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$1,875,000
4 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Classic elegance defined in this stately Keene’s Pointe residence, set along the 17th Fairway of the renowned Jack Nicklaus Signature Golf Course. An impressive grand foyer with warm hardwood flooring greets guests to a traditional-style home with office and formal plus family living spaces on the first floor, along with a guest suite. The primary bedroom and two other secondary bedrooms are upstairs, offering an elevated view of the golf course. A balcony spans the second floor of the home. All bedrooms feature new carpet and fresh interior paint and LED lighting. The updated kitchen features striking white cabinetry, stainless WOLF double ovens and gas cooktop with hood, Sub Zero built-in refrigerator, dishwasher, and two fridge drawers. A butler’s pantry off the dining room is perfectly suited with a beverage fridge and Miele espresso coffee bar. A covered back patio and summer kitchen is the ideal complement to the refreshing pool and paver patio, for outdoor entertaining. Roof replaced in 2023. New HVAC for the upstairs in 2024. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.

6036 Greatwater Dr, Windermere

$2,250,000
5 Beds 4 Baths Waterford Pointe Ph 02 Rep SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, Lake Access & an Exceptional Seller Incentive: Up to $36,000 Toward a Rate Buy-Down or Buyer Closing Costs. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**

2068 Roberts Point Drive, Windermere

$770,000
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Back on the market no fault of the home! ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE. Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events. Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry. A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity. BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.

825 Oakdale Street, Windermere

$945,000
4 Beds 3 Baths Manors At Butler Bay Ph 01 SubDv. 34786 Zip Code
Extremely rare opportunity to get a move in ready 4 Bedroom Pool Home on over 1 acre with a Boathouse directly on Crystal Clear Lake Crescent * Romantic Sunsets Over the Pool * 1 block from Windermere Elelmentary School - Oversized 3 Car Garage with Workshop * Huge Screened Pool with Covered Lanai, Low Maintenance Wood Grain Tile Flooring * Recent Upgrades Include Repipe 2025 * Roof 2018 * Insulated Windows 2025 * Siding and Stucco 2004 * Septic System & Drainfiled 2024 * Well Pump & Filter Equipment 2024 * A/C 2015 * Garage Door Opener 2024 * Wood Decking on Boatdoick 2020 & 2025 * The Manors is a friendly community within the Village of Windermere and close to everything * Golf Carts are Welcome * Hospitals, Banks, Offices, Religious Organizations, Big Box or Boutiques, Franchise or Mom & Pop Restaurants are within 5 miles

2702 Carter Grove Circle, Windermere

$1,175,000
4 Beds 3 Baths Keenes Pointe Ut 04 Sec 31 48 82 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Virtually Staged. Price Improvement! Welcome to luxury living inside the guard-gated community of Keene’s Pointe, home to the renowned Golden Bear Club and its Jack Nicklaus Signature golf course. Perfectly positioned within one of Windermere’s most sought-after neighborhoods, this exceptional single-story residence offers a refined blend of elegance, comfort, and lifestyle. Beautifully remodeled throughout, this is truly move-in ready, showcasing a fresh, modern aesthetic while maintaining timeless architectural appeal. From the moment you enter, you’re welcomed by marble tile flooring, newly refinished wood floors, fresh interior paint, and thoughtfully selected modern light fixtures that elevate every space. The home features both a traditional dining room and formal living room, complemented by custom window treatments that add warmth and sophistication. At the heart of the home, the completely remodeled kitchen shines with all-new appliances, a gas stove, double oven, quartz countertops, and a large walk-in pantry, all wrapped in a clean, contemporary design that seamlessly opens to the family room—where a decorative modern fireplace creates the perfect gathering space. The expansive primary suite is a true retreat, featuring wood floors, direct pool access, a dedicated mini-split system for enhanced comfort and efficiency, and a spa-inspired bathroom with a stunning new garden tub, separate shower, and an oversized walk-in closet. Additional bedrooms lend to stylish comfort with new herringbone tile flooring and share a convenient Jack-and-Jill bathroom. All bathrooms throughout the home have been fully remodeled with high-end finishes. A large private office with a built-in desk provides the ideal work-from-home environment. Step outside to a spacious, fenced backyard featuring a newly repainted pool and patio—perfect for enjoying Florida living year-round. Additional highlights include a 2020 roof, paver driveway, and an oversized 3-car garage. Every detail has been thoughtfully updated, making this home completely turn-key. Residents of Keene’s Pointe enjoy 24-hour guard-gated security and a lifestyle centered around both recreation and natural beauty. The community offers private access to the Butler Chain of Lakes, ideal for boating, skiing, and sunset cruises, along with scenic walking paths, tranquil green spaces, and a peaceful, well-maintained setting throughout. There is even the opportunity for boat storage, adding convenience for those looking to fully embrace the lake lifestyle. Optional membership to the Golden Bear Club unlocks a premier lifestyle experience with championship golf, tennis, fitness, a resort-style pool, dining, and a vibrant calendar of social events. The neighborhood also features community parks, playgrounds, and gathering spaces, creating a welcoming environment that blends luxury living with everyday convenience and community connection through regular neigborhood events. Whether you're relaxing poolside, entertaining guests, or enjoying the unmatched lifestyle of this premier golf and lakefront community, this home delivers the very best of Central Florida living.

11536 Claymont Circle, Windermere

$780,000
6 Beds 4 Baths Windermere Terrace SubDv. 34786 Zip Code
Spacious 6-Bedroom Home Just Minutes from Disney! Discover the perfect blend of space, comfort, and convenience in this stunning Hayden floorplan by Pulte Homes, located in the highly sought-after Windermere Terrace community. This beautifully maintained home offers 6 bedrooms + a bonus room, 4 full bathrooms, and a 3-car garage — ideal for growing families or hosting guests. A private guest suite with full bath – perfect for visitors or multi-generational living. Formal dining room for special occasions. Open-concept kitchen, breakfast nook, and family room — great for everyday living and entertaining. Spacious master suite on the first floor with a luxurious bathroom featuring dual sinks, soaking tub, and separate shower. Convenient laundry room with built-in cabinets and sink. "Drop-zone" near the garage entry for shoes, bags, and daily essentials. The kitchen is a chef’s dream with 42” cabinets, granite countertops, and all major appliances included. Upstairs, you'll find 4 additional bedrooms, 2 full baths, and a versatile loft/game room — an ideal space for movie nights, play area, or home office. Step outside and enjoy a private backyard perfect for entertaining family and friends. Community Pool. Close to top-rated schools, shopping, dining, and entertainment (including Winter Garden Village & Hamlin Town Center at Horizon West). Easy access to major highways: I-4, Florida Turnpike, SR 429 & 408. Just minutes from Magic Kingdom and other Orlando attractions. This is more than a home — it's a lifestyle upgrade. Schedule your showing today and see why Windermere Terrace is one of the area's most desirable places to live!

7180 Beek Street, Windermere

$1,135,000
5 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and an upstairs bonus room. At the heart of the home, the spacious gourmet kitchen is equipped with 42” solid wood cabinetry, double ovens, a gas range, and a center island—opening seamlessly to the expansive family room with rich wood flooring and French doors that invite indoor-outdoor living. Step outside to your private backyard retreat, where a covered lanai overlooks the screened pool and spa, framed by architectural columns and lush landscaping—creating a peaceful setting with added privacy from the corner homesite. The first-floor primary suite offers a quiet escape, tucked away from the main living areas, while upstairs you'll find four additional bedrooms and a versatile bonus room, currently set up as a theater. Located in one of Windermere’s most sought-after communities, residents of Keene’s Pointe enjoy access to the Golden Bear Club, featuring a Jack Nicklaus Signature Golf Course, as well as the Butler Chain of Lakes and a lifestyle that is truly second to none.

11419 Camden Park Drive, Windermere

$340,000
2 Beds 3 Baths Lakes/Windermere-Lk Reams Twhm SubDv. 34786 Zip Code
Discover this spacious 2-bedroom, 2.5-bath townhome in the desirable Lake Reams Townhomes community in Windermere. Nestled among beautiful natural surroundings, tree-lined streets, sidewalks, and mature canopied trees, this home offers both comfort and convenience in a charming setting. The thoughtfully designed floor plan features kitchen with granite countertops, 42” cabinets and one year old appliances including the washer and dryer. Both bedrooms are located upstairs, each with its own private full bathroom with updated countertops, mirrors and light fixtures, providing ideal functionality and privacy. A convenient half bath is located on the main level for guests. The home offers abundant storage space throughout and includes one-year-old appliances, including the washer and dryer. Roof was replaced three years ago and for added peace of mind is the responsibility of the HOA along with exterior maintenance and repairs. Enjoy outdoor living with a spacious yard and the rare benefit of a detached two-car garage. Residents also have access to a community pool and beautifully maintained common areas. Ideally located just minutes from the Disney Cast Member entrance and Walt Disney World parks, this property is also close to the scenic Tibet-Butler Nature Preserve. Easy access to all shopping, dining and world-class attractions that Orlando has to offer. Ideal as a primary residence, private vacation retreat, or rental property, this home combines location, lifestyle, and practicality in one exceptional opportunity. Schedule your private showing today.

12327 Cruxbury Drive, Windermere

$1,050,000
4 Beds 3 Baths Butler Bay SubDv. 34786 Zip Code
Discover the charm of the Town of Windermere, Tree City USA, where the sparkling lakes, mature tree canopies, and a quaint ambiance create an exceptional place to call home. Deeply committed to preserving its character while embracing thoughtful cultural progress, Windermere offers a vibrant community filled with playful events. Nestled within the town proper and the gates of Lake Crescent Reserve, this freshly painted, custom 4018 sf home rests on pristine a 1.06 acre lot, showcasing an outdoor oasis. Designed for seamless indoor-outdoor living, this home also features an impressive 1100 sf flex suite with a private entrance, full kitchen, sliding doors to the pool. This area is ideal for a pool party or game area, multigenerational living, private office and work area, fitness center, or other creative space that best suits your needs. From the moment you enter, you’re welcomed into the family room featuring the vaulted ceilings, a wondrous wood-burning fireplace and wet bar conveniently located by the sliding pocket doors to the pool and outdoor entertaining spaces. Overlooking a privately landscaped yard with a new firepit, this home invites you to the perfect balance of year-round entertaining and peaceful retreat, where indoor comfort meets outdoor beauty in effortless harmony. Thoughtful home design is exhibited by a split floor plan, providing flexible spaces for separate conversations, play areas, multigenerational living, or large, scale entertaining. The spacious, well-appointed kitchen features a large eat-in area, SubZero refrigerator, quartz and granite countertops, wood cabinetry, and a center island with a cooktop and countertop eating. The owner’s suite offers a luxurious, recently updated en-suite and generous walk-in closet. Take advantage of the flex-space opportunities, which include the 1100 sf private entrance suite and the expansive second-floor loft with natural light from skylights. Notable upgrades include a Gerard stone-coated metal roof, resurfaced pool, re-sealed patio deck, and oversized septic leach field. Additional features include two water heaters, three-zone HVAC, vaulted family room ceiling, a large, covered lanai with retractable sunscreens on those days you prefer a little shade, and two outdoor kitchen plumbing access points for future expansion of the outdoor living space. Located within the Town of Windermere, residents enjoy exclusive amenities, including access to tennis courts, boat ramps to the various lakes, events, food truck night, farmers market, art and holiday special events, and other exclusive Town of Windermere residents-only events, to mention a few. The recently approved project to enhance the already meaningful community, involves the development of the Windermere Ward Trail and pedestrian bridge to provide safe and convenient access for pedestrians, bicyclists, and golf carts, to safely connect to local recreational areas, businesses, and government.

2931 Sunbittern Court, Windermere

$825,000
4 Beds 3 Baths Windermere Downs 1st Add SubDv. 34786 Zip Code
Located in the peaceful setting of oak-lined streets of the sought after Windermere Downs community, this well-maintained home offers recent upgrades, generous living spaces, and access to the renowned Butler Chain of Lakes. The home features a fully fenced, large backyard with privacy fencing and a large 35’+ pool with expansive deck area—ideal for outdoor living and entertaining. Inside, the family room includes a wood-burning fireplace, while the formal living room provides flexible space for an office or additional sitting area. The formal dining room is accented with chair rail and an elegant tray ceiling. The kitchen offers granite countertops, bar seating, upgraded appliances, abundant cabinetry, and a built-in desk area. Wood-style flooring highlights the formal areas, while new carpet runs throughout the second floor. All bedrooms are located upstairs, including the spacious primary suite with a soaking tub, walk-in shower, two separate granite-topped vanities, and a large walk-in closet. The secondary bathroom features a double-sink granite vanity and a shower/tub combination. Recent major improvements include a new A/C in 2025 and new windows, stucco, and exterior paint in 2024. Additional features include an oversized 2-car garage with extra storage space, a circular drive plus a separate driveway. Windermere Downs residents enjoy access to the Butler Chain of Lakes with a private boat ramp, covered dock, beach and swim area, along with playgrounds, tennis, and pickleball courts. Conveniently located near theme parks, fine dining, shopping, the airport, and Downtown Orlando.

1735 Maple Leaf Drive, Windermere

$410,000
3 Beds 3 Baths Legado SubDv. 34786 Zip Code
Welcome to this beautiful and move-in ready townhome located in the highly desirable Windermere area. Built in 2020, this modern residence offers the perfect combination of style, comfort, and low-maintenance living. This spacious home features 3 bedrooms, 2.5 bathrooms, and an open-concept layout ideal for both everyday living and entertaining. The kitchen showcases quartz countertops, stainless steel appliances, and generous cabinet space, seamlessly connecting to the dining and living areas to create a bright and inviting atmosphere. The primary suite offers a comfortable retreat with a walk-in closet and a well-appointed bathroom. The additional bedrooms provide flexibility for guests, a home office, or family living. Enjoy the convenience of a private garage and a well-maintained community environment. The location offers easy access to shopping, dining, major highways, and is just minutes from Disney, Winter Garden Village, and other Central Florida attractions

13366 Abuela Alley, Windermere

$600,000
5 Beds 4 Baths Ashlin Park Ph 1 SubDv. 34786 Zip Code
PRICE IMPROVEMENT! This is THE ONLY 5-bedroom single-family home located in Windermere UNDER $620K!!! Designed with both style and functionality in mind, this open-concept home features a spacious kitchen with quartz countertops, ample cabinetry, and a walk-in pantry, perfect for entertaining and everyday living. The fenced backyard offers low-maintenance synthetic grass, providing a lush, year-round green appearance while promoting water conservation and allergy relief. Enjoy nightly front-row views of the spectacular DISNEY FIREWORKS right from your own home. Additional upgrades include a built-in pest guard system that creates invisible protective barriers using eco-friendly, targeted treatments, safe for family and pets, with no disruption or need to be home. A TESLA charger in the garage adds modern convenience for electric vehicle owners. The primary suite is conveniently located on the first floor and features a spacious built-in walk-in closet, quartz countertops, double sinks, a walk-in shower, and a private water closet. Upstairs, you'll find 4 additional bedrooms, including two connected by a Jack-and-Jill bathroom with double sinks, quartz countertops, and a shower. Two bedrooms offer walk-in closets, while the remaining two have standard closets. All bathrooms throughout the home feature quartz countertops. An additional upstairs bathroom includes a tub with double sinks, and a built-in desk area provides the perfect space for work or study. Ideally located directly across the street from the community pool and clubhouse, this home is a short distance to the Westside Shoppes of Windermere and just minutes from Disney Springs, Magic Kingdom, other major theme parks, and convenient access to major highways. Additional bonus: This property qualifies for a $5,000 GRANT, which can be used toward closing costs or buying down your interest rate, a fantastic opportunity for homebuyers. Be sure to check out the VIRTUAL TOUR!

11578 Ashlin Park Boulevard, Windermere

$1,035,000
5 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. SAMPLE IMAGE The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room flowing seamlessly into the dining area. The second floor showcases additional bedrooms, a loft space ideal for entertainment or relaxation, and convenient storage areas. With a thoughtful design and plenty of room for everyone, the Deerfield provides an inviting and functional living experience.

14244 Crest Palm Avenue, Windermere

$590,000
4 Beds 3 Baths Summerport SubDv. 34786 Zip Code
BACK ON THE MARKET! NEW Roof being installed, expected by end of January 2026! Charming SUMMERPORT home in desirable Windermere! You'll love this lovely 1-story on an oversized corner lot, with 4 bedrooms, 3 full baths, 3-way open & split plan, with high ceilings throughout. Many upgrades include wood floors in all bedrooms, tile floors in all traffic areas, huge open Kitchen with breakfast bar, stainless appliances, Good Morning Nook, and large adjoining Family room, ideal for entertaining and family gatherings! Large combo Living/Dining rooms, pool planned bath, Large covered and screened rear Lanai, inside laundry, oversized back yard and more! Summerport has parks, lakes, trails, close to great Windermere schools, and minutes to all road systems, downtown Orlando and shopping. See it today!

4533 River Gem Avenue, Windermere

$752,500
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
STOP --DON'T HESITATE! APPRAISED NOVEMBER 2025 FOR $750,000! This charming traditional cottage on one of Windermere’s signature sandy streets offers the perfect blend of nostalgia and convenience. Enjoy the timeless feel of this tranquil location just steps to the Farmers Market, Town Hall, Windermere Library, new Ace Hardware shopping plaza and family events hosted by the Town of Windermere. Set on a .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home features a Brand-New Roof & Skylights (11/2025). Step inside to a vaulted-ceiling great room/kitchen with newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room includes built-in shelving and a double closet. The quaint kitchen offers tile and wood countertops, vintage-style paneled appliances and a nearby laundry. A separate dining room with REAL wood floors accommodates seating for eight and leads, through French doors, to a freshly updated screened rear porch with new carpeting—an ideal place to unwind. From here, new wood steps invite you into the expansive fully fenced backyard, framed by lush landscaping. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the primary suite offers its own en-suite bath and French doors to a private open-air porch. Major updates support peace of mind: HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Stackable Washer/Dryer (Sept 2022), Dishwasher (Aug 2019), Septic Pumped (June 2025), Exterior Paint (Jan 2024), Tree Trimming (Sept 2025), and gutters in place. A transferable termite bond is active through April 2026 and the home was re-sealed with the new roof installation. An oversized carport with a large enclosed storage/workshop room completes this picture-perfect Windermere opportunity. IF YOU BLINK THIS WILL BE GONE!

825 Oakdale Street, Windermere

$347,500
2 Beds 2 Baths Summerport Ph 03 SubDv. 34786 Zip Code
*Video Tour Available* Welcome to Summerport! This single-story townhome is FULLY FURNISHED and ready for you! Watch nightly FIREWORKS OVER LAKE CAWOOD from the FRONT PORCH and enjoy having NO REAR NEIGHBORS as this home backs to Caywood Pond. Inside you’ll find an open floorplan with beautiful finishes. The family and dining rooms are spacious and allow for comfortable living. There are GRANITE countertops, stainless-steel appliances, an island with seating and a pantry in the kitchen. FRENCH DOORS lead to a permitted and enclosed sunroom so you can enjoy the Florida sunshine. The large primary bedroom is at the back of the townhome, has a double TRAY CEILING, WALK-IN CLOSET, double sinks and a linen closet. The second bedroom has easy access to the 2nd bathroom at the front of the home. Other conveniences and comforts include a LAUNDRY ROOM, CEILING FANS inside and out, NEWER ROOF (2022), and AC (2019). HOA dues include LAWN MAINTENANCE and EXTERIOR MAINTENANCE including the roof, pest control, irrigation, and paint. Amenities include a community pool, tennis courts, basketball court, fitness center, clubhouse, and dock on Walsh Pond! An activity trail is just out the back door. Theme parks, shopping, restaurants and more are just minutes away as Summerport is near the 429 and Winter Garden Vineland Rd.

13907 Ancilla Boulevard, Windermere

$965,000
4 Beds 3 Baths Willows At Lake Rhea Ph 02 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Fresh Exterior Updates! This beautifully updated custom home has just been refreshed with new exterior paint and a newly painted pool deck, enhancing its curb appeal and outdoor living spaces. Updated professional photography will be added soon to showcase the refreshed exterior and recent improvements. Rare opportunity to own a custom pool home on .71 acres in the Town of Windermere for under $1 million. Built by renowned luxury builder Richard Watson, this single-story home is situated on an oversized cul-de-sac lot in Willows at Lake Rhea, offering exceptional privacy between homes, mature landscaping, and zoning for Windermere Elementary, Bridgewater Middle, and Windermere High School. Inside, soaring ceilings, Acacia wood flooring, and abundant natural light complement the open floor plan featuring four bedrooms, three full bathrooms, formal living and dining rooms, and a spacious family room with a wood-burning fireplace. Triple sliding glass doors and French doors create seamless indoor-outdoor living with beautiful views of the custom pool and expansive backyard. The updated kitchen features granite countertops, soft-close cabinetry, under-cabinet lighting, porcelain tile flooring, a stylish backsplash, generous storage, and a bright breakfast nook overlooking the pool. The oversized primary suite offers direct pool access and a renovated spa-inspired bath with a freestanding soaking tub, zero-entry shower, quartz dual vanities, and dual custom walk-in closets. Outdoor living is equally impressive with a custom pebble-finish pool, spacious screened lanai with a coffered ceiling, outdoor sink and cabinetry, and the newly refreshed pool deck. The oversized homesite offers a rare combination of space and privacy, providing plenty of room to entertain, play, garden, or simply enjoy the peaceful setting. Residents enjoy tennis and pickleball courts, basketball, a playground, and a neighborhood park. Living in the Town of Windermere also includes access to the Butler Chain of Lakes boat ramp, the weekly farmers market, public library, food truck nights, holiday celebrations, and year-round community events. Adding to the appeal, the Town of Windermere is constructing the Windermere Ward Trail, a new multi-modal pathway that will make it even easier to bike, walk, or golf cart to downtown. Conveniently located near SR-429, SR-408, Florida's Turnpike, Winter Garden Village, Dr. Phillips, Walt Disney World, Universal Orlando, shopping, dining, golf, and everyday conveniences. Recent improvements include exterior paint (2026), freshly painted pool deck (2026), HVAC system (2025), irrigation pump (2025), pool pump (2025), water heater (2024), and septic drainfield replacement (2018). To provide additional flexibility for the next owner, the seller is also including a stainless steel commercial-style range hood with extension, which may be installed if desired. Combining quality Richard Watson construction, an oversized .71-acre homesite, recent updates, and one of the most desirable locations in the Town of Windermere, this move-in-ready home presents an exceptional opportunity for buyers seeking privacy, space, and the Windermere lifestyle. Schedule your private showing!

2125 Kane Park Way, Windermere

$1,035,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to your dream home in the prestigious, guard-gated community of Keenes Pointe. This stunning 4-bedroom, 3-bathroom pool home offers an unparalleled combination of luxury, functionality, and charm, perfect for modern living. Upon arrival, you are greeted by a fabulous front porch that invites you into the foyer with French doors that open to a private study/den, featuring a tray ceiling, crown molding, and beautiful wood floors. On the opposite side, the formal dining room provides an elegant setting, also with tray ceiling, crown molding, and wood floors. The spacious great room is a true centerpiece of the home, accentuated by a coffered ceiling, recessed lighting, and a stunning built-in wall surrounding a cozy wood-burning fireplace-ideal for family gatherings and relaxation. The gourmet kitchen is a chef’s dream, with gorgeous wood cabinetry, luxurious granite countertops, double wall ovens (including a convection oven), a natural gas cooktop, and a microwave above. You’ll also appreciate the ample storage in the walk-in pantry, making meal prep a breeze. The expansive primary suite is a true retreat, featuring dual closets and a spa-like bathroom with oversized walk-in shower, soaking tub, double vanity, and private water closet...everything you need for relaxation and comfort. With a thoughtful split-bedroom layout, the home offers privacy and space for everyone. One bedroom, located at the rear of the home, is next to the pool bath, while the other two bedrooms are tucked near the garage with an additional bathroom. The home also boasts a fabulous butler’s pantry with cabinetry and a desk area, complete with a chalkboard wall—perfect for organizing and getting creative. Adjacent to this, you’ll find a well-appointed laundry room with a laundry tub, cabinetry, and a folding area for added convenience. Step outside to your private screened lanai, where you'll find a sparkling pool and spa surrounded by brick pavers, creating the perfect oasis for outdoor entertaining. The backyard also offers additional space for play and relaxation. This home has been thoughtfully updated with a new roof (2022), new windows and sliding glass doors (2020), new front door (2025), and a new water heater (2023), ensuring years of comfort and peace of mind. Enjoy enhanced security with an owned security system featuring 4 Google cameras, Ring doorbell and 2 glass break alarms all conveniently controlled through Google Home. The system can be monitored for an additional fee, if desired. This home also features smart home capabilities, with Lutron smart switches controlling the Primary Bedroom, Dining Room, Driveway Lights, Front Porch Lights, and Patio Lights for added convenience and energy savings. With these updates and smart features, this home is designed for modern living. A Prime Location within Keenes Pointe, this home is ideally situated across from a scenic park area with a playground and gazebo, offering the perfect setting for outdoor activities. Plus, with another park/playground area in the neighborhood with access to a community boat ramp for Lake Burden, you’ll enjoy an active lifestyle. Keenes Pointe is a golf community home of The Golden Bear Club where you may become a private member at additional fee to use the golf facilities and/or social activities at the cliubhouse with pool, tennis, workout facility and dining. Don’t miss the opportunity to own this spectacular home in one of the most coveted neighborhoods in the area.

11738 Camden Park Drive, Windermere

$1,082,946
5 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
SAMPLE IMAGE The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room flowing seamlessly into the dining area. The second floor showcases additional bedrooms, a loft space ideal for entertainment or relaxation, and convenient storage areas. With a thoughtful design and plenty of room for everyone, the Deerfield provides an inviting and functional living experience.

14342 Crest Palm Avenue, Windermere

$585,000
3 Beds 4 Baths Vineyards/Horizons West Ph 1b SubDv. 34786 Zip Code
**Corner-Lot Home Across from Park in The Vineyards of Horizon West** Perfectly positioned on a corner lot directly across from a peaceful green space, this bright and beautifully upgraded home is located in one of Horizon West’s most sought-after communities. With park views, walkable streets, and a true neighborhood feel, this home offers the ideal blend of comfort, style, and location. The welcoming front porch sets the tone before you even step inside. Once indoors, you’ll immediately notice the abundance of natural light, tall windows, and transom accents that create an open, airy feel throughout. A flexible room just off the foyer works perfectly as a home office, formal dining space, or cozy sitting area. At the heart of the home is the open-concept kitchen and family room—designed for both everyday living and entertaining. The kitchen features 42” cabinets with crown molding, stone countertops, a gas cooktop with vented hood, double built-in ovens, and a casual dinette. Sliding doors lead to the covered back patio, already piped for natural gas—making it easy to add a grill or future outdoor kitchen. Upstairs, a built-in office nook and spacious bonus loft provide extra flexibility for work, play, or media space. The corner primary suite is a private retreat with a walk-in closet and spa-inspired bathroom offering dual sinks, a soaking tub, and a separate shower. Two additional bedrooms complete the upper level—one with a private en-suite bath and the other with convenient access to a third full bathroom. Additional highlights include an energy-efficient Carrier 15-SEER HVAC system, natural gas water heater, and all kitchen and laundry appliances included. Fresh interior paint and a quick-closing option make this home truly move-in ready. Residents of The Vineyards enjoy a community pool, parks, and walking trails, along with easy access to top-rated Horizon West schools, Hamlin Town Center, shopping, dining, Disney, and major highways—close to everything, yet tucked into a peaceful setting. If you’re looking for a modern, welcoming home with park views and thoughtful upgrades in an exceptional community, this corner-lot opportunity is one you don’t want to miss.

6626 Bridgewater Village Road, Windermere

$1,300,000
4 Beds 4 Baths Keenes Pointe Unit 1 SubDv. 34786 Zip Code
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.

8375 Bowden Way, Windermere

$9,750,000
5 Beds 3 Baths Na SubDv. 34786 Zip Code
DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.

4226 Downeast Lane, Windermere

$900,000
5 Beds 4 Baths Providence SubDv. 34786 Zip Code
A Must-See Windermere Gem in the Sought-After Providence Neighborhood - This beautiful home, set on an expansive estate-sized lot with tranquil water views and no front or rear neighbors, is on the market for the very first time. - A charming front porch with tongue & groove wood accented ceilings and overhead fans offers a warm welcome and the perfect place to relax. - Step inside to a timeless open floor plan boasting over 3,600 square feet of meticulously cared-for living space. The oversized three-car garage includes built-in storage for added convenience. - The first floor features diagonally laid, stone-look tile in the kitchen, family room, and half bath, complemented by rich engineered hardwoods in the dining room, living room, and office complete with elegant French doors. The spacious master suite offers a peaceful retreat on the main level. - Upstairs, you’ll find three generously sized bedrooms, two full tiled bathrooms, and a large flex space ideal for a playroom, media room, or home gym. - Step out to the lanai and discover your own private garden oasis with ample room to add a pool if desired. Enjoy nightly views of the Magic Kingdom fireworks from your backyard. - Conveniently located near fine and casual dining, Publix, and Aldi, having top-rated schools just minutes away. Central Vacuum System - Stainless steel appliances, washer, and dryer are included.

13224 Swansea Avenue, Windermere

$4,350,000
5 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two en-suite bedrooms complete this floor, including the primary suite. With its oversized windows capturing endless lake vistas, a large sitting area, exterior balcony, and an en-suite bath featuring dual vanities, a soaking tub, and walk-in shower, the primary suite is a sanctuary of light and serenity. On the lower level, the estate offers two expansive bonus areas joined by a well-equipped kitchenette. Ideal for gaming, entertaining, or working from home, both spaces connect effortlessly to the sun-drenched pool terrace—seamlessly integrating indoor luxury and outdoor living. A stunning mature oak tree anchors the property's beautiful lakefront grounds, stretching gracefully toward the water’s edge—a signature of the property’s natural beauty. Beyond the oak tree, Lake Bessie shimmers in full view, offering a breathtaking backdrop to the estate. A rare combination of elegance, versatility, and iconic setting, this residence presents a lifestyle within one of Central Florida's finest communities.

5036 Latrobe Drive, Windermere

$935,000
5 Beds 3 Baths Westover Club SubDv. 34786 Zip Code
Welcome to your dream home in the exclusive gated community of Westover Club, ideally situated in highly sought-after East Windermere and zoned for top-rated Thornebrooke Elementary, Gotha Middle, and Olympia High School. This expansive 5-bedroom, 3-bathroom executive residence offers over 4,000 square feet of elegantly upgraded living space, perfectly blending comfort, functionality, and luxurious touches throughout. Step into an inviting and versatile floor plan that features formal living and dining rooms, a large family room, and a dedicated office or den, ideal for today’s lifestyle needs. The gourmet kitchen is a chef’s delight, showcasing upgraded 42” cabinetry, granite countertops (inside and out), travertine flooring, a large center island, wine cooler, built-in desk, top-quality stainless steel appliances, and a breakfast bar and nook. The first-floor primary suite is a true retreat, generously sized to include space for a sitting area or desk, with direct pool access, a spacious walk-in closet, and a luxurious ensuite bath featuring dual vanities, a garden tub, and a separate tile-enclosed shower. A first-floor guest bedroom with full bath, perfect as a mother-in-law suite, offers privacy on the opposite side of the home. Upstairs, the entertainment continues in the oversized bonus room, complete with a 100-inch movie screen, HDTV projector, and ample space for game nights or relaxing movie marathons. Three additional extra-large bedrooms and a full bath complete the second level. Enjoy true Florida living in your screen-enclosed, solar-heated saltwater pool and spa, surrounded by an expansive covered lanai with summer kitchen, including an Alfresco grill and ample patio space, perfect for entertaining family and friends year-round. Community amenities include tennis courts, basketball, and a private park, all within the security of a gated neighborhood. With a roof replaced in 2017 and a new HVAC system, this home is move-in ready and insurance-friendly. Located just minutes from SR 408, Universal Studios, SeaWorld, Disney, and the Mall at Millenia, this property offers convenience, community, and a lifestyle to love.

1924 Katie Hill Way, Windermere

$600,000
4 Beds 3 Baths Windermere Terrace SubDv. 34786 Zip Code
This splendid two-story home features four large bedrooms and 2.5 bathrooms. The true highlight of the home is its stunning, oversized kitchen, which has a huge amount of cabinet and counter space. Not one, but two islands provide a setting for casual dining and culinary creativity. The main floor offers a cozy first-floor bedroom for added convenience and flexibility, suitable for guests or as a multipurpose room. Adjacent to the kitchen is a spacious pantry, which accommodates your organizational needs by adding necessary storage space that's also functional. As you step outside to discover a generous backyard with a covered patio private oasis perfect for relaxing and entertaining, with the notable advantage of having no rear neighbors. Upstairs, a large upper-floor loft offers an area for retreat and recreation, providing additional space that can adapt to your lifestyle. The luxurious upstairs laundry setup, complete with a large utility sink. The layout and design speaks to the home's functionality, which blends style with convenience. Designed with an open-concept floor plan, this home invites natural light and fosters a sense of spaciousness, further enhancing the property's welcoming atmosphere. Elegance, comfort, and practicality are intertwined in every feature of this house. SELLER IS OFFERING A 1-YEAR HOME WARRANTY FOR BUYER.

12925 Holdenbury Lane, Windermere

$500,000
3 Beds 2 Baths Wickham Park SubDv. 34786 Zip Code
A Rare Windermere Treasure You Don’t Want to Miss! Welcome to Wickham Park, one of Central Florida’s most coveted communities, where top-rated schools, stunning surroundings, and unbeatable convenience come together. This is your chance to own a home in a neighborhood that’s just minutes from Winter Garden Village with its premier shopping, full-service grocery stores, casual dining, and more. You’ll also be moments from charming Downtown Windermere, championship golf at Orange County National, and quick access to major highways for effortless commuting. Perfect for families who want neighborhood charm, walkable access to schools, and short drives to daily essentials, or for savvy investors seeking a location with high rental demand and strong resale potential. Step inside this beautifully maintained, move-in ready 3-bedroom, 2-bathroom single-story home and discover quality finishes and thoughtful updates that make living here a joy. The open layout is dressed in wood-look ceramic tile (2020) for style and durability, and the entire home has been freshly painted. All appliances are brand new (2025), giving you peace of mind and a fresh start. The HOA makes life easy, covering exterior paint, landscaping, sprinklers, and lawn care, saving you a lot of money. With minimal maintenance, affordable ownership, and strong neighborhood demand, this property delivers the perfect blend of lifestyle and investment value. But opportunities like this in Windermere disappear quickly. So schedule your private showing today before it’s gone! (Property is under camera monitoring)

12796 Garridan Avenue, Windermere