Windermere Homes for Sale

Windermere Homes for Sale

Welcome to Windermere, a charming town nestled in Orange County, Florida. Known for its picturesque landscapes and luxurious homes, Windermere offers a serene and upscale lifestyle for its residents.

If you are looking for homes for sale in Windermere, you are in for a treat. True to its reputation, Windermere boasts a diverse selection of stunning properties, from elegant waterfront estates to modern single-family homes. Whether you are seeking a peaceful retreat or a vibrant community, Windermere has something for everyone.

Living in Windermere means enjoying a close-knit community with top-rated schools, beautiful parks, and a bustling town center. From upscale dining options to boutique shopping experiences, Windermere offers a perfect blend of tranquility and convenience.

With its convenient location near Orlando, Windermere provides easy access to world-class entertainment, major employers, and top-notch amenities. Whether you are a nature enthusiast, a golf lover, or a water sports aficionado, Windermere offers endless opportunities for outdoor recreation and leisure.

Come and explore the enchanting town of Windermere and find your dream home in this vibrant community. Experience the perfect blend of luxury, comfort, and tranquility that Windermere has to offer.

Newest Windermere Homes for Sale

$1,100,000
4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Discover luxury living in the heart of Keene's Pointe, Windermere. Home to the renowned Golden Bear Golf Club. This meticulously designed 4-bedroom, 3-bathroom , 3-car garage residence offers over 3,000 square feet of open living space, perfect for both relaxed living and grand entertaining. The moment you step inside, you’ll be welcomed by elegant formal spaces, including a dining room, formal living areas and versatile additions that can be used as a flex spaces for additional seating, home office, playrooms and much more. The heart of the home is a beautifully appointed open gourmet kitchen, complete with granite countertops, stainless steel appliances, a natural gas range, a large center island, and a breakfast bar. A built-in desk provides the perfect nook for planning meals or organizing your day. Adjacent to the kitchen, the expansive Great Room offers plenty of space for hosting family and friends in comfort. The luxurious primary suite is a tranquil retreat with direct access to the pool, featuring two spacious walk-in closets, a spa-like en-suite bathroom with a garden tub, dual vanities, a private water closet, and a walk-in shower. The additional guest bedrooms share a Jack and Jill bathroom, ideal for family or guests, while a third bathroom is conveniently located near the pool, providing easy access for outdoor gatherings. Outside, the large screened-in pool area is surrounded by lush tropical landscaping, creating a serene oasis for relaxation and outdoor entertaining. In addition to the stunning home, the Keene’s Pointe community offers an unparalleled lifestyle with access to the private member Golden Bear Golf Club, an 18-hole Jack Nicklaus Signature-designed course. Residents can also enjoy a range of private amenities with club membership, including a fitness center, tennis courts, a resort-style pool, and a clubhouse with dining options. Nestled along the Butler Chain of Lakes, the community offers breathtaking views, natural beauty, and plenty of outdoor recreation. This home provides not only a luxurious living experience but also the opportunity to be part of one of the most exclusive communities in Windermere.

11721 Camden Park Drive, Windermere
$1,249,000
4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Keene's Pointe - 24 hour gated/attended community in Windermere, Florida. Situated on the 1st fairway of The Golden Bear Club, this quaint villa-style home offers 4 bedrooms, 3 baths, formal dining and an open kitchen/great room floor plan. As you enter, you are greeted by the spacious dining room and split bedroom plan. The primary suite is oversized and offers French doors accessing the lanai, bathroom with jacuzzi tub, shower and dual vanities and 3 spacious custom built closets. In the center of the home is the kitchen and great room with French doors across the back. The kitchen offers stainless appliances, breakfast nook and breakfast bar overlooking the great room with gas fireplace and built-ins. Off the great room is the 4th bedroom or office/den that also offers access to the lanai. There are two additional bathrooms and two bedrooms. Enjoy relaxing or dining in the screened lanai with summer kitchen overlooking the pool/spa and beautiful golf course views. There is also a 2-car garage with additional golf cart bay. Within walking of The Golden Bear Club, a private members-only club featuring golf, tennis, swimming, dining and fitness. Located near shopping, dining, tourist attractions, and major expressways, this home is perfect for full time residency or a second/vacation home. Call today for your private viewing.

6233 Foxfield Ct, Windermere
$2,895,999
5 Beds ⋅ 5.5 Baths ⋅ Casabella Ph 2 SubDv. ⋅ 34786 Zip Code
This beautiful home, built by Toll Brothers in 2019, is located within CASABELLA, one of the more sought-after communities in Central Florida Located in Windermere, this community offers privacy, expansive homes on spacious lots, and luxurious lifestyle. Upon entering this GATED community, you immediately recognize the privacy and beautifully manicured landscapes throughout. This home instantaneously greets you with an expansive driveway and over 5400 square feet of indoor living. Comfort is felt immediately upon entry with APCO Fresh Air UV filtration systems installed on each of the THREE A/C units. Upon entry, you are greeted by a formal great room with marble floors, 25ft ceilings, and floor-to-ceiling windows that create a picture-esc scene overlooking the large swimming pool and spa flooded with an abundance of natural light! Directly adjacent, you will find a beautiful wet bar with wine cellar wall, perfect for gatherings or entertainment! Your first-floor primary bedroom is one of TWO owner’s suites, and boasts large windows with views of the backyard and swimming pool, two large walk-in closets, and flex space that can be used as a gym or private retreat! A stylish bath spa is separate from the shower, as well as THREE vanities! This floorplan offers an additional bedroom with en-suite bath, a spacious laundry room, and an office/craft room on the first level! You will be excited to find a GOURMET KITCHEN, fully equipped with JENNAIR appliances and large island. Enjoy dining here, in a spacious dining nook, or in a strikingly attractive formal dining room! The second level offers the second of the two owner’s suites, and three additional bedrooms that offer private bathrooms. For your outdoor living pleasure, you will find an outdoor kitchen, complete with a never used hibachi-style flattop, expansive gas grill and rotisserie spit rod and two refrigerators! Enjoy seating at the outdoor bar, equipped with surround sound, or create your own design with an abundant amount of hardscape. This beautiful home is minutes away from world-class shopping and dining, close to theme parks, and can be easily accessible to major highways. Schedule your tour today!

4011 Isabella Circle, Windermere
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Tuscany Ridge 50 141 SubDv. ⋅ 34786 Zip Code
Welcome to 9106 Panzani Place! This beautiful 5-bedroom, 4-bathroom home located in the charming community of Windermere. This stunning home sits on a corner lot and features a tile roof, freshly painted exterior, and a three-car garage with an over sized paver driveway. Inside the home you will enjoy a split layout allowing you to have a formal living room and dining room off the entrance. The gourmet kitchen boasts modern stainless steel appliances, and a wet bar with a wine fridge, perfect for entertaining. The home also has features like crown molding throughout, brand new carpeting, and tile flooring in all the main living areas. The second floor features a bonus room that can serve as an additional bedroom, playroom, or movie room. It has a complete bathroom and two over-sized walk-in closets. Tuscany Ridge is a gated community with a private patrol guard. It offers exclusive amenities for their residents like a playground, tennis court and a basketball court. It is also conveniently located within a walking distance to the local middle school and nearby major stores and gyms. Don't miss the opportunity to make this dream home yours!

9106 Panzani Place, Windermere
$830,000
4 Beds ⋅ 3.5 Baths ⋅ Lakes/Windermere Ph 04 SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. Receiving Offers.. Beautiful home in Lakes of Windermere Exceptional Opportunity! Act Now! Step into this gorgeous home—this stunning 4-bedroom, 3.5-bathroom, 2-story residence offers 3,780 sq. ft. of luxurious living space. Ready for you to make it your own. Key Features: Elegant Interiors: Marble flooring, high coffered ceilings, inviting foyer. Modern Living: Spacious family room, custom kitchen with large island, granite countertops, and walk-in pantry. Luxurious Principal Suite: Walk-in closets, stunning bathroom with freestanding tub and dual vanities. Ample Space: Upstairs bonus area, three additional bedrooms, and two baths. Outdoor Oasis: Covered patio and pool area for relaxation and entertainment. Recent Upgrades: New roof in 2023, renovated in 2022. Prime Location: LOW HOA fees, no traffic on main road, near the theme parks and Downtown Windermere and major highways. Community Perks: Tree-lined streets, parks, lakes, clubhouse, and tennis courts. Don't Miss Out! Schedule your showing today and make this property yours!

12507 Overstreet Road, Windermere
$1,160,000
4 Beds ⋅ 3.5 Baths ⋅ Windermere Grande SubDv. ⋅ 34786 Zip Code
Luxury living in one of Central Florida's most sought-after neighborhoods, Windermere Grande. This 5 bedroom, 3.5 bath single-family home offers .85 acres of land and a sprawling 3,053 square feet of living space. This gated neighborhood provides direct access to an array of outdoor amenities including playgrounds, walking paths, and nearby lake views. Step inside your single-story split open floor plan full of eye-catching design elements and updates found throughout including a water softener and a reverse osmosis drinking water system. Located in the heart of the home is the expansive kitchen featuring updated appliances with modern finishes will be the ideal gathering place to entertain the whole family. All the sleeping quarters have been updated with warm wood flooring and ample closet space. The primary bedroom presents an abundance of room for a king bedrooms suite, a well-planned walk-in closet for the ultimate organization. The Jack and Jill bathroom shared with 2 bedrooms is fitting for family siblings. An additional bedroom off the family room would be perfect for the family member who wants some privacy from the rest of the home with easy access to another full-size bathroom. The 5th bedroom currently is used as a work-from-home office and could easily be converted back to a guest room for overnight guests. Outside, the well-maintained pool begs for a cannonball contest while the outdoor kitchen will establish your credibility as the perfect party host. Your little ones will never get bored as there is plenty of green space to play and explore in the backyard that faces a pond and has a direct path to the playground. Don't miss this amazing opportunity to rent your dream home!

1927 Watermere Lane, Windermere
$1,429,000
5 Beds ⋅ 3.5 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Welcome to luxury living in the heart of Windermere. This stunning home is nestled in the prestigious GUARD-gated Keene’s Pointe Community, known for multi-million dollar estate homes, golf course and club and family friendly atmosphere. More than a home, its a life-style. Don’t miss this opportunity to make this dream property your own! This spacious 5 Bedroom, 4.5 Bathroom home has over 3,800 sq Ft of living space, has been renovated and is perfect for entertaining and family life. Do you need a well-equipped office for recording or multiple persons or extended space for family or rental income? This unique floor plan boasts a SEPARATE 1 BEDROOM SUITE with full kitchen and laundry with private entrance and garage. The wide front porch welcomes you to this stately home located on a corner lot. The large plank floors and gourmet kitchen featuring two gas ovens and cooktop, quartz countertops and stainless steel appliances with oversized island and a connected family room with a cozy wood-burning fireplace. A stylish half bath just off the family space also has access to the exterior and will make a great future pool bath. The expansive windows let in lots of natural light and the corner lot and park setting allow for a feeling of privacy. The First Floor primary suite has tray ceilings, overlooks the park and is spacious and light. Bath has been exquisitely renovated with a modern soaking tub and shower and two sinks with custom closet. Three additional bedrooms with custom closets an updated bath with dual sinks and a large loft are upstairs. 3-Car Garage with separate 1 Bedroom suite above. The home is situated on a beautifully landscaped lot with mature trees, providing both privacy and a peaceful setting. The covered lanai and outdoor kitchen make enjoying the outdoors simple and ready for the new pool. NOTEWORTHY: New Roof 2023, HVAC 2016, NEW Interior Paint 2024, NEW Appliances, 2024 Renovated Kitchen, Bathrooms and Flooring. CUSTOM POOL PLAN available - If new owner wants to continue with pool plan, seller contribution may be an option. The Golden Bear Club is a private county club with golf course and the social clubhouse has a restaurant, bar, private function rooms, fitness center, pool, tennis, pickle ball courts and organizes regular social events for the community, including the popular Thanksgiving Turkey Trot! Membership is optional. Community also has four parks and TWO BOAT launches to neighboring lakes and two boardwalks onto the Famous Butler Chain of Lakes. Zoned for Windermere Elementary, Bridgewater Middle and Windermere High School and minutes from Windermere Prep. Just a short drive from historic Town of Windermere with weekly Farmers Markets, Shopping, Library, Monthly Food Trucks and other events. Keene’s Pointe is close to Disney, Universal, the 429 and everything Central Florida.

11801 Camden Park Drive, Windermere
$2,800,000
5 Beds ⋅ 5 Baths ⋅ Kelso On Lake Butler SubDv. ⋅ 34786 Zip Code
Welcome to Kelso on Lake Butler! Situated on over an acre with approximately 100ft of lake front, this stunning lakefront property offers the perfect blend of luxury and uniqueness with DISNEY FIREWORKS and SUNSET VIEWS over your BRAND NEW POOL making it an ideal retreat for families or those looking to escape the hustle and bustle of everyday life. With an impressive array of features and upgrades, this home is designed for both relaxation and entertainment. **Key Features:** - **BRAND NEW Luxury Pool & Spa:** Recently completed - Dive into your own private oasis with a luxurious pool and infinity-edge spa, perfect for soaking in the sun or enjoying a tranquil evening under the stars. Automatic roll-up screens provide shade and privacy at the touch of a button. -**Private Sauna:** Located in the guest bathroom. - **Guest House:** Recently upgraded with a new A/C unit, electronic fireplace, and custom wall for TV the guest house ensures that friends and family stay comfortably while enjoying their own space. -** Security system: **10 CCTV cameras with remote access via smartphone. - **Shoreline Lot Clearing:** Enjoy unobstructed views and easy access to the water with recent lot clearing along the shoreline. - **Private Boat Ramp:** Access to the water is a breeze with your very own private boat ramp on Lake Cypress, perfect for boating enthusiasts and weekend adventurers. The neighbourhood also has its on private boat dock and ramp for Lake Butler. - **Custom Air-Conditioned Gym:** Stay fit year-round in the beautifully built-out gym located in the third bay of the garage, equipped with air conditioning to keep you cool while you work out. New rubber flooring glued to cement along. ALL GYM EQUIPMENT INCLUDED. - **Stylish Upgrades:** The property boasts all-new fixtures throughout the house, BRAND NEW state-of-the-art chef’s refrigerator, and fresh paint and tile on the back patio, creating a seamless indoor-outdoor flow. - **Outdoor Entertainment:** An outdoor Sonos speaker system sets the stage for lively gatherings, while the newly installed bumper around the boat dock provides safety and peace of mind. - **Impressive Lighting:** The outdoor lighting package creates a magical ambiance at night, with a maintenance plan conveyed for hassle-free upkeep. - **Water Filtration System:** Enjoy pure, clean water fresh out the kitchen with a top-of-the-line water filtration system. -**BRAND NEW Copper Gutters:** -**BRAND NEW hot water heater** This exceptional lakefront property is perfect for those who appreciate the finer things in life and seek a tranquil yet luxurious lifestyle. Don't miss your chance to own this incredible home, where every day feels like a vacation! **Schedule a private tour today and experience the luxury lakefront lifestyle for yourself!**

1404 Kelso Boulevard, Windermere
$745,000
4 Beds ⋅ 3.5 Baths ⋅ Lake Sawyer South Ph 01 SubDv. ⋅ 34786 Zip Code
Discover your dream home in Windermere fully furnished! Located just a stone's throw from Disney attractions, this beautiful 4-bedroom, 3 and a 1 half -bathroom residence is perfect for families seeking comfort and convenience. With a fenced backyard and a screened-in porch, you can enjoy the outdoors in privacy. Plus, the house features fruit trees and a perfect space to relax. Built by renowned Pulte, this home offers all the high-quality finishes you expect from a Windermere residence. Just one block from the large community pool, playground, bike path, and tree-lined streets, this house is ideal for those seeking leisure and security. And don't miss the holiday decorations on the streets, a spectacle like no other! The garage is one of the largest in the community, with three separate garage doors, storage, and automatic openers. Plus, the house is close to Publix and shopping, and located in the immediate vicinity of the t Windermere schools. Don't miss this opportunity to make this house your dream home!

13272 Roxboro Road, Windermere
$1,150,000
4 Beds ⋅ 3 Baths ⋅ Roberts Landing SubDv. ⋅ 34786 Zip Code
Lakefront home on Lake Olivia in highly desired Windermere Florida. Picture yourself entertaining friends on your patio overlooking the lake or step down to your dock and take the entertainment out on the water on your boat. Impeccable location, spacious living area, close to attractions, and conveniently centered in top A rated schools. The layout of the home is great, offering three master suites, plus guest bedroom and guest bathroom. Home has many windows letting in tons of natural light and many great views of the stunning water across the lake. Large flex room or office overlooking the lake, and exceptionally large open living area expanding out on the screened in patio. No mandatory HOA so you can really make use of all the 1.4 acres. Schedule a showing today to become the owner of this dream home today.

1703 Roberts Landing Road, Windermere
$1,215,300
5 Beds ⋅ 4 Baths ⋅ Isles Windermere SubDv. ⋅ 34786 Zip Code
Welcome to the Isles of Windermere, one of Central Florida's most sought-after neighborhoods. This spacious family residence is just a short stroll from the Lake Butler Chain-of-Lakes and conveniently located near Disney, Universal, Winter Garden Village, and all the attractions Orlando has, making it perfect for entertaining friends and family. As you step into this 5-bedroom, 4-bath home, you'll be captivated by the open floor plan and stunning marble flooring on the first level. A charming wooden staircase overlooks the formal entryway. To your right you will find a cozy sitting room, and to your left, a formal dining room. A delightful bedroom with an ensuite bathroom is ideal for guests or an in-law-suite. Straight ahead is the expansive family room, featuring sliding doors that lead to a lanai spanning the entire length of the home, offering views of the vast, fully-fenced backyard adorned with a variety of fruit trees. The irrigation system has been recently updated for your convenience. The large kitchen boasts a glass block backsplash and elegant granite countertops, complemented by a generous island that provides ample space for meal prep and entertaining, along with a casual dining area. As you ascend to the second floor, you'll notice the newly refinished white oak floors throughout the living areas and all bedrooms. The primary bedroom features a tray ceiling and is incredibly spacious. Dual walk-in closets lead to the luxurious primary bath, equipped with two vanities for added convenience. Enjoy both a shower and a large garden tub, perfect for unwinding in a bubble bath! A balcony accessible from the primary bedroom and upstairs living area runs the length of the home. On the opposite side of the upper floor, you'll discover two additional bedrooms that share a bath, along with another primary suite complete with its own private bathroom. This home is an entertainer's dream, perfect for hosting family and friends. Schedule your appointment today to experience this beautiful home and become the next family to enjoy its charm!

12734 Windermere Isles Place, Windermere
$500,000
4 Beds ⋅ 2.5 Baths ⋅ Windermere Trls Ph 1c SubDv. ⋅ 34786 Zip Code
LOCATION, LOCATION, LOCATION!!! Beautiful and cozy residence located in the desirable WINDERMERE area. This single-family - bungalow style home offers four bedrooms, two-and-a-half baths and a two-car garage. There's a LOFT UPSTAIRS, perfect for a TV or office/study room. With an open floor plan and ENERGY-EFFICIENT built, the kitchen features stainless steel appliances, overlooking the family room. All bedrooms and family rooms are located on the second floor, bringing you and your family the privacy you are looking for. The elementary school - Bay Lake - is conveniently located a few steps from the residence, Convenience and easy access to Walt Disney World, Universal Studios, Winter Garden Village, Premium Outlets, shops, fine dining restaurants and Lakeside Village Shopping Center with a Publix Super Market just at the corner! Windermere Trails provides residents with a community pool, playground, walking trails, dog park and more. Good for residential or investment.

10710 Reams Road, Windermere
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