Windermere Homes under $750,000

Windermere Homes under $750,000

Welcome to Windermere, Florida—a charming town nestled in Orange County that perfectly blends small-town charm with modern amenities. Known for its picturesque lakes and lush landscapes, Windermere is a haven for nature lovers and outdoor enthusiasts alike. With its serene atmosphere and friendly community, it’s no wonder that families and professionals are drawn to this idyllic location.

One of the highlights of Windermere is its stunning waterfront properties, many of which offer breathtaking views of the surrounding lakes. The town is dotted with beautiful parks and walking trails, making it an ideal place for those who enjoy an active lifestyle. The local schools are highly rated, adding to the appeal for families looking to settle down in a nurturing environment.

For homebuyers seeking affordable options, Windermere offers a range of charming homes priced under $750,000. These properties provide an excellent opportunity to own a slice of this enchanting community without breaking the bank. Whether you're looking for a cozy single-family home or a spacious townhome, you’ll find a variety of styles and layouts to suit your needs.

As you explore Windermere, you’ll be captivated by its vibrant local culture, delightful dining options, and proximity to the bustling city of Orlando. With easy access to major highways, you can enjoy the best of both worlds—tranquil living with the excitement of city life just a short drive away. Discover the magic of Windermere, where your dream home awaits!

Newest Windermere Homes under $750,000

9253 Sabal Palm Cir, Windermere

9253 Sabal Palm Cir, Windermere

3 Beds ⋅ 2 Baths ⋅ Silver Woods SubDv. ⋅ 34786 Zip Code

Welcome home to this 3 bedroom, 2 bathroom home at 9253 Sabal Palm Circle in Windermere’s Silver Woods community! This meticulously maintained home has had the big updates done, so you can move right in. The split floor plan puts the primary suite on its own side, away from the other two bedrooms. The kitchen has a breakfast bar and its own eating area, which works well for quick meals and for having people over. Both bathrooms were recently remodeled, and the primary bath has a walk-in shower. New windows and new flooring run throughout the home. Out back, the screened rear porch is a comfortable spot for morning coffee or an evening outside without the bugs. It overlooks a fully fenced backyard, good for pets, play or relaxing outdoors. The major systems have been updated too: plumbing replaced 5 years ago, a new septic field, a newer roof, A/C installed in 2019 with new ductwork, and a water heater that is 3 years old. The home is also on city water. The location is hard to beat, with The Grove at Isleworth just minutes away and Dr. Phillips’ famous Restaurant Row a short drive. Upgrades like these don’t come along often, so schedule your showing today! *Click on VIRTUAL TOUR LINK 1 for a 3-D walkthrough of this home*

9253 Sabal Palm Cir, Windermere

7906 Brofield Avenue, Windermere

7906 Brofield Avenue, Windermere

3 Beds ⋅ 2 Baths ⋅ Lake Sawyer South SubDv. ⋅ 34786 Zip Code

*Video Tour Available* Welcome to Brofield Avenue that’s tucked away in Lake Sawyer South. This quiet loop has no through traffic and this home sits on a conservation lot across from community greenspace. There aren’t any neighbors in the front or back of this property! The front porch with it’s ceiling fan invites you in. You’ll find the formal living and dining space at the front of the home and the open family and kitchen towards the back. The eat-in kitchen has granite countertops, solid wood cabinetry, stainless-steel appliances and a spacious pantry. The large family room has triple slider doors that allow the living space to open to the outdoors. Enjoy the screened patio that overlooks the fenced-in backyard and conservation land. Back inside, you’ll find the primary bedroom with a large walk-in closet, en-suite bathroom with double sinks, garden tub, shower and linen closet. The secondary bedrooms share a hall bathroom with a bathtub and shower. This home is turnkey, used as a vacation home and has been well cared for by the original owners and can be sold furnished. Addition upgrades include a new roof (2025), newer motor in the AC handler (2024), newer light fixtures, and ceiling fans. The HOA includes access to the community pool and playground. Lake Sawyer South is minutes from Disney, restaurants, shopping and great schools.

7906 Brofield Avenue, Windermere

13755 Bravante Alley, Windermere

13755 Bravante Alley, Windermere

3 Beds ⋅ 3 Baths ⋅ Vineyards/Horizons West Ph 2b SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome to Windermere! This beautiful 3-bedroom, 2.5-bath end-unit townhome offers a spacious, thoughtfully designed floor plan with comfortable living spaces both indoors and out. The open-concept great room flows seamlessly into the kitchen, featuring a large island with breakfast bar seating, solid surface countertops, stainless steel appliances, and plenty of room for gathering and entertaining. Upstairs, the primary suite is joined by two additional bedrooms and a spacious loft, offering flexible space for a media room, home office, game room, or second living area. Ceiling fans in the bedrooms add everyday comfort, and the washer and dryer are included. Step outside to the screened-in lanai, complete with a ceiling fan, and enjoy the adjoining paver patio, perfect for relaxing or outdoor entertaining. A *rare fenced and gated side yard provides additional outdoor space, an exceptional feature for townhome living. The 2-car rear-facing garage adds convenience while maintaining the home's attractive streetscape. Shopping, dining, and entertainment are just minutes away at Summerport, Windermere Village, Winter Garden Village, and Horizon West. Plus, enjoy convenient access to Central Florida's world-famous theme parks and attractions. With its end-unit location, versatile floor plan, inviting outdoor spaces, and convenient Windermere setting, this townhome offers a wonderful combination of comfort and convenience!

13755 Bravante Alley, Windermere

6808 Duncaster Street, Windermere

6808 Duncaster Street, Windermere

3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code

"Close by December 31 to take full advantage of Amendment 3 Homestead Exemptions." Welcome to the quiet, tree-lined community of Lakes of Windermere! This amazing home has 2094 heated SF with 3 Bd/2 BA & 2 car garage. As you enter the home the Living room / Dining room is on the right with beautiful Wood Floors. A very open kitchen with center island, 42 inch Cabinetry, Storage Galore including a Large Pantry and a large wraparound bar to the Family Room. The Family room has a gas fireplace and direct access to the covered Porch. The Primary bedroom has a trey ceiling and a large walk in closet. The Primary bathroom has dual vanities, walk in shower & separate garden tub. Interior laundry room with washer & dryer will remain. New roof, New Interior Paint & New Carpet Nov 2026 Located in a wonderful community of Lakes of Windermere, boasting a basketball court, tennis court, volleyball court, two playgrounds, a soccer field, Community pool, fishing and community dock, plus sidewalks perfect for scooters and skateboards. All this comes with a low HOA of just $245/quarter. You’re just minutes from major highways, family services, numerous shopping options and world-class attractions: 15 minutes to Magic Kingdom, 25 minutes to Universal, and 20 minutes to SeaWorld—making this home ideal for both everyday living and enjoying all that Central Florida has to offer.

6808 Duncaster Street, Windermere

8133 Enchantment Drive Unit 1307, Windermere

8133 Enchantment Drive Unit 1307, Windermere

4 Beds ⋅ 3 Baths ⋅ Oasis Cove I/Lakeside Village Ph 01 SubDv. ⋅ 34786 Zip Code

Welcome to this BEAUTIFULLY UPDATED 4-Bedroom, 2.5-Bath Condo in the GATED Oasis Cove at Lakeside Village community in Windermere! Offering the spacious layout and FEEL OF A TOWNHOME, this two-story residence combines modern updates including NEWER AC (2023), flexible living spaces and the convenience of LOW-MAINTENANCE condo living. A paver driveway leads to the TWO-CAR GARAGE, featuring an attractive CARRIAGE-STYLE GARAGE DOOR, while the welcoming exterior sets the stage for all that's waiting inside. Step through the front door and you'll immediately appreciate the FRESH, CONTEMPORARY LOOK, highlighted by NEWER WOOD-LOOK LAMINATE FLOORING throughout the main living areas. The SPACIOUS OPEN LAYOUT allows the Kitchen, Dining Area and Living Room to flow together beautifully, creating an inviting space for everyday living or entertaining. The Living Room is filled with NATURAL LIGHT and features sliding glass doors that open to a COVERED REAR PATIO and fenced backyard—a lovely spot to enjoy your morning coffee or relax outdoors with a little green space of your own.The UPDATED KITCHEN is both stylish and functional, featuring STONE COUNTERTOPS, an abundance of cabinetry, STAINLESS STEEL APPLIANCES and a classic subway tile backsplash. A BREAKFAST BAR offers additional seating and creates a natural gathering spot for casual meals or conversation. The spacious FIRST-FLOOR PRIMARY SUITE provides a comfortable retreat, complete with an EN SUITE BATH featuring dual sinks and a step-in shower, and includes a LARGE WALK-IN CLOSET. A CONVENIENT HALF BATH on the first floor is perfect for guests and everyday living.Upstairs, a GENEROUS LOFT adds wonderful flexibility and makes an ideal family room, media space, game room or home office. ARCHITECTURAL ARCHWAYS and distinctive cutouts add character, while NEWER LAMINATE FLOORING and a sleek, modern ceiling fan give the space a fresh contemporary feel. Two additional Bedrooms, each with NEWER CARPETING, provide comfortable accommodations for family or guests, and both offer WALK-IN CLOSETS. A full Bath nearby, serves the upstairs Bedrooms, while an additional FLEX SPACE can be used as a FOURTH BEDROOM, office, hobby room or whatever best suits your needs. Enjoy the ease of LOW-MAINTENANCE LIVING in this GATED COMMUNITY, where amenities include a clubhouse, COMMUNITY POOL and playground, as well as exterior and grounds maintenance, cable, internet, trash and water, giving you more time to enjoy your home and the surrounding area. Oasis Cove is conveniently situated near LAKESIDE VILLAGE CENTER, where you'll find Publix, restaurants and everyday services, and for even more shopping and dining, WINTER GARDEN VILLAGE offers a wide variety of popular retailers and eateries. Outdoor enthusiasts can explore the trails and natural beauty of TIBET-BUTLER PRESERVE, enjoy lakeside recreation at R.D. KEENE PARK or spend an afternoon at WEST BEACH PARK. And with WALT DISNEY WORLD, Disney Springs and the many attractions of Central Florida nearby, there's always something fun to enjoy.The home is also zoned for A-Rated schools—BAY LAKE ELEMENTARY, HORIZON WEST MIDDLE and WINDERMERE HIGH SCHOOL. With its MODERN UPDATES, spacious loft, flexible living spaces and GREAT LOCATION, this Oasis Cove condo offers a WONDERFUL OPPORTUNITY to enjoy the best of Windermere living. Welcome Home!

8133 Enchantment Drive Unit 1307, Windermere

9100 Palm Tree Drive, Windermere

9100 Palm Tree Drive, Windermere

3 Beds ⋅ 2 Baths ⋅ Silver Woods Ph 01 SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome to this inviting 3-bedroom, 2-bathroom pool home, situated on a corner lot with a circular driveway in the established community of Silver Woods. A spacious foyer opens into the living room, flowing seamlessly into the adjoining dining area for easy everyday living and entertaining. The conveniently located kitchen connects to the family room, where wood-look tile and vaulted ceilings create a warm, open gathering space. The split-bedroom floor plan offers privacy for the primary suite, complete with a walk-in closet and attached bathroom. Two additional bedrooms and a full bathroom are located on the opposite side of the home, providing flexibility for guests, a home office, or everyday needs. French doors from the family room open to the patio and in-ground pool, creating a welcoming setting for outdoor dining, weekend gatherings, or simply relaxing in the Florida sunshine. A fenced backyard completes the outdoor space. Recent updates - New Porcelain Tile floor throughout, New Hurricane strength garage door, New cabinetry in garage and laundry room, Custom closets in Primary, Roof 2021, Windows 2020, HVAC 2019. Silver Woods offers low HOA fees and community tennis courts, along with a convenient Windermere location near shopping, dining, and Dr. Phillips’ Restaurant Row. Enjoy access to major roadways and popular Central Florida destinations, including Universal Orlando Resort and Walt Disney World. This home brings together comfortable living, outdoor enjoyment, and everyday convenience!

9100 Palm Tree Drive, Windermere

10628 Reams Road, Windermere

10628 Reams Road, Windermere

4 Beds ⋅ 3 Baths ⋅ Windermere Trls Ph 1c SubDv. ⋅ 34786 Zip Code

Welcome to Windermere Trails! This beautiful 4-bedroom, 2.5-bath, two-story home offers the perfect combination of comfort, style, and convenience in one of Central Florida's most desirable locations. Step inside to discover a spacious, open-concept floor plan designed for both everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a seamless flow into the living and dining areas. Wood flooring enhances the main living spaces, while generously sized bedrooms provide plenty of room to unwind. Enjoy the convenience of an attached two-car garage, interior laundry, and a private outdoor patio perfect for relaxing after a long day. Ideally located just minutes from Walt Disney World, Disney Springs, shopping, dining, and entertainment, with convenient access to major roadways and everything the growing Horizon West area has to offer. This home delivers the space, location, and lifestyle you've been looking for. Schedule your private showing today!

10628 Reams Road, Windermere

7129 Thicket Branch Alley, Windermere

7129 Thicket Branch Alley, Windermere

3 Beds ⋅ 3 Baths ⋅ Ashlin Park Ph 2 SubDv. ⋅ 34786 Zip Code

A kitchen that makes you stop scrolling. A Windermere address that makes you want to stay. This beautifully upgraded 3-bedroom, 2.5-bath townhome in Ashlin Park offers 1,588 square feet of inviting living space, fresh paint, and distinctive contemporary finishes. The centerpiece is the kitchen: brand-new countertops with a dramatic waterfall edge, decorative wood-slat accents, two-tone cabinetry, stainless steel appliances, and sleek architectural lighting. An open layout connects the kitchen, dining, and living areas—perfect for hosting friends or enjoying a quiet evening at home. Wood-look flooring and stylish bathroom finishes carry the contemporary feel beyond the kitchen. Upstairs, the primary bedroom offers a comfortable retreat, with two additional bedrooms providing room for guests or a home office. A welcoming front porch and two-car garage complete the home. Enjoy Ashlin Park’s community pool, playground, and sidewalks, with shopping, dining, and Disney nearby. Schedule your showing and see what makes this home stand out.

7129 Thicket Branch Alley, Windermere

8214 Serenity Spring Drive Unit 2405, Windermere

8214 Serenity Spring Drive Unit 2405, Windermere

3 Beds ⋅ 3 Baths ⋅ Oasis Cove 2/Lakeside Village Ph X SubDv. ⋅ 34786 Zip Code

Live about as close to the magic as you can get without a Disney address. This home in gated Oasis Cove sits just 3 minutes from Disney property, so park days, dinner reservations, and fireworks nights are a quick drive instead of a trip. The 3 bed, 2.5 bath layout offers 1,512 sq ft and a 1-car garage, with upgraded flooring on the stairs and throughout the upper level. The HOA covers the roof, lawn care, and water, so electricity is your only utility bill, and the HVAC was replaced in 2024. Spend your free time at the resort-style pool and community amenities, or at the parks down the road, instead of maintaining a home. It works equally well for full-time residents and seasonal owners. Zoned for A-rated schools from elementary through high school. Buyer to verify school assignment, HOA coverage.

8214 Serenity Spring Drive Unit 2405, Windermere

6206 Golden Dewdrop Trail, Windermere

6206 Golden Dewdrop Trail, Windermere

3 Beds ⋅ 3 Baths ⋅ Windermere Lndgs Ph 02 SubDv. ⋅ 34786 Zip Code

Welcome to 6206 Golden Dewdrop Trail in Windermere Landings — an opportunity to live in Windermere, one of Central Florida's most exclusive and sought-after addresses. Set among the Butler Chain of Lakes, Windermere is known for its privacy, tree-canopied streets, and lake lifestyle, yet it's just minutes to Restaurant Row, Winter Garden, and world-class attractions. This 3-bedroom, 2.5-bath, two-story home offers 1,984 square feet with an open main level and ceramic tile throughout the first floor: living and dining areas flow into a kitchen with granite counters, wood cabinetry, stainless appliances, and an island with seating. There's also a downstairs nook and a powder room on the first floor. Plantation shutters on all the windows and upgraded light fixtures run throughout the home. Upstairs, the primary suite has wood flooring and a double-vanity bath; two more bedrooms, a full bath, laundry, and a loft nook complete the level. Out back, a covered porch and paver patio overlook the privacy-fenced yard — ideal for enjoying Florida evenings at home. Windermere Landings offers a pool, clubhouse, and playground, all within this coveted Windermere location.

6206 Golden Dewdrop Trail, Windermere

7663 Bramwell Street, Windermere

7663 Bramwell Street, Windermere

3 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code

Welcome to 7663 Bramwell Street, a well-kept 3-bedroom townhome in Windermere’s Wickham Park community, offering low-maintenance living in one of West Orange County’s most in-demand areas. With 1,510 sq ft, the home features an open main level where the living, dining, and kitchen areas flow together, ideal for everyday living and entertaining. The kitchen offers an open layout , a French door fridge and spacious bar and island. Upstairs, sits the primary suite, joined by two additional bedrooms with generous closet space and a full bath. Additional highlights include a 5 year old roof and ac, an inside laundry area, and an detached 2 -car garage. The HOA covers [exterior maintenance/lawn care/community pool], so you can spend more time enjoying Central Florida. Conveniently located near Winter Garden–Vineland Road, you’re minutes from shopping, dining, and major roadways, with easy access to the theme parks and the Horizon West area. Whether you’re a first-time buyer, downsizing, or adding to your investment portfolio, this townhome is a must-see. Schedule your showing today!

7663 Bramwell Street, Windermere

13731 Calera Alley, Windermere

13731 Calera Alley, Windermere

3 Beds ⋅ 3 Baths ⋅ Vineyards/Horizons West Ph 2b SubDv. ⋅ 34786 Zip Code

Welcome home to this highly upgraded, move-in ready outside end unit in the Vineyards of Horizons West. This unit features a fenced side yard with patio, walkway to garage, front porch and landscaping, pond and open views. The front of the unit has a quiet courtyard setting. Inside you will find a beautiful large gourmet kitchen w/upgraded cabinets and sink, including a large kitchen island. A very large open great room and dining area. The first floor is wood look "porcelain tile" with sealed grout for minimal upkeep. Downstairs also features a spacious half bath and a large storage area under the stairs and separate laundry area. The garage is oversized with a finished floor. Upstairs are three bedrooms and a loft. Bath in the primary has been upgraded to frameless glass, a large spacious closet with extra racks added. $48K in upgrades from the builder when new. Pond and open space views from the first and second floor make the setting of this unit even more appealing. A quiet community with a park-like atmosphere, community pool and playground, and walking distance to Windermere High School.

13731 Calera Alley, Windermere

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