Location: Windermere, Windermere
Do Not Show Listings
2230 RIDGEWIND WAY, WINDERMERE, FL 34786
$1,259,00033 Days on yellowkey MLS ID: O6410264
REDUCED by $90,000 (6.7%) on 06/24/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3064 Built: 1999Monthly Fee: $220 Tax: $8,790 (2025)Community: Estates At WindermereSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,790
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Spacious and beautifully maintained 5-bedroom, 4-bath pool home situated on a 1/2-acre fenced treed lot in desirable Estates at Windermere. This stunning residence offers a great split floorplan with generous living spaces, high ceilings, and abundant natural light throughout. As you enter the home the dining room is to the left and the living room on the right side could also be an office or den. The spacious family room with built-ins creates the perfect gathering space. The kitchen features granite countertops, stainless steel appliances, ample cabinetry and a breakfast area. The primary suite includes a spa-inspired bath, dual vanities, a soaking tub, and a walk-in shower. There are three spacious secondary bedrooms and two full baths offering flexibility for family and guests. There is a bonus room with a closet and full bath that provides endless possibilities like a mother-in-law suite, guest retreat, home office, media room or the 5th bedroom. Step outside to your private backyard oasis complete with a sparkling screened pool, covered lanai, and beautifully landscaped yard that backs to an expansive greenbelt common area that affords privacy. The owners have made many updates over the years and recently including new sliding hurricane doors, new carpet in all four bedrooms, painted the outside of the house and newer appliances. Conveniently located near top-rated schools, shopping, dining, attractions and major roadways. This exceptional home combines comfort, elegance, and the best of Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Tim Frush (407-284-9222)
8179 MARITIME FLAG ST #206, WINDERMERE, FL 34786
$282,500Listed 06/23/2026 5:06PM MLS ID: S5152137
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 2006 Tax: $4,603 (2025)Community: Lakeside/Lks/WindermereCondo
Taxes:$4,603
Elementary School: None
High School: None
Middle School: None
Remarks: 8179 Maritime Flag St #206 offers a different kind of Windermere lifestyle - one where the weekends aren’t spent mowing lawns, dealing with exterior maintenance, or worrying about another utility bill. The HOA covers water, sewer, garbage, and exterior maintenance, giving you more time to enjoy the things that brought you to Florida in the first place. Within the community, you’ll find a pool, fitness center, and volleyball court, while the master association adds tennis courts and a playground. Outside the gates, coffee runs to Starbucks, quick Publix trips, dinner with friends, and shopping are all just minutes away. Want to make an evening out of it? Head to Disney Springs for dinner, catch the fireworks at Walt Disney World, or spend the day exploring the restaurants and entertainment throughout Horizon West and Winter Garden. Whether you’re looking for a primary residence, a seasonal escape, or simply a home where more is taken care of for you, this location makes it easy to spend less time maintaining and more time enjoying. The result is a lifestyle that’s a little lighter, a little easier, and a lot more fun.
Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)
Listing Agent: Diana Perez (407-483-4964)
8470 IRON MOUNTAIN TRL, WINDERMERE, FL 34786
$449,9001 Day on yellowkey MLS ID: S5152347
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1664 Built: 2015Monthly Fee: $164 Tax: $6,558 (2025)Community: Windermere Trls Prcl 3Townhouse
Taxes:$6,558
Remarks: Welcome to this pristine 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community in the heart of Windermere. This two-story home features a spacious and functional layout, including a modern kitchen with 42" cabinets, granite countertops, stainless steel appliances, and a large island perfect for cooking and entertaining. The open-concept living and dining areas are filled with natural light and lead out to a private courtyard—ideal for relaxing or hosting guests. All bedrooms are upstairs, including a generous primary suite with an en-suite bathroom and walk-in closet. Additional features include a 2-car garage, central A/C, and forced air heating. Enjoy the resort-style amenities of this family-friendly community, such as a community pool, playgrounds, dog park, and walking trails, all while being conveniently close to shopping, dining, top-rated schools, and Orlando’s world-famous attractions.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Francis Acosta (321-429-5014)
WINDERMERE, FL 34786
$359,90062 Days on yellowkey MLS ID: O6400745
REDUCED by $10,000 (2.7%) on 06/23/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1429 Built: 2006Monthly Fee: $200 Tax: $5,436 (2025)Community: Lakes/Windermere-Lk Reams TwhmSpa: NoTownhouse
Taxes:$5,436
Elementary School: Bay Lake Elementary
High School: Windermere High School
Middle School: Horizon West Middle School
Remarks: Welcome to this beautifully maintained 2-bedroom, 2½-bathroom corner lot townhome in the highly desirable Windermere area! Located at 8905 Newmarket Drive, this home offers the perfect blend of comfort, style, and convenience. The spacious open floor plan is filled with natural light and designed for both everyday living and entertaining. The kitchen features clean white appliances, ample cabinetry, and a layout that flows seamlessly into the living and dining areas.The primary suite provides a relaxing retreat with a well-appointed ensuite bathroom. The second bedroom and additional baths offer flexibility for guests, home office use, or hobbies. Enjoy a private backyard and the added benefits of a corner lot, providing extra privacy and space.Situated in a sought-after community, residents enjoy easy access to top-rated schools, shopping, dining, and major roadways, with quick access to Walt Disney World. Nearby golf courses and Windermere’s charm make this location truly exceptional.Don’t miss the opportunity to own this charming corner lot townhome in a prime location—schedule your private showing today!
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Gonzalo Senior (407-353-8841)
13542 GORGONA ISLE DR, WINDERMERE, FL 34786
$895,000103 Days on yellowkey MLS ID: O6390582
REDUCED by $55,000 (5.8%) on 04/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 2018Monthly Fee: $268 Tax: $9,762 (2024)Community: Windermere IsleSingle Family
Taxes:$9,762
Elementary School: Castleview Elementary
High School: Horizon High School
Tax Year: 2024
Remarks: Virtually Staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable areas of Windermere. This beautiful residence offers stunning lake views and magical nightly fireworks views from Walt Disney World, creating a truly unique living experience. From the moment you arrive, the well-maintained landscaping and inviting front porch set a warm and welcoming tone. The home features 4 bedrooms and 3 full bathrooms, with a thoughtfully designed open-concept layout that seamlessly connects the living room, kitchen, and dining area. The gourmet kitchen is a true highlight, equipped with stainless steel appliances, custom cabinetry, quartz countertops, a double oven, and a spacious pantry—perfect for those who love cooking and entertaining. Sliding glass doors open to the outdoor space, where a private pool and summer kitchen are currently being completed and will be ready within one month, creating the perfect setting for relaxing or entertaining guests while enjoying the lake view. The primary suite is spacious and comfortable, featuring vinyl flooring, a generous walk-in closet, and a beautifully designed bathroom with dual vanities. The additional bedrooms also feature vinyl flooring, providing both comfort and easy maintenance throughout the home. The two-car garage offers ample space and convenience. Located in the desirable Windermere Isle community, residents enjoy resort-style amenities including a community pool, cabana, playground, and scenic walking trails. The home is also located near top-rated schools, as well as shopping, restaurants, and all the attractions and magic of Walt Disney World just minutes away. If you are looking for quality of life, a prime location, and a beautiful home for your family, this is the perfect opportunity. Schedule your private showing today and come fall in love with this exceptional home.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
412 FOREST ST, WINDERMERE, FL 34786
$840,00016 Days on yellowkey MLS ID: O6414200
0 Days Off yellowkey (back on 6/23/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 1973 Tax: $4,939 (2025)Community: Windermere TownSpa: NoSingle Family
Taxes:$4,939
Elementary School: Windermere Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Under contract-accepting backup offers. Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized screened pool and expansive outdoor living area, perfect for entertaining family and friends. A circular driveway and porte cochere provide convenience and timeless curb appeal, while solid block construction and a newer roof create lasting value. Location is everything. Stroll to charming shops, restaurants, the local brewery, farmers markets, and year-round community events. Enjoy the freedom of a golf-cart-friendly neighborhood with no HOA, plus access to the renowned Butler Chain of Lakes. Whether you're looking to renovate, expand, or build new, this exceptional property offers the perfect canvas. Bring your builder, bring your imagination, and seize this rare opportunity to create something truly special in the heart of Windermere.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
8236 PROCIDA ISLE LN, WINDERMERE, FL 34786
$1,080,000124 Days on yellowkey MLS ID: O6383546
REDUCED by $20,000 (1.8%) on 06/19/2026
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
Taxes:$12,887
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 Agent: Babi Hennemann (407-633-0777)
1002 OAKDALE ST, WINDERMERE, FL 34786
$965,00071 Days on yellowkey MLS ID: TB8495717
REDUCED by $10,000 (1.0%) on 06/23/2026
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: 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 open to negotiating a closing cost credit, providing added flexibility and value for buyers for closing costs or rate buy down. 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)
13525 GORGONA ISLE DR, WINDERMERE, FL 34786
$1,098,000128 Days on yellowkey MLS ID: O6377789
REDUCED by $17,000 (1.5%) on 06/10/2026
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: 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)
8355 TORCELLO ISLE DR, WINDERMERE, FL 34786
$950,00042 Days on yellowkey MLS ID: O6407061
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4202 Built: 2019Monthly Fee: $299 Tax: $9,036 (2025)Community: Windermere IsleSingle Family
Taxes:$9,036
Remarks: Virtually Staged. *Seller offers $20,000 credit to buyer at closing towards closing costs and pre-paids with acceptable offer* Experience luxury living in the highly sought-after “Cascade” floor plan, featuring an upgraded stone-accented exterior and tile roof in the desirable Windermere Isle community. Situated on a premium oversized lot with a HUGE backyard and mature trees for added privacy, this exceptional home offers the perfect blend of relaxation, comfort, and entertainment. Enjoy peaceful conservation views from the charming front porch, while the rear of the home provides enchanting nightly views of Disney fireworks lighting up the sky. Inside, meticulous attention to detail is evident throughout this thoughtfully designed home. The main level features two bedrooms, including one ideal for a home office with double entry doors and a walk-in closet. The dream kitchen showcases upgraded cabinetry with crown molding, Quartz countertops, gas cooktop, upgraded double convection wall ovens, upgraded French door refrigerator, a generous walk-in pantry, and a convenient 7’ x 5’ pocket office complete with built-in desk and cabinetry. Wood-look tile flows throughout the downstairs living areas, complemented by engineered hardwood flooring in the dining room and great room. A functional drop zone near the garage includes upgraded lower cabinetry topped with Quartz counters. Beautiful wood stairs lead to the second floor, where you’ll find a sprawling loft/bonus room, spacious media/game room and an oversized laundry room equipped with washer, dryer, and laundry sink. Additional highlights upstairs include a half bath, abundant storage closets, and two secondary bedrooms with walk-in closets connected by a Jack-and-Jill bath. The luxurious primary suite is a true retreat, featuring a tray ceiling and stunning nightly Disney fireworks views. The spa-inspired primary bath offers a large soaking tub, an oversized walk-in shower with upgraded glass enclosure, dual vanities, and an expansive 13x12 walk-in closet. Additional features include 8-foot doors throughout, ceiling fans in all bedrooms, LED lighting and a natural gas tankless water heater for ultimate convenience and efficiency. Vinyl fencing is already installed on three sides by neighboring properties. HOA includes lawn maintenance and 1 GIG Spectrum internet and cable with 4-5 streaming choices. Community pool, playground and walk path around scenic pond. Ideally located with convenient access to shopping, dining, entertainment, and major roadways, this remarkable home perfectly combines luxury, functionality, and everyday comfort. Don’t miss the opportunity to make this extraordinary property your own — schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sherri Palmer (407-718-0412)
13013 OVERSTREET RD, WINDERMERE, FL 34786
$639,994118 Days on yellowkey MLS ID: O6380917
REDUCED by $10,000 (1.5%) on 06/17/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2053 Built: 2009Monthly Fee: $82 Tax: $3,146 (2024)Community: Lakes/WindermereSpa: NoSingle Family
Taxes:$3,146
Elementary School: Sunset Park Elem
Remarks: Welcome to one of the best opportunities in Windermere's highly sought-after Lakes of Windermere community! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect combination of comfort, convenience, and the Florida lifestyle buyers are searching for. Step inside to discover a thoughtfully designed floor plan featuring spacious living areas, abundant natural light, and stylish updates throughout. The well-appointed kitchen opens seamlessly to the main living spaces, creating an ideal setting for everyday living and entertaining. Upstairs, the generous primary suite provides a private retreat, while three additional bedrooms offer flexibility for family, guests, a home office, or fitness space. Outside, enjoy your own private backyard oasis with plenty of room to relax, dine, and enjoy Florida's year-round sunshine. Whether you're hosting friends, grilling on the patio, or simply unwinding after a long day, this outdoor space is designed for making memories. Located in the heart of Windermere, residents of Lakes of Windermere enjoy resort-style amenities including a community pool, playgrounds, parks, walking trails, sports courts, and scenic green spaces. Just minutes from Disney, Horizon West, Winter Garden Village, Hamlin Town Center, top-rated schools, championship golf, dining, shopping, and major highways, this location offers unmatched convenience while maintaining the charm and character that make Windermere one of Central Florida's most desirable places to live. Whether you're searching for a primary residence, relocating to Central Florida, or looking to enjoy the highly coveted Windermere lifestyle, this move-in-ready home delivers exceptional value in an unbeatable location. Schedule your private showing today and discover why so many buyers are choosing to call Windermere home. *** 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)
6601 DUNCASTER ST, WINDERMERE, FL 34786
$627,90013 Days on yellowkey MLS ID: O6416272
REDUCED by $100 (0.0%) on 06/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3001 Built: 2006Monthly Fee: $82 Tax: $9,473 (2025)Community: Lakes/Windermere Ph 02ASingle Family
Taxes:$9,473
Remarks: Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch and elegant curved staircase create a warm and inviting first impression. The open-concept family room flows seamlessly into the upgraded kitchen, featuring granite countertops, stainless steel appliances, a center island, and abundant cabinet space. The oversized primary suite is conveniently located on the first floor, complete with a spacious walk-in closet and a private ensuite bath. Upstairs, you'll find three generously sized bedrooms and additional full bath accommodations, providing flexibility and comfort for family and guests. Situated on a premium corner lot directly across from a community playground, this home also features a rear-entry attached garage and an ideal location within the neighborhood. Residents of Lakes of Windermere enjoy outstanding amenities, including a community pool, fishing dock, playgrounds, tennis courts, scenic lakes, and recreational areas. The home is also zoned for highly rated A+ schools and is conveniently located just minutes from shopping, dining, major roadways, and Central Florida's world-famous attractions. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities! ***Seller will contribute a $20,000 credit toward the cost of roof replacement at closing***
Listing is courtesy of: ANTS REALTY LLC (689-800-8851)
Listing Agent: Wenyu Wang (407-505-9864)
13330 LONGACRE DR, WINDERMERE, FL 34786
$550,0003 Days on yellowkey MLS ID: O6418405
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2306 Built: 2013Monthly Fee: $115 Tax: $8,281 (2025)Community: Windermere TerraceSingle Family
Taxes:$8,281
Remarks: Welcome to this great maintained residence located in one of Central Florida’s most sought-after communities in Windermere. Offering approximately 2,306 square feet of thoughtfully designed living space, this home features one of the builder’s most popular and highly requested floor plans. The spacious first-floor primary suite provides privacy, comfort, and convenience, making it ideal for today’s lifestyle. Upstairs, you’ll find two generously sized secondary bedrooms along with additional living space perfect for family members or guests. The home includes 2 full bathrooms and 1 half bath, creating a functional layout for both everyday living and entertaining. This property has been meticulously maintained and is truly move-in ready. A major recent upgrade includes a brand-new HVAC system installed last year, providing peace of mind and energy efficiency for years to come. Residents will enjoy the exceptional location, just minutes from world-renowned attractions including Walt Disney World and Central Florida’s premier entertainment destinations. Everyday conveniences are right around the corner, with shopping centers, grocery stores, restaurants, pharmacies, gas stations, banks, and postal services all within close proximity. Commuters will appreciate the easy access to major highways and expressways, allowing seamless travel throughout the Orlando metropolitan area. Orlando International Airport is conveniently located within approximately 30 to 40 minutes. Windermere continues to be one of the most desirable residential markets in Central Florida, known for its beautiful surroundings, outstanding quality of life, strong property values, and excellent accessibility. Opportunities to purchase a well-maintained home with a first-floor primary suite in such a desirable location are increasingly rare. Whether you are searching for a primary residence, vacation home, or long-term investment, this exceptional property offers the perfect combination of location, lifestyle, comfort, and value. Schedule your private tour today and experience everything this remarkable Windermere home has to make.
Listing is courtesy of: SUNSTAR REALTY FL INC (407-350-8266)
Listing Agent: Zhe Wang (407-705-7288)
8821 DANFORTH DR, WINDERMERE, FL 34786
$355,00013 Days on yellowkey MLS ID: O6415522
0 Days Off yellowkey (back on 6/21/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1480 Built: 2004Monthly Fee: $200 Tax: $5,493 (2025)Community: Lakes/Windermere-Lk Reams TwnhTownhouse
Taxes:$5,493
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled within a charming tree-lined community. This home offers a peaceful setting while ideally located just minutes from Disney, this home offers both convenience and comfort in one of Windermere's most desirable areas. This well cared for home is move-in-ready, clean and bright. The thoughtfully designed layout includes two spacious primary suites, each with its own private bath featuring both a tub and shower; a valuable upgrade that adds flexibility and luxury. The main level offers an inviting living and dining area, a convenient half bath for guests, and a renovated kitchen with all appliances included! Step outside to enjoy the extended patio and private fenced courtyard, perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. A 2-car rear-entry garage provides ample parking and storage. Perfectly positioned just steps from the community pool, this home offers easy access to one of the neighborhood's most enjoyable amenities. You'll enjoy easy access to shopping, dining, major roadways, Disney, and all that the Windermere area has to offer.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Edward Wallace (407-580-6610)
14371 CREST PALM AVE, WINDERMERE, FL 34786
$1,049,99079 Days on yellowkey MLS ID: G5110664
REDUCED by $64,999 (5.8%) on 06/17/2026
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
Taxes:$1,309
Remarks: 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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Cindy Sapp (352-516-2843)
9117 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$1,125,00019 Days on yellowkey MLS ID: O6413948
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4936 Built: 2014Monthly Fee: $94 Tax: $15,179 (2025)Community: Windermere Trls Ph 5ASingle Family
Taxes:$15,179
Remarks: Experience elevated luxury living in this exceptional Windermere Trails estate, where timeless elegance, grand scale, and resort-style amenities combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, dedicated movie theater, sparkling pool, and an oversized 3-car garage, this remarkable residence spans nearly 5,000 square feet of thoughtfully designed living space. From the moment you arrive, the beautiful tile roof and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more magical with Disney fireworks visible nightly from the front of the home. Inside, you will find soaring ceilings and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The first-floor primary suite is a luxurious retreat, complete with tray ceilings and a spa-like en-suite bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and high-end newer bidets that add an extra touch of comfort and luxury. A private office and spacious laundry room complete the main level. Upstairs, an expansive loft provides the perfect space for a game room, lounge, or secondary living area. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a convenient Jack-and-Jill bathroom. The crown jewel awaits behind closed doors: your very own private movie theater, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a large screened lanai overlooks the stunning resort-style pool with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been upgraded with a newer saltwater conversion system, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully updated with new HVAC units and a whole-house water softener system, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in the heart of Windermere, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers convenient access to Disney, Downtown Orlando, and Orlando International Airport. Combining luxury, comfort, and an exceptional location, this is a rare opportunity to own one of Windermere Trails' most impressive residences.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Rosanna Rivera (407-708-9747)
14422 CREST PALM AVE, WINDERMERE, FL 34786
$1,100,0004 Days on yellowkey MLS ID: O6418503
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3140 Built: 2025Monthly Fee: $245 Tax: $2,889 (2025)Community: Palms At WindermereSingle Family
Taxes:$2,889
Remarks: Why wait months for new construction when you can move into this stunning, like-new home today? Located in the desirable Windermere area, this beautifully designed residence offers the perfect blend of luxury, comfort, and convenience. Step through the welcoming foyer and immediately appreciate the thoughtful layout. To the right, you'll find the first spacious bedroom, followed by a full bathroom and a second generously sized bedroom. As you continue through the home, you'll be greeted by an expansive open-concept living area designed for gathering with family and friends. The gourmet kitchen overlooks the living and dining spaces, creating the ideal setting for entertaining and everyday living. The main level features four spacious bedrooms and four full bathrooms, providing comfort and privacy for everyone. The luxurious primary suite serves as a private retreat, complete with a spa-like bathroom designed for relaxation and tranquility. Step outside to the covered lanai and unwind while enjoying peaceful water views. Whether you're sipping your morning coffee or watching the sunset, this serene outdoor space offers the perfect place to relax and recharge. Upstairs, you'll find a versatile bonus room with its own full bathroom, ideal for a guest suite, home office, media room, or playroom. Conveniently zoned for top-rated schools, including Windermere High School, this exceptional home is just minutes from shopping centers, restaurants, entertainment, and world-famous Walt Disney World attractions. Don't miss this incredible opportunity to own a move-in-ready home that offers the benefits of new construction without the wait!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lan Lee (541-287-0919)
8582 POWDER RIDGE TRL, WINDERMERE, FL 34786
$670,000323 Days on yellowkey MLS ID: S5132123
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2297 Built: 2017Monthly Fee: $81 Tax: $8,182 (2024)Community: Windermere Trls Ph 3BSingle Family
Taxes:$8,182
Remarks: AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME! Welcome to this stunning Kipling model offering serene lake views and a host of exceptional upgrades. This home features fully paid-off solar panels, electric vehicle charging outlets, and a whole-house water filtration system for maximum efficiency and comfort. Step inside and enjoy the spacious loft above the garage, new carpeting, and custom window blinds throughout. The gourmet kitchen is equipped with stainless steel KitchenAid appliances, granite countertops, and a stylish backsplash. Laminate floors and LED-lit cabinetry enhance the home’s modern elegance. Outside, enjoy a fully renovated fence, a paved terrace, and stone walkways, creating the perfect outdoor living space. Located just minutes from Disney parks, restaurants, and major shopping centers, this home is a prime opportunity for savvy investors or first-time buyers ready to make this their dream home. Don’t miss out on the chance to combine financial stability with the unmatched appeal of Disney-area living!
Listing Agent: Mariana Rondon (407-607-3558)
6648 HELSTON LN, WINDERMERE, FL 34786
$665,0009 Days on yellowkey MLS ID: O6413354
0 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3072 Built: 2005Monthly Fee: $82 Tax: $9,709 (2025)Community: Lakes/Windermere Ph 02ASingle Family
Taxes:$9,709
Remarks: Beautiful two-story residence offering 4 bedrooms and 3.5 bathrooms, plus an upstairs multi purpose bonus room with full bathroom, that can easily be converted into a 5th bedroom, perfectly positioned on an oversized lot in the highly desirable Lakes of Windermere community. This home combines comfort, space, and an exceptional Florida lifestyle in one of the area’s most sought-after neighborhoods.A welcoming front porch leads into a bright and spacious open-concept layout featuring formal living and dining areas, along with a generous family room designed for both everyday living and entertaining. The kitchen serves as the heart of the home, showcasing a large center island, breakfast bar, breakfast nook, recessed lighting, 42” dark mahogany cabinetry, solid surface countertops, designer tile backsplash, and a convenient butler’s pantry for added storage and functionality. The primary suite offers a peaceful retreat with a tray ceiling, expansive walk-in closet, dual sink vanity, and a relaxing garden tub. Secondary bedrooms are well-sized and thoughtfully positioned, complemented by a versatile upstairs bonus room ideal for a media room, office, or additional living space. Major improvements include a brand-new roof installed in August 2024, along with HVAC updates (upstairs unit replaced in 2016 and downstairs unit in 2017), providing added value and peace of mind.Enjoy outdoor living with covered front and rear porches, offering great space to relax and enjoy the surrounding neighborhood atmosphere (rear porch is not screened/enclosed). Lakes of Windermere is a beautifully maintained master-planned community known for its mature landscaping, scenic surroundings near Lake Sawyer, and exceptional amenities including a clubhouse, resort-style pool, tennis courts, basketball courts, soccer field, beach volleyball, and fishing pier. Ideally located in one of Central Florida’s most desirable areas, with access to top-rated schools, nearby shopping centers, dining options, parks, and major roadways, and just a short drive to world-famous attractions.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
2503 BUTLER BAY DR N, WINDERMERE, FL 34786
$1,799,00021 Days on yellowkey MLS ID: O6413242
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3297 Built: 1990Monthly Fee: $199 Tax: $16,376 (2025)Community: Windermere ClubSpa: YesSingle Family
Taxes:$16,376
Middle School: Bridgewater Middle
Remarks: Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
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