Windermere Homes with Community Mailbox Community Features

Windermere Homes with Community Mailbox Community Features

Welcome to Windermere, a charming town nestled in Orange County, Florida. Known for its picturesque landscapes and serene atmosphere, Windermere offers a perfect blend of small-town charm and modern amenities.

The homes in Windermere with Community Mailbox Community Features truly embody the essence of community living. Residents can enjoy the convenience of having a centralized mailbox area, fostering a sense of togetherness and neighborly camaraderie.

Living in Windermere means enjoying a peaceful lifestyle while being just a short drive away from Orlando's bustling city life. With top-rated schools, beautiful parks, and a thriving local economy, Windermere is an ideal place to call home for families, young professionals, and retirees alike.

Whether you're looking for a waterfront property, a cozy single-family home, or a luxurious estate, Windermere offers a diverse range of real estate options to suit every lifestyle and budget. From modern amenities to a strong sense of community, Windermere truly has it all.

Come and discover the beauty and tranquility of Windermere. Find your dream home in this idyllic town and experience the best that Florida living has to offer.

Newest Windermere Homes with Community Mailbox 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
$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
$1,325,000
5 Beds ⋅ 4 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code
Seller may consider buyer concessions if made in an offer ~ There has never been a more perfect blend of modern luxury and the comforts of home! Welcome to the Enclave, a premier Windermere community and this gorgeous 5-bedroom, 4-full bath POOL HOME with versatile bonus space for room to grow plus TOP-RATED SCHOOLS and a WATER VIEW! Immaculately maintained the lush landscaping paired with the TILE ROOF, stacked stone accents and window shutters give you unparalleled curb appeal and the SPLIT GARAGES provide ample parking. The light and bright OPEN CONCEPT main floor delivers not only formal living and dining spaces making gathering with family and entertaining friends a breeze, and a comfortable family room open to a chef’s dream kitchen, but a MAIN FLOOR BEDROOM next to a FULL BATH and MUDROOM complete with built-in shoe storage. Perfectly situated in the heart of the home, the kitchen gives off modem farmhouse vibes while still maintaining a quiet elegance delivering LUXURY VINYL PLANK WOOD FLOORS, shaker style cabinetry that goes all the way to the ceiling, stainless steel appliances, recessed and pendant lighting, stylish backsplash, large island with breakfast bar seating, a casual dining nook overlooking the pool/pond, and a butler’s pantry where you will find a massive WALK-IN PANTRY for endless storage! The second floor of this home is just as impressive with a BONUS/LOFT, three guest bedrooms all featuring walk-in closets and two with en-suite baths, a THEATER ROOM, convenient laundry and the cherry on top is the expansive OWNER’S SUITE. There are five windows for fantastic natural light, a private en-suite bath that rivals a spa and a 16x10 WALK-IN CLOSET with a BUILT-IN CUSTOM STORAGE SYSTEM. This home enjoys no neighbors to the right where you will find the community park/playground and the pond behind is the perfect backdrop to the SCREENED POOL and COVERED LANAI! The Enclave is conveniently located just off Chase Road and SR 535 for easy access to Downtown Windermere, local shopping, restaurants, golf courses, lakes and Hwy 429 if you commute. Zoned for A-RATED SCHOOLS and only minutes from Windermere Prep, this community is also known for its proximity to the Butler Chain of Lakes if you’re seeking the lake life and Disney Parks if you’re an annual pass holder. Filled with upgraded finishes and tons of flexible space, this thoughtfully designed light filled floor plan is ready to welcome you HOME!

17550 Black Rail Street, 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
$4,999,000
4 Beds ⋅ 5.5 Baths ⋅ Keenes Pointe 46/104 SubDv. ⋅ 34786 Zip Code
Keene's Pointe - 24-hour gated/attended community in highly desired Windermere, Florida. This completely renovated home features formal living and dining rooms, great room, spacious and well-equipped kitchen, 4 bedrooms, 5 full and 1 half bath and a second floor bonus suite. No detail was spared in this modern and functional home located on the 17th tee of The Golden Bear Club. As you enter the circular drive into the modern pivoted front door you are encompassed with style and elegance. There are vaulted and wood beamed ceilings, porcelain floors, wood and porcelain wall details, custom lighting, drapes/shades, and much more! The great room, living room and dining room are open and adjoin the over 1,100 square feet of enclosed lanai space overlooking the golf course with air conditioning, kitchen and bath. The primary suite is an oasis with dual vanities, large shower, free-standing tub and large walk-in closet. There are also two offices with built-ins as well as a spacious laundry room and 4-car garage. This home was designed with entertaining in mind. Close to shopping, dining, expressways and tourist attractions, this home has it all!

6719 Valhalla Way, Windermere
$4,000,000
4 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Experience luxury living in this stunning, modern estate situated on the renowned Isleworth Country Club Golf Course, overlooking the scenic hole 6. This exquisite home offers the finest in contemporary design and high-end amenities, providing a perfect blend of elegance and comfort. The updated, modern, chic 4,225 square-foot home boasts four bedrooms and four bathrooms along with spacious, open-concept living and dining areas. High ceilings with large windows offer abundant natural light and panoramic views of the golf course. The gourmet kitchen is equipped with top-of-the-line appliances, custom cabinetry, and a large island with seating; along with modern fixtures and finishes, including quartz countertops and designer lighting. A sparkling pool, expansive patio with seating, dining area, and a custom fire pit round out the property with the ideal outdoor gathering space on a magical golf front oasis.

5056 Isleworth Country Club Drive, Windermere
$540,000
3 Beds ⋅ 2.5 Baths ⋅ Windermere Lndgs Ph 02 SubDv. ⋅ 34786 Zip Code
This is your chance to own a stunning 3-bedroom, 2.5-bath home in the highly desirable Windermere Landing community. Located on a premium corner lot, this spacious two-story property offers modern living with the option to purchase fully furnished—perfect for those seeking a move-in-ready home or those wanting to bring their own style. Upon entry, you'll find a flexible space at the front of the home, ideal as a formal living room or den. The heart of the home is a bright, open-concept kitchen, featuring granite countertops, and custom 42" cabinets. The kitchen overlooks the dining area and the expansive family room, making it ideal for entertaining or everyday living. A half bath on the main floor adds convenience for guests. Upstairs, the master suite offers a serene retreat with ample space for a king-sized bed, a large walk-in closet, and a luxurious ensuite bathroom with dual vanities and a step-in shower. The second bedroom is perfect for family or guests, while the third bedroom can be easily transformed into an office, gym, or additional sleeping quarters. A second-floor loft provides extra living space, perfect for a media room, home office, or play area. The laundry room is also conveniently located upstairs, with room for full-sized machines. Step outside to enjoy the covered and screened lanai, perfect for outdoor relaxation. The lanai leads to a private paver patio and breezeway that connects to a detached 2-car garage. This outdoor space is ideal for hosting friends and family or simply enjoying peaceful Florida evenings. Windermere Landing offers resort-style amenities, including a pool and playground, and easy access to SR 429 and major roadways for commuting. Plus, you're just minutes from Westside Shoppes and historic downtown Winter Garden, where you'll find plenty of dining and shopping options. If you enjoy golf, you'll love the proximity to numerous golf courses, and if theme parks are your thing, you're only minutes away. With the option to purchase this home fully furnished or unfurnished, you can move in and enjoy luxury and comfort right away—or make it your own. Don’t miss this rare opportunity to own in one of Windermere’s most sought-after communities!

11668 Black Rail Street, Windermere
$4,000,000
3 Beds ⋅ 3.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Breathtaking lake and golf views abound from this majestic residence, perched on the #2 hole of Isleworth’s championship golf course with the backdrop of Lake Chase just beyond, inside the secured and guarded gates of one of the world’s most prestigious private golf club communities. This expansive home with a grand entrance and Great Room stands supreme for its open concept floorplan, large kitchen with cooktop island, and mammoth first-floor primary retreat with reimagined and expanded fashionable closet. Two secondary ensuite bedrooms are located upstairs – both with balcony access. Upgrades within the last few years include: new septic tank, new hardscape and landscape, new pavers in driveway and pool area, new garage floors and garage doors, fresh paint job, turf in the backyard, glass wall, updated summer kitchen with new granite, new grill, pizza oven, sink and lights, resurfaced pool and new pool heater, 15 feet backyard extension to the left of the property, new planters, new fencing, new retractable screens, new kitchen dishwasher, led stair lights, new primary wing HVAC unit and tankless hot water heater. Captivating views are the hallmark of luxury living inside this well-appointed residence. Be among the first to experience Isleworth’s completely renovated golf course, opening this Fall. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. On-site home services are available for a carefree lifestyle. Isleworth Golf and Country Club, which is located within the community, offers various membership opportunities and is recognized as one of the Top 100 Platinum Clubs of the World offering the ultimate in amenities and concierge living. Club and Golf amenities are separate and available for Club Members Only, residents are not required to join the Club.

9648 Mccormick Place, Windermere
$11,999,999
6 Beds ⋅ 6.5 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside. From the moment you enter this impeccably designed home ALL ON ONE FLOOR, you are greeted with style and elegance. Featuring built in cabinets, shelving, and wall panels, powered blinds and drapes, lighting controls, designer features and modern decor. The formal living and piano room spotlights a lighted onyx wall and two-sided gas fireplace opening up to the family room and formal dining which leads to the kitchen and media room. The primary suite with two spacious closets and spa-like bath is located privately away from the secondary bedrooms. The house was designed to maximize views of the lake and access to the enclosed lanai which has a sitting room with fireplace, dining area, half bath and kitchen with grill, sink, ice maker and refrigeration. This home has 7 garages, a 4-car garage with EV charging station and air conditioning adjoins the house and a separate 3-car garage on the opposite side of the courtyard which could also be renovated into a separate guest house if needed. There is plenty of deck space around the pool and spa for entertaining and the spacious back yard leads the way to the covered boat dock with boat and jet ski lifts. Located in Windermere, Florida, with top-rated public and private schools, shopping, dining, close to tourist attractions and expressways. This home is your dream come true!

6149 Grosvenor Shore Dr, Windermere
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