Location: Windermere
Keyword(s): Bridgewater Middle
Keyword(s) Middle School: Bridgewater Middle
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6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786
$5,150,00040 Days on yellowkey MLS ID: O6388222
2 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6950 Built: 2009Monthly Fee: $298 Tax: $69,198 (2026)Community: Keenes PointeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$69,198
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2026
Middle School: Bridgewater Middle
Remarks: Located in Grosvenor Village within Keene’s Pointe, this estate overlooks a pond and the Tibet-Butler Preserve. Updated with interior design by Goehring & Morgan, the home includes professionally designed spaces by Angela Neel Interiors, lighting from Fine Art Handcrafted Lighting, and finishes including Emperador marble and Venetian plaster. The floor plan features a formal living room with a groin-vault ceiling leading to a central kitchen with Busby cabinetry, Emperador marble countertops, and two islands. Appliances include Miele steam oven, gas cooktop, wall oven, warming drawer, dishwashers, and a Sub-Zero refrigerator. The kitchen connects to the family room, dining area, and elevator lobby and is located near a home gym equipped with Cybex Eagle equipment. The primary suite includes a sitting area with fireplace, Busby built-in wet bar, wardrobe storage, and a bath with dual vanities, soaking tub, and walk-through shower. Additional interior features include a home office with wood flooring and display cabinetry, spiral staircase to the upper level, game room with kitchen, walk-in closet, and attic access, a laundry room, and a four-car split garage. Outdoor amenities include a covered lanai with fireplace, seating area, and sunset views over the pond and conservation area. The outdoor space also features a summer kitchen with gas grill and refrigerator, heated saltwater pool with sun shelf, travertine pool deck, and fire bowls with marble column accents. Sold fully furnished.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Monica Lochmandy (407-230-6888)
14255 SONCO AVE, WINDERMERE, FL 34786
$874,90028 Days on yellowkey MLS ID: O6392262
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2698 Built: 2006Monthly Fee: $130 Tax: $11,194 (2025)Community: SummerportSingle 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)
13712 SUMMERPORT VILLAGE PKWY, WINDERMERE, FL 34786
$444,90068 Days on yellowkey MLS ID: S5143431
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1997 Built: 2019Monthly Fee: $171 Tax: $5,448 (2025)Community: Vineyards/Horizons West Ph 4Townhouse
Taxes:$5,448
Elementary School: Independence Elementary
Remarks: Location!!! Great price!!! Top-rated school district!!! and a Renovated!!! Property ready for you to move in or invest. High rental demand and low inventory, ideal for investors or families. Fresh paint inside and out, new carpets, new indoor A/C with warranty, rear entry 2-car garage with epoxy flooring, and a spacious driveway. Kitchen island, granite counters, breakfast bar, stainless appliances large porch with relaxing views, a patio ideal for barbecues or outdoor breakfasts, surrounded by beautiful landscaping. Upstairs: 3 spacious bedrooms, plus a flexible loft. Primary Suite with walk-in closet and bath with dual sinks, second bedroom with walk -in closet, third bedroom with a reach-in closet, shared bathroom with dual sinks. Vineyard at Horizon West community amenities include: 2 clubhouses, swimming pools, park, community mailbox, sidewalks and recreational areas. Windermere High School (0.6 mi) Independence Elementary (1,3 mi) Bridgewater Middle School (1,7 mi). Just minutes from Winter Garden Village, hospitals, Disney Springs, Walt Disney World, Universal Studios, and Orange County National Golf Center and lodge. Approx 3,5 miles to FL-429 exit 19. With our preferred lender, you'll receive an additional benefit. Contact me today and don't let this opportunity pass you by! For security purposes, property is equipped with Ring exterior security cameras located at the front entrance and garage.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Carines Hernandez Bustillo (786-727-7434)
13858 CAYWOOD POND DR, WINDERMERE, FL 34786
$963,00053 Days on yellowkey MLS ID: O6382987
2 Days Off yellowkey (back on 4/5/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3070 Built: 2004Monthly Fee: $130 Tax: $12,050 (2025)Community: Summerport Ph 1Single Family
Taxes:$12,050
Remarks: Under contract-accepting backup offers. JUST REMODELED! Stunning lakefront pool home located in the heart of Windermere, offering 5 bedrooms, 4 full bathrooms, and nearly 3,100 square feet of beautifully updated living space. Perfectly positioned between downtown Windermere and Winter Garden Village, this exceptional property is nestled within the highly desirable Summerport community and features pristine waterfront views. This is more than a home-it's a lifestyle. From the moment you arrive, the home’s curb appeal impresses with a beautiful stone façade, charming arbor detail, spacious covered front porch, and a 3-car split garage. Inside, you are welcomed by a dramatic 20-foot ceiling in the formal living room, highlighted by elegant arched openings, a sweeping staircase, and a curved balcony overlooking the space below. Fresh updates throughout create a bright, modern feel, making this home truly move-in ready. Major improvements include a recently updated roof in last 6 years, brand-new AC system, and new water heater, new pool pump, new spa gas heater — offering comfort and peace of mind for years to come. Step outside to your private screened-in pool oasis. Cool off in the sparkling pool while enjoying serene lake views, mature landscaping, and added privacy from lush greenery — the perfect setting for relaxing or entertaining. Residents of Summerport enjoy resort-style amenities including a community pool, fitness center, basketball and tennis courts — all just minutes from shopping, dining, and entertainment at Winter Garden Village, and zoned for top-rated Windermere schools. Experience luxury lakefront living with privacy, elegance, and timeless charm — all in one of Central Florida’s most sought-after communities. Information deemed reliable but not guaranteed.
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Chun Cai (951-699-4983)
11455 CLAYMONT CIR, WINDERMERE, FL 34786
$1,249,00014 Days on yellowkey MLS ID: O6396381
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2262 Built: 2003Monthly Fee: $298 Tax: $7,673 (2025)Community: Keenes PointeSingle Family
Taxes:$7,673
Remarks: Better-Than-New Fully Renovated Pool Home in 24-hour gated/attended Keene's Pointe. Home to The Golden Bear Club an 18-hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming. Welcome to your dream home—completely renovated and truly move-in ready! This stunning residence offers the perfect blend of modern upgrades, thoughtful design, and luxurious indoor-outdoor living. Step inside to discover a spacious, light-filled layout featuring three bedrooms, three full bathrooms, formal dining room, and a dedicated office, ideal for working from home or creating a private retreat. A formal dining room with arched window greets you at the entrance, while the heart of the home opens into an expansive great room with an open-concept floor plan, seamlessly connecting the living, dining, and kitchen areas—perfect for entertaining. The low maintenance wood-look tile carries throughout the home.The beautifully updated kitchen boasts a large island that seats 6 comfortably and provides additional storage. White and oak shaker cabinets, Verona quartz on the counters and backsplash, and new stainless steel appliances, create a warm and inviting atmosphere for gatherings both large and small.The primary suite offers two custom closets and bathroom with dual vanities, free-standing tub and zero entry shower. On each side of the kitchen are the two additional bedrooms with full baths to service each offering custom tile detailing and decorative free-standing vanities. From the great room through the triple-panel sliding door you enter the patio overlooking your own private oasis with an oversized pool and spa, recently resurfaced and enhanced with a new pool motor and heater—perfect for year-round relaxation and entertaining. Throughout this home you will find quality features such as designer lighting, crown moldings, and coffered and tray ceilings. Additional highlights include: 3-car garage with ample storage space, tankless gas water heater for energy efficiency and endless hot water, new roof (2022), professionally designed landscaping and much more. Every detail has been thoughtfully updated, offering the feel of new construction without the wait. Located in close proximity to shopping, dining, major tourist attractions, expressways and top-rated public and private schools - space, style and upgrades in every corner, this home truly has it all!
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
13421 BONICA WAY, WINDERMERE, FL 34786
$1,369,99929 Days on yellowkey MLS ID: O6392381
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4869 Built: 2005Monthly Fee: $317 Tax: $19,939 (2025)Community: Tildens Grove Ph 02Single Family
Taxes:$19,939
Remarks: Gorgeous East facing custom estate on a .63-acre lot in the highly sought-after 24-hour guard-gated community of Tildens Grove in Windermere. This elegant home offers 6 bedrooms, 4.5 baths, and an open layout perfect for entertaining, all located near top-rated schools, the Butler Chain of Lakes, Winter Garden Village, major highways, and Walt Disney World. Kitchen has two-tone cabinetry, granite countertops, an oversized island, gas cooktop, double ovens, walk-in pantry, and brick wine cellar with cast iron doors. The kitchen opens to a spacious family room with custom built-ins, gas fireplace, and French doors leading to the lanai. Formal living and dining rooms showcase tray and coffered ceilings, with travertine flooring and crown molding throughout the main areas. Fenced yard. The primary suite features a sitting area, bay windows, French doors to the pool, dual walk-in closets, and a bath with soaking tub, dual vanities, and walk-in shower. A connected flex room can serve as an office, nursery, or additional bedroom. The split floor plan offers privacy, while upstairs includes a bonus room, bedroom, full bath. Additional highlights include a dedicated office, oversized 3-car garage, and numerous updates such as new A/C, water softener, gas stove, washer/dryer, electrical upgrades, and fresh exterior paint. Tildens Grove is an exclusive community of 140 homes offering tennis courts, playground, basketball court, and soccer field, with a neighborhood park just steps away.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Aparajita Leekha (352-562-3731)
8375 BOWDEN WAY, WINDERMERE, FL 34786
$1,369,000173 Days on yellowkey MLS ID: S5137385
1 Days Off yellowkey (back on 4/4/2026)
REDUCED by $1,000 (0.1%) on 03/31/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3809 Built: 1999Monthly Fee: $283 Tax: $9,709 (2025)Community: Keenes Pointe Unit 1Single Family
Taxes:$9,709
Remarks: The kitchen has been recently upgraded with brand-new white quartz (Calacatta Belardo) countertops and backsplash, creating a bright, modern, and spacious feel. 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.
Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE (407-217-7573)
Listing Agent: Oscar Rodriguez (321-297-7264)
11450 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
$749,901178 Days on yellowkey MLS ID: O6354816
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2622 Built: 2002Monthly Fee: $170 Tax: $4,856 (2024)Community: Glenmuir 48 39Single Family
Taxes:$4,856
Tax Year: 2024
Remarks: 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. 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.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: David Sanchez (321-262-2322)
6110 KEENES POINTE DR, WINDERMERE, FL 34786
$1,900,00016 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 PointeSingle 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)
6288 BLAKEFORD DR, WINDERMERE, FL 34786
$2,600,000150 Days on yellowkey MLS ID: O6361679
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5366 Built: 2003Monthly Fee: $283 Tax: $34,766 (2025)Community: Keenes PointeSingle Family
Taxes:$34,766
Remarks: Golfers, entertainers, and chefs- this is the home that checks every box. Perfectly positioned on the 18th tee box of the Golden Bear Golf & Country Club, this move-in ready, three-story five-bedroom, four full and three half bath custom residence is one of the most unique properties in all of Keene’s Pointe. Located within the highly coveted 24-hour guard-gated community, residents have the option to enjoy access to The Golden Bear Club, Jack Nicklaus designed championship golf, tennis courts, fitness facilities, resort-style pool, and private dining. From the moment you step inside, the home commands attention. A soaring 22-foot ceiling, a nine-foot sparkling crystal chandelier, and a dramatic custom stone water feature set the tone. The first floor has been transformed with 24x48 porcelain tile in a flowing layout capturing natural light and uninterrupted views of the pool, patio, and golf course. The kitchen is a chef’s dream, complete with a Thermador refrigerator, extensive cabinetry, an oversized walk-in pantry, and seamless access to the custom bar, outfitted with four under-counter refrigerators. The summer kitchen extends the entertaining outdoors with a built-in gas grill, dishwasher, and ice maker, all overlooking the pool and fairway. The spacious primary suite offers a spa-caliber retreat: floor-to-ceiling tile, a crystal chandelier, and a serene hotel-inspired design. One of the home’s most exclusive features: the third floor. As the only three-story property in all of Keene’s Pointe, it showcases a fully renovated wet bar, a large quartzite island, and panoramic views. With 5,478 square feet of interior living space and over 3,000 square feet of covered outdoor living, this home offers more than 8,000 square feet of combined entertaining space. So take advantage of Florida’s beautiful weather year-round. This home is truly one of a kind, an entertainer’s paradise in one of Windermere’s most prestigious communities. Slate tile 2003 Hvac installed 3/2024- Two units. Upstairs 3.5 ton. Downstairs 5 ton.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
11333 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,250,000294 Days on yellowkey MLS ID: O6322386
REDUCED by $27,000 (2.1%) on 04/02/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3449 Built: 2004Monthly Fee: $283 Tax: $12,506 (2024)Community: Keenes PointeSingle Family
Taxes:$12,506
Remarks: One or more photo(s) has been virtually staged. Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a secondary living area, media room, or playroom. The owner’s suite is conveniently located on the first floor, providing privacy and easy access, one bedroom can be used as an office located in the first floor, while the remaining three bedrooms are upstairs, offering ample space for family or guests.Step inside to soaring high ceilings and luxurious travertine tile flooring that flows throughout the main living areas on the first floor, creating a seamless and elegant look. The master bedroom is carpeted for added warmth and comfort.The gourmet kitchen overlooks the open-concept living and dining spaces, making it perfect for entertaining. From the living area, step out onto the covered lanai, ideal for year-round outdoor enjoyment. The fenced backyard provides a secure and private retreat with room for pets, play, or future swimming pool or outdoor enhancements. New roof was just replaced (June 2025), new AC units replaced in 2023. Laundry room with cabinetry and utility sink. Residents of Keenes Pointe enjoy access to world-class amenities including The Golden Bear Club featuring a Jack Nicklaus-designed golf course, clubhouse, dining, fitness center, and lakeside parks. The community is zoned for top-rated schools and is conveniently located near Windermere, Winter Garden Village, major highways, and theme parks.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Cynthia Noto (407-782-1878)
11537 CLAYMONT CIR, WINDERMERE, FL 34786
$1,400,00017 Days on yellowkey MLS ID: O6395210
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3164 Built: 2002Monthly Fee: $283 Tax: $16,031 (2024)Community: Keenes Pointe Ut 04 Sec 31 48 82Single Family
Taxes:$16,031
Remarks: Stunning transitional home in sought after manned gated Keene’s Pointe Community of Windermere! This beautifully renovated home offers a modern, neutral palette with high-end finishes throughout. Step inside to a grand foyer leading to the formal dining room, where coffered ceilings and tall windows flood the space with natural light. The open-concept kitchen and living area is a chef’s dream, featuring a seamless quartz waterfall peninsula, stainless steel appliances, and abundant countertop and cabinet space. The first-floor master suite is a serene retreat, boasting soaring tray ceilings, stylish furnishings, and pull-down shades for added privacy. The ensuite bathroom offers a custom-organized walk-in closet, dual vanities, a spacious garden tub, a large walk-in shower, and a private water closet. Also on the first floor are three generously sized secondary bedrooms, two of which share a Jack-and-Jill bathroom—ideal for multi-generational living or visiting guests. Upstairs, a versatile loft space with elegant laminate flooring provides the perfect setting for a game room, playroom, or home gym. A full bathroom and a spacious fourth secondary bedroom complete the second level. Step outside to enjoy Florida’s year-round sunshine in the private backyard, featuring a sparkling pool and a covered patio—perfect for lounging or entertaining. The home is just steps away from the community park, offering even more outdoor recreation opportunities. As a resident of Keene’s Pointe, you’ll enjoy 24-hour gated security, a fitness center, community docks and boat ramps, and the option to join the exclusive Jack Nicklaus-designed Golden Bear Club (membership not included; buyer to inquire independently). Conveniently located near top-rated schools, Publix, and Lakeside Village Center for all your shopping and dining needs. Don't miss this opportunity to live in one of Windermere’s most sought-after communities—schedule your showing today!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786
$3,500,000147 Days on yellowkey MLS ID: O6361099
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4676 Built: 2010Monthly Fee: $283 Tax: $24,892 (2024)Community: Keenes PointeSingle Family
Taxes:$24,892
Remarks: Remarkable Waterview Estate in Keene’s Pointe! Heated Saltwater Pool, Main-Floor Living, and Expansive Outdoor Living Space. Discover an exceptional custom Goehring & Morgan home offering the perfect blend of functionality and breathtaking outdoor living, located in a cul-de-sac of the exclusive Grosvenor Village within Keene’s Pointe, known for its privacy, guard-gated security, and Golden Bear Club lifestyle. Key Features & Lifestyle Amenities: Heated & Saltwater Resort-Style Pool with travertine decking, water feature, automatic water-fill system, and updated equipment (2022). Spacious Outdoor Living with full summer kitchen, huge covered lanai with automatic screens, fire pit, fenced yard, water views, and sunset orientation. Game / Media Room with Full Bar plus second-floor bonus room, ideal for entertaining, home theater or multigenerational use. Wine Cellar + bar area. Hidden walk-in pantry, custom cabinetry and high-end Wolf 48” gas cooktop. Primary bedroom on the main floor with lanai access + spa-style bath. Office with built-ins off the foyer. 3 bedroom suites on main level each with walk-in closets and private bath access. Newer HVAC systems replaced in Nov 2022 + dehumidifier system (4 units total, serviced Oct 2024). Outdoor elevated garden shed (2024) + premium Vego metal garden beds (50-year durability). Oversized 3-car garage. Interior Highlights: Luxury finishes include travertine flooring, soaring ceilings, extensive trim detail, picture-frame windows, custom lighting, and seamless indoor-outdoor living through 10-ft sliders connecting the family room, game room, and lanai spaces. The open dining room features a signature chandelier and architectural ceiling detail. Primary Suite Retreat: coffered ceiling, large walk-in closet, dual vanities, soaking tub & walk-in shower. All living areas on the first floor create an intuitive and highly desirable floor plan, with the upstairs bonus/game room as the perfect flexible space. Mechanical / System Upgrades: 4 HVAC units (2 replaced Nov 2022; serviced Oct 2024) Dehumidifier located in the bonus room closet Pool equipment updated approx. 2022 Original pool heater in excellent working condition Roof cleaned, repaired & inspected 2023 Community & Location: Keene’s Pointe offers 24-hour guard-gated security, Golden Bear Club golf, tennis, fitness + dining, boat access to the Butler Chain of Lakes, nature trails, and a warm community feel. Minutes to Windermere Prep, Disney, and Universal.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
9940 GROSVENOR POINTE CIR, WINDERMERE, FL 34786
$3,195,00068 Days on yellowkey MLS ID: O6380812
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5071 Built: 2014Monthly Fee: $283 Tax: $29,036 (2024)Community: Keenes PointeSingle Family
Taxes:$29,036
Remarks: Welcome to an extraordinary custom residence located within the prestigious guard-gated golf community of Keene’s Pointe, one of Windermere’s most sought-after luxury enclaves. Built in 2014 and set on an expansive 0.51-acre, this estate offers over 5,000 square feet of refined living space, thoughtfully designed to balance elegance, comfort, and modern functionality. The property enjoys a rare premium setting with serene pond views wrapping both the rear and side of the home, creating a private, picturesque backdrop rarely found within the community. The residence features 5 bedroom suites, including a luxurious primary suite on the main level along with an additional first-floor guest suite, ideal for multigenerational living or extended visitors. Three spacious ensuite bedrooms are located upstairs, each offering comfort and privacy. At the heart of the home, the chef’s kitchen is a true showpiece, appointed with top-of-the-line appliances, custom cabinetry, an oversized island, and seamless flow into the main living and entertaining areas. Expansive windows and sliding glass doors flood the interiors with natural light while framing tranquil water views. Outdoor living is equally impressive, highlighted by a beautiful pool and spa, an extended brick-paver lanai, and a fully equipped summer kitchen, all designed for year-round Florida entertaining. The oversized yard, enhanced by the half-acre lot and pond frontage, provides both privacy and space rarely available in Keene’s Pointe. Additional highlights include: • 3-car garage • High ceilings & architectural detailing • Hidden pantry • Office on the 1st floor • Gas fireplace in the family room and outdoors • Modern transitional finishes throughout Residents enjoy 24-hour guard-gated security, lush landscaping, private roads, and optional membership to the Golden Bear Club, featuring golf, dining, fitness, tennis, and social amenities. Ideally located near top-rated Windermere schools, fine dining, shopping, and major roadways, this exceptional estate represents the pinnacle of luxury living in one of Central Florida’s premier golf communities.
9721 CARILLON PARK DR, WINDERMERE, FL 34786
$5,000,000243 Days on yellowkey MLS ID: O6336879
Bed: 6 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 8305 Built: 2011Monthly Fee: $277 Tax: $47,936 (2023)Community: Keenes PointeSingle Family
Taxes:$47,936
Tax Year: 2023
Remarks: Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate.
11044 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,359,99942 Days on yellowkey MLS ID: O6388401
REDUCED by $40,001 (2.9%) on 04/02/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4257 Built: 2004Monthly Fee: $634 Tax: $11,066 (2025)Community: Reserve At Lake Butler Sound Ut 2Single Family
Taxes:$11,066
Remarks: Stunning home in the Reserve at Lake Butler Sound-Windermere. This luxury living at its finest located in the prestigious 24 hour guarded community. The property features 5 bedrooms, 4.5 bathrooms, a 3-car garage, and a private heated pool, perfect for relaxing or entertaining. The owner has invested more than $100,000 upgrades..... newly renovated kitchen boasts brand new cabinetry and countertops., creating a modern and stylish space for cooking and gathering. Upstairs, the loft includes brand new hardwood flooring and a full bathroom, making it ideal as a guest suite, media room, office, or versatile multi purpose space. The 3 car garage offers a Tesla charger, Epoxy flooring, Storage Racks, and Shelves..... Enjoy the comfort, elegance, and security of one of Windermere's most sought-after communities.Roof (2023). Air conditions (2020 and 2022). ... No rear neighbor... Please schedule your private viewing today ....
Listing is courtesy of: MAY HO REALTY (407-923-8903)
Listing Agent: Jennie Ho (407-923-8903)
8438 TIBET BUTLER DR, WINDERMERE, FL 34786
$1,650,00053 Days on yellowkey MLS ID: O6378352
4 Days Off yellowkey (back on 4/2/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3464 Built: 1999Monthly Fee: $298 Tax: $18,880 (2025)Community: Keenes Pointe Unit 01Single Family
Taxes:$18,880
Remarks: Under contract-accepting backup offers. Located within the prestigious golf community of Keene’s Pointe, this elegant residence by renowned builder David Weekley Homes offers a refined blend of sophistication, comfort, and privacy in one of Windermere’s most sought-after addresses. Featuring 5 bedrooms and 4 full bathrooms, this two-story home presents a thoughtfully designed and versatile layout, ideal for both everyday living and effortless entertaining. Set on an oversized homesite, the property stands out with its impressive curb appeal, extended driveway, and 3-car garage. The interiors are filled with natural light and defined by a seamless open-concept design that connects the main living areas with a sense of flow and warmth. The recently renovated kitchen serves as the heart of the home, showcasing an expanded center island, contemporary finishes, high-end appliances, and natural gas connectivity—perfect for gathering and entertaining. The outdoor living experience is equally compelling, featuring a beautifully designed pool, travertine deck, covered patio, and screened lanai, all complemented by a spacious fenced backyard with mature landscaping that enhances both privacy and ambiance. The floor plan offers exceptional flexibility, including a private office that may serve as a library or formal living space, a first-floor primary suite overlooking the pool area, and an additional guest suite on the main level. Upstairs, a dedicated loft/retreat area complements the secondary bedrooms, including a well-designed Jack-and-Jill configuration. Recent updates further elevate the home’s appeal, including a fully renovated kitchen and island, as well as the complete removal of carpet throughout, resulting in a clean, modern, and cohesive aesthetic. Additional highlights include: Interior wall insulation (R-30) for enhanced comfort and quietness Natural gas connection, including outdoor capability Pool views from key living areas Functional and adaptable layout Residents of Keene’s Pointe enjoy 24-hour guard-gated security and access to the exclusive Golden Bear Club, featuring a Jack Nicklaus-designed golf course, resort-style pool, fitness center, tennis courts, and premier amenities. A distinguished residence that embodies elevated living, privacy, and timeless appeal.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Daniel Pavel (407-747-3408)
5317 KEENES PHEASANT DR, WINDERMERE, FL 34786
$360,00022 Days on yellowkey MLS ID: O6394104
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1155 Built: 2005Monthly Fee: $213 Tax: $5,412 (2025)Community: Summerport Phase 4Townhouse
Taxes:$5,412
Remarks: Under contract-accepting backup offers. SINGLE-STORY, END-UNIT TOWNHOME WITH BRAND NEW CARPET AND PAINT! Step into this move-in ready Summerport townhome, complete with 2 large bedrooms, covered and screened lanai, spacious kitchen, and updated AC (2025) and roof (2018)! As you enter, you are greeted by a large open concept living and dining space with tons of natural light. The kitchen connects seamlessly to the living area, and features tons of cabinetry, stainless steel appliances, pantry, bar top seating, and additional eat-in kitchen space. The primary suite has a huge walk-in closet, stunning tray ceiling, large vanity with tons of storage, and relaxing soaking tub. The guest bedroom is set away from the primary for added privacy and features its own guest bathroom. Stunning glass French Doors take you out to the covered and screened-in patio, perfect for enjoying the lovely Florida weather! The home also features an attached 2-car garage, large laundry room with included washer and dryer (plus room for storage!), and all exterior maintenance (including roof replacement and painting) and landscaping included! The popular Summerport community features a clubhouse with fitness center, community pool, playgrounds, tennis courts, basketball courts, volleyball court, and walking trails. The location is also prime, with direct access to Keene's Crossing Elementary School, Foxtail Coffee, Kelly's Homemade Ice Cream, and Marco's Pizza right across the street! Centrally located with easy access to CR-535, Walt Disney World, Disney Springs, Winter Garden Village, and Hamlin Shopping, you will never run out of things to do and see. Come see this home before it is gone!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Matthew Gordon (732-754-3377)
11334 CAMDEN LOOP WAY, WINDERMERE, FL 34786
$1,250,000122 Days on yellowkey MLS ID: O6367433
REDUCED by $25,000 (2.0%) on 04/01/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3021 Built: 2005Monthly Fee: $298 Tax: $8,578 (2024)Community: Keenes PointeSingle Family
Taxes:$8,578
Remarks: Nestled within the guard-gated community of Keene’s Pointe, this beautifully updated single-story home offers a well-designed, functional layout with tasteful upgrades throughout. Recent improvements include luxury vinyl flooring, updated lighting, fresh interior and exterior paint, and a new roof installed in 2024, making the home truly move-in ready. The open-concept kitchen and family room are filled with natural light and feature refinished cabinetry, granite countertops, stainless steel appliances, a gas range, and double ovens, flowing seamlessly through French doors to a screened pool and covered patio—perfect for both entertaining and everyday Florida living. The desirable split floor plan provides privacy, with a spacious primary suite overlooking the pool and offering multiple walk-in closets and a well-appointed en-suite bath with a soaking tub, large walk-in shower, and private toilet room, while three additional bedrooms and two full bathrooms are tucked away toward the rear of the home. Outdoors, the private pool area is enhanced with stacked river stone and a tranquil water feature, creating a serene retreat. Additional highlights include a laundry room conveniently located off the kitchen, an oversized three-car garage with freshly painted floors, and a welcoming front porch surrounded by mature oak trees. Residents enjoy 24-hour security, access to a community boat ramp on Lake Burden, scenic walking trails, and nearby parks, with optional membership available at the Golden Bear Club featuring golf, tennis, dining, and the Jack Nicklaus Signature Golf Course, all just minutes from top-rated schools and shopping at Lakeside Village Center.
Listing Agent: Rob Rahter (407-497-4526)
11821 WATERSTONE LOOP DR, WINDERMERE, FL 34786
$1,548,90030 Days on yellowkey MLS ID: O6390961
5 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3447 Built: 2012Monthly Fee: $442 Tax: $21,545 (2025)Community: WaterstoneSingle Family
Taxes:$21,545
Remarks: Under contract-accepting backup offers. WWaterstone is guard-gated, well-established, and home to something most neighborhoods can't match: a private pedestrian gate with direct access to Windermere Preparatory School, ranked the #1 private K–12 in Orange County. For families, that detail alone tends to end the search. The home itself is a custom Silliman Homes courtyard design, single-story, built with the kind of attention to detail that holds up over time. Wrought-iron courtyard gates and a solid wood entry door set the tone before you ever step inside. Beamed ceilings, hardwood floors throughout the main living areas, custom built-ins, and a gas fireplace. The separate dining room has detailed ceiling work that elevates it beyond most you'll see at this price point. The kitchen delivers at this level. Five-burner gas cooktop, built-in oven, a proper working island, exotic granite countertops, custom cabinetry, and a walk-in pantry that actually fits a household. It opens to the family room with stone accents and a wall of windows looking out to the pool. Good flow, good light. The primary suite is privately tucked away with an oversized walk-in closet and a bath with dual granite vanities, garden tub, and walk-in shower. Four bedrooms, four and a half baths in total, every bedroom with its own private full bath. Secondary bedrooms are generously sized and thoughtfully positioned relative to the rest of the home. Outside: a heat pump heated pool and spa, a full summer kitchen with built-in grill and refrigerator, and a gazebo with its own gas fireplace. Two gas fireplaces, one in the living room and one in the gazebo, mean the ambiance follows you inside or out. The kind of setup that actually gets used. Two whole-house gas water heaters and smart home features keep everything running effortlessly year-round. 24-hour guard-gated security, five minutes to Windermere's dining, shopping, and golf, and in the heart of Central Florida's most iconic attractions. On clear evenings, you don't even have to leave. The Magic Kingdom fireworks are visible right from the backyard. One gate leads to the best school in the area. The other view is Disney. Not many addresses can say both.
Listing is courtesy of: VOLKE REAL ESTATE LLC (407-502-2383)
Listing Agent: Mauricio Penha (561-866-1917)
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