Windermere FL Real Estate & Homes for Sale

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Beds:
5
Baths:
7.00
Sq.Ft.:
7,600
Status:
Active
MLS#:
O6355029
Type:
Single Family
Subdivision:
Keenes Pointe
Lot size:
0.85 Acres
Year built:
2014
A broker reciprocity listing Courtesy: LAKESIDE REALTY WINDERMERE INC 407-876-5575
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ADDITIONAL INFORMATION

Redefine luxury living. Welcome home to an exceptional lifestyle with an estate that offers impeccable design and unparalleled sophistication in one of Central Florida's most desirable guard-gated communities, Keene's Pointe. This masterfully designed residence, which was fully reimagined and painstakingly renovated over 2 years, blends modern luxury with timeless elegance. No expense was spared and every corner was touched....this is what a real renovation looks like. Perfectly positioned on an expansive .85-acre corner homesite overlooking a tranquil pond, this 7,600 square foot residence welcomes you with a 32 foot tall open entry, taking full advantage of the year-round Florida sunshine. Just off the entry, you will find a private office featuring a coffered ceiling, designer lighting and glass pocket doors. The home offers 5 spacious ensuite bedrooms, including a lavish first floor primary suite, featuring a spa-inspired bath and impressive dressing room with extensive custom storage. In the second-story wing of the home, you will find three secondary ensuite bedrooms, each with beautifully updated baths plus a loft. A private guest suite, set on the second story of it own wing was expertly finished in 2022. Your guests will enjoy a large bedroom, kitchenette, seating area, private bath, large closet and a private entrance, making it the ideal space for extended family or visitors. The third wing of the home features an expansive theater room, with stadium seating, new wet bar and full bath. Entertain effortlessly with the open floor plan, combining living, dining and a seamless transition from inside to your private resort oasis, featuring saltwater pool, spa, outdoor fireplace, covered al fresco dining area with remote controlled screens, brand new open cabana with summer kitchen and bar, and ample green space. Inside, your chef's kitchen awaits, with a waterfall edge island, Thermador appliances, custom cabinetry and butler's pantry, with refrigerated drawers, ice maker and storage. Additional highlights include a 5 car garage, tankless hot water heaters, lighting automation, custom storage areas and dedicated irrigation well. Every detail of this home was carefully curated with timeless elegance, modern functionality and unmatched quality. Coupled with the effortless Florida lifestyle and located just minutes from Orlando's world class attractions and golf, this exceptional home is turn-key ready and truly special. Make your private appointment to see it today.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,390
Status:
Active
MLS#:
G5104075
Type:
Single Family
Subdivision:
Preston Square
Lot size:
0.14 Acres
Year built:
2011
A broker reciprocity listing Courtesy: KELLER WILLIAMS ELITE PARTNERS III REALTY 321-527-5111
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ADDITIONAL INFORMATION

Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two-story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2-car garage in the highly desirable community of Preston Square in Windermere. Perfectly situated on a premium lot with no rear neighbors, the home features a charming front porch and covered balcony overlooking the serene, tree-lined neighborhood. The updated kitchen is a showstopper, featuring quartz countertops, all new stainless steel appliances, a huge island perfect for gatherings, a cozy breakfast nook, and a separate formal dining room (or flexible bonus space). The open floor plan offers immaculate interiors designed for both comfort and entertaining, complemented by beautiful new flooring throughout. Upstairs, you’ll find a spacious primary suite, laundry room, and four additional bedrooms, offering plenty of space for family and guests. A private fenced courtyard provides an inviting outdoor retreat. Residents of Preston Square enjoy outstanding amenities including a community swimming pool, sport court, playground, and lushly landscaped green spaces. Conveniently located near top-rated schools, restaurants, and shopping, this move-in ready home is truly a rare find in one of Windermere’s most sought-after communities.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,716
Status:
Active
MLS#:
O6357302
Type:
Single Family
Subdivision:
Lake Crescent Reserve
Lot size:
1.1 Acres
Year built:
1984
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
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ADDITIONAL INFORMATION

This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor plan offers a grand entry foyer, bedrooms on one side and open living/entertaining areas on the other, all wrapped around the screen-enclosed, completely private pool with a built-in summer kitchen. Through the courtyard, you’ll find the spacious guest house, complete with its own living room, bedroom, bathroom on the main floor, and a large upstairs flex room with a screened balcony overlooking the expansive backyard. This property has just undergone a modern renovation, featuring: * A brand-new primary bathroom with dual vanities, oversized shower, dedicated makeup/dressing area, and a custom walk-in closet. * A remodeled kitchen with new flooring, cabinetry, and striking quartz countertops. * Fresh interior and exterior paint, new flooring throughout half the home, and the guest house. * Additional Highlights: • 4.5 bathrooms • Generator • Water softener system • New pavers (front and pool area) • Two new A/C units — 2023 and 2025 • Plantation shutters on all windows • New paint inside & out • Two-car garage • Outdoor summer kitchen • Guest house with full kitchen. This residence is walking distance to Windermere Elementary and the Windermere Recreation Center, offering the best of both convenience and community.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,720
Status:
Active
MLS#:
O6349184
Type:
Single Family
Subdivision:
Vineyards/horizons West Ph 1b
Lot size:
0.18 Acres
Year built:
2014
A broker reciprocity listing Courtesy: CENTURY 21 CARIOTI 407-573-2121
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ADDITIONAL INFORMATION

--Beautiful Corner-Lot Home in The Vineyards of Horizons West-- Welcome to one of Horizon West’s most desirable neighborhoods — where scenic parks, walkable streets, and friendly neighbors create a true sense of community. This corner-lot home sits across from a peaceful green space and offers the perfect blend of comfort, style, and outdoor living. From the moment you arrive, the inviting front porch with park views sets the tone. Inside, the home feels bright and open thanks to tall windows, transom accents, and tons of natural light. The flex room off the foyer is ideal for a home office, dining room, or cozy lounge. The open-concept kitchen and family room are the heart of the home — perfect for entertaining or everyday living. The kitchen features 42” cabinets with crown molding, stone countertops, a gas cooktop with vented hood, double built-in ovens, and a casual dinette that opens to the covered back patio, already piped for natural gas so you can easily add your dream grill or outdoor kitchen. Upstairs, you’ll find a built-in office nook and a bright bonus loft that’s perfect for a media space or playroom. The corner primary suite is a private retreat with a walk-in closet and a spa-like bath featuring double sinks, a soaking tub, and a separate shower. Two additional bedrooms provide comfort and flexibility — one with its own en-suite bath, and the other with access to a third full bathroom. This home is loaded with smart, practical upgrades: an energy-efficient Carrier 15-SEER HVAC system, natural gas water heater, and all kitchen and laundry appliances included. Fresh paint and a quick-closing option make it truly move-in ready. The Vineyards community offers a sparkling pool, beautiful parks, and walking trails, plus close proximity to Horizon West schools, Hamlin Town Center, shopping, and dining. You’re minutes from Disney and major highways, yet still surrounded by peace and charm. If you’ve been dreaming of a home that feels both modern and welcoming, this corner-lot gem in The Vineyards of Horizons West is the perfect place to start your next chapter.

Beds:
7
Baths:
8.00
Sq.Ft.:
10,485
Status:
Active
MLS#:
O6353035
Type:
Single Family
Subdivision:
Keenes Pointe 46/104
Lot size:
2.19 Acres
Year built:
2007
A broker reciprocity listing Courtesy: DEANNA MARIE SECHREST 863-287-0967
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ADDITIONAL INFORMATION

Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden oasis boasting 2 Resort Style pools with waterfalls, grotto and waterslide, outdoor kitchen and fireplace all overlooking Lake Tibet on the Butler Chain of Lakes. 7 Bedrooms/8 Bathrooms and over 10,000 square feet with custom finishes including a chef's kitchen with butler pantry, home theatre, game room and professional bar. The formal dining room offers a custom designed wine cellar. The first floor owners retreat offers a private office, beverage station, screened lanai overlooking the pools and lake plus a spa bath and indoor and outdoor showers. Within the owners retreat is an upstairs owners lounge and screened balcony with panoramic view of the lake and nightly Disney Fireworks. A private boat dock with built in seating, boat and jet ski lifts, complete this one of a kind retreat. Residents have access to optional Golf or Social membership to the Golden Bear Golf Club, restaurant and bar, fitness center, tennis courts and pool. Keene's Pointe is near downtown Windermere where you can enjoy quaint shops, cafe's and community events such as Food Truck Nights, Walk Among the Lakes 5k, Golf Cart Christmas Parade, Windermere Wine and Dine and much more! Click Video Link Above and Schedule your private showing today!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,844
Status:
Active
MLS#:
O6354737
Type:
Single Family
Subdivision:
Estates At Windermere
Lot size:
0.75 Acres
Year built:
1998
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

If you’ve dreamed of a home that feels both timeless and tailor-made for modern living, welcome to 2509 Ridgewind Way in the gated Estates at Windermere. Set on .75 acre this updated Southern estate combines architectural charm and every day comfort. A wrap-around front porch framed by copper lanterns and stately oaks sets the tone for the relaxed elegance inside. Flooded with natural light, the home’s 3,844 square feet flow effortlessly from formal gathering spaces to the heart of the home — a renovated kitchen with an oversized island, built-in banquette seating, and high-end appliances. Offering 4 bedrooms, 3.5 baths, TWO flexible bonus rooms, custom drop zone, the laundry room of your dreams, TWO primary suites, a private office above the garage AND loads of storage, this floor plan adapts beautifully to the needs of today. The main-floor primary suite opens to the porch and features a spa-inspired bath with claw-foot tub, walk-in shower, and boutique-style closet built-ins. Upstairs, three spacious bedrooms and two bonus rooms provide versatility for guests, play, fitness or media. Outdoor living feels like a private resort with a screen-enclosed, solar-heated lagoon pool and waterfall feature surrounded by lush and mature landscaping. The expansive lanai offers a wood-burning fireplace, dual mounted TVs, and a built-in bar with kegerator—ideal for entertaining under festival lights or quiet evenings by the fire. Enjoy fresh mangos and lemons from your own producing trees - ADDED BONUS - the irrigation that keeps this spectacular lot green is on a well! The paver driveway is both a statement and entertainment ready while the oversized three-car garage includes additional custom storage and epoxy floors. This special community has just 67 homes and includes a playground, tennis/pickleball court and is known for its active yet peaceful atmosphere. Ideally located near A-rated public and private schools, area hospitals, shopping, dining, 429, and Orlando’s world-famous attractions—this home truly has it all. Additional notables include: EV Charger (2023), HVAC (2023), Water Heater (2022), Roof (2017).

Beds:
4
Baths:
3.00
Sq.Ft.:
2,830
Status:
Active
MLS#:
O6357195
Type:
Single Family
Subdivision:
Providence Ph 01 50 03
Lot size:
0.17 Acres
Year built:
2003
A broker reciprocity listing Courtesy: ORLANDO SUNSHINE REALTY 407-666-7448
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ADDITIONAL INFORMATION

Welcome to this Charming and stunning home located in a quiet Windermere neighborhood where the Lake Front homes with values exceeding millions of dollars. This single story home contain 4-bedroom, 3 full bathroom, 3 car garage, screened lanai and fenced back yard. Formal dining room & living room/office combined, 12' high ceiling, open breakfast nook, kitchen, spacious large family room, Laundry room with sink. Large master bedroom and bathroom with his and her individual cabinet & sink, garden tub, and stand shower seperated. Front living room and Dining room with wood flooring, ceilings with crown molding, entrances through double door, ceiling fans. Recent New Roof, New Water Heater 2025 and Newer AC. The community includes a swimming pool, playground and multiple green spaces for strolling and outdoor enjoyment. Providence subdivision is zoned for some of Orange County’s most desirable schools which include Windermere Elementary, Bridgewater Middle, and Windermere High School. This home is also ideally situated with immediate proximity to Windermere Prep and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and other world-famous attractions of Orlando. Easy Hwy access to 429, Turnpike, 408 to I4.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,461
Status:
Active
MLS#:
O6357042
Type:
Single Family
Subdivision:
Sawyer Sound
Lot size:
0.5 Acres
Year built:
2018
A broker reciprocity listing Courtesy: REVEL REALTY LLC 407-876-6448
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ADDITIONAL INFORMATION

STUNNING CUSTOM estate in the exclusive GATED community of Sawyer Sound - a private enclave of just 20 luxury homes, ideally located near top-rated public and private schools, excellent dining, and premiere entertainment. Built under the meticulous supervision of its owners, one of whom is an accomplished interior designer, this home showcases exceptional quality and attention to detail. With marble floors, soaring ceilings adorned with wood beams, solid-core interior doors, designer lighting, thick crown moulding, beautiful custom window treatments and appealing color schemes, you'll find LUXURY in every detail. The chef's kitchen is a masterpiece with rare natural stone Cristallo Quartzite counters installed with under lighting, custom wood cabinets, a copper farmhouse sink, imported fixtures, and all Thermador appliances - including an 8 burner natural gas range, a built in steam oven that functions as microwave, convection oven, and air fryer. Gatherings in this home are show stoppers with stacked sliding doors that disappear to create a seamless transition to the lanai and pool area offering natural travertine, remote controlled retractable screens, natural gas fireplace, summer kitchen, salt water pool and a lushly landscaped backyard oasis. Enjoy the comfort of TWO primary suites, each with spa style bathrooms featuring large showers, soaking tubs and custom walk-in closets. The main suite has a bedroom in close proximity that would also be an ideal nursery, library or office. Two more bedrooms share a beautifully designed bathroom and each has a walk-in custom closet. Rooms are adorned with plantation shutters and/or designer made window treatments, including silk lined drapes with darkening fabric in the primary suite. Practical luxury continues with a huge laundry room with granite counters, custom cabinets, closet, sink and a folding area. The pantry doubles as a thick concrete reinforced "safe/panic room" equipped with a phone line and additional security and safety features. Every detail has been thoughtfully considered - from the whole house natural gas generator, water softener, energy efficient foam insulation, and double paned windows to the climate controlled three car garage with an EV car charger, epoxy floor, custom storage, large safe, and bike racks. SMART HOME technology allows you to control all systems from your phone - the thermostat, pool, lighting, interior and exterior cameras, and music. This iconic Sawyer Sound residence must be seen to be fully appreciated. Every space tells a story of luxury, design, and comfort - crafted for those who expect the best. All measurements should be verified by buyer.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,764
Status:
Active
MLS#:
O6356567
Type:
Single Family
Subdivision:
Reserve At Belmere Phase Iv
Lot size:
0.23 Acres
Year built:
2005
A broker reciprocity listing Courtesy: RE/MAX 200 REALTY 407-629-6330
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ADDITIONAL INFORMATION

Just imagine yourself living in a pristine community with a long, impressive entrance that is guard gated like The Reserve at Belmere and Actually doing so! Now you have that opportunity in this fabulous Mediterranean – style home with almost 2800 Sq Feet of heated space. This home has it all. All that’s missing is you so call for your appointment today. This home offers the desirable private split bedroom plan and a fabulous master suite with huge walk-in closet and bathroom. Spacious Formal rooms, delightful kitchen with solid surface countertop and walk in pantry. The appliances were recently replaced to include the hot water heater. The stove uses natural gas. Here you will find pretty wood floors, high ceilings and desirable crown molding and French doors leading to the patio. If you like cooking, you will enjoy the outdoor kitchen. There are many tropical fruits producing trees and more. This community offers natural beauty like Majestic oak trees, lush tropical landscaping, a nice fitness center, tennis courts, basket ball court, lake front gazebo, playground and lakes if you like fishing. In addition, the community is close to shopping, Windermere and Winter Garden Village, downtown Winter Garden and upscale dining. Of course, the West Orange Trail is nearby as is the 429 Express way. The YMCA and Aquatic centers are close as are places of learning. It’s the perfect location, the perfect home and it just might be perfect for you. Call for details today!

Beds:
6
Baths:
14.00
Sq.Ft.:
20,865
Status:
Active
MLS#:
R11136385
Type:
Single Family
Subdivision:
N/A
Lot size:
18.16 Acres
Year built:
2011
Courtesy: Douglas Elliman (Jupiter) 561-653-6100
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ADDITIONAL INFORMATION

Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The magnificent sprawling primary residence pairs classic Georgian architecture with modern amenities to achieve the ultimate lakeside retreat. Immediately you are greeted by the finest materials and finishes inside an elegant entryway which opens into a grand interior boasting a floating mahogany staircase, marble floors and paneled walls all framed by stunning Murano chandeliers. An art gallery leads into a spacious living room lined with mahogany walls and boasts expansive waterfront

Beds:
4
Baths:
4.00
Sq.Ft.:
4,156
Status:
Active
MLS#:
O6355716
Type:
Single Family
Subdivision:
Keenes Pointe
Lot size:
0.39 Acres
Year built:
2000
A broker reciprocity listing Courtesy: CORCORAN PREMIER REALTY 407-965-1155
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ADDITIONAL INFORMATION

Stunning Golf-Front Luxury in Keene’s Pointe! Welcome to 6047 Blakeford Drive—an impeccably remodeled 4-bedroom, 4-bath residence offering 4,156 sq. ft. of A/C living space and 6,230 sq. ft. under roof. Perfectly situated along the renowned Jack Nicklaus Signature Golf Course, this home blends timeless elegance with modern comfort in one of Windermere’s most sought-after communities. Step inside to discover an open, light-filled floor plan with new luxury vinyl flooring, custom lighting, and fresh paint inside and out. The chef’s kitchen has been completely redesigned with custom cabinetry, top-of-the-line Miele appliances, and a striking quartzite island and backsplash, creating a true centerpiece for entertaining. The adjacent family room and bar area feature bespoke built-ins, offering both warmth and sophistication. Each of the four full bathrooms has been thoughtfully remodeled with designer finishes, while the primary suite boasts a custom master closet and serene golf course views. Additional highlights include new tankless water heaters, two recently replaced A/C units, and a new roof (2023) for peace of mind. Designed for effortless living, the home’s primary spaces—including most bedrooms—are conveniently located on the first floor. The spacious second level offers a private retreat with a full bath, bedroom, and living room—ideal as an in-law suite, guest quarters, or bonus flex space. Outside, enjoy the expansive fenced backyard perfect for family gatherings, pets, or future pool plans—all set against the picturesque backdrop of Keene’s Pointe’s manicured greens. Experience the best of luxury golf course living in a guard-gated community offering exclusive access to the Golden Bear Club, with optional membership for golf, tennis, and social amenities. Don’t miss this rare opportunity to own a move-in ready masterpiece in the heart of Windermere.

Beds:
7
Baths:
5.00
Sq.Ft.:
4,914
Status:
Active
MLS#:
O6355334
Type:
Single Family
Subdivision:
Reserve At Belmere Ph 02
Lot size:
0.27 Acres
Year built:
2003
A broker reciprocity listing Courtesy: PREMIER SOTHEBYS INT'L REALTY 407-581-7888
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ADDITIONAL INFORMATION

Welcome to this stunning seven-bedroom, five-bath residence in the exclusive guard-gated community of Reserve at Belmere. This beautifully remodeled home offers 4,902 square feet of living space and a functional two-story layout featuring a spacious family room, formal living and dining areas, and a large kitchen with granite countertops, modern cabinetry and stainless steel appliances. The primary suite is on the first floor with a fully renovated bath and custom walk-in closet. Enjoy Florida living at its best with a screened-in pool, spa and a pergola complete with a summer kitchen, ideal for entertaining. The community offers a clubhouse, gym, playground, tennis courts and 24-hour security. Zoned for top-rated schools and just minutes from shopping, dining and major attractions, this home combines elegance, comfort and convenience in one ideal package.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,636
Status:
Active
MLS#:
O6355868
Type:
Single Family
Subdivision:
Lake Butler Estates
Lot size:
1 Acres
Year built:
1984
A broker reciprocity listing Courtesy: PREFERRED REAL ESTATE BROKERS 407-440-4900
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. A rare find in the heart of Downtown Windermere! This 4 bedroom, 4 full bath home with an inground pool sits not only on 1 acre but also in a semi-private cul-de-sac with only 8 other homes. You are welcomed by the circular driveway plus rear side entry garage and additional parking pad perfect for an RV or boat. Interior features include an oversized family room with stone wood burning fireplace for entertaining and white marble floors. The kitchen features a cooktop, solid surface counters along with an abundance of cabinets and stainless-steel appliances including butcher block counters. Formal dining room, and 5 skylight windows providing plenty of natural lighting. The home was completely renovated in 2022 with white marble floors throughout and hardwood floors in the bedrooms. All bathrooms were renovated featuring frameless glass enclosures, rainfall and handheld shower systems, surrounded by large-format porcelain tile with mosaic accents. The primary suite includes a dual-sink vanity with an LED backlit mirror, while the secondary bathrooms feature pedestal and floating vanities with illuminated mirrors. Floors throughout the bathrooms are finished in white marble tile, creating a seamless connection to the main living areas. Location second to none as you can walk or bike to Windermere Elementary school plus the recreation center with tennis courts and playground is just across the street plus for a small fee receive a key to private lake access to the famous Butler Chain of Lakes. Enjoy the weekly Farmers Market Downtown on Main Street. Easy access to SR 408, SR429, Florida Turnpike, Downtown Orlando, West Orange Trail in Winter Garden, Disney, Universal, shopping, restaurants and so much more! The adjacent Windermere Recreation Center has a wide variety of activities including lighted tennis courts, playground and pet parks, lakefront boardwalk, beach volleyball and large entertaining pavilion. Just minutes from top- A rated Windermere schools, golf courses and Lake Butler Chain of lakes community access. Beautifully maintained and upgraded by current owner, this charming family home is located in the highly sought after Windermere Town and has access to the BUTLER CHAIN OF LAKES!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,809
Status:
Active
MLS#:
S5137385
Type:
Single Family
Subdivision:
Keenes Pointe Unit 1
Lot size:
0.31 Acres
Year built:
1999
A broker reciprocity listing Courtesy: B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE 407-217-7573
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ADDITIONAL INFORMATION

This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene’s Pointe community perfectly combines elegance, comfort, and character. Designed with a timeless French-inspired décor, every space feels warm, inviting, and beautifully curated. The highlight of this home is its backyard oasis — a peaceful retreat overlooking the sparkling pool and tranquil pond views, creating the perfect setting for relaxation and entertainment. A nice added air-conditioned covered patio area allows you to enjoy the outdoors year-round, even on the warmest Florida days. Inside, you’ll find beautifully appointed living spaces, elegant finishes, and a floor plan designed for both comfort and functionality — ideal for families or those who love to host. Recent Updates Include: A/C Unit: 2025,A/C Unit: 2016,Roof: 2018,Pool Heater: 2020, Irrigation Well: 2022 Water Heater: 1999 Life in Keene’s Pointe is truly exceptional. Residents enjoy a gated, golf-course lifestyle surrounded by nature, scenic lakes, and the renowned Golden Bear Club, designed by Jack Nicklaus. This exclusive Windermere community offers an active, social, and family-friendly atmosphere unlike anywhere else. Don’t miss the opportunity to make this stunning French-style home your own — a perfect blend of elegance, comfort, and Florida charm.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,523
Status:
Active
MLS#:
O6355539
Type:
Single Family
Subdivision:
Keenes Pointe Ut 06 50 95
Lot size:
0.3 Acres
Year built:
2002
A broker reciprocity listing Courtesy: FSM REALTY INVESTMENTS 407-466-1924
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ADDITIONAL INFORMATION

Welcome to 11318 Fenimore Ct, where a beautiful home awaits. This fully upgraded residence boasts four spacious bedrooms and three luxurious bathrooms, nestled on an expansive cul-de-sac lot overlooking a serene pond in Keene’s Pointe. Experience the joy of luxury living within a 24-hour, man-gated community nestled in the renowned Windermere. Oversized cul-de-sac lot for relaxation and outdoor activities, while the three-car garage with cabinets offers extra storage. Custom closets in bedrooms , granite countertops in bathrooms, and travertine floors add a touch of elegance throughout the house. The bedrooms boast luxury vinyl plank floors, while the master bathroom features a jacuzzi tub. The kitchen is equipped with top-of-the-line KitchenAid appliances, custom cabinetry and granite countertops, making it a culinary delight. Throughout the house, crown moldings add sophistication, and the air conditioning system, installed in 2016, ensures comfortable temperatures throughout the year. Additionally, new air conditioning components were also replaced in 2025. A new roof was installed in 2020 with gutters. The water heater was replaced in 2022, and also a new pool heater and pool equipment components in 2025. New interior and exterior paint in 2025 enhanced its curb appeal. New Andersen windows were installed throughout the house in 2024, and new attic insulation in 2025, further improving energy efficiency. The surrounding landscape is lush and vibrant, providing a beautiful backdrop for your outdoor activities. The driveway is conveniently oversized. Within the community, you’ll find The Golden Bear Club, an 18-hole golf course designed by the legendary Jack Nicklaus. Golf enthusiasts will enjoy the challenging course, while tennis players can enjoy the courts. Amenities also include fitness facilities, swimming pools, and dining options. Keenes Pointe offers a variety of recreational activities, with playgrounds, walking trails, and boat dock access to the Chain of Lakes and Lake Burden. Its convenient location near shopping, dining, major expressways, tourist attractions, top-rated public and private schools makes it an ideal place to live. Come and see it for yourself!

Beds:
5
Baths:
3.00
Sq.Ft.:
5,316
Status:
Active
MLS#:
O6355233
Type:
Single Family
Subdivision:
Na
Lot size:
9.03 Acres
Year built:
1980
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

Exceptional DEVELOPMENT OPPORTUNITY, currently R-CE zoning should allow for 3 Lakefront Luxury Home Sites Discover over 5+acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, part of the coveted BUTLER CHAIN of Lakes. This is a rare chance to create a premier LAKEFRONT ESTATE or subdivide to create three ideally sized lots with water frontage. At present, the property includes an older 5,000 sq ft home (5 bedrooms, 3.1 baths) and an oversized four car garage, which can serve as a temporary residence or teardown to make way for your vision. Why this property stands out, Unmatched location: Situated on the east side of Windermere, with convenient access from Conroy Windermere Road and Apopka Vineland. Windermere prestige, Offers the cachet of a WINDERMERE ADDRESS and proximity to luxury amenities. Prime access: Minutes to Isleworth Country Club, Bay Hill, and downtown Windermere. Development upside: Ready canvas for luxury estates in one of Central Florida’s most desirable waterfront corridors. Whether you’re a developer, custom builder, or investor, this is your opportunity explore and deliver truly exceptional homes in a highly sought-after market. Property is also listed as vacant land on MLS #O6367852.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,622
Status:
Active
MLS#:
O6354816
Type:
Single Family
Subdivision:
Glenmuir 48 39
Lot size:
0.25 Acres
Year built:
2002
A broker reciprocity listing Courtesy: LOKATION 954-545-5583
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ADDITIONAL INFORMATION

Beautifully maintained 4BR/3BA pool home in gated Glenmuir, Windermere. Open floor plan with high ceilings, formal dining, and spacious family room. Kitchen with breakfast nook overlooks screened pool/lanai. Primary suite features dual closets, spa bath, and pool access. Home includes water softener system, water heater from 2022 and air handler from 2020. Enjoy a private 0.25-acre lot in a tree-lined community. 1% Seller contribution towards closing cost and/or prepaids. Glenmuir provides a community park with playground, basketball courts, soccer field, pavilion, and picnic areas. Conveniently located near Winter Garden Village, Lakeside Village, and Walt Disney World, the neighborhood is also zoned for top-rated Orange County schools and less than a mile from Windermere Preparatory School.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,551
Status:
Active
MLS#:
O6354672
Type:
Single Family
Subdivision:
Lakes/windermere-peachtree
Lot size:
0.22 Acres
Year built:
2004
A broker reciprocity listing Courtesy: CENTURY 21 CARIOTI 407-354-0074
View additional info

ADDITIONAL INFORMATION

A beautiful Home in a wonderful Gated Community in Windermere. Home is very spacious with Master downstairs, one owner, the upper floor was not even being used by seller. Come see this beauty, priced to sell.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,555
Status:
Active
MLS#:
O6342692
Type:
Single Family
Subdivision:
Preston Square
Lot size:
0.28 Acres
Year built:
2009
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
View additional info

ADDITIONAL INFORMATION

NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the largest lot in the neighborhood, offering over a quarter-acre of space with two expansive backyards. Imagine the possibilities—perhaps a pool or even a pickleball court! The home boasts two primary suites, one conveniently located on the main floor and another upstairs, catering to versatile living arrangements. Spanning 2,555 square feet, the interior is both spacious and inviting. The open kitchen, equipped with stainless steel appliances, seamlessly connects to a kitchenette opening up to a large family room, perfect for entertaining. In addition to the second primary suite upstairs you will find a spacious loft versatile for your needs. You won't find any carpet in this home, upgraded tile and LVP throughout. Outside, relax on the porch with peaceful views or take advantage of the community's amenities. Rear loaded attached garage! Located in Horizon West, this home offers pond and conservation views right from the front, all while being just a stone's throw away from Disney, retail, shopping, and dining. This listing is a must-see for anyone looking to embrace modern living with ample outdoor space! Come make this yours.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,040
Status:
Active
MLS#:
O6352338
Type:
Single Family
Subdivision:
Reserve At Belmere
Lot size:
0.31 Acres
Year built:
2004
A broker reciprocity listing Courtesy: LAKESIDE REALTY WINDERMERE INC 407-876-5575
View additional info

ADDITIONAL INFORMATION

Welcome to The Reserve at Belmere. Experience refined living in this exclusive guard-gated enclave, where sophistication meets comfort. Perfectly positioned on a premium corner lot, this elegant 4-bedroom, 3-bath home showcases a seamless blend of timeless design and modern luxury. The newly remodeled chef’s kitchen features top-of-the-line finishes and craftsmanship, opening to spacious living areas ideal for grand entertaining. Indulge in your private outdoor retreat with a sparkling pool, lush landscaping, and serene spaces for relaxation. The 3-car garage provides ample space for luxury vehicles and storage. Residents enjoy access to world-class amenities, including tennis courts, a state-of-the-art fitness center, playground, beach volleyball, and basketball courts, all set within beautifully landscaped grounds. This remarkable residence offers a rare combination of exclusivity, elegance, and lifestyle in one of the community’s most distinguished settings.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,181
Status:
Active
MLS#:
O6352910
Type:
Townhouse
Subdivision:
Lakes/windermere-lk Reams Twnh
Lot size:
0.06 Acres
Year built:
2003
A broker reciprocity listing Courtesy: UPSIDE REAL ESTATE INC 407-308-5750
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. BACK ON THE MARKET!( due to Financial issues) . Take ADVANTAGE of this OPPORTUNITY ! LUXURY TOWNHOME LIVING IN PRIME WINDERMERE LOCATION! Call today to secure this pristine 2-bedroom, 2.5-bathroom townhouse offering the ideal central Florida lifestyle! Located in a highly sought-after Windermere community, you'll be just minutes from Disney theme parks, world-class dining, and extensive shopping options. This is convenience and luxury rolled into one! Step inside and be greeted by the rich glow of wood flooring in the living room and on the stairs, soaring high ceilings, and elegant crown molding that flows throughout the main floor. The bright, spacious eat-in kitchen is a chef's dream, featuring sparkling granite countertops, beautiful upgraded cabinetry, and a full suite of appliances, including a newer side-by-side stainless steel refrigerator with a water dispenser. Large tile floors, a cheery paint scheme, updated lighting and a graceful chair rail create an inviting atmosphere, perfect for hosting your first dinner party. You'll love the convenience of the laundry area, complete with a washer and newer dryer, tucked neatly within the kitchen space! The entire interior has been recently painted giving the home a fresh, contemporary feel. The sun-filled kitchen opens directly to a private, fenced courtyard with brick pavers, providing the perfect spot for relaxing outdoors or entertaining. This charming space connects directly to your detached two-car garage. Upstairs, you'll find two generously sized bedrooms, each featuring its own en-suite bathroom—say goodbye to waiting! Both bathrooms boast upgraded granite countertops for an extra touch of luxury. New Ceiling fans adorn the Primary bedroom and the living room. The Primary bedroom is a true retreat, offering a spacious walk-in closet and a deluxe en-suite bathroom with a dual-sink vanity and a walk-in shower. Beyond your private courtyard, you can take a brief walk across the street to enjoy the lovely community pool. The HOA takes care of the landscaping all while maintaining one of the lowest monthly fees in the area. Come live the Florida lifestyle! This townhome's prime location offering shopping, dining, and theme park entertainment all within minutes won't last long. THIS HOME IS IN PRISTINE MOVE-IN CONDITION, CALL TODAY! L

Beds:
3
Baths:
4.00
Sq.Ft.:
4,089
Status:
Active
MLS#:
O6359789
Type:
Single Family
Subdivision:
Isleworth
Lot size:
0.26 Acres
Year built:
2007
A broker reciprocity listing Courtesy: ISLEWORTH REALTY LLC 407-909-9000
View additional info

ADDITIONAL INFORMATION

Nestled within the exclusive Gardens of Isleworth enclave within Isleworth Golf & Country Club, this exquisite residence exemplifies refined Florida living. Crafted by Pellegrini Homes with professionally designed interiors, the single-story home seamlessly blends architectural sophistication with inviting comfort. A brick paver motor court introduces the residence, where a gracious custom arched French entry door sets the tone for the elegance within. The formal foyer makes a lasting impression with its soaring octagonal ceiling accented in tongue-and-groove woodwork. Inside, the formal living room—currently styled as a music salon—showcases a faux-painted garden ceiling and a custom brick wine nook, adding artistic charm and warmth. Throughout the home, travertine floors and curated details complement a spacious open plan, lending to the home's exceptional design and craftsmanship. Framed by reclaimed rustic wood beams and sliding glass doors, the family room flows naturally to the courtyard pool, creating effortless indoor-outdoor living. The center-island kitchen serves as a culinary showcase with custom cabinetry and premium appliances by Viking, Sub-Zero, and GE Monogram, while the adjoining casual dining area offers views of the pool and lush surroundings. The thoughtfully designed layout includes three bedrooms, one of which is a private cabana suite opening directly to the pool—ideal for guests or quiet retreat. The primary suite features a large bedroom, dual closets and a beautifully finished bath. Beyond the courtyard, a patio with pergola overlooks serene pond views, providing yet another setting for relaxation and entertaining. Centered around its picturesque courtyard pool with fireplace, summer kitchen, and hot tub, this remarkable residence offers both privacy and elegance in perfect balance—an exceptional opportunity to live beautifully within one of Isleworth's most coveted enclaves.

Beds:
6
Baths:
8.00
Sq.Ft.:
6,816
Status:
Active
MLS#:
O6353952
Type:
Single Family
Subdivision:
Lake Down Reserve
Lot size:
0.69 Acres
Year built:
2025
A broker reciprocity listing Courtesy: PREMIER SOTHEBYS INT'L REALTY 407-480-5014
View additional info

ADDITIONAL INFORMATION

Welcome to a rare modern estate in an intimate gated enclave, complete with your own social membership to Isleworth Golf & Country Club. Imagine 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom-built masterpiece was designed for those who value privacy, prestige and perfection. Go inside to discover European white oak flooring, soaring ceilings and designer-curated finishes that define understated elegance. The chef’s kitchen features Wolf appliances, an oversized island, and custom cabinetry that flows seamlessly into open-concept living and dining spaces, ideal for entertaining or effortless daily living. The first-floor primary suite is a sanctuary of its own, with a two-story boutique-style dressing room and a spa-inspired bath showcasing dual vanities, a freestanding soaking tub and a double rainfall shower beneath a skylight. Upstairs, each bedroom offers its private en suite, including a flexible Jack and Jill layout. Additional highlights include a private theater, executive office, and a detached casita ideal for guests or multigenerational living. Outdoors, experience your resort retreat, a negative-edge pool with cascading waterfalls, spa jacuzzi, covered lanai, and fully equipped outdoor kitchen built for year-round entertaining. Even the garage is a masterpiece, designed to house six cars and a boat, or up to fifteen vehicles with lifts.In a small, exclusive gated community, this property delivers a balance of modern sophistication and timeless comfort. Homes of this caliber rarely become available. Schedule your private showing today and experience why this estate stands in a class of its own.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,680
Status:
Active
MLS#:
O6352360
Type:
Townhouse
Subdivision:
Lake Sawyer South Ph 03
Lot size:
0.05 Acres
Year built:
2009
A broker reciprocity listing Courtesy: VOSS REALTY INC 407-456-0777
View additional info

ADDITIONAL INFORMATION

Walk On In and Call It Home! Welcome to this move in ready gem of a townhome in the sought-after Lake Sawyer South community in Windermere! This spacious home offers: 3 Bedrooms 2.5 Bathrooms Over 1,600 Sq. Ft. of Living Space and a 2-Car Garage—big enough to store your boat! Fresh interior paint, Beautiful tile and wood flooring throughout. Located in the desirable Horizon West area of Orange County, you’ll be just minutes from Walt Disney World Resort, Downtown Windermere, the Chain of Lakes, parks, boat ramps, and top-rated schools. Lake Sawyer South offers a perfect blend of single-family homes and townhomes, creating a welcoming and vibrant community. Don't miss your chance to own this incredible home in one of Central Florida's most desirable areas. Schedule your private showing today before it's SOLD!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,610
Status:
Active
MLS#:
O6353426
Type:
Single Family
Subdivision:
Tuscany Ridge 50 141
Lot size:
0.29 Acres
Year built:
2007
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

Discover this beautiful 5-bedroom, 4-bathroom residence nestled inside the exclusive gated community of Tuscany Ridge. Situated on a spacious corner lot, this home showcases exceptional curb appeal with its tile roof, freshly painted exterior, and an impressive three-car garage with an oversized paver driveway. Step inside and fall in love with the thoughtfully designed split floor plan, featuring elegant formal living and dining rooms that set the stage for gatherings and celebrations. The gourmet kitchen is complete with modern stainless steel appliances, a wet bar, and a wine fridge, perfect for entertaining in style. Throughout the home, you’ll find crown molding, brand new carpeting, and tile flooring in all main living areas, adding both comfort and sophistication. Upstairs, a spacious bonus room with its own full bathroom and dual oversized walk-in closets offers endless possibilities—ideal as a guest suite, playroom, or home theater. Step outside to discover a backyard full of potential—a blank canvas ready for your imagination. Whether you dream of a luxury pool, summer kitchen, lush garden, or outdoor entertainment space, this open, private yard gives you the freedom to design your own resort-style retreat exactly the way you want it. Living in Tuscany Ridge means enjoying peace of mind in a gated community with private patrol, along with resort-style amenities including a playground, tennis court, and basketball court. Tuscany Ridge offers a rare combination of privacy and convenience: top-rated schools, upscale shopping and dining, golf, and Orlando’s world-class attractions. Schedule your private showing today and experience the lifestyle you’ve been dreaming of!

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2025, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2025 BeachesMLS, Inc.




Windermere Real Estate

Windermere is located in Florida. Windermere, Florida has a population of 3,046. Windermere is more family-centric than the surrounding county with 31.63% of the households containing married families with children. The county average for households married with children is 31.51%.

The median household income in Windermere, Florida is $131,392. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Windermere is 52.9 years.

Windermere Weather

The average high temperature in July is 92 degrees, with an average low temperature in January of 48.8 degrees. The average rainfall is approximately 51.5 inches per year, with 0 inches of snow per year.

Windermere Map

Windermere Real Estate Market Conditions

  • Median sales price

    $774,500
    29.6%
    change since last quarter
  • # Active listings

    215
    30-day change

Windermere Schools and Demographics

Education near Windermere, FL

City County
High School Graduates 97.9 89.47
College Degree - 2 year 5.91 11.45
College Degree - 4 year 68.16 35.7
Graduate Degree 17.43 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Windermere, FL

Grades Students P/T Ratio ZIP
Bay Meadows Elementary School PK - 05 578 15.6 32836
Dillard Street Elementary School PK - 05 742 15.5 34787
FLVS Full Time K-8 KG - 08 3,868 30.2 32835
Keenes Crossing Elementary School PK - 05 1,191 15.3 34786
Kids Community College Charter KG - 05 141 14.1 34734
Lake Whitney Elementary School PK - 05 598 14.9 34787
Metrowest Elementary School PK - 05 1,515 16.5 32835
Montessori of Winter Garden Charter KG - 08 205 15.8 34787
Oak Hill Elementary School PK - 05 485 13.9 32835
Orlo Vista Elementary School PK - 05 604 15.9 32835
Sand Lake Elementary School PK - 05 559 14 32836
Sunridge Elementary PK - 05 720 15.7 34787
Sunset Park Elementary School PK - 05 1,242 15 34786
Tildenville Elementary School PK - 05 540 14.6 34787
Whispering Oak Elementary School PK - 05 812 16.2 34787
William Frangus Elementary PK - 05 619 14.1 32835
William S Maxey Elementary PK - 05 271 12.9 34787
Windermere Elementary School PK - 05 753 15.7 34786
Windy Ridge K-8 PK - 08 1,144 14.3 32835

Middle Schools near Windermere, FL

Grades Students P/T Ratio ZIP
Bridgewater Middle School 06 - 08 1,373 19.1 34787
Chain of Lakes Middle School 06 - 08 1,285 17.4 32835
FLVS Part Time 6-8 06 - 08 0 32835
Gotha Middle School 06 - 08 1,272 19 34786
Lakeview Middle School 06 - 08 1,032 16.6 34787
Sunridge Middle 06 - 08 1,260 19.7 34787

High Schools near Windermere, FL

Grades Students P/T Ratio ZIP
FLVS Full-Time 9-12 09 - 12 2,240 32835
FLVS Part Time 9-12 09 - 12 0 32835
Olympia High School 09 - 12 2,990 22.3 32835
West Orange High School 09 - 12 3,835 21.5 34787

Ungraded Schools near Windermere, FL

Grades Students P/T Ratio ZIP
* Sunshine High Charter 09 - 12 608 43.4 32835
FLVS Part Time K-5 UG - UG 0 32835

Demographics near Windermere, FL

City County
Neighborhood Type
Population 3,046 1,409,949
Population Density 1,591 1,562
Median Age 52.9 35.7
People per Household 2.5 2.9
Median Household Income 131,392 65,784
Average Income per Capita 88,316 33,498

Real estate near Windermere