Windermere Homes under $750,000

Windermere Homes under $750,000

Welcome to Windermere, Florida—a picturesque gem nestled in Orange County that perfectly blends small-town charm with modern convenience. Known for its stunning lakes, lush landscapes, and a vibrant community spirit, Windermere offers a serene escape from the hustle and bustle of city life while still providing easy access to all the attractions Central Florida has to offer.

As you explore the beautiful streets of Windermere, you’ll find a variety of homes that cater to diverse lifestyles and budgets. For those seeking affordable options, the market boasts an impressive selection of charming residences priced under $750,000. These homes are not only budget-friendly but also reflect the unique character of Windermere, with many featuring spacious yards, inviting porches, and modern amenities.

Families will appreciate the top-rated schools, while outdoor enthusiasts can enjoy the countless recreational opportunities available, from boating on the tranquil lakes to strolling along scenic trails. The community hosts a range of events throughout the year, fostering a close-knit atmosphere where neighbors become friends.

Living in Windermere means embracing a lifestyle filled with warmth, beauty, and convenience. Whether you’re a first-time homebuyer or looking to downsize, this enchanting town offers the perfect backdrop for creating lasting memories. Discover your dream home in Windermere today, where affordability meets charm in one of Florida’s most sought-after locales.

Newest Windermere Homes under $750,000

7663 Bramwell Street, Windermere
$369,990
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
$465,000
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
5021 Carillon Lane, Windermere
$625,000
4 Beds ⋅ 3 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code
Welcome to this beautiful home in a highly desirable community known for its top-rated schools and beautifully maintained surroundings. Lush landscaping, graceful palm trees, and a covered front porch create a warm welcome. Inside, the foyer opens to a formal dining room with an elegant chandelier and a home office enclosed by glass French doors. Neutral tones, arched walkways, and wood laminate flooring are found throughout the main living areas. The spacious, open floor plan flows into the kitchen featuring shaker cabinets, granite countertops, a decorative backsplash, stainless steel appliances, a wine rack, and a large custom pantry with built-in storage. A dedicated laundry area with folding space adds convenience. The light-filled living room opens to a breakfast nook with a stylish rattan light fixture, bay window seating, and sliding glass doors leading to the pool. The private primary suite features double-door entry, a custom walk-in closet with extensive built-ins, and a spa-inspired bathroom with dual vanities, a large soaking tub, and a separate glass-enclosed shower. Three additional bedrooms and two full guest bathrooms with tub/shower combinations provide plenty of space for family and guests. Step outside to your own tropical retreat, complete with a screened-in pool, shaded gazebo, and vinyl fencing for added privacy. Updates include HWT 2023, HVAC 2019, and roof replacement in 2020. Conveniently located near entertainment, shopping and dining at Winter Garden Village, Walt Disney World, and major roadways including Florida's Turnpike, this home offers both comfort and accessibility. Schedule your private showing today!

5021 Carillon Lane, Windermere
5231 Lemon Twist Lane, Windermere
$559,900
4 Beds ⋅ 4 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code
?? REMODELED HOME IN WINDERMERE! HIGHLY MOTIVATED SELLER! ?? 5231 Lemon Twist Ln, Windermere ??? 4 Bedrooms | ?? 2.5 Bathrooms Discover a spacious home that combines comfort and style. Featuring a remodeled kitchen, updated bathrooms, and carpet-free flooring throughout, this home is ready for you to make it your own. All appliances are included! Generous living spaces plenty of room to relax, entertain, and create lasting memories. Don’t miss this opportunity to call Windermere home! The seller is highly motivated and welcomes! ?? Contact me to schedule your showing and submit!

5231 Lemon Twist Lane, Windermere
8582 Powder Ridge Trail, Windermere
$630,000
4 Beds ⋅ 4 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code
Virtually Staged. EXCELLENT OPPORTUNITY TO LIVE OR INVEST! This impressive Kipling model with lake views offers an exceptional combination of comfort, upgrades, and flexibility. The property features fully paid-off solar panels, a whole-house water filtration system, and electrical connections in the parking area with the option to install EV chargers. The main home has been thoughtfully updated. All bathrooms have been renovated, including 3 smart toilets with heated seats. The flooring throughout the main home has been replaced with high-quality waterproof luxury vinyl, providing a modern, seamless look that is both stylish and easy to maintain. The primary bedroom features a private balcony, offering an inviting additional space to relax and unwind. The kitchen features stainless steel KitchenAid appliances, granite countertops, backsplash, and LED-lit cabinetry. The spacious loft above the garage provides even more versatility and additional living space. The main home is currently VACANT and easy to show. Only the attached in-law suite is currently rented on a month-to-month basis, and the property can be delivered completely vacant at closing, ready for its new owners to move in. One of the property's greatest advantages is the in-law suite with a private entrance, making it ideal for extended family, guests, or as an opportunity to generate additional rental income. The parking area also offers the option to add a separate washer and dryer for the future occupant or guest of the in-law suite. This flexibility makes the property an excellent option for first-time homebuyers, families looking for additional space, or investors seeking additional income potential. Outside, the property features fencing and paver walkways, creating welcoming spaces to enjoy the outdoors. Strategically located just minutes from Disney, restaurants, shopping, and Central Florida's major attractions, this property combines location, upgrades, and multiple possibilities under one roof. Ready for its next owner!

8582 Powder Ridge Trail, Windermere
8631 Greenbank Boulevard, Windermere
$669,000
4 Beds ⋅ 4 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code
Very nice two story executive home in the gated community of Lakes of Windermere. Location provides easy access to Disney employees parking, shopping in Windermere. The community is very well maintained and provides a community pool, playground and more.

8631 Greenbank Boulevard, Windermere
8516 Danforth Drive, Windermere
$350,000
2 Beds ⋅ 3 Baths ⋅ Lakes/Windermere - Lake Reams Townhomes SubDv. ⋅ 34786 Zip Code
Live Where the Magic Happens! This beautifully maintained, FULLY FURNISHED 2-bedroom, 2.5-bath Townhome is located in the coveted Windermere area, perfectly situated just minutes from DISNEY’S BACKYARD!! A quiet placement towards the rear of the community, this unit provides peaceful views of the conservation and walking trail surrounded by majestic oak-lined streets that capture the charm and serenity of this sought-after community. Step inside to an inviting open-concept layout with tile flooring throughout the main level and a seamless flow between the Living, Dining and Kitchen areas, perfect for everyday living or entertaining. Stunningly renovated Kitchen features Granite countertops, Stainless Steel Appliances, Island, Stone Backsplash and Dinette space. Upstairs, all bedrooms provide comfort and privacy with newer carpet. The Primary Bedroom boasts a walk-in closet and ensuite Bathroom with garden tub/shower combo. The second Bedroom also features an ensuite bathroom. Relax outdoors in your private, fenced courtyard with artificial turf, the perfect spot for morning coffee or evening gatherings, leading to your detached 2-car rear entry garage. Have complete peace of mind with the big-ticket expenses that have been recently taken care of: Roof 2021, Hot Water Heater 2021, AC 2021 and new Plumbing shut off valves and main water pressure reducer valve 2024. Low HOA includes a sparkling Community Pool and walking trails throughout! Zoned for top-rated Schools and conveniently close to major Theme Parks, and fantastic Shopping and Dining in Lakeside Village and Winter Garden Village. Experience the best of Florida living: Quiet Nature, Disney Magic and Windermere Charm - all in one!

8516 Danforth Drive, Windermere
14500 Bridgewater Crossings Boulevard, Windermere
$400,000
4 Beds ⋅ 3 Baths ⋅ Tennyson Pk/Summerport SubDv. ⋅ 34786 Zip Code
Morning coffee at Foxtail, an evening walk for Kelly’s Homemade Ice Cream, and a move-in-ready home waiting when you get back. At 14500 Bridgewater Crossings Boulevard, that can be your everyday routine. Located in Windermere’s Summerport community, this 4-bedroom, 2.5-bath townhome combines a convenient neighborhood setting with fresh interior paint throughout, new luxury vinyl plank flooring upstairs, and no carpet anywhere in the home. A main-floor primary suite is a standout feature, offering the convenience of having your bedroom and private bathroom downstairs, with three additional bedrooms, a full bathroom, and a loft upstairs. Whether you need room for guests, a dedicated home office, or a second gathering space, the layout gives you options. Downstairs, the living and dining areas, kitchen, and guest half bath keep everyday activities on the main level. A courtyard provides an outdoor spot for plants, coffee outside, or unwinding at the end of the day, while a covered walkway connects the home to the two-car garage. And the neighborhood gives you plenty of reasons to step outside. Walk across the street for your favorite coffee or a scoop of ice cream, enjoy nearby Summerport Park, and appreciate the convenience of having Keene’s Crossing Elementary close by. Summerport’s community pool, clubhouse, fitness center, tennis courts, playgrounds, and walking paths make it easy to fit recreation into your routine without planning an entire day around it. Beyond the neighborhood, Publix at Cornerstone at Summerport keeps grocery runs convenient, while Winter Garden Village and Hamlin offer nearby shopping, restaurants, and entertainment. Walt Disney World is also within easy reach, whether your plans call for a full park day or a spontaneous evening out. With fresh updates already completed, a main-floor primary suite, and neighborhood favorites just a walk away, this home is ready for you to settle in and start enjoying everything beyond the front door. Schedule your private showing today.

14500 Bridgewater Crossings Boulevard, Windermere
11267 Grander Drive, Windermere
$435,000
3 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph 2 #35 36 SubDv. ⋅ 34786 Zip Code
Stunning modern townhome in the desirable Lake Burden community of Windermere! This beautifully designed 3-bedroom, 2.5-bathroom corner-lot townhome offers 1,743 sq ft of living space with all bedrooms upstairs, including a primary suite with walk-in closet. The modern kitchen features dark wood cabinets, granite countertops, a spacious island with room for three barstools, and slate stainless steel GE appliances. High ceilings and an open floor plan create a bright, inviting space perfect for entertaining. Two-car garage. Currently tenant-occupied with a lease through 12/31/2026 - a great opportunity for investors seeking immediate rental income, or for buyers planning ahead. Short walk to the community clubhouse with a large resort-style pool, shaded seating and picnic areas. Lake Burden is a nature lover's paradise featuring a fishing pier, a scenic lake with a mile-long walking and biking trail, outdoor fitness stations, playground and tennis courts, with trails connecting to Downtown Windermere. Zoned for Sunset Park Elementary, Horizon West Middle and Windermere High School. Short-term rentals are not permitted. Schedule your showing today!

11267 Grander Drive, Windermere
13019 Garridan Avenue, Windermere
$620,000
4 Beds ⋅ 4 Baths ⋅ Windermere Sound Ph 2 SubDv. ⋅ 34786 Zip Code
Fully remodeled modern kitchen, Remodeled guest bath, Roof replaced in 2026, so no big-ticket surprises, TWO primary suites, each with a walk-in closet and a double-vanity bath, 3 full baths + half bath, Screened patio between the house and garage, Whole-house water filtration, impeccably maintained. ***No renovations. No repairs. No compromises. Just unpack and start living. Homes like this don't last. Call today and see it before someone else does!

13019 Garridan Avenue, Windermere
13125 Penshurst Lane, Windermere
$599,000
3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere Ph 03 P & Q SubDv. ⋅ 34786 Zip Code
Gorgeous 3 bedroom 2 bathroom home in the desirable subdivision of Lakes of Windermere. The open concept makes the living spaces feel larger and much more inviting. This home also features a split bedroom floorplan for privacy, NO carpet, ceramic tile in all common areas and wood flooring in bedrooms. Home features upgraded kitchen with quartz counter tops, Stainless Steel appliances, New bathrooms, New Roof in2024 and Many More. The kitchen opens up to the family room, perfect for entertaining and enjoying time with guests and family. Off the family room is a the screened patio and completely private back yard, potential to make it the oasis of your dreams. Home is conveniently located near A rated schools, shopping/dining, world class parks and attractions and major roads and highways. Do not miss it! It won't last! Schedule for a private showing today.

13125 Penshurst Lane, Windermere
8867 Herencia Alley, Windermere
$405,000
3 Beds ⋅ 3 Baths ⋅ Legado SubDv. ⋅ 34786 Zip Code
Welcome to this beautiful townhome in the desirable Legato community in Windermere! This spacious 3-bedroom, 2.5-bathroom home features an open floor plan and a 2-car garage, offering comfort, functionality, and convenience. Enjoy the community swimming pool and a prime location near Walt Disney World, shopping centers, restaurants, and everyday amenities. The property is currently vacant and ready for its next owner. With HOA allowing long-term rentals, this home presents an excellent opportunity for both owner-occupants and investors seeking a rental property in a desirable location. Don’t miss this opportunity!

8867 Herencia Alley, Windermere
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