Refine Search
Sort by
$3,100,000
4 Beds 4 Baths Metcalf Park Rep SubDv. 34786 Zip Code
Under contract with contingencies and Backup Offers will be reviewed. Welcome to luxury on Lake Butler Blvd with stunning Wauseon Bay views. This estate spans nearly an acre of landscaped grounds, ideal for relaxation and entertainment. The property features a secondary oversized, air-conditioned garage that could be converted into a guest suite. The main home is a custom-built residence with high ceilings, new wood flooring and expansive lake-view windows. The first-floor primary suite offers a private sitting area and spa-like bath, with an additional bedroom suite on the second floor and two additional guest rooms with access to the hall bathroom. Ideal for entertaining, the formal dining room flows between formal living room and gourmet kitchen. The renovated kitchen is open to both the family room and a perfectly placed breakfast nook with views of the sparkling pool. Rounding out the features of the interior, this home offers first floor laundry room, mid floor storage room and second floor loft with balcony. Outdoors, enjoy a travertine lanai, pool deck, private beach and spacious dock with a sitting room and boat lift. Located in Downtown Windermere, this is tranquility on the Butler Chain of Lakes.

11018 Lake Butler Boulevard, Windermere

$370,000
3 Beds 3 Baths Oasis Cove SubDv. 34786 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Oasis Cove community in Windermere, Florida. Boasting 1,840 square feet of spacious living, this home offers a perfect blend of comfort and style. The open-concept layout features a bright and airy living area, a modern kitchen with ample cabinetry and counter space, and a cozy dining area—ideal for everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms, including a serene primary suite with a walk-in closet and private bath. Enjoy the convenience of an attached garage and the peace of mind that comes with gated community living. Oasis Cove offers fantastic amenities including a resort-style pool, fitness center, playground, and scenic walking trails—all just minutes from Disney, top-rated schools, shopping, and dining. Don’t miss this opportunity to live in one of Windermere’s most desirable communities!

14344 Desert Haven Street, Windermere

$3,840,000
4 Beds 7 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Welcome to 9253 Tibet Pointe Circle in the beautiful 24-hour gated/guarded community of Keene's Pointe in Windermere, Florida. This elegantly timeless JR Watson custom-built mediterranean style home located on over 224 feet of lake frontage on Lake Tibet of the Butler Chain of Lakes, offers a functional and spacious floor plan to accommodate any buyer. Entering the drive up to the courtyard is a 4-car garage and inviting entrance with wood and glass arched doors. The formal living room with gas fireplace and private dining room pave the way to the kitchen with large breakfast bar, island, walk-in pantry and high end appliances, overlooking the great room with wood beamed ceiling and sliding pocket doors, as well as a wet bar, wine cellar and spacious laundry and mud area. On the other side is the private primary suite with large walk-in closet and spacious primary bath, as well as a functional office with built-ins and wood beamed ceiling. The second floor boasts a bonus area half way up the wood and iron staircase, perfect as a media or exercise room or additional office or hobby room. At the top of the stairs is an open area with built-in desks for study time, three spacious en-suite bedrooms and a game room with wet bar that opens up to the balcony overlooking the back yard and lake. Perfect for entertaining the 10 ft. multi slide pocket doors in the family room open up to the lanai to create a seamless transition between indoor and outdoor space to the outdoor lanai large enough for another complete living area with summer kitchen and its own gas fireplace overlooking the pool with rock waterfall and spa. Just outside the screened enclosure is the fire pit with an abundance of seating, fenced back yard and walk way to the boat dock. This home boasts 12 ft. ceiling throughout with exquisite architectural details, and has been lovingly attended to with new sod, new pool equipment, smart home features such as Sonos, Lutron lighting, MyQ, smart thermostats, security and camera systems, updated AC units, newer Sub Zero and Wolf appliances, hardwood flooring, plantation shutters, and much more! Conveniently located to top-rated public and private schools, shopping, dining, expressways and tourist attractions. This beautiful lakefront estate is priced to sell, call today for your private viewing.

9253 Tibet Pointe Cir, Windermere

$385,000
3 Beds 3 Baths Lake Sawyer South Ph 03 SubDv. 34786 Zip Code
$5000 CREDIT at closing towards whatever you want-closing cost, rate buydown, lower price, new carpet, it's your choice!! Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhouse in the highly desirable Berkshire Park area of Windermere! This spacious home features a freshly painted interior, a generous walk-in pantry, and a private courtyard perfect for grilling, entertaining, or simply relaxing outdoors. The detached 2-car garage includes a finished attic space offering ideal extra storage. Enjoy access to a wealth of community amenities including a clubhouse, sparkling pool, playground, tennis courts, and basketball courts. Located in a top-rated school district, this home offers the perfect blend of comfort, convenience, and lifestyle. Don’t miss out—schedule your showing today!

7715 Anselmo Lane, Windermere

$835,000
4 Beds 3 Baths Manors At Butler Bay Ph 02 SubDv. 34786 Zip Code
**WINDERMERE DREAM HOME ALERT -- MANORS AT BUTLER BAY** **OVER 1/2 ACRE LOT** **DEEDED BUTLER CHAIN OF LAKES RAMP & ACCESS** **PRIVATE POOL & SPA** **FOUR BEDROOMS + THREE FULL BATHS + OFFICE SPACE -- ALL ON ONE LEVEL** **WOOD FLOORING** **LOW HOA** Welcome to your Windermere Dream Home…located in the highly desired (and rarely available!) quaint community of THE MANORS at Butler Bay. This very special community of less than 100 homes offers its residents an incredible LIFESTYLE…well-built custom homes on large private lots (rarely found these days!) + HIGHLY DESIRED SCHOOLS including walkable (or golf cart!) to Windermere Elementary + walk or bike or golf cart to Downtown Windermere for coffee, brunch, pizza, shopping, Friday farmer’s market, brand new ACE Hardware and various festivals & events + PLUS property ownership includes deeded lake access & private boat ramps for the famed Butler Chain of Lakes via the Town of Windermere as well as private access to Windermere tennis courts & park. Starting with beautiful curb appeal and a welcoming front entry, this home was recently painted (whole exterior - May 2025) and is located on a PREMIUM lot measuring over ½ acre with HUGE backyard space. Fantastic & FLEXIBLE open floor plan with a grand foyer entry, high ceilings and FOUR bedrooms on a three-way split plan plus THREE full bathrooms (including pool bath access) and an additional office or flex space…all on ONE level. Beautiful wood flooring throughout all living spaces (carpet only in secondary bedrooms). Custom crown molding and wood work. Live the Florida lifestyle OUTDOORS in your private pool, spa & patio OASIS…peace, privacy & serenity right at home. Exterior Paint (May 2025). Water Heater (Feb 2025). Roof (2016). HVAC (Trane - May 2015). Enjoy lots of space for storage or workshop in this deep garage measuring 20’ x 29’ and an extra long driveway for ample parking space. The PERFECT location -- tucked away from it all yet conveniently located to grocery, shopping, dining, medical in every direction (Windermere, Maguire Road, Winter Garden, Dr. Phillips). Easy access to major highways & roadways for easy commute & travel to anywhere in Central Florida & beyond. Enjoy living just NINE (9!) miles to Walt Disney World, EIGHT (8!) miles to Universal Studios and just twenty-one (21!) miles to Orlando International Airport. WELCOME HOME!

2538 Carter Grove Circle, Windermere

$1,230,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene’s Pointe offers exceptional variety, with values that reflect each home’s design and level of renovation. This fully updated 4-bedroom, 3-bath home has been carefully reimagined and is now competitively priced to meet current market realities. The seller is motivated and ready to collaborate with buyers for a smooth closing. Completely renewed in 2024, among many designer upgrades, this turn-key residence offers a NEW ROOF, NEW HVACs, NEW WATER HEATER, NEW Exterior Paint. The designer gourmet kitchen features Café appliances, quartz counters, lots of storage and a large island, while the gorgeous primary suite provides spa-like comfort with a soaking tub and frameless shower. Elevated design decisions throughout the home. A Private glassed Den is a highlight of this home's natural light and smart space usage. Enjoy a sparkling pool, screened lanai, and lush landscaping within the guard-gated elegance of Keene’s Pointe—home to the Golden Bear Club, golf, tennis, fitness, dining, and private lake access. Zoned for top-rated schools Windermere Elementary, Bridgewater Middle and Windermere High School and nearby is the #1 Private School in Central Florida - Windermere Prep. Close to Disney, I-4 and the 429, traveling through Central Florida is a breeze. This residence offers more than a home—it offers the promise of a life beautifully lived in one of Central Florida’s most cherished communities.

11721 Camden Park Drive, Windermere

$1,400,000
4 Beds 3 Baths Lake Cawood Estates SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. * UNDER CONTRACT & ACCEPTING BACK UP OFFERS * Fully renovated luxury home in Gated Lake Cawood, prime Windermere location! This stunning four-bedroom, three-bath estate—complete with a spacious bonus room—offers a blend of luxury, comfort and location. On a full acre in the exclusive gated community of Lake Cawood, just across the street from Windermere High School, this home has been completely updated with every detail carefully curated to deliver a move-in-ready experience. From the moment you arrive, you’ll notice the impeccable craftsmanship and thoughtful upgrades throughout. Inside, engineered hardwood flooring flows seamlessly through the living spaces, complemented by elegant crown molding and custom hardwood cabinetry in the kitchen and baths. The home’s open layout is ideal for everyday living and entertaining, enhanced by a new summer kitchen, a state-of-the-art surround sound system installed indoors and outdoors, and a bright, freshly painted interior. Major updates include a new roof, two new air-conditioning units and custom double-pane windows throughout, all adding long-term value and efficiency. The exterior has also been transformed, featuring new paint, new pavers along the driveway, walkways, pool deck, fire pit and backyard, as well as new front and rear doors. The private, resort-style backyard is fully fenced and includes a resurfaced pool with a new pump, offering an oasis for relaxation and outdoor gatherings. Security and functionality are equally prioritized with a top-of-the-line alarm system complete with eight exterior cameras, a newly installed larger propane tank, and a three-car garage outfitted with epoxy flooring and a built-in storage system for optimal organization. Ideally just minutes from the best shops and dining in Windermere and Winter Garden, and less than 10 minutes from Walt Disney World, this meticulously updated home combines the best of Central Florida living with timeless design and modern comfort. Priced below appraisal.

13710 Lake Cawood Drive, Windermere

$1,870,000
5 Beds 6 Baths Keenes Pointe SubDv. 34786 Zip Code
Experience luxury, comfort, and timeless design in this spacious 5-bedroom, 5.5-bathroom pool home with an office, game room loft, and over 4,350 square feet of beautifully appointed living space. Perfectly positioned in the sought-after, guard-gated community of Keene’s Pointe, this residence offers privacy, prestige, and picture-perfect views. Step inside to an open-concept floor plan that flows effortlessly from room to room, filled with natural light and elevated finishes. The family room is the showstopper, featuring soaring double-height ceilings accented by rich wood beams and overlooked by a charming Juliet balcony from the upstairs loft—creating a dramatic yet welcoming sense of space. The gourmet kitchen opens seamlessly to the main living and dining areas, making it ideal for both casual gatherings and upscale entertaining. The main floor also includes a serene primary suite with a spa-inspired bath, custom closet, and private patio—perfect for quiet mornings or evening unwinding. A second en suite bedroom on the main level offers a private haven for in-laws or long-term guests, while a third en suite upstairs is ideal for a nanny, college-aged child, or extended family. Two more bedrooms and a spacious game room loft round out the upper level. Outside, a true backyard retreat awaits. A sparkling pool and spa overlook a peaceful pond, with enough space for lounging, dining, and entertaining under the stars. From the back yard, you can even catch breathtaking views of space shuttle launches. And from the front balcony? You’ll enjoy a magical nightly show as Disney’s fireworks light up the sky. Located just steps from the Golden Bear Club and its Jack Nicklaus-designed golf course, and minutes from top-rated schools, Winter Garden Village, and major attractions—this home offers the perfect blend of elegance, functionality, and lifestyle. Welcome to 6149 Blakeford Drive, where every day feels like a luxury vacation in the heart of Windermere.

6149 Blakeford Drive, Windermere

$830,000
5 Beds 4 Baths Whitney Isles At Belmere SubDv. 34786 Zip Code
Welcome to luxury living in the highly desirable gated community of Belmere, located in Windermere. This beautifully upgraded 5 bedroom, 4 bath pool home offers the perfect blend of elegance, comfort, and functionality. Featuring new luxury vinyl flooring, upgraded appliances, and an open concept split floor plan, the home is flooded with natural light that enhances its spacious and inviting atmosphere. The kitchen includes granite countertops, a breakfast bar, window backsplash, and dining space overlooking the private screened in pool. Backyard is complete with French doors and no rear neighbors. The main floor offers three bedrooms, including a luxurious primary suite with pool access, dual vanities, a large walk in shower, and garden tub. A guest bedroom on the first floor ensures convenience for visitors, while the second floor includes two additional bedrooms, full bath, and a versatile loft space, perfect for a home office, gym, or playroom. The community has an array of resort style amenities including a pool, clubhouse with a fitness center, tennis courts, volleyball area, playground, and scenic lake views. Ideally located just minutes from the charming cobblestone streets of Downtown Windermere and with easy access to major highways, attractions, shopping and more. Schedule a private showing today!

1638 Whitney Isles Drive, Windermere

$1,000,000
5 Beds 4 Baths Windermere Downs 1st Add SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Welcome to 1947 Broadleaf Court – a beautifully maintained 5-bedroom, 3.5-bath home located in the highly sought-after Windermere Downs community. Nestled on nearly half an acre in a peaceful cul-de-sac, this spacious 3,646 sq ft residence offers the perfect blend of comfort, elegance, and Florida lifestyle. Step inside to discover a light-filled interior with a flowing floor plan, ideal for both everyday living and entertaining. The updated kitchen offers serene views of the private screened-in pool. Whether you’re looking for a home office, playroom, or in law suite offering it's own entrance, the flexible living areas adapt to your needs. A new roof in 2025 ensures peace of mind, while the three-car garage provides generous storage for your vehicles and gear. Living in Windermere Downs means enjoying exclusive deeded access to the Butler Chain of Lakes, perfect for boating, fishing, and enjoying the outdoors. Community amenities include a private boat ramp, dock, sandy beach area, tennis courts and playgrounds. Set in a town renowned for its top-rated schools and vibrant community, this home also offers convenient access to major highways, parks, shopping, and dining—everything Central Florida has to offer. Lovingly maintained over the years, this home is ready for its next chapter.

1947 Broadleaf Court, Windermere

$1,475,000
5 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome home to an enviable Florida life in one of SW Orlando's most desirable neighborhoods! Opportunity awaits in the highly coveted, guard gated community of Keene's Pointe. Redefine Florida living in this masterfully designed, expansive W J. Sauerwine 5 bedroom, 5 bath plus office pool home, which sits on nearly 1/2 acre with no rear neighbors. Spanning nearly 4,000 square feet of living space, the home offers uncompromised views of Tibet Butler Nature Preserve on every level. This home welcomes with generous formal areas, featuring towering ceilings, new flooring, crown molding and breathtaking views of the nature beyond. A private office, with custom details, french doors and generous storage and full pool bath, with new vanity, flanks the formal areas. The open kitchen combines high-end details such as custom cabinetry and a walk-in pantry with stainless appliances including a Thermador refrigerator and brand-new wall-oven and microwave (ovens pictured have been replaced). A first-floor primary retreat is sprawling and features custom details, motorized window treatments, a custom closet, spa-like bathroom and direct access to the lanai. Three generously-sized bedrooms complete the first floor, each with direct bathroom access and copious storage. Upstairs, an additional bedroom with private bath, closet and its own A/C unit works perfectly for guests or can be used as a theater or bonus room. Enjoy the BEST of Florida living from your own backyard! A screened lanai, with travertine and new tongue-and-groove ceiling, features a large recently resurfaced pool, spa, new summer kitchen, surround sound and open entertaining areas. Just beyond the screen, take advantage of one of the most private lots in the entire community offering you a large green backyard with abundant privacy! Your rear neighbor is the Tibet Butler Nature Preserve, allowing you to enjoy all the natural beauty of Florida right from your home. Peace of mind features include: a sprinkler well , new windows on the second floor and in the rear bedroom, new pool heater, automated sprinkler system, new security system, new AC (second floor 2020), and epoxy floor in the garage. Life in Keene’s Pointe features guard-gates, lake access, community playgrounds and so much more. If you want even more, you can join the Golden Bear Club for golf, tennis, swimming, fitness center and dining…just a short golf cart ride or walk away. All of this, just minutes from Orlando's world class attractions, fine dining and the BEST of Florida living. Come start living today!

8475 Eagles Loop Circle, Windermere

$365,000
3 Beds 3 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 HOA 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 do not convey with sale.

14025 Oasis Springs Lane Unit 901, Windermere

$934,500
5 Beds 4 Baths Westover Reserve Ph 02 SubDv. 34786 Zip Code
Welcome to luxury living in the distinguished, gated community of Westover Reserve in Windermere. This custom-built estate home has been meticulously maintained and thoughtfully upgraded, blending timeless elegance with modern convenience. At the heart of the home is a brand new, custom kitchen (2024), showcasing 42” cabinets with crown molding, stunning quartz countertops, a double oven, an expansive island, abundant cabinetry, and a beautifully tiled backsplash—crafted for both function and entertaining. The open kitchen and family room layout offers a seamless flow, perfect for gatherings, and features a cozy gas fireplace that adds warmth and charm to the space. The formal dining room is enhanced by an elegant coffered ceiling, perfect for hosting special occasions. Throughout the main living areas, you’ll find luxury wood-look porcelain tile flooring, offering durability with high-end style. Rich wood flooring adds warmth and character to the staircase, private office, and upstairs bonus room, creating an elevated yet comfortable feel throughout the home. The spacious primary suite and cabana pool bath both feature custom shutters, adding a refined finishing touch and enhancing privacy and light control. Additional notable upgrades include a new roof (2018), a full exterior repaint (2021), a main A/C system replaced in 2022, and a Jandy-brand hot tub heater installed in 2022. Step outside into your own private retreat featuring a sparkling pool and generous covered seating area—perfect for relaxing or entertaining year-round. The Jack and Jill bathroom was fully renovated in 2022, with beautiful new cabinetry, quartz countertops, stylish mirrors, and a modern walk-in shower. Located near top-rated schools, major highways, and within 30 minutes of Orlando’s world-class theme parks and attractions, this exceptional home offers not only luxurious design and quality craftsmanship, but also unbeatable convenience and lifestyle. Don’t miss your opportunity to own this one-of-a-kind Windermere estate.

2046 Westover Reserve Boulevard, Windermere

$439,900
4 Beds 4 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Discover this ideal 4-bedroom, 3.5-bath END-UNIT townhome in the heart of Windermere! This home features beautiful knotty wood LVP throughout the downstairs. Lots of storage in the large solid wood cabinets with crown molding and under cabinet lights. NEW APPLIANCES (range, microwave, dishwasher), solid stone counters with tile backsplash. Breakfast bar with a view to the great room gives an open concept feel. New ceiling fans throughout and plenty of natural light with the abundance of windows. DOWNSTAIRS PRIMARY BEDROOM WITH EN SUITE. NEW CARPET upstairs with ADDITIONAL PRIMARY BEDROOM AND EN SUITE. There is a beautiful back porch to sit and enjoy coffee. With its low maintenance exterior, the HOA takes care of lawn and shrub maintenance, ensuring hassle-free living. A two car garage, providing both convenience and privacy.The Wickham Park community also offers fantastic amenities, including a pool, clubhouse, and scenic walking trails. Just minutes away from Disney, Winter Garden Village, and with quick access to highways 408, 429, and the Florida Turnpike, this home offers an unbeatable location for easy access to everything.

7508 Bentonshire Avenue, Windermere

$675,000
4 Beds 4 Baths Enclave/Berkshire Park B G H I SubDv. 34786 Zip Code
Enjoy peaceful pond views from your front porch, take in stunning preserve surroundings, and watch the Disney fireworks light up the night sky from your front door. This beautifully updated 4-bedroom, 3.5-bath home with a 2-car garage is located in the highly desirable Enclave at Berkshire Park. Major updates include a newer roof (2022), upstairs AC unit (2022), water heater (2022), and Solar Panels (2022) to be paid off at closing by the seller. This home is not only stylish but also energy-efficient, thanks to the solar panel system already in place.. The home also features upgraded flooring and carpet replaced within the last five years. The exterior was painted using mold-resistant paint, offering durability for Florida’s climate. Step inside to a spacious layout with a gourmet kitchen showcasing 42" cabinets with crown molding, granite countertops, and a full appliance package all opening up to the family room and breakfast nook. The primary suite offers a garden tub, separate shower, dual vanities, and ample storage space. Community amenities include a pool and playground. This home is move-in ready and packed with upgrades. Schedule your showing today!

13822 Darchance Road, Windermere

$1,450,000
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Waterfront Luxury in Keene’s Pointe – Fully Renovated & Priced to Move Welcome to resort-style living in one of Windermere’s most exclusive 24/7 guard-gated communities. Set on a quiet cul-de-sac with peaceful lake views, this bold, fully renovated masterpiece in Keene’s Pointe blends timeless elegance with modern design—and it’s move-in ready. Inside, you’ll find high-end imported cabinetry, a chef’s kitchen with an oversized quartz island, Italian gas range, wine cooler, and designer lighting throughout. Remote-controlled shades open to reveal sweeping lake views that frame the open-concept living space. Outside, entertain or unwind in your private paradise: a jetted spa, resort-style pool, covered lanai, and dramatic waterfall fire bowl—all set against a shimmering lake backdrop. Additional features include marble-tiled bathrooms, a newer roof (2021), and meticulously selected upgrades in every room. This home offers more than beauty—it’s part of a lifestyle. Keene’s Pointe features private lake access, a Jack Nicklaus golf course, boat/RV storage, and optional Golden Bear Club membership with tennis, fitness, dining, and more. Plus, you’re minutes from A-rated schools, upscale dining, and boutique shopping. Opportunities like this are rare—schedule your private showing today before it’s gone. "All Furniture excluded from sale; negotiable separately!!

8430 Woburn Court, Windermere

$450,000
3 Beds 3 Baths Westside Village SubDv. 34786 Zip Code
Welcome to this 3bedroom, 2.5 bathroom, two-story home in the community of Westside Village in Windemere . This home features an open concept with a living, kitchen, and dining room. The kitchen boasts granite countertops, stainless steel appliances, backsplash, 42" upper cabinets, and a breakfast bar. The second floor features a spacious primary bedroom and a private bathroom with double vanity sinks, a glass entry tiled shower, and a walk-in closet. Outside the primary bedroom are 2 additional bedrooms, a full bathroom, laundry room, and an open loft. This home features a 2-car rear entry garage and amenities that include a pool with splash pad, playground, c and is convenient to Disney, major attractions, Winter Garden Village.

11037 Bagley Alley, Windermere

$570,000
3 Beds 3 Baths Belmere Village G2 48 65 SubDv. 34786 Zip Code
PRICE IMPROVEMENT!! Discover the allure of this beautiful Mediterranean-style residence located in Windermere's highly sought-after gated Belmere Community. This 3 Bedroom,2.5 bath home offers a spacious split floor plan featuring formal living and dining rooms, along with an open-concept kitchen and family room. The expansive screened patio is ideal for outdoor living and entertaining. A versatile bonus room between two bedrooms offers endless possibilities. This Belmere community provides a large pool, clubhouse, tennis and basketball courts. Enjoy the convenience with easy access to downtown Windermere's boutiques and restaurants, major expressways for effortless travel, and a wide array of shopping and dining options. This is the Windermere lifestyle you've been searching for!

11316 Rapallo Lane, Windermere

$1,600,000
5 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. LIVE IN KEENE'S POINTE FOR UNDER $300 A SQ FT!!! PRICE REDUCED $100K!!! $50K SELLER CREDIT!!! Currently the LOWEST PRICE per sq ft in Keene’s Pointe for sale this home screams VALUE!!! This 5BR/4.5BA Goehring & Morgan estate blends timeless craftsmanship with resort-style living in one of Central Florida’s most prestigious guard-gated communities. Features include custom millwork, gourmet granite kitchen, formal living/dining, theater room, two game rooms, and a spacious first-floor primary suite. Enjoy a screened pool with summer kitchen, gazebo, and pond views. Walk to The Golden Bear Club golf, dining, and tennis. Minutes to charming Downtown Windermere on Main Street, upscale shopping/dining at The Grove in Winter Garden, and just a short drive to Walt Disney World….THIS IS HOME!!! ***Roof 2022, HVACs 2018/2020, Brand New Hot Water Heaters.

6161 Blakeford Drive, Windermere

$1,450,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to the exclusive gated golf community, Keene’s Pointe! Overlooking the fairway of Hole 11 at the Golden Bear Golf Club, this 4 bed/3 bath immaculate home has gone through extensive renovation totaling over $450,000 in the past 4 years. The open floor plan accentuates the custom outdoor space including a full outdoor kitchen with gas grill, griddle top, refrigerator, and duel top-of-the-line exhaust hoods. The custom pool includes beach entry, infinity spa, floating security alarms, surround sound, lighting, and a waterfall feature everyone will enjoy. 4 overhead fans and an extended lanai covering ensure air flow for even the hottest of days. Custom cherry wood cabinetry and double crown moulding provides luxury feel to every room. Large built in shelving offers plenty of space in both the office and living room. New kitchen appliances are a chef’s dream. The large island is perfect to host parties. The carpeted primary bedroom gives way to a spacious bathroom featuring a large double vanity with cherry wood cabinets as well as a walk-in closet lined with custom shelves and cabinets. 2 other bedrooms are connected with a Jack and Jill bathroom while 1 more bedroom has access to a full bathroom complete with a rainfall shower. This home has been diligently cared for and is ready for a new owner to come and enjoy all of the upgrades indulged in by the previous owners. Keene’s Pointe will be fortunate to have you as the newest community member!

5950 Blakeford Drive, Windermere

$635,000
4 Beds 3 Baths Silver Woods Ph 02 SubDv. 34786 Zip Code
Welcome to your Oasis at 4833 Palm Tree Ct. a beautifully maintained single-story residence nestled in the heart of Windermere's most desirable community. This charming 4-bedroom 2.5-bathroom home offers the perfect blend of comfort style & convenience creating an idyllic Florida lifestyle for you and your family. Step inside and be greeted by a sense of light and spaciousness. The tile flooring throughout provides a seamless flow and easy maintenance while double-pane windows ensure energy efficiency & a tranquil indoor environment. With fresh new interior paint throughout this home feels bright modern & move-in ready. The heart of this home is the centrally located gourmet kitchen for effortlessly entertaining as you move seamlessly between kitchen family room living room & the outdoor oasis. The kitchen boasts new appliances microwave & range offering both style and functionality for the home chef. Notice the fantastic connectivity - just beyond sliding glass doors is easy access to your private pool & patio extending your living space outdoors. The comfortable family room is a true highlight featuring a custom-built display and TV cabinet Escape to your own private paradise! The expansive fenced backyard offers complete privacy for you to relax and unwind. Dive into the sparkling grand pool recently updated with a new pool motor and salt system management in 2024 ensuring years of enjoyment with minimal maintenance. The spacious patio is perfect for sunbathing, al fresco dining, and creating lasting memories. Stay cool and comfortable year-round with the new A/C system installed in 2021 (both inside and out). This significant upgrade provides peace of mind and energy efficiency for years to come. Sellers have poured care and attention into this home, with too many improvements to mention individually! Please refer to the attached detailed list for a comprehensive overview of the enhancements made. Beyond the exceptional features of the home itself, the location is truly unbeatable. Situated in a family-oriented and highly desirable community, 4833 Palm Tree Court offers: • Proximity to top-rated elementary, middle, and high schools. • Easy access to all major road systems, making commuting a breeze. • Conveniently located near world-famous theme parks for endless entertainment. • Abundant shopping and dining options, including the renowned "Restaurant Row" on Sand Lake Road. • Quick access to downtown Orlando for cultural events and business. • Effortless travel with close proximity to the Orlando International Airport. This established community, with homes well-built in the mid-1980s, offers a unique advantage: larger lot sizes, providing you with more space and enhanced privacy – a true rarity in newer developments. For your added convenience and peace of mind, please note these important inclusions and recent improvements: • New designer front door • Washer & Dryer • Newer garage door • Recent roof cleaning • Septic tank pumped and inspected • Sprinkler system new timer and system repair/upgrade • Full house re-pipe Don't miss this incredible opportunity to own your piece of paradise in Windermere! This meticulously maintained home, with its fantastic features and prime location, won't last long. Come see this oasis for yourself and get settled in before the new school year begins! Go to Homes.com for Matterport tour and floor plans.

4833 Palm Tree Court, Windermere

$4,330,000
5 Beds 6 Baths Isleworth SubDv. 34786 Zip Code
Motivated Seller - Experience refined lakefront living in this exceptional estate, ideally located within the renowned Isleworth Golf & Country Club. Set along the shores of Lake Bessie on a beautifully landscaped 0.56-acre lot, the home spans 5,557 square feet of luxurious living space. A NEW METAL ROOF in 2024 adds both modern appeal and long-term durability, enhancing the home’s overall value and aesthetic. Grand mahogany French doors welcome you into an expansive formal living room, where large picture windows perfectly frame the breathtaking lake vistas. Adjacent, the elegant formal dining room connects to a gourmet kitchen featuring smooth granite countertops, a center island with a professional-grade range and contemporary hood, stainless steel appliances, and travertine flooring. A cozy breakfast nook and inviting family room—both with stunning lake views—complete the heart of the home. Wine enthusiasts will appreciate the custom wine cellar, adorned with a reclaimed Old World wooden door and capacity for over 500 bottles. This space seamlessly connects to a richly appointed home office and trophy room, each featuring bespoke wooden built-ins. The primary suite offers a tranquil sitting area overlooking the lake, along with a luxurious en-suite bath that includes dual vanities, a garden tub, and a walk-in shower. Upstairs, three additional bedrooms accompany a home theater with soundproof walls, a built-in wet bar, and intricate wood detailing, creating the ultimate cinematic experience. Outdoors, a spacious lanai with a summer kitchen overlooks an elevated terrace, pool, and spa, perfect for entertaining or relaxing while enjoying spectacular sunsets and nightly fireworks from nearby theme parks. This rare lakefront gem blends timeless elegance with a prime location, offering an unparalleled lifestyle in one of Central Florida’s most exclusive communities.

9724 Chestnut Ridge Dr, Windermere

$11,500,000
5 Beds 6 Baths Isleworth SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and modern innovation. The interiors span more than 9,500 square feet living and 13,000 under roof, blending 5 bedrooms, 5.5 baths and an array of indoor and outdoor living areas with uncompromisingly luxurious finishes designed for effortless entertaining and quiet moments alike. At the heart of the home, the showstopping glass-enclosed wine room—temperature-controlled and with more than 2,200-bottle capacity—is a collector's dream and the ultimate conversation piece. The primary suite is a sanctuary unto itself, featuring a magnificent two-story closet and dedicated dressing room with a bar. Indulge in true tranquility within the home’s private wellness suite, complete with exercise room, a rejuvenating steam room, dry sauna and invigorating cold plunge tub. Additional interior highlights include the grand kitchen with Cristallo quartzite lighted countertops; a fully custom lounge with full bar; an upper-level game room with bar; an oversized, air-conditioned garage accommodating up to 8 vehicles; two laundry rooms; and more. Outdoor spaces are equally impressive, with an expansive lanai and balcony, a custom swimming pool with fire pits, meticulously landscaped yard adorned with integrated lighting, sound and lush, native greenery and putting green —all overlooking panoramic views of Isleworth’s championship golf course. Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves.

5525 Isleworth Country Club Dr, Windermere

$2,500,000
6 Beds 6 Baths Lake Cresent Reserve SubDv. 34786 Zip Code
Gorgeous Private Lakefront Custom Brick Estate over 10,000 sq ft under roof, just under 7,000 sq ft under HVAC. First Time Ever on Market! Step thru the Gorgeous Leaded Glass Doors into this Magnificent Estate the Entry made for Royalty Custom Magnolia Curved Staircase with custom Italian Marble Flooring installed 2024. Updated Massive Chandler with Sconces lighting grace the Staircase. To the left the formal living room to the right Formal Dining Room with a New Modern Chandlier both rooms have Custom Built Out Windows that engulf the Rooms with Beautiful Light. Step into the Extraordinary Library/Office see the Custom Workmanship Lighted Display/ Bookcases, The Mantel and the Stunning Fireplace a True Masterpiece of Art. From Enry or Library step into Massive Family Room A Entertainers Dream Home lined with French Doors with Incredible Views of 136 Feet of Lakefront Views from every Angle or step thru the doors to 1,600 sq ft screen in Patio with Outdoor Kitchen and Service Bar again Lake Views from every angle. A Hidden Suite with another enclosed Balcony. Step in from the outdoor kitchen into the Large Dinette and Large Custom Kitchen has window to service bar on patio!! Yes with all new GE Cafe Stainless Appliances . A Custom Butler Pantry leads to Formal Dining Room. With a Large Food Pantry in Kitchen as well. Go up the back Stairs go to the right A Massive Gameroom with Custom Wet Bar and Upper Deck for Lounging of course that leads to Upstairs Enclosed Balcony! Yes a Entertainers Dream!! The Gameroom Bath is shared with bedroom #6. Pass 3 more bedrooms to the over 1,000 sq ft Master Suite with a Bathroom fit for King or Queen Yeas with its on Enclosed Balcony. Also there is a 400 sq ft open balcony for private sunbathing. This Estate boast of a Resort Style Pool and Spa pathways to Gazebo and Trellis on to deck leading to Large both house with lift for large boat and 2 Ski Dos. Oh of course the oversized 4 car side entrance garage freshly tiled 2025with lots of Closet Storage. Now there is two tall Privacy Hedges on both sides of the Home. New $125,000 roofs House, Gazebo and Boat House installed 2024, 3 New Permitted A/C s just install 2025. Home was replumbed. All new modern electrical switches and receptacles installed 2025. The dock was built to house a large ski boat the with 8 x 8 piers.

2828 Marquesas Court, Windermere

$475,000
3 Beds 3 Baths Windermere Trails SubDv. 34786 Zip Code
BUYDOWN YOUR INTEREST RATE WITH $5000 SELLER'S CREDIT! ENERGY EFFICIENT HOME nestled in the highly desirable Windermere Trails community, this beautiful home offers an unparalleled blend of modern design, high end finishes and everyday functionality. The 3 bedrooms, 2 1/2 baths home's open-concept design seamlessly integrates the living and dining areas with the spacious kitchen and family room, creating an inviting space for everyday living and entertaining. Enjoy abundant natural light throughout the home, thanks to numerous windows and the absence of front neighbors. The modern kitchen is the heart of the home and features beautiful quartz countertops, a spacious island and stainless steel appliances and is right at the center between dinning, living and family rooms. Enjoy Florida weather and relax in your own private fenced backyard, where a beautiful deck has been installed between the house and the garage, creating a great outdoor space. The second floor features a split floor plan, with a loft area connecting the spacious primary suite to two additional bedrooms and a full bath. The spacious primary suite is flooded with natural light and has room for a sitting area and writing desk.Primary bathroom with dual sink, toilet closet and natural light. The conveniently located upstairs laundry room features a sink and a window and adds to the home's appeal. The home comes with fully paid solar panels installed by the builder which allows for lower energy bills and with smart home automation system. Situated within minutes to Bay Lake Elementary School and Horizon West Middle School, this home offers unparalleled convenience. The Lakeside Village Shopping Center, featuring a Publix grocery store, is just 0.3 miles away, providing easy access to daily necessities. Residents of Windermere Trails enjoy a wealth of amenities, including a community pool with a splash pad, playground, dog park with a wash station, walking trails, and open green spaces with picnic areas. Enjoy proximity to Walt Disney World Resort, just 6 miles away, as well as nearby parks such as Tibet-Butler Nature Preserve and Dr. P. Phillips Community Park. As a bonus you can even watch the Disney Fireworks from your window! This beautiful residence presents an opportunity to live in a community that balances peaceful living with easy access to local amenities. Whether you're seeking a primary residence or a secondary home, this property offers a welcoming environment for all. Schedule your showing today! *SELLER'S CREDIT TO BUYER'S CLOSING COSTS FOR CONTRACTS SIGNED BY OCTOBER 31st

8160 Iron Mountain Trail, Windermere

$490,000
3 Beds 2 Baths Enclave At Berkshire Park SubDv. 34786 Zip Code
Welcome to 7201 Halton, a beautiful and move-in-ready 3-bedroom, 2-bathroom home located in the heart of Windermere. This home has a great layout, a fantastic location, and recent updates that give you peace of mind—the roof is only two years old, and the A/C system is five years old, so the big things are already taken care of. Inside, you’ll find a spacious and open floor plan with high ceilings and plenty of natural light. The kitchen is perfect for cooking and gathering, with modern appliances, lots of cabinet space, and a big island that’s great for meals or entertaining. The primary bedroom offers a quiet escape with a large bathroom, walk-in closets, and views of the backyard—there’s even space if you ever want to add a pool. Families love living in this part of Windermere because of the excellent schools nearby, including Windermere Elementary, Gotha Middle, and Windermere High. If you're looking for private education, Windermere Prep is just a short drive away. This home is also super close to shopping, dining, and everyday conveniences. The Grove at Windermere is just down the road for groceries and restaurants, and charming Main Street Windermere is perfect for a weekend coffee or stroll. You’re also not far from Restaurant Row in Dr. Phillips, with tons of dining options for every taste. Living in Windermere means enjoying the outdoors too—residents love the Butler Chain of Lakes, the nature trails at Tibet-Butler Preserve, and the weekly farmers market in Town Square Park. It’s a peaceful, welcoming community with beautiful tree-lined streets and friendly neighbors. Best of all, you're just minutes from some of Orlando’s top attractions like Disney World and Universal Studios. Downtown Orlando and the airport are easy to get to as well. With its great condition, recent upgrades, and amazing location, 7201 Halton is ready for you to move in and start enjoying all that Windermere has to offer.

7201 Halton Court, Windermere

$450,000
3 Beds 3 Baths Vineyards/Horizons West Ph 4 SubDv. 34786 Zip Code
Beautiful 3 bedrooms, 2.5 baths, end-unit townhome located at the well maintained Vineyards of Horizons community, one of the largest floor plans in the area. Tile flooring throughout the open-concept main level, gourmet kitchen, featuring quality cabinets, granite counter tops, high end stainless steel appliances, a large pantry, back splash, and a breakfast bar, is perfect for culinary adventures and entertaining. The spacious upstairs loft offers flexibility for an office, playroom, or second living area. Screened patio provides a tranquil outdoor retreat. Only 15 minutes from Magic Kingdom and close to downtown Orlando, this home also provides access to top-rated schools, scenic parks, and the West Orange Trail for biking and walking. The HOA fees cover lawn mowing, tree trimming, and watering. Priced to sell!!

5897 Soter Lane, Windermere

$1,675,000
5 Beds 6 Baths Marina Bay Estates SubDv. 34786 Zip Code
Short Sale. Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2 Spacious Suites on the 2nd Floor * Open Floorplan * The Marina Bay Community Includes a Waterfront Marina for your boat that is directly connected to Lake Down and the Butler Chain of Lakes * Oversized 4 Car Garage with Drive Through Doors on Front & Rear of the 3rd Bay * Over 1 Acre * Fenced Back Yard * Mature Oaks give the Old Florida Feel * Plenty of Guest Parking and Circular Driveway * Home Theatre * Game Room * Outdoor Summer Kitchen * Large Pool * Privacy and Space between Neighbors * Golfcart Friendly * Windermere is a charming community offering plenty of walking and biking trails, Friday Famer’s Market, Monthly Food Trucks and the soon to open Marketplace on 6th & Main Street with a Wine Club & Italian Restaurant – Must see this Incredible Home to truly appreciate the Character and Quality

11056 Clipper Court, Windermere

$1,535,000
5 Beds 5 Baths Waterstone SubDv. 34786 Zip Code
Enjoy luxury living at its finest in this exceptional custom estate, Villa Milano, located within the sought after guard-gated community of Waterstone in Windermere. Built by Silliman Homes with exquisite architectural detail, this expansive one-story residence offers 3,665 square feet of impeccably designed living space, featuring 5 bedrooms, 5 full bathrooms, and a private office. A rare detached guest casita enhances the home's versatility with its own entrance, full kitchen, living area, full bath, and walk-in closet—ideal for guests, a private office, or poolside entertaining. The welcoming front courtyard, accented with timeless Chicago brick, sets the tone for refined outdoor living. Inside, soaring wood-detailed ceilings, abundant natural light, and uninterrupted views of the resort-style backyard create an inviting and open atmosphere. The formal dining room is spacious and sunlit, offering serene views of the beautifully landscaped front terrace. The gourmet kitchen is a true centerpiece, showcasing custom cabinetry, stainless steel appliances, a 5-burner gas cooktop, double ovens, granite countertops, a large island, and a walk-in pantry with concealed cabinet-door access. It opens seamlessly to the bright and inviting family room, complete with a stone-accented gas fireplace, custom wood paneled ceiling, and multiple sliding glass doors leading to the covered lanai. The luxurious owner’s suite features hardwood floors, two walk-in closets, private access to the pool area, and a spa-like bath with a seamless glass walk-in shower, soaking tub, and dual vanities. Two additional bedrooms are connected by a Jack-and-Jill bathroom, while a fourth bedroom and full bath are privately situated near the front of the home. The private office includes custom built-ins and access to a full bath, making it easily convertible to a sixth bedroom. Step outside to a true backyard oasis, complete with a custom-designed pool with water features, a heated spa, an expansive lanai with retractable screens, and an outdoor wet bar equipped with dual beverage refrigerators—perfect for entertaining. The fully fenced yard is beautifully landscaped for privacy and includes citrus trees, adding both charm and Florida flavor to the space. Additional highlights include an oversized 3-car tandem garage, 3 tankless water heater, two newer air handlers, custom shutters, Sonos audio system, no carpeting, spray foam insulation, freshly painted exterior, and premium designer finishes throughout. Waterstone is an exclusive enclave of just 120 homes along the shores of Lake Butler, offering 24-hour guarded security and a private pedestrian entrance to Windermere Preparatory School. Ideally located near upscale dining, world-class golf, boutique shopping, major theme parks, and zoned for A-rated Windermere schools. This immaculate, move-in ready estate is the essence of Florida luxury living and truly a must-see.

11755 Waterstone Loop Drive, Windermere