Windermere Real Estate

Homes for Sale in Windermere, FL Between $500,000 to $600,000

Welcome to your dedicated resource for Homes for Sale Between $500,000 to $600,000 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 $500,000 to $600,000 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 $500,000 to $600,000

4 Beds ⋅ 3 Baths ⋅ Summerport Phase 1 SubDv. ⋅ 34786 Zip Code

Fresh interior/exterior paint and HVAC serviced! Residing in Summerport, this delightful home features a practical design with spacious room sizes and a tranquil pond view, providing the ideal atmosphere for everyday living and entertaining guests. Four comfortable bedrooms in tandem with multiple living areas and two covered patios offer ample space for any occasion, while granite countertops, extensive cabinetry, and custom accents throughout add an elegant touch to the interior. Summerport offers residents a list of amenities, including a clubhouse, community pool, sports courts, and multiple trails, parks, playgrounds, and dog parks for endless fun without leaving the neighborhood. Beyond these exceptional amenities, the location provides easy access to daily necessities, medical services, recreation activities, and major highways. The Summerport Village, Winter Garden Village, Shoppes at Lake Butler, and Shoppes at Windward Cay are moments away, placing numerous dining and retail needs right at your fingertips. Nearby Braddock Park and Tibet-Butler Nature Preserve provide natural beauty and outdoor activities close by, while just moments from Disney and Universal, making it ideal for those seeking both tranquil residential living and entertainment accessibility. This combination of a practical design, peaceful pond view, quality amenities, and strategic positioning creates the ideal living experience. Don't let this exceptional opportunity slip away – schedule your private showing today!

13844 Amelia Pond Drive, Windermere

Gotha Town SubDv. ⋅ 34786 Zip Code

Vacant Land – ½ Acre in Windermere - Property is zoned R-CE with Variance to allow construction of single family! Build your dream home or secure a smart investment in one of Central Florida’s most highly desired communities—Windermere! Spacious ½ acre lot with endless possibilities Prime location in the heart of Windermere Surrounded by A+ rated schools Easy access to shopping, dining, and major highways Rare opportunity in a highly desirable area Development plans available with owner approval. Small structure in back. Whether you’re ready to design your forever home, invest for future growth, or simply hold in a market with limited inventory, this property delivers unmatched potential in a location that buyers seek out year after year.

1516 Hempel Avenue, Windermere

4 Beds ⋅ 2 Baths ⋅ Silver Woods Ph 05 SubDv. ⋅ 34786 Zip Code

Windermere Gem: Updated & Move-In Ready! Discover the perfect blend of modern luxury and prime location in the highly sought-after Windermere area. This beautifully updated home offers an incredible opportunity for homeowners and investors alike, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. This property has been meticulously maintained, featuring an extensive list of recent high-value upgrades: Recent Upgrades & Features: Brand New Kitchen (March 2026): Fully updated with modern flooring, custom cabinetry, and premium appliances. Comprehensive Pool Refresh (2026): Newly resurfaced pool and deck (Feb 2026), plus a brand-new pool pump and filter (March 2026). New Roof: Installed August 2024. Septic System: Installed January 2018. AC System: Installed 2017. Full House Re-pipe: Completed August 2016. Additional Features: Pool rescreened (2019) and nearby access to community tennis courts. Whether you're looking for a stylish family residence or a high-performing investment property, this home is truly move-in ready.

9011 Chapman Oak Court, Windermere

3 Beds ⋅ 2 Baths ⋅ Lake Sawyer South Ph 01 SubDv. ⋅ 34786 Zip Code

Virtually Staged. Discover this beautifully maintained 3-bedroom, 2-bath corner-lot home in Windermere. Surrounded by tree-lined streets and a welcoming neighborhood atmosphere, this home combines timeless charm with everyday convenience. Enjoy relaxing on the covered front porch, perfect for morning coffee, visiting with the neighbors or unwinding after a long day. Inside, the thoughtfully designed floor plan offers comfortable living spaces that are ideal for both everyday life and entertaining. The home features a galley style kitchen positioned between a cozy breakfast nook and the dining room, allowing for both casual and traditional dining options. The split-bedrooms provide added privacy. The on-suite primary bathroom features a soaking tub, dual vanities and a separate stand alone shower. The shower glass and tile were replaced in the fall of 2025. The home features real bamboo hardwood flooring in all interior areas except the kitchen, nook, bathrooms and laundry room. From the living room, open the sliders and step into your oversized patio. This patio has a generous covered area and a screened portion, allowing you to comfortably enjoy outdoor living while being protected from the Florida sun, weather and insects. The fully vinyl fenced backyard has two access gates and is ideal for pets, play or outdoor gatherings. New gutters and water heater were added in 2026, offering added peace of mind. Residents of this community enjoy access to a resort-style pool, basketball court, tennis/pickleball courts and a walking path, offering endless opportunities for recreation, relaxation and an active lifestyle. Whether you are searching for your first home, looking to downsize, or simply wanting to enjoy the charm and lifestyle that Windermere is known for, this property offers an exceptional opportunity in a highly sought-after location. Conveniently located near excellent schools, shopping, dining, theme parks and major roadways, this home offers easy access to everything Central Florida has to share. Don’t miss this opportunity - schedule your showing today.

13231 Roxboro Road, Windermere

4 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully fully renovated Windermere home, where every room has been thoughtfully updated to create a fresh, modern, move-in-ready living experience. Located in the desirable Preston Square community, this 4-bedroom, 3-bath home offers a convenient location near Sunset Park Elementary, Horizon West Middle and Windermere High, along with easy access to shopping, dining, entertainment and the growing Horizon West area. With stylish updates throughout and an excellent Windermere location, this is a home you won’t want to miss!

6828 Helmsley Circle, Windermere

Gotha Town SubDv. ⋅ 34786 Zip Code

Vacant lot on the corner of 6th and Hempel. Prime investment property.

9802 6th Street, Windermere

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

Welcome to this charming and inviting home nestled in the highly desirable Lake Sawyer South community in Windermere. As you drive through the neighborhood, you'll immediately appreciate the mature landscaping, beautiful tree-lined streets, and peaceful atmosphere that make this communityso special. Upon arrival, you're greeted by a spacious covered front porch — the perfect place to relax and enjoy the Florida lifestyle. Step inside to a welcoming, wide foyer that opens to a bright and airy living room featuring soaring ceilings and an abundance of natural light. Two secondary bedrooms are thoughtfully positioned at the front of the home, offering privacy and flexibility for family members, guests, or a home office. The formal dining room is enhanced by a large window that fills the space with beautiful natural light, creating an inviting setting for entertaining. The open-concept kitchen overlooks the living room, making it ideal for gathering with family and friends. It also includes a cozy breakfast nook, perfect for casual everyday meals. Privately located at the rear of the home, the spacious primary suite is filled with natural light from three large windows. The en-suite bathroom features dual vanities, a soaking tub, a separate walk-in shower, a walk-in closet, and an additional linen closet for extra storage. Sliding glass doors from the living room lead to a covered and screened lanai and a fenced backyard with a paved patio, providing the perfect space for outdoor dining, entertaining, or simply unwinding. Offering 1,706 square feet of living space, this well-maintained home features 3 bedrooms, 2 bathrooms, a formal dining room, an open living room, a functional kitchen, a dedicated laundry room, and a two-car garage. Conveniently located just minutes from Publix, coffee shops, dinners, restaurants, shopping, personal storage facilities, and schools. This home combines comfort, convenience, and an exceptional Windermere location. Don't miss the opportunity to make this beautiful and welcoming home your own—schedule your private showing today! The existing solar panel financing is transferable to qualified buyers, offering the opportunity to enjoy energy savings without the upfront installation cost.

13219 Charfield Street, Windermere

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

Beautiful 4-Bedroom Home in Windermere, FL – Prime Location and Comfort for the Whole Family! Discover this amazing home located in one of Florida’s most desirable neighborhoods – Windermere! Featuring 4 spacious bedrooms, 2 full bathrooms and a half bath, this property offers the ideal space and layout for families seeking comfort and quality of life. The home is vacant and move-in ready, perfect for those looking to relocate quickly and easily! Located in a gated community with excellent recreational amenities, you'll enjoy access to a pool, playground, sports courts, and more – all in a warm, family-friendly environment. Close to major supermarkets, local shops, hospitals, and shopping centers Easy access to main roads and highways Situated in an area with A-rated schools, ideal for families who value top-quality education If you're looking for a complete home in a highly sought-after area with everything nearby, this is the perfect opportunity. Schedule your visit today and come see this charming home in Windermere for yourself

8225 Bryce Canyon Avenue, Windermere

3 Beds ⋅ 3 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code

Under Construction. This stylish two-story townhome features three spacious suites, including a second-floor primary suite and two additional bedrooms. The open-concept first floor offers a bright living area. Interior finishes feature the AW Collection Sapphire for a bold, modern style. This Cypress floor plan features a gourmet kitchen with 42” cabinets, quartz countertops, tiled backsplash stainless steel appliances, and luxury vinyl plank flooring. Enjoy a private courtyard and detached two-car garage. Located in the heart of Windermere near top-rated schools, Winter Garden Village, and charming downtown, with community amenities including a pool and playground.

13321 Lush Lime Alley, Windermere

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

WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you will notice the details: beveled glass front door, split floorplan, large dining and living (open concept) and well-appointed kitchen. The kitchen overlooks the Livingroom and dining room, and boost upgrades you are sure to love. Cherrywood cabinets with pullout shelves, glass doors, pantry, under cabinet lighting, decorative lighting in cabinets, stainless steel appliances and upgraded granite counters. Additional cabinets were added to create workspace or an eat in kitchen space. Just off the kitchen if the laundry area with matching cabinets. The spacious living room is positioned with views of the kitchen and dining space with sliders leading to the massive patio space. Two additional bedrooms are located just off the living room with the hall bath set up for a pool bath if you decided to add one. Just off the dining room you will find the primary bedroom with French doors leading to a private patio space. The primary bath includes a walk in closet space, cherrywood cabinets and a walk in shower. The rear patio has just as many endless options as the front courtyard does...dining spaces or entertaining or both! All this in a home and still just minutes to restaurants, entertainment, shopping, the parks and so much more. Land, Site, and Tax Information

9319 Woodbreeze Boulevard, Windermere

5 Beds ⋅ 4 Baths ⋅ Royal Estates SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully appointed corner-unit townhome in the highly sought-after area of Windermere, Florida! Ideally located just 15 minutes from Walt Disney World, Hamlin Town Center, and an incredible selection of shopping, dining, entertainment, and everyday conveniences, this home offers the perfect combination of comfort, location, and lifestyle. As a desirable corner unit, the home provides added privacy and an abundance of natural light throughout. Featuring 5 bedrooms and 3.5 bathrooms, this spacious townhome offers a thoughtfully designed open-concept floor plan perfect for both everyday living and entertaining. The first floor includes a dedicated office, ideal for working from home, along with generous living and dining spaces that flow seamlessly into the kitchen. One of the home's standout features is the beautiful in-law suite, complete with its own private entrance, providing an ideal space for extended family, guests, or additional flexibility. Upstairs, the spacious primary suite offers a peaceful retreat along with a versatile loft area that can be used as a secondary living space, playroom, media area, or home gym. With three additional bedrooms upstairs, there is plenty of room for everyone. A two-car garage provides ample parking and storage, while the home's prime Windermere location puts you close to everything Central Florida has to offer. Whether you're looking for a primary residence, multigenerational living, or a fantastic investment opportunity, this townhome is a must-see!

9021 Via Di Canti, Windermere

3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere Ph 03 P & Q SubDv. ⋅ 34786 Zip Code

This charming 3/2 home in the heart of Windermere is sure to make you fall in love! The covered porch and walkway provide a serene entrance to the place you'll be proud to call home. Step inside and you'll find two cozy bedrooms with a bathroom in between, also conveniently located for guests. The hallway leads to a two car garage entrance and laundry room (equipped with newer GE washer and dryer) on the left and a large flex space on the right. This space, with bamboo floors, can serve as a formal living room and family room or a formal dining room and living room - the options are endless! Across from this space is the kitchen, which also has space next to it that can be used for dining or a home office. The kitchen has a GE cooktop with separate oven, two microwaves (one can be replaced with a hood), a new Samsung fridge (2025), and walk-in pantry. The master bedroom which is conveniently located off of the kitchen has a walk in closet (with a rotating shoe rack that holds 90+ pairs), extended shower, separate toilet room, and linen closet. But wait, there's more! Enjoy a screened lanai that extends the width of the house, mango and avocado trees, easy access to the community center with pool (1 mile walk or 3 minute drive), and a plethora of smart features! Other features you'll be excited about include a water softener system (2024) and privacy tints on all windows - which also helps with the Florida heat! Oh and did I mention that the sun rises in the front and sets in the back?! Fall sunsets on the covered lanai are a dream! Roof installed in 2022. AC installed 2018. Seller concessions: $5K towards repairs/upgrades.

13137 Penshurst Lane, Windermere

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