Windermere Real Estate

Homes for Sale in Windermere, FL Between $400,000 to $500,000

Welcome to your dedicated resource for Homes for Sale Between $400,000 to $500,000 in Windermere, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Windermere, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $400,000 to $500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Windermere, FL Homes for Sale Between $400,000 to $500,000

$499,000
3 Beds ⋅ 3 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code
3BR/2.5BA bungalow-style home in the Windermere Trails community. This well maintained residence offers an open floor plan with high ceilings, and premium tile flooring throughout the main level. The home includes a gourmet kitchen, upgraded cabinetry in the laundry room. Upstairs, a versatile loft provides the perfect space for an office or media room, alongside a spacious master suite and two additional bedrooms. Perfectly located near Publix, dining, and banking, and zoned for A-rated schools with Bay Lake Elementary situated right at the community entrance.

8272 Bryce Canyon Avenue, Windermere
$485,000
3 Beds ⋅ 3 Baths ⋅ Windermere Trls Ph 1c SubDv. ⋅ 34786 Zip Code
Meticulously maintained, this 3-bedroom, 2.5-bathroom two-story home sits in an unbeatable location directly across from Bay Lake Elementary. The first level features a welcoming front porch, an open-concept living area with brand-new LVP flooring, an updated half bath, and a beautifully appointed kitchen boasting stone countertops, a walk-in pantry, and a breakfast bar. Upstairs, a versatile spacious loft leads to two guest bedrooms and a primary suite complete with newly installed carpet, updated bathroom with dual vanities, a tile shower, and a walk-in closet. Big-ticket upgrades offer total peace of mind, including a new roof (2022) and a new hybrid water heater (2025). Windemere Trails community offers excellent amenities and is ideally situated just minutes from Lakeside Village Center and Westside Shoppes (Publix, dining, fitness, and more) and a short drive to Orlando's Theme Parks, World Class Dining, Shopping, and Golf. This low-maintenance home offers exceptional accessibility and turnkey living!

11822 Silverlake Park Drive, Windermere
$484,500
3 Beds ⋅ 3 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code
JUST LISTED IN WINDERMERE – INCREDIBLE VALUE IN ONE OF CENTRAL FLORIDA'S MOST DESIRABLE COMMUNITIES If you've been searching for the perfect combination of location, condition, lifestyle, and value, this is the home you've been waiting for. Welcome to this beautifully maintained single-family home in the highly sought-after Windermere area, offering an opportunity that's becoming harder and harder to find in today's market. Why settle for a townhome when you can own a standalone home on a premium corner lot with more privacy, more outdoor space, and all the benefits of one of Central Florida's premier communities? This move-in-ready home has been extensively refreshed and improved, making it one of the best values currently available in the area. Property Highlights: • Premium corner lot with added space and privacy • Freshly painted interior, exterior, and garage • Brand-new AC system (inside and outside units) • Water softener system already installed • Freshly pressure-washed driveway and sidewalks • Spacious floor plan with a half bath downstairs • Versatile loft area upstairs • Newer construction home • Excellent curb appeal and move-in-ready condition Beyond the home itself, you'll love the lifestyle this community offers. Enjoy beautiful walking trails, abundant green spaces, playgrounds, a community clubhouse and pool, and an active neighborhood atmosphere where residents enjoy walking, exercising, biking, and outdoor activities year-round. Conveniently located just minutes from Disney, major highways, shopping, restaurants, fitness centers, entertainment, and everyday conveniences, this location truly puts everything within reach. Whether you're a first-time homebuyer, relocating, downsizing, or looking for a smart investment, this home delivers exceptional value and peace of mind with many of the major items already updated. Homes with this combination of condition, location, lifestyle, and value do not come along often. Schedule your private showing today and see why this may be one of the best opportunities currently available in Windermere. For more information or to schedule a private tour, contact: Mahmoud Mango, Realtor® The Mango Group

8266 Bryce Canyon Avenue, Windermere
$475,000
3 Beds ⋅ 3 Baths ⋅ Windermere Trls Prcl 3 SubDv. ⋅ 34786 Zip Code
TOP RATED SCHOOLS. NO CARPET throughout the home!! Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community! This spacious two-story home features an open-concept layout with a modern kitchen offering stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas — perfect for entertaining. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bathroom. Enjoy the convenience of a rear-entry 2-car garage and low-maintenance living in one of Windermere’s most desirable locations. Community amenities include a resort-style pool, playgrounds, walking trails, dog park, and scenic green spaces. Ideally located near top-rated schools, shopping, dining, major highways, and Disney attractions. Don’t miss this incredible opportunity!

11861 Vermillion Avenue, Windermere
$474,900
3 Beds ⋅ 3 Baths ⋅ Summerport Trail Ph 2 SubDv. ⋅ 34786 Zip Code
Welcome to this beautifully maintained home in the highly desirable community of Summerport Trail in Windermere. This spacious residence offers a functional open floor plan with abundant natural light, generous living and dining areas, and a well-appointed kitchen featuring ample cabinetry, granite countertops, stainless steel appliances, and a large island perfect for entertaining. Throughout the home, you'll find updated luxury vinyl plank (LVP) and tile flooring, providing a modern look that's both stylish and easy to maintain. The primary suite provides a relaxing retreat with a spacious walk-in closet and an en suite bathroom featuring dual vanities, a soaking tub, and a separate walk-in shower. Additional bedrooms offer flexibility for family, guests, or a home office. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando's world-famous attractions, this home offers the perfect blend of comfort, style, and convenience. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities. Schedule your private showing today!

13845 Bridgewater Crossings Blvd, Windermere
$465,000
3 Beds ⋅ 3 Baths ⋅ Vineyards/Horizons West Ph 2b SubDv. ⋅ 34786 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 13755 Bravante Aly, Windermere, FL 34786, a charming two story home featuring 3 bedrooms and 2 bathrooms located in a desirable Windermere community. This home offers a bright open floor plan with comfortable living and dining areas that flow seamlessly into the kitchen, creating a welcoming space for everyday living and entertaining. The thoughtful layout provides both functionality and comfort, making it ideal for a variety of lifestyles. Upstairs, the bedrooms offer privacy and relaxation, along with a versatile second floor loft area that can be used as a home office, media space, or additional living area. The overall design maximizes space and natural light throughout the home. The property also features a covered patio on the side of the home complete with retractable screens, providing a comfortable outdoor space to relax, enjoy your morning coffee, or entertain guests year round. Residents enjoy access to community amenities including a pool and park, offering great opportunities for recreation and outdoor enjoyment. Conveniently located near shopping, dining, schools, and major roadways, this home offers comfort and convenience in the heart of Windermere.

13755 Bravante Alley, Windermere
$464,000
3 Beds ⋅ 2 Baths ⋅ Silver Woods Ph 01 SubDv. ⋅ 34786 Zip Code
COMING SOON! Welcome to Silver Woods, one of Windermere's most established and desirable communities! Photos are coming soon. This 3-bedroom, 2-bath home offers 1,723 square feet of comfortable single-story living on an oversized homesite surrounded by mature landscaping. A spacious screened lanai provides the perfect place to relax, entertain, or enjoy Florida's year-round outdoor lifestyle. Major improvements have already been completed, providing peace of mind for the next owner. A brand-NEW ROOF is scheduled for installation the last week of July 2026, complemented by fresh exterior paint (July 2026), repiping, a 2018 water heater, a new garage door opener (July 2026), and a new septic pump with system cleaning completed in January 2026. Additional features include a screened garage door and underground utilities. While the interior presents an excellent opportunity to update and personalize to your own style, the home's major systems have already been addressed—allowing you to focus on creating the space you've always envisioned rather than tackling costly maintenance projects. Silver Woods residents enjoy low HOA dues and wonderful community amenities, including two tennis and pickleball courts within sight of the home, all while being conveniently located just minutes from Restaurant Row, major roadways, Walt Disney World®, Universal Orlando Resort, Epic Universe, shopping, dining, top-rated schools, and everything that makes Windermere one of Central Florida's most sought-after places to call home. The big-ticket items have already been taken care of—including a new roof, fresh exterior paint, repiping, updated water heater, new garage door opener, and recent septic maintenance—providing an outstanding opportunity for the next owner to add their personal style and build equity from day one. Come enjoy the Windermere lifestyle!

9017 Woodbreeze Boulevard, Windermere
$460,000
4 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph 2 SubDv. ⋅ 34786 Zip Code
Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Enjoy the best of Windermere living in this beautifully maintained 4-bedroom, 2.5-bath townhome with a rear facing 2-car garage in the sought-after Lake Burden South community! Offering a spacious, LOW MAINTENANCE LIFESTYLE, this home combines an ideal SPLIT BEDROOM floor plan with timeless finishes and an unbeatable location just steps from shopping, dining, and everyday conveniences. A charming covered front entry, attractive landscaping, and durable concrete TILE ROOF create welcoming CURB APPEAL. Inside, TILE & WOOD LAMINATE FLOORING flow throughout the home, while the light-filled OPEN CONCEPT design makes everyday living and entertaining effortless. FRENCH DOORS extend the living space to a private COURTYARD PAVER PATIO, creating the perfect spot to unwind, grill, or gather with friends. The kitchen is designed to be both functional and inviting, featuring rich cabinetry, granite countertops, a tiled backsplash, STAINLESS STEEL APPLIANCES, pantry storage, and a breakfast bar that overlooks the living and dining areas. The highly desirable MAIN FLOOR PRIMARY SUITE offers privacy and convenience with a generous WALK-IN CLOSET and a well-appointed en-suite bath. Upstairs, a versatile LOFT provides the perfect flex space for a home office, media room, or play area, while three additional bedrooms, a full bath, and upstairs laundry offer plenty of room for family, guests, or hobbies. Residents of Lake Burden South enjoy a COMMUNITY POOL and one of Windermere's most convenient locations, with easy access to Winter Garden Vineland Road, the area's beautiful lakes, Downtown Windermere, Disney, Winter Garden, Restaurant Row, shopping, dining, and major roadways. Whether you are looking for a full-time residence, a seasonal getaway, or a smart investment in one of Central Florida's most desirable communities, this exceptional townhome is ready to impress. Call today to schedule your tour and fall in love with Brownstone Street!

11429 Brownstone Street, Windermere
$460,000
3 Beds ⋅ 3 Baths ⋅ Carrington SubDv. ⋅ 34786 Zip Code
The house does not include furniture. Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse, with furniture available for negotiation, located in the desirable Carrington at Windermere community. This residence provides a well-designed open-concept floor plan that seamlessly blends comfort and functionality, ideal for both everyday living and entertaining. The home features spacious bedrooms, full bathrooms thoughtfully distributed for convenience, and a bright living area enhanced by natural light. The kitchen is equipped with modern finishes, ample cabinetry, and a layout that connects effortlessly to the dining and living spaces, creating a warm and inviting atmosphere. Residents of Carrington enjoy a peaceful and well-maintained environment, with amenities that may include a community pool, walking areas, and beautifully landscaped surroundings that enhance the overall lifestyle experience. Ideally situated in the heart of Windermere, the property provides quick access to everyday conveniences and top destinations such as Lakeside Village Center, The Grove at Windermere, and Walt Disney World Resort. Enjoy proximity to shopping, dining, major roadways, and everything Central Florida has to provide. This is an excellent opportunity to own a well-located home in one of the most sought-after areas in Windermere.

12353 Via Derna Place, Windermere
$459,000
3 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph I SubDv. ⋅ 34786 Zip Code
Virtually Staged. This former model corner unit townhome (3 bed, 2.5 bath) offers maintenance free living in one of Windermere's most sought-after neighborhoods. It features an open floor plan, a bright corner kitchen with granite countertops, a spacious paved backyard, ample storage and a rear large attached 2 car garage. Enjoy nature views from the large front porch. Located in a highly desirable Windermere location known for its beautiful tree lined streets and tranquil setting. Residents enjoy resort style amenities, proximity to two stunning lakes with a dockside, and an active lifestyle.

7327 Millstone Street, Windermere
$450,000
3 Beds ⋅ 3 Baths ⋅ Carrington SubDv. ⋅ 34786 Zip Code
Welcome to this move-in ready 3-bedroom, 3-bath townhome in Windermere FL located in the desirable Carrington community near Walt Disney World, offering low-maintenance living and a prime Central Florida location. Major updates include a NEW ROOF (2022) for peace of mind and long-term value. From the moment you arrive, you’ll notice the curb appeal, mature landscaping, and covered entry. Inside, tile flooring flows throughout the main living areas, while bedrooms feature comfortable carpet. The open concept floor planseamlessly connects the living, dining, and kitchen—ideal for everyday living and entertaining. The kitchen features: Stainless steel appliances Center island with bar seating for casual dining Rich cabinetry and sleek countertops Stylish backsplash and pantry A highly desirable main floor bedroom and full bath offers flexibility for guests, multi-generational living, or a home office. Upstairs, the primary suite with private balcony provides a relaxing retreat, complete with a walk-in closet and en-suite bath with dual vanities and separate shower. A third bedroom, additional full bath, and loft/bonus space complete the layout. Enjoy outdoor living with a covered lanai and fenced, low-maintenance patio. The home also includes a rear-entry 2-car garage. Located just off Reams Road with easy access to 429, I-4, shopping, dining, and attractions, this home is ideal for buyers searching for a Windermere home near Disney. Carrington offers a community pool, green space, and a welcoming atmosphere, all within a family-friendly area zoned for A-rated schools. With modern upgrades, flexible living space, and a prime location, this is a turnkey opportunity in Windermere. Schedule your private showing today—this one checks all the boxes. Welcome home.

12305 Via Derna Place, Windermere
$449,000
3 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph I SubDv. ⋅ 34786 Zip Code
Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Lake Burden South, where this immaculately maintained 3-bedroom, 2.5-bath END UNIT townhome delivers the space, style and location you have been searching for in the perfect Windermere location! Formerly the MODEL HOME for the community, this residence showcases UPGRADED FINISHES, TIMELESS DESIGN elements and a thoughtful layout that feels both functional and elevated from the moment you step inside. Crown molding, abundant natural light and move-in ready condition create a polished feel throughout, while the walkable community setting puts shopping, dining and everyday conveniences just moments away. The main floor offers defined yet connected living and dining spaces, creating a natural flow for both entertaining and daily living. The UPGRADED KITCHEN feels classic and refined with sleek granite countertops, 42” cabinetry topped with crown molding, STAINLESS STEEL APPLIANCES, pantry storage and a large ISLAND with bar seating. A wall of windows keeps the entire space light and bright, while the adjacent breakfast nook and direct access to the PRIVACY FENCED PAVER PATIO make indoor/outdoor living effortless. A convenient half bath for guests, plus a rear-facing 2-car garage, add even more functionality. Upstairs, the spacious PRIMARY SUITE is privately positioned on one side of the home and features a WALK-IN CLOSET along with a beautifully upgraded en-suite bath complete with dual sinks, a SOAKING TUB and a WALK-IN SHOWER with CUSTOM TILE SURROUND. Two additional bedrooms are situated on the opposite side of the second floor and share a full bath, while the LOFT area includes a built-in desk for added flexibility and storage. Residents of Lake Burden South enjoy access to a COMMUNITY POOL and an unbeatable Windermere location with easy access to Winter Garden Vineland Road, nearby lakes, shopping, dining, entertainment and area attractions including Disney parks. Whether you are searching for a beautiful primary residence, a vacation home near Central Florida’s top destinations or a strong investment opportunity, this townhome checks every box. Call today to schedule a tour!

7330 Brightland Street, Windermere
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