Windermere Homes with Pool Community Features

Windermere Homes with Pool Community Features

Welcome to Windermere, a picturesque town nestled in Orange County, Florida. Known for its stunning natural beauty and luxurious amenities, Windermere offers a unique blend of small-town charm and modern convenience.

One of the most sought-after features in Windermere is its homes with pool community. Imagine coming home to your own private oasis, where you can relax and unwind in the refreshing waters of your pool. Whether you're hosting a summer barbecue with friends or simply enjoying a quiet evening under the stars, a pool is the perfect addition to any home in Windermere.

Living in a homes with pool community in Windermere also means enjoying a vibrant social scene and a strong sense of community. From neighborhood pool parties to impromptu gatherings with neighbors, you'll have plenty of opportunities to connect with others and forge lasting friendships.

In addition to the homes with pool community features, Windermere boasts top-rated schools, upscale shopping and dining options, and easy access to outdoor recreational activities. Whether you're a young professional, a growing family, or a retiree looking for the perfect place to call home, Windermere has something for everyone.

Come experience the magic of Windermere and find your dream home in this charming city in Orange County, Florida.

Newest Windermere Homes with Pool Community Features

$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
$460,900
3 Beds ⋅ 2.5 Baths ⋅ Vineyards/Horizons West Ph 2a SubDv. ⋅ 34786 Zip Code
Now is your opportunity to own this amazing Windermere townhome. Welcome to this beautiful townhouse in the highly desirable Vineyards community in Windermere! With 3 bedrooms, 2.5 bathrooms, and 1,912 square feet of living space, this home combines comfort and elegance. Upon entry, the first level features stunning plank tile flooring throughout. The open-concept design offers a spacious living room, dining area, and a kitchen complete with stainless steel appliances, granite countertops, 42-inch cabinets with crown molding, and a large island with seating. The entire downstairs has hard surfaced flooring to include ceramic tile in the wet areas, and luxury vinyl in the living room. Additional features include a guest bathroom, laundry room, and your private courtyard; a perfect feature for outdoor relaxation or entertaining. Upstairs, the oversized primary suite boasts a large walk-in closet, separate shower, garden tub, dual sinks, and granite countertops. The second and third bedrooms are generously sized, each with walk-in closets, and share a full bathroom. Located in top-rated school zones and just minutes from shopping, dining, and attractions—only a 30-minute drive to downtown Orlando—this home offers both convenience and upscale living. The community offers an array of amenities, including a playground, park, two pools, two dog-friendly walking paths, trails, and a cabana. Plus, enjoy the magical view of Disney’s fireworks from the comfort of your own home! Priced to sell! Don’t miss this opportunity to make this well-maintained home yours. Schedule your tour today and discover Florida living at its finest.

13790 Beckman Drive, 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
$439,000
3 Beds ⋅ 2.5 Baths ⋅ Lake Sawyer South Ph 03 SubDv. ⋅ 34786 Zip Code
Don’t miss your opportunity to own this peaceful corner unit townhome on a quiet street with beautiful park views in the front and preserve views behind your home. When you walk into the front door you will find a thoughtfully designed townhome. The kitchen offers French doors that open up to your front porch where you can enjoy your morning coffee and views of the park across the street. Downstairs you will also find a half bath, utility/laundry room, and a living room that opens up to a large and private courtyard perfect for entertaining. Upstairs you have 3 bedrooms and 2 bathrooms, including your master suite that overlooks the preserve behind the home. This townhome offers plenty of storage with great closet spaces in the bedrooms and an extra-large pantry in the kitchen. You also have a 2-car garage that opens up to the courtyard. The community Features a large pool with multiple playgrounds, scenic walking paths, and tennis and basketball courts. You will be a short drive to shopping, restaurants, theme parks and top-rated schools with easy access to major roadways (429, 408, Turnpike, etc.). Don’t miss this ideal townhome located in a family friendly community in a top-rated school district close to Disney!

12856 Salomon Cove Drive, Windermere
$325,000
3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
A beautiful 3 bedroom first floor condo located conveniently close to the clubhouse which has all the luxury amenities you could ask for. Inside you'll be impressed by the size of the living space which includes a good size living room with separate dining area, and a spacious kitchen with a breakfast bar and stone countertops. All of the bedrooms are great sizes, the master bedroom having its own bathroom and walk-in closet, and a second bathroom for the other bedrooms to share. There is also an enclosed outdoor space which is a great space for sitting out and relaxing. The clubhouse itself is as good as you'll find, with large open spaces for sitting and enjoying the fireplace, kitchen facilities for parties, gym, library and large swimming pool, in addition a volleyball court and playground. Located just 10 mins from Disney's Magic Kingdom this could be the ideal home away from home or investment property.

11434 Jasper Kay Terrace Unit 202, 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
$430,000
4 Beds ⋅ 3.5 Baths ⋅ Summerport Ph 04 C E F & G SubDv. ⋅ 34786 Zip Code
This RARE property offers a 3-bedroom, 2.5-bath townhome with a DETACHED 1-bedroom, 1-bath guest house, located in the highly sought-after Summerport community. The main home boasts an open-concept design, featuring a spacious living and dining room combo, a breakfast nook, and a kitchen equipped with 42" cherry cabinets, stainless steel appliances, and ample storage. Upstairs, the master suite is accompanied by two additional bedrooms, all enhanced with fresh paint, new carpet, and custom closet organizers. The private GUEST HOUSE, situated above the garage, includes a living room, kitchen, bedroom, and washer/dryer, making it perfect for hosting guests or generating rental income. Outdoor entertainment is a breeze with a paved patio and easy access to the two-car garage. Residents enjoy access to top-tier community amenities such as a pool, fitness center, and more. Zoned for Keene’s Crossing Elementary and Windermere High School, this property is ideal for families looking for comfort, style, and convenience.

14225 Confetti Drive, Windermere
$455,000
3 Beds ⋅ 2.5 Baths ⋅ Legado SubDv. ⋅ 34786 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse in the highly desirable Windermere area! Built in 2020, this 1,503 sq ft home is in excellent condition and offers modern living in a prime location. Ideal for small families, first-time homebuyers, or investors, this home provides a perfect blend of comfort and convenience. Situated just minutes away from Disney, you'll enjoy the magical perk of watching fireworks from the comfort of your home. The community features a fantastic HOA with amenities including a pool and playground. Plus, you'll have access to top-rated schools, making this an even more attractive choice for families. Don't miss out on the opportunity to own this gem in Windermere!

13285 Gorgona Isle Drive, Windermere
$450,000
3 Beds ⋅ 2.5 Baths ⋅ Windermere Trails SubDv. ⋅ 34786 Zip Code
Calling Investors!!! Great Opportunity to own a beautiful 3 bedroom / 2.5 bathroom Townhome in the Community of Windermere Trail, in Orlando, FL!!! This beautiful and well maintained property features stainless steel appliances, 2 large car garages. All bedrooms are located on the second floor of the unit and the main floor has a kitchen/dining room combo which is great for gatherings with family and friends!!! The Windermere Trails Community features Great amenities like bike trails and playground, dog park and community pool!!! Make an appointment for you to come see it today!!!

8476 Iron Mountain Trail, Windermere
$499,000
3 Beds ⋅ 2.5 Baths ⋅ Windermere Trls Ph 1c SubDv. ⋅ 34786 Zip Code
Experience the enchantment of watching Disney's "Happily Ever After" fireworks from your own home just three miles from Cinderella's Castle. Nestled in the highly desirable Windermere Trails community, this stunning 3-bedroom, 2.5-bath home boasts an open layout that seamlessly connects the kitchen to the living spaces, perfect for entertaining or family gatherings. The second floor features a spacious game room for private entertainment or a cozy hideaway. The primary bath includes a standalone shower and a large walk-in closet. This home also features a brand new privacy fence and a state-of-the-art security system with cameras in the front and back. A brand new washer and dryer convey with the home. Windermere Trails has low HOA fees, and the community amenities are just a few blocks from the home, including a resort-style pool with views of Lake Reams, a splash pad, BBQ area, firework viewing park, playground, dog park, and running and biking trails. Enjoy the convenience of the newer Lakeside Village with dining and shopping, walking distance to the elementary school, A-rated schools, and proximity to Walt Disney World and other Orlando attractions. Schedule your showing today!

10652 Reams Road, Windermere
$950,000
5 Beds ⋅ 4 Baths ⋅ Windermere Isle Ph 2 SubDv. ⋅ 34786 Zip Code
Welcome to 8243 Procida Isle Lane — where luxury meets comfort in every detail. This expansive residence with 5-bedrooms, 4-bathrooms, a stunning pool, and a three car garage, is a true blend of luxury and sophistication, boasting high-end finishes and an enviable outdoor space perfect for entertaining or relaxation. As you approach the home, you are greeted by a striking façade featuring elegant stone accents and towering cypress trees, setting the stage for the sophisticated design that awaits inside. Step through the inviting arched entryway into a world of refined living. The heart of this home is the chef’s kitchen, a culinary masterpiece adorned with top-of-the-line stainless steel appliances, gleaming granite countertops, and a large central island that provides both functionality and a gathering place for family and friends. The adjacent living area is bathed in natural light, thanks to large windows that perfectly frame views of the meticulously designed outdoor space. Step outside to your private oasis—a resort-style pool surrounded by lush greenery and tall hedges, ensuring your privacy. The pool area features elegant water features and ample deck space, making it the perfect spot for entertaining or unwinding after a long day. The covered lanai, with ceiling fans and room for outdoor dining, extends your living space outdoors, allowing you to enjoy Florida’s beautiful weather year-round. Retreat to the luxurious primary suite, a haven of tranquility with a spacious layout that includes a sitting area, custom walk-in closets, and a spa-inspired en-suite bathroom complete with a soaking tub, separate shower, and dual vanities. The additional bedrooms are equally well-appointed, each offering en-suite bathrooms and generous closet space, making this home ideal for both family and guests. Additional highlights of this property include a three-car garage, high ceilings, coffered ceilings, elegant lighting fixtures, and a well-manicured front yard that adds to the home’s stunning curb appeal. HOA includes lawn care and fertilizer, a community pool, a cabana, a playground, and park benches by the fountain and discounted Spectrum TV and internet services - the complete package! Located in a sought-after Orlando community, this home offers convenient access to top-rated schools, shopping, dining, and the best attractions Central Florida has to offer. This home is the epitome of high-end living in Orlando, offering a perfect blend of luxury, privacy, and convenience. Don’t miss your chance to make this extraordinary property your forever home!

8243 Procida Isle Lane, Windermere
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