Windermere Homes with Florida Architectural style

Windermere Homes with Florida Architectural style

Welcome to Windermere, Florida – a picturesque gem nestled in Orange County that perfectly embodies the charm and allure of Central Florida living. Known for its stunning lakes, lush landscapes, and a tight-knit community, Windermere offers a serene escape while being just a stone's throw away from the vibrant attractions of Orlando.

One of the most captivating features of Windermere is its stunning array of homes, many of which showcase the iconic Florida architectural style. From Mediterranean-inspired villas adorned with terracotta roofs to contemporary designs that embrace open-concept living, the homes here reflect a seamless blend of elegance and functionality. Large windows invite abundant natural light, while spacious patios and pools encourage outdoor living—a hallmark of the Florida lifestyle.

Windermere's neighborhoods are not just about beautiful homes; they also foster a sense of community. Residents enjoy a variety of amenities, including parks, walking trails, and access to the pristine lakes that dot the area. The town’s commitment to preserving its natural beauty is evident in its lush greenery and scenic views, making it a perfect place for families, retirees, and anyone seeking a tranquil yet engaging environment.

In addition to its stunning homes and community spirit, Windermere boasts excellent schools, boutique shopping, and delightful dining options. Whether you’re exploring the local farmer's market or taking a leisurely stroll along the waterfront, Windermere offers a lifestyle that is both relaxed and enriching. Discover your dream home in this enchanting town and experience the best of Florida living!

Newest Windermere Homes with Florida Architectural style

6620 Sawyer Shores Lane, Windermere
$930,000
4 Beds ⋅ 4 Baths ⋅ Sawyer Shores Sub SubDv. ⋅ 34786 Zip Code
Welcome to a rare opportunity to enjoy waterfront living in Windermere! Enjoy canal-front living with access to Lake Sawyer and Little Lake Sawyer from this 4 bedrooms, 3.5 bath Windermere home on over half an acre. Mature trees and a wooded waterway create an inviting backdrop for this home's updated interiors and flexible layout. Inside, welcoming details include crown, decorative wall treatments, and built-in living room shelving. The updated kitchen features white cabinetry, stone countertops, a patterned tile backsplash, under cabinet lighting, stainless steel appliances, and a double-oven range. A generous dining room provides plenty of space for gatherings. Two owner's suites - one upstairs and one downstairs - offer flexibility for guests or multi-generational living. Updated bathrooms feature distinctive tilework and double-sink vanities. Upstairs, a spacious air-conditioned sunroom overlooking the backyard adds versatile living space for relaxing, hobbies, or a home gym. French doors connect the living and dining areas to the downstairs screened porch, while a covered patio provides another spot for outdoor entertaining. The spacious fenced backyard features a swim spa with an adjoining deck, plus a private dock and boat ramp for enjoying the lakes. Major updates include a roof replacement and exterior paint in 2020, upstairs AC and water heater in 2023, an irrigation system installation and asphalt driveway expansion in 2024, a renovated primary shower in 2025, and downstairs AC in 2026. An attached garage completes this property.

6620 Sawyer Shores Lane, Windermere
1113 Dingens Avenue, Windermere
$4,100,000
6 Beds ⋅ 7 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code
Thoughtfully designed and crafted by Brilliant Custom Homes, this new Windermere residence brings together warm architectural details, refined finishes and inviting spaces for everyday living and entertaining. Five bedrooms and five-and-a-half baths are complemented by a private in-law suite, bringing the total to six bedrooms and six-and-a-half baths, along with a four-car garage. Natural stone and warm wood tones establish the home’s understated elegance. Just inside, a private office at the front of the home welcomes natural light through a floor-to-ceiling window. Wide-plank light oak flooring continues into the main living spaces, where wood ceiling beams and a fireplace create a sense of warmth. Ten-foot sliding glass doors frame views of the pool and open the interior to the covered lanai. At the heart of the home, the kitchen pairs custom light oak cabinetry with Taj Mahal countertops and a paneled Thermador appliance package. The cohesive design carries into a separate butler’s pantry with a secondary refrigerator, freezer and ice machine. Ample counter space keeps small appliances conveniently accessible while preserving the main kitchen’s clean, uncluttered appearance. The primary suite offers a quiet retreat with wood ceiling beams, a morning bar and a custom walk-in closet. In the bath, a freestanding soaking tub and expansive porcelain slab shower bring a serene, spa-like quality to the space. Everyday comforts are thoughtfully considered, with dedicated laundry rooms on both the first and second floors. Generous storage throughout the home includes space beneath the staircase, while epoxy-finished floors give the four-car garage a polished appearance. Step outside to discover your own private resort. The pool and heated spa anchor an outdoor setting designed for gathering and unwinding, with bamboo planted along the rear of the property providing a natural privacy screen. A tongue-and-groove ceiling adds warmth to the covered lanai, where roll-down screens and two ceiling fans provide comfort throughout the year. A fully equipped summer kitchen and dedicated TV area make the transition from afternoon swimming to evening entertaining feel effortless. Overlooking the pool, the private in-law suite offers a welcoming retreat for extended family or guests. Accessible from the lanai or the side of the home, it includes its own living room, kitchenette, bedroom, bathroom and walk-in closet. Centralized lighting, whole-home audio and integrated security complete a residence where thoughtful design and modern convenience come together in the details.

1113 Dingens Avenue, Windermere
9601 Ambleside Drive, Windermere
$1,160,000
4 Beds ⋅ 3 Baths ⋅ Lake Down Shores Rep SubDv. ⋅ 34786 Zip Code
Virtually Staged. Move in. Reimagine. Or build new. Welcome to the Lake Down Shores lifestyle, where one-acre homesites and private community access to the Windermere Chain of Lakes offer a special opportunity. Set on a beautiful corner lot just a few homes from the lake, 9601 Ambleside Drive offers something increasingly difficult to find: a move-in-ready home today, an exceptional amount of land, and the flexibility to imagine something entirely different for the future. Situated on a full, flat acre, the property offers a generous front yard while still leaving an enormous backyard with incredible possibilities. Offering more than 3,000 square feet of single-story living, 4 bedrooms, 2.5 baths, and garage parking for four vehicles, the home has been refreshed with a roof replaced in 2021, one of two HVAC systems replaced in 2022, new interior and exterior paint, lighting and fixtures, updated bathrooms, new door hardware, new front door, new carpet in many rooms, plumbing updates, new water softener, and new water heater. Generously sized rooms and an interconnected floor plan make this a wonderful home for entertaining. Wood flooring complements the main gathering areas, while expansive near-floor-to-ceiling windows and Solatubes bring in abundant natural light. The family room connects to the kitchen and air-conditioned Florida room, which features casement windows and plantation shutters. Updated in 2020, the kitchen features abundant cabinetry with wood pull-out drawers, a large island, quartz countertops, stainless-steel Samsung and LG appliances, and a glass-top convection range. The spacious primary suite features an ensuite bath and walk-in closet, plus French doors leading to a flexible bonus room ideal for a home office, nursery, or sitting room. Three additional bedrooms are also generously sized, and a large laundry room provides additional storage. What truly distinguishes this property is the opportunity it presents. Enjoy the beautifully refreshed residence today, reimagine the existing home through a comprehensive transformation, or create an entirely new custom residence on this exceptional one-acre homesite. Additional features include a 2-car attached garage plus a separate 2-car detached garage, dedicated irrigation well, and septic system pumped in April 2026. Lake Down Shores residents enjoy access to the community’s private HOA boat ramp onto the Windermere Chain of Lakes. The seller, an experienced luxury home builder, has already developed concepts specifically for the property, including plans for both a complete renovation of the existing residence and new construction. These concepts offer a compelling vision of what this remarkable homesite could become while letting the next owner choose the path that best reflects their lifestyle. Conceptual plans are available for review and are presented for inspiration only; future improvements and construction are subject to applicable governmental and HOA approvals. To experience the builder’s design aesthetic, finishes, and portfolio of completed residences, please ask to view Web Link 1.

9601 Ambleside Drive, 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
13535 Bramham Lane, Windermere
$489,900
3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code
Virtually Staged. NEW ROOF COMING SOON! NEW CARPET JUST INSTALLED! Welcome to 13535 Bramham Lane, a spacious and airy 3-bedroom, 2-bath, single-story home offering plenty of room to spread out and make it your own. Freshly painted throughout, the home features tile flooring in the main living areas with carpeting in the bedrooms. The versatile floor plan includes living and dining areas along with a spacious great room, providing multiple spaces for entertaining, relaxing, and everyday living. The kitchen features granite countertops and stainless steel appliances and opens to the great room, creating a comfortable gathering space at the heart of the home. Outside, nicely landscaped grounds create a welcoming first impression, while the charming front porch is perfect for morning coffee or enjoying the Florida weather. A back patio provides additional outdoor living space for grilling, entertaining, or simply relaxing. Complete with a two-car garage, this home offers a wonderful combination of space, comfort, and flexibility. Located within a gated community featuring sidewalks throughout, residents can enjoy a neighborhood setting designed for walking and outdoor living, along with a community pool. It's so close to Disney that you can hear the train whistle!

13535 Bramham Lane, Windermere
7430 Bentonshire Avenue, Windermere
$354,000
2 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code
Virtually Staged. SOME PHOTOS HAVE BEEN VIRTUALLY STAGED. MOVE-IN READY and listed below recent appraisal - Seller is willing to contribute $8,000 towards Buyer's closing costs/Buy-down with an acceptable offer. Ideally located in the highly desirable Wickham Park community of Windermere! This desirable END UNIT 2-bedroom, 2.5-bath townhome offers CAREFREE, LOW-MAINTENANCE LIVING with the added benefit of its end-unit location and an outstanding setting directly across the street from expansive OPEN GREEN SPACE and an ORANGE COUNTY COMMUNITY PARK. Designed for easy Florida living, the home features a recently painted interior and a comfortable, functional floor plan with two bedrooms, each offering its own private full bath. Step outside to the PRIVATE COURTYARD connecting the home to a DETACHED TWO-CAR GARAGE—creating an inviting outdoor space with added privacy and versatility. Major improvements have already been completed, making this home truly MOVE-IN READY: HVAC replaced in 2021, NEW ROOF in 2023, exterior painted in 2024, recently painted interior, and all toilets replaced in 2026. Wickham Park residents enjoy desirable COMMUNITY AMENITIES, including a COMMUNITY POOL and CLUBHOUSE, along with a sought-after Windermere location convenient to Walt Disney World, Orlando theme parks and attractions, shopping, dining, entertainment, schools, and major Central Florida roadways. Enjoy the best of the FLORIDA LIFESTYLE with the convenience and ease of low-maintenance townhome living. Whether you're searching for a PRIMARY RESIDENCE, SECOND HOME, or simply a low-maintenance Windermere home close to Disney and Orlando's world-famous attractions, this END-UNIT townhome delivers LOCATION, CONVENIENCE, OUTDOOR SPACE, and CAREFREE LIVING. With the big-ticket updates already completed, all that's left to do is move in and enjoy. Schedule your private showing today!

7430 Bentonshire Avenue, Windermere
212 W 1st Avenue, Windermere
$1,388,000
4 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Virtually Staged. Owner/developer is swamped with other projects currently... BOAT INCLUDED IN PURCHASE PRICE: Recent appraisal $1.6M. Although the value is heavily weighted towards the land this home is move-in-ready. A $3.5M modern home has been approved for building and permits are in place but the buyer has the flexibility to leave the house as-is, renovate it, build the already approved home, or bring their own builder to build their dream home. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. The current home is in good condition and ready to move in. The interior showcases a refined yet comfortable cabin style with some modern flair and a open-concept layout, four bedrooms and thoughtfully updated living spaces. A beautifully appointed kitchen features custom cabinetry, quartz surfaces, and premium appliances, while restored hardwood flooring adds timeless character throughout. The primary suite opens to a private balcony overlooking the water, creating a serene retreat. Outdoors, the property offers a fenced yard and a rare combination of circular driveway and rear-access garage. Just moments from Windermere’s parks, tennis courts, farmers market, and private boat ramp, this home embodies the charm and lifestyle of lakefront living in one of Central Florida’s most desirable communities. There is an option to build a new home and boat dock, Permits have been approved to build a new modern home 3,500sf and 900sf covered boat dock with lift.

212 W 1st Avenue, Windermere
14213 Crest Palm Avenue, Windermere
$1,204,990
6 Beds ⋅ 5 Baths ⋅ Palms At Windermere SubDv. ⋅ 34786 Zip Code
Virtually Staged. Under Construction. SWEETWATER H - Our beautiful huge 2 story home, located on a conservation lot, with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. The living area has an extension to the room, 9' hidden sliding glass doors and a huge lanai that runs the width of the home. Downstairs flex room works well as an office or study. Upstairs, find 5 large bedrooms most with walk in closets, 3 full baths, and a second laundry room,(that's right! 1 upstairs, and 1 downstairs). Common areas upstairs include a spacious bonus room with wet bar, and a second flex room that works well as a theatre room. SAMPLE IMAGES

14213 Crest Palm Avenue, Windermere
1629 Hempel Avenue, Windermere
$2,500,000
6 Beds ⋅ 4 Baths ⋅ 34786 Zip Code
MULTI-GENERATIONAL LUXURY LAKEFRONT LIVING. Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximately 88-acre, spring-fed lake with private access. Located in the desirable Gotha/Windermere area, this exceptional property offers rare peace and privacy while remaining convenient to Southwest Orlando’s renowned theme parks, premier shopping, Downtown Orlando, Orlando International Airport, highly regarded schools, and the Florida Turnpike. Mature trees, lush gardens, and thoughtfully designed outdoor spaces create a setting that feels secluded, established, and distinctly Florida. An antique church door provides a memorable entrance, setting the tone for a residence that blends refined finishes, distinctive character, and comfortable everyday living. The main residence features four bedrooms, two full bathrooms, and an expansive open-concept living area designed for entertaining while showcasing beautiful lake views. The oversized great room offers multiple gathering spaces, including a billiards area, a large television and game-day space, a generous dining area, and an impressive chef-inspired kitchen. At the center of the kitchen is an abundant quartz-topped island offering extensive workspace, seating, and a natural gathering place where guests can connect while meals are prepared. High-end flooring throughout the main home includes polished ceramic tile, travertine, and solid wood, while newer energy-efficient windows and doors enhance comfort and efficiency. The primary suite is a magazine-worthy addition created as a private lakeside sanctuary. Cathedral ceilings, polished ceramic tile flooring, expansive lake views, and a flexible sitting or exercise area create an open and relaxing environment. Two oversized custom closets provide exceptional storage. The luxurious bathroom features floor-to-ceiling ceramic tile, quartz countertops, an oversized porcelain soaking tub, and a spacious walk-in shower room. Four distinctive outdoor living areas invite you to enjoy the property throughout the year. Gather around the fire in the stone-paver garden area, relax within the private walled courtyard surrounded by potted plants and the soothing sound of a water fountain, or spend the day along the expansive backyard and private boat dock. The recently updated infinity-edge pool and heated spa overlook the lake, creating a resort-style setting for relaxing, entertaining, and enjoying unforgettable sunsets. A separate guest residence adds tremendous flexibility and privacy. Complete with two bedrooms, two bathrooms, a kitchen, and a living area, it is ideal for multigenerational living, extended guests, or an on-site caretaker. A private gated driveway and abundant parking accommodate multiple vehicles with ease. Combining two complete residences, more than an acre of lakefront land, exceptional outdoor living, mature landscaping, and private access to Lake Olivia, this one-of-a-kind estate offers a lifestyle rarely available in Central Florida.

1629 Hempel Avenue, Windermere
8218 Mystic View Way Unit 2801, Windermere
$394,900
3 Beds ⋅ 3 Baths ⋅ Oasis Cove Ii/Lakeside Village Ph SubDv. ⋅ 34786 Zip Code
Windermere Townhome Near Disney in Gated Oasis Cove, a charming and very private community offering resort style living! END UNIT Condo, impeccable condition, features 3 BR, 2.5 Baths and NEW A/C, minutes from Disney, you'll enjoy FIREWORKS every night! This home is MOVE-IN READY with NEW A/C, high end upgrades including Luxury Vinyl Floors, Plantation Shutters, Upgraded Lighting, elevated ceilings, and lots of natural sunlight. Chef's Kitchen with snack bar, features 42" Cabinets, Stone Counters, Tile Backsplash, Stainless Appliances, Bosch Dishwasher and Closet Pantry. An Open Floorplan with Great Rm and Dining Rm leading to the Screened Lanai and Outdoor Paver Patio w/ fenced backyard, a private, comfortable space for relaxing and entertaining. Upstairs features Engineered Wood Floors, plenty of sunshine from the many windows and a generous Laundry Room complete with Washer, Dryer, and storage. The Primary Bedroom opens to your private bath with Double Sink Vanity, Garden Tub w/ separate Shower and Walk-in Closet has all the Built-In Storage you desire. This 2-Car Garage will surpass your expectations with the convenience of extra Storage Cabinets, Drawers and lots of Ceiling Storage Racks. The well maintained exterior offers upgraded Paver Driveway, attractive landscaping maintained by association, New exterior paint, Gutters and Downspouts, all with a great sense of security with your RING Doorbell System. Community features Community Center, Resort style Pool with Beach Entry, Fitness Center, Playground, plenty of outdoor space to enjoy, and a path around the pond for exercise or a sunset walk! Amazing Location, minutes from all the attractions, Dining and Shopping! Start Living the Florida Dream and make this home your own!

8218 Mystic View Way Unit 2801, Windermere
5073 Latrobe Dr, Windermere
$2,800,000
4 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's most distinguished private golf communities. Encompassing more than 4,700 square feet, the property offers exceptional potential for renovation, customization, or the creation of a new vision tailored to today's luxury lifestyle.Positioned overlooking the 6th tee of Isleworth's renowned championship golf course and across from a scenic pond with water features, the homesite enjoys a picturesque setting with golf and water views and mature landscaping. Existing amenities include a pool, summer kitchen, circular driveway, and a three-car garage.For buyers seeking an opportunity to personalize a home within Isleworth or establish a long-term presence in this exceptional community, few properties offer such a compelling combination of location, scale, and potential. Surrounded by the Butler Chain of Lakes and secured by four staffed guard gates, Isleworth is renowned for its championship golf, exceptional amenities, and unparalleled lifestyle, with club membership available separately.

5073 Latrobe Dr, Windermere
14341 Crest Palm Avenue, Windermere
$1,070,990
4 Beds ⋅ 4 Baths ⋅ Palms At Windermere SubDv. ⋅ 34786 Zip Code
Virtually Staged. GORGEOUS 4-BEDROOM, 4-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! Welcome to this beautiful move-in-ready Arlington with Bonus home offering approximately 3,153 square feet of thoughtfully designed living space, a 2.5-car garage, and an oversized wooded lot. Located in an exclusive, low-maintenance boutique-style community, this home offers a rare combination of luxury, convenience, and easy Florida living. Start your mornings with tea/coffee or unwind in the evenings from the home's charming covered front porch, offering a welcoming space to sit back, relax, and enjoy the peaceful neighborhood setting. Step inside to a bright, open floor plan featuring 10-foot ceilings and spacious living areas designed for both everyday living and entertainment. The gourmet kitchen is the heart of the home, featuring gas appliances, built-in stainless-steel appliances, upgraded cabinetry, quartz countertops, a large center island, walk-in pantry, and designer lighting. The spacious owner's suite offers a relaxing retreat with a beautifully finished en-suite bathroom and large walk-in closet. Three additional bedrooms and three full bathrooms provide plenty of flexibility for family, guests, a home office, or additional living space. The generous bonus room provides even more versatility and can easily be used as a media room, playroom, office, or additional gathering space. Step outside and enjoy the Florida lifestyle from the covered lanai with a paved surface and a future outdoor kitchen area, creating the perfect setting for outdoor dining, entertaining, or relaxing. The oversized wooded lot provides a peaceful natural backdrop and additional privacy. Additional features include a paved driveway, 2.5-car garage with epoxy flooring, high natural gas, and low-maintenance living. Location is everything, and this home places you in the heart of the highly desirable Windermere area, just approximately 14 minutes from Walt Disney World theme parks and approximately 30 minutes from Orlando International Airport. Enjoy easy access to Hamlin, Winter Garden Village, shopping, dining, entertainment, and major roadways. The home is zoned for highly sought-after schools, including Windermere High School, Horizon West Middle School, and Bay Lake Elementary School. With new construction, a premium Windermere location, low-maintenance boutique living, natural gas, spacious interiors, and exceptional access to Central Florida's best attractions and amenities, this home offers an incredible opportunity to enjoy the best of the Windermere lifestyle.

14341 Crest Palm Avenue, Windermere
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