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$930,000
5 Beds 5 Baths Summerport Ph 05 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. NEW ROOF BEING INSTALLED 11/19 & 11/20!!! Welcome to a truly exceptionally remodeled Waterfront Windermere Masterpiece! MODERN and ELEGANT, this exquisite, Multi-generational 5-bedroom, 4.5-bath Estate Home epitomizes the perfect blend of contemporary luxury and modern features. Every room has been thoughtfully redesigned with designer features and fixtures, and the home now boasts an ADA-compliant Double-door entry In-law suite with a private Bedroom, Sitting Room, and Bath on the lower level. Also, on the first level of this spectacular home, is a Gated Courtyard that takes you into the stunning Foyer with elegant Archways, soaring 20-foot Ceilings, a dramatic Wrought-iron Staircase, and Juliet Balcony. Enjoy serene beauty of Cardinal Pond and nature from your Family Room through two sets of stackable Glass Doors. Alternatively, step through the doors onto the immense Screened Patio with Pavers to fully experience the sounds and sights. The Gourmet Kitchen is anchored by the oversized Island with Onyx Leather-textured Granite, a Ruvanti Workstation Sink, and Designer Faucet. Along the back walls, the under lit Glass-front White Upper Cabinetry is paired with Obsidian Lower Cabinets and more Leather-textured Granite to complement the sophisticated design elements. You will love the Samsung Tuscan Black Stainless-steel Appliances including the Induction Range, Dishwasher, and Microwave paired with a Pot-filler Faucet, and a modern Vent Hood. The Coffee |Wet bar with InstaHot Water Tap completes your impressive Chef's Kitchen. The sunbathed Breakfast area features Wall-to-Wall Glass Doors that step out to your Screened-in-Patio and your waterfront view. Beyond the Kitchen is a sun-filled Dining Room with graceful arches and large windows that could be your Home Office. The lower-level Laundry | Mud Room sits just off the kitchen and don’t overlook the Dog Run just off your Courtyard. On the upper level, you find convenience, design, and architectural details in every room. The Owner’s Suite features views of Cardinal Pond, Her’s and His custom-built Closets, a magnificent Ensuite with a large Glass-enclosed Multi-head Walk-in-Shower, a relaxing Soaking Tub, a WC for privacy, a built-in Glass Front Cabinets, a Floating Double Vanity with flattering Backlit Mirrors and for the ultimate in convenience stylish Frosted Glass Door to camouflage the full-size stackable Washer and Dryer. The enormous 3rd and 4th Bedrooms have walk-in closets and are connected by a spectacular, well-appointed Jack & Jill Bathroom. The 5th Bedroom at the end of the hall has its own Bathroom and spacious Walk-in Closet. Southport has incredible amenities. Enjoy the Clubhouse, Fitness Center, Swimming Pool, Tennis, Basketball, and Sand Volleyball Courts. You can walk, run, or ride your bike on the trails or stroll around Bluebird Pond. You will also find many Parks for you to explore, including a Dog Park. Windemere schools are highly rated and desired. Shopping and Dining options are plentiful with nearby Winter Garden Village, Hamlin Shopping Plaza, Main St., and Westside Shoppes and Southport has its own Kelly’s Ice Cream and Foxtail Coffee Shops. Disney World is a short drive away and you can get to anywhere in Orlando fast via the 408 and 429.

4926 Indian Deer Road, Windermere

$859,000
4 Beds 4 Baths Ashlin Park Ph 2 SubDv. 34786 Zip Code
Luxurious Windermere home in a prime location. Welcome to this stunning four-bedroom, three-and-a-half-bath residence nestled in the highly sought-after Ashline Park. Spanning 3,100 square feet of living area, this elegant home offers an unparalleled blend of style, comfort and convenience. Step inside to a grand foyer that opens to a spacious, open floor plan, featuring high ceilings, premium ceramic flooring and abundant natural light throughout. The gourmet kitchen boasts granite countertops, custom cabinetry, stainless steel appliances and a center island, perfect for entertaining or family gatherings. The expansive primary suite is your private retreat, complete with a spa-inspired en-suite bath, dual vanities, a soaking tub and a large walk-in closet. Each additional bedroom is generously sized, providing ample space for family or guests. Enjoy the best of Florida living in your private backyard oasis overlooking a beautiful lake, featuring a covered lanai, lush landscaping and plenty of space for outdoor dining or a future pool. Located just minutes from top-rated schools, world-class golf courses and the area's best dining, shopping and entertainment options. This Windermere gem won't last long. Schedule your private showing today!

11737 Sprawling Oak Drive, Windermere

$1,300,000
3 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Exceptional Keene’s Pointe home, 3 Bed, 3 Bath plus Office/Den with uninterrupted golf course and water views. Located on the 9th hole of the Jack Nicklaus Signature golf course, this stunning, custom-built property has been meticulously maintained by the original owners. There are 3 bedrooms, 3 full bathrooms, office/Den, kitchen/family room, formal dining room, utility room, 2.5 car garage with EV outlet, plus a dedicated golf cart garage. The home is available furnished or unfurnished. All on one level, the main living areas are open plan with soaring skylights and single panel French doors that allow light to flood in and provides unrivalled views across to the golf course and water beyond. Custom built-in features and exquisite millwork sets this property apart. The family room has a natural gas fireplace, built in speakers and is open plan to the gourmet kitchen. The kitchen has an extensive dining island, solid wood cabinetry, a subzero fridge freezer and wine refrigerator. The oven and microwave tower has a dedicated warmer drawer. The appliances are from the Dacor luxury range. Classic granite counters grace the kitchen and it is complemented with a butler’s pantry. In addition to the dinette, the formal dining room is an elegant space to entertain. The primary bedroom was extended out making ample room for a sitting area and it is a truly impressive suite. The primary bathroom has 2 walk-in closets, dual vanities, a Sanijet air tub, separate shower stall and private WC with separate bidet. Both guest bedrooms have full bathrooms and the large office also has direct access to the jack & jill bathroom. The office comes complete with an executive desk and built-ins. Outside, the pool and spa deck is screened, has outdoor speakers and a natural gas grill. It has a large covered area and along with the outdoor furniture, it provides a perfect setting to enjoy the year-round sunshine. Other notable systems include a whole house water softener, a well dedicated for the irrigation, landscape lighting front and rear. Natural piped gas and a tankless water heater. Keene’s Pointe is in the heart of Windermere and offers 24 hour manned security, access to the community boat ramp and optional membership to the Golden Bear Golf & Country Club, where golf, tennis, pickleball, gym, restaurant and events are included in the membership fee. Close to state of the art medical facilities, Disney parks, shopping, restaurants and high achieving schools, this property and location is hard to beat.

8039 Whitford Court, Windermere

$970,000
3 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene's Pointe - 24-hr gated/attended community in Windermere, Florida, featuring The Golden Bear Club. An 18-hole golf course designed by Jack Nicklaus offering golf, tennis, fitness, swimming and dining. This courtyard home is an absolute doll house with 3 bedrooms and 3 baths. One of the bedrooms is detached with a separate bedroom and bath, perfect for guests. The open floor plan boasts a formal dining and living/sitting area with two-sided fireplace looking into the family room with built-in entertainment center. The kitchen overlooks the family room with large island/breakfast bar and breakfast nook. The primary suite is private and has French doors out to a private patio overlooking the pool, large walk-in closet and bath with shower, separate tub and dual vanities. This home features hardwood flooring throughout the main areas and updates such as new roof in 2021. The home is built around the swimming pool with two covered patio areas and courtyard entrance that offers private access to the guest suite (bedroom 2) and bedroom 3, as well as the main house and primary suite. There is also a separate yard area with privacy fence and three car garage. Priced to sell, this home will not last long. Call today for your private tour.

5956 Caymus Loop, Windermere

$1,870,000
5 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to your dream retreat in the highly sought-after Keenes Pointe neighborhood of Windermere, FL! This exquisite residence boasts five spacious en suite bedrooms, ensuring ultimate comfort and privacy for family and guests alike. With three of the bedrooms conveniently located on the first floor, this home is perfect for easy living. Step inside to discover an updated kitchen that is a culinary delight, featuring modern finishes and ample space for entertaining. The luxurious primary bathroom has been beautifully renovated and includes a steam shower, creating a spa-like experience in the comfort of your own home. Outside, the resort-style saltwater pool invites you to relax and unwind, surrounded by lush landscaping. The separate entrance to the charming pool house casita offers additional versatility, perfect for guests, a home office, or a quiet retreat. Additional highlights include a spacious 3-car garage equipped with an EV charger plug, ensuring convenience for electric vehicle owners. Don’t miss this incredible opportunity to own a piece of paradise in Keenes Pointe—where luxury living meets comfort and style! Schedule your private showing today!

8260 Tibet Butler Drive, Windermere

$5,200,000
6 Beds 9 Baths Isleworth SubDv. 34786 Zip Code
... LOWEST PRICE/SQ.FT... OVER 10,000 SQUARE FEET HOME... 24 HOURS GUARDED COMMUNITY... 6 BEDROOM SUITES... PRIVATE BALCONY IN ALL BEDROOMS... 7 BATHROOMS... 2 POWDER BATHS... 4 CARS GARAGE... BACK TO GOLF COURSE . The grand marble foyer and curved staircase create the elegant feel for the home. This house offers everything you and your family need such as the GOURMET KITCHEN... WORKOUT ROOM... GAME ROOM... MEDIA ROOM... Don't forget about the ... INDOOR POOL and SPA... that you can use for 365 days. Wine lovers, the WINE CELLAR is right next to the formal dining room and a WET BAR is conveniently located across from the LIVING ROOM. There is spacious prep area with dishwasher next to the formal dining room perfectly use for the catering service. The primary suite, office, gym are located on downstairs. All other bedrooms, game room, media room are located upstairs. This spacious custom home has too many features to tell you, please come and see it for yourself!!!

5174 Vardon Drive, Windermere

$1,200,000
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene's Pointe - 24-hour gated/attended community in Windermere, Florida. Location! Location! Location! This well maintained home is located on the 11th fairway of The Golden Bear Club a private golf club offering golf, tennis, fitness, swimming and dining. Featuring 3 bedrooms/3 baths, formal living and dining rooms, office/den, and spacious kitchen on the first floor. The second floor offers a 4th bedroom/bonus room with full bath and 3 walk-in closets. Nestled at the end of a private cul-de-sac, this home has stunning pond views from both the front and back. The spacious kitchen has stainless appliances, a center island and breakfast bar overlooking the great room with gas fireplace and a wall of windows overlooking the pool. The primary suite has a beautiful view of the golf course and pond and boasts a granite shower, dual vanities and large walk-in closet. The 2 secondary bathrooms are privately situated on the opposite side of the home with a full bath. The office/den has two walls of windows overlooking the pool lanai. The covered lanai is large enough for sitting and dining and has a summer kitchen. The screened pool/spa offers beautiful sunset views over the golf course and pond. There is also a separate laundry room with access from the oversized two-car garage. The AC's were replaced in 2016 and 2018, 2 water heaters (one new in 2022), exterior painted and new roof and gutters in 2021. Bamboo flooring, silhouette shades and shutters are throughout, central vac system, and so much more. Conveniently located to top-rated private private and public schools, shopping, dining, expressways and tourist attractions. Call today for your private showing. This little gem won't last long.

5926 Blakeford Drive, Windermere

$1,507,000
4 Beds 3 Baths Butler Bay/Windermere Club SubDv. 34786 Zip Code
WINDERMERE LAKEFRONT - PRIVATE LAKE CRESCENT IN WINDERMERE CLUB!! Beautiful 4 Bedroom, 3 Bath Pool home on Premium Half Acre+ Lot with approximately 200 Feet Water Frontage. Lake Crescent is perfect for skiing, boating, fishing!!! Upon entering this light & bright home with all the rooms on first floor/one level, you will fall in love with the many wonderful custom features/designs and the Gorgeous Lake Views from the main rooms of the home. Formal Dining Room has beautiful Architectural Windows & Columns that gives separation to the Great Room. The spacious Great Room has a fireplace with built-ins, large French Doors that open to the patio and screened pool area. The fabulous Master Suite is huge with room for sitting area, lots of windows for lake views, very large walk-in custom designed closet, 2 linen closets, bathtub, separate shower & double vanities. Kitchen has breakfast bar, eating space, center cook island, stainless appliances, built-in oven & microwave & opens to the patio area. Bedroom #2 has a built-in coffee/snack bar making for a great guest room. Jack & Jill bathroom between Bedroom #2 & #3. Bedroom #4 has lots of built-ins, large walk-in closet & gorgeous lake view too!!! Could be a perfect Office, Sitting Area, Den etc. Large laundry room with sink, cabinets. Wood Floors in Foyer, Dining Room, Great Room, Kitchen & Bedroom #4. From many rooms to the outside, you will find a covered patio and recently re-surfaced pool with a short walk to your Private Covered Dock. Windermere Club is a wonderful established gated community conveniently located to downtown Windermere, shopping, major highways & both Private & Public Schools.

2103 Lake Crescent Ct, Windermere

$765,000
4 Beds 3 Baths Down Acres Estates SubDv. 34786 Zip Code
Welcome to this fully renovated 4-bedroom, 3-bathroom home in Windermere, offering stunning Lake Down views and the bonus of no HOA. Step into the open and inviting layout, with stylish updates throughout, including a modern kitchen with custom cabinets, sleek countertops, and high-end appliances. The upstairs primary suite serves as your personal retreat, featuring a luxurious en-suite bath and a private balcony with breathtaking lake views. Three additional bedrooms provide plenty of space for family or guests. Major updates in the house include a 2 year old roof, a 4 year old AC, Brand new floors throughout the home, a new fence, new gutters on the roof, new electrical panels, new water heater, new landscaping and remote control drapes, plus even more! Outside, the expansive backyard is a showstopper, with beautiful landscaping, a large deck with built-in seating, and plenty of room for outdoor activities, gardening, or just soaking in the peaceful surroundings. With no HOA to limit your creativity, you can truly make this home your own. Conveniently located near Disney, Universal, major highways, and just minutes from charming downtown Windermere, this home offers the perfect mix of peaceful lakeside living and easy access to the best of Central Florida. Don’t miss out on this incredible opportunity!

9053 Ron Den Lane, Windermere

$6,750,000
5 Beds 9 Baths Isleworth SubDv. 34786 Zip Code
Nestled on the shores of Lake Butler, Puesta del Sol is a masterpiece of design and luxury, just a short walk from the renowned Isleworth Golf & Country Club. Named for the breathtaking sunsets visible from its many terraces, this estate was crafted for grand entertaining and elegant living. From the bold elegance of the grand porte-cochère entry to the graceful curves of its architectural design, every detail reflects sophistication. Rich finishes of granite, Botticino marble, stone, and iron create a timeless aesthetic, while soaring 26-foot ceilings in the living room highlight the stunning coquina and limestone fireplace. The family room is a refined retreat, complete with a custom bar and fireplace. The art deco-inspired primary suite offers a private terrace and a balcony overlooking the living room, creating a serene sanctuary. Meanwhile, the Orchid Room, adorned with intricate depictions of exotic species, opens to a 750-square-foot pool, featuring a “Rainbow” Bridge and swim-up bar. Adjacent, a private steam room and sauna provide ultimate relaxation. An enchanting wine cellar, secured by custom iron gates and dramatic torchieres, accommodates 1,500 bottles—a connoisseur’s dream. The convenience of an elevator seamlessly connects the kitchen to the 7,800-square-foot air-conditioned underground garage, ensuring effortless living. Beyond, a double-gated entry leads to the boathouse, offering direct access to the Butler Chain of Lakes—13 interconnected lakes where natural Florida beauty meets the magic of nightly fireworks. For those who seek the very best, Puesta del Sol is an unparalleled opportunity to own a true architectural gem. Discover this breathtaking estate and make it your own.

6324 Deacon Circle, Windermere

$1,100,000
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

$1,300,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene's Pointe - gated/24-hour attended community in Windermere, Florida. It's easy to call this fully renovated property HOME. Boasting modern and decorator touches throughout with wood-paneled walls, custom drapes, low-maintenance laminate wood-look floors, tankless gas water heater (2022), new roof (2022), new 1st floor AC (2022), Rainsoft whole house water softener and filtration system (2022), new pool heater (2023) and much more. This home offers a private office with two closets, primary ensuite with custom walk-in closet, free-standing tub, shower and dual vanities, kitchen and great room with gas fireplace and built-in cabinets/shelving on the first floor and 3 bedrooms, bath and private bonus/office on the second floor. The family room and breakfast nook have sliding doors that lead to the private back yard with a deck with pool/spa and fenced yard. There is also a spacious 3-car garage with storage. Keene's Pointe is home to private/members only The Golden Bear Club, an 18-hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, swimming and dining. Conveniently to shopping, dining, tourist attractions, expressways and top-rated public and private schools. Call today for your private viewing.

11331 N Camden Commons Dr, Windermere

$1,310,000
5 Beds 5 Baths Windermere Downs SubDv. 34786 Zip Code
This home is the epitome of luxury living. Originally built in 1979, the home was completely renovated in 2009. Nestled on a quiet cul-de-sac in the Windermere Downs neighborhood, this 4,116 square foot, 5-bedroom 5 full bath house has all the bells and whistles. If cooking is your forte, enjoy this gourmet kitchen with a gas Viking range and stove, an electric oven, two dishwashers, and Electrolux Side by Side Refrigerator/Freezer. Entertaining has never been easier with a wet bar, including a wine fridge and ice maker, and a recently enlarged and covered patio providing plenty of seating around the pool. The oversized detached boat garage allows you to store all your toys for a day on Lake Down, which is accessible from the neighborhood private boat ramp. End your day relaxing in the massive owner’s suite.

2551 Meadowview Circle, Windermere

$550,000
3 Beds 2 Baths Silver Woods Ph 02 SubDv. 34786 Zip Code
Welcome to this gorgeous Windermere home, completely updated and truly move-in ready. Selling completely furnished, as an option. Located in the sought-after Silver Woods Windermere neighborhood, with top-rated schools and just five minutes from the famous Dr. Phillips' Restaurant Row. This property has been meticulously renovated from top to bottom in 2022, leaving no details overlooked. New oversized porcelain tile flooring throughout the entire house. The kitchen has been completely updated and includes calacatta quartz countertops, and stainless steel appliances. Bathrooms have been updated with new vanities, fixtures, and showers. This fabulous home boasts a two car garage. A brand new roof was completed in 2023. A new Carrier AC was installed in 2024.Other fantastic features of this home include 5" baseboards, fresh interior and exterior paint, new HVAC ducts, and an vinyl fenced backyard (2023) with a patio. Schedule your appointment today; this one will not last long. Furniture, optionally can be conveyed with the home purchase.

9143 Woodbreeze Boulevard, Windermere

$730,000
5 Beds 3 Baths Sanctuary At Lakes Of Windermere 103/94 Lot 18 SubDv. 34786 Zip Code
Welcome to the beautiful community of The Sanctuary At Lakes Of Windermere! Built by Ryan Homes “Rochelle Model” in 2022, this stunning home features 4 bedrooms and a 12' x 10'4" versatile flex space that can easily be converted into a 5th bedroom to suit your needs. The main floor showcases high ceilings and elegant tile flooring throughout, except for the flex room, which is currently set up as a home office. You’ll also find a powder room, a large dining room, a spacious great room, and a convenient storage room. At the heart of the home is the impressive kitchen, equipped with all stainless-steel appliances including a double wall oven, electric cooktop, microwave, and dishwasher. The kitchen features a center island with a breakfast bar, granite countertops, and a generous dinette area, perfect for everyday meals and gatherings. Sliding doors from the kitchen lead to a covered lanai with motorized shades, ideal for relaxing and enjoying the outdoors. The home also includes a 2-car garage with a Wifi capabilities, paver details on the driveway and walkway, and a screened-in lanai for added comfort. The staircase to the second floor reveals a spacious owner's suite that offers a perfect blend of luxury and convenience. There are two full bathrooms, each equipped with double sinks, ensuring ample space for getting ready. You'll also find a huge walk-in closet that provides plenty of storage, a large bonus room, ideal for a variety of uses such as a game room, media room, or additional living space. Adjacent to the bonus room is a convenient laundry room, making household chores more manageable. Additionally, the second floor houses three generously sized bedrooms, each providing comfort and privacy. This well-planned layout is perfect for families or anyone who values both style and functionality and modern amenities in a prime location. This charming community offers an unparalleled blend of natural beauty and modern convenience. Here, moss-covered trees and serene nature trails create a tranquil retreat from the hustle and bustle of everyday life. There is a stunning lake with a pier, where you can enjoy leisurely afternoons by the water or take in the serene views. One of the standout features of this location is its close proximity to Central Florida's top attractions. Just a short distance away, you'll find the magical world of Disney, with the added delight of nightly fireworks visible from the community. The area is also home to world-class golf courses, top dining options, and excellent shopping opportunities. Education is a priority here, with access to highly rated public and private schools that cater to all levels of learning. Whether you're seeking relaxation, entertainment, or top-notch amenities, this community offers everything you need for a vibrant and fulfilling lifestyle. Don’t miss the opportunity to make this your new home!

13212 Orange Isle Drive, Windermere

$980,000
5 Beds 3 Baths Estates At Windermere SubDv. 34786 Zip Code
NEW ROOF, NEW DARK BRONZE-COLORED POOL CAGE, AND NEW POOL SCREENS COMING SOON! Welcome to your dream home nestled in the gated community of Windermere. This 5 bedroom, 3 bathroom, 3-way split floor plan with pool and spa offers privacy and space. Just beyond the front door are elegant formal living and dining spaces, perfect for entertaining. Nearby is a versatile space that can easily serve as an office, den, fifth bedroom, workout room, or nursery. To the right is the spacious primary suite, complete with an en suite bathroom featuring dual vanities, a soaking tub, shower, and two walk-in closets. The large suite includes a tray ceiling, plantation shutters, and access to the rear patio and pool with a view of the oversized yard. The heart of the home lies in the open-concept kitchen and family room. The updated kitchen offers plenty of storage, including a large walk-in pantry, newer appliances, cabinets, and counters. The breakfast bar and cozy nook provide owners and guests multiple options for meals or snacks as well as a view of the family room and outdoor space. Like the primary bedroom, both the family room and formal living room feature large sliding doors with plantation shutters that fully open to the outdoor living space, allowing for indoor-outdoor living. You?ll find an electric fireplace and built-ins customized to the family room as well. Two additional bedrooms with spacious walk-in closets share a well-appointed bathroom with dual sinks and a shower, which conveniently opens to the yard for optional use as a pool bath. A fourth bedroom is situated separately toward the front of the home with a third full bathroom in the hallway - perfect to use as a guest retreat. The property extends over 3/4 of an acre and offers a park-like backyard that is private and tranquil, complete with majestic oak trees and a rolling landscape. The outdoor area is perfect for relaxation and recreation with a screened-in pool and spa. The newly painted home also includes a three-car garage as well as beautiful plantation shutters, septic replaced last year, a/c replaced in 2020, solar attic fans, deep well for irrigation plus the community includes tennis and pickleball with a playground and beautiful gated entrance. Located in a prime area, this community provides easy access to the vibrant shops and restaurants of Winter Garden, as well as charming downtown Windermere and the popular Dr. Phillips/Restaurant Row. It's also just 20 minutes to Walt Disney World. Don't miss this opportunity!

2527 Ridgewind Way, Windermere

$5,250,000
4 Beds 6 Baths Isleworth SubDv. 34786 Zip Code
Welcome to one of the most exquisite golf front estates within the main gates of Isleworth. Just a short distance from the prestigious Isleworth Golf & Country Club you will find a distinctive masterpiece that has the most amazing views of the golf course and The Butler Chain of Lakes. It is unique and rare to find a home with no neighbors on three sides. It gives you this great sense of privacy that can only be appreciated from this extraordinary property. This custom residence underwent a spare no expense remodel by McNally Construction and design by Debby Dearth of McNally Design in 2023 using the highest quality materials combining the latest designs with timeless Mediterranean architecture. The foyer leads to a living room adorned with basket weaved marble and wood flooring, 20’ ceilings complimented by wood beams, stone gas fireplace, and absolutely stunning views. The well-appointed chef’s kitchen is fully equipped with a large center island, custom wood cabinetry, Italian dolomite counter tops, Sub Zero refrigerator, and a Wolf gas range with griddle. The cocktail bar is adjacent to the kitchen and includes Cristallo quartzite counters and a temperature-controlled wine cellar that can easily accommodate 700+ bottles of wine. The family room boasts soaring vaulted ceilings with reclaimed solid wood floors and windows that flood the room with natural light. The main level master suite is spacious with impressive ceiling accoutrements, chandelier, large two-story walk in closet, spa like bathroom including a breakfast bar with a Sub Zero refrigerator, dual vanities, garden tub, glass shower, and French doors leading you to your well manicured grounds. Secondary bedrooms are all en-suites & generously sized. Relax in delight from your own theater room equipped with a projector, screen, and surround sound. This palatial mansion is located on the 2nd and 9th tees of the Isleworth championship golf course with almost 300 feet of golf frontage giving this magnificent residence amazing views of Lake Chase with a total sense of privacy. Exterior living spaces features a large covered lanai, heated salt pool, full pool bath, summer kitchen with stainless steel grill, sink, beverage refrigerator, and custom built stacked stone outdoor fireplace that makes it the perfect for entertaining or just enjoying the cool lake breezes. Notable upgrades done in 2023 include a brand new tile roof, replacement of all custom doors and windows, remodeled kitchen, bathrooms with Kohler fixtures, door hardware, cocktail bar, flooring, Control 4 smart house features for lighting, electric shades, cameras, HVAC, pool equipment, garage doors, locks, built-in sound system, pool resurface, new pool heater, landscaping, complete interior and exterior paint, and exterior gray pavers. The timeless architecture with its stately well balanced curb appeal shows an unparalleled attention to details on quality and perfection throughout. Here is your once in a lifetime opportunity to own an exclusive residence combining both lake and golf lifestyles. Be sure to click on the virtual tour links. <iframe width='853' height='480' src=https://my.matterport.com/show/?m=pmh1hwNxnW3&mls=1 ></iframe>

5243 Isleworth Country Club Drive, Windermere

$6,175,000
5 Beds 8 Baths Isleworth SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Welcome to this stunning estate, a masterpiece of design and functionality, where every detail has been meticulously crafted to create the perfect family retreat. Within the Isleworth Golf and Country Club community, this expansive property boasts over 8,000 square feet of luxurious living space, featuring a complete remodel with structural add-ons that have added over 2,000 square feet to the original footprint. The home is equipped with five ensuite bedrooms, each with its own full bathroom, providing privacy and comfort for every member of the family. Totaling seven full bathrooms and one-half bath, along with space for a state-of-the-art gym and an office, this home ensures ample space and convenience for guests and residents alike. An open family entertainment space, equipped with a fully functional wet bar, seamlessly flows into an outdoor kitchen, making the indoor-outdoor living a breeze is complete with a sparkling pool, hot tub, and a large sunken fire pit area. The formal living room welcomes you with large windows infusing natural light and showcasing a stunning glass wine room. The primary bedroom has been transformed with an expansion that includes oversized his and her closet suites, offering ample storage and a luxurious dressing experience. This estate is not just a home; it's a lifestyle. From the carefully designed living spaces to the luxurious amenities, every aspect of this property has been tailored to create the ultimate family paradise.

5518 Worsham Court, Windermere

$535,000
3 Beds 2 Baths Enclave/Berkshire Park SubDv. 34786 Zip Code
Welcome to your dream home nestled in the sought-after community of Berkshire Park, a stone's throw away from the magic of Disney World. Imagine enjoying enchanting firework displays from the comfort of your yard or viewing the conservation from your front porch and the tranquility of no direct rear neighbors. Step onto the inviting covered front porch, perfect for sipping your morning coffee, and enter through a charming front door to be greeted by an expansive 20-foot foyer adorned with crown molding and elegant tile flooring. The thoughtful split floor plan seamlessly separates the primary suite from the two additional bedrooms and second full bath, ensuring privacy and a sense of spaciousness. The heart of this home lies in its open floor plan, designed for effortless entertaining and carefree living. Crown molding graces select rooms, adding a touch of sophistication. The great room takes center stage, effortlessly connecting the kitchen, dining room, dinette, screened covered patio, and primary suite. The kitchen is a home chef's delight, boasting sleek stainless steel appliances and luxurious stone counters. Imagine preparing culinary masterpieces while overlooking the expansive great room, a welcoming space for gatherings with family and friends. Pre-wired for surround sound, the great room promises unforgettable movie nights and immersive entertainment experiences. Step through sliding glass doors to access the screened-covered patio, seamlessly blending indoor and outdoor living. Retreat to the generously sized primary suite, a true oasis bathed in natural light streaming through three large windows. A spacious walk-in closet provides ample storage space, while the luxurious en-suite bathroom features cultured stone counters, double sinks, a corner garden jetted tub, and a private water closet with a dedicated linen closet. The two additional bedrooms, each thoughtfully designed with built-in closets, offer comfort and convenience. The front bedroom showcases captivating conservation views through large windows, bringing the outdoors in. The laundry room, conveniently located adjacent to the garage, boasts built-in cabinets and includes the washer and dryer. Rest assured that your comfort is a top priority. A brand-new roof installed in May 2024, along with exterior rain gutters, provides peace of mind, while a 16-seer HVAC system installed in 2019 and a water heater replaced in 2020 ensure year-round comfort. Berkshire Park offers an enviable lifestyle with a community pool, tennis courts, basketball courts, and parks, perfect for staying active and connecting with neighbors. Easy access to major highways 429 and the Turnpike makes your daily commute and weekend adventures a breeze. Take advantage of the opportunity to make this exquisite house your forever home.

7555 Colbury Avenue, Windermere

$465,000
3 Beds 3 Baths Legado SubDv. 34786 Zip Code
Assumable FHA Loan- Don't Miss Out on This Rare Opportunity! This gorgeous custom townhome is a unique gem located at the closest place you can be to Disney without actually being there. Situated on a corner lot with breathtaking views of a preserve and pond, this home offers unparalleled tranquility and beauty. Step inside and be greeted by tile floors on the bottom level, leading you to a spacious living area featuring a cozy fireplace. The kitchen is a chef's delight, boasting granite countertops and top-of-the-line finishes. The stunning custom wood and wrought iron stair railing adds a touch of elegance and craftsmanship to the home. Upstairs, you'll find generously sized bedrooms and luxurious bathrooms, all designed with the highest quality materials and finishes. Step outside to your private patio and enjoy the views of the Magic Kingdom fireworks – a nightly spectacle that will leave you in awe. This townhome is packed with high-end custom upgrades that set it apart from the rest. Don't miss this opportunity to own a piece of paradise in the heart of the magic. Contact us today to schedule a viewing and make this stunning townhome your own!

8972 Matriarca Alley, Windermere

$680,000
4 Beds 3 Baths Windermere Isle SubDv. 34786 Zip Code
House back on the market!!! House back on the market!!!House back on the market!!! Exceptional Single-Story Home with 4 Bedrooms in Prime Orlando Location. Welcome to this beautifully maintained single-family home nestled in a sought-after neighborhood of Orlando. Offering 4 spacious bedrooms and a thoughtfully designed open floor plan, this residence is ideal for families seeking both comfort and functionality. The heart of the home features a bright and airy living space that flows seamlessly into the dining area and kitchen, perfect for entertaining or everyday living. The kitchen is equipped with modern appliances, including a gas stove, and offers plenty of counter and storage space for culinary enthusiasts. Step outside to enjoy a generously sized backyard, fully fenced and professionally landscaped with stunning greenery and automatic outdoor lighting. A charming pergola creates the perfect setting for outdoor gatherings, relaxing evenings, or weekend barbecues. All bedrooms offer ample natural light, custom closets, and comfortable dimensions to accommodate various needs—whether for family, guests, or a home office. Additional highlights include a large garage with extra storage space, a beautifully kept exterior, and proximity to top-rated schools, shopping, dining, and essential services. This is a rare opportunity to own a move-in-ready home in a high-demand area—perfectly blending lifestyle, location, and long-term value.

8249 Procida Isle Lane, Windermere

$3,250,000
6 Beds 9 Baths Casabella SubDv. 34786 Zip Code
Location! Location! Location! This luxurious estate home in the sought-after Casabella gated community in Windermere offers a piece of paradise, with a private resort-style saltwater heated pool and spa with outdoor kitchen complete with a grill, refrigerator and sink, ideal for alfresco dining. There is also an outdoor shower with hot and cold water, and ample lounging space under an extended covered lanai for relaxation and entertainment, with the added bonus of nightly Disney fireworks viewed from your backyard. Inside, the grand foyer leads to the great room with soaring ceilings and a dramatic wall of windows that frame breathtaking views of the expansive saltwater pool and spa. The chef's kitchen is open to the family room and boasts a massive quartz island, oversized Sub-Zero refrigerator and freezer, JennAir double ovens, microwave, six-burner gas range and walk-in pantry. Enjoy meals in the breakfast nook or entertain effortlessly with a wet bar, wine refrigerator, Butler's pantry and formal dining room. The main floor features a stunning primary suite with coffered ceiling and sitting room, pool views and access, a massage room/gym, dual walk-in closets, and a luxurious spa-like primary bath with dual vanities with marble countertops, jetted soaking tub, large walk-in shower and dual water closets. Additional first-floor features include an executive office with pocket French doors, a guest bedroom with an en-suite bath and two half baths. Upstairs in the theater, enjoy a movie or watch the game on the 110-inch screen with a custom surround sound entertainment system. A secondary primary suite upstairs offers a private balcony with pool and pond views. There are three additional well-appointed upstairs bedrooms, each with en-suite baths. One of these bedrooms also has a private balcony. With smart home technology, HVAC air cleaning system and numerous upgrades, this home offers luxury and convenience. Conveniently near Winter Garden Village, shopping, dining and entertainment, and within proximity to Disney, Universal, SeaWorld and the airport. Top-rated public and private schools are just minutes away, making this an ideal home for families. Discover luxury, comfort and convenience in this exquisite Windermere estate, offering endless opportunities for family gatherings and enjoying the quintessential Florida lifestyle.

4261 Isabella Circle, Windermere

$500,000
3 Beds 2 Baths Lakes/Windermere Ph 04 SubDv. 34786 Zip Code
Welcome to your Dream Home in the Heart of Windermere! Located in the highly sought-after Lakes of Windermere Community nestled between the Quaint Downtown of Windermere and the Disney World Complex. This Home's Prime Location ensures breathtaking views of Nightly Fireworks, offering a touch of Magic and Excitement while maintaining a blend of comfort, convenience, and scenic beauty. Imagine being able to leave your driveway and arrive at any of the Disney Parks or Universal Studios in minutes! Lakes of Windermere Residents can relish the Tranquil Atmosphere while still being close to Essential Amenities. Shopping Plazas and Restaurants are within easy reach, ensuring that daily needs are met with ease. Families will appreciate the top-rated A schools in the area, providing excellent educational opportunities for children. This Home features 3 Spacious Bedrooms and 2 Full Baths in a Split Floor Plan. The Primary Bedroom features a Tray Ceiling and a Huge Walk-In Closet. The En-Suite bathroom has a Dual Vanity, a Walk-In Shower, and Garden Tub. Stainless Appliances in the Kitchen that open to the main living area. There is a Bonus Area that could be used as a Family Room, converted to the Dining Room, or maybe used as Home Office Space. You can choose to have Morning Coffee on the Front Porch or Relax on the Rear Porch with Iced Tea in the Afternoons. Lots of options with this flexible Floor Plan. The Inside Utility/Laundry/Mud Room is in a Foyer leading to the Garage. The Garage faces the Rear Alleyway and has space for 2 SUVs, the Driveway will also hold 2 cars. There is Street Parking out Front for Guests as well. The Community offers Tennis Courts, Playground, and a Community Pool. There is also a Pier on Lake Sawyer for your enjoyment, a Perfect Place for Evening Strolls. This Windermere Gem is a place where Cherished Memories are made and Dreams come to life. Welcome Home.

12749 Lake Sawyer Drive, Windermere

$1,190,000
7 Beds 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

$1,010,000
5 Beds 4 Baths Westover Reserve Ph 1 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. This Windermere executive estate home with a private pool in Westover Reserve is beautifully maintained and sits on almost 1 Acre! This stunning 5-bedroom, 4 full bath house sits on a large private lot which provides you with endless opportunities. The grounds include a circular driveway with plenty of parking when entertaining, and a side entry oversized 3-car garage. Step into the home of your dreams. You'll be swept away by the outstanding features that adorn this home, including crown molding, coffered ceilings, French doors, plantation shutters, and wood flooring. As you enter, you'll find yourself in a spacious living room and separate dining room, perfect for entertaining guests or hosting family gatherings. The breakfast room and large family room with a fireplace provide cozy spaces for intimate moments. Sliding doors in the family room stack into pockets, expanding the living area and inviting in beautiful outdoor views. The Chef’s kitchen is a delight, equipped with stainless steel appliances, a double built-in oven, a cooktop, a wine fridge, and a breakfast bar. The master suite is a private retreat, complete with a sitting area. The adjoining remodeled spa-like bathroom features separate vanities, a jacuzzi tub, a walk-in shower, and a walk-in closet. Upgraded 1/2 inch pipes for high pressure water. Tankless hot water heater dedicated to master bathroom. The rest of the home has a newer hot water heater as well. Two additional bedrooms and a separate office on the first floor provide ample room for family and guests. The bonus room can be used as a bedroom, theater room, 2nd office, or playroom. The expansive lanai offers stunning heated pool and spa hot tub views, perfect for hosting outdoor gatherings or enjoying quiet moments. The backyard is expansive and is like your own private park. A resident park, a playground, and tennis courts will keep the family active. A-rated schools. The home is Conveniently located within a short drive for dining on restaurant row on Sandlake Road, shopping at Mall at Millenia, entertainment in downtown Orlando, and an easy commute to spend the day at Disney. This is a rare opportunity to own in the highly sought out WESTOVER RESERVE community so do not pass up this chance and call to schedule your private viewing today.

1833 Westover Reserve Boulevard, Windermere

$2,600,000
5 Beds 7 Baths Reserve At Lake Butler Sound Unit 02 SubDv. 34786 Zip Code
Located within the highly desired guard-gated community of Lake Butler Sound, this custom Spanish-style Hacienda estate emits a seamless blend of old-world charm and modern accoutrements. Large windows invite soothing natural light to highlight the countless luxury accents from around the globe that fill this magnificent home. From the authentic beamed-ceiling gallery and decorative pillars from Turkey, to the impressive flooring created from imported brick from a farm house in France, to mosaic tiles from Lebanon, this home is a true showstopper. With its dramatic circular staircase with carved risers imported from Tibetan monasteries and wrought iron railing frame, the grand rotunda foyer welcomes residents with warmth, and is sure to leave an impressive on guests. Stunning hand-carved, beamed milled wood, iron work, and reclaimed flooring are found throughout. The first-floor houses an elaborate master suite complete with an adobe fireplace, two-level closet, pass-through shower, double vanities, and an office. Beyond the dining salon rests a spacious gourmet custom kitchen with stylish wood cabinetry, a center island and preparation sink, and walk-in and Butler pantries. The great hall family room features authentic stone flooring, a fireplace, beamed ceilings, and bright French doors overlooking the gorgeous pool. A second-floor family room with wet bar leads to three-bedroom suites. Other unique features of the home include an underground wine tasting room, detached two-story guest house with movie theatre and three-car garage, plus a private courtyard pool with bridge and outdoor kitchen. The home also has new exterior paint and stain, plus two, brand newer A/C units. A truly one-of-a-kind residence.

11118 Coniston Way, Windermere

$780,000
4 Beds 4 Baths Westside Village 93/16 Lot 82 SubDv. 34786 Zip Code
Exquisitely adorned, this spectacular single-family residence graces the heart of Windermere. Boasting four bedrooms, three and a half baths, a movie theater, office space, and a versatile room, this home is ideally situated near top-notch schools, plazas, dining establishments, supermarkets, and more. Meticulously styled by professionals, it features a guest suite on the main level and a master suite, home theater, and two additional bedrooms with a full bath on the upper floor. Gourmet Kitchen with stainless steel appliances and wine cooler completes the charm of this area. Open dining and family room. Extended Lanai that faces the community pool. Situated on a corner lot, this residence offers the ultimate in comfort and luxury. Don't let this opportunity pass you by—schedule a private viewing today!

12995 Westside Village Loop, Windermere

$835,000
4 Beds 3 Baths Windermere Downs 1st Add SubDv. 34786 Zip Code
Here is your chance to move into the highly sought after community of WINDERMERE DOWNS!! Personally living here myself, I can truly share that this neighborhood is an extremely special place. We have a private, gated community boat ramp onto Lake Down, a sandy beach to enjoy the sunny days, and a dock with pavilion to fish from, dive into the pristine water, or just sit and enjoy the natural Florida lakeside environment. Even the Disney Fireworks seen across the lake in the distance are a treat for both the youngsters and the young at heart. 3 different parks are scattered throughout the neighborhood, with 2 private community Tennis Courts for resident use, and each entrance is protected with security cameras to track vehicles entering the neighborhood. Within short or golf-cart distance of Thornebrooke Elementary school and a quaint sandwich shop within historic Gotha. A true community with wonderful neighbors and events planned throughout the year. As for the home, you will be greeted with one of the most desirable floorplans in the neighborhood. A true split-plan with separate Master Bed / Bath and Guest Bed / Bath wings. Vaulted Ceilings in the Foyer and formal Dining room lead into *19 Foot* Cathedral Ceilings in the Kitchen and Great Room centrally located in the home. An oversized kitchen with room to expand to include a 2nd Island and Breakfast bar will tailor to the personal chef and entertainer in you. A 12x15 bonus flex room is available for use as a home office, personal gym, playroom, or even a 5th bedroom. The lot and layout are just as appealing for entertaining or relaxing; sitting on just under a half-acre and backing up to undeveloped woods. Wide 3-pane sliding windows and separate 2-pane sliding windows from the Kitchen and Great Room both lead into a covered patio area all within a screen enclosure encompassing a large 15x30 pool with spill-over hot tub. Even with all that, there is still plenty of yard space for several of your outdoor interests. With a premium roof installed in 2019, the house is sound and functional for those ready to move in immediately, while also being priced attractively for those wanting to update and make their own while increasing the home’s value. Welcome to your new home. Welcome to WINDERMERE DOWNS!

1741 Woody Drive, Windermere

$1,150,000
4 Beds 3 Baths Davis Shores SubDv. 34786 Zip Code
BACK ON THE MARKET DUE TO BUYER PERFORMANCE! Priced below recent appraisal! Welcome to waterfront luxury living at its finest in the heart of Windermere, nestled along the serene Butler Chain of Lakes. This impeccably renovated 4-bedroom, 3-bathroom home offers 100 feet of direct Fischer canal frontage, and is located between Lake Down and Wauseon Bay, providing a picturesque backdrop for your daily adventures. Step inside to discover a haven of modern elegance, where every detail has been thoughtfully crafted to create a harmonious blend of style and comfort. The open floor plan invites you to explore, with luxurious LVP flooring, foam insulated exterior walls and ceilings, and energy-efficient windows enhancing the ambiance throughout. Indulge your inner chef in the gourmet kitchen, where marble counters and an 11-foot waterfall island set the stage for culinary mastery. High-end appliances, including a Wolfe gas range and dual Kitchen Aid Wall ovens/microwave convection oven, cater to your every culinary desire, while custom cabinets offer ample storage space for all your kitchen essentials. Retreat to one of the dual master suites, each offering tranquil water views and lavish en suite bathrooms. The primary owner suite exudes luxury with backlit LED dual vanity, dual sinks, marble floors, and a marble shower, creating a spa-like sanctuary for relaxation. Outside, a sprawling covered lanai spans the width of the home, providing the perfect setting for outdoor entertaining or simply enjoying the gentle breezes off the water. A large composite deck beckons for gatherings with loved ones, while two floating docks and a new seawall offer easy access to the pristine waters of the Butler Chain of Lakes. Additional features include a whole-home standby generator with automatic transfer switch and direct line natural gas, ensuring peace of mind during any power outage, and a fenced-in backyard for added privacy and security. Located in the charming, golf cart-friendly Town of Windermere, residents enjoy access to a vibrant town center boasting boutique shops, cafes, coffee shops, a weekly farmers market, food truck Fridays, and special family-oriented events. Don't miss your chance to experience the ultimate in waterfront living. Schedule your private showing today and discover the luxury lifestyle that awaits you in this exquisite Windermere waterfront home.

19 Main Street, Windermere