Location: Keenes Pointe, Windermere
Do Not Show Listings
6102 S HAMPSHIRE CT, WINDERMERE, FL 34786
$2,499,000203 Days on yellowkey MLS ID: O6344907
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4810 Built: 2002Monthly Fee: $277 Tax: $17,161 (2024)Community: Keenes PointeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,161
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: One or more photo(s) has been virtually staged. This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living space. Designed with a functional single-story layout, the home features a split floor plan. The primary suite and office are situated on one side for added privacy, while three additional bedroom suites and the laundry room are located on the opposite wing. A double-door entry leads into an open interior with quality finishes throughout, including 8-foot interior doors, custom woodwork, and detailed ceiling designs. The kitchen is equipped with high-end appliances, granite countertops, a spacious breakfast bar, a walk-in pantry, and a built-in desk area. The family room flows naturally into a bonus space that can be used as a media room, playroom, or game room. The primary suite includes a sitting area, a large custom closet, and a well-appointed bathroom with a soaking tub, walk-in shower, and dual vanities. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for comfort and functionality, with heated pool and spa, summer kitchen, and a dedicated pool bathroom. The exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Keene’s Pointe is a gated community with 24-hour staffed security, offering privacy and a well-maintained environment.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jessica Cueva Pa (321-286-6065)
8350 BOWDEN WAY, WINDERMERE, FL 34786
$1,199,0007 Days on yellowkey MLS ID: O6395966
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3368 Built: 2001Monthly Fee: $298 Tax: $8,638 (2025)Community: Keenes PointeSpa: NoSingle Family
Taxes:$8,638
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Gated/24-hour attended Keene's Pointe. Home of The Golden Bear Club, a private membership club offering golf, tennis, fitness, dining and swimming. This thoughtfully designed home offers both space and functionality for modern living. Upon entry, you’re welcomed by a spacious formal dining room, formal living room, and a private office featuring classic French doors—perfect for working from home. Wood-look tile flooring flows seamlessly throughout the entire first floor, adding warmth and durability.The private primary suite is a true retreat, complete with a large walk-in closet featuring custom shelving and an en suite bathroom. The updated kitchen boasts white shaker cabinets, stainless appliances, ample storage, and a cozy breakfast nook that opens to the inviting family room—ideal for everyday living and entertaining.The first floor also includes two additional bedrooms, a fully renovated bathroom, and bonus space for work or play, offering flexibility for family or guests. Upstairs, you’ll find a spacious bonus room that can easily serve as a fourth bedroom along with a full bathroom—perfect for a guest suite or multi-purpose space.The back yard provides plenty of space for a future pool or entertaining area. There is also a garage with 2 spaces for cars and a tandem third space for golf cart or storage.Tankless gas water heater, water softner system, NEW ROOF in 2022, updated HVAC units (2026 and 2021), new paver driveway in 2026, designer touches throughout, and much more! This home combines comfort, style, and versatility—ready for you to move in and make it your own.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
9259 TIBET POINTE CIR, WINDERMERE, FL 34786
$6,499,000318 Days on yellowkey MLS ID: O6312645
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
Remarks: 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.
11866 CAMDEN PARK DR, WINDERMERE, FL 34786
$984,90036 Days on yellowkey MLS ID: O6381558
1 Days Off yellowkey (back on 3/24/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3337 Built: 2006Monthly Fee: $298 Tax: $13,742 (2025)Community: Keenes PointeSingle Family
Taxes:$13,742
Remarks: Welcome. A new roof and one new AC System are being installed! Residing in the established, guard-gated community of Keene’s Pointe, this delightful five-bedroom, four-bathroom home features a functional two-story layout, with multiple living areas, spacious bedrooms, and modern finishes, creating an environment that is ready for life’s ever-changing needs. At the heart of the home, the gourmet kitchen showcases granite counters, plenty of cabinetry, a breakfast bar, and an island overlooking the family room and backyard, offering a cohesive main living space fit for relaxation and memorable gatherings. If practicality and privacy are aspects at the top of your list, the three-way split-bedroom floor plan allows for incredible flexibility and offers pristine privacy for all. On one side of the home, the large primary suite enjoys a tray ceiling, stylish flooring, a spacious closet, dual vanities, and a separate garden tub there to soothe you each day. On the other side of the home, the remaining bedrooms and bathrooms are designed to maximize privacy, with the ability to easily create en-suites, while the upstairs bonus room, bedroom, and bathroom provide a versatile and private space. High ceilings, crown molding, and ceiling accents throughout the home add a refined finish to the interior spaces. Venture outside to enjoy the sizable, covered lanai, providing a perfect retreat while remaining protected from the elements, or enjoy a journey through the lusciously landscaped community, with multiple parks and a community boat ramp accessing the Butler Chain of Lakes deliver regular delight. If the country club lifestyle is for you, The Golden Bear Club offers social and golf membership for an additional fee, which grants access to the renowned Golden Bear Golf Course and practice facilities, as well as the resort-style pool, tennis courts, state-of-the-art fitness center, and dining. The community’s location delivers unmatched convenience with proximity to well-rated schools, along with The Grove, Westside Shoppes, Cornerstone at Summerport, and Downtown Windermere for daily essentials, local dining, and shopping adventures. Entertainment options abound with easy access to Disney, Universal, and the famed Restaurant Row in Dr. Phillips. Schedule your private showing today to experience the full charm of this practical home.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786
$5,150,00032 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
Taxes:$69,198
Tax Year: 2026
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)
11455 CLAYMONT CIR, WINDERMERE, FL 34786
$1,249,0006 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!
8375 BOWDEN WAY, WINDERMERE, FL 34786
$1,369,000165 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)
6110 KEENES POINTE DR, WINDERMERE, FL 34786
$1,900,0008 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
$2,600,000142 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
$1,250,000286 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
$1,400,0009 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
$3,500,000139 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
$3,195,00060 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
$5,000,000235 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.
8438 TIBET BUTLER DR, WINDERMERE, FL 34786
$1,650,00045 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)
11334 CAMDEN LOOP WAY, WINDERMERE, FL 34786
$1,250,000114 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)
6507 ROSELLA CT, WINDERMERE, FL 34786
$7,400,000158 Days on yellowkey MLS ID: O6353035
5 Days Off yellowkey (back on 3/31/2026)
Bed: 7 Bath: 7.5 Gar: 4 Liv Area Sq Ft: 10485 Built: 2007Monthly Fee: $283 Tax: $82,440 (2024)Community: Keenes Pointe 46/104Single Family
Taxes:$82,440
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. 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!
Listing is courtesy of: DEANNA MARIE SECHREST (863-287-0967)
Listing Agent: Deanna Sechrest (863-287-0967)
9343 TIBET POINTE CIR, WINDERMERE, FL 34786
$7,950,000483 Days on yellowkey MLS ID: O6264629
Bed: 7 Bath: 9.0 Liv Area Sq Ft: 8362 Built: 2004Monthly Fee: $283 Tax: $65,265 (2024)Community: Keenes Pointe Unit 03 46/104Single Family
Taxes:$65,265
Remarks: PRICE Improvenent!! Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone flooring, elegant ceiling details, clerestory windows, and expansive lake views set a modern tone. At the center of the home, the kitchen is a chef's dream; stone flooring and a massive working island, state-of-the-art appliances combine function and beauty with double ovens, exotic granite, stunning glazed custom cabinetry, and a huge walk-in pantry. The gourmet kitchen opens naturally to the family gathering areas, complete with sparkling lake views. A fireplace shares the media wall with a built-in entertainment center, while French doors give access to the outdoors. Just off the family area, the game room is finished with a beautiful bar area. The state-of-the-art home theatre is located just off the game room. Entertain outdoors in true Florida style; the outdoor gourmet area was added in 2019, including a large bbq grill area, massive dining/working island, wine cooler, XL Fridge as well as a pizza oven. The free-form pool, heated spa, and boat dock with lift. The master suite is private with huge master closet and beautifully finished master bath. All secondary bedrooms are ensuite. All baths have been updated. The entire home has been freshly painted and all carpet has been replaced. The detached guest house is great for extended family.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Juan Delgado (407-744-4469)
8160 TIBET BUTLER DR, WINDERMERE, FL 34786
$1,999,00049 Days on yellowkey MLS ID: O6382290
1 Days Off yellowkey (back on 2/23/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4806 Built: 2003Monthly Fee: $298 Tax: $24,646 (2025)Community: Keenes PointeSingle Family
Taxes:$24,646
Remarks: Keene's Pointe - gated/attended community in Windermere, Florida. This impeccably designed and updated four-bedroom residence offers refined living with three full and two half baths, professionally decorated and showcasing high-end finishes throughout. Perfectly positioned on the 4th tee box of The Golden Bear Club with tranquil pond views, this home delivers timeless elegance and exceptional functionality.The first floor features rich hardwood flooring, plantation shutters, and gracious formal living and dining rooms ideal for entertaining. The luxurious primary suite is a private retreat, complete with custom closets and a spa-like bath featuring a freestanding soaking tub and dual vanities.Upstairs, there are 3 bedrooms and two baths, and a spacious media room features a comfortable sitting area and a dedicated exercise space, all overlooking the golf course—an ideal setting for relaxation, recreation, or work-from-home flexibility.Additional highlights include a 3+ car garage with abundant storage and a separate in-law apartment above the garage with a private entrance and full bath. Currently used as an office, this versatile space is perfect as an in-law suite, guest quarters, or private studio.Thoughtfully designed with premium finishes and breathtaking views, this exceptional home offers Country Club living at its finest. Located in close proximity to shopping, dining, expressways and Disney, as well as top-rated public and private schools.
8411 WOBURN CT, WINDERMERE, FL 34786
$1,260,00015 Days on yellowkey MLS ID: O6391980
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2562 Built: 1999Monthly Fee: $222 Tax: $12,964 (2025)Community: Keenes PointeSingle Family
Taxes:$12,964
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to this beautifully reimagined luxury residence in the highly sought-after Keene’s Pointe, ideally positioned on a quiet cul-de-sac and backing onto the serene natural beauty of the Tibet Butler Preserve. This exceptional 4 bedroom, 3 bathroom home with a dedicated office has been extensively renovated to an outstanding standard, offering a perfect blend of modern design, comfort, and privacy in one of Windermere’s premier guard-gated communities. From the moment you arrive, the custom iron front door sets the tone for the quality found throughout. Inside, the entire home has been thoughtfully updated with smooth finished walls and ceilings, elegant crown molding in every room, and wood-look ceramic flooring that flows seamlessly throughout. Every space has been freshly painted, creating a light, bright, and cohesive feel, while feature walls, custom trim detailing, and designer touches elevate the overall aesthetic. The heart of the home is the fully remodeled kitchen, showcasing custom cabinetry, granite countertops, and WiFi-enabled LG appliances, perfectly designed for both everyday living and entertaining. The open layout connects effortlessly to the main living areas, enhanced by upgraded LED lighting and stylish ceiling fans throughout. The primary suite offers a true retreat, featuring a beautifully redesigned bathroom with custom cabinetry, upgraded finishes, and a luxurious soaking tub. Guest bathrooms have also been fully renovated with new flooring, showers, and modern fixtures. Additional highlights include custom closet systems with integrated lighting, a redesigned pantry with barn-style doors, and upgraded ceilings in both the dining room and sunroom. Step outside to your private outdoor oasis, where the oversized screened lanai, pool, and spa create the perfect setting for relaxation or entertaining. The pool has been enhanced with an acid wash, updated tile, and a resurfaced pool deck, complemented by a new spa heater, WiFi-enabled pool controls, and thoughtfully designed landscaping with ambient lighting that adds to the home’s tranquil atmosphere. This home is as smart as it is stylish, featuring a comprehensive ADT security system with cameras, glass break sensors, water detection, CO2, and fire monitoring, along with an air purification system integrated into the HVAC for added comfort and peace of mind. Additional upgrades include new garage door openers, updated exterior lighting, and professionally enhanced landscaping. Located toward the front of Keene’s Pointe, the home also benefits from convenient access to CR 535 and I-4, offering a meaningful time-saving advantage compared to properties deeper within the community. With its private setting, extensive high-end upgrades, and prime location, this is a rare opportunity to own a truly turnkey luxury home in one of Windermere’s most desirable communities.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
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