Windermere Single Family Homes For Sale - 242 homes

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained four-bedroom, three-and-a-half-bath home in the highly sought-after Windermere Trails community, located less than two minutes from Walt Disney World. The front of the home offers multiple flexible living spaces ideal for a home office, sitting room, or hobby area. The open family room flows into a spacious kitchen featuring a large quartz island, brand-new stainless steel appliances, ample cabinetry, and tasteful modern finishes. An additional flex space near the kitchen can serve as formal dining or an additional gathering area. Upstairs, the primary suite provides a peaceful retreat with two walk-in closets and a spa-style bathroom with dual vanities and an oversized walk-in shower. Two bedrooms share a Jack-and-Jill bathroom, while the fourth bedroom has its own private, upgraded bath. A large bonus room with a built-in movie screen adds extra space for entertainment. Step onto the upstairs balcony to enjoy morning coffee or evening breezes. The fully fenced backyard features a screened patio and mature banana, mango, lemon, and orange trees, creating a private tropical setting. Luxury vinyl flooring runs throughout the home, with no carpet. Major updates include a new HVAC system in 2023, whole-home water softener, and fresh interior and exterior paint in 2025. Windermere Trails offers walking trails, lakes, and a resort-style pool. Lakeside Village is less than a mile away with grocery stores, shopping, and restaurants, along with close proximity to downtown Windermere, top-rated A schools, boat ramps, major highways, and Orlando’s best dining and entertainment.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: 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!

Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)

Listing Agent: Maria Ubillus (954-242-7900)

Remarks: Under contract-accepting backup offers. WWaterstone is guard-gated, well-established, and home to something most neighborhoods can't match: a private pedestrian gate with direct access to Windermere Preparatory School, ranked the #1 private K–12 in Orange County. For families, that detail alone tends to end the search. The home itself is a custom Silliman Homes courtyard design, single-story, built with the kind of attention to detail that holds up over time. Wrought-iron courtyard gates and a solid wood entry door set the tone before you ever step inside. Beamed ceilings, hardwood floors throughout the main living areas, custom built-ins, and a gas fireplace. The separate dining room has detailed ceiling work that elevates it beyond most you'll see at this price point. The kitchen delivers at this level. Five-burner gas cooktop, built-in oven, a proper working island, exotic granite countertops, custom cabinetry, and a walk-in pantry that actually fits a household. It opens to the family room with stone accents and a wall of windows looking out to the pool. Good flow, good light. The primary suite is privately tucked away with an oversized walk-in closet and a bath with dual granite vanities, garden tub, and walk-in shower. Four bedrooms, four and a half baths in total, every bedroom with its own private full bath. Secondary bedrooms are generously sized and thoughtfully positioned relative to the rest of the home. Outside: a heat pump heated pool and spa, a full summer kitchen with built-in grill and refrigerator, and a gazebo with its own gas fireplace. Two gas fireplaces, one in the living room and one in the gazebo, mean the ambiance follows you inside or out. The kind of setup that actually gets used. Two whole-house gas water heaters and smart home features keep everything running effortlessly year-round. 24-hour guard-gated security, five minutes to Windermere's dining, shopping, and golf, and in the heart of Central Florida's most iconic attractions. On clear evenings, you don't even have to leave. The Magic Kingdom fireworks are visible right from the backyard. One gate leads to the best school in the area. The other view is Disney. Not many addresses can say both.

Listing is courtesy of: VOLKE REAL ESTATE LLC (407-502-2383)

Listing Agent: Mauricio Penha (561-866-1917)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. This is a lakefront estate currently under construction in Windermere, set on the shores of Lake Olivia with wide, unobstructed water views and rare privacy. This future residence will have 6 bedrooms, 6 full baths, and 2 half baths across 6,400+ sq ft, with 12’ ceilings on the main level, 10’ ceilings above, and expansive windows designed to frame the lake. Planned features include a gourmet kitchen with premium cabinetry and quartz surfaces, dual primary suites, private elevator, theater room, wet bar, and 4-car garage.Outdoor living will include a resort-style lanai, summer kitchen, custom pool and spa, and a private dock with direct lake access.Set on approximately 1.6+ acres in one of Windermere’s most desirable locations, this is a rare opportunity to secure a brand-new lakefront residence before completion.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Ana Rubio (407-440-3798)

Remarks: Under contract-accepting backup offers. Discover luxury, space, and style in this beautiful 6-bedroom, 4-bath home nestled in the heart of Windermere’s highly desirable Westside Village! Built in 2018, this modern residence offers nearly 3,700 sq. ft. of elegant living space designed for both comfort and entertainment. Step inside to an open-concept floor plan with high ceilings, abundant natural light, and a seamless flow between the gourmet kitchen, dining, and family room. The chef’s kitchen features 42" cabinetry, granite countertops, stainless-steel appliances, and an oversized island—perfect for family gatherings or casual entertaining. The main-floor primary suite offers a peaceful retreat with a spa-inspired bath featuring dual vanities, soaking tub, and walk-in shower. A guest bedroom and full bath on the first floor make it ideal for multi-generational living or visiting friends. Upstairs, you’ll find a spacious loft/flex room, four large secondary bedrooms, and two Jack-and-Jill bathrooms, giving everyone space and privacy. Enjoy outdoor living year-round on the covered lanai overlooking the private backyard, with no rear neighbors and tranquil green views. Located just minutes from Disney, Hamlin Town Center, and Winter Garden Village, Westside Village offers resort-style amenities including a sparkling pool, fitness center, clubhouse, and playground. Zoned for top-rated Windermere schools, this home blends convenience, community, and comfort in one perfect package. Your dream Florida lifestyle begins here — schedule your private tour today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Anna Shi (407-216-1215)

Remarks: Welcome to this beautiful, unique and modern home. Recently built in 2023. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and much more!!! This luxury property also has a HOA 1/24th private deeded land with lake access, dock and ramp directly across the street with a nice view from the desirable Lake Butler Chain of Lakes. As you go trough this stunning house you will find the integrated formal living and dining rooms in a very open concept as well the kitchen with upgraded appliances, flush cabinetry and a spacious walk-in pantry. This one-of-a-kind house has 5 bedrooms and 4 are suites with private bathrooms with one main suite in each floor, the upstairs main suite features a large balcony to relax with a beautiful lake view. Another advantage of tis amazing home is that it has 2 laundry facilities, one full laundry room downstairs and a laundry closet upstairs. The property features cutting edge modern design with upgraded finishes throughout, like Lighting features throughout the home, all on smart switches that you can control from your phone, floating staircase, TPO roofing, foam insulation, huge premium Jeld-Wen windows and PGT sliding doors. Stop looking, you have found your dream home among the lakes!!! **Video available/Please text Listing agent**

Listing is courtesy of: QUATTRO R E SOLUTIONS LLC (407-929-6120)

Listing Agent: Stella Freeman (407-285-1281)

Remarks: Experience elevated living in this custom-built, energy-efficient Meritage estate, perfectly positioned on a rare double lot and thoughtfully enhanced with high-end upgrades throughout. Offering 8 bedrooms, 5 bathrooms, a private office, and an expansive bonus/theater room with wet bar, this home is designed for both luxury and versatility. There is also a spacious and versatile first-floor flex room, ideal as a game room, secondary living area, or media space, setting the tone for the home’s flexible and functional layout. A standout feature of this residence is the presence of two primary suites—one conveniently located on the main floor and another upstairs—perfect for multigenerational living or hosting guests in comfort and privacy. The interior showcases 9-foot ceilings and upgraded LVP flooring, creating a warm yet refined atmosphere. The updated gourmet kitchen serves as the heart of the home, featuring built-in stainless steel appliances, a sleek electric cooktop with designer hood, upgraded quartz countertops, a custom tile backsplash, 42” cabinetry with soft-close drawers, expanded pantry space, and exceptional prep and storage areas. It flows seamlessly into the family room, making it ideal for entertaining. Thoughtful upgrades throughout the home include a new HVAC system, fully paid solar panels for significant energy savings, a 2023 water heater, a soft water system, CAT5 ethernet wiring throughout, and a wired security system, offering both efficiency and peace of mind. The primary suites have been beautifully updated with spa-inspired bathrooms, while additional bedrooms and baths provide ample space for family and guests. A second-floor laundry room adds everyday convenience, with an optional first-floor laundry hookup available for added flexibility. Step outside to your private resort-style oasis, featuring a $90K custom pool and spa, recently upgraded with a new pool pump and salt cell. The outdoor space is enhanced by a travertine marble deck, dual heaters, and a large, fully fenced backyard—perfect for relaxing or entertaining year-round. Upstairs, the expansive bonus/theater room with a large wet bar creates the ultimate entertainment experience, complemented by a built-in  surround sound system that brings music throughout the home. With its tile roof, paver driveway, stone accents, added gutters, and impeccable condition, this home shows like new. A rare opportunity to own a fully upgraded, move-in-ready estate with space, flexibility, and modern efficiency—this home truly stands apart.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Nicole Dege (443-404-9293)

Remarks: Stunning move-in ready home in the highly sought-after Windermere Trails community, located in a top-rated school district and just 2 miles from Walt Disney World! This beautifully upgraded 4-bedroom, 3.5-bath home features a gourmet kitchen with an oversized center island, custom solid wood cabinetry, granite countertops, built-in ovens, and a spacious walk-in pantry — perfect for entertaining and everyday living. Brand new carpet has just been installed, offering a fresh, clean feel throughout the home. The first floor offers a dedicated office/den, ideal for working from home. Upstairs, a large bonus/media room provides flexible space for family gatherings, a playroom, or home theater. The spacious layout, combined with thoughtful upgrades, creates both comfort and functionality for modern living. Enjoy resort-style community amenities including a pool, dog parks with wash stations, cabana, walking/running trails, and playgrounds — all in one of Windermere’s most desirable neighborhoods. Zoned for highly rated schools, this home is perfect for families seeking both lifestyle and location.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Yan Zheng (407-279-8417)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Under 20 minutes to Disney. Pool home on nearly half an acre. Space and privacy, without giving up convenience. Quick access to 429 and the Turnpike. Minutes to The Grove, Dr. Phillips Restaurant Row, golf, and daily essentials. Zoned for top rated Orange County Public Schools, including Thornebrooke Elementary. Located in Windsor Hill on the west side of Windermere, this home sits on a 0.49 acre lot, giving you real separation from neighbors and usable outdoor space that actually adds to how you live day to day. The exterior is clean and intentional with a semi circle brick paver driveway and a side facing two car garage, not the typical front facing setup. The backyard is where this property stands out. Private pool with a new cage (2024), plus additional yard space beyond the pool for pets, entertaining, and more. Inside, the home has been freshly painted with a layout that is functional and easy to live in. A fireplace anchors the main living space and adds character without overcomplicating the design. Major items are already handled with a newer roof (2021), AC/HVAC (2024), and a fully paid off solar system that offsets nearly the entire electric bill. Windsor Hill is a monitored community with a full time officer, contributing to a quieter, well kept neighborhood. For buyers looking for land, a pool, and proximity to Disney, Windermere and Dr. Phillips, this is a combination that checks all the boxes.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central Florida living. A long, winding driveway welcomes you, framed by mature trees and sweeping lawns. Tucked away on a quiet cul-de-sac within a 24-hour guard-gated neighborhood with a manned guard station, the property offers both grandeur and seclusion — a rare combination in today’s luxury market. Thoughtfully designed to maximize natural light and panoramic water views, the home features soaring ceilings, expansive picture windows, and seamless indoor-outdoor flow. The grand foyer opens to a spectacular living room anchored by tranquil lake vistas. The chef’s kitchen is appointed with custom cabinetry, high-end appliances, and an oversized island, effortlessly connecting to spacious dining and living areas — ideal for both intimate evenings and large-scale entertaining. The primary suite, located on the main level, is a private sanctuary with serene lake views and direct access to the outdoor living areas. The spa-inspired bath offers a soaking tub, dual vanities, walk-in shower, and generous closet space. Four additional bedrooms of which two of them include their own en-suite bath, ensuring comfort and privacy for family and guests. A detached in-law suite with private entrance, living area, bedroom, and bath provides exceptional flexibility for multigenerational living, long-term guests, or a private executive office. Step outside to your own outdoor oasis. The resort-style pool overlooks the lake, creating a stunning backdrop for entertaining or quiet relaxation. A charming pool house complete with a Murphy bed offers additional guest accommodations and enhances the estate’s resort-like ambiance. At the water’s edge, a private dock provides access to a private ski lake — perfect for boating, skiing, paddleboarding, or sunset cruises. As evening falls, the magic begins. From your backyard, dock, or expansive windows, enjoy nightly fireworks illuminating the sky above Disney — a spectacular private show reflected across the water. With nearly two acres of lakefront land, six bedrooms, six and a half baths, a detached suite, pool house, long private driveway, and location within one of Windermere’s most prestigious guard-gated communities, 12720 Jacob Grace Ct is more than a home — it is a destination, a sanctuary, and a stage for life’s most extraordinary moments.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Adrian Jacob (832-381-4670)

Remarks: Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove, premium JennAir® appliances, custom ceiling-height cabinetry, and a walk-in pantry designed for serious cooks and entertainers. The home offers six bedrooms and six bathrooms, with two main-level owner’s suites providing exceptional functionality and privacy. Multiple living spaces are anchored by a striking floor-to-ceiling stone fireplace and beautiful library with rolling ladder, while upstairs bedrooms and bonus room are thoughtfully designed for comfort and quiet, complemented by quality finishes throughout. Recent updates include a newly installed roof (2024), windows (2025), enhancing both peace of mind and long-term value. A spacious three-car garage adds both convenience and functionality. Outdoors, the home transitions easily to an entertainer’s retreat with covered porches, fireplace, outdoor kitchen, circular firepit, cabana bath, Tiki hut and lush landscaping. Deeded town resident access to the Butler Chain of Lakes and a prime location within Windermere’s vibrant town center with its new re-development complete this rare offering where architectural integrity meets a fun and functional Florida lifestyle.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Kari Fleck (407-925-5283)

Remarks: Welcome to this beautifully updated single-story pool home on a rare 0.71-acre cul-de-sac lot in Windermere’s Willows at Lake Rhea, zoned for A-rated schools and offering exceptional privacy between homes. Surrounded by mature landscaping, the property provides a peaceful setting rarely found in newer communities while still offering convenient access to major roads, shopping, dining, and area attractions. Custom built by well-known local builder Richard Watson, this four-bedroom, three-bath home features a thoughtful layout with formal living and dining rooms, a spacious family room, and a custom pool — ideal for both everyday living and entertaining. Inside, high ceilings, Acacia wood flooring, and abundant natural light highlight the open floor plan with views of the pool and backyard. The formal living room features triple sliding glass doors for seamless indoor-outdoor living, while the formal dining room offers a double tray ceiling, crown molding, and bay window with convenient access to the kitchen and family room. The kitchen and family room feature vaulted ceilings and porcelain tile flooring, with French doors leading outdoors. The kitchen includes soft-close cabinetry, granite countertops, under-cabinet lighting, generous storage, and a stylish backsplash. A bright breakfast nook overlooks the pool, while the family room is anchored by a wood-burning fireplace with built-in shelving. The oversized owner’s suite offers direct access to the pool and a spa-inspired bathroom with a freestanding soaking tub, quartz dual vanities, a zero-entry walk-in shower, and dual custom closets. Two spacious bedrooms share a Jack-and-Jill bathroom with dual sinks, while the fourth bedroom with French doors and a bay window works well as an office, den, or playroom. A third updated bathroom also serves as a convenient pool bath. Outdoor living features a custom pebble-finish pool, spacious deck, and screened lanai with a coffered ceiling, sink, and cabinetry. The expansive backyard provides rare space and privacy between homes with room for recreation or future enhancements. Additional highlights include a laundry room with utility sink and storage, an expansive driveway, and a side-entry garage. The Willows at Lake Rhea is zoned for Windermere Elementary, Bridgewater Middle, and Windermere High, and offers community amenities including tennis and pickleball courts, basketball, playground, and park. Residents also enjoy the nearby library, farmers market, food truck nights, and seasonal events. Optional access to the Butler Chain of Lakes boat ramp provides entry to one of Central Florida’s most desirable boating destinations. Conveniently located near SR-429, SR-408, Florida’s Turnpike, Disney, Universal, Winter Garden Village, and the shopping and dining of Dr. Phillips. Recent improvements include a new air-conditioning system (2025), water heater (2024), new irrigation and pool pumps (2025), and septic drainfield completed in 2018. With its large private lot, quality construction, desirable school zoning, and recent price improvement, this home presents an outstanding opportunity in one of Windermere’s most sought-after communities. Schedule your private showing today.

Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)

Listing Agent: Deb Schroeder (407-234-2256)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Well-maintained 4-bedroom, 2.5-bath home in the heart of Windermere featuring inviting curb appeal with a covered front porch and classic columns. The bright, open layout offers high ceilings, crown molding, and tile and wood-look flooring throughout the main living areas. The kitchen includes dark wood cabinetry, granite countertops, stainless steel appliances, recessed lighting, and a center island open to the living and dining spaces. The primary suite features tray ceiling detail, plantation shutters, and an en-suite bath with dual vanities, soaking tub, and separate glass-enclosed shower. Roof from 2023 and AC updated 2019. A fenced paver patio provides a private outdoor space, with the added convenience of a rear-entry garage and driveway, all located near shopping, dining, and major roadways.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Tyler Gibson Llc (877-366-2213)

Remarks: This meticulously maintained contemporary home is ideally situated on a premium FENCED corner lot just steps from the resort style community pool and clubhouse in sought after Ashlin Park in Windermere. Your family will enjoy the private and large fenced yard! This home is like new and features a long list of amazing upgrades - including recently installed luxury vinyl plank flooring and designer lighting. The entire home has a clean and contemporary design aesthetic with smooth walls and ceilings in serene colors, quartz countertops, flat panel 42” cabinets, tumbled marble and glass backsplash, and designer lighting. Tons of windows and double French doors provide abundant natural light for a bright and airy ambience. The kitchen is the heart of every home and this one offers a large island with seating, stainless appliances and an open flow into the family room, dining room and large screened lanai offering the ultimate space to entertain family and friends. The screened lanai is plumbed for a summer kitchen and offers a tranquil space to enjoy your outdoor oasis. The FENCED yard has mature privacy landscaping with room for your family and pets to run and play. Professionally landscaped with a well manicured lawn, the property is the envy of the neighborhood. Upstairs, the master suite is a harmonious retreat with French doors to a private balcony, a huge walk-in closet and a luxurious bath suite featuring a rain shower and jetted tub. The additional bedrooms are ample and elegantly appointed and ALL bedrooms feature luxury vinyl plank floors. The bathrooms are upgraded with premium cabinetry and quartz countertops. Ashlin Park is conveniently located for easy access to highways, theme parks, dining and shopping. The community pool and clubhouse are an easy walk from your front door and there are walking trails and park space throughout this tranquil neighborhood for exercise and leisurely strolls. Enjoy the charm of Windermere with easy access to the Butler Chain of Lakes, world class dining and entertainment, golfing, boating, fishing and more. Known for top-rated schools, Windermere truly offers a wonderful quality of life! This house is truly a MUST SEE! All information intended to be accurate but BUYER SHOULD VERIFY ALL MEASUREMENTS, SQ. FOOTAGE, HOA RESTRICTIONS AND FEES.

Listing is courtesy of: REVEL REALTY LLC (407-876-6448)

Listing Agent: Denise Crabbe (407-592-0692)

Remarks: WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you will notice the details: beveled glass front door, split floorplan, large dining and living (open concept) and well-appointed kitchen. The kitchen overlooks the Livingroom and dining room, and boost upgrades you are sure to love. Cherrywood cabinets with pullout shelves, glass doors, pantry, under cabinet lighting, decorative lighting in cabinets, stainless steel appliances and upgraded granite counters. Additional cabinets were added to create workspace or an eat in kitchen space. Just off the kitchen if the laundry area with matching cabinets. The spacious living room is positioned with views of the kitchen and dining space with sliders leading to the massive patio space. Two additional bedrooms are located just off the living room with the hall bath set up for a pool bath if you decided to add one. Just off the dining room you will find the primary bedroom with French doors leading to a private patio space. The primary bath includes a walk in closet space, cherrywood cabinets and a walk in shower. The rear patio has just as many endless options as the front courtyard does...dining spaces or entertaining or both! All this in a home and still just minutes to restaurants, entertainment, shopping, the parks and so much more. Land, Site, and Tax Information

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Steven Looper (321-662-3582)

Remarks: Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated access to Kelso's private boat ramp on the prestigious Butler Chain of Lakes. This convergence of private waterfront with chain-of-lakes connectivity creates unparalleled boating and recreational opportunities found in few lakefront estates. The expansive grounds and recent outdoor enhancements create an entertainer's paradise that is second to none! A newly upgraded outdoor bar and grill area, resort-caliber pool and spa, and sweeping lawn frame breathtaking sunset views over the water. Boasting 6 bedrooms, 6 bathrooms, 3 car garage, and more than 6,000 square feet of living space, this custom estate offers privacy, scale, and unforgettable lakefront views from nearly every room. From the moment you arrive, the chic coastal architecture, circular drive, and sprawling presence command attention. Step inside to dramatic 25-foot ceilings in the living room with a two story stacked stone fireplace and walls of glass that dissolve the boundary between interior luxury and lakefront beauty. An adjacent sun-filled flex room provides tranquil views of Lake Davis, while the completely remodeled chef's kitchen, with its oversized island, custom cabinetry, high end appliances, adjacent indoor bar and generous family room, is designed for both intimate moments as well as large scale entertaining. The main level's thoughtfully designed primary suite offers serene seclusion with a private sitting area, spa-inspired bathroom, and expansive walk-in closet, complemented by a convenient main-floor office. Upstairs, five additional oversized bedrooms, a versatile loft, dedicated gym, and stunning rooftop deck provide space for every lifestyle need. Recent upgrades give you the ultimate peace of mind, including upgraded lighting throughout, a new roof with GAF Golden Pledge 20 year workmanship warranty, three newer A/C units, updated water heater, Hayward pool heater, new dock motor, new sprinkler system with a lake-fed pump, and a transferable Massey termite bond. Minutes from Disney's back gates, top-tier schools, and Windermere's celebrated shopping and dining, yet completely private and serene—this is lakefront living without sacrifice. Your Kelso compound awaits!

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Julie Bettosini, Pa (321-689-9594)

Remarks: Welcome to this well-maintained 4-bedroom, 2.5-bath home in the desirable Wickham Park community in Windermere. Offering 1,970 square feet of living space, this home is move-in ready and has been thoughtfully cared for. The layout is both functional and comfortable, making it easy to enjoy everyday living as well as time with family and friends. It’s a home that simply feels right from the moment you walk in. Enjoy low-maintenance living with an HOA that covers exterior maintenance for normal wear and tear, including roof, exterior painting, and landscaping. Residents also have access to a community pool and clubhouse. Additional features include a two-car garage, central air, and walkability to nearby Top rated schools, adding to the home’s overall convenience. Located just minutes from Walt Disney World Resort and close to Winter Garden Village, this home also offers convenient access to nearby grocery shopping, including Publix, along with a variety of dining and everyday essentials. This property offers the perfect balance of location, comfort, and ease of living. A/C was replaced in 2023.

Listing is courtesy of: ELITE GLOBAL REAL ESTATE LLC (407-758-2604)

Listing Agent: Maria Sarmiento Webel (305-793-6614)

Remarks: Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal dining, family room, and separate sitting area, all anchored by a gourmet chef’s kitchen featuring quartz countertops, premium stainless steel appliances, and custom cabinetry—effortlessly flowing into expansive living and dining spaces ideal for both everyday comfort and refined entertaining. The luxurious primary suite offers a tranquil retreat with a sitting area, a spa-inspired en-suite bath, and a spacious walk-in closet. 2 of the additional bedrooms are split from the main suite, providing comfort and flexibility with a jack-n-jill bathroom. While a separate 4th bedroom is set apart from the others and can be used as a guest suite or office, it's in a perfect space for remote work or study. Outside, your private oasis awaits—a covered lanai overlooks a sparkling pool and lushly landscaped backyard, creating a serene setting for alfresco dining or lounging under the Florida sun. This residence is also zoned for A-rated schools, within minutes of Windermere’s charming shops, fine dining, and world-renowned attractions. (Roof Replace 2026). This exceptional home invites you to experience the very best of Central Florida living. Schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Sharon Brandt (407-310-3623)

Remarks: Under contract-accepting backup offers. Enjoy over $35,000 in upgrades in this beautiful Windermere subdivision! This CORNER LOT home is move-in ready with FRESH INTERIOR AND EXTERIOR PAINT * REPLACED CARPETING * RENOVATED SECOND BATHROOM SHOWER * KITCHEN QUARTZ COUNTERTOP * APPLIANCES REPLACED * WASHER AND DRYER INLUDED * WATER SOFTENER/FILTRATION SYSTEM and more! Experience the bright and inviting atmosphere from the moment you enter. The updated kitchen features elegant quartz countertops, stainless steel appliances, and provides the perfect space for cooking, gathering, and entertaining. The secondary upstairs full bathroom has been updated with a newly renovated shower, offering a spa-like retreat within your own home. Additional upgrades include a water softener system, adding comfort and convenience to everyday living. This home is close to theme parks, major roadways, shopping, dining, and top area attractions! You'll enjoy the ideal balance of peaceful neighborhood living and easy access to everything Central Florida has to offer. From its stylish upgrades to its prime location, this home delivers exceptional value and comfort. Come experience everything this spectacular home has to offer!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Amy Moline (407-506-7447)

Remarks: 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.

Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)

Listing Agent: Monica Lochmandy (407-230-6888)