Windermere Homes with Garden Exterior Features

Windermere Homes with Garden Exterior Features

Welcome to Windermere, a picturesque town nestled in Orange County, Florida. Known for its stunning natural beauty and upscale amenities, Windermere is a highly sought-after location for those seeking a peaceful yet luxurious lifestyle.

One of the standout features of homes in Windermere is their beautiful garden exteriors. True to the town's name, many properties boast meticulously landscaped gardens that add to the charm and curb appeal of the area. Imagine waking up to the sight of colorful flowers, lush greenery, and the soothing sounds of nature right in your own backyard.

Living in Windermere offers residents a perfect blend of tranquility and convenience. With top-rated schools, gourmet dining options, boutique shopping, and outdoor recreational activities just a stone's throw away, there is always something to see and do in this vibrant community.

Whether you are looking for a cozy cottage or a sprawling estate, Windermere has a diverse range of homes to suit every taste and lifestyle. From modern villas to traditional Southern-style residences, there is something for everyone in this charming town.

Come and experience the magic of Windermere – where luxury living and natural beauty converge to create the perfect place to call home.

Newest Windermere Homes with Garden Exterior Features

$1,680,000
6 Beds ⋅ 5 Baths ⋅ Reserve At Belmere Ph 2 SubDv. ⋅ 34786 Zip Code
Absolutely Fabulous Luxury Home Nestled on a picturesque tree-lined street within the prestigious RESERVE AT BELMERE, a Guard Gated Community. This exceptional residence epitomizes elegance and sophistication. From the moment you step into the grand entryway, you’re greeted by a stunning ambiance highlighted by a coffered ceiling, neutral walls, rich hardwood flooring, plantation shutters, and exquisite crown molding. The high ceilings and open-concept layout seamlessly connects indoor and outdoor spaces, creating a harmonious flow throughout the home. The Primary Suite, situated adjacent to the living room, boasts a tray ceiling and French doors that open onto the expansive outdoor pool and entertainment area. The luxurious en-suite features a glass-enclosed shower with a state-of-the-art shower system, deep soaking tub, double-sink quartz vanity, and a spacious, professionally designed closet. The formal Living and Dining rooms offer large windows with picturesque views of the pool. A grand staircase ascends to the second floor, where you’ll find an oversized Bedroom #2 with custom-designed closets and a private en-suite bathroom. Bedroom #3, located off the Family room, also features an en-suite and custom closet. Bedroom #4 and Bedroom #5 (which can alternatively serve as an excellent office), share a recently remodeled bathroom and both include walk-in closets. A separate guest suite, Bedroom #6, is accessible via the patio deck and includes large glass sliders, walk-in closet, and private en-suite bathroom. All bedrooms are equipped with ceiling fans for added comfort. The gourmet Kitchen is a chef’s dream, featuring quartz-topped island and countertops, cooktop with an overhead hood, wine refrigerator, and subway tile backsplash. Abundant cabinetry with pull-out shelves, large walk-in pantry, and a Laundry room with wash tub and cabinets provide ample storage and convenience. The Family room which is the heart of the home, has a stone-faced gas fireplace and built-in media/entertainment center, offering a cozy yet sophisticated space. Large windows provide views of the pool and patio, while easy access to these outdoor areas makes entertaining a breeze. Step outside to discover a resort-like oasis with a saltwater heated Pebble Tech pool, complete with spray jets and a spa. The fully equipped outdoor kitchen is perfect for alfresco dining, and the patio area, illuminated by abundant market and panel lighting, features space for chaise lounges, tables, and firepit. A newly added tongue-and-groove ceiling with fans and lighting enhances the outdoor ambiance. The meticulously landscaped garden is a tranquil retreat, featuring a diverse array of fruit trees lovingly cultivated including lemon, lime, mango, banana, curry, kumquat, avocado, as well as raised herb beds. The garden’s curvaceous design ensures privacy with its 10 ft. tall hedge providing seclusion around the expansive corner lot. The home includes circular sealed paver driveway and walkway, three-car side-entry garage with durable epoxy flooring, overhead racks, garage cabinet system, and bike racks. 3 Security Cameras and a wireless sprinkler system will provide safety and efficiency. Convenient access to downtown Windermere, Winter Garden, shopping, dining, and major highways. Community amenities; 24-hour guard gate, tennis and pickleball courts, gym, playground. scenic walk-out dock. Experience this luxury lifestyle by scheduling a private tour today.

11313 Shandon Park Way, Windermere
$6,400,000
6 Beds ⋅ 6.5 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Welcome to a stunning professionally designed home nestled within the guard gates of Keenes Pointe in Windermere. This exceptional residence boasts 8,305 sq ft of luxurious living space, meticulously crafted with top finishes and elegant wood beams throughout. This home offers ample space and privacy for everyone with three rooms on the first floor, an additional bedroom upstairs, a master suite, a detached guest house, and a detached office. The master suite is a true retreat, featuring a separate living room, a private balcony with pond views, his and hers closets, a cozy fireplace, a breakfast area, and an extra-large linen closet. The heart of the home is the kitchen, a chef's dream with a large island and seating area, top-of-the-line appliances, and a spacious walk-in hidden pantry. The living area is beautifully appointed with porcelain tile, and the bar/game room offers real wood finishes and picturesque views of the pond. The gym on the first floor includes a sauna, perfect for relaxation and wellness. The open floor plan seamlessly connects the indoor and outdoor spaces, creating the perfect entertainment area with fully open sliding doors that invite you to enjoy the serene pond views. The home also includes a four-car garage (2/2), a convenient laundry room downstairs, and an elevator for easy access to all levels. For movie enthusiasts, there is a nine-seat movie theater with carpet flooring, providing a cozy and immersive experience. The home is equipped with five new AC units installed in 2023, anti-hurricane windows for added security, and a state-of-the-art ADT security system. The luxurious atmosphere is enhanced by the full surround sound system. The heated pool has been renovated, features a spa, seat in area, and new equipment installed in 2022. Additionally, the exterior of the home received a fresh paint job in 2023. Located within the sought after Keenes Pointe community, with a membership residents may access The Golden Bear Club, featuring a Jack Nicklaus Signature-designed course. This home is the epitome of luxury living, offering an unparalleled lifestyle in one of Windermere's most sought-after communities. Don’t miss the opportunity to make this exquisite residence your own. Contact us today to schedule a private tour and experience the elegance and sophistication of this remarkable home.

9721 Carillon Park Drive, Windermere
$460,000
3 Beds ⋅ 2.5 Baths ⋅ Windermere Sound Ph 2 SubDv. ⋅ 34786 Zip Code
Discover this beautiful corner unit in Windermere Sound, an excellent opportunity to live in the heart of Windermere. Top rated Schools. This home features 3 bedrooms and 2.5 bathrooms, with granite countertops in the kitchen. It also includes a detached garage for 2 cars and a LARGE brick paved patio. The first floor showcases tiled flooring throughout, seamlessly connecting the kitchen to the living room for a cohesive and functional living space. The master bedroom includes a generously sized walk-in closet, while two additional bedrooms share a full bathroom. The kitchen is highlighted by elegant cabinetry, a large central island with granite countertops, a sizable pantry, and modern stainless steel appliances. NEW ROOF. Community amenities include a clubhouse, playground and a resort-style swimming pool with a sun deck and cabanas. Just minutes away from Disney, shopping, and other attractions, this property offers convenience and luxury. Schedule your showing today to experience everything this home has in store.

12825 Strode Lane, Windermere
$725,000
4 Beds ⋅ 3.5 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code
This gorgeous pool home is ready for you to move in NOW! located in the quiet neighborhood of Preston Square. It features a spacious living room, and office with French doors. The large kitchen features abundant granite countertop space and 42" solid wood cabinets. Separate laundry room off the kitchen-washer & dryer included. All stainless-steel appliances. The large family room features a soaring ceiling and opens up to the beautiful salt water, solar heated, screened in pool! The large master bedroom is on the first floor with an abundant walk-in closet and two additional closets. The master bath features a garden tub and separate shower with two vanities and a private water closet. Three bedrooms and two more full bathrooms along with an expansive bonus room are located on the second floor. Tile floors in all the living areas and newer carpeting in all the bedrooms. New wood laminate flooring on the stairwell and second floor landing. The 10-foot-high ceilings make this home spacious and bright. The charming front porch surrounded by lush landscaping, is perfect for relaxing. Solar panels installed in 2023. New Central A/C unit installed in 2023. Exterior of house painted in 2023. Excellent schools are within reach, making this an ideal choice for families. ALL FURNISHINGS AVAILABLE FOR SEPERATE SALE. Don't miss out on this incredible opportunity. Schedule your visit today and make this home yours!

6769 Helmsley Circle, Windermere
$679,990
4 Beds ⋅ 3.5 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code
Welcome to your dream home, featuring a brand-new roof as of September 2022. Step inside to discover the owner’s suite and a versatile den/office on the main floor. The office is equipped with built-in shelving, providing ample workspace. The kitchen is a chef's delight, boasting a 48-inch gas range and three ovens, perfect for the aspiring chef or hosting holiday dinners. With plenty of counter and cabinet space, complete with pull-out drawers and soft-close hinges, this kitchen is as functional as it is beautiful. Some additional features you will find in this kitchen are a cup rinser, spice/oil rack pull-out drawer, dedicated trash and recycling pull-out drawer, Lazy-Susan, single-bowl sink, natural stone backsplash, and quartz countertops. The main living areas showcase custom crown molding, adding an elegant touch. At the rear, you'll find a two-car rear-loading garage, a fenced backyard, and a screened patio for your outdoor enjoyment. Upstairs, a spacious loft awaits, along with a junior suite featuring an en-suite bathroom and two additional rooms sharing a separate bathroom. This home is carpet-free, with waterproof LVP flooring installed in early 2024. Located in the charming Summerport community, you'll have access to several playgrounds and fishing docks. Don’t miss this opportunity to make this exceptional home yours!

13872 Bluebird Pond Road, Windermere
$969,900
4 Beds ⋅ 4 Baths ⋅ Whitney Isles/Belmere Ph 02 SubDv. ⋅ 34786 Zip Code
Discover the comfort and style of this charming two-story home in the heart of Windermere. With elegant porcelain tile flooring throughout the main level, this residence features a refined kitchen meticulously planned down to the smallest detail. Equipped with state-of-the-art appliances, including a charming dry bar and a quartz countertop with a waterfall feature, the kitchen promises to be the focal point for memorable meals and social gatherings. The main living area is spacious and well-lit, seamlessly connecting to a balcony that overlooks the serene outdoor entertainment area. Outside, a fully equipped outdoor kitchen with a grill creates the perfect setting for alfresco dining and leisure. The master suite, conveniently located on the main floor, ensures privacy and convenience with a luxurious bathroom and ample closet space. Nestled in a quiet and esteemed area of Windemere, this home blends modern comfort with requited design. Don't miss the opportunity to make this your new residence. Schedule a visit today and be captivated!

1361 Whitney Isles Drive, Windermere
$6,500,000
4 Beds ⋅ 5.5 Baths ⋅ Casa Del Lago Rep SubDv. ⋅ 34786 Zip Code
Welcome to this stunning ultra-modern home located in the prestigious gated community of Windermere, FL. This architectural masterpiece boasts 4 spacious bedrooms and 5 luxurious bathrooms. Upon entering, you are greeted by a grand living area designed for both comfort and elegance, perfect for hosting gatherings with friends and family. The open-concept space seamlessly flows to an expansive covered patio, featuring an outdoor grill and ample space for alfresco dining and parties, providing the perfect setting for memorable entertaining. Situated on the lake, this home offers breathtaking views that can be enjoyed from multiple vantage points throughout the property. The backyard sanctuary includes a pristine pool, enhancing your outdoor living experience. Additional features of this exceptional residence include a 3-car garage and exquisite luxury details meticulously thought out in every corner of the home. From high-end finishes to premium fixtures, no detail has been overlooked. This is not just a home; it’s a statement of modern elegance and luxury living. Discover your next sanctuary in one of Windermere’s most coveted neighborhoods. Contact us today for a private showing and experience firsthand why this home is truly a masterpiece.

12264 Montalcino Circle, Windermere
$1,225,000
7 Beds ⋅ 4.5 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code
Indulge in your very own slice of Paradise in highly desirable Windermere Downs, where this Multi-Generational Home, featuring a Main House and sizable Semi-Attached Guest/In-Law Cottage, beckons with its seamless blend of luxury and comfort, coupled with exclusive access to the Windermere Chain of Lakes. Step into the spacious Main house, a 5-bedroom, 3-bathroom retreat presenting exquisite design elements and expansive living spaces. Admire the grandeur of the two-story living room, adorned with ample windows that flood the space with natural light, complemented by engineered hardwood floors and a captivating fireplace. Entertain with ease in the sprawling Great Room, which encompasses a dining area, generous family room, and a two-story conservatory offering panoramic views of lush tropical gardens. The chef-inspired kitchen features GE Monogram Stainless Steel appliances, granite countertops, a breakfast bar, and a built-in pantry. Step outside from the conservatory to discover your private oasis, complete with a serene Koi Pond, a new deck for ‘al fresco’ gatherings, and brick-paved walkways winding through manicured gardens. Ascend to the upper level of the main house to find the primary suite, with two walk-in closets, a handsome ensuite bath with a soaking tub and walk-in shower, and a private sitting area or home office thru glass French doors. Three additional large bedrooms and an updated full bathroom with double sinks and a walk-in shower complete the upstairs retreat. Descend to the lower level to discover a fifth bedroom and another full bathroom with jetted walk-in tub and grab bar, offering flexibility and convenience. On the other side of the house, beyond the oversized two-car garage, lies the semi-attached Guest Cottage, a private sanctuary built in 2018. Perfect for multi-generational living or discerning guests, this two-bedroom, 1.5-bathroom in-law residence features a full-sized kitchen with a large center island, a vaulted living room with a built-out bookcase, a first-floor primary suite with a walk-in closet and ensuite bath, a secondary upstairs bedroom with walk-in closet, and full-sized laundry room. Even though the two homes are connected via a hallway – the Guest Cottage is completely separate offering unparalleled privacy, with its own exterior front door, separate one-car garage, and a tranquil 600sf screen-enclosed covered lanai overlooking the gardens. Most importantly, imagine spending your days on the lake, waterskiing, fishing, or enjoying a leisurely paddleboard ride from your private, gated lakefront access complete with a boat ramp, dock, and beach park. Perfectly positioned across from one of the many lush parks and green spaces, this idyllic Florida home is yours to embrace, offering the best of lakefront living complemented by exceptional community amenities including playgrounds, tennis courts, and abundant outdoor spaces for an active lifestyle. With recent updates including a new roof (2019), A/C units (2018, 2019), water heaters (2018, 2023), exterior and interior paint (2018), and a new deck (2024), this home is move-in ready. Conveniently located near top-rated schools, world class entertainment, shopping and dining, this multi-generational home offers the ultimate in comfort, convenience, and luxury. Come experience your best life in exclusive Windermere Downs, and discover the Florida Lifestyle you’ve always dreamed of in this exceptional Multi-Generational Home.

2557 Meadowview Circle, Windermere
$1,999,999
4 Beds ⋅ 4.5 Baths ⋅ Reserve At Lake Butler Sound SubDv. ⋅ 34786 Zip Code
Seller may consider buyer concessions if made in an offer. Welcome to this stunning fully remodeled home boasting 4 bedrooms and 4.5 bathrooms. Situated in a gated community, this property features a screened pool, summer kitchen, and abundant space for entertaining guests. The interior showcases custom-made cabinets and elegant white porcelain tiles throughout. With an open layout and a spacious oversized kitchen island, this home is perfect for both intimate gatherings and large events. Welcome to this stunning fully remodeled home boasting 4 bedrooms and 4.5 bathrooms. Situated in a gated community, this property features a screened pool, summer kitchen, and abundant space for entertaining guests. The interior showcases custom-made cabinets and elegant white porcelain tiles throughout. With an open layout and a spacious oversized kitchen island, this home is perfect for both intimate gatherings and large events.

6226 Cartmel Lane, Windermere
$939,000
4 Beds ⋅ 3 Baths ⋅ Butler Bay SubDv. ⋅ 34786 Zip Code
Nestled in the heart of sunny Central Florida's Windermere Club, this beautiful turn-key home awaits its new owners, located within the gates of the excellent community of Butler Bay/Windermere Club, it offers the best of the sunshine, stunning green paths and Lake Crescent as its stunning backdrop, this 2,818 SF property offers an excellent recreational community center including tennis, fishing picnics, and all on large spaces of land that are now rare to find, the subdivision was name one of the friendliest in Windermere, not to mention, the school system is well regarded in the area, and it is in close proximity to Walt Disney World, Universal Studios, Windermere’s shopping and restaurant row, the owners have maintained the home in pristine condition over the years with no detailed overlooked. Living in this area offers the best of Windermere along with privacy and family enjoyment. As you step in, you are welcomed by the open floor plan from the kitchen to the family room, the expansive windows throughout bring in the sunshine and connect with the exterior pool area, the beautiful chef’s kitchen offer gas cooking, recently upgraded appliances and fine wood cabinetry and it was remodeled a couple of years back as well as the bathrooms, brand new carpets, and FRESHLY PAINTED, the AC system is also newly upgraded. Surrounded by Lake Crescent, the home boasts curb appeal offering glimpses of the lake from some bedrooms, this residence reflects meticulous care and timeless charm. This home is a rare find in Windermere that you won’t want to miss! Schedule a showing today for a private look at this gorgeous property!

2049 Lake Crescent Court, Windermere
$1,100,000
4 Beds ⋅ 3.5 Baths ⋅ Estates At Windermere First Add SubDv. ⋅ 34786 Zip Code
MAJOR PRICE IMPROVEMENT! Welcome to the timeless design of this custom-built Colonial Pool Home with No Rear Neighbors, within a serene cul-de-sac of the gated community of Estates at Windermere, featuring 4 bedrooms, 3.5 bathrooms, and an oversized 3-car garage, a beautiful staircase, separate formal living space that can serve as a home office, and a dedicated formal dining area. Providing a feeling of comfort in every room, the home's heart is the spacious kitchen with warm maple cabinetry, extensive counters, a center island for informal dining, and a walk-in pantry. Overlooking the kitchen sink provides outdoor views of the pool area, and community green spaces, all set on this generous half-acre property with plenty of backyard space for a variety of outdoor games and activities. The family room offers a cozy electric fireplace as a gathering point for TV or films. This two-story home has 10-foot ceilings, custom-built storage features, and plantation shutters plus ceiling fans in nearly every room. Additionally, it includes a laundry room, wine nook and refrigerator, and substantial walk-in attic and plenty of closet space. The upper level houses a grand owner’s suite complete with a walk-in closet most will envy, an ensuite with double sinks, walk-in shower and a garden tub. For additional family and guests, three additional spacious bedrooms complete the second floor. For outdoor entertainment the home is fully-equipped with an outdoor kitchen, including grill, exhaust hood, refrigerator, bar seating at the granite countertops, and a charming garden patio, including porch swing. Peace and quiet are to be found in this cul-de-sac home with community amenities found conveniently located behind the home...a soccer field, tennis/pickleball court, and playground. The community location provides easy access to highways and main roads for convenience to Winter Garden Village, Downtown Windermere, shopping, and restaurants.

2112 Ridgewind Way, Windermere
$398,999
3 Beds ⋅ 2.5 Baths ⋅ Oasis Cove I/Lakeside Village Ph 01 SubDv. ⋅ 34786 Zip Code
***3D Tour on Virtual Tour Link 1*** This immaculately kept, gated end unit townhome boasts 3 bedrooms and 2.5 bathrooms. Step inside to discover a spacious layout seamlessly connecting the kitchen to the family room. The kitchen shines with stainless steel appliances, elegant wood cabinetry, and a convenient breakfast bar. Upstairs, the master suite awaits with a walk-in closet, double vanity, soothing tub, and separate glass shower. Additional bedrooms provide ample space and share a well-appointed bathroom. Outside, admire its inviting facade, complete with a two-car garage and a cozy covered front porch. Enjoy solitude with no neighbors on one side, plus easy access to the clubhouse and pool just across the street. With HOA-maintained landscaping and exterior, enjoy a worry-free lifestyle. The HOAA monthly condo association dues cover: Building homeowners insurance, water & sewer, pest control, trash and recycling, pool and fitness center, Roof and exterior painting, cable & high speed internet, and grounds maintenance. ***NEW ROOF INSTALLED MAY 2024*** Oasis Cove amenities include a play park, pool, and fitness center. Conveniently located just minutes from Disney World (watch the fireworks from your front porch!), dining options, premier shopping destinations, and top-rated public schools. Welcome home to Oasis Cove, your sanctuary in Horizon West's Windermere - schedule a viewing today! Washer and dryer and specialty lighting do not convey with sale.

14025 Oasis Springs Lane Unit 901, Windermere
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