Windermere Real Estate

Windermere Real Estate

Windermere, located in Orange County, Florida, is a charming town that offers a perfect blend of natural beauty and modern amenities. Known for its picturesque landscapes and serene lakes, Windermere attracts residents and visitors alike with its small-town charm and close proximity to major cities.

Situated in the heart of Central Florida, Windermere is just a short drive away from Orlando, making it an ideal choice for those who want to enjoy the best of both worlds. The town is known for its excellent schools, making it a popular destination for families looking to settle down.

One of the highlights of Windermere is its abundance of beautiful lakes. With over a dozen lakes in the area, residents can enjoy a variety of water activities such as boating, fishing, and swimming. The town also boasts numerous parks and green spaces, providing ample opportunities for outdoor recreation.

In addition to its natural beauty, Windermere offers a vibrant community atmosphere. The town hosts various events and festivals throughout the year, fostering a strong sense of community and providing residents with plenty of opportunities to socialize and connect with their neighbors.

When it comes to real estate, Windermere offers a range of housing options to suit different preferences and budgets. From luxury lakefront estates to charming single-family homes, there is something for everyone in this sought-after community.

Overall, Windermere is a hidden gem in Orange County, offering a peaceful and idyllic lifestyle while still being close to all the amenities and attractions that Central Florida has to offer. Whether you are looking to raise a family or retire in a serene setting, Windermere is a city that should be on your radar.

Newest Listings in Windermere

$829,900
4 Beds 3 Baths T3534098 MLS
Welcome to the highly desired living in prime Summerport! This exquisite one-story pool residence boasts a private back-yard with beautiful water views from most rooms. Oversized screened in patio with pavers and salt-water pool+spa. Enjoy 4 bedrooms and 3 bathrooms, plus 3rd garage bay was converted to an air-conditioned music studio/office. Step inside to discover a sanctuary of elegance, with BELLAWOOD BRAZILIAN CHESTNUT HARDWOOD FLOORS + tile flooring gracing the expansive living spaces. The owner's retreat is adorned with luxurious wood flooring with water views offering a serene escape within your own home. Enhanced with generously proportioned bedrooms, this home exudes both style and comfort. Bask in the picturesque views of the tranquil pond from the extended lanai, perfect for relaxation and entertainment. Home contains a hardwired security system. Oversized driveway with custom pavers. Bedrooms contain custom closets by THE CLOSET FACTORY. Indulge in the array of community amenities, including a pool, clubhouse, fitness center, community dock, walking paths, playgrounds, basketball, and tennis courts, providing endless opportunities for recreation and leisure. Conveniently situated near theme parks, fine dining, and shopping, this home offers the utmost in convenience and accessibility. This residence exudes modern comfort and sophistication. Additional features include a walk-in pantry and butler pantry. Relax with breathtaking water views, this home epitomizes luxury living in SummerPort. Experience the essence of tranquility and privacy with its wider lot and secluded ambiance. Enjoy the electric fireplace and antique wood mantle for a festive treat. Don't miss the opportunity to make this exceptional residence your own.

4842 Indian Deer Road, Windermere

$1,900,000
6 Beds 5.5 Baths O6214572 MLS
Experience the beautiful lifestyle in the private gated community of Casa Del Lago in Windemere. This well-maintained 6 bedroom, 5.5 bathroom lakefront home on a cul-de-sac has it all! At first glance you will immediately notice the amazing curb appeal with its manicured landscaping, tiled roof, private courtyard, four car garage, and half-moon driveway. The home has $300,000 in upgrades for the most discerning buyers. The entire first floor is adorned with porcelain tiles and solid wood floors, soaring 21-foot-high ceilings, crown molding, 8-foot doors, tiled accent wall, designer wallpaper, and unique light fixtures throughout. Your home features a chic gourmet kitchen with a large counter center-island, wood cabinets, tile backsplash, induction cooktop, hood, stainless steel appliances, walk-in pantry, and a breakfast nook overlooking the screened in lanai and pool. Dining room is adjacent to the kitchen with its own butler’s pantry. The pool area offers the ultimate sanctuary to relax and enjoy the indoor & outdoor living at its finest. The summer kitchen is a dream with a gas grill, lighting, refrigerator, sink, and covered pergola to enjoy those barbeques in any weather. Salt pool with fire features is a great size with its own cascading waterfall. The lanai and upstairs balcony are equipped with motorized screens with amazing views of your backyard oasis and nightly Disney Fireworks! The spacious master bedroom is conveniently located on the main level with two walk-in closets, luxurious bathroom including dual vanities and glass shower. There is also a large study on the main level making working from home a breeze. The additional five bedrooms on the second floor are generously sized with great closet space and updated bathrooms. There is a loft that be used as family room/gym with a second set of stairs. Enjoy movies and family game nights from the comfort of your own large media room. The community is within close proximity to “A” rated schools, great restaurants & shopping, Walt Disney World, other area attractions, and major roads. Don’t miss out on this remarkable “like new” lakefront property that won’t last long!

12408 Corso Court, Windermere

$1,990,000
4 Beds 4.5 Baths O6214796 MLS
CANAL FRONT CUSTOM HOME IN LUXURY GOLF COMMUNITY - KEENES POINTE! Your backyard canal grants access to vLake Burden, a world renowned ski lake. This home checks all the boxes … CUSTOM HOME, HALF ACRE LOT, putting green, fire pit, and plenty of space for a cantilever style BOAT HOUSE/DOCK/LIFT so you can hop onto your boat or jet skis and enjoy magnificent sunsets, fishing and boating on private Lake Burden. RECENTLY REMODELED top to bottom, this timeless contemporary masterpiece was designed with a luxury lifestyle in mind.Plank style tile flooring, designer lighting, plantation shutters, quartz fireplace and bar, thick solid surface countertops in the kitchen and wine bar, and stacked sliders to seamlessly open the outdoor living space in your backyard oasis to create the perfect backdrop for your golf and lake Florida lifestyle! An expansive open floor plan includes a bar area fully equipped with tall dual zone sub zero wine refrigerator, bar fridge, sink, and ice maker. The quartz stacked backdrop creates an element of sophistication and glamour. The kitchen is over the top gorgeous with an extraordinary island, sub-zero fridge, Miele natural gas 6 burner range, Bosch dishwasher, and gigantic pantry. There is also a gas burning quartz fireplace and large family room that opens to an outdoor living area with another fireplace and outdoor living space next to the pool. The yard is fenced separating canal portion of lawn. The pool was resurfaced, converted to salt water (2021), and the home features all new pavers around pool as well as walkways and driveway (2022). The Primary Suite on the first floor is spacious and light with TWO custom closets (huge), modern style tub and shower and double vanities. Two additional bedrooms, one with full ensuite bathroom are well placed in the home. Need a well equipped office? You got it! There is also a media/bonus room with sink, cabinet, fridge and access to the pool for the ultimate in family fun and entertainment. The upstairs suite includes a well appointed bedroom with a mini kitchen and a full bath. The extended 3 car garage is wired for an electric car charger. Noteworthy: New hot water heater (2023), irrigation well pump (2024), roof acid washed 2023. Situated in GUARD gated Keenes Pointe, you will enjoy a luxury lifestyle with a sense of community…. The neighborhood features parks, playground, boat launches, walking trails and optional membership at the Golden Bear Golf Club. Measurements are believed to be correct - potential buyers should verify.

11402 Buckley Wood Lane, Windermere

$1,285,000
7 Beds 4.5 Baths O6213703 MLS
Indulge in your very own slice of Paradise in highly desirable Windermere Downs, where this Multi-Generational Home, featuring a Main House and sizable Semi-Attached Guest Cottage, beckons with its seamless blend of luxury and comfort, coupled with exclusive access to the Windermere Chain of Lakes. Step into the spacious Main house, a 5-bedroom, 3-bathroom retreat presenting exquisite design elements and expansive living spaces. Admire the grandeur of the two-story living room, adorned with ample windows that flood the space with natural light, complemented by engineered hardwood floors and a captivating fireplace. Entertain with ease in the sprawling Great Room, which encompasses a dining area, an expansive family room, and a two-story conservatory offering panoramic views of lush tropical gardens. The chef-inspired kitchen features GE Monogram Stainless Steel appliances, granite countertops, a breakfast bar, and a built-in pantry. Step outside from the conservatory to discover your private oasis, complete with a serene Koi Pond, a new deck for ‘al fresco’ gatherings, and brick-paved walkways winding through manicured gardens. Ascend to the upper level of the main house to find the primary suite, with two walk-in closets, a handsome ensuite bath with a soaking tub and walk-in shower, and a private sitting area or home office thru glass French doors. Three additional spacious bedrooms and an updated full bathroom with double sinks and a walk-in shower complete the upstairs retreat. Descend to the lower level to discover a fifth bedroom and another full bathroom with jetted walk-in tub and grab bar, offering flexibility and convenience. On the other side of the house, beyond the oversized two-car garage, lies the semi-attached Guest Cottage, a private sanctuary built in 2018. Perfect for multi-generational living, this two-bedroom, 1.5-bathroom abode features a full-sized kitchen with a large center island, a vaulted ceiling living room with a built-out bookcase, a first-floor primary suite with a walk-in closet and ensuite bath, a secondary upstairs bedroom with walk-in closet, and full-sized laundry room. Even though the two homes are connected via a hallway with “mudroom,” built-out drop zone valet, and extra storage panty – the Guest Cottage is completely separate and private, boasting its own exterior front door, separate one-car garage, and an expansive 600sf screen-enclosed covered lanai overlooking the gardens. Most importantly, enjoy the best of Florida living with access to a private gated lakefront boat ramp and dock, and beach park ideal for leisurely days on the water. Just imagine spending your days on the Lake skiing or fishing, enjoying a lake swim, or splashing about on your paddle board or kayak. Lake Life Bliss! This Multi-Gen home is situated across from one of several lushly landscaped parks, and the community also offers playgrounds and tennis courts for your active Florida lifestyle. With recent updates including a new roof (2019), A/C units (2018, 2019), water heaters (2018, 2023), exterior and interior paint (2018), and a new deck (2024), this home is move-in ready. Conveniently located near top-rated schools, world class entertainment, shopping, and dining, this multi-generational home offers the ultimate in comfort, convenience, and luxury. Come experience your best life in exclusive Windermere Downs, and discover the Florida Lifestyle you’ve always dreamed of in this exceptional Multi-Generational Home.

2557 Meadowview Circle, Windermere

$1,095,000
5 Beds 3 Baths O6214365 MLS
Welcome Home! You will fall in love with this exquisite home located in the highly sought after Willows of Lake Rhea subdivision in the Town of Windermere. This house is on .71 acers of pure relaxation. Since there are no neighbors right behind you the quiet green belt makes you feel you are secluded from the outside world. Once you open the doors to this home you are captivated by just how big and beautiful this house truly is. The high pillared foyer area and tiled floors throughout welcome you to the formal living room which will be great for gatherings and the separate living room with a fireplace and built ins great for entertaining. The heart of the home is the kitchen, with granite counter tops, cabinets, tiled backsplash, range, new dishwasher, microwave and fridge. Not only do you have a seating area around the granite counter tops, you also have additional seating to enjoy your coffee as you open the blinds that over look the pool. In the master bedroom you can open your custom wood blinds and see the beautiful green belt and pool from your bedroom. With sliding glass doors out to the pool from the master bedroom it makes it easy to go out an enjoy the beauty of the travertine tiled pool area and pool. This 5 bedroom 3 Bath plus office home on a .71 acres is a perfect place to call home. Community: The Willows neighborhood has a playground, walking paths, volleyball, basketball, tennis and paddle ball courts and is walking distance to Windermere Elementary and downtown Windermere. You have access to the Butler Chain of Lakes from the town public boat ramps. The Town of Windermere: offers parks and amenities. This property is minutes from superb A ranked public schools and private schools, major roads, shopping, hospitals, airport, theme parks and golf courses.

2119 Willow Brick Road, Windermere

$1,049,999
5 Beds 4 Baths O6213748 MLS
One or more photo(s) has been virtually staged. This Windermere executive estate home with a private pool in Westover Reserve is beautifully maintained and sits on almost 1 Acre! This stunning 5-bedroom, 4 full bath house sits on a large private lot which provides you with endless opportunities. The grounds include a circular driveway with plenty of parking when entertaining, and a side entry oversized 3-car garage. Step into the home of your dreams. You'll be swept away by the outstanding features that adorn this home, including crown molding, coffered ceilings, French doors, plantation shutters, and wood flooring. As you enter, you'll find yourself in a spacious living room and separate dining room, perfect for entertaining guests or hosting family gatherings. The breakfast room and large family room with a fireplace provide cozy spaces for intimate moments. Sliding doors in the family room stack into pockets, expanding the living area and inviting in beautiful outdoor views. The Chef’s kitchen is a delight, equipped with stainless steel appliances, a double built-in oven, a cooktop, a wine fridge, and a breakfast bar. The master suite is a private retreat, complete with a sitting area. The adjoining remodeled spa-like bathroom features separate vanities, a jacuzzi tub, a walk-in shower, and a walk-in closet. Upgraded 1/2 inch pipes for high pressure water. Tankless hot water heater dedicated to master bathroom. The rest of the home has a newer hot water heater as well. Two additional bedrooms and a separate office on the first floor provide ample room for family and guests. The bonus room can be used as a bedroom, theater room, 2nd office, or playroom. The expansive lanai offers stunning heated pool and spa hot tub views, perfect for hosting outdoor gatherings or enjoying quiet moments. The backyard is expansive and is like your own private park. A resident park, a playground, and tennis courts will keep the family active. A-rated schools. The home is Conveniently located within a short drive for dining on restaurant row on Sandlake Road, shopping at Mall at Millenia, entertainment in downtown Orlando, and an easy commute to spend the day at Disney. This is a rare opportunity to own in the highly sought out WESTOVER RESERVE community so do not pass up this chance and call to schedule your private viewing today.

1833 Westover Reserve Boulevard, Windermere

$525,000
3 Beds 2.5 Baths O6211922 MLS
LOCATION, LOCATION, LOCATION!! Welcome to the SOUGHT AFTER COMMUNITY of Windermere Landings. This beautiful home is situated on an END UNIT LOT with extra green space and a path leading to the community amenities. The brick paved walkway welcomes you to your beautiful home. The LIGHT AND BRIGHT OPEN CONCEPT first floor flows as you walk through the dining, living and kitchen/family room combo. The kitchen features large 42" WOOD CABINETS, GRANITE counter tops and plenty of storage. The KITCHEN ISLAND is perfect for food prep, gathering and entertaining. There is a walk-in pantry and eat-in kitchen that is open & overlooks the family room. The BACK PATIO with its beautiful TRAVERTINE FLOORS & QUAINT BISTRO LIGHTS, offers plenty of space to relax and entertain under the covered porch or outside the pergola area. SPLIT BEDROOMS with all bedrooms, including the GENEROUSLY SIZED MASTER SUITE, multi-use LOFT area and LAUNDRY ROOM, are located on the second level. The Owner's Suite has a LARGE WALK-IN CLOSET, ensuite bathroom with standup shower and DUAL SINKS. The community offers a COMMUNITY POOL, CABANA, PLAYGROUND, RECREATION AREA, DOG PARK and BEAUTIFUL POND where nature and wildlife can be observed. SUPERB LOCATION Located off Chase Road. Minutes from Disney, and all other theme parks and attractions. Located next to Keene's Point, Golden Bear Golf and Country Club, surrounded by The Butler Chain of Lakes, with shopping and dining minutes away. SUPERIOR SCHOOLS and Windermere Prep is just 1.5 miles.

6315 Golden Dewdrop Trail, Windermere

$1,200,000
4 Beds 4.5 Baths O6212791 MLS
Beautifully appointed estate home in one of Windermere’s premier communities, The Reserve at Belmere. Expect WOW factor at every turn – extensively remodeled in recent years (including new A/C & water heater 4 years ago). It starts with great curb appeal – meticulously landscaped front complements the Mediterranean style façade. Step inside to a soaring ceiling and clerestory windows that bathe the formal living and dining space in light. Stand-out architectural and design features here include crown molding, wainscotting, arched room transitions, highly polished wood flooring, butler’s pantry w/wine fridge, and one of two fireplaces! The heart of the home runs across the back - open kitchen and family room, and dedicated office space. Impressive gourmet kitchen boasts the latest in design trends (e.g., color tones, lighting) and features stone counters, breakfast bar, island w/prep sink, stainless appliances, attractive tile backsplash, dining space and direct access to the pool deck. Family room makes a great gathering space and features a second fireplace. Office overlooks pool deck – makes a bright & cheery spot to get your work done! Primary suite is just off the front entry – ideal for privacy. Oversized bedroom has room for a sitting area and direct access to the pool deck. Spa-like ensuite bath boasts split vanities, block glass windows, striking tilework, frameless glass door shower and separate soaker tub. Exceptional walk-in closet w/custom shelving/drawers. Upstairs, you’ll enjoy an expansive loft that’s versatile to arrange to suit your needs. Three additional bedrooms are also up here – all large enough to accommodate desks – perfect for those working from or studying at home. Media room provides an amazing indoor entertainment space (projector included); there’s a wet bar area perfect for use as a snack center. One big reason to want to own this home is all that you have out back. Pristine heated pool/spa under towering screen enclosure. Area features a sizable balcony suitable for leisure furniture and spiral staircase down to the patio. Covered patio features a summer kitchen (grill, sink, snack bar, etc.) and a full bath w/shower. Community wall in the back gives you privacy as you enjoy fun in the sun. Other notable features: 3 car garage, long driveway & parking pad – you’ll be able to easily accommodate multiple vehicles for family or guests. Excellent location - The Reserve at Belmere is a 24-hour guard gated community, located in a very good school district. It has an amenity center on Lake Whitney featuring tennis, basketball, play area, fitness center and fishing pier. Close to essential shopping/dining - a mile to your Publix and about 4 miles to Winter Garden Village. And in less than 10 minutes you can be on SR 429 or the turnpike. You’ll love living here. Come see all that this special home has to offer.

1702 Glenwick Drive, Windermere

$719,990
4 Beds 2.5 Baths O6213204 MLS
Welcome to your dream home in the highly sought-after Summerport community! This stunning WATERFRONT property offers serene pond views in the back, complemented by mature landscaping that enhances the beauty and tranquility of the setting.This home boasts numerous upgrades and modern amenities designed for comfortable and luxurious living. In 2023, the entire interior was painted and ***NEW LUXURY VINYL FLOORS*** were installed, providing a fresh and contemporary look. The exterior received a new coat of paint in 2022, and a ***BRAND-NEW ROOF*** was installed end of 2023, ensuring the home is turnkey for many years to come.The ***REMODELED MASTER BATHROOM*** (2023) offers a serene retreat, while the kitchen shines with beautiful NEW QUARTZ COUNTERTOPS (2023). The garage opener has been recently replaced, including the springs and wire pulley, and it can be conveniently operated through the MyQ app on your phone. Experience unparalleled comfort and efficiency with FAS DOUBLE PANE WINDOWS featuring E-Glass to block heat and ultraviolet light, a TANKLESS gas WATER HEATER and a Trane AC unit with 250 variable speeds. Imagine hosting friends and family on the HUGE screened-in pavered patio—it's perfect for entertaining or simply unwinding.The kitchen is a chef's paradise with a gas oven and range, and the community offers natural gas throughout. Summerport is a vibrant, family-oriented neighborhood boasting a large remodeled clubhouse, a recently updated lap pool, basketball courts, a volleyball court, a fitness center, tennis courts, multiple dock piers, and stunning lake views. Location is everything, and this home is just minutes away from Disney World, Hamlin Shopping Plaza, Westside Shoppes, Winter Garden Village, and Windermere Village. This home not only offers luxurious living but also unparalleled convenience known for great schools in the area! Don’t miss your chance to make this spectacular waterfront home in Summerport yours!

5143 Beach River Road, Windermere

$2,900,000
5 Beds 5.5 Baths O6212215 MLS
Located within the highly desired guard-gated community of Lake Butler Sound, this custom Spanish-style Hacienda estate emits a seamless blend of old-world charm and modern accoutrements. Large windows invite soothing natural light to highlight the countless luxury accents from around the globe that fill this magnificent home. From the authentic beamed-ceiling gallery and decorative pillars from Turkey, to the impressive flooring created from imported brick from a farm house in France, to mosaic tiles from Lebanon, this home is a true showstopper. With its dramatic circular staircase with carved risers imported from Tibetan monasteries and wrought iron railing frame, the grand rotunda foyer welcomes residents with warmth, and is sure to leave an impressive on guests. Stunning hand-carved, beamed milled wood, iron work, and reclaimed flooring are found throughout. The first-floor houses an elaborate master suite complete with an adobe fireplace, two-level closet, pass-through shower, double vanities, and an office. Beyond the dining salon rests a spacious gourmet custom kitchen with stylish wood cabinetry, a center island and preparation sink, and walk-in and Butler pantries. The great hall family room features authentic stone flooring, a fireplace, beamed ceilings, and bright French doors overlooking the gorgeous pool. A second-floor family room with wet bar leads to three-bedroom suites. Other unique features of the home include an underground wine tasting room, detached two-story guest house with movie theatre and three-car garage, plus a private courtyard pool with bridge and outdoor kitchen. The home also has new exterior paint and stain, plus two, brand newer A/C units. A truly one-of-a-kind residence.

11118 Coniston Way, Windermere

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