Windermere Homes with No Deed Restriction Community Extras

Windermere Homes with No Deed Restriction Community Extras

Welcome to Windermere, Florida—a picturesque gem nestled in Orange County that perfectly blends small-town charm with modern conveniences. Known for its stunning lakes, lush landscapes, and vibrant community, Windermere offers an idyllic setting for families, retirees, and everyone in between. With its proximity to Orlando, residents enjoy easy access to world-class entertainment, dining, and shopping while returning home to a serene and tranquil atmosphere.

One of the standout features of Windermere is its unique Homes with No Deed Restriction community. This rare opportunity allows homeowners the freedom to personalize their properties without the constraints typically imposed by deed restrictions. Whether you envision a flourishing garden, a charming guest house, or simply want the liberty to park your RV or boat, this community caters to your lifestyle choices.

Windermere’s real estate market offers a diverse range of homes, from elegant waterfront estates to cozy single-family residences. The sense of community is palpable, with friendly neighbors and a wealth of local events that foster connections. Enjoy leisurely strolls along the picturesque streets, take a dip in the community pool, or explore the nearby parks and nature trails that showcase the beauty of Florida’s outdoors.

With its warm climate, welcoming atmosphere, and a vibrant mix of residential options, Windermere is more than just a place to live; it’s a place to thrive. Discover your dream home in this enchanting community, where the possibilities are as boundless as the Florida sky!

Newest Windermere Homes with No Deed Restriction Community Extras

12722 S Lake Sawyer Lane, Windermere
$2,400,000
5 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 34786 Zip Code
Beautifully renovated and exceptionally well-appointed, this 5,139-square-foot lakefront residence combines space, privacy and indoor-outdoor living on Lake Sawyer in Windermere. A private gated entrance introduces the two-story Mediterranean home, extensively renovated in 2019 with a sophisticated interior and functional floor plan designed for everyday living and entertaining. From the foyer, views extend through the formal living room to the screened pool and lake beyond. The main level is thoughtfully arranged with the primary suite privately positioned on one side and the kitchen, family room and casual living spaces on the other. The renovated kitchen features extensive white cabinetry extending to the ceiling, quartz surfaces and backsplash, and an oversized contrasting island with seating for four, abundant storage and an undermount sink. A professional-style gas range with pot filler and custom vent hood is complemented by double wall ovens, warming drawer, stainless refrigerator and dishwasher. Glass-front cabinetry, under-cabinet lighting and statement lighting add detail. The kitchen opens to the breakfast area and family room with views toward the pool and lake and is adjacent to the formal dining room, connected by a wet bar. A separate built-in beverage station with undercounter refrigeration and a wine closet further enhance the home's entertaining spaces. Privately positioned on the first floor, the primary suite features a detailed tray ceiling, layered crown molding, custom interior shutters and direct access to the covered outdoor living area with lake views. An expansive custom dressing closet offers floor-to-ceiling cabinetry, extensive hanging space, drawers, shoe storage and display shelving. The renovated primary bath includes a long dual-sink vanity, freestanding soaking tub and oversized open shower with dual entrances, herringbone-patterned tile and stacked-stone feature wall. Upstairs, four additional bedrooms are joined by living space, a dedicated theater and flexible bonus room, providing versatility for family, guests, work and recreation. The rear of the home is designed around the lake, with large expanses of glass connecting the interior to the screened pool and spa, expansive deck and substantial covered lanai. An upper-level covered balcony provides another vantage point overlooking the pool and water. The pool, surface, tile and deck underwent a major renovation around 2017. Beyond the pool, about 80 feet of Lake Sawyer frontage leads to a private dock and boathouse with covered boat lift and two Jet Ski lifts. Lake Sawyer connects with Little Lake Sawyer, offering the opportunity to boat, swim and enjoy life on the water directly from home, with sunset views and distant Disney fireworks adding to the magic. Additional features include a three-car attached garage, whole-house generator, climate-controlled storage, tankless water heater, private well with water-treatment system, insulated interior walls and updated LED lighting. Despite its private lakefront setting, the home is convenient to shopping, dining, golf, recreation, major roadways and area attractions and is especially convenient to Windermere Preparatory School. Zoned for Windermere Elementary, Bridgewater Middle and Windermere High School, this is an exceptional opportunity to enjoy beautifully renovated interiors, generous entertaining spaces, a private pool and true lakefront living in the heart of Windermere.

12722 S Lake Sawyer Lane, Windermere
1221 Oakdale Street, Windermere
$1,250,000
Windermere Town SubDv. ⋅ 34786 Zip Code
Build Your Dream Lakefront Home in the Town of Windermere! Opportunity is knocking in one of Central Florida’s most desirable areas! This exceptional one-acre lakefront homesite on Oakdale Street in the town offers a rare opportunity to bring your vision to life and build the custom home you have always dreamed of. With an impressive 105 feet of direct frontage on beautiful Lake Bessie, this property provides the space, privacy, and waterfront setting to create something truly special. One of the biggest advantages of this property is NO HOA. Enjoy the freedom and flexibility that comes with owning your own piece of land without the restrictions and monthly fees often associated with planned communities. Whether you envision a stunning custom estate, a spacious family home, or a private lakeside retreat, this property gives you the opportunity to create a home that is uniquely yours. The expansive one-acre lot provides plenty of room to design the lifestyle you want. Imagine a beautiful custom residence with expansive living spaces, a resort-style pool, outdoor entertaining areas, lush landscaping, a private garden, oversized garage, and breathtaking views of Lake Bessie. With 105 feet of lake frontage, you can take full advantage of the waterfront setting and enjoy the beauty and tranquility of lakefront living right in the heart of Windermere. Instead of settling for someone else’s floor plan, start with a blank canvas and create a home designed around the way you live. Bring your architect, builder, and ideas and transform this exceptional homesite into your own private sanctuary. Location is everything, and this property offers the best of the Old Windermere lifestyle. Ideally located within a short distance of the Windermere Farmers Market, local shops, restaurants, and more, while beautiful Lake Butler is just blocks away. Town residents also have access to a boat ramp on Lake Butler and Lake Bessie, along with tennis courts, providing even more opportunities to enjoy the outdoors and the unique lifestyle that makes Windermere so desirable. Windermere is known for its beautiful lakes, charming community atmosphere, desirable residential neighborhoods, and convenient proximity to everything that makes Central Florida such a sought-after place to live. Opportunities to own a large lakefront homesite with no HOA and 105 feet of Lake Bessie frontage are truly special. This is your opportunity to stop dreaming about the perfect home and start building it. Make your vision come to life. Make this exceptional Windermere lakefront property the place you call home. Don't miss this rare opportunity!

1221 Oakdale Street, Windermere
5092 Isleworth Country Club Drive, Windermere
$8,500,000
4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Set along the front nine of Isleworth championship golf course with breathtaking views of Hole 6, this grand estate occupies an oversized lot along Isleworth’s main drive and has been beautifully reimagined with an extensive transformation over the last two years. The result is a sophisticated, move-in-ready home where timeless architectural character blends seamlessly with thoroughly modern style. Originally built by Pellegrini Homes and expanded to 7,100 square feet, the residence retains its signature architectural details, including custom ceilings, travertine floors with intricate tile inlays, and carefully crafted shell stone columns. The grandeur of the formal living room is accentuated by its soaring 20-foot ceiling, magnificent chandelier, and stately stone fireplace. A former bonus room has been thoughtfully transformed into the home's impressive new chef's kitchen, featuring custom cabinetry, an Italian-made 48-inch ILVE range, a luxury appliance collection, and elegant finishes. The original kitchen has been reimagined as a sophisticated entertaining bar with custom cabinetry, a built-in espresso cabinet, wine storage, and dedicated space for morning coffee and smoothies. Both spaces connect effortlessly to the casual dining area and formal dining room, creating an exceptional flow for everyday living and entertaining. The family room offers an open, airy setting with a built-in media display and effortless connection to the lanai. The main-level owner's suite provides a private retreat with a cozy fireplace, dual closets, and a lavish bath featuring dual vanities, a walk-in shower, and a luxurious soaking tub framed by elegant stone columns. A new main-level bedroom with private en-suite bath and an enlarged loft suite add flexibility for family and guests. Throughout the residence, new flooring, custom cabinetry and built-ins, designer lighting including bespoke Italian Murano glass fixtures, custom drapery, automated shades, and beautifully appointed furnishings create a cohesive, elevated aesthetic. Custom London-made closet lighting adds another layer of thoughtful detail, while modernized infrastructure, integrated technology, whole-home Wi-Fi, security, and smart-home features provide a seamless foundation for today's lifestyle. Outside, the residence has been transformed into an exceptional setting for both relaxation and entertaining. The pool has been resurfaced, outdoor living areas expanded, and a new outdoor kitchen and grilling area added, while a completely redesigned landscape, lighting, fencing, and fountain features enhance the grounds. Upstairs, the bedroom suites and expansive balcony capture panoramic views of the golf course and sparkling waters of Lake Bessie. The European-style lanai, with its graceful balustrade, creates an inviting setting for al fresco gatherings and captivating sunsets. This exceptional estate offers a rare combination of timeless architectural character, comprehensive modern improvements, sophisticated design, and an enviable golf-front setting within Isleworth.

5092 Isleworth Country Club Drive, Windermere
8524 Vivaro Isle Way, Windermere
$950,000
4 Beds ⋅ 3 Baths ⋅ Windermere Isle-Ph 2 SubDv. ⋅ 34786 Zip Code
Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed! Seller's preferred lender is willing to contribute 1% of the loan amount toward the buyer's interest rate buy-down. Welcome to 8524 Vivaro Isle Way, a beautifully appointed home in the sought-after Windermere Isle community. Designed for both everyday comfort and entertaining, this home features a private custom pool, upgraded 42" kitchen cabinetry with crown molding, granite countertops, upgraded cabinet hardware, a single-basin undermount sink, and a stylish kitchen backsplash. Upgraded tile flooring extends through the foyer, dining room, family room, office, gallery, kitchen/breakfast area, laundry room, and bathrooms, while the remaining living areas feature carpet. The primary suite offers a raised-height vanity, upgraded undermount sink, semi-frameless shower enclosure, tiled shower, and ceiling-mounted rain shower. Additional upgrades include 8' interior doors, blinds throughout operable windows, a 9' sliding glass door, upgraded bathroom vanities, and upgraded interior finishes. All rooms are upgraded with ceiling fans and light fixtures. Step outside to enjoy your own private pool and create the ideal Florida lifestyle with plenty of space to relax, entertain, and enjoy the sunshine. Located in Windermere Isle, this home offers convenient access to shopping, dining, parks, and recreation, with Winter Garden Village, Lakeside Village, Hamlin, and Walt Disney World-area attractions all within the surrounding area. With its combination of thoughtful upgrades, private outdoor living, and a convenient location near the Windermere and Winter Garden areas, this home offers an ideal place to enjoy Central Florida living.

8524 Vivaro Isle Way, Windermere
11727 Delwick Drive, Windermere
$875,000
4 Beds ⋅ 3 Baths ⋅ Reserve/Belmere Ph 04 SubDv. ⋅ 34786 Zip Code
This beautifully maintained 4 Bedroom, 3-Bath Pool home is located in a desirable 24-hour guard-gated Windermere community. Offering a spacious and versatile floor plan, this home features 3 bedrooms on the main level, a dedicated flex/office space, formal living and dining rooms, and an inviting family room ideal for everyday living and entertaining. Upstairs, the private 4th Bedroom provides wonderful flexibility and can easily serve as a guest suite, bonus room, media room, or additional home office. Outside, enjoy the Florida lifestyle from the expansive screened in patio and sparkling salt water pool with a beautiful conservation view! A gas line is already piped to the exterior, providing the opporunity to create a future summer kitchen. Additional highlights include a 3 Car Garage, 2022 Tile Roof, Fresh Exterior Paint, Irrigation System, Security System, and an Orkin Termite Bond for added peace of mind. Ideally located in Windermere with convenient access to major shopping, dining, entertainment, and area amenities, this home combines space, flexibilty, privacy, and a resort-style outdoor living in one exceptional property.

11727 Delwick Drive, Windermere
7271 Londale Boulevard, Windermere
$565,000
3 Beds ⋅ 2 Baths ⋅ Enclave/Berkshire Park B G H I SubDv. ⋅ 34786 Zip Code
7271 Londale Blvd is a one-story Windermere home with an open layout and a large kitchen island. The kitchen has white cabinetry, stainless steel appliances, and counter space, and it opens to the dining and living areas. Bedrooms have neutral finishes, and the bathrooms have tile surrounds and vanities. A screened patio overlooks the lawn, with mature landscaping around the house. An attached one-car garage and a broad driveway sit at the front. Included 100-Day Home Warranty with buyer activation

7271 Londale Boulevard, Windermere
9310 Isleworth Gardens Drive, Windermere
$3,595,000
3 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Set within the Gardens of Isleworth, an intimate enclave of custom homes surrounded by lush gardens, water features, bridges and walking paths, this elegant single-story garden villa offers elevated garden views. The residence pairs timeless Mediterranean architecture with sophisticated finishes and a seamless indoor-outdoor design. Beautiful finishes throughout the interior include travertine flooring, wood-beamed ceilings and solid wood doors, creating a warm and gracious aesthetic. The expansive kitchen is designed for both everyday living and entertaining, with double islands, Quartzite countertops, a marble mosaic backsplash, Wolf appliances, a gas range, wet bar and butler’s pantry. A stone fireplace provides a focal point in the living room, while the spacious family room opens through panoramic sliding doors to a covered lanai, extending the living spaces naturally outdoors.The primary suite offers a private retreat with a morning bar, sitting area, spa-inspired bath and generous walk-in closet. A wood-floored study with custom built-ins provides an elegant setting for work, while additional bedrooms offer comfort and privacy for family and guests. Additional interior highlights include the laundry room, powder bath, and a three-car garage.Beyond the interiors, the home embraces its lush garden setting with tranquil pond views and an expansive outdoor living area. The covered lanai features a summer kitchen and pool bath overlooking a heated saltwater pool and spa, creating a private setting for relaxed afternoons and beautiful entertaining. The Gardens of Isleworth offer convenient living in a beautiful setting within Central Florida’s most iconic golf course community.

9310 Isleworth Gardens Drive, Windermere
11446 Jasper Kay Terrace Unit 202, Windermere
$295,000
2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
Welcome to easy Florida living in the desirable Lakeside community of Windermere! This beautifully maintained 2-bedroom, 2-bathroom condo offers a comfortable open-concept layout with plenty of natural light and a warm, inviting feel throughout. The spacious living and dining areas create an ideal setting for both everyday living and entertaining, while the well-appointed kitchen offers modern appliances, generous counter space, and plenty of room. The primary suite features a private en-suite bath and ample closet space, while the second bedroom offers flexibility for guests, a home office, or additional living needs. Step outside to your private balcony and enjoy your morning coffee or unwind at the end of the day while taking in the peaceful community surroundings. Residents of Lakeside enjoy a variety of amenities designed for an active and relaxed lifestyle, including a community pool, fitness center, and walking trails. Conveniently located near shopping, dining, entertainment, and highly sought-after Windermere-area schools, this home offers the perfect combination of comfort, convenience, and community. Whether you're looking for a low-maintenance primary residence, a place to settle into the Windermere lifestyle, or a smart addition to your real estate portfolio, this condo is ready to welcome you home.

11446 Jasper Kay Terrace Unit 202, Windermere
11543 Charnock Drive, Windermere
$560,000
4 Beds ⋅ 3 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code
WINDERMERE OPPORTUNITY! Welcome to this beautiful 4-bedroom, 2.5-bath home offering 2,214 sq. ft. in the desirable Westside Village community. Built in 2018, this home offers a spacious open-concept layout designed for both everyday living and entertaining. The first floor features luxury vinyl flooring, while the upgraded kitchen offers marble countertops, generous workspace and an open flow into the main living areas. A versatile bonus/flex space provides additional room for a media area, game room, home office or additional living space. Enjoy the benefits of solar panels, offering added energy-efficiency potential. Includes custom drapes on all windows. IMPORTANT: Solar panels are subject to an existing financing obligation that must be assumed by the Buyer, subject to approval by the solar financing/provider company. Buyer to independently verify remaining balance, monthly payment, transfer requirements and all solar terms. Westside Village offers resort-style community amenities including a pool, clubhouse, playground and walking trails. Ideally located near shopping, dining, major roadways and the Disney area. Previous marketing of the property has also highlighted views of the Disney fireworks from the home. Buyer may qualify for up to $3,000 in lender credits toward closing costs when financing with Seller’s preferred lender. Schedule your private showing today and discover the space, location and lifestyle this Windermere home!

11543 Charnock Drive, Windermere
6126 Payne Stewart Drive, Windermere
$3,250,000
3 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Welcome to 6126 Payne Stewart Drive, a beautifully renovated golf villa in Isleworth, just steps from the club house. This 2,848-square-foot home offers three bedrooms, each with its own full bathroom, plus a powder room for guests. Soaring ceilings and an open floor plan bring a sense of space to the main living areas, where travertine floors and new doors complement the recent renovations. The gourmet kitchen features a 10-ft center island and top of the line appliances. The primary suite includes a recently renovated bathroom with a generously sized shower and soaking tub. Outside, a fully fenced garden setting surrounds the pool and spa. A summer kitchen and fireplace make the space inviting for outdoor dining and relaxing in the Florida Sunshine.

6126 Payne Stewart Drive, Windermere
6727 Merrick Landing Boulevard, Windermere
$769,000
5 Beds ⋅ 3 Baths ⋅ Vineyards/Horizons West Ph 18 SubDv. ⋅ 34786 Zip Code
Beautifully renovated home in the sought-after Vineyards at Horizons West, Windermere. This corner-lot residence has been fully updated with brand-new wood flooring throughout, a remodeled kitchen featuring top-of-the-line appliances, and fresh designer finishes on every wall. The first floor offers a dedicated home office (former 5th bedroom), while all remaining bedrooms are located upstairs. Step outside to a completely finished outdoor gourmet area, perfect for entertaining, plus a spacious backyard with synthetic turf and no rear neighbors - just a community playground across the way. The garage features durable epoxy flooring. Zoned for Independence Elementary, Bridgewater Middle, and Windermere High School, with low HOA dues that include ground maintenance. Schedule your private showing today.

6727 Merrick Landing Boulevard, Windermere
5186 Vardon Drive, Windermere
$4,395,000
6 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Set along the front nine of Isleworth’s championship golf course, the 4,739-square-foot residence has been beautifully reimagined, pairing a grand architectural presence with contemporary interiors and expansive views across the course. Beyond the private entry gate to the property, a long, dramatic drive leads to the circular motor court anchored by a distinctive tiered fountain, creating an impressive arrival to this beautifully reimagined Isleworth estate. Inside, soaring ceilings and a dramatic two-story foyer introduce beautifully updated living spaces, where new flooring, refined architectural details and distinctive backlit feature walls create a fresh, elevated aesthetic. Primary living spaces include formal living and dining rooms, a kitchen with casual dining, and a home office. The six-bedroom residence offers two bedrooms on the main level, one on the lower level and three on the upper level. The expansive primary suite is includes a large bath finished with oversized floor-to-ceiling stone tile, a freestanding soaking tub, walk-in shower and dual-sink vanity. Designed for year-round enjoyment, the outdoor living experience begins in the enclosed Florida room and unfolds onto a sprawling pool deck overlooking the golf course. A large pool is complemented by an intimate oasis dining area surrounded by a pool moat, a separate sundeck and a covered outdoor grilling area, creating multiple spaces for entertaining, dining and relaxing. With its exceptional arrival, thoughtfully renovated interiors and expansive indoor-outdoor living, this distinctive estate offers a refined setting within one of Isleworth’s most sought-after golf-course locations.

5186 Vardon Drive, Windermere
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