Displaying: For Sale
Location: Windermere
Property Type(s): Single Family
Price: $600,000 to $699,000
Do Not Show Listings
Windermere - 30 properties found
4819 INDIAN DEER RD, WINDERMERE, FL 34786
$669,90031 Days on yellowkey MLS ID: O6403960
1 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3049 Built: 2005Monthly Fee: $131 Tax: $9,523 (2025)Community: Summerport Ph 05Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,523
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Expansive four-bedroom, four-bathroom home in Windermere featuring a grand and thoughtfully designed floor plan. Upon entry, you are welcomed by a dramatic foyer with a sweeping staircase and an overlooking balcony. The main level offers a versatile front flex space—ideal for a formal sitting area—that flows into a chef-inspired kitchen. With abundant cabinet and counter space, the kitchen is perfectly suited for hosting and opens seamlessly into a massive living room. Additionally, the ground floor includes a dedicated private office and a full bathroom. All bedrooms are located on the second floor for maximum privacy. The primary suite is a true retreat, featuring a "Romeo and Juliet" balcony overlooking the foyer, a large walk-in closet, and a luxurious ensuite bathroom with dual vanities, a garden tub, and a separate standing shower. Ideally located just minutes from Winter Garden Village, Highway 429, and Downtown Winter Garden. This home is zoned for highly-regarded schools, including Keenes Crossing Elementary, Bridgewater Middle, and Windermere High School. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
$625,00051 Days on yellowkey MLS ID: O6395080
REDUCED by $2,500 (0.4%) on 05/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2019 Built: 2002Monthly Fee: $170 Tax: $4,648 (2025)Community: Glenmuir 48 39Single Family
Taxes:$4,648
Elementary School: Windermere Elem
Remarks: *****Welcome to 11438 Arborside Bend Way in the desirable gated GLENMUIR community or Windermere, a move-in ready home that blends stylish updates, beautiful curb appeal, and inviting outdoor living. From the moment you arrive, you’ll notice the long-lasting tile roof, freshly refreshed landscaping with tree and shrub trimming, new sod, and new topsoil, plus fresh interior paint in 2026 that gives the home a bright, clean feel. The private fenced backyard is a true highlight, designed for both relaxing and entertaining with brick pavers, a fire pit, and a stunning vinyl plank fence that adds both beauty and privacy. This exceptional outdoor space is perfect for entertaining guests, enjoying quiet evenings, and making the most of Florida living year-round. Inside, the updated kitchen is sure to impress with stainless steel appliances, updated granite countertops, a stylish backsplash, white cabinets, ample storage space, and a convenient breakfast bar that opens to the living areas for easy everyday living and entertaining. The spacious primary suite offers a relaxing retreat, while the primary bathroom features a Roman soaking tub, separate standing shower, and updated dual sinks and countertops, creating a spa-like feel. Located in the sought-after GLENMUIR community, residents enjoy a gated entrance and amenities including a community park and playground adding even more lifestyle appeal to this beautifully updated home. With its move-in ready condition, updated kitchen, primary suite, fenced backyard, outdoor entertaining space, and exceptional community amenities, this home checks all the boxes buyers are searching for. Close to major highways such as FL 429 making commute to downtown Winter Garden, major theme parks, Orlando International Airport, beaches and more a breeze. Come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
4948 WISE BIRD DR, WINDERMERE, FL 34786
$679,00030 Days on yellowkey MLS ID: O6405511
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2003Monthly Fee: $130 Tax: $8,593 (2025)Community: SummerportSpa: YesSingle Family
Taxes:$8,593
Remarks: One or more photo(s) has been virtually staged. Don’t miss the opportunity to live in the HIGHLY SOUGHT-AFTER A-RATED SCHOOL DISTRICT community of Summerport. This BEAUTIFUL ONE-STORY POOL HOME features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a NEW ROOF INSTALLED IN 2022. Step into a welcoming foyer that showcases the home’s OPEN LAYOUT. Two of the three bedrooms are located on the left side of the home, separated from the primary suite for added privacy. Continuing down the hallway, you’ll find a SPACIOUS FLEX ROOM currently being used as an additional bedroom, perfect as a guest room, office, gym, or playroom. The updated kitchen opens to a bright family and dining area filled with natural light. The primary suite is privately situated at the back of the home and features a WALK-IN CLOSET, dressing area, and an ensuite bathroom with DUAL SINKS, a separate shower, and a GARDEN TUB. Large sliding doors lead to your PRIVATE SCREENED-IN OASIS with a beautifully tiled lanai. The POOL AND SPA provide the perfect setting to enjoy the FLORIDA LIFESTYLE. Summerport offers excellent community amenities including a RESORT-STYLE POOL, fitness center, parks, playgrounds, and a fishing pier. Conveniently located near TOP-RATED SCHOOLS, shopping, major highways, and just MINUTES FROM DISNEY where you can enjoy the NIGHTLY FIREWORKS from the neighborhood. Don’t miss this INCREDIBLE OPPORTUNITY. Schedule your private showing today!
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Leo Martins Silva (786-241-7619)
13339 ROSKIN LN, WINDERMERE, FL 34786
$680,000154 Days on yellowkey MLS ID: S5141148
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2947 Built: 2012Monthly Fee: $82 Tax: $8,674 (2024)Community: Lake Sawyer South Ph 01Single Family
Taxes:$8,674
Elementary School: Sunset Park Elem
Tax Year: 2024
Middle School: Horizon West Middle School
Remarks: Welcome to a standout opportunity in WINDERMERE , offering closing cost assistance and positioned for a timely sale. This 4 bedroom, 2.5 bath, two-story home with 2,947 sq ft delivers the space, layout, and location today’s buyers are searching for. The thoughtfully designed floor plan includes a first-floor den/office, expansive upstairs loft, and generously sized bedrooms throughout. The oversized primary suite provides a comfortable retreat with ample space to relax. Every room offers flexibility for a variety of living needs. Step outside to a fully fenced backyard featuring an OUTDOOR KITCHEN AND BRICK OVEN, ideal for entertaining and enjoying Florida living year-round. A key highlight of this home is the solar energy system, providing reduced monthly electric costs This translates to significant annual savings and protection against rising utility rates, making it a valuable long-term benefit. Located just 4 minutes from WINDERMERE HIGH School and approximately 15 MINUTES rom Walt DISNEY World and major attractions, the home offers convenient access to dining, shopping, and entertainment. The community features LOWHOA fees and NO CDD. With relocation season underway, homes offering space, efficiency, and location are in high demand. This property is centrally located, well-positioned, and ready for its next owner. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Karla Price (407-761-7764)
8552 POWDER RIDGE TRL, WINDERMERE, FL 34786
$680,000108 Days on yellowkey MLS ID: S5144276
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2612 Built: 2016Monthly Fee: $82 Tax: $8,150 (2024)Community: Windermere Trls Ph 3BSingle Family
Taxes:$8,150
Elementary School: None
High School: None
Middle School: None
Remarks: Located in the highly desirable area of Windermere, this spacious 4-bedroom, 2.5-bath home offers comfort, functionality, and added income potential. The property features an open and inviting floor plan, perfect for both everyday living and entertaining. Upstairs above the garage, you’ll find a private apartment 1 Bedroom and 1 bathroom —ideal for guests, extended family, a home office, or rental income opportunity. Enjoy living in one of Central Florida’s most sought-after communities, known for its charm, excellent schools, and convenient access to shopping, dining, and major highways.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Andrea Munoz (407-989-2021)
6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786
$650,00052 Days on yellowkey MLS ID: O6401639
0 Days Off yellowkey (back on 4/22/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3015 Built: 2019Monthly Fee: $161 Tax: $10,719 (2025)Community: WindstoneSingle Family
Taxes:$10,719
Remarks: This is a gorgeous two-story home with five bedrooms, four baths, and a two-car garage. This home offers an open floor plan with an expansive great room featuring an elegant display of windows to create a naturally luminous home, casual dining area, and kitchen. The casual dining area allows outdoor access to a lanai and the kitchen provides plenty of counter space as well as an oversized island and a walk-in pantry. The first floor also includes a den with coffered ceilings, second bedroom, and a laundry room. The second floor includes a master suite with coffered ceilings, a master bath with large shower and walk-in closet, and three bedrooms and two baths. Windstone is a new community conveniently located in highly desirable Windermere, near the popular Butler Chain of Lakes. The community is perfectly situated to provide convenient access to the high-end retail and dining amenities of the Windermere area and is just minutes away from all of Central Florida's major theme parks, sports, and cultural opportunities.
Listing is courtesy of: EAST PEARL REALTY (407-802-6859)
Listing Agent: Dan Li (407-808-1859)
6799 HELMSLEY CIR, WINDERMERE, FL 34786
$658,000208 Days on yellowkey MLS ID: O6361417
3 Days Off yellowkey (back on 4/20/2026)
REDUCED by $12,000 (1.8%) on 04/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2615 Built: 2011Monthly Fee: $129 Tax: $9,339 (2024)Community: Preston SquareSingle Family
Taxes:$9,339
Remarks: Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Maqueli Gewehr (863-258-5656)
13622 DARCHANCE RD, WINDERMERE, FL 34786
$629,90084 Days on yellowkey MLS ID: S5146266
REDUCED by $19,100 (2.9%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 2007Monthly Fee: $81 Tax: $5,403 (2025)Community: Enclave/Berkshire Park B G H ISingle Family
Taxes:$5,403
Remarks: Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding everyday practicality for families. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this home delivers strong value through location, accessibility, and long-term growth potential. Schedule your private tour today.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Javin Lopez (407-873-6606)
6712 THORNHILL CIR, WINDERMERE, FL 34786
$680,000243 Days on yellowkey MLS ID: O6351284
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2976 Built: 2002Monthly Fee: $80 Tax: $4,096 (2024)Community: Lakes Windermere Ph 01 49 108Single Family
Taxes:$4,096
Remarks: With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual pantries that actually hold it all. The primary suite sits privately on the main floor with with a large walk in closet, and ensuite, while three additional bedrooms offer room to spread out — perfect for guests, a home office, or both. The main-level guest bath keeps accessibility in mind with a sleek zero-entry shower, while a nearby half bath makes life easier for everyday traffic. Upstairs, a full suite with its own bath creates the ideal spot for visitors, multi-generational living, or a tucked-away retreat when you need a breather. Covered porches in both the front and back extend your living outdoors, while a rear-entry two-car garage keeps the curb appeal clean. Inside the garage, a wheelchair ramp provides easy access from the garage — and can be removed by the seller if not needed. Major updates are already handled: newer roof (2021), water heater (2018), and one of two HVACs replaced in 2021. Low HOA dues get you high-return perks — a resort-style pool, lake pier for fishing and star-gazing, tennis, volleyball, basketball, playgrounds, and open green space for everything else. All of it just minutes from Windermere’s shops, dining, and top-rated schools. High ceilings, natural light, updates for modern comfort — this is the Windermere vibe, done right.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
8582 POWDER RIDGE TRL, WINDERMERE, FL 34786
$670,000312 Days on yellowkey MLS ID: S5132123
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2297 Built: 2017Community: Windermere Trls Ph 3BSingle Family
Taxes:
Tax Year:
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 is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Mariana Rondon (407-607-3558)
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