Between $500,000 - $600,000 Windermere FL Real Estate, Homes, Condos for Sale

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

$535,000

4 Beds ⋅ 3 Baths ⋅ Summerport Creeks Run SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Welcome home to your immaculate and move in ready single story home in desirable Summerport with A-rated schools and the Keene's Crossing Elementary School conveniently located a bike ride away within the community and Windermere High School across the street. School commute convenience at its best!!! This light & bright functional floor plan has been recently painted inside and out with a brand new roof in 2025 and new HVAC in 2020, and is the ideal first home for a growing family, a vacation home to get away from those cold winters, or even a retirement home or investment property. From the minute you enter through the covered front porch you are greeted by upgraded Luxury Vinyl Plank flooring through all the living areas and bedrooms with ceramic tile floors in the kitchen and wet areas. The formal living and dining rooms are located across from one another and can serve as the desired flex space that you need making them ideal as a home office, media or game room, home theatre or play room. The kitchen is conveniently located adjacent to the formal living room and features upgraded Quartz counter tops with new appliances in 2021 with a natural gas stove and a brand new dishwasher in 2026. You will literally be cooking with gas in this home...The inviting family room opens up to the kitchen making this the ideal floor plan to entertain your guests and serve your favorite culinary creations on the breakfast bar. The breakfast nook offers serene views of your private wooded backyard. Your master retreat is privately tucked away in the back of the home and features serene wooded views of your private back yard, a spacious walk-in closet and an en suite bath with dual vanities, a garden tub, separate shower and bathrooms stalls. The adjacent bedroom with full bath is ideal for a close by nursery or home office. Bedrooms 2 and 3 are located on the opposite side of the home with a shared bath; ideal as guest bedrooms or the private space that your teenagers need. Long hot showers are as economical as it gets thanks to the natural gas water heater from 2020. Summerport community offers a clubhouse with a hall featuring a cozy fireplace and fully equipped kitchen, a well equipped gym, community swimming pool, tennis and basketball courts, lake front beach volleyball court, playgrounds and BBQ areas. All this in a excellent location conveniently located to grocery stores, shopping, hospitals and a short trip to the area attractions and the airport. MULTIPLE WRITTEN OFFERS RECEIVED

4936 Wise Bird Drive, 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

$559,000

3 Beds ⋅ 2 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Thoughtfully updated and beautifully maintained, this single-story home is tucked along a quiet neighborhood street in Windermere's sought-after Summerport community. Offering a spacious, private lot with room for a future pool, a flexible floor plan, and valuable recent improvements, this home delivers the comfort, convenience, and lifestyle today's buyers are looking for. Featuring 3 bedrooms, 2 bathrooms, a dedicated office, and 2,085 square feet of living space, the thoughtfully designed floor plan offers an easy flow for everyday living and entertaining. The kitchen features granite countertops, a distinctive copper farmhouse sink, and a casual dining area, adding warmth, character, and functionality to the heart of the home. Plantation shutters, newer carpet, and fresh paint create a welcoming, move-in-ready feel throughout. The privately situated primary suite offers a peaceful retreat, thoughtfully separated from the secondary bedrooms, while the dedicated office with French doors provides an ideal space for working from home or enjoying a quiet escape. With dining space already incorporated into the kitchen, the separate formal dining room offers wonderful flexibility and is currently enjoyed as a game room—perfect for entertaining, hobbies, or creating a space that suits your lifestyle. Step outside to one of the home's standout features—a generously sized, professionally landscaped lot offering wonderful privacy, partial fencing, and plenty of room to create your dream backyard retreat, including space for a future pool. The covered rear porch is an inviting spot for morning coffee, outdoor entertaining, or simply enjoying the peaceful surroundings. Just as appealing are the important improvements already completed, including a roof replaced in 2020 and a new HVAC system installed in 2025, offering added peace of mind. Summerport is one of Windermere's most desirable established communities, known for its mature landscaping, neighborhood lakes, scenic walking paths, and wonderful amenities, including a community pool, clubhouse, fitness center tennis courts, and playgrounds. The community is also served by highly regarded local schools, with the shopping, dining, and entertainment of Hamlin and Winter Garden Village just a short drive away. Disney Fan? You can be on Disney property in 20 minutes. Convenient access to major roadways like the 429 makes exploring all of Central Florida a breeze. With its private, spacious lot, versatile single-story layout, meaningful updates, and inviting neighborhood setting, 4827 Flint Road offers a wonderful opportunity to enjoy the best of Windermere living.

4827 Flint Road, Windermere

$597,000

4 Beds ⋅ 4 Baths ⋅ Windermere Trails SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome to this exceptional, energy-efficient modern residence built in 2017, perfectly positioned with tranquil lake views in one of the area’s most desirable neighborhoods. Offering a spacious and thoughtfully designed main home alongside a full apartment—ideal as a private guest suite or a lucrative rental income opportunity—this property delivers unmatched versatility and lifestyle appeal. The main home features an expansive open-concept layout designed for daily living and sophisticated entertaining. The bright, airy living and dining area flow seamlessly into a modern kitchen, equipped with premium stainless steel appliances, abundant counter space, and extensive storage. A second family room offers additional possibilities for entertaining and comfort. Upstairs, the spacious primary suite features a dual-sink vanity and a walk-in shower. Two additional well-sized bedrooms offer exceptional flexibility for family, guests, or a home office. A large balcony spans the entire width of the home on both stories. A standout feature of this property is the fully independent detached granny flat, complete with its own kitchenette, bedroom, living room and full bathroom. Whether utilized for multi-generational living, visiting family, or leased out for steady rental income, this private space adds extraordinary value. Additional highlights include a secure two-car garage and patio. Situated in a vibrant community, residents enjoy resort-style amenities including a sparkling pool overlooking the lake, a dedicated dog park, playgrounds, scenic walking trails, and a picnic pavilion. This home boasts a few minute walk from top-rated schools, including Bay Lake Elementary, Horizon West Middle School and Windermere High School. This prime, highly sought-after location is just a few minute drive from historical downtown Windermere, equipped with charming boutiques and picturesque views, and in close proximity to top shopping and dining at Lakeside Village and Winter Garden Village, as well as world-famous Orlando attractions including Disney, Universal Studios, and SeaWorld. A rare find combining modern 2017 construction, income potential, and a premium neighborhood setting—schedule your private tour today!

8576 Powder Ridge Trail, Windermere

6858 Merrick Landing Boulevard, Windermere

$595,000

3 Beds ⋅ 2 Baths ⋅ Vineyards/Horizons West Ph 1a SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. YOUR OWN PRIVATE SPA, A WINDERMERE ADDRESS, AND LANDSCAPING YOU DON’T HAVE TO WORRY ABOUT—6858 Merrick Landing Blvd makes Florida living easy. Located in the desirable community of THE VINEYARDS IN WINDERMERE, FL, this spacious 3-BEDROOM, 2-BATH HOME + BONUS ROOM offers 2,115 SQ FT of thoughtfully designed single-story living with a split floor plan that creates both connection and privacy. Step inside to an open and inviting interior with vaulted ceilings, crown molding, and a kitchen positioned at the heart of the home featuring an OVERSIZED CENTER ISLAND, GRANITE COUNTERTOPS, 42-INCH CABINETRY, STAINLESS STEEL APPLIANCES, and a walk-in pantry overlooking the main living and dining spaces. The BONUS ROOM gives you valuable flexibility without sacrificing a bedroom—perfect for a home office, media room, playroom, fitness space, or second lounge. Privately positioned away from the secondary bedrooms, the OVERSIZED PRIMARY SUITE offers plenty of room for a sitting area, along with a generous walk-in closet and en-suite bath featuring dual vanities and a large walk-in shower with bench. Outside, unwind in your own PRIVATE IN-GROUND SPA, creating a relaxing retreat for quiet mornings or Florida evenings at home. Life in THE VINEYARDS makes ownership even easier, with the HOA including LANDSCAPING/GROUND MAINTENANCE AND PEST CONTROL, plus access to a community pool, parks, playgrounds, sidewalks, and green spaces. The location is another major advantage—currently zoned for INDEPENDENCE ELEMENTARY, BRIDGEWATER MIDDLE, AND WINDERMERE HIGH SCHOOL, with Windermere High located directly nearby, while HORIZON WEST, HAMLIN, WINTER GARDEN VILLAGE, DISNEY SPRINGS, WALT DISNEY WORLD, shopping, dining, and major roadways are all within convenient reach. At 6858 Merrick Landing Blvd, the location is desirable, the floor plan is flexible, and the lifestyle is refreshingly easy. Schedule your private showing today.

6858 Merrick Landing Boulevard, Windermere

$562,000

3 Beds ⋅ 2 Baths ⋅ Enclave/Berkshire Park B G H I SubDv. ⋅ 34786 Zip Code

7271 Londale Blvd is a one-story Windermere home with an open layout and a large kitchen island. The kitchen has white cabinetry, stainless steel appliances, and counter space, and it opens to the dining and living areas. Bedrooms have neutral finishes, and the bathrooms have tile surrounds and vanities. A screened patio overlooks the lawn, with mature landscaping around the house. An attached one-car garage and a broad driveway sit at the front. Included 100-Day Home Warranty with buyer activation

7271 Londale Boulevard, Windermere

$560,000

4 Beds ⋅ 3 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code

WINDERMERE OPPORTUNITY! Welcome to this beautiful 4-bedroom, 2.5-bath home offering 2,214 sq. ft. in the desirable Westside Village community. Built in 2018, this home offers a spacious open-concept layout designed for both everyday living and entertaining. The first floor features luxury vinyl flooring, while the upgraded kitchen offers marble countertops, generous workspace and an open flow into the main living areas. A versatile bonus/flex space provides additional room for a media area, game room, home office or additional living space. Enjoy the benefits of solar panels, offering added energy-efficiency potential. Includes custom drapes on all windows. IMPORTANT: Solar panels are subject to an existing financing obligation that must be assumed by the Buyer, subject to approval by the solar financing/provider company. Buyer to independently verify remaining balance, monthly payment, transfer requirements and all solar terms. Westside Village offers resort-style community amenities including a pool, clubhouse, playground and walking trails. Ideally located near shopping, dining, major roadways and the Disney area. Previous marketing of the property has also highlighted views of the Disney fireworks from the home. Buyer may qualify for up to $3,000 in lender credits toward closing costs when financing with Seller’s preferred lender. Schedule your private showing today and discover the space, location and lifestyle this Windermere home!

11543 Charnock Drive, Windermere

$530,000

4 Beds ⋅ 2 Baths ⋅ West Point Commons SubDv. ⋅ 34786 Zip Code

This 4-bedroom, 2-bath pool home in the gated community of Eden Isle offers approximately 2,020 square feet of single-story living with an open floor plan, high ceilings, and plenty of space for both everyday living and entertaining. Step outside and enjoy your own private Florida retreat featuring a screened-in pool and a fully fenced backyard; ideal for relaxing, entertaining, or enjoying the Florida sunshine. The spacious primary suite features an en-suite bathroom with a soaking tub, separate shower, double vanity, and plenty of room to unwind. Major improvements provide added peace of mind, including a roof replaced in 2022, HVAC system replaced in 2021, and a new hot water heater. Eden Isle residents enjoy access to a community playground and private community boat ramp on Lake Speer, making it easy to enjoy the Florida lifestyle both on and off the water. Conveniently located in sought-after Windermere with easy access to shopping, dining, entertainment, major roadways, and Central Florida's world-famous attractions. Schedule your private showing today!

13738 Eden Isle Boulevard, Windermere

$549,990

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

Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. This Cawood floor plan features interior finishes from the AW Collection Coastal, blending clean lines and neutral tones and textures. Design upgrades include 42" cabinets, quartz countertops, tiled backsplash, pendant lighting and stainless steel appliances. Ideally situated, you’re just 30 minutes from Orlando International Airport and 15 minutes from world-famous Disney theme parks. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. Residents will also enjoy a community pool and playground area. With its prime location and practical design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

13317 Lush Lime Alley, Windermere

$520,000

3 Beds ⋅ 2 Baths ⋅ Wickham Park SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully located single-story home in the highly desirable Windermere area! This 3-bedroom, 2-bath home offers 1,681 sq ft of comfortable living space with an open floor plan, stone countertops, walk-in closet, spacious living and dining areas, and an attached 2-car garage. Enjoy Florida living with a covered and screened patio, plus access to community amenities including a resort-style pool, clubhouse, playground, and sidewalks. Location is a major highlight! The home is zoned for highly rated schools, including Sunset Park Elementary, Horizon West Middle School, and Windermere High School, while offering convenient access to shopping, dining, entertainment, major roadways, and everything the Windermere and Horizon West areas have to offer. Offered at $520,000, this is an excellent opportunity to own a home in one of Central Florida’s most desirable locations. Schedule your private showing today!

12679 Calderdale Avenue, Windermere

$519,000

3 Beds ⋅ 2 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code

Don’t miss the opportunity to make this beautiful home in the highly sought-after Summerport community your own! Known for its A-rated schools, picturesque surroundings, and outstanding amenities. This well-maintained 3-bedroom, 2-bath home features a versatile office/den, offering flexible space to accommodate a home office, or guest room. The home features vinyl flooring throughout with no carpet, providing a clean, stylish, and low-maintenance living environment. The kitchen is equipped with a natural gas stove, perfect for those who enjoy cooking with gas. Recent improvements include a newer roof, newer A/C system, and freshly painted exterior, offering added comfort and peace of mind. From the moment you enter the welcoming foyer, you’ll appreciate the bright and open floor plan. Two secondary bedrooms are conveniently located toward the front of the home, providing separation and privacy from the primary suite. Continue down the hallway to the spacious formal living room and flexible additional living space, perfect for adapting to your family’s needs. The private primary suite offers a relaxing retreat with a walk-in closet, dressing area, and ensuite bathroom featuring dual sinks and a spacious standing glass shower. The kitchen seamlessly connects to the bright family and dining areas, creating an inviting space filled with natural light and perfect for everyday living and entertaining. The natural gas stove adds an extra touch of convenience for the home chef. Sliding glass doors open to the covered porch, extending the living space outdoors and overlooking the spacious backyard—an ideal setting for relaxing, entertaining, or enjoying the Florida lifestyle. Summerport offers an impressive array of resort-style amenities, including a community pool, fitness center, parks, playgrounds, fishing pier, and scenic walking trails. The community’s desirable location provides easy access to Windermere, Winter Garden, and Clermont, with an abundance of shopping, dining, entertainment, recreation, and highly rated schools nearby. Commuters will appreciate the convenient access to major roadways, including Highway 429, the Florida Turnpike, SR 408 (East-West Expressway), and I-4, making it easy to travel throughout Central Florida. Walt Disney World and many of Orlando’s world-renowned attractions are also just a short drive away. For Disney enthusiasts, enjoy the added bonus of being just minutes from Walt Disney World, with the opportunity to catch the nightly fireworks from select areas within the community. With vinyl flooring throughout and no carpet, a natural gas stove, a newer roof, newer A/C, freshly painted exterior, flexible living spaces, spacious backyard, desirable location, and exceptional community amenities, this home offers an outstanding opportunity in Summerport. Schedule your private showing today and come see all this home has to offer!

4844 Flint Road, Windermere

$556,256

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

$575,000

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

$528,000

3 Beds ⋅ 3 Baths ⋅ Windermere Trails Phase 1c SubDv. ⋅ 34786 Zip Code

This beautifully renovated 3-bedroom, 2.5-bath luxury home in a prime Windermere location offers the perfect blend of modern elegance, comfort, and peaceful Florida living. The bright open-concept layout creates a seamless flow between the living, dining, and kitchen areas, ideal for both everyday living and entertaining. Recent renovations include new stairs with sleek glass railings, beautifully updated bathrooms, a smart bidet toilet, and new appliances, giving the home a fresh feel, while the downstairs showcases beautiful high-gloss tile flooring that adds to the bright, upscale atmosphere. Upstairs, an additional flex/living area offers the perfect space for a home office, yoga studio, reading retreat, or lounge. One of the home’s standout features is the expansive upstairs balcony, accessible from two bedrooms and overlooking the lake, where you can enjoy your morning coffee or unwind surrounded by mature trees, birds, and nature in a wonderfully quiet setting. The home also features a two-car garage and is conveniently located near the best schools, shopping, dining, entertainment, major roadways, and everyday amenities. With its lake views, open-concept design, extensive updates, flexible living spaces, peaceful natural surroundings, and sought-after Windermere location, this move-in-ready home offers an exceptional combination of luxury, tranquility, and convenience.

8630 Powder Ridge Trail, Windermere

$525,000

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

Welcome to this beautiful maintained traditional-style home in the highly desirable Town of Windermere, Florida, just minutes from the renewed Butler-Chain of Lakes. Nestled in a quiet, peaceful neighborhood, this 3-bedroom, 2-bathroom home offers 1,926 square feet of comfortable living space with thoughtful upgrades throughout. The updated kitchen features renovated cabinetry, while both bathrooms have been tastefully upgraded. The spacious primary suite includes a large walk-in closet, and elegant crown molding adds character to the primary bedroom and dining area. Additional highlights include the roof installed four years ago, beautiful tile flooring throughout the home with carpet in the living room and bedrooms, stylish glass shower doors in the secondary bathroom, and an attached two-car garage. Every detail reflects the pride of ownership and care this home has received over the years. Residents also enjoy access to fantastic community amenities, including a swimming pool, tennis courts, and a basketball court, providing opportunities for recreation just steps from home. This is a peaceful retreat with the opportunity to enjoy the sought-after Windermere style. This home is a beautiful place to call your own.

6679 Duncaster Street, Windermere

$510,000

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

Move-In Ready! Beautifully Updated Home in the Highly Desirable Windermere Area! Welcome to this beautifully refreshed 4-bedroom, 2.5-bath home located in the sought-after Windermere Trails community. Built in 2014, this two-story residence includes approximately 2,074 square feet of living space with an open-concept layout, abundant natural light, and tasteful updates throughout. The kitchen features granite countertops, stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas. The spacious primary suite includes a walk-in closet and an ensuite bath with dual vanities, a soaking tub, and a separate shower. Additional highlights include updated flooring, fresh interior finishes, a covered lanai, and a fenced backyard. Conveniently located near shopping, dining, major highways, Disney, and top-rated schools.

11938 Silverlake Park Drive, Windermere

$579,000

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

$539,900

3 Beds ⋅ 2 Baths ⋅ Silver Woods Ph 03 SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. WELCOME HOME! NEW IMPROVEMENTS! Nestled beneath majestic oak trees in one of Windermere's most desirable communities, this well-maintained 3-bedroom, 2-bath home sits on a quarter of an acre and offers the perfect blend of comfort, privacy, and location. Situated in the highly sought-after 34786 zip code, this exceptional residence features a popular split-bedroom floor plan with 1,819 square feet of thoughtfully designed living space. Silver Woods is located in the center of SW Orlando, close to Downtown Windermere, Restaurant Row, Winter Garden Village, Downtown Winter Garden, churches, schools, shopping, and more. As you enter the front door, you will be impressed with the open floor plan. New paint, new carpet, and neutral tile create a light and bright environment. Step inside to discover spacious living and dining areas that flow seamlessly into the heart of the home. The living room looks out onto the huge patio and backyard. The kitchen offers abundant cabinetry, granite countertops, ample workspace, and overlooks the main living areas, making it ideal for everyday living. Enjoy the family room, which opens to a covered, screened lanai via sliding doors, creating an incredible outdoor living space perfect for relaxing, entertaining, or simply enjoying the tranquil backyard surrounded by mature trees. The oversized, park-like shared fenced backyard provides exceptional privacy and plenty of room for gardening, play, or creating your own outdoor oasis. Let your imagination create the perfect Pool/Spa area with a summer kitchen, fire-pit, and more. The primary bedroom features sliding doors to the expansive lanai, and the en-suite features a Tub, a newer double-sink vanity, and a NEW WALK-IN TILED SHOWER! A split-bedroom plan is perfect for today's busy family, featuring two bedrooms and a hall bath with a shower/tub. Recent improvements, including a NEW ROOF, HVAC (2016), New Garage Door (2016), Septic (2021), Electric Panel (2017), Interior paint (2026), Front Sod (2026), and Carpet (2026) in the main living areas, make this home move-in ready while still offering opportunities for a new owner to personalize and add value over time. The community offers a park and a tennis court for the residents. Ideally located just minutes from top-rated Windermere schools, shopping, dining, churches, world-famous theme parks, major highways, and Orlando's many entertainment destinations, this home offers the perfect balance of peaceful neighborhood living and everyday convenience. Don't miss your chance to make this Windermere gem your next home- schedule your private showing today!

9433 Palm Tree Drive, Windermere

$555,000

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

$550,000

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

$549,900

Roberts Landing SubDv. ⋅ 34786 Zip Code

Location, Location, Location!! Windermere Lot: 2.62 acres, with 1 acre buildable, for an incredible luxury designer estate with partial water views of Lake Olivia and a stream. NO HOA REQUIRED! Bring your custom builder. When you see this land, you will admire the beauty of nature. Gorgeous conservation views and spacious areas between the homes in the community. Nestled in the heart of Central Florida, the city of Windermere, FL, is a charming lakeside town boasting a rich history, luxurious real estate, and an exceptional quality of life. With easy access to Orlando's world-famous attractions, Windermere, Florida, offers the perfect balance between serene lakeside living and vibrant city life. Top-rated schools, fine dining, shopping, world-class golf, theme parks, and quick access to major expressways. Roberts Landing in Windermere, FL, is located on the east shore of Lake Olivia. The main entrance is on Westover Roberts Road across from Westover Club and Westover Reserve, two other Windermere, FL, communities. The streets here are winding and well-shaded, like most mature Windermere communities. Lake Olivia in north Windermere, FL, is a private lake. This rare lot in Windermere is an incredible opportunity. Build the luxury estate of your dreams.

1661 Roberts Landing Road, Windermere

$510,000

3 Beds ⋅ 3 Baths ⋅ Lakes Windermere Ph 01 49 108 SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Welcome to this stunning two-story home in desirable Lakes of Windermere, featuring 3 bedrooms, 2.5 bathrooms, and a versatile bonus room. The spacious primary suite offers vaulted ceilings, a walk-in closet, and a relaxing Jacuzzi tub. Enjoy wood flooring throughout the second floor, plantation shutters, impact windows, stainless steel appliances, and a laundry room with washer and dryer included. The fully fenced backyard features a mature mango tree, charming pergola, and reclaimed-water irrigation. Additional highlights include an extended driveway with alley access and a two-car garage with epoxy flooring, storage cabinets, and an extra refrigerator. Enjoy community amenities including a pool, tennis and basketball courts, volleyball, playgrounds, parks, and scenic Lake Sawyer views. Conveniently located near shopping, dining, top-rated schools, Disney, and major roadways. Don't miss the chance to make this beautiful Windermere home yours!

6820 Thornhill Circle, Windermere

$584,900

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 home offers an incredible opportunity for homeowners, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. Recent Upgrades & Features: Brand New Kitchen (March 2026): Fully updated with modern flooring, custom cabinetry, and 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, this home is truly move-in ready.

9011 Chapman Oak Court, Windermere

$598,900

3 Beds ⋅ 2 Baths ⋅ Enclave/Berkshire Park B G H I SubDv. ⋅ 34786 Zip Code

Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding everyday practicality for families. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this home delivers strong value through location, accessibility, and long-term growth potential. Schedule your private tour today.

13622 Darchance Road, Windermere

$554,555

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

$560,000

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

$575,000

Gotha Town SubDv. ⋅ 34786 Zip Code

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

9802 6th Avenue, Windermere

$595,000

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

$560,000

4 Beds ⋅ 3 Baths ⋅ Lakes Windermere Ph 01 49 108 SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Don't miss an Opportunity to own this Great Craftsman Home overlooking a serene Wooded View, located in the community of Lakes of Windermere. Impeccably maintained and Move-in ready, this 4-bedroom, 2.5-bath home offers numerous Upgrades and Touches throughout. Such as all new kitchen appliances, newly painted interior, new A/C, Hardwood flooring, Water Softener, Built-Ins, and Newer Roof. Three stylish transom windows located in the Living Room allow lots of Natural Light. Granite counters and solid wood cabinetry in the kitchen. Butler's pantry off the Dining Room. A relaxing spa is located on the screened-in Lanai with custom pavers. This home has paid attention to detail, finish, form, and function. The Lakes of Windermere community is known for promoting a well-maintained, safe, and family-friendly environment with many acres of natural beauty amidst great live oaks, pine trees, and beautiful natural habitats. The oak tree-lined community and combination of outdoor amenities rival the best of Orlando’s communities. Our neighborhood features include: A picturesque pier located on Lake Sawyer is perfect for fishing, relaxing, or nightly star gazing. This community features a large pool and sun deck perfect for those hot summer days. There is also a kitchen available for use by reservation. Tennis. Volleyball. Basketball. Gazebo. 3 Playgrounds. Whatever your favorite activity is, the Lakes of Windermere will have a place for you to enjoy the beautiful sunshine of Central Florida. (Room measurements are approximate, Buyer to verify) Home Warranty to be provided by Seller.

7011 Nobleton Drive, Windermere

Browse All Windermere FL Between $500K - $600K Properties for Sale

Between $500K - $600K Windermere Real Estate

How much is your home worth?

How much is your home worth?