Orange County, FL

Windermere is one of the most affluent cities in Florida, with a high standard of living and many established neighborhoods. The "city among the lakes" downtown is centered on an isthmus on the Butler chain of lakes, though over the years new subdivisions have grown in every direction. With a strong economy and housing market, Windermere is a highly desirable city and a wonderful place to live.

Real Estate Market

A well known and sought after area, Windermere's home prices tend toward the more expensive. While there are homes that currently fall within the $400,000-$500,000 price range, at the high end homes on the Butler chain can easily reach into the $2-10 million range. Windermere offers a variety of home types, ranging from condos and duplexes to waterfront homes boasting up to 10,000 square feet of living space.  For homebuyers with discerning taste and a generous budget, Windermere offers beautiful homes and serene surroundings.

A Strong Economy

Windermere has a thriving economy, powered by theme parks, tourism, health care, and an increasing number of remote workers from all over the world.  It is also home to a broad variety of small businesses that integrate into the economy of greater Orlando.

Activities and Events

Along with having many wonderful homes, great schools, and excellent career opportunities, this beautiful also plays host to numerous family-friendly events. Some of the most popular include the annual 5K/10K Among the Lakes and the Windermere Farmers Market, where residents can find goods from local entrepreneurs then continue downtown to enjoy food from local restaurants, live music, and plenty of friendly camaraderie.

Call Windermere Home

If you are looking for a city that features great schools, beautiful and affordable homes, plenty of great career opportunities, and a wide variety of activities and events for the whole family, then look no further than the wonderful city of Windermere.

Windermere, FL is a fantastic city in which to live and work. Cindy Suazo & Drew Martin are committed to making the buying and selling of homes for sale in Windermere, FL a productive and enjoyable experience. Our website allows you to search all active homes for sale in Windermere, FL. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.

Homes for Sale in Windermere

4 Beds 3 Baths Windermere Terrace SubDv. 34786 Zip Code
Welcome to your dream home! Nestled on a private conservation water view lot, this move-in ready gem offers the perfect blend of tranquility and luxury. With 4 bedrooms and 3 full baths, this home is designed to accommodate your family's every need. As you step inside, you'll be greeted by a spacious and inviting entryway, boasting a remarkable width of 7 1/2 feet. The entire house has been thoughtfully painted, with a fresh coat applied just 3 1/2 years ago, ensuring a modern and pristine aesthetic. The heart of this home is its huge kitchen, which provides an ideal space for culinary enthusiasts and gatherings. Featuring ample storage, beautiful cabinetry painted in a sleek white finish with epoxy paint, and a layout that encourages seamless flow, this kitchen is sure to inspire your inner chef. Downstairs, an en suite bedroom offers convenience and privacy for guests or multigenerational living. The open concept design allows for easy interaction between the kitchen, dining, and living areas, making entertaining a breeze. Situated in a serene location, this property offers the ultimate in peaceful living. Enjoy the tranquility of the water view and the natural beauty of the conservation area right in your backyard. Relax on your patio, which has been meticulously maintained with pressure washing, regrouting, and sealing of the pavers just 1 1/2 years ago. Attention to detail is evident throughout the home, with tubes conveniently installed in the walls to hide TV wires in the family room, bonus room, and master bedroom. Additionally, rounded corners, crown molding, and wide baseboards add an elegant touch to the living spaces. The master bedroom is a true retreat, featuring a tray ceiling that adds architectural interest. The upgraded taller vanity heights in the bathrooms provide a touch of luxury and convenience. With a large bonus room and plenty of storage options, this home offers versatile spaces to suit your lifestyle. Whether you desire a home office, a playroom, or a cozy den, the possibilities are endless. The exterior of the property is equally impressive, featuring a meticulously maintained zoysia grass upgrade that enhances the overall curb appeal. And when you want to cool off on those hot summer days, take advantage of the community pool, perfect for relaxation and recreation. Don't miss the opportunity to make this beautiful home your own. Experience the serenity, comfort, and convenience it offers. Schedule a showing today and imagine yourself living in this remarkable oasis.

12961 Holdenbury Lane, Windermere

3 Beds 3 Baths 34786 Zip Code
This stunning home boasts a GRAND entrance, with a leaded glass front door and side lights that allow NATURAL LIGHT to flow throughout the space. As you step inside, you are greeted by an open floor plan with STUNNING VIEWS of Lake Crescent. Lake Crescent, a 186-acre private lake, provides a beautiful backdrop, and the seawall, tall trees, and lush landscaping make this property truly stunning. With just under an ACRE of land, there is plenty of room to roam. The TWO-STORY CEILINGS in the family room creates an OPEN AND AIRY atmosphere, while the fireplace and built-in entertainment center add warmth and comfort. HARDWOOD FLOORS add a touch of class and elegance to the space. The large kitchen boasts granite counters, white cabinets, double oven, separate cook top, double door refrigerator, microwave, built-in desk, abundance of cabinets and a large breakfast area with great lake views. The formal dining room with a TRAY CEILING is perfect for hosting dinner parties. The formal living room makes a COZY SITTING AREA for relaxing with a book or entertaining guests. The SPACIOUS LAUNDRY ROOM features a built-in desk laundry sink, and tons of storage. As you head upstairs, you are greeted by an OPEN LOFT that serves as an upstairs office, complete with solid wood built-in shelving, desk, and storage. The roomy master suite provides the ULTIMATE IN LUXURY featuring his/hers vanities with a make-up desk, a frameless step-in shower, a large soaking tub, a laundry chute to the laundry room, and his and hers closets. Tons of windows throughout the home provide NATURAL LIGHT and a bright and airy feeling. Plantation shutters, custom blinds, and custom window coverings provide privacy and add to the home's beauty. The brick paver pool and spa, along with the huge under-roof lanai, offer the PERFECT PLACE TO RELAX and enjoy the Florida sunshine. The side entry garage, brick paver driveway, and composite boat dock with a sun deck and covered area add to the home's convenience and functionality. This home offers a unique BLEND OF LUXURY AND COMFORT, with stunning lake views and top-of-the-line features. The open floor plan allows for EASY ENTERTAINING, while the various living areas throughout the home provide plenty of space for quiet relaxation. The outdoor area is just as impressive, offering BEAUTIFUL VIEWS and an abundance of space for outdoor activities. Whether you're looking for a PEACEFUL RETREAT or a space to entertain and host guests, this home truly has it all. There is NO HOA, so you have total flexibility in what you do!

12202 Mckinnon Road, Windermere

4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to the Keenes Pointe Community in Windermere, Florida! We are delighted to present to you a captivating 4-bedroom, 3-bathroom property that epitomizes the perfect blend of style, comfort, and luxury. Situated in one of Windermere's most sought-after neighborhoods, this one-story gem offers an array of enticing features that will leave you breathless. As you step inside, you'll be greeted by a formal living and dining area, next to open and inviting layout that seamlessly integrates the kitchen and family room areas. The abundance of natural light cascades through large windows, creating an atmosphere of warmth and tranquility. With its spacious design and beautiful layout, this home is an entertainer's dream. The kitchen is a culinary masterpiece, boasting modern stainless steel appliances, sleek granite countertops, and a pantry. Whether you're hosting an intimate gathering or preparing a feast for friends and family, this well-appointed kitchen will surely inspire your inner chef. The master suite is a private oasis that exudes serenity and comfort. Featuring a generously sized bedroom, a luxurious ensuite newly renovated bathroom, and two walk-in closets, this sanctuary provides the ideal space to unwind after a long day. Three additional bedrooms offer ample space for family members or guests, ensuring everyone has their own personal haven. As you venture outside, prepare to be captivated by the breathtaking outdoor amenities. The recently resurfaced pool invites you to take a refreshing dip on hot summer days, while the new deck with travertine pavers creates a stunning space for sunbathing or al fresco dining. The outdoor kitchen is a true focal point, equipped with top-of-the-line appliances, making it effortless to host unforgettable gatherings under the stars. The attention to detail extends beyond the living spaces, as this property features a brand new roof, ensuring peace of mind for years to come. The exterior lighting illuminates the property, highlighting its architectural beauty and creating a captivating ambiance. Located in the highly desirable Keenes Ponte Community, this property offers access to a host of world-class amenities. Enjoy leisurely strolls through the meticulously manicured streets, take advantage of the community clubhouse, or engage in a friendly golf game in the Jack Nicklaus designed golf course. With its prime location, you'll find yourself just moments away from Orlando's renowned attractions, dining, and entertainment options. Zoned for one of the best school districts, your youngsters will have access to the Top-rated Windermere Elementary School, Bridgewater Middle School and Windermere High School. Don't miss this rare opportunity to own a meticulously maintained property in the esteemed Keenes Ponte Community. This exceptional home with its numerous upgrades and desirable features is ready to welcome you with open arms. Schedule a viewing today and prepare to embark on a life of comfort, luxury, and endless possibilities.

8363 Bowden Way, Windermere

4 Beds 3 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Multiple offer situation. Highest and Best due 6/7 @ 6pm. The most open floor plan and the highest elevation single story home located in Summerport. This picturesque home will be sure to check every box on the list. From the moment you step through the front door you will be greeted with natural light from the oversized windows. Windows are tinted keeping the home energy efficient and cool during the summer months. High trey ceilings combined with custom fixtures and large wood tile plank flooring will leave you in awe. This home has been completely remodeled from top to bottom. Large updated kitchen features 42 inch cabinets, stone countertops, breakfast nook, pantry, and a large island that overlooks the living room and the entire house, making it perfect for center point for the family. Master bedroom is right off the main living room and has separate enormous his and hers walk in closets and a floor to ceiling tri mirror wall perfect for checking yourself out. Mater Bathroom has stone counters, jacuzzi tub, and la large stand up shower with built in bench. Split floorplan is great for families, with the other three bedrooms spread throughout the house. Guest room 2 has an en suite bathroom with large walk in shower and custom fixtures. EVERY bedroom has a walk in closet! Who could ask for more storage. Off of the living space, step through the sliding glass doors into your private lanai. LED lighting, custom Italian tile flooring and remote controlled electronic screens that go up/down and the touch of a button is an entertainers dream! Large fenced in backyard us the perfect layout to build your dream pool. Owner has drawings in place if needed. From the backyard you have also have lake views and can see Disney fireworks every night! Brand new roof and new gutters installed last month. This home is situated on a corner lot convenient to both of the Summerport entrances. The community features a clubhouse, community pool, basketball courts, tennis courts, volleyball courts, walking trails, playgrounds, fishing piers, gazebos, a dog park, and even a commercial area that has a coffee shop, ice cream shop, nail salon, and pizza parlor! Truly and ideal community, located in the world renowned Windermere, FL. Convenient to great schools, shopping, and major highways; Schedule your showing today before its too late! Buyer/buyers agent responsible for verifying all information in listing is accurate *chandelier does not convey.

5006 River Gem Avenue, Windermere

7 Beds 7.5 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
This Jones- Clayton built masterpiece set behind the guarded gated entrance of Reserve at Lake Butler Sound will leave you speechless around every corner. This custom one-of-a-kind estate was painstakingly designed to deliver an extremely functional and adaptable floor plan for any buyers needs with the highest of finished gathered from around the world. 142 ft on the shores of coveted Lake Butler, the jewel of the famed Butler Chain of Lakes. Walk your own private nature trail to your large, covered boat dock granting you access to 13 interconnected lakes boasting over 5,000 acres of navigable fresh water to enjoy and explore. The curb appeal on this home is second to none with imported stone front facade to replicate famed Casa Feliz designed by James Gamble Rogers in Winter Park... with the signature turret, bell tower and expansive front balcony. The floor plan checks every box with 2 owners suites, 2 bonus rooms (one on each floor), dedicated home theatre, in-law suite with kitchenette and full bath and separate entrance, Private office/ command center above garage with separate entrance & private bath, 2 full laundry rooms (both with 2 washer & dryers) wine room, all oversized secondary bedrooms and of course a PRIVATE ELEVATOR. The finishes throughout the home are second to none with reclaimed over 100-year-old barn wood for the floors and just too much to list here. Dream kitchen with AGA stove and range, Miele coffee maker, countless SUB-ZERO fridges, freezer and drawers. Downstairs bonus room and additional fully equipped home theatre. Sonos and Creston throughout entire estate and whole home water filtration. Dream back yard to truly embrace the Florida Lifestyle with huge, covered lanai with summer kitchen, wood burning fireplace and remote screen wall giving access to the Saltwater pool with beach entry, water slide and rock waterfall. Custom sport court and putting green also in the fully fenced back yard. The real shining star of the property is the just renovated dock that meanders through the Lake Butler Nature Preserve to your covered boat dock giving you post card sunset views every day of the week as well as access to the most sought-after chain of lakes in Florida. This buffer gives you rare privacy from all the boaters on the chain, a very welcome side effect to this Conservation area, offering the lake life with privacy rarely granted with Lake Front living. Reserve of Lake Butler Sound is 24/7 guarded entry community boasting some of the nicest estates in Central Florida, including Americas Largest Estate, the famed Versailles. Sought after K-12 public school district and minutes from Windermere Preparatory School and Foundation School campuses. Just a few miles from Disney's gates, countless shopping and dining choices and under 25-minute commute to Downtown Orlando. This estate truly checks all your must haves with a timeless and flexible floor plan. One lucky buyer will be able to call this work of art their home. Call for your private showing.

11019 Bridge House Road Unit R, Windermere

5 Beds 4.5 Baths Windermere Town SubDv. 34786 Zip Code
If You Have Dreamed of Having a Home Where Family and Friends want to Hang Out and Spend Quality Time Building Lifetime Friendships and Cherished Memories then I have the Place You Need to See - Peace and Tranquilty are found under the towering Spanish Moss covered Oaks in your spacious back yard with mature hedges, flowering Azaleas and Roses with a carpet of St. Augustine grass leading down to over 80 feet of white sand beach on crystal clear Lake Bessie in the heart of Windermere that feels like the "Old Florida" so many wish they could find - The Boathouse has a covered lift for the Wakeboard or Skiing crowd - The covered sitting area provides plenty of shade while catching the Trophy Bass Lake Bessie is famous for and the uncovered deck area is perfect for getting more Vitamin D - The Custom Built Home has 5 Bedrooms and a large Bonus Room with full bath over the 3 Car Garage offering plenty of places for Slumber parties or large families to spread out - The Screened in Pool is a fantastic place to enjoy the Sunrise with a cup of your favorite brew - The Family Room with Floor to Ceiling Stone Fireplace, Breakfast Nook and Gourmet Kitchen with top of the line Sub Zero & Wolf Gas Appliances have stunning views of the Lake and Pool - The 2nd floor 4th Bedroom overlooks the backyard, Lake and Pool and has a large Balcony with screened in sitting area that provides another great place to relax - From the moment you enter through the 10 foot tall Custom Handcrafted Iron Doors and see the Formal Dining Room, Formal Living Room, Stacked Stone Wine Cellar with Custom Iron Gate, Custom Handcrafted Iron Stair Railing, Butler's Pantry/Wet Bar all boasting timeless Travertine Flooring You will be impressed with the Quality of this Home - Primary Suite has Dual Vanities, Cosmetic Station, Large Walk In Closet and Lake & Pool views - The Town of Windermere has Coffee & Ice Cream Shops, Restaurants & a Brewery within walking distance - There are so many Custom Features in this home and wonderful places to see in Town so book your appointment now

1003 Oakdale Street, Windermere

4 Beds 3 Baths Windermere Trls Ph 4b SubDv. 34786 Zip Code
Located just minutes away from the enchanting Walt Disney World, this splendid property presents an irresistible opportunity for those seeking a home that combines modern luxury with convenient proximity to one of the world's most magical destinations. Situated in a friendly neighborhood, this two-story residence spans an impressive 3,677 square feet, offering ample space for comfortable living and entertaining. With its four bedrooms and three bathrooms, this home is designed to accommodate the needs of a growing family or anyone looking for extra space to relax and unwind. Built in 2017, this property showcases a contemporary architectural style that is both timeless and visually appealing. The exterior boasts a well-maintained facade, exuding a sense of pride and meticulous care. As you step inside, you are greeted by a warm and inviting atmosphere, where modern finishes and thoughtful design elements blend seamlessly to create a harmonious living environment. The main level of this home features an open floor plan, providing an ideal space for entertaining guests and hosting gatherings. The spacious living area is bathed in natural light, thanks to large windows that offer panoramic views of the surrounding neighborhood. A well-appointed kitchen, complete with high-end appliances and stylish cabinetry, awaits the culinary enthusiast, making meal preparation a delight. The adjacent dining area provides the perfect setting for enjoying family meals or intimate dinners with loved ones. Upstairs, you will find the four generously sized bedrooms, offering a peaceful retreat from the demands of daily life. The master suite is a true oasis, boasting ample space, a walk-in closet, and an en-suite bathroom that epitomizes luxury with its modern fixtures, a soaking tub, and a separate shower. The remaining bedrooms are equally inviting, each offering comfortable accommodations and ample storage space. One of the highlights of this property is its close proximity to Walt Disney World. As a resident of this friendly neighborhood, you have the incredible privilege of watching the mesmerizing Disney fireworks from the comfort of your own backyard whenever they light up the night sky. Imagine the joy and wonder of being able to share this magical experience with family and friends on special occasions or simply as a regular part of your life.

11722 Gray Rock Trail, Windermere

4 Beds 4.5 Baths Estancia/Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. This stunning Windermere residence is located in the highly desirable community of Estancia. This Taylor Morrison Sebastian model is adorned with over $200,000 in builder upgrades. The oversized lot allows for a massive driveway with plenty of parking above and beyond the oversized three car garage. As you step through the front doors you are immediately greeted by a bright open floor plan. The chef in the family will love the spacious kitchen with top-of-the-line stainless steel appliances, quartz countertops, a butler’s pantry, and a large center island with a farm sink. The great room features soaring two-story ceilings and amazing views of the pool. The primary bedroom suite has a sperate sitting area, two custom walk-in closets, and a spa bath with a two-sided walk-in shower, dual sinks, and a garden tub for soaking away the stresses of the day. Additional amenities include three other bedrooms, a two-story den with a spiral staircase and loft area, a huge bonus room, and a theater room. Exterior amenities include a large, covered lanai that is pre-plumed for a summer kitchen, a pool bath, and an oversized screened pool with a water fall and beach area. The location simply can’t be beat, a short golf cart ride to downtown Windermere or 15 minutes in the car to fine dining, world class shopping, and all of the area attractions. Residents of the town of Windermere also enjoy access to multiple parks, playgrounds, Tennis courts and keyed private access to a Butler Chain boat ramp.

1214 Estancia Woods Loop, Windermere

4 Beds 2.5 Baths Summerport Ph 02 SubDv. 34786 Zip Code
Welcome to Summerport! Discover this meticulously maintained home! Situated on a premium lot, this residence offers an unrivaled setting. Experience the awe-inspiring beauty as the sun rises over the lake in front of the house and sets over the lake at the rear, creating an enchanting atmosphere. Step inside to find a charming single-story layout featuring a formal living room, dining room, and family room. With four bedrooms and 2.5 baths, including a Master Suite with dual closets, a luxurious soaking tub, and a spacious shower with dual vanities, this home exudes comfort and elegance. The additional three bedrooms are complemented by a full bathroom and another convenient half bath. Recent updates include a new roof in 2021 and a new air conditioning system in 2019. Enjoy access to Orlando's top-notch schools, including Windermere High School, Keene's Crossing Elementary, Bridgewater Middle School, and Windermere Preparatory School. Summerport Community is conveniently located near historic Winter Garden and Windermere downtown, offering a multitude of amenities for residents to relish. Take advantage of walking trails, docks, a clubhouse, pool, fitness center, basketball courts, tennis courts, volleyball courts, and playgrounds. The house provides easy access to the Winter Garden Village, various dining options, and major highways such as SR 429, SR 408, and the FL Turnpike. Plus, downtown Orlando is just a quick 20-minute drive away. Whether you savor the front porch with its captivating lake view or unwind on the expansive screened back porch while witnessing breathtaking Florida sunsets, this home offers an ideal sanctuary. Don't miss the opportunity to experience this dream-like retreat for yourself. Visit today and start living the life you've always imagined!

14325 Bluebird Park Road, Windermere

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