Location: Windermere
Do Not Show Listings
11410 RAPALLO LN, WINDERMERE, FL 34786
$760,000529 Days on yellowkey MLS ID: O6265256
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3336 Built: 2003Monthly Fee: $130 Tax: $8,434 (2023)Community: Belmere Village G2 48 65Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,434
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2023
Middle School: SunRidge Middle
Remarks: This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and spacious additional bedrooms. Located in the gated Belmere Village, residents benefit from low HOA fees and exceptional amenities, including a clubhouse, fitness center, resort-style pool, playground, basketball, volleyball courts and newly added pickleball courts. Conveniently near major highways and Orlando's theme parks, this home offers the perfect blend of luxury and location. Don't miss this opportunity—schedule a showing today!
Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)
Listing Agent: Rebeca Lima (407-800-5654)
17538 BLACK RAIL ST, WINDERMERE, FL 34786
$1,390,000242 Days on yellowkey MLS ID: O6349325
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4522 Built: 2014Monthly Fee: $167 Tax: $16,404 (2024)Community: EnclaveSingle Family
Taxes:$16,404
Elementary School: None
High School: Windermere High School
Tax Year: 2024
Middle School: None
Remarks: Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable community with easy access to schools, shopping, and major highways.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Elaine Garcia (407-920-3616)
9259 TIBET POINTE CIR, WINDERMERE, FL 34786
$6,499,000371 Days on yellowkey MLS ID: O6312645
2 Days Off yellowkey (back on 4/26/2026)
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6257 Built: 2007Monthly Fee: $298 Tax: $35,727 (2024)Community: Keenes PointeSpa: NoSingle Family
Taxes:$35,727
Elementary School: Windermere Elem
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-gated community of Keene’s Pointe. Completely renovated in 2025, this exquisite home combines timeless elegance with modern luxury, offering breathtaking views and direct frontage on the pristine waters of Lake Tibet. This meticulously updated estate showcases high-end finishes throughout, with no detail overlooked. Enjoy a brand-new gourmet kitchen equipped with top-of-the-line appliances, custom cabinetry, and designer fixtures. The open-concept layout flows seamlessly into spacious living and dining areas, perfect for entertaining or relaxing while taking in panoramic lake views. The home’s thoughtfully reimagined floor plan features luxurious bedrooms, spa-inspired bathrooms, and refined touches such as wide-plank hardwood flooring, quartz countertops, and designer lighting. Expansive windows and glass doors fill the home with natural light and lead to a private outdoor retreat with fireplace and summer kitchen - ideal for enjoying Central Florida sunrises over the water. Additional improvements include hardwood and porcelain flooring, tankless gas water heater, updated AC units (2), water softener, new pool heater, and much more. A 4-car garage completes this amazing property. Located in the heart of Windermere, Keene’s Pointe offers world-class amenities including the renowned Golden Bear Club with golf, tennis, fitness, swimming and dining. Don’t miss this rare opportunity to own a move-in ready, lakefront masterpiece on the Butler Chain of Lakes. Schedule your private tour today and experience luxury lakefront living at its finest.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
4 CHASE RD, WINDERMERE, FL 34786
$875,000102 Days on yellowkey MLS ID: O6384257
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $25,000 (2.8%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2386 Built: 1971 Tax: $7,637 (2024)Community: Windermere TownSingle Family
Taxes:$7,637
High School: None
Remarks: Under contract-accepting backup offers. FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere - a refined expression of luxury living where elevated design, privacy, and lifestyle converge. Set within one of Windermere’s most desirable areas, this exceptional residence delivers a seamless blend of sophistication and comfort. From its striking curb appeal to its thoughtfully curated interior spaces, every detail has been designed to create an atmosphere of understated elegance. Inside, expansive living spaces unfold beneath soaring ceilings and abundant natural light, creating a sense of openness while maintaining warmth and intimacy. The chef’s kitchen anchors the home, featuring premium finishes, generous workspace, and effortless flow into the main living and entertaining areas - ideal for both everyday living and elevated gatherings. The primary suite serves as a private sanctuary, offering a tranquil escape with a spa-inspired bath and spacious walk-in storage. Secondary bedrooms provide flexibility for guests, executive office space, or multigenerational living while maintaining the home’s refined aesthetic. Outdoors, the property transforms into a resort-style retreat designed for entertaining and relaxation. Thoughtfully designed outdoor living spaces create the perfect setting for evening gatherings, weekend hosting, or quiet moments of escape. Positioned in the heart of Windermere, the home offers convenient access to top-rated schools, amenities, dining, shopping, and major thoroughfares while preserving the exclusivity and lifestyle the area is known for.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matthew Hughes (407-619-4717)
14255 SONCO AVE, WINDERMERE, FL 34786
$849,90073 Days on yellowkey MLS ID: O6392262
REDUCED by $25,000 (2.9%) on 04/25/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2698 Built: 2006Monthly Fee: $130 Tax: $11,194 (2025)Community: SummerportSpa: YesSingle Family
Taxes:$11,194
Elementary School: Keene Crossing Elementary
Tax Year: 2025
Remarks: Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom vent hood with a tile backsplash. In addition a huge quartz centerpiece island with upgraded stainless steel appliances including a gas range plus a farmhouse sink. All overlooking the huge family room, 3 gold pendant lights and gold chandelier. New vinyl plank flooring throughout the entire first floor plus the stairs and loft on the 2nd floor. Spacious master suite with double sink vanity with garden tub and separate shower. 2 walk in closets as well. Formal living room, independent den/office with storage closet, half bath with custom vessel sink and indoor laundry room round out the first floor. Upstairs you will find the aforementioned loft along with 3 additional bedrooms and full bath with updated floor to ceiling tile and glass door shower. As you walk out onto the covered patio, along with the tremendous screen enclosed pool and spa you will find plenty of green grass to run and play in the fully fenced yard and if you need even more, utilize the greenspace to the side of the home as well. Enjoy the tranquil views of the serene lake from the back or relax on the extended covered front porch on a rocker from Cracker Barrel and if your in the mood for some ice cream or coffee, just a 5 minute walk from the front door is Kelly's Ice Cream and Foxtail coffee and even a pizza shop, and on your way you will pace by the "A" rated Keene Crossing Elementary school. .Additional community amenities include clubhouse with pool, tennis and basketball courts, sand volleyball and a private pier. Location benefits include easy access to Horizon West Town Center and all the monthly activities, Windermere Prep, Foundation Academy private schools, numerous restaurants and shopping, SR 429, Florida Turnpike and so much more!
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Carmen Aridas (407-299-6942)
13542 GORGONA ISLE DR, WINDERMERE, FL 34786
$895,00081 Days on yellowkey MLS ID: O6390582
REDUCED by $55,000 (5.8%) on 04/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 2018Monthly Fee: $268 Tax: $9,762 (2024)Community: Windermere IsleSingle Family
Taxes:$9,762
Elementary School: Castleview Elementary
High School: Horizon High School
Middle School: Horizon West Middle School
Remarks: One or more photo(s) has been virtually staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable areas of Windermere. This beautiful residence offers stunning lake views and magical nightly fireworks views from Walt Disney World, creating a truly unique living experience. From the moment you arrive, the well-maintained landscaping and inviting front porch set a warm and welcoming tone. The home features 4 bedrooms and 3 full bathrooms, with a thoughtfully designed open-concept layout that seamlessly connects the living room, kitchen, and dining area. The gourmet kitchen is a true highlight, equipped with stainless steel appliances, custom cabinetry, quartz countertops, a double oven, and a spacious pantry—perfect for those who love cooking and entertaining. Sliding glass doors open to the outdoor space, where a private pool and summer kitchen are currently being completed and will be ready within one month, creating the perfect setting for relaxing or entertaining guests while enjoying the lake view. The primary suite is spacious and comfortable, featuring vinyl flooring, a generous walk-in closet, and a beautifully designed bathroom with dual vanities. The additional bedrooms also feature vinyl flooring, providing both comfort and easy maintenance throughout the home. The two-car garage offers ample space and convenience. Located in the desirable Windermere Isle community, residents enjoy resort-style amenities including a community pool, cabana, playground, and scenic walking trails. The home is also located near top-rated schools, as well as shopping, restaurants, and all the attractions and magic of Walt Disney World just minutes away. If you are looking for quality of life, a prime location, and a beautiful home for your family, this is the perfect opportunity. Schedule your private showing today and come fall in love with this exceptional home.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
6149 GROSVENOR SHORE DR, WINDERMERE, FL 34786
$10,900,000204 Days on yellowkey MLS ID: O6356355
Bed: 6 Bath: 7.0 Gar: 7 Liv Area Sq Ft: 6783 Built: 2013Monthly Fee: $298 Tax: $57,807 (2023)Community: Keenes PointeSpa: YesSingle Family
Taxes:$57,807
Remarks: Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside. From the moment you enter this impeccably designed home ALL ON ONE FLOOR, you are greeted with style and elegance. Featuring built in cabinets, shelving, and wall panels, powered blinds and drapes, lighting controls, designer features and modern decor. The formal living and piano room spotlights a lighted onyx wall and two-sided gas fireplace opening up to the family room and formal dining which leads to the kitchen and media room. The primary suite with two spacious closets and spa-like bath is located privately away from the secondary bedrooms. The house was designed to maximize views of the lake and access to the enclosed lanai which has a sitting room with fireplace, dining area, half bath and kitchen with grill, sink, ice maker and refrigeration. This home has 7 garages, a 4-car garage with EV charging station and air conditioning adjoins the house and a separate 3-car garage on the opposite side of the courtyard which could also be renovated into a separate guest house if needed. There is plenty of deck space around the pool and spa for entertaining and the spacious back yard leads the way to the covered boat dock with boat and jet ski lifts. Located in Windermere, Florida, with top-rated public and private schools, shopping, dining, close to tourist attractions and expressways. This home is your dream come true!
12699 HAWKSTONE DR, WINDERMERE, FL 34786
$2,125,00039 Days on yellowkey MLS ID: O6401293
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3751 Built: 2006Monthly Fee: $80 Tax: $22,152 (2025)Community: Lakes Windermere Ph 01 49 108Spa: YesSingle Family
Taxes:$22,152
Elementary School: Sunset Park Elem
Remarks: Welcome to Chalet du Lac, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over glistening waters dancing through a veil of Cypress trees and Spanish moss. Nestled along the western shoreline of Lake Sawyer within an enclave of custom-built lakefront homes, Chalet du Lac features 4 bedrooms and 5 baths, lives large at 3751 sq ft (4936 total), and is ideally situated on pristine shoreline frontage with some of the lake’s most expansive water views. Showcasing fine craftsmanship and opulent elegance in every detail, Chalet du Lac serves up a host of amenities ideal for Florida lakeside living. At the entry, the handcrafted metal and glass doors open to a stunning foyer, capturing sensational pool and lake views from the formal living room. A distinctive formal dining area and generous study greet, then to the large great room overlooking the pool oasis and lake. The kitchen features new appliances, a gas cooktop, a luxurious ogee edged stone island with farmhouse sink plus a huge walk-in pantry. A built-in Miele espresso machine as well as a beverage cooler and even more cabinet space. The primary suite features his and her walk-in custom closets, luxurious spa tub, spacious walk-in shower, oversized double vanities, and an inviting bedroom lounge that opens to the pool area. Poolside, enjoy the elevated patio over the lake, along with Lakeside, the boathouse includes an electric boat lift, with the entire dock made of composite decking, accessed by the walkway dressed with a nautical balustrade. Evenings are enjoyed at the poolside outdoor kitchen and patio, complete with a fireplace to sit by while taking in the moonlight. Verdant, lush landscaping fosters relaxation and inspires reflection and rejuvenation. Lake Sawyer is both a water sports paradise and a prime opportunity for pristine Florida lakefront living. Lake Sawyer features a certified competition water ski slalom course for those who love to ski and is even home to a float plane on the lake. At the north end, Lake Sawyer connects to Little Lake Sawyer, availing more beautiful water to explore. Chalet du Lac is ideally situated with immediate proximity to Windermere Prep and Windermere High School, and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and the world-famous attractions of Orlando.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
7137 BEEK ST, WINDERMERE, FL 34786
$550,00047 Days on yellowkey MLS ID: O6398814
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1910 Built: 2013Monthly Fee: $120 Tax: $7,932 (2025)Community: Windermere TerraceSingle Family
Taxes:$7,932
Remarks: Under contract-accepting backup offers. BUYER FAILED TO DEPOSIT ESCROW - BACK ON MARKET - Welcome to Windermere Terrace. This home offers a rare combination of privacy, location, and lifestyle that is difficult to find in Central Florida. Set on a premium lot, the property overlooks a pond with a conservation area beyond that means you will never have rear neighbors! This buffer creates a peaceful and private setting that enhances everyday living. This well-designed home features 3 bedrooms, 2 bathrooms, and approximately 1,910 square feet of living space. The kitchen is both functional and stylish and includes 42-inch cabinets, granite countertops, stainless steel appliances, pendant lighting, and ample pantry storage. The split-bedroom floor plan offers privacy and flexibility. The primary suite features dual vanities, a walk-in shower, and a spacious closet. Meanwhile, the secondary bedrooms and full bathroom are positioned on the opposite side, making them ideal for guests or family members. Step outside to a screened patio that extends your living space. Here, you can relax while enjoying tranquil water and conservation views. Residents of Windermere Terrace enjoy community amenities that include a pool and scenic walking paths. Perfect location too with convenient access to shopping and dining at Winter Garden Village, as well as outdoor recreation at Tibet-Butler Nature Preserve. Major roadways are also easily accessible, simplifying your daily commute. This home delivers a rare blend of privacy, views, and proximity to Central Florida’s top attractions, including Universal Orlando Resort and SeaWorld Orlando. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jacquie Sosa (407-340-9793)
12640 SALOMON COVE DR, WINDERMERE, FL 34786
$1,295,00083 Days on yellowkey MLS ID: O6388605
REDUCED by $5,000 (0.4%) on 04/24/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3694 Built: 2018Monthly Fee: $133 Tax: $13,961 (2024)Community: Westside VillageSpa: YesSingle Family
Taxes:$13,961
Elementary School: Bay Lake Elementary
Remarks: Luxurious contemporary residence featuring 5 bedrooms, including the primary suite on the main floor. The main level with porcelain tile and marble staircase add sophistication, while the upper level with luxury vinyl flooring provides comfort and durability. Gourmet kitchen with custom cabinetry, waterfall island, premium stone countertops, and Samsung appliances. Walk-in closets in every bedroom and spa-inspired bathrooms with custom vanities, frameless glass showers, rainfall showerheads, and matte-black fixtures. Dramatic double-height entry with modern chandelier and glass railing. Staircase with motion-activated LED lighting. Elegant wine bar perfect for entertaining. Resort-style outdoor living with heated pool, spa, and screened lanai, offering privacy, relaxation, and style.
Listing is courtesy of: WEBB FLORIDA REALTY LLC (407-779-4695)
Listing Agent: Ramon Brandao (407-779-4695)
6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786
$650,00041 Days on yellowkey MLS ID: O6401639
0 Days Off yellowkey (back on 4/22/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3015 Built: 2019Monthly Fee: $161 Tax: $10,719 (2025)Community: WindstoneSingle Family
Taxes:$10,719
Remarks: This is a gorgeous two-story home with five bedrooms, four baths, and a two-car garage. This home offers an open floor plan with an expansive great room featuring an elegant display of windows to create a naturally luminous home, casual dining area, and kitchen. The casual dining area allows outdoor access to a lanai and the kitchen provides plenty of counter space as well as an oversized island and a walk-in pantry. The first floor also includes a den with coffered ceilings, second bedroom, and a laundry room. The second floor includes a master suite with coffered ceilings, a master bath with large shower and walk-in closet, and three bedrooms and two baths. Windstone is a new community conveniently located in highly desirable Windermere, near the popular Butler Chain of Lakes. The community is perfectly situated to provide convenient access to the high-end retail and dining amenities of the Windermere area and is just minutes away from all of Central Florida's major theme parks, sports, and cultural opportunities.
Listing is courtesy of: EAST PEARL REALTY (407-802-6859)
Listing Agent: Dan Li (407-808-1859)
12210 LANGSTAFF DR, WINDERMERE, FL 34786
$385,00044 Days on yellowkey MLS ID: O6400117
INCREASED by $10,000 (2.7%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1480 Built: 2012Monthly Fee: $200 Tax: $5,725 (2025)Community: Lakes/Windermer Lake Reams TwnhmTownhouse
Taxes:$5,725
Remarks: WELL MAINTAINED TOWNHOME IN WINDERMERE! 3 BEDROOM 2.5 BATHROOMS! Located in the sought after Lake Reams Community only a minute drive to the backside of Disney! As you open the front door you are drawn to Upscale Interior, filled with Upgrades & a Warm Family Décor. The eating area overlooks an Enclosed Courtyard leading to a Detached 2 Car Garage with Rear Entry Alleyway that backs up to a Conservation Area. The Appealing Floorplan Features Living Room/Office upfront, Beautiful Open Kitchen with 42-inch Cabinets, Granite Counter Tops & Stainless-Steel Appliances! Special fixtures throughout include Ceiling Lamps & Fans, Crown Moldings, Plenty of storage & Large adjoining Family Room. Light floods the space creating a warm welcoming place to call home. Upstairs features a Large Master Suite with Walk-In Closet overlooking the conservation area, a Master Bathroom with a Large Walk-In Shower, a Separate Garden Tub & Double Vanity with Granite Counters, 2 Spacious Bedrooms sharing a Jack & Jill Bathroom & the Laundry Closet is also conveniently located upstairs. The Courtyard offers a Private Brick Paved area for Grills, Umbrella, and Outdoor Furnishings perfect for Entertaining family and friends. Other furniture includes two Bedroom Sets, Dining Set, Family Room Set, Televisions in the Kitchen area & each of the Bedrooms, Wall Decorations and Light Fixtures. The Garage has Air Conditioning and includes an Extra Refrigerator providing multiple uses, such as a Working Area or Family Entertainment. Your imagination is the limit. The community has a Pristine Pool, Biking/Walking Trails, and a Beautiful Landscape. This Prime Location offers Shopping, Dining, Entertainment and Great Schools, all within minutes. Easy Access to Main Highways. It is a Fantastic Home in a Great Location! Furniture and accesories only for display purposes, they do not convey. Call for an appointment before is gone!
Listing is courtesy of: ELITE REALTY ENTERPRISES LLC (407-683-4515)
Listing Agent: Ernesto Cisneros (407-683-4515)
5224 LEMON TWIST LN, WINDERMERE, FL 34786
$624,90067 Days on yellowkey MLS ID: O6393299
REDUCED by $15,000 (2.3%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2006Monthly Fee: $130 Tax: $4,660 (2025)Community: SummerportSingle Family
Taxes:$4,660
Remarks: Welcome to one of the lowest-priced single-family home in the highly desirable Summerport community in Windermere. This well-maintained home features 4 bedrooms, 3.5 baths, a formal dining room, a private office, and a versatile loft/bonus space. Recent updates include a new roof (2021), fresh interior paint, and two new HVAC units (2023). The open-concept layout offers a spacious kitchen with 42” maple cabinets, granite countertops, tile backsplash, and stainless-steel appliances with a natural gas range, flowing into the family room with high ceilings. A formal dining room and private office with French doors add flexibility. The first-floor primary suite includes wood flooring, a large walk-in closet, dual sink granite vanities, garden tub, and separate shower. Upstairs features an en-suite bedroom, two additional bedrooms, a full bath, and a loft. Spacious Indoor laundry room with a sink and additional storage for those trips to Costco. Enjoy the screened and covered lanai, perfect for outdoor living. Amenities include a resort-style pool, playgrounds, parks, beach volleyball, tennis and basketball courts, and a scenic pier overlooking the community lake. Conveniently located within 5 minutes of top-rated public schools, this home also offers easy access to everyday essentials and local favorites—just a short bike ride to Foxtail Coffee and Kelly’s Ice Cream, with multiple Publix locations nearby and quick access to the Winter Garden Village, major highways (SR 429, Turnpike, SR 408), and downtown Winter Garden. Lovingly maintained and offered as the sellers relocate to be closer to family.
9713 ENDICOTT CT, WINDERMERE, FL 34786
$5,250,00046 Days on yellowkey MLS ID: O6393891
1 Days Off yellowkey (back on 4/21/2026)
Bed: 6 Bath: 7.0 Gar: 6 Liv Area Sq Ft: 7818 Built: 2007Monthly Fee: $313 Tax: $66,793 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$66,793
Remarks: Experience elevated lakefront living in this beautifully updated estate, within the prestigious guard gated golf community of Keene’s Pointe, offering direct access to the Butler Chain of Lakes. With over $850,000 in upgrades, this home is perfectly positioned to capture breathtaking sunset views and nightly Disney fireworks from the primary suite. This home delivers a rare combination of privacy, luxury, and lifestyle. Thoughtfully designed for both everyday living and effortless entertaining, the residence features water views from multiple living spaces, a layout that balances open gathering areas with private retreats, and dedicated spaces for both relaxation and recreation. The primary suite is a true retreat, featuring a private balcony overlooking the tranquil backyard and lake. A dedicated lounge with a beverage bar, updated spa-inspired bathroom, and custom walk-in closet create a refined and relaxing escape. Every bedroom is an ensuite, providing exceptional comfort for family and guests, while two fully remodeled junior suites showcase modern bathrooms and expanded custom closets. On the main level, enjoy formal dining complemented by a wine cellar, while a double-sided gas fireplace connect the family and game rooms which adds warmth and ambiance. The spacious game room and media room ensure there is always something to enjoy indoors. Step outside to your private oasis, where a resort-style pool and spa, fully equipped outdoor kitchen, covered dining area, and outdoor fireplace set the stage for year-round enjoyment. Retractable screens provide shade and comfort during the summer months, while the updated dock and boat lift make lake access effortless. A private canal connects you to Lake Tibet and the greater Butler Chain, offering the best of true lakefront living. For extended stays or multi-generational living, the apartment above the detached garage offers a private, fully functional space complete with a kitchenette, full bath, walk-in closet, and laundry. Positioned on a quiet cul-de-sac, this estate offers enhanced privacy along with an expansive driveway and turnaround for effortless arrivals and guest parking. The impressive five-car garage, along with a dedicated golf cart garage, provides exceptional space for collectors, storage, and embracing the Keene’s Pointe golf lifestyle. This is more than a home—it’s a complete lifestyle experience. From lake days and sunset views to golf, dining, and the best of Central Florida just minutes away, this property delivers the elevated living today’s luxury buyer expects.
Listing Agent: Amy Moline (407-506-7447)
6799 HELMSLEY CIR, WINDERMERE, FL 34786
$658,000197 Days on yellowkey MLS ID: O6361417
3 Days Off yellowkey (back on 4/20/2026)
REDUCED by $12,000 (1.8%) on 04/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2615 Built: 2011Monthly Fee: $129 Tax: $9,339 (2024)Community: Preston SquareSingle Family
Taxes:$9,339
Remarks: Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.
Listing Agent: Maqueli Gewehr (863-258-5656)
13622 DARCHANCE RD, WINDERMERE, FL 34786
$629,90073 Days on yellowkey MLS ID: S5146266
REDUCED by $19,100 (2.9%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 2007Monthly Fee: $81 Tax: $5,403 (2025)Community: Enclave/Berkshire Park B G H ISingle Family
Taxes:$5,403
Remarks: Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding everyday practicality for families. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this home delivers strong value through location, accessibility, and long-term growth potential. Schedule your private tour today.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Javin Lopez (407-873-6606)
6110 KEENES POINTE DR, WINDERMERE, FL 34786
$1,900,00061 Days on yellowkey MLS ID: O6393573
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3196 Built: 2002Monthly Fee: $298 Tax: $10,956 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$10,956
Remarks: Welcome to a truly exceptional custom home in Keene's Pointe, one of Windermere’s most sought-after guard-gated communities. Built by W. J. Sauerwine and set on a beautifully landscaped .43-acre homesite with mature oak trees, this residence offers a rare combination of privacy, thoughtful design, and extensive modern upgrades. This 4-bedroom plus office, 4-bath home features a highly functional, split-floorplan layout with nearly all living space on the main floor, including the primary suite and main living areas, with one bedroom and full bath upstairs. The home has been extensively updated throughout, beginning with all new interior paint and continuing into a fully renovated kitchen with updated finishes and appliances. All four bathrooms have been completely reimagined from floor to ceiling with today’s luxury buyer in mind, creating a cohesive and elevated feel throughout the home. Attention to detail is evident in every space, from the custom built-ins in the office and family room to the all-new lighting and chandeliers installed throughout both the interior and exterior, all integrated with a Lutron system for seamless control. Sonos in-ceiling speakers have been installed throughout the home, creating a whole-home audio experience. What truly sets this home apart is its advanced energy efficiency and independence. Equipped with a Tesla solar system, multiple Powerwalls and electricity backup, the home is designed to operate seamlessly even during outages while significantly reducing long-term energy costs. With the ability to sell excess power back to the grid and the convenience of EV charging at the ready, this is a rare blend of luxury and forward-thinking functionality. The primary suite offers a private retreat with French doors leading to the lanai, ample space for a sitting area, and a spa-inspired bath with dual vanities, soaking tub, walk-in shower, and generous closet space. Secondary bedrooms are well-positioned with direct bath access, providing both comfort and functionality. Outdoor living is equally impressive, featuring a screened pool and an expansive covered lanai designed for both relaxation and entertaining. The rear patio is equipped with an outdoor refrigerator, sink, and TV, creating the perfect setting for year-round enjoyment. The home is also equipped with a Ring security camera system covering the exterior. Ideally located directly across from The Golden Bear Club members' driving range from the front, with golf course views to the rear, this home also provides access to Keene’s Pointe amenities, such as parks and playgrounds, including community boat ramp to Lake Burden, and access to the Butler Chain of Lakes for recreation. Membership at The Golden Bear Club further allows for access to the Jack Nicklaus-designed golf course, tennis courts, fitness center, and restaurant. Residents of Keene's Pointe enjoy a lifestyle that blends privacy, recreation, and convenience, all just minutes from the world's best theme parks and entertainment, Winter Garden Village, Restaurant Row, and top-rated schools. This is a rare opportunity to own a fully updated, energy-efficient custom home in Keene’s Pointe that truly stands apart from the rest. Furniture designed specifically for the home is negotiable, offering a potential turnkey opportunity for the next owner.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Donna Calhoun (407-329-6253)
918 ALGARE LOOP, WINDERMERE, FL 34786
$585,00056 Days on yellowkey MLS ID: O6396400
5 Days Off yellowkey (back on 4/18/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2553 Built: 2002Monthly Fee: $138 Tax: $4,190 (2025)Community: Belmere Village G3 48 70Single Family
Taxes:$4,190
Remarks: Under contract-accepting backup offers. Short Sale. Short sale opportunity in gated Belmere of Windermere. Situated on a large corner lot, this home features a split-bedroom floor plan, formal living and dining rooms, private office, and open kitchen overlooking the family room with fireplace. Additional highlights include wood-look flooring, high ceilings, abundant natural light, spacious primary suite with walk-in closet and large bath, covered and screened porch, tile roof, solar system, central vacuum, and side-entry 3-car garage. Great opportunity to own below market value in a community with excellent amenities. Short sale subject to lender approval.***Sellers will make the decision by Sunday 04/12/26. Please be advised that we have multiple offers.****
Listing is courtesy of: SOUTHERN PRESTIGE REALTY INC (407-614-3873)
Listing Agent: Abdul Aitboukil (863-521-2067)
5926 BLAKEFORD DR, WINDERMERE, FL 34786
$2,149,00087 Days on yellowkey MLS ID: O6388716
1 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3906 Built: 1999Monthly Fee: $298 Tax: $12,674 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$12,674
Remarks: Keene's Pointe - 24 hour gated/attended golf community in Windermere, Florida. This fully renovated home is situated on one of the most beautiful lots in the community. Located on the 11th fairway of The Golden Bear Club with golf and pond views, as well as golf and pond views of the 12th green from the front porch. Boasting an open floor plan with a dining room large enough to hold a table of 12, 3 bedrooms downstairs including the primary. The kitchen is functional with an island seating 4 with quartz waterfall edges, coffee bar, stainless KitchenAid appliances, Dacor panel refrigerator and pantry. The great room has a wall of windows overlooking the patio and stone fireplace. There is also a spacious office with desk and built-ins, and a second office/bar with built-ins that can be easily converted to a 5th bedroom. The primary suite is spacious with a wall of windows overlooking the pond/golf course, bathroom with 2 vanities with lighted mirrors, free-standing tub, and shower with rain head and 6 body jets, and large walk-in closet. The second floor features the 4th bedroom, perfect as an in-law suite, media or game room with 2 walk-in closets and a bath with shower and tub. Enjoy the view from the large covered patio with stone fireplace and summer kitchen overlooking the updated screened salt water pool and spa (new pump and heater in 2025), as well as the expansive and private back yard. The side entry garage features two parking spaces and an additional golf cart parking area, as well as epoxy coated floor and built-in cabinets and overhead racks. There is also steps to the attic over the garage with wood flooring for extra storage. Everything in this home has been tastefully updated in 2025. Wood-look tile and plantation shutters throughout, elegant lighting, tankless gas water heater (2025), pavered driveway and porch, new roof in 2021, AC's (2025/2018). This home has everything that country club living has to offer. Conveniently located to shopping, dining, expressways, tourist attractions and top-rated public and private schools. Call for your private showing today.
4812 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786
$3,699,000272 Days on yellowkey MLS ID: O6339134
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4262 Built: 2007Monthly Fee: $1,146 Tax: $45,888 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$45,888
High School: Olympia High
Middle School: Chain of Lakes Middle
Remarks: Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard featuring a glistening pool adorned with a cascading waterfall from the pergola. An expansive covered patio houses a summer kitchen, pool bath, and attached third bedroom accessed only from the courtyard. The heart of this home is a chef's dream, with a gourmet kitchen featuring top-of-the-line Wolf appliances, striking custom cabinetry, and an open design that seamlessly connects to the family room and dining areas. The grand primary suite offers a private sitting area overlooking the peaceful pond, double walk-in closets, and a spa-like bath complete with a Jacuzzi tub and an expansive walk-in shower. The third garage was converted into a gym with air conditioning and can be converted back to additional garage space. Garden villas offer carefree living with exterior grounds maintenance included in the separate monthly fees. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
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