Summerport Single Family Homes For Sale in Windermere - 12 homes

Remarks: Step into this impeccably maintained, move-in ready home in Summerport—one of Windermere’s most sought-after communities. With its high ceilings and elegant crown molding, the home feels both grand and inviting. The kitchen features quartz countertops, a hot water dispenser, a cozy café area, and a walk-in pantry. Recent updates include a new HVAC system and water heater, a 2021 roof, and R-38 attic insulation. Fiber optic cable is available, and the property offers room for a pool along with a one-year home warranty. Low HOA. Enjoy the spacious lanai accessible from both the family room and the primary bedroom. Start your mornings on the charming front porch overlooking the park. Summerport community amenities include a pool, fitness center, tennis, volleyball, and basketball courts, as well as a playground. Additional highlights include a rear-access two-car garage with storage shelves. Conveniently located just minutes from top-rated schools, dining, entertainment, and theme parks. Schedule your showing today and experience this beautiful home set in a garden-like setting.

Listing is courtesy of: GETMOREOFFERS (727-942-2929)

Listing Agent: Keith Gordon (727-610-8041)

Remarks: This 5-bedroom, 2.5-bathroom two-story home offers a spacious and highly functional layout, perfect for large households or those needing extra space. The main level features a formal front living room and a well-appointed kitchen with all appliances included and in good working order. For added convenience and privacy, the primary suite is located on the first floor, while the four secondary bedrooms and a full bathroom are situated on the second level. Complete with an attached 2-car garage, this home provides a smart separation of space and a move-in-ready interior.

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: One or more photo(s) has been virtually staged. 13118 Sunkiss Loop | Summerport, Windermere Located in the heart of Summerport, one of Windermere's most sought-after communities, this spacious two-story home offers over 2,500 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 bathrooms. Recent updates make this home truly move-in ready. A new roof was installed in February 2025, along with fresh interior and exterior paint, new ceiling fans, new toilets, and brand new appliances throughout (washer and dryer excluded). All appliances convey with the sale. The layout is both functional and welcoming, featuring a formal living room and separate dining area well suited for entertaining. The first floor is finished with tile and laminate flooring, and the second floor carries laminate throughout for a clean, consistent feel from top to bottom. Out back, a screened porch with a paved patio and approximately 100 square feet of covered space provides the perfect setting for outdoor dining and relaxing Florida evenings. A two-car garage adds everyday convenience. Positioned close to major shopping, grocery stores, and retail, and zoned for highly rated schools, this home delivers the space, updates, and location that Windermere buyers are looking for.

Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)

Listing Agent: Desmond Garcia Llc (407-202-5104)

Remarks: Wonderful opportunity rental investment . Prepare to be amazed by this beautiful nature friendly corner lot in Summerport. This spacious & immaculate 4-bedroom 2.5 bath features an array of upgrades. Enjoy the tranquil Waterfront pond and Disney fireworks from the comfort of your front porch. This premium lot is sitting on a quiet CUL-DE-SAC, nestled in a corner with no right neighbors and stunning conservation area. The home chef will appreciate the beautiful kitchen that features granite, custom 42" cabinets, stainless appliances and walk-in pantry. The living room boasts of high ceilings all the way to the second story with lots of windows to provide a light and bright area. The second story has four bedrooms including the Master Suite and laundry room for convenience. Community and Recreational Amenities include the following: community recreation/fitness center, tennis courts, junior Olympic pool, playground, basketball court, sand volleyball court, bike/nature trail, 2 lakeside parks with lake access. LOCATION, LOCATION, LOCATION, you’re walking distance from Windermere High School, Publix, shops & restaurants. 5-minute drive from Winter Garden Village center where you can enjoy a list of shops and restaurants. Easy access to major road ways such as the 429, I-4, 408 and Florida Turnpike. Excellent Tenant in place otherwise 60 day-period to move out This gem won't last, schedule your tour today!

Listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC (407-952-5066)

Listing Agent: Daniel Sanchez (407-952-5066)

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)

Remarks: Under contract-accepting backup offers. Welcome to Summerport, one of Windermere's most sought-after communities! This charming 3 bedroom, 2 bath single-story home offers nearly 1,700 heated square feet of well-designed living space with a split bedroom floor plan, 2-car garage, and some of the most beautiful curb appeal on the street — complete with a brick paver walkway and low maintenance landscaping. Inside, gorgeous wood flooring flows through the main living areas and an abundance of natural light complements the open floor plan, making it ideal for both everyday living and entertaining. A multi-functional flex space off the foyer offers endless possibilities — formal dining, home office, gym, or playroom. The kitchen was fully remodeled in 2021 and features 42" white shaker cabinetry, subway tile backsplash, stainless steel appliances including a gas stove, a center island with bar seating, closet pantry, and an eating space — all open to the main living area. The primary suite is a true retreat, boasting tray ceilings, a generous walk-in closet, and a beautifully remodeled bathroom (2024) with dual sinks, soaking tub, walk-in shower, private water closet, and striking tile work. Step outside to your screen-enclosed lanai with brick pavers and an extended deck, all set within a fully fenced backyard with vinyl fencing — perfect for pets, play, or simply unwinding. Additional highlights include interior paint (2021) and AC (2019). Zoned for A-rated schools including Windermere High School, with the elementary school just a short distance away. Summerport's resort-style amenities are second to none — clubhouse, fitness center, pool, playground, beach volleyball, basketball and tennis courts, a fishing dock, sandy beach area, and miles of sidewalks winding past scenic ponds and beneath mature oak tree canopies perfect for walking and running. Whether you're a growing family, looking to downsize, or searching for a second home, this one checks all the boxes. Grocery, shopping, dining, and major highway access all just minutes away — this is Florida living at its finest!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Jonathan Ruiz (407-608-0086)

Remarks: Under contract-accepting backup offers. Wake up to serene pond views in this beautifully upgraded 5-bedroom, 3.5-bathroom home located in the highly sought-after Summerport community of Windermere. A charming front porch overlooks the fountain, creating a peaceful and inviting first impression. Designed for both comfort and functionality, this home features a spacious layout with a first-floor bedroom and full bathroom—ideal for guests or multigenerational living. Two living areas and two dining spaces provide flexibility for everyday living and effortless entertaining. Upstairs, the expansive primary suite serves as a private retreat with a large sitting area, a versatile sunroom perfect for a nursery or office, and dual oversized walk-in closets. The primary bathroom is thoughtfully positioned down the hall, creating a true retreat feel with added privacy. Three additional bedrooms and a full hallway bathroom complete the second level. Upgrades throughout the home include dark bamboo flooring, updated bathrooms, and granite countertops. Major system improvements include a newer roof (2021), new AC and heating system (2023), a large-capacity Rinnai gas tankless water heater, and a water softener system. Updated exterior paint and a vinyl fence enhance both curb appeal and privacy. Enjoy seamless indoor-outdoor living with an extended lanai, perfect for relaxing or entertaining. The home also features a rare 3-car rear-entry garage with an expansive driveway, accessed through a private alleyway. Summerport features resort-style amenities including a clubhouse, pool, fitness center, tennis and multi-use courts, basketball, beach volleyball, scenic walking trails, fishing docks, parks, and multiple ponds surrounded by nature. Residents can also enjoy views of Disney fireworks from within the community. Ideally located with convenient access to SR-429, near Hamlin and Winter Garden Village, and just a short drive to Disney and Universal. Zoned for highly rated schools including Windermere High School, Bridgewater Middle, and Keene’s Crossing Elementary. This home blends space, privacy, thoughtful upgrades, and lifestyle in one of Windermere’s most desirable communities.

Listing is courtesy of: JUPITER PROPERTIES, INC (386-547-6161)

Listing Agent: Marya Baqri (407-529-7200)

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)

Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning and spacious single-family home located in the heart of Windermere, offering breathtaking lake views from both the front and rear of the property. With 3,360 sqft heated living space, this beautifully maintained residence features a thoughtfully designed floor plan ideal for comfort and functionality. The first floor includes a private primary suite with its own balcony, providing a serene retreat, as well as a dedicated home office perfect for remote work or study. Generous living areas are filled with natural light and create a seamless connection between indoor and outdoor living. Step outside to enjoy the covered patio and expansive backyard, offering ample space for entertaining, relaxing, or future customization. The property sits on a well-sized lot and is part of a community that features amenities such as a pool, park, playground, and sidewalks. Conveniently located near top-rated schools, shopping, dining, and major roadways, this home delivers an exceptional combination of location, space, and lifestyle. A rare opportunity to own a lake-view property in one of Windermere’s most desirable areas. Schedule your private showing today. SOME IMAGES HAVE BEEN VIRTUALLY STAGED AND/OR DIGITALLY ENHANCED TO ILLUSTRATE THE PROPERTY'S POTENTIAL AFTER UPDATES OR RENOVATIONS.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Fernanda Soares Santos De Oliveira (407-840-0734)

Remarks: Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom vent hood with a tile backsplash. In addition a huge quartz centerpiece island with upgraded stainless steel appliances including a gas range plus a farmhouse sink. All overlooking the huge family room, 3 gold pendant lights and gold chandelier. New vinyl plank flooring throughout the entire first floor plus the stairs and loft on the 2nd floor. Spacious master suite with double sink vanity with garden tub and separate shower. 2 walk in closets as well. Formal living room, independent den/office with storage closet, half bath with custom vessel sink and indoor laundry room round out the first floor. Upstairs you will find the aforementioned loft along with 3 additional bedrooms and full bath with updated floor to ceiling tile and glass door shower. As you walk out onto the covered patio, along with the tremendous screen enclosed pool and spa you will find plenty of green grass to run and play in the fully fenced yard and if you need even more, utilize the greenspace to the side of the home as well. Enjoy the tranquil views of the serene lake from the back or relax on the extended covered front porch on a rocker from Cracker Barrel and if your in the mood for some ice cream or coffee, just a 5 minute walk from the front door is Kelly's Ice Cream and Foxtail coffee and even a pizza shop, and on your way you will pace by the "A" rated Keene Crossing Elementary school. .Additional community amenities include clubhouse with pool, tennis and basketball courts, sand volleyball and a private pier. Location benefits include easy access to Horizon West Town Center and all the monthly activities, Windermere Prep, Foundation Academy private schools, numerous restaurants and shopping, SR 429, Florida Turnpike and so much more!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Carmen Aridas (407-299-6942)

Remarks: Welcome to one of the lowest-priced single-family home in the highly desirable Summerport community in Windermere. This well-maintained home features 4 bedrooms, 3.5 baths, a formal dining room, a private office, and a versatile loft/bonus space. Recent updates include a new roof (2021), fresh interior paint, and two new HVAC units (2023). The open-concept layout offers a spacious kitchen with 42” maple cabinets, granite countertops, tile backsplash, and stainless-steel appliances with a natural gas range, flowing into the family room with high ceilings. A formal dining room and private office with French doors add flexibility. The first-floor primary suite includes wood flooring, a large walk-in closet, dual sink granite vanities, garden tub, and separate shower. Upstairs features an en-suite bedroom, two additional bedrooms, a full bath, and a loft. Spacious Indoor laundry room with a sink and additional storage for those trips to Costco. Enjoy the screened and covered lanai, perfect for outdoor living. Amenities include a resort-style pool, playgrounds, parks, beach volleyball, tennis and basketball courts, and a scenic pier overlooking the community lake. Conveniently located within 5 minutes of top-rated public schools, this home also offers easy access to everyday essentials and local favorites—just a short bike ride to Foxtail Coffee and Kelly’s Ice Cream, with multiple Publix locations nearby and quick access to the Winter Garden Village, major highways (SR 429, Turnpike, SR 408), and downtown Winter Garden. Lovingly maintained and offered as the sellers relocate to be closer to family.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Carmen Aridas (407-299-6942)

Remarks: Don't miss out on this 4 bedroom 3 bathrooms in the tranquil Summerport community in Windermere. The first floor consists of the Kitchen, dining, family room, living room, the Master bedroom and the 3 other bedrooms and the guest bathroom. The second floor consists of the large loft, closets and a full bathroom. Don’t miss your chance to experience exceptional living very close to Keenes Crossing Elementary, Bridgewater Middle and Windermere high

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)

Listing Agent: Azim Manji (407-342-3548)