lakeside living. At the entry, the handcrafted metal and glass doors open to a stunning foyer, capturing sensational pool and lake views from the formal living room. A distinctive formal dining area and generous study greet, then to the large great room overlooking the pool oasis and lake. The kitchen features new appliances, a gas cooktop, a luxurious ogee edged stone island with farmhouse sink plus a huge walk-in pantry. A built-in Miele espresso machine as well as a beverage cooler and even more cabinet space. The primary suite features his and her walk-in custom closets, luxurious spa tub, spacious walk-in shower, oversized double vanities, and an inviting bedroom lounge that opens to the pool area. Poolside, enjoy the elevated patio over the lake, along with Lakeside, the boathouse includes an electric boat lift, with the entire dock made of composite decking, accessed by the walkway dressed with a nautical balustrade. Evenings are enjoyed at the poolside outdoor kitchen and patio, complete with a fireplace to sit by while taking in the moonlight. Verdant, lush landscaping fosters relaxation and inspires reflection and rejuvenation. Lake Sawyer is both a water sports paradise and a prime opportunity for pristine Florida lakefront living. Lake Sawyer features a certified competition water ski slalom course for those who love to ski and is even home to a float plane on the lake. At the north end, Lake Sawyer connects to Little Lake Sawyer, availing more beautiful water to explore. Chalet du Lac is ideally situated with immediate proximity to Windermere Prep and Windermere High School, and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and the world-famous attractions of Orlando.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
10624 REAMS RD, WINDERMERE, FL 34786
$487,000246 Days on yellowkey MLS ID: O6338130
REDUCED by $12,000 (2.4%) on 04/24/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2092 Built: 2014Monthly Fee: $81 Tax: $5,459 (2024)Community: Windermere Trls Ph 1CSingle Family
Taxes:$5,459
Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary suite offers a walk-in closet, dual sink vanity, and walk-in shower, while the upstairs loft provides a versatile space for a playroom, office, or media area. Recent updates include a new A/C (2022) and water heater (2023). Windermere Trails offers fantastic community amenities, including a resort-style pool, playground, picnic areas, and scenic walking trails. Located near top-rated (A+) schools, beautiful parks, and a variety of dining and entertainment options, this home combines comfort, convenience, and lifestyle. Don’t miss this opportunity—schedule your private tour today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jeff Taulbee (407-622-2122)
8648 POWDER RIDGE TRL, WINDERMERE, FL 34786
$499,00094 Days on yellowkey MLS ID: O6373065
REDUCED by $17,000 (3.3%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1876 Built: 2014Monthly Fee: $81 Tax: $6,733 (2025)Community: Windermere Trls Ph 1CSingle Family
Taxes:$6,733
Middle School: Bridgewater Middle
Remarks: LOCATION, LOCATION, LOCATION! Welcome to this stunning bungalow-style single-family home located in the highly sought-after Windermere Trails community—where lifestyle, convenience, and charm meet at your front door. Built by Meritage Homes (consistently ranked among the best builders in Florida), this residence features the desirable Angelou floor plan offering 3 bedrooms, 2.5 bathrooms, a spacious loft, and 1,876 square feet of thoughtfully designed living space. The open-concept kitchen and living area create a warm, inviting flow—perfect for everyday living and entertaining. Upstairs, you’ll find a versatile loft, a spacious primary suite, and two additional bedrooms with a full bathroom conveniently located between them. Wood flooring throughout the main living areas and a wooden staircase. Step outside and enjoy Florida living at its finest. From the large front porch, take in breathtaking sunsets and the Magic Kingdom nightly fireworks, while the extra-wide private balcony offers peaceful sunrise views. The rear-entry 2-car attached garage and low-maintenance yard provide both functionality and ease of ownership. *** Owned solar panel system (paid in full—no lease) designed to offset most or all of your monthly electric bill.*** The location is truly unbeatable. The home is walking distance to Bay Lake Elementary, as well as top-rated daycare and middle schools—offering unmatched peace of mind for families. Everyday conveniences such as grocery stores, dining, gyms, and shopping are also just steps away, including the newly opened Lakeside Village shopping plaza. Windermere Trails residents enjoy resort-style amenities including a large community pool, playground, dog park, scenic lakes and preserves, and miles of biking and jogging trails surrounded by beautiful retention ponds and local wildlife—perfect for morning walks and outdoor living.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Renan Serretiello (407-415-7317)
325 MAGNOLIA ST, WINDERMERE, FL 34786
$2,475,00038 Days on yellowkey MLS ID: O6391047
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3975 Built: 1954 Tax: $21,080 (2025)Community: Windermere TownSingle Family
Taxes:$21,080
Elementary School: Windermere Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living and walkability to town. The Town of Windermere has much to offer. Walk to the local park and tennis courts just a few blocks from your home. It’s an easy stroll or bike ride to Main Street—home to local spots like Dixie Cream, Paloma Coffee, Windermere Brewing Company, the Friday farmer’s market, and the newly updated 500 block with shops and dining. Inside, the home is both comfortable and thoughtfully updated, with travertine flooring in the main living areas and new luxury vinyl plank in bedrooms two and three—no carpet. The kitchen features a gas cooktop with vented exhaust and a brand-new all-in-one convection oven, microwave, and air fryer. The large dining room provides a pleasurable dining experience with lake views. The theater room can be a flexible space used for movies, a guest bedroom, or a game room. It can also work as an office, playroom, or just a place to sit and relax. The bright open Florida room, equipped with three full glass French doors with side panels, a wet bar and views of your outdoor lakefront oasis, opens up to the pool and overlooks the water, creating an easy space to relax or entertain. A great opportunity to enjoy the convenience of the Butler Chain lifestyle in the heart of Windermere—no HOA.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Rebekkah Boskovich (321-438-3307)
7137 BEEK ST, WINDERMERE, FL 34786
$550,0008 Days on yellowkey MLS ID: O6398814
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1910 Built: 2013Monthly Fee: $120 Tax: $7,932 (2025)Community: Windermere TerraceSingle Family
Taxes:$7,932
Remarks: Under contract-accepting backup offers. BUYER FAILED TO DEPOSIT ESCROW - BACK ON MARKET - Welcome to Windermere Terrace. This home offers a rare combination of privacy, location, and lifestyle that is difficult to find in Central Florida. Set on a premium lot, the property overlooks a pond with a conservation area beyond that means you will never have rear neighbors! This buffer creates a peaceful and private setting that enhances everyday living. This well-designed home features 3 bedrooms, 2 bathrooms, and approximately 1,910 square feet of living space. The kitchen is both functional and stylish and includes 42-inch cabinets, granite countertops, stainless steel appliances, pendant lighting, and ample pantry storage. The split-bedroom floor plan offers privacy and flexibility. The primary suite features dual vanities, a walk-in shower, and a spacious closet. Meanwhile, the secondary bedrooms and full bathroom are positioned on the opposite side, making them ideal for guests or family members. Step outside to a screened patio that extends your living space. Here, you can relax while enjoying tranquil water and conservation views. Residents of Windermere Terrace enjoy community amenities that include a pool and scenic walking paths. Perfect location too with convenient access to shopping and dining at Winter Garden Village, as well as outdoor recreation at Tibet-Butler Nature Preserve. Major roadways are also easily accessible, simplifying your daily commute. This home delivers a rare blend of privacy, views, and proximity to Central Florida’s top attractions, including Universal Orlando Resort and SeaWorld Orlando. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jacquie Sosa (407-340-9793)
11472 PARK AVE NE, WINDERMERE, FL 34786
$1,125,000101 Days on yellowkey MLS ID: G5105731
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3166 Built: 1985Monthly Fee: $21 Tax: $5,774 (2025)Community: WindermereSingle Family
Taxes:$5,774
Remarks: Approximately 3,000 sq ft home in a desirable Windermere location within FEMA Flood Zone X. Buyer is responsible for verifying all measurements, dimensions, and square footage The residence offers a flexible layout with multiple living areas and is fully livable, presenting an excellent opportunity for buyers seeking long-term value and equity potential in one of Central Florida’s most established and highly regarded residential markets. Nearby Schools & Community Amenities Conveniently located near Windermere Elementary School on Park Avenue and the Windermere Recreation Center (Butler Bay), which offers lake access, a boardwalk, playground, picnic areas, and open green space along the Butler Chain of Lakes. Luxury Market Areas & Subdivision Context The Property is surrounded by well-established luxury residential communities with home values frequently exceeding $1,000,000. Nearby communities include Isleworth, Casabella at Windermere, and the Butler Bay / Windermere Club area, reinforcing the strong market fundamentals and long-term desirability of the Park Avenue corridor. Recreation, Shopping & Location Benefits The property offers easy access to area golf courses, parks, walking trails, marinas, and everyday conveniences. Located minutes from dining, shopping, and entertainment along International Drive, with convenient connections to major roadways serving Windermere, Orlando, and surrounding communities. Recent price improvement reflects the seller’s decision to position the property competitively within the current Windermere market Showings available upon request
Listing is courtesy of: WEICHERT, REALTORS-HALLMARK PR (352-536-9948)
Listing Agent: Ralph Vock (734-928-8181)
4 CHASE RD, WINDERMERE, FL 34786
$875,00063 Days on yellowkey MLS ID: O6384257
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $25,000 (2.8%) on 04/20/2026
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
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. 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)
1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
$2,380,00025 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 Agent: Catalina Gomez (407-289-9029)
1020 OAKDALE ST, WINDERMERE, FL 34786
$2,200,000282 Days on yellowkey MLS ID: O6322270
1 Days Off yellowkey (back on 11/1/2025)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3994 Built: 2025 Tax: $7,202 (2024)Community: Windermere TownSpa: YesSingle Family
Taxes:$7,202
Remarks: Under contract-accepting backup offers. Under Construction. Extraordinary new construction estate by renowned builder Davila Homes, nestled in the heart of Downtown Windermere. Meticulously designed and artfully executed, this five-bedroom, four-and-a-half-bathroom residence offers 3,994 square feet of luxurious living space. From the moment you step inside, you're enveloped in elevated elegance, soaring ceilings, rich custom millwork, and engineered hardwood flooring set the tone for this amazing home. The state-of-the-art chef’s kitchen is a true culinary masterpiece, featuring a full suite of premium Thermador appliances, stunning quartz countertops, custom cabinetry, and an oversized island designed for both function and entertainment. The luxurious primary suite is a true sanctuary, featuring a spa-inspired soaking tub, an oversized walk-in shower, a private office, and an expansive boutique-style walk-in closet that redefines elevated living. The open-concept layout seamlessly blends indoor and outdoor living, with expansive sliding glass doors leading to a resort-caliber backyard oasis. The expansive backyard features a sparkling pool and spa, a fully equipped summer kitchen, and a generously sized covered lanai, perfect for luxurious outdoor living and year-round entertaining. Ideally located within walking distance to Windermere’s boutiques, award-winning schools, weekly farmer’s markets, and scenic lakefront parks you have unlimited access to everything Windermere has to offer. With close proximity to Winter Garden Village, Restaurant Row, and all the area attractions you are truly in the heart of it all. This is more than a home, it’s a statement of luxury, lifestyle, and taste.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Christopher Christensen (407-312-8003)
6897 NORTHWICH DR, WINDERMERE, FL 34786
$579,9002 Days on yellowkey MLS ID: O6400673
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2229 Built: 2003Monthly Fee: $82 Tax: $7,925 (2025)Community: Lakes Windermere Ph 01 49 108Single Family
Taxes:$7,925
Remarks: Welcome to the highly desirable Lakes of Windermere! Where comfort, convenience, and thoughtful updates come together in one of Central Florida’s most sought-after communities. This move-in ready 4-bedroom, 3-bathroom home offers a functional, open layout perfect for both everyday living and entertaining. Step inside to find upgraded flooring installed in 2023, creating a warm, modern feel throughout the main living areas. The kitchen has been refreshed with newer appliances, including a refrigerator (2025) and electric stove and microwave (2025), along with major systems such as roof (2018), and AC (2020) - giving buyers peace of mind and a clean, updated look from day one. Complementing the space is updated tile flooring in the kitchen (2023), blending durability with style. Major updates continue with a hot water heater (2023), adding to the home’s overall value and reducing big-ticket concerns for future homeowners. With four well-sized bedrooms and three full bathrooms, the layout offers flexibility for families, guests, or a dedicated home office. Located in the heart of Windermere, residents of Lakes of Windermere enjoy access to community amenities including a pool, playground, volleyball & tennis courts - conveniently across the street from your home. All while being just minutes from top-rated schools, shopping, dining, and major roadways. Your community now has fiber internet as an option! Don't miss out on one of the best values in Central Florida's most sought communities of Windermere!!
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Blake Blahut (407-748-0484)
13048 LAKE ROPER CT., WINDERMERE, FL 34786
$1,890,000224 Days on yellowkey MLS ID: O6342354
REDUCED by $60,000 (3.1%) on 04/22/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4130 Built: 2002Monthly Fee: $333 Tax: $14,738 (2025)Community: Windermere PointeSingle Family
Taxes:$14,738
Remarks: Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home. Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and fishing only acceded by the surrounding houses (No Public Ramps). This is one of the largest lots in the community. Location: Only minutes from Winter Garden Village and Downtown Windermere, minutes from main roads like 429 and 408 and a short distance from Theme Parks and Shopping Areas. Great School District. Kitchen: Totally renewed, custom-built cabinetry, high-end stainless still appliances, built in induction cook top, built in microwave and oven, huge island built with one piece of quartz, no sims. Pop-out outlets, touchless faucet and built in hood. Bathrooms: Contemporary look with porcelain tiles, quartz tops, custom made cabinetry and modern metals. Pool area: The pool was resurfaced, surrounded by new pavers overviewing the lake and a brand-new equipped summer kitchen just built. Dock: Wood dock and fishing pier with Electric Boat lift. The house was completely renovated from top to bottom including new engineering hardwood floors, 3 new A/Cs, new water heater, new irrigation system, fresh painted and new roof installed in 2020. Important Notice: "Seller is willing to accept a smaller house as part of the payment".
Listing is courtesy of: WOODSTONE INVESTMENTS LLC (407-300-4727)
Listing Agent: Fernando Teixeira (407-300-4727)
8520 GREENBANK BLVD, WINDERMERE, FL 34786
$549,90016 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. Roof is 2024, Water Heater is 2025.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
109 E 12TH AVE, WINDERMERE, FL 34786
$1,225,0009 Days on yellowkey MLS ID: O6394569
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2791 Built: 1989 Tax: $20,244 (2025)Community: Windermere TownSpa: YesSingle Family
Taxes:$20,244
Remarks: Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated within the last 3 years to include roof, a/c, plumbing, flooring, drain field and water filtration system. Inside, sun drenched living and dining spaces flow seamlessly, anchored by a warm inviting fireplace setting the tone for relaxed living and effortless entertaining. The kitchen serves as the heart of the home, featuring soft gray shaker cabinetry, quartz countertops, a generous island with induction cooktop, hood, double wall ovens, mosaic glass backsplash and all new stainless appliances. Sliding doors open to a sparkling pool with sun deck and pergola, surrounded by lush landscaping in a private, fenced courtyard. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite features a spa inspired bath with a freestanding soaking tub, rainfall shower, dual sinks, and elegant finishes. Additional bedrooms include an oversized fourth bedroom with its own fireplace and built-ins which easily can be used as a media room, office, or home gym. Located just a short walk or golf cart ride to Windermere shops, restaurants, lakefront parks, weekly farmers markets, library and more, this home places you at the center of it all. Surrounded by the Butler Chain of Lakes and close to renowned golf, fine dining and premium shopping. Windermere offers small town charm yet convenient to major roadways, area attractions and the International Airport. The location is as exceptional as the home itself. This is more than a residence; it is a refined Windermere lifestyle defined by comfort connection and enduring style.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
8632 ABBOTSBURY DR, WINDERMERE, FL 34786
$609,99994 Days on yellowkey MLS ID: O6374937
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2720 Built: 2004Monthly Fee: $167 Tax: $8,567 (2025)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$8,567
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 8632 Abbotsbury Drive, a beautifully situated 4-bedroom, 3.5-bath residence offering 2,720 square feet of heated living space in the heart of Windermere, one of Central Florida’s most desirable communities. This well-maintained home features an open floor plan that creates a bright, airy feel and allows for effortless flow between the main living areas, making it ideal for both everyday living and entertaining. Spacious rooms are filled with natural light, enhancing the home’s inviting atmosphere. The property includes a 2-car garage, providing convenience and ample storage. At the rear of the home, a screened-in patio offers a peaceful outdoor retreat, surrounded by mature trees and lush, well-maintained landscaping that delivers privacy and a serene setting. Located in a well-established neighborhood, this home offers easy access to top-rated schools, shopping, dining, and nearby attractions. With its open layout, mature landscaping, and prime Windermere location, 8632 Abbotsbury Drive is a wonderful opportunity to enjoy comfortable Florida living at its best.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
1002 OAKDALE ST, WINDERMERE, FL 34786
$975,00010 Days on yellowkey MLS ID: TB8495717
1 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3516 Built: 1973 Tax: $8,799 (2025)Community: Windermere TownSingle Family
Taxes:$8,799
Remarks: Under contract-accepting backup offers. Set on a prominent corner lot in one of Windermere’s most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by. Recent improvements include a new roof, a fully renovated kitchen, a designer-inspired primary bath, fresh interior and exterior paint, and newer engineered wood flooring, creating a cohesive, move-in ready home with a refined, modern feel. The layout offers expansive living spaces filled with natural light, designed for both everyday comfort and effortless entertaining. The primary suite serves as a true retreat, highlighted by a beautifully reimagined bath featuring a freestanding soaking tub, custom tile work, and a double vanity. Additional living areas and a spacious lower level provide flexibility for a media room, home office, fitness space, or guest accommodations. A rare offering in this location, the property features an impressive 3 bay, 30' long garage on one end and an additional garage bay on the opposite end of the home., ideal for collectors, storage, or workshop needs. Positioned along historic Windermere’s signature tree-lined dirt roads, the setting offers a level of charm and privacy that is increasingly hard to find. Residents enjoy exclusive access to city tennis courts and a private dock with entry to the interconnected lake chain that surrounds this community, delivering a true lake lifestyle just moments from home. Seller is offering up to a $25,000 closing cost credit, providing added flexibility and value for buyers. A compelling combination of location, scale, and thoughtful updates—this is Windermere living at its best.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Frank Smith (401-644-4762)
12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786
$1,490,0008 Days on yellowkey MLS ID: O6399958
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3487 Built: 1997Monthly Fee: $130 Tax: $6,661 (2025)Community: Isles WindermereSpa: YesSingle Family
Taxes:$6,661
Remarks: Welcome to 12718 Windermere Isles Place, a spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard and picturesque koi pond from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living, featuring a sparkling pool and spa, perfect for relaxing or entertaining. Adding to the sense of tranquility, one side of the property has no direct neighbors—only beautifully maintained green space and a scenic bridge, creating gorgeous views and a rare feeling of serenity. Inside, the home features generously sized rooms filled with comfort and charm, including an oversized family room with a wood-burning fireplace. The primary suite is a private retreat, complete with a luxurious bath featuring dual sinks, a jetted garden tub, a large walk-in shower, and a full vanity area. Every detail has been thoughtfully updated with style and functionality in mind. Additional highlights include a three-car garage with ample space for parking and storage, as well as a prime location within a top-rated public school district, just minutes from Windermere’s premier shopping, dining, and recreation. A rare opportunity to own a beautifully updated home in one of Central Florida’s most desirable communities.
Listing Agent: Patricia Zimath, Llc (321-318-1050)
13525 GORGONA ISLE DR, WINDERMERE, FL 34786
$1,120,00067 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
Elementary School: Castleview Elementary
High School: Horizon High School
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)
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