Displaying: For Rent
Location: Windermere
Property Type(s): Single Family
Living Area Square Feet: 1500 to 1999
Do Not Show Listings
Windermere - 9 properties found
7622 COLBURY AVE, WINDERMERE, FL 34786
$2,8002 Days on yellowkey MLS ID: O6412690
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1706 Built: 2009Community: Lake Sawyer South Ph 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Sunset Park Elem
High School: West Orange High
Tax Year:
Middle School: Bridgewater Middle
Remarks: Beautiful 3 bedroom, 2 bathroom single family home located in Windermere. Great kitchen with stainless steal appliances, Master bedroom has large walk in closet. Master bathroom offers dual vanities, soak tub, and separate walk in shower. All rooms are spacious and have laminate floor. A+ rated schools located just minutes from shopping, dining, golfing, and much more. MUST SEE!!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
820 EAST BLVD, WINDERMERE, FL 34786
$6,0006 Days on yellowkey MLS ID: O6407655
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1713 Built: 1952Community: Windermere TownSingle Family
Elementary School: Windermere Elem
High School: Olympia High
Middle School: Chain of Lakes Middle
Remarks: Fully Furnished Executive Rental in downtown Windermere! Welcome to Sunrise on the Lake, a beautifully renovated, fully furnished executive home on Lake Bessie in Windermere. Tucked along winding lakeside roads, this peaceful retreat is perfectly positioned for stunning sunrises, refreshing lake breezes, and panoramic water views. From the moment you arrive, you will appreciate the exceptional curb appeal and expansive front deck overlooking the lake. Chicago brick pavers lead to a mostly single-level, open-concept layout designed for comfort and entertaining. The European inspired living space features a bright dining area with large picture windows and a welcoming family room with premium amenities, including a Sony flat-screen TV, Bose soundbar, electric fireplace, stand-up arcade with 100+ games, foosball table, plus board games and books. The fully equipped kitchen offers stainless steel appliances, remarkable lake views, and opens to the dining area with comfortable seating for eight. Bedrooms provide relaxing, private spaces with views of the home’s half-acre setting. Outside, enjoy a private moon garden with orchids, a shaded dining area beneath a grand oak tree, and a spacious deck perfect for soaking up the Florida sun and enjoying the calm water. The home has recently undergone a complete remodel, with new or newer furnishings throughout, including updated appliances.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
8838 ABBOTSBURY DR, WINDERMERE, FL 34786
$2,8007 Days on yellowkey MLS ID: O6410111
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1820 Built: 2004Community: Lakes/Windermere-PeachtreeSingle Family
Elementary School: Bay Lake Elementary
High School: Windermere High School
Middle School: Horizon West Middle School
Remarks: Sited in the Preserve at Lakes of Windermere, a gated community, this three-bedroom, two-bathroom home sits in a highly desirable location. This single-story home offers a bright, open-concept floor plan with a formal living room, dinning room, family room, kitchen and breakfast nook. The private master bathroom offers a garden tub, separate glassed shower, dual sinks and large walk-in closet. Great backyard area with covered lanai facing conservation. You will not need a car to get to the community's amenities from this home. Enjoy nightly fireworks from your front porch. Lakes of Windermere is conveniently located in the heart of Windermere and offers great amenities, including swimming pool, picnic area, playgrounds and a beautiful lake gazebo. It is just minutes away from Disney attractions, I-4, Winter Garden Grove Shopping and Restaurant Center, SR 408, Florida Turnpike and much more.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Maria Quintero (407-509-0849)
10612 REAMS RD, WINDERMERE, FL 34786
$2,87522 Days on yellowkey MLS ID: O6408707
0 Days Off yellowkey (back on 6/2/2026)
REDUCED by $75 (2.5%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1829 Built: 2014Community: Windermere Trls Ph 1CSingle Family
Remarks: Welcome to this beautiful 3 bedroom, 2.5 bathroom home for rent in the highly desirable Windermere Trails community! This spacious two-story home features all bedrooms conveniently located upstairs along with a loft area, perfect for a second living space, office, or playroom. The upstairs laundry room includes a washer and dryer for added convenience. Enjoy a functional layout, a 2-car garage, and a prime location close to shopping, dining, and everyday conveniences. Located in a top-rated school district, this home offers access to amazing community amenities including a resort-style pool, playground, and park areas. Nature lovers will appreciate being just a short 5-minute drive from Tibet-Butler Preserve, offering scenic trails, wildlife, and outdoor activities. Don’t miss the opportunity to live in one of Windermere’s most sought-after communities—schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Anastasiia Zbihla (813-992-3395)
5130 SUN PALM DR, WINDERMERE, FL 34786
$3,09918 Days on yellowkey MLS ID: O6409082
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1723 Built: 1987Community: Silver Woods Ph 04Single Family
Remarks: Welcome home to this charming 3-bedroom, 2-bath home located in the desirable Silver Woods area of Windermere! Available for immediate move-in, this property offers a comfortable and functional layout with spacious bedrooms and bathrooms, a bright kitchen with ample counter and cabinet space, and a large lot perfect for enjoying outdoor living. Lawn care is included with rent! Conveniently located near shopping, dining, major roadways, and top-rated schools, this home combines comfort and convenience in one of Central Florida’s most sought-after areas. Act now, this one won’t last long! All applicants are required to complete a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Steven Simpson (407-545-2594)
12784 GARRIDAN AVE, WINDERMERE, FL 34786
$3,10014 Days on yellowkey MLS ID: O6411120
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1970 Built: 2012Community: Wickham ParkSingle Family
Remarks: Stunning Beautiful Upgraded home in the desirable Wickham Park community in heart of Windermere. NO carpet. Perfect location. Top rated schools. Rent includes hoa fee and lawncare. Well-maintained 4 bedroom & 2.5 bath & 1 loft/retreat upstairs & 2 car garage on front. Sizable back yard with extended pave. Open floor plan with lots of upgrades. Great natural light in the whole house. Master bedroom downstairs with upgraded bath tub, shower, vanity, lighting fixtures and walk-in closet. Upstairs there are 3 bedrooms and 1 loft area for multiple game/retreat/study/open office. Community amenities includess clubhouse pool, walking/biking trails, dog park, playground. Perfectly convenient for the grocery shoppings, restaurants, schools, entertainment, daily living essentials. Closed to Disney World. Short drive to downtown of Orlando, Winter Garden. Schedule a showing today!
Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)
Listing Agent: Jacky Liu (407-921-5670)
1243 DINGENS AVE, WINDERMERE, FL 34786
$3,000420 Days on yellowkey MLS ID: O6300024
REDUCED by $1,000 (25.0%) on 05/02/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1928 Built: 1969Community: Gotha TownSingle Family
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Remarks: WONDERFUL WELCOME HOME IN WINDERMERE. READY TO MOVE IN. TOP RATED SCHOOLS IN A FAMILY COMMUNITY, NEAR DISNEY, DINING AND ENTERTAINMENT, MAY BE RENTED FULL FURNISHED, FEELS LIKE COUNTRY LIVING, BUT CLOSE TO EVERYTHING, so bring your boat, camper, or build the Gotha Park is just a short walk away, offering tennis courts, a pavilion, and a tot lot for the little ones. LOCATION, LOCATION, LOCATION! Zoned for Thornebrooke Elementary, a top-rated school. Hungry but don’t feel like cooking? Take a leisurely stroll to Yellow Dog Eats—your four-legged friend will love the walk, too! At the end of the day, this isn’t just a house—it’s your own personal retreat. Whether you’re relaxing, entertaining, or making memories, this is where everyone will want to gather. Listing rent monthly front house 3 bedroom and 2 bathroom living area, dinning area, Family room. Also the in law in the backyard one bedroom or loft with kitchenette and living area just for $1K add to the lease. Schedule your private tour today!
Listing is courtesy of: REALMULTIPROPERTY LLC (407-412-8598)
Listing Agent: Peter Useche (407-412-8598)
8520 GREENBANK BLVD, WINDERMERE, FL 34786
$3,15062 Days on yellowkey MLS ID: O6396741
0 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1726 Built: 2004Community: Lakes/Windermere-PeachtreeSingle Family
Remarks: Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
3636 LAKE BUYNAK RD, WINDERMERE, FL 34786
$3,50040 Days on yellowkey MLS ID: O6403466
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1977Community: Lake Buynak EstatesSingle Family
Remarks: Looking for seclusion? One plus acre waterfront. No HOA. Adorable, clean available June 1st. Bring your boat, RV, pets. Quiet treed drive located near the Town of Windermere. Complete with stainless appliances, washer, dryer. Large screened porch. Tile floors throughout. Decorative fireplace in family room. Room to Breathe!! Check it out today. For Application: https://apply.link/rhwVwSc
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
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