Homesinorlando.forsale Search Results

$1,160,000

CANAL FRONTAGE ON 2 SIDES! Extremely RARE in the TOWN OF WINDERMERE, a single story 3/2 in a CUL-DE-SAC, on a PAVED STREET with a DOCK and CANALS ON 2 SIDES giving DIRECT ACCESS to LAKE DOWN AND WASEON BAY and the ENTIRE BUTLER CHAIN BEYOND. This lovingly maintained home is move-in ready, ready for your personal touches, or the ideal lot for your waterfront dream home. Extensive landscaping with abundant flowering plants and a covered front porch provide a warm welcome to this spacious ranch home. A foyer divides the kitchen and living spaces from the bedroom wing. The kitchen features solid surface countertops, wood cabinets and a breakfast nook with views of Lake Down. A large formal dining room and living room offer ample space for hosting holidays and entertaining family and friends. An absolutely enormous family room with wood plantation shutters is anchored by a beautiful wood burning fireplace and views of the canals. The spacious bedrooms feature vaulted ceilings and California closet organizers. The primary suite has an en-suite bathroom and sliding doors to a large, covered patio in the rear. The primary bath and hall bath have been beautifully updated. The large rear and side yards are also heavily landscaped with wood paths, mature cypress trees and unparalleled views of the canals. There is a COVERED DOCK in the rear. This is a NATURAL GAS home with hookups for the GRILL, DRYER and TANKLESS WATER HEATER. One of the 2 car garage bays currently houses a SAUNA. ROOF REPLACED in 2019, A/C in 2016. This is what Windermere living is all about - a large cul-de-sac waterfront lot on the Butler Chain of Lakes and a short distance to the shops and events in downtown Windermere.

3 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code

CANAL FRONTAGE ON 2 SIDES! Extremely RARE in the TOWN OF WINDERMERE, a single story 3/2 in a CUL-DE-SAC, on a PAVED STREET with a DOCK and CANALS ON 2 SIDES giving DIRECT ACCESS to LAKE DOWN AND WASEON BAY and the ENTIRE BUTLER CHAIN BEYOND. This lovingly maintained home is move-in ready, ready for your personal touches, or the ideal lot for your waterfront dream home. Extensive landscaping with abundant flowering plants and a covered front porch provide a warm welcome to this spacious ranch home. A foyer divides the kitchen and living spaces from the bedroom wing. The kitchen features solid surface countertops, wood cabinets and a breakfast nook with views of Lake Down. A large formal dining room and living room offer ample space for hosting holidays and entertaining family and friends. An absolutely enormous family room with wood plantation shutters is anchored by a beautiful wood burning fireplace and views of the canals. The spacious bedrooms feature vaulted ceilings and California closet organizers. The primary suite has an en-suite bathroom and sliding doors to a large, covered patio in the rear. The primary bath and hall bath have been beautifully updated. The large rear and side yards are also heavily landscaped with wood paths, mature cypress trees and unparalleled views of the canals. There is a COVERED DOCK in the rear. This is a NATURAL GAS home with hookups for the GRILL, DRYER and TANKLESS WATER HEATER. One of the 2 car garage bays currently houses a SAUNA. ROOF REPLACED in 2019, A/C in 2016. This is what Windermere living is all about - a large cul-de-sac waterfront lot on the Butler Chain of Lakes and a short distance to the shops and events in downtown Windermere.

2 Oakdale Street, Windermere

$3,800,000

Set along the shores of Lake Butler, the property showcases gorgeous lake views and offers direct access to the famed Butler Chain of Lakes. ,69 acres within the gates of Isleworth Country Club.

5 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Set along the shores of Lake Butler, the property showcases gorgeous lake views and offers direct access to the famed Butler Chain of Lakes. ,69 acres within the gates of Isleworth Country Club.

9915 Giffin Court, Windermere

$820,000

Back on the Market. Buyer unable to secure financing. Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can’t be recreated. The family room feels like a cozy tale come to life with its high ceilings, original wood floors, beadboard ceiling, and brick fireplace—the kind of spot that begs for gatherings, laughter, and quiet evenings by the fire. Sunlight pours through an abundance of windows, making every corner feel warm and cheerful. A sunny dinette awaits weekend breakfasts, while the formal living room offers a refined space for hosting or unwinding. The spacious laundry room and pantry off the kitchen brings a surprising sense of ease and practicality. Outdoors, the magic continues. This charming cottage backs up to a leafy park, with no homes behind or across the street, offering a rare pocket of privacy and peaceful views. There’s room to grow — add an addition, dream up a pool, or simply enjoy the open space as it is. A detached carport and one-car garage add to the home’s quaint, functional appeal. New A/C and septic within the past 3 years. Just a short stroll down the lane, the lake awaits with glorious sunrises that feel straight out of a painting or spectacular night rocket launches. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. A home with a heart, a history, and a touch of whimsy — ready for its next chapter.

2 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Back on the Market. Buyer unable to secure financing. Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can’t be recreated. The family room feels like a cozy tale come to life with its high ceilings, original wood floors, beadboard ceiling, and brick fireplace—the kind of spot that begs for gatherings, laughter, and quiet evenings by the fire. Sunlight pours through an abundance of windows, making every corner feel warm and cheerful. A sunny dinette awaits weekend breakfasts, while the formal living room offers a refined space for hosting or unwinding. The spacious laundry room and pantry off the kitchen brings a surprising sense of ease and practicality. Outdoors, the magic continues. This charming cottage backs up to a leafy park, with no homes behind or across the street, offering a rare pocket of privacy and peaceful views. There’s room to grow — add an addition, dream up a pool, or simply enjoy the open space as it is. A detached carport and one-car garage add to the home’s quaint, functional appeal. New A/C and septic within the past 3 years. Just a short stroll down the lane, the lake awaits with glorious sunrises that feel straight out of a painting or spectacular night rocket launches. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. A home with a heart, a history, and a touch of whimsy — ready for its next chapter.

416 Magnolia Street, Windermere

$805,000

Sellers motivated! Huge price reduction! Discover your own little slice of paradise in this stunning Windermere home. Located in one of the most desirable communities, this Summerport gem is surrounded by picturesque ponds, beautifully maintained landscaping, and a warm, village-like atmosphere that feels peaceful and secluded—yet keeps every convenience just minutes away. This beautifully maintained residence filled with natural light and peaceful views is perfect for family living and hosting guests. All 4 generously sized bedrooms are located upstairs and feature luxurious new carpeting. The 3.5 bathrooms are well designed, and the home’s layout offers both space and privacy for everyone. The bonus flex room offers endless possibilities — gym, playroom, guest suite, or creative studio. On the first floor, on the left hand side of the entry hall you will find a beautifully decorated office. The kitchen features stainless steel appliances, stone counter tops and an open layout to the family room. The family room is equipped with surround sound system. The living spaces flow effortlessly, creating the perfect atmosphere for both everyday comfort and entertaining. All common areas and the master bedroom feature crown molding. A charming covered front porch sets the tone, while the amazing back covered patio invites you to relax and take in the serene pond view. Recent upgrades within the last two years include: new high-end plush carpet in all bedrooms; new plantation blinds throughout; new windows enhancing natural light and energy efficiency; fresh interior and exterior paint giving the home a crisp, fresh look; new epoxy flooring in the garage and new garbage disposal. Also, enjoy worry-free comfort with two newly installed indoor A/C units (air handlers), protected by a 10-year parts warranty a 1-year labor warranty. Summerport is known for its beauty, charm, and top-tier amenities, all supported by a low HOA. Residents enjoy a gorgeous clubhouse; a well-equipped fitness center; tennis, pickleball, beach volleyball and basketball courts; several playgrounds and community parks; miles of scenic walking trails winding around ponds and covered docks. In addition, you’ll benefit from the neighborhood’s proximity to highly rated schools, making this a smart choice for families seeking both lifestyle and academic excellence. With Magic Kingdom only 23 minutes from your door and Universal Studios just 28 minutes, the location simply can’t be beat. Grocery stores are four minutes away. A major shopping mall area 13 minutes away keeps errands quick and easy. From morning walks around the lakes to peaceful evenings on your covered patio, this home delivers the perfect blend of comfort, upgrades, lifestyle, and unbeatable location.

5 Beds ⋅ 4 Baths ⋅ Stillwater Xings Prcl Sc-13 1 SubDv. ⋅ 34786 Zip Code

Sellers motivated! Huge price reduction! Discover your own little slice of paradise in this stunning Windermere home. Located in one of the most desirable communities, this Summerport gem is surrounded by picturesque ponds, beautifully maintained landscaping, and a warm, village-like atmosphere that feels peaceful and secluded—yet keeps every convenience just minutes away. This beautifully maintained residence filled with natural light and peaceful views is perfect for family living and hosting guests. All 4 generously sized bedrooms are located upstairs and feature luxurious new carpeting. The 3.5 bathrooms are well designed, and the home’s layout offers both space and privacy for everyone. The bonus flex room offers endless possibilities — gym, playroom, guest suite, or creative studio. On the first floor, on the left hand side of the entry hall you will find a beautifully decorated office. The kitchen features stainless steel appliances, stone counter tops and an open layout to the family room. The family room is equipped with surround sound system. The living spaces flow effortlessly, creating the perfect atmosphere for both everyday comfort and entertaining. All common areas and the master bedroom feature crown molding. A charming covered front porch sets the tone, while the amazing back covered patio invites you to relax and take in the serene pond view. Recent upgrades within the last two years include: new high-end plush carpet in all bedrooms; new plantation blinds throughout; new windows enhancing natural light and energy efficiency; fresh interior and exterior paint giving the home a crisp, fresh look; new epoxy flooring in the garage and new garbage disposal. Also, enjoy worry-free comfort with two newly installed indoor A/C units (air handlers), protected by a 10-year parts warranty a 1-year labor warranty. Summerport is known for its beauty, charm, and top-tier amenities, all supported by a low HOA. Residents enjoy a gorgeous clubhouse; a well-equipped fitness center; tennis, pickleball, beach volleyball and basketball courts; several playgrounds and community parks; miles of scenic walking trails winding around ponds and covered docks. In addition, you’ll benefit from the neighborhood’s proximity to highly rated schools, making this a smart choice for families seeking both lifestyle and academic excellence. With Magic Kingdom only 23 minutes from your door and Universal Studios just 28 minutes, the location simply can’t be beat. Grocery stores are four minutes away. A major shopping mall area 13 minutes away keeps errands quick and easy. From morning walks around the lakes to peaceful evenings on your covered patio, this home delivers the perfect blend of comfort, upgrades, lifestyle, and unbeatable location.

14551 Yellow Butterfly Road, Windermere

$950,000

PRICE IMPROVEMENT — exceptional value in Windermere! Welcome home to your personal oasis — tucked within the prestigious Sanctuary at Lakes of Windermere, this move-in-ready retreat is designed for inspired living and effortless entertaining. From the moment you step inside, you’ll feel how the open, airy layout and thoughtful finishes create a haven you can’t wait to come home to. With five full suites (including a main-floor guest suite), a dedicated home office, and a private home theater, there’s room for everyone to work, rest, and play in comfort. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, stainless steel appliances, and a designer backsplash. Gather around the oversized island for casual meals, then flow seamlessly into the light-filled dining and living areas with upgraded trim and premium tile flooring. With over $250,000 in upgrades, every detail — from smart-home features to additional windows and outlets — was carefully planned to enhance everyday living. Step outside to your private backyard escape, where a heated saltwater pool, extended screened lanai, and built-in summer kitchen create the perfect setting for year-round enjoyment. The pool includes a powerful heater capable of warming the water to over 100°F and relaxing jet streams, making it ideal for unwinding any time of year. Lush landscaping and a private setting complete this serene outdoor retreat. Whether you work from home, love to host, or simply want a peaceful space to recharge, this home truly checks every box. And here’s the cherry on top: the seller is including the full movie-theater setup — furniture, projector, screen, sound components, and more — so the new owner can move right in and enjoy movie night from day one. Located minutes from top-rated schools, dining, shopping, and Orlando’s best attractions, this home offers the perfect blend of small-town charm and city convenience. If you’re ready for a home that lives like a resort, this is your opportunity. Schedule your private showing today and experience Windermere living at its finest.

5 Beds ⋅ 6 Baths ⋅ Sanctuary/Lks/Windermere SubDv. ⋅ 34786 Zip Code

PRICE IMPROVEMENT — exceptional value in Windermere! Welcome home to your personal oasis — tucked within the prestigious Sanctuary at Lakes of Windermere, this move-in-ready retreat is designed for inspired living and effortless entertaining. From the moment you step inside, you’ll feel how the open, airy layout and thoughtful finishes create a haven you can’t wait to come home to. With five full suites (including a main-floor guest suite), a dedicated home office, and a private home theater, there’s room for everyone to work, rest, and play in comfort. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, stainless steel appliances, and a designer backsplash. Gather around the oversized island for casual meals, then flow seamlessly into the light-filled dining and living areas with upgraded trim and premium tile flooring. With over $250,000 in upgrades, every detail — from smart-home features to additional windows and outlets — was carefully planned to enhance everyday living. Step outside to your private backyard escape, where a heated saltwater pool, extended screened lanai, and built-in summer kitchen create the perfect setting for year-round enjoyment. The pool includes a powerful heater capable of warming the water to over 100°F and relaxing jet streams, making it ideal for unwinding any time of year. Lush landscaping and a private setting complete this serene outdoor retreat. Whether you work from home, love to host, or simply want a peaceful space to recharge, this home truly checks every box. And here’s the cherry on top: the seller is including the full movie-theater setup — furniture, projector, screen, sound components, and more — so the new owner can move right in and enjoy movie night from day one. Located minutes from top-rated schools, dining, shopping, and Orlando’s best attractions, this home offers the perfect blend of small-town charm and city convenience. If you’re ready for a home that lives like a resort, this is your opportunity. Schedule your private showing today and experience Windermere living at its finest.

6947 Cucamelon Court, Windermere

$2,200,000

Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step inside to an open, grand gathering space framed with natural wood beams, a gas fireplace, and a seamless flow into a chef-inspired kitchen. Featuring state-of-the-art GE Monogram appliances, a Taj Mahal quartzite island, restaurant-quality crushed ice, a 100+ bottle wine cooler, a full bar and coffee lounge, and a spacious walk-in kitchen pantry—this home invites effortless entertaining. Throughout, new wide-plank laminate wood floors set a refined, cohesive tone. Additional highlights include professional designer wallpaper in the dining room and powder bath, smart bidet in the primary bath, and a fully integrated smart-home lighting, shade, and security system. The primary suite is a private sanctuary, complete with a fully reimagined spa bath wrapped in marble and porcelain, a freestanding soaking tub, and two custom-designed closets. There are three more en suite bedrooms offering privacy and convenience. This corner-lot haven is framed by mature oak trees and newly installed landscaping and irrigation. A beautiful outdoor deck and built-in fire pit creates a cozy retreat for gatherings. Follow the canal behind the home to access the world-renowned Butler Chain of Lakes. The boathouse features an electric lift, dual Sea-Doo floating docks, and instant access to some of Florida’s most coveted waterways.

5 Beds ⋅ 5 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code

Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step inside to an open, grand gathering space framed with natural wood beams, a gas fireplace, and a seamless flow into a chef-inspired kitchen. Featuring state-of-the-art GE Monogram appliances, a Taj Mahal quartzite island, restaurant-quality crushed ice, a 100+ bottle wine cooler, a full bar and coffee lounge, and a spacious walk-in kitchen pantry—this home invites effortless entertaining. Throughout, new wide-plank laminate wood floors set a refined, cohesive tone. Additional highlights include professional designer wallpaper in the dining room and powder bath, smart bidet in the primary bath, and a fully integrated smart-home lighting, shade, and security system. The primary suite is a private sanctuary, complete with a fully reimagined spa bath wrapped in marble and porcelain, a freestanding soaking tub, and two custom-designed closets. There are three more en suite bedrooms offering privacy and convenience. This corner-lot haven is framed by mature oak trees and newly installed landscaping and irrigation. A beautiful outdoor deck and built-in fire pit creates a cozy retreat for gatherings. Follow the canal behind the home to access the world-renowned Butler Chain of Lakes. The boathouse features an electric lift, dual Sea-Doo floating docks, and instant access to some of Florida’s most coveted waterways.

81 Oakdale Street, Windermere

$1,180,000

A rare opportunity awaits in Old Windermere, one of Central Florida’s most exclusive and timeless luxury enclaves. This 1.20-acre elevated corner homesite sits directly across from Lake Butler, offering commanding lake views, exceptional privacy, and a coveted position on the renowned Chain of Lakes. The seller states they have architectural plans prepared for a 14,354 sq ft custom estate. Buyer to verify approval and permitting status directly with the county and/or Town of Windermere. The homesite has already been thoughtfully elevated, offering enhanced sightlines, improved drainage, and an ideal foundation for a future luxury residence. Located just minutes from downtown Windermere, top private schools, championship golf courses, and the area’s finest dining and amenities, this parcel delivers an unmatched setting for a world-class estate. Opportunities of this caliber are increasingly limited—secure a premier position in the “Town Among the Lakes” and bring your dream home to life on one of Old Windermere’s most desirable homesites.

Lake Butler Estates SubDv. ⋅ 34786 Zip Code

A rare opportunity awaits in Old Windermere, one of Central Florida’s most exclusive and timeless luxury enclaves. This 1.20-acre elevated corner homesite sits directly across from Lake Butler, offering commanding lake views, exceptional privacy, and a coveted position on the renowned Chain of Lakes. The seller states they have architectural plans prepared for a 14,354 sq ft custom estate. Buyer to verify approval and permitting status directly with the county and/or Town of Windermere. The homesite has already been thoughtfully elevated, offering enhanced sightlines, improved drainage, and an ideal foundation for a future luxury residence. Located just minutes from downtown Windermere, top private schools, championship golf courses, and the area’s finest dining and amenities, this parcel delivers an unmatched setting for a world-class estate. Opportunities of this caliber are increasingly limited—secure a premier position in the “Town Among the Lakes” and bring your dream home to life on one of Old Windermere’s most desirable homesites.

11947 Lake Butler Boulevard, Windermere

$2,950,000

Nestled within the exclusive Gardens of Isleworth enclave within Isleworth Golf & Country Club, this exquisite residence exemplifies refined Florida living. Crafted by Pellegrini Homes with professionally designed interiors, the single-story home seamlessly blends architectural sophistication with inviting comfort. A brick paver motor court introduces the residence, where a gracious custom arched French entry door sets the tone for the elegance within. The formal foyer makes a lasting impression with its soaring octagonal ceiling accented in tongue-and-groove woodwork. Inside, the formal living room—currently styled as a music salon—showcases a faux-painted garden ceiling and a custom brick wine nook, adding artistic charm and warmth. Throughout the home, travertine floors and curated details complement a spacious open plan, lending to the home's exceptional design and craftsmanship. Framed by reclaimed rustic wood beams and sliding glass doors, the family room flows naturally to the courtyard pool, creating effortless indoor-outdoor living. The center-island kitchen serves as a culinary showcase with custom cabinetry and premium appliances by Viking, Sub-Zero, and GE Monogram, while the adjoining casual dining area offers views of the pool and lush surroundings. The thoughtfully designed layout includes three bedrooms, one of which is a private cabana suite opening directly to the pool—ideal for guests or quiet retreat. The primary suite features a large bedroom, dual closets and a beautifully finished bath. Beyond the courtyard, a patio with pergola overlooks serene pond views, providing yet another setting for relaxation and entertaining. Centered around its picturesque courtyard pool with fireplace, summer kitchen, and hot tub, this remarkable residence offers both privacy and elegance in perfect balance—an exceptional opportunity to live beautifully within one of Isleworth's most coveted enclaves.

3 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Nestled within the exclusive Gardens of Isleworth enclave within Isleworth Golf & Country Club, this exquisite residence exemplifies refined Florida living. Crafted by Pellegrini Homes with professionally designed interiors, the single-story home seamlessly blends architectural sophistication with inviting comfort. A brick paver motor court introduces the residence, where a gracious custom arched French entry door sets the tone for the elegance within. The formal foyer makes a lasting impression with its soaring octagonal ceiling accented in tongue-and-groove woodwork. Inside, the formal living room—currently styled as a music salon—showcases a faux-painted garden ceiling and a custom brick wine nook, adding artistic charm and warmth. Throughout the home, travertine floors and curated details complement a spacious open plan, lending to the home's exceptional design and craftsmanship. Framed by reclaimed rustic wood beams and sliding glass doors, the family room flows naturally to the courtyard pool, creating effortless indoor-outdoor living. The center-island kitchen serves as a culinary showcase with custom cabinetry and premium appliances by Viking, Sub-Zero, and GE Monogram, while the adjoining casual dining area offers views of the pool and lush surroundings. The thoughtfully designed layout includes three bedrooms, one of which is a private cabana suite opening directly to the pool—ideal for guests or quiet retreat. The primary suite features a large bedroom, dual closets and a beautifully finished bath. Beyond the courtyard, a patio with pergola overlooks serene pond views, providing yet another setting for relaxation and entertaining. Centered around its picturesque courtyard pool with fireplace, summer kitchen, and hot tub, this remarkable residence offers both privacy and elegance in perfect balance—an exceptional opportunity to live beautifully within one of Isleworth's most coveted enclaves.

4711 Joanna Garden Ct, Windermere

$4,850,000

Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.

7 Beds ⋅ 8 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code

Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.

9575 Westover Roberts Road, Windermere

$3,700,000

Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout. The gourmet kitchen features custom dark cabinetry, quartz countertops, a designer mosaic backsplash, pendant lighting, and top-of-the-line stainless-steel appliances. The primary suite is a serene retreat showcasing peaceful lake views, a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and a custom-designed walk-in closet. This remarkable home also includes a fully equipped theater room, a complete gym setup, multiple TVs, and select designer furniture pieces in the dining room, living room, and office, along with all chandeliers and lighting fixtures. Outdoors, enjoy a resort-style pool, spacious travertine patio, and a private dock with lifts for both a Yamaha boat and Jet Ski, which are included in the sale for your convenience. With its three-car garage, lush landscaping, and proximity to fine dining, golf, and top-rated schools, this residence exemplifies modern sophistication and lakefront elegance in Windermere.

6 Beds ⋅ 7 Baths ⋅ Casa Del Lago Rep SubDv. ⋅ 34786 Zip Code

Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout. The gourmet kitchen features custom dark cabinetry, quartz countertops, a designer mosaic backsplash, pendant lighting, and top-of-the-line stainless-steel appliances. The primary suite is a serene retreat showcasing peaceful lake views, a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and a custom-designed walk-in closet. This remarkable home also includes a fully equipped theater room, a complete gym setup, multiple TVs, and select designer furniture pieces in the dining room, living room, and office, along with all chandeliers and lighting fixtures. Outdoors, enjoy a resort-style pool, spacious travertine patio, and a private dock with lifts for both a Yamaha boat and Jet Ski, which are included in the sale for your convenience. With its three-car garage, lush landscaping, and proximity to fine dining, golf, and top-rated schools, this residence exemplifies modern sophistication and lakefront elegance in Windermere.

12132 Montalcino Circle, Windermere

$615,000

One or more photo(s) has been virtually staged. ** A Front-Row Seat to the Magic ** Imagine coming home after dinner at one of Windermere’s fine local restaurants… you step out onto your covered lanai, the sky darkens, and just beyond the treetops, *Disney’s fireworks burst into color.* Every evening feels enchanted — and it’s all just two miles from your doorstep. Welcome to **Windermere Terrace**, where convenience and comfort meet charm and community. This beautifully appointed **5-bedroom, 4-bath home** was designed for both relaxation and entertaining. The **open-concept kitchen** flows seamlessly into the casual breakfast nook and family room — the heart of the home — featuring **42” cabinetry, granite counters, stainless steel appliances, and a generous walk-in pantry**. A **downstairs bedroom** offers flexibility for guests or a private home office, while the **upstairs loft** creates space for movie nights, homework, or quiet reading. Every bathroom showcases **granite counters and designer tile**, and the **primary suite** offers a spa-inspired retreat with a **glass-enclosed shower and private lavatory**. When it’s time to unwind, the **community pool** is just steps away, the perfect place to soak up Florida sunshine and connect with neighbors. Community walking paths to unwind from the day. Here, in one of Windermere’s most desired locations, close to world-class attractions, upscale shopping, and top-rated schools, every day feels a little more magical.

5 Beds ⋅ 4 Baths ⋅ Windermere Terrace SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. ** A Front-Row Seat to the Magic ** Imagine coming home after dinner at one of Windermere’s fine local restaurants… you step out onto your covered lanai, the sky darkens, and just beyond the treetops, *Disney’s fireworks burst into color.* Every evening feels enchanted — and it’s all just two miles from your doorstep. Welcome to **Windermere Terrace**, where convenience and comfort meet charm and community. This beautifully appointed **5-bedroom, 4-bath home** was designed for both relaxation and entertaining. The **open-concept kitchen** flows seamlessly into the casual breakfast nook and family room — the heart of the home — featuring **42” cabinetry, granite counters, stainless steel appliances, and a generous walk-in pantry**. A **downstairs bedroom** offers flexibility for guests or a private home office, while the **upstairs loft** creates space for movie nights, homework, or quiet reading. Every bathroom showcases **granite counters and designer tile**, and the **primary suite** offers a spa-inspired retreat with a **glass-enclosed shower and private lavatory**. When it’s time to unwind, the **community pool** is just steps away, the perfect place to soak up Florida sunshine and connect with neighbors. Community walking paths to unwind from the day. Here, in one of Windermere’s most desired locations, close to world-class attractions, upscale shopping, and top-rated schools, every day feels a little more magical.

7132 Beek Street, Windermere

$862,000

This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting. Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light. French doors open to a large screened porch — an ideal spot for morning coffee, outdoor dining, or unwinding beneath the shade of mature trees. The island kitchen features granite countertops and generous workspace for cooking and entertaining. The first floor includes a full bedroom and bath, perfect for guests or a home office. Upstairs, the spacious primary suite offers a peaceful retreat, joined by two additional bedrooms and the convenience of a second-floor laundry room. New Septic and drain field 2020, A/C 2024, Well re-sleaved and new pump 2024. A partially air-conditioned, three-car garage provides excellent storage and space for vehicles, golf carts, or weekend adventure gear. Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.

4 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting. Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light. French doors open to a large screened porch — an ideal spot for morning coffee, outdoor dining, or unwinding beneath the shade of mature trees. The island kitchen features granite countertops and generous workspace for cooking and entertaining. The first floor includes a full bedroom and bath, perfect for guests or a home office. Upstairs, the spacious primary suite offers a peaceful retreat, joined by two additional bedrooms and the convenience of a second-floor laundry room. New Septic and drain field 2020, A/C 2024, Well re-sleaved and new pump 2024. A partially air-conditioned, three-car garage provides excellent storage and space for vehicles, golf carts, or weekend adventure gear. Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.

299 W 4th Avenue, Windermere

$844,000

One or more photo(s) has been virtually staged. Stunning Windermere Retreat with Breathtaking Views complete with Disney Fireworks every night from your backyard! Welcome to your dream home in the heart of Windermere—where luxury, space, and scenic beauty converge. Situated on an oversized lot in one of Central Florida’s most sought-after communities, this exquisite residence offers sweeping views and refined living both inside and out. Step inside to discover a bright, open floor plan designed for effortless entertaining and everyday comfort. Soaring high ceilings and expansive windows flood the living spaces with natural light, highlighting the home’s elegant finishes and spacious layout. The gourmet kitchen flows seamlessly into the dining and living areas, making it the true heart of the home. With generously sized bedrooms—including a luxurious primary suite—there’s space for everyone to relax in style. A versatile loft area offers additional room for a home office, play space, gym or media lounge. This 4 way split floor plan gives every one in the family their own space and bathroom. Outdoors, unwind in your own private paradise. A sparkling crystal-clear pool with travertine patio s the centerpiece of the lushly landscaped backyard—perfect for summer gatherings or tranquil evenings under the stars. The back of the home boasts amazing sunsets overlooking a serene pond and quiet fields as far as the eye can see. Additional highlights include a three-car garage equipped with A/C, abundant storage, and access to top-rated Windermere schools, including Windermere Preparatory School just a mile away, community pool and walking trails, making this home ideal for families seeking both sophistication and convenience. Don’t miss this rare opportunity to own a piece of paradise. Schedule your private tour today and experience the Windermere lifestyle at its finest! Newer AC units (2019) Pool installed 2015.

4 Beds ⋅ 4 Baths ⋅ Providence Ph 02 SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. Stunning Windermere Retreat with Breathtaking Views complete with Disney Fireworks every night from your backyard! Welcome to your dream home in the heart of Windermere—where luxury, space, and scenic beauty converge. Situated on an oversized lot in one of Central Florida’s most sought-after communities, this exquisite residence offers sweeping views and refined living both inside and out. Step inside to discover a bright, open floor plan designed for effortless entertaining and everyday comfort. Soaring high ceilings and expansive windows flood the living spaces with natural light, highlighting the home’s elegant finishes and spacious layout. The gourmet kitchen flows seamlessly into the dining and living areas, making it the true heart of the home. With generously sized bedrooms—including a luxurious primary suite—there’s space for everyone to relax in style. A versatile loft area offers additional room for a home office, play space, gym or media lounge. This 4 way split floor plan gives every one in the family their own space and bathroom. Outdoors, unwind in your own private paradise. A sparkling crystal-clear pool with travertine patio s the centerpiece of the lushly landscaped backyard—perfect for summer gatherings or tranquil evenings under the stars. The back of the home boasts amazing sunsets overlooking a serene pond and quiet fields as far as the eye can see. Additional highlights include a three-car garage equipped with A/C, abundant storage, and access to top-rated Windermere schools, including Windermere Preparatory School just a mile away, community pool and walking trails, making this home ideal for families seeking both sophistication and convenience. Don’t miss this rare opportunity to own a piece of paradise. Schedule your private tour today and experience the Windermere lifestyle at its finest! Newer AC units (2019) Pool installed 2015.

13212 Swansea Avenue, Windermere

$5,000,000

Redefine luxury living. Welcome home to an exceptional lifestyle with an estate that offers impeccable design and unparalleled sophistication in one of Central Florida's most desirable guard-gated communities, Keene's Pointe. This masterfully designed residence, which was fully reimagined and painstakingly renovated over 2 years, blends modern luxury with timeless elegance. No expense was spared and every corner was touched....this is what a real renovation looks like. Perfectly positioned on an expansive .85-acre corner homesite overlooking a tranquil pond, this 7,600 square foot residence welcomes you with a 32 foot tall open entry, taking full advantage of the year-round Florida sunshine. Just off the entry, you will find a private office featuring a coffered ceiling, designer lighting and glass pocket doors. The home offers 5 spacious ensuite bedrooms, including a lavish first floor primary suite, featuring a spa-inspired bath and impressive dressing room with extensive custom storage. In the second-story wing of the home, you will find three secondary ensuite bedrooms, each with beautifully updated baths plus a loft. A private guest suite, set on the second story of it own wing was expertly finished in 2022. Your guests will enjoy a large bedroom, kitchenette, seating area, private bath, large closet and a private entrance, making it the ideal space for extended family or visitors. The third wing of the home features an expansive theater room, with stadium seating, new wet bar and full bath. Entertain effortlessly with the open floor plan, combining living, dining and a seamless transition from inside to your private resort oasis, featuring saltwater pool, spa, outdoor fireplace, covered al fresco dining area with remote controlled screens, brand new open cabana with summer kitchen and bar, and ample green space. Inside, your chef's kitchen awaits, with a waterfall edge island, Thermador appliances, custom cabinetry and butler's pantry, with refrigerated drawers, ice maker and storage. Additional highlights include a 5 car garage, tankless hot water heaters, lighting automation, custom storage areas and dedicated irrigation well. Every detail of this home was carefully curated with timeless elegance, modern functionality and unmatched quality. Coupled with the effortless Florida lifestyle and located just minutes from Orlando's world class attractions and golf, this exceptional home is turn-key ready and truly special. Make your private appointment to see it today.

5 Beds ⋅ 7 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Redefine luxury living. Welcome home to an exceptional lifestyle with an estate that offers impeccable design and unparalleled sophistication in one of Central Florida's most desirable guard-gated communities, Keene's Pointe. This masterfully designed residence, which was fully reimagined and painstakingly renovated over 2 years, blends modern luxury with timeless elegance. No expense was spared and every corner was touched....this is what a real renovation looks like. Perfectly positioned on an expansive .85-acre corner homesite overlooking a tranquil pond, this 7,600 square foot residence welcomes you with a 32 foot tall open entry, taking full advantage of the year-round Florida sunshine. Just off the entry, you will find a private office featuring a coffered ceiling, designer lighting and glass pocket doors. The home offers 5 spacious ensuite bedrooms, including a lavish first floor primary suite, featuring a spa-inspired bath and impressive dressing room with extensive custom storage. In the second-story wing of the home, you will find three secondary ensuite bedrooms, each with beautifully updated baths plus a loft. A private guest suite, set on the second story of it own wing was expertly finished in 2022. Your guests will enjoy a large bedroom, kitchenette, seating area, private bath, large closet and a private entrance, making it the ideal space for extended family or visitors. The third wing of the home features an expansive theater room, with stadium seating, new wet bar and full bath. Entertain effortlessly with the open floor plan, combining living, dining and a seamless transition from inside to your private resort oasis, featuring saltwater pool, spa, outdoor fireplace, covered al fresco dining area with remote controlled screens, brand new open cabana with summer kitchen and bar, and ample green space. Inside, your chef's kitchen awaits, with a waterfall edge island, Thermador appliances, custom cabinetry and butler's pantry, with refrigerated drawers, ice maker and storage. Additional highlights include a 5 car garage, tankless hot water heaters, lighting automation, custom storage areas and dedicated irrigation well. Every detail of this home was carefully curated with timeless elegance, modern functionality and unmatched quality. Coupled with the effortless Florida lifestyle and located just minutes from Orlando's world class attractions and golf, this exceptional home is turn-key ready and truly special. Make your private appointment to see it today.

9733 Carillon Park Drive, Windermere

$6,700,000

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!

7 Beds ⋅ 8 Baths ⋅ Keenes Pointe 46/104 SubDv. ⋅ 34786 Zip Code

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!

6507 Rosella Court, Windermere

$1,800,000

Adjacent to the northwest corner of Lake Butler, beautifully set along the shores of Lake William Davis, this custom Mediterranean-inspired estate captures the essence of timeless design and relaxed Florida living. Framed by lush landscaping and serene water views, the home blends classic architectural details with fresh, inviting interiors. Inside, sunlight pours through large windows, highlighting rich textures and custom ironwork that lend both warmth and sophistication. With just over 4,200 square feet of living space, the thoughtful floor plan features 4 bedrooms, 4.5 baths, and a dedicated office that can easily serve as a 5th bedroom. The main level includes formal living and dining rooms designed for gathering, while the open-concept kitchen, with its oversized island and generous prep space, anchors the heart of the home. The 1st floor primary suite offers a private retreat with views of the gardens and an adjacent executive study. A comfortable guest suite is conveniently positioned near the covered breezeway for added privacy. Upstairs loft, with two additional bedrooms, a full bath, have lake and garden views. Outdoors, the home’s timeless charm continues with a warm terracotta roof, graceful arches, a decorative fountain, and wrought-iron accents that connect the main residence to the 3 car garage. The lakefront backyard is equally inviting, complete with a summer kitchen, pool with water features, and beautifully landscaped gardens. FULLY OWNED Energy-efficient solar panels help keep electric costs impressively low, averaging under $100 per month. Every space is designed to balance elegance with livability, creating a Tuscan inspired residence that feels both refined and welcoming.

4 Beds ⋅ 5 Baths ⋅ Lake Davis Estates SubDv. ⋅ 34786 Zip Code

Adjacent to the northwest corner of Lake Butler, beautifully set along the shores of Lake William Davis, this custom Mediterranean-inspired estate captures the essence of timeless design and relaxed Florida living. Framed by lush landscaping and serene water views, the home blends classic architectural details with fresh, inviting interiors. Inside, sunlight pours through large windows, highlighting rich textures and custom ironwork that lend both warmth and sophistication. With just over 4,200 square feet of living space, the thoughtful floor plan features 4 bedrooms, 4.5 baths, and a dedicated office that can easily serve as a 5th bedroom. The main level includes formal living and dining rooms designed for gathering, while the open-concept kitchen, with its oversized island and generous prep space, anchors the heart of the home. The 1st floor primary suite offers a private retreat with views of the gardens and an adjacent executive study. A comfortable guest suite is conveniently positioned near the covered breezeway for added privacy. Upstairs loft, with two additional bedrooms, a full bath, have lake and garden views. Outdoors, the home’s timeless charm continues with a warm terracotta roof, graceful arches, a decorative fountain, and wrought-iron accents that connect the main residence to the 3 car garage. The lakefront backyard is equally inviting, complete with a summer kitchen, pool with water features, and beautifully landscaped gardens. FULLY OWNED Energy-efficient solar panels help keep electric costs impressively low, averaging under $100 per month. Every space is designed to balance elegance with livability, creating a Tuscan inspired residence that feels both refined and welcoming.

5412 Water Creek Drive, Windermere

$2,275,000

Now it’s your turn to live on the 18th hole of the Golden Bear Club golf course in a fully updated custom home, located on one of the most desirable streets in Keene’s Pointe. This house with a timeless design inside and out, has five bedrooms (two down and three up), four full bathrooms, three car garage, and incredible outdoor living with renovated pool and brand new pool enclosure. Upstairs you will find a second family room with a storage room that is perfect for storing your holiday decorations and those extra bulky items that are hard to find a place for. And when you are ready to enjoy the serene views of the 18th fairway, you can either sit on your second floor balcony or inside your first floor lanai. The house has been completely updated over the past five years, including kitchen, bathrooms, roof (2022), floors, pool, and much more. Since purchasing, the current owners have invested an additional $250K in the following improvements: replacing both HVAC systems with top of the line Carrier units, added plantation shutters throughout, added a beautiful pool enclosure with panoramic screens and built in programmable LED lights, added an outdoor kitchen and pergola, new pool heater, EV outlet in garage, and landscaping throughout the property. This is a truly turn-key, move in ready home with a incredible curb appeal on an oversized golf course lot. What more could you ask for? Come see what the Keene’s Pointe lifestyle has in store for you.

5 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Now it’s your turn to live on the 18th hole of the Golden Bear Club golf course in a fully updated custom home, located on one of the most desirable streets in Keene’s Pointe. This house with a timeless design inside and out, has five bedrooms (two down and three up), four full bathrooms, three car garage, and incredible outdoor living with renovated pool and brand new pool enclosure. Upstairs you will find a second family room with a storage room that is perfect for storing your holiday decorations and those extra bulky items that are hard to find a place for. And when you are ready to enjoy the serene views of the 18th fairway, you can either sit on your second floor balcony or inside your first floor lanai. The house has been completely updated over the past five years, including kitchen, bathrooms, roof (2022), floors, pool, and much more. Since purchasing, the current owners have invested an additional $250K in the following improvements: replacing both HVAC systems with top of the line Carrier units, added plantation shutters throughout, added a beautiful pool enclosure with panoramic screens and built in programmable LED lights, added an outdoor kitchen and pergola, new pool heater, EV outlet in garage, and landscaping throughout the property. This is a truly turn-key, move in ready home with a incredible curb appeal on an oversized golf course lot. What more could you ask for? Come see what the Keene’s Pointe lifestyle has in store for you.

6252 Blakeford Dr, Windermere

$1,875,000

Prepare to be dazzled by this exquisitely remodeled waterfront estate in a gated Windermere community. On over a one-acre private lot, the home sits on the shores of the pristine 38-acre Lake Roper. Massive double doors greet you as you enter into impeccable craftsmanship and high-end finishes that sparkle amongst the lakefront backdrop. Soaring ceilings and natural light highlight the scale and architectural grandeur of the open-concept design. The gourmet kitchen will delight the chef in your family, boasting professional-grade stainless steel appliances, a gas cooktop, solid wood cabinetry, a floating island and stunning quartz countertops. The main living space features a contemporary fireplace, with expansive windows and enormous sliding glass doors that perfectly frame the shimmering lake. The primary suite is a tranquil space with a dedicated sitting area, offering uninterrupted views of the water. The spa-like primary bath features a deep soaking tub, oversized walk-in closets, and dual vanities, turning your daily routine into a peaceful ritual. Seamless outdoor entertaining is effortless, thanks to the outdoor summer kitchen and the custom-designed, heated pool with an integrated sun-shelf and seating. The private boathouse is designed for the ultimate watersport enthusiast with a state-of-the-art dock featuring an electric boat lift and two dedicated drive-up jet ski docks, all while serving up unforgettable Florida sunsets, nightly. This is a place to unwind, complete with custom lights for in-water illumination that casts a captivating glow across the lake at twilight. Unwavering peace of mind is ensured by the Generac whole-house standby generator, while the oversized three-car garage offers ample, dedicated space for your luxury vehicles and recreational pursuits. Two newer HVAC systems (2019, 2021) for climate control zones. This premier location offers unparalleled convenience: Enjoy walking/biking to Winter Garden Village for dining and boutique shopping, while remaining just moments from the charm of downtown Windermere. Enjoy top-rated schools, world-class amusement parks, and quick access to Central Florida's major luxury and business corridors.

5 Beds ⋅ 6 Baths ⋅ Windermere Pointe At Lake Roper SubDv. ⋅ 34786 Zip Code

Prepare to be dazzled by this exquisitely remodeled waterfront estate in a gated Windermere community. On over a one-acre private lot, the home sits on the shores of the pristine 38-acre Lake Roper. Massive double doors greet you as you enter into impeccable craftsmanship and high-end finishes that sparkle amongst the lakefront backdrop. Soaring ceilings and natural light highlight the scale and architectural grandeur of the open-concept design. The gourmet kitchen will delight the chef in your family, boasting professional-grade stainless steel appliances, a gas cooktop, solid wood cabinetry, a floating island and stunning quartz countertops. The main living space features a contemporary fireplace, with expansive windows and enormous sliding glass doors that perfectly frame the shimmering lake. The primary suite is a tranquil space with a dedicated sitting area, offering uninterrupted views of the water. The spa-like primary bath features a deep soaking tub, oversized walk-in closets, and dual vanities, turning your daily routine into a peaceful ritual. Seamless outdoor entertaining is effortless, thanks to the outdoor summer kitchen and the custom-designed, heated pool with an integrated sun-shelf and seating. The private boathouse is designed for the ultimate watersport enthusiast with a state-of-the-art dock featuring an electric boat lift and two dedicated drive-up jet ski docks, all while serving up unforgettable Florida sunsets, nightly. This is a place to unwind, complete with custom lights for in-water illumination that casts a captivating glow across the lake at twilight. Unwavering peace of mind is ensured by the Generac whole-house standby generator, while the oversized three-car garage offers ample, dedicated space for your luxury vehicles and recreational pursuits. Two newer HVAC systems (2019, 2021) for climate control zones. This premier location offers unparalleled convenience: Enjoy walking/biking to Winter Garden Village for dining and boutique shopping, while remaining just moments from the charm of downtown Windermere. Enjoy top-rated schools, world-class amusement parks, and quick access to Central Florida's major luxury and business corridors.

13036 Lake Roper Court, Windermere

$900,000

Virtually Staged. **Back on the market! 25k price improvement and a new roof being added! Buyers financing fell through.** Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one-acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split floor plan that seamlessly integrates luxury finishes with functional daily living. The interior boasts marble flooring throughout the main living areas and engineered hardwood in all bedrooms, complemented by high ceilings, crown molding, and recessed LED lighting throughout. A dry bar enhances the living room’s entertaining capacity, along with new chandeliers that adorn the living and dining rooms. The living room is distinguished by a textured accent wall, skylights, and a wood-burning stone fireplace. The kitchen was redesigned, featuring sealed butcher block counters, soft-close cabinets and drawers, stainless steel smart appliances, a Fotile range hood with a self-adjusting capture shield, pantry storage, and breakfast bar. Well water for home and irrigation purposes, along with a reverse osmosis water treatment system. The additional 3 bedrooms are on the opposite side of the home, and bedrooms feature remote-controlled ceiling fans and lights. The expansive primary suite includes a custom walk-in closet and an ensuite primary bathroom. The primary bath features dual sinks, soft-close cabinetry, an oversized stand-up shower with pebble flooring, marble backsplash, rainfall shower heads, and a three-head body sprayer with jets. A recently added full guest bathroom includes a pedestal sink, marble finishes, and a stand-up shower with dual shower heads. The en-suite bath in the second bedroom features a stand-up shower with a marble backsplash, LED anti-fog mirror, and soft-close cabinetry. The shared bathroom offers dual sinks, an LED anti-fog mirror, direct pool access, marble finishes, a stand-up shower with pebble flooring, and dual shower heads. Smart-home and energy-efficient amenities include a new water heater, Ecobee smart thermostat, myQ garage opener, and a smart front door lock. The exterior features a screen-enclosed, in-ground pool, covered lanai with ceiling fans, circular driveway with side-entry two-car garage, and an additional rear concrete parking pad suitable for RV or boat storage. The extensive 1-acre lot offers flexibility for expansion, allowing for privacy fencing, a future mother-in-law suite, or an addition. HOA fee is only $253 per year, providing access to the adjacent Windermere Recreation Center, which offers three lighted tennis courts, playground, pet parks, lakefront boardwalk, kayak launch, sand volleyball court, BBQ grills, picnic tables, and a large entertaining pavilion. Residents of the Town of Windermere are afforded exclusive access to the Butler Chain of Lakes via two gated private boat ramps as well. Zoned for A-rated schools and within walking distance to Windermere Elementary. Situated within ten minutes of downtown Windermere, where you can enjoy the weekly Farmers Market. Easy access to Interstate 4, the Florida Turnpike, and within a 30 minute drive of the Orlando International Airport, Disney, and Universal. This property offers a blend of privacy, acreage, and premier community access within one of Central Florida's most desirable communities.

4 Beds ⋅ 4 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code

Virtually Staged. **Back on the market! 25k price improvement and a new roof being added! Buyers financing fell through.** Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one-acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split floor plan that seamlessly integrates luxury finishes with functional daily living. The interior boasts marble flooring throughout the main living areas and engineered hardwood in all bedrooms, complemented by high ceilings, crown molding, and recessed LED lighting throughout. A dry bar enhances the living room’s entertaining capacity, along with new chandeliers that adorn the living and dining rooms. The living room is distinguished by a textured accent wall, skylights, and a wood-burning stone fireplace. The kitchen was redesigned, featuring sealed butcher block counters, soft-close cabinets and drawers, stainless steel smart appliances, a Fotile range hood with a self-adjusting capture shield, pantry storage, and breakfast bar. Well water for home and irrigation purposes, along with a reverse osmosis water treatment system. The additional 3 bedrooms are on the opposite side of the home, and bedrooms feature remote-controlled ceiling fans and lights. The expansive primary suite includes a custom walk-in closet and an ensuite primary bathroom. The primary bath features dual sinks, soft-close cabinetry, an oversized stand-up shower with pebble flooring, marble backsplash, rainfall shower heads, and a three-head body sprayer with jets. A recently added full guest bathroom includes a pedestal sink, marble finishes, and a stand-up shower with dual shower heads. The en-suite bath in the second bedroom features a stand-up shower with a marble backsplash, LED anti-fog mirror, and soft-close cabinetry. The shared bathroom offers dual sinks, an LED anti-fog mirror, direct pool access, marble finishes, a stand-up shower with pebble flooring, and dual shower heads. Smart-home and energy-efficient amenities include a new water heater, Ecobee smart thermostat, myQ garage opener, and a smart front door lock. The exterior features a screen-enclosed, in-ground pool, covered lanai with ceiling fans, circular driveway with side-entry two-car garage, and an additional rear concrete parking pad suitable for RV or boat storage. The extensive 1-acre lot offers flexibility for expansion, allowing for privacy fencing, a future mother-in-law suite, or an addition. HOA fee is only $253 per year, providing access to the adjacent Windermere Recreation Center, which offers three lighted tennis courts, playground, pet parks, lakefront boardwalk, kayak launch, sand volleyball court, BBQ grills, picnic tables, and a large entertaining pavilion. Residents of the Town of Windermere are afforded exclusive access to the Butler Chain of Lakes via two gated private boat ramps as well. Zoned for A-rated schools and within walking distance to Windermere Elementary. Situated within ten minutes of downtown Windermere, where you can enjoy the weekly Farmers Market. Easy access to Interstate 4, the Florida Turnpike, and within a 30 minute drive of the Orlando International Airport, Disney, and Universal. This property offers a blend of privacy, acreage, and premier community access within one of Central Florida's most desirable communities.

3328 Wax Berry Court, Windermere

$1,300,000

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.

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

$1,185,000

Welcome to 11318 Fenimore Ct, where a beautiful home awaits. This fully upgraded residence boasts four spacious bedrooms and three luxurious bathrooms, nestled on an expansive cul-de-sac lot overlooking a serene pond in Keene’s Pointe. Experience the joy of luxury living within a 24-hour, man-gated community nestled in the renowned Windermere. Oversized cul-de-sac lot for relaxation and outdoor activities, while the three-car garage with cabinets offers extra storage. Custom closets in bedrooms , granite countertops in bathrooms, and travertine floors add a touch of elegance throughout the house. The bedrooms boast luxury vinyl plank floors, while the master bathroom features a jacuzzi tub. The kitchen is equipped with top-of-the-line KitchenAid appliances, custom cabinetry and granite countertops, making it a culinary delight. Throughout the house, crown moldings add sophistication, and the air conditioning system, installed in 2016, ensures comfortable temperatures throughout the year. Additionally, new air conditioning components were also replaced in 2025. A new roof was installed in 2020 with gutters. The water heater was replaced in 2022, and also a new pool heater and pool equipment components in 2025. New interior and exterior paint in 2025 enhanced its curb appeal. New Andersen windows were installed throughout the house in 2024, and new attic insulation in 2025, further improving energy efficiency. The surrounding landscape is lush and vibrant, providing a beautiful backdrop for your outdoor activities. The driveway is conveniently oversized. Within the community, you’ll find The Golden Bear Club, an 18-hole golf course designed by the legendary Jack Nicklaus. Golf enthusiasts will enjoy the challenging course, while tennis players can enjoy the courts. Amenities also include fitness facilities, swimming pools, and dining options. Keenes Pointe offers a variety of recreational activities, with playgrounds, walking trails, and boat dock access to the Chain of Lakes and Lake Burden. Its convenient location near shopping, dining, major expressways, tourist attractions, top-rated public and private schools makes it an ideal place to live. Come and see it for yourself!

4 Beds ⋅ 3 Baths ⋅ Keenes Pointe Ut 06 50 95 SubDv. ⋅ 34786 Zip Code

Welcome to 11318 Fenimore Ct, where a beautiful home awaits. This fully upgraded residence boasts four spacious bedrooms and three luxurious bathrooms, nestled on an expansive cul-de-sac lot overlooking a serene pond in Keene’s Pointe. Experience the joy of luxury living within a 24-hour, man-gated community nestled in the renowned Windermere. Oversized cul-de-sac lot for relaxation and outdoor activities, while the three-car garage with cabinets offers extra storage. Custom closets in bedrooms , granite countertops in bathrooms, and travertine floors add a touch of elegance throughout the house. The bedrooms boast luxury vinyl plank floors, while the master bathroom features a jacuzzi tub. The kitchen is equipped with top-of-the-line KitchenAid appliances, custom cabinetry and granite countertops, making it a culinary delight. Throughout the house, crown moldings add sophistication, and the air conditioning system, installed in 2016, ensures comfortable temperatures throughout the year. Additionally, new air conditioning components were also replaced in 2025. A new roof was installed in 2020 with gutters. The water heater was replaced in 2022, and also a new pool heater and pool equipment components in 2025. New interior and exterior paint in 2025 enhanced its curb appeal. New Andersen windows were installed throughout the house in 2024, and new attic insulation in 2025, further improving energy efficiency. The surrounding landscape is lush and vibrant, providing a beautiful backdrop for your outdoor activities. The driveway is conveniently oversized. Within the community, you’ll find The Golden Bear Club, an 18-hole golf course designed by the legendary Jack Nicklaus. Golf enthusiasts will enjoy the challenging course, while tennis players can enjoy the courts. Amenities also include fitness facilities, swimming pools, and dining options. Keenes Pointe offers a variety of recreational activities, with playgrounds, walking trails, and boat dock access to the Chain of Lakes and Lake Burden. Its convenient location near shopping, dining, major expressways, tourist attractions, top-rated public and private schools makes it an ideal place to live. Come and see it for yourself!

11318 Fenimore Court Court, Windermere

$9,750,000

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.

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

$4,500,000

Welcome to a rare modern estate in an intimate gated enclave. Imagine 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom-built masterpiece was designed for those who value privacy, prestige and perfection. Go inside to discover European white oak flooring, soaring ceilings and designer-curated finishes that define understated elegance. The chef’s kitchen features Wolf appliances, an oversized island, and custom cabinetry that flows seamlessly into open-concept living and dining spaces, ideal for entertaining or effortless daily living. The first-floor primary suite is a sanctuary of its own, with a two-story boutique-style dressing room and a spa-inspired bath showcasing dual vanities, a freestanding soaking tub and a double rainfall shower beneath a skylight. Upstairs, each bedroom offers its private en suite, including a flexible Jack and Jill layout. Additional highlights include a private theater, executive office, and a detached casita ideal for guests or multigenerational living. Outdoors, experience your resort retreat, a negative-edge pool with cascading waterfalls, spa jacuzzi, covered lanai, and fully equipped outdoor kitchen built for year-round entertaining. Even the garage is a masterpiece, designed to house six cars and a boat, or up to fifteen vehicles with lifts. In a small, exclusive gated community, this property delivers a balance of modern sophistication and timeless comfort. Homes of this caliber rarely become available. Schedule your private showing today and experience why this estate stands in a class of its own.

6 Beds ⋅ 8 Baths ⋅ Lake Down Reserve SubDv. ⋅ 34786 Zip Code

Welcome to a rare modern estate in an intimate gated enclave. Imagine 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom-built masterpiece was designed for those who value privacy, prestige and perfection. Go inside to discover European white oak flooring, soaring ceilings and designer-curated finishes that define understated elegance. The chef’s kitchen features Wolf appliances, an oversized island, and custom cabinetry that flows seamlessly into open-concept living and dining spaces, ideal for entertaining or effortless daily living. The first-floor primary suite is a sanctuary of its own, with a two-story boutique-style dressing room and a spa-inspired bath showcasing dual vanities, a freestanding soaking tub and a double rainfall shower beneath a skylight. Upstairs, each bedroom offers its private en suite, including a flexible Jack and Jill layout. Additional highlights include a private theater, executive office, and a detached casita ideal for guests or multigenerational living. Outdoors, experience your resort retreat, a negative-edge pool with cascading waterfalls, spa jacuzzi, covered lanai, and fully equipped outdoor kitchen built for year-round entertaining. Even the garage is a masterpiece, designed to house six cars and a boat, or up to fifteen vehicles with lifts. In a small, exclusive gated community, this property delivers a balance of modern sophistication and timeless comfort. Homes of this caliber rarely become available. Schedule your private showing today and experience why this estate stands in a class of its own.

1003 Down Reserve Court, Windermere

$2,404,000

Private Resort Luxury with Butler Chain Access in Windermere Downs Set within one of Windermere’s most sought-after lakefront communities, this extraordinary residence offers exclusive access to the Butler Chain of Lakes. Situated on over an acre, the estate blends handcrafted design, advanced technology, and magazine-featured architecture to deliver a lifestyle of rare sophistication and privacy. The primary bathroom—honored as Bathroom of the Year by K+BB Design + Innovation + Lifestyle Magazine—showcases exceptional craftsmanship. This spa retreat features dual rain showers, a freestanding stone soaking tub, and a secluded outdoor spa area with sauna, and outdoor shower. Dual walk-in closets—hers exceptionally spacious and beautifully finished—provide abundant storage and elegant custom detailing. The resort-style pool and grotto with waterfall, slide, and artisan stonework—crafted by the same designer who created the rock formations at Disney’s Animal Kingdom—anchor the outdoor oasis. Featured in LaPalme Magazine, the pool area embodies resort luxury with natural coquina tile that stays cool underfoot and complements lush tropical landscaping. Multiple entertaining spaces surround the pool, including a summer kitchen, fire pit, outdoor bar, and covered terraces with Mist and More mosquito misters for year-round comfort. A Pentair automation system allows control of heating, lighting, and water features directly from your phone or iPad. Inside, Control4 Home Automation orchestrates lighting, music, and media throughout. The entertainment wing includes a full bar, game room, and theater with custom sliding partitions for privacy or open flow. The executive office and library offer an inspiring workspace with extensive built-ins, a rolling ladder, and an integrated climate-controlled wine room—ideal for work or entertaining in style. Throughout the home are custom doors, built-ins, and fine craftsmanship. Thoughtful infrastructure includes deep-well irrigation, in-ground propane tanks servicing the fire pit, grill, hot tub, and fireplace, and an oversized main waterline for strong pressure throughout. Community Windermere Downs is a highly regarded lakefront enclave on Lake Down with direct Butler Chain access—a paradise for boating, fishing, and watersports. Residents enjoy a gated beach lot, gazebo dock, and private boat ramp. The neighborhood also features two tennis courts (one lined for pickleball) and landscaped parks with playgrounds and shaded greens beneath majestic oaks. Known for its wide, tree-lined streets and expansive homesites, Windermere Downs offers tranquility, privacy, and timeless appeal—minutes from Isleworth, Bay Hill, and Golden Bear Club golf. Enjoy convenient access to dining, shopping, and entertainment in Windermere, Dr. Phillips, and Winter Garden Village, plus Walt Disney World®, Universal Studios®, and SeaWorld®. Served by top-rated public schools and elite private academies, it remains one of Central Florida’s most coveted addresses. A masterpiece of design, technology, and lifestyle, this estate captures the essence of Florida indoor-outdoor living—luxurious, private, and unforgettable.

6 Beds ⋅ 7 Baths ⋅ Windermere Downs Ph 03 SubDv. ⋅ 34786 Zip Code

Private Resort Luxury with Butler Chain Access in Windermere Downs Set within one of Windermere’s most sought-after lakefront communities, this extraordinary residence offers exclusive access to the Butler Chain of Lakes. Situated on over an acre, the estate blends handcrafted design, advanced technology, and magazine-featured architecture to deliver a lifestyle of rare sophistication and privacy. The primary bathroom—honored as Bathroom of the Year by K+BB Design + Innovation + Lifestyle Magazine—showcases exceptional craftsmanship. This spa retreat features dual rain showers, a freestanding stone soaking tub, and a secluded outdoor spa area with sauna, and outdoor shower. Dual walk-in closets—hers exceptionally spacious and beautifully finished—provide abundant storage and elegant custom detailing. The resort-style pool and grotto with waterfall, slide, and artisan stonework—crafted by the same designer who created the rock formations at Disney’s Animal Kingdom—anchor the outdoor oasis. Featured in LaPalme Magazine, the pool area embodies resort luxury with natural coquina tile that stays cool underfoot and complements lush tropical landscaping. Multiple entertaining spaces surround the pool, including a summer kitchen, fire pit, outdoor bar, and covered terraces with Mist and More mosquito misters for year-round comfort. A Pentair automation system allows control of heating, lighting, and water features directly from your phone or iPad. Inside, Control4 Home Automation orchestrates lighting, music, and media throughout. The entertainment wing includes a full bar, game room, and theater with custom sliding partitions for privacy or open flow. The executive office and library offer an inspiring workspace with extensive built-ins, a rolling ladder, and an integrated climate-controlled wine room—ideal for work or entertaining in style. Throughout the home are custom doors, built-ins, and fine craftsmanship. Thoughtful infrastructure includes deep-well irrigation, in-ground propane tanks servicing the fire pit, grill, hot tub, and fireplace, and an oversized main waterline for strong pressure throughout. Community Windermere Downs is a highly regarded lakefront enclave on Lake Down with direct Butler Chain access—a paradise for boating, fishing, and watersports. Residents enjoy a gated beach lot, gazebo dock, and private boat ramp. The neighborhood also features two tennis courts (one lined for pickleball) and landscaped parks with playgrounds and shaded greens beneath majestic oaks. Known for its wide, tree-lined streets and expansive homesites, Windermere Downs offers tranquility, privacy, and timeless appeal—minutes from Isleworth, Bay Hill, and Golden Bear Club golf. Enjoy convenient access to dining, shopping, and entertainment in Windermere, Dr. Phillips, and Winter Garden Village, plus Walt Disney World®, Universal Studios®, and SeaWorld®. Served by top-rated public schools and elite private academies, it remains one of Central Florida’s most coveted addresses. A masterpiece of design, technology, and lifestyle, this estate captures the essence of Florida indoor-outdoor living—luxurious, private, and unforgettable.

1724 Windermeredown Place, Windermere

$710,000

Nestled in the sought-after community of Windermere Downs, this California-contemporary home sits on a large wooded corner lot with ACCESS to the BUTLER CHAIN OF LAKES. A dramatic two-story stone fireplace anchors the open layout, featuring a downstairs primary suite plus a flexible second bedroom or office. The designer kitchen offers solid-wood cabinetry, granite counters, and stainless-steel built-ins, opening to bright dining and living areas. Ready for its next chapter, this home offers endless potential to bring your lake-access dream vision to life. Enjoy a generous rear deck, outdoor shower, and fenced backyard in a community known for tennis, boating, and a beautiful private sandy beach. Private documents include rough builder sketches for a renovation, addition, and outdoor oasis.

4 Beds ⋅ 3 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code

Nestled in the sought-after community of Windermere Downs, this California-contemporary home sits on a large wooded corner lot with ACCESS to the BUTLER CHAIN OF LAKES. A dramatic two-story stone fireplace anchors the open layout, featuring a downstairs primary suite plus a flexible second bedroom or office. The designer kitchen offers solid-wood cabinetry, granite counters, and stainless-steel built-ins, opening to bright dining and living areas. Ready for its next chapter, this home offers endless potential to bring your lake-access dream vision to life. Enjoy a generous rear deck, outdoor shower, and fenced backyard in a community known for tennis, boating, and a beautiful private sandy beach. Private documents include rough builder sketches for a renovation, addition, and outdoor oasis.

9631 Hollyglen Place, Windermere

$1,120,000

Luxury living in one of Central Florida's most sought-after neighborhoods, Windermere Grande. These 5 bedrooms, 3.5 baths single-family home offers .85 acres of land and a sprawling 3,053 square feet of living space. This gated neighborhood provides direct access to an array of outdoor amenities including playgrounds, walking paths, and nearby lake views. Step inside your single-story split open floor plan full of eye-catching design elements and updates found throughout including a water softener and a reverse osmosis drinking water system. Located in the heart of the home is the expansive kitchen featuring updated appliances with modern finishes will be the ideal gathering place to entertain the whole family. All the sleeping quarters have been updated with warm wood flooring and ample closet space. The primary bedroom presents an abundance of room for a king bedrooms suite, a well-planned walk-in closet for the ultimate organization. The Jack and Jill bathroom shared with 2 bedrooms is fitting for family siblings. An additional bedroom off the family room would be perfect for the family member who wants some privacy from the rest of the home with easy access to another full-size bathroom. The 5th bedroom currently is used as a work-from-home office and could easily be converted back to a guest room for overnight guests. Outside, the well-maintained pool begs for a cannonball contest while the outdoor kitchen will establish your credibility as the perfect party host. Your little ones will never get bored as there is plenty of green space to play and explore in the backyard that faces a pond and has a direct path to the playground. Don't miss this amazing opportunity to rent your dream home!

4 Beds ⋅ 4 Baths ⋅ Windermere Grande SubDv. ⋅ 34786 Zip Code

Luxury living in one of Central Florida's most sought-after neighborhoods, Windermere Grande. These 5 bedrooms, 3.5 baths single-family home offers .85 acres of land and a sprawling 3,053 square feet of living space. This gated neighborhood provides direct access to an array of outdoor amenities including playgrounds, walking paths, and nearby lake views. Step inside your single-story split open floor plan full of eye-catching design elements and updates found throughout including a water softener and a reverse osmosis drinking water system. Located in the heart of the home is the expansive kitchen featuring updated appliances with modern finishes will be the ideal gathering place to entertain the whole family. All the sleeping quarters have been updated with warm wood flooring and ample closet space. The primary bedroom presents an abundance of room for a king bedrooms suite, a well-planned walk-in closet for the ultimate organization. The Jack and Jill bathroom shared with 2 bedrooms is fitting for family siblings. An additional bedroom off the family room would be perfect for the family member who wants some privacy from the rest of the home with easy access to another full-size bathroom. The 5th bedroom currently is used as a work-from-home office and could easily be converted back to a guest room for overnight guests. Outside, the well-maintained pool begs for a cannonball contest while the outdoor kitchen will establish your credibility as the perfect party host. Your little ones will never get bored as there is plenty of green space to play and explore in the backyard that faces a pond and has a direct path to the playground. Don't miss this amazing opportunity to rent your dream home!

1927 Watermere Lane, Windermere

$3,550,000

Experience the art of fine living in this exquisite one-story Modern Mediterranean garden villa, offered fully furnished with a curated designer furniture package. Every detail has been thoughtfully crafted, blending timeless architecture with refined finishes and effortless comfort. Inside, travertine floors, wood-beamed ceilings, and solid wood doors set a warm, sophisticated tone. Custom cabinetry, designer window treatments, and rich textures throughout create a sense of understated luxury. The double island kitchen is a culinary masterpiece, featuring Quartzite countertops, a marble mosaic backsplash, gourmet appliances, a gas stove, wet bar, and butler’s pantry—perfect for both intimate dining and grand entertaining. A cast stone fireplace anchors the elegant living room, while the expansive family room opens through panoramic sliding doors to a covered lanai, creating a seamless indoor-outdoor experience. The primary suite is a sanctuary of indulgence, complete with a morning bar, private sitting area, spa-inspired bath, and generous walk-in closet. A wood-floored study with custom built-ins provides a refined space for work or reflection. Outdoors, the resort-style setting is framed by lush tropical landscaping and tranquil pond views. The spacious lanai features a summer kitchen and pool bath overlooking a heated saltwater pool and spa—your private oasis for relaxation and entertaining. A three-car garage completes this extraordinary residence, where every element has been designed for the most discerning homeowner. Isleworth is surrounded by the Butler Chain of Lakes and known for its manicured gardens, timeless architecture, and unparalleled privacy. This exclusive guard-gated community offers 24-hour security and the opportunity to join the Isleworth Golf & Country Club featuring world-class golf, tennis, resort-style pool, fitness, dining, and social events. Garden Villas include exterior grounds maintenance for effortless living.

3 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Experience the art of fine living in this exquisite one-story Modern Mediterranean garden villa, offered fully furnished with a curated designer furniture package. Every detail has been thoughtfully crafted, blending timeless architecture with refined finishes and effortless comfort. Inside, travertine floors, wood-beamed ceilings, and solid wood doors set a warm, sophisticated tone. Custom cabinetry, designer window treatments, and rich textures throughout create a sense of understated luxury. The double island kitchen is a culinary masterpiece, featuring Quartzite countertops, a marble mosaic backsplash, gourmet appliances, a gas stove, wet bar, and butler’s pantry—perfect for both intimate dining and grand entertaining. A cast stone fireplace anchors the elegant living room, while the expansive family room opens through panoramic sliding doors to a covered lanai, creating a seamless indoor-outdoor experience. The primary suite is a sanctuary of indulgence, complete with a morning bar, private sitting area, spa-inspired bath, and generous walk-in closet. A wood-floored study with custom built-ins provides a refined space for work or reflection. Outdoors, the resort-style setting is framed by lush tropical landscaping and tranquil pond views. The spacious lanai features a summer kitchen and pool bath overlooking a heated saltwater pool and spa—your private oasis for relaxation and entertaining. A three-car garage completes this extraordinary residence, where every element has been designed for the most discerning homeowner. Isleworth is surrounded by the Butler Chain of Lakes and known for its manicured gardens, timeless architecture, and unparalleled privacy. This exclusive guard-gated community offers 24-hour security and the opportunity to join the Isleworth Golf & Country Club featuring world-class golf, tennis, resort-style pool, fitness, dining, and social events. Garden Villas include exterior grounds maintenance for effortless living.

9310 Isleworth Gardens Drive, Windermere

$3,100,000

Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A welcoming entrance showcases style and elegance with a massive Great Room as the lake and massive saltwater pool beckons beyond. An impressive chef’s kitchen with island and stainless appliances are perfectly fitted for entertaining family and friends. Highlights include rich hardwood floors throughout plus Thermador appliances including 6-burner plus griddle stove and hood, custom-built cabinetry, hidden walk-in pantry, expansive built-in China cabinet, and an especially large dining room with picturesque window. Opposite is a primary retreat with sitting room, spa-like bath with soaking tub, walk-in shower, toilet closet, and separate den. Bathrooms just updated. Upstairs are four bedrooms, each with a private full bath, plus gathering room and separate gaming room. Distinct outdoor spaces are crafted for year-round enjoyment: covered cabana with bar and gas grill plus dining space, mammoth saltwater pool with hot tub, and outdoor family room with fireplace and disappearing screens. Boat house with boat lift puts your water toys within reach and offers easy access to Little Lake Sawyer. Also, enjoy nightly Disney World fireworks viewing from the dock. Boat, trailer, kayaks, and all furniture available for purchase separately. Home is fitted with automatic Generac generator plus 3-car garage (one single and one double). Home may be sold furnished if desired.

5 Beds ⋅ 7 Baths ⋅ Sawyer Sound SubDv. ⋅ 34786 Zip Code

Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A welcoming entrance showcases style and elegance with a massive Great Room as the lake and massive saltwater pool beckons beyond. An impressive chef’s kitchen with island and stainless appliances are perfectly fitted for entertaining family and friends. Highlights include rich hardwood floors throughout plus Thermador appliances including 6-burner plus griddle stove and hood, custom-built cabinetry, hidden walk-in pantry, expansive built-in China cabinet, and an especially large dining room with picturesque window. Opposite is a primary retreat with sitting room, spa-like bath with soaking tub, walk-in shower, toilet closet, and separate den. Bathrooms just updated. Upstairs are four bedrooms, each with a private full bath, plus gathering room and separate gaming room. Distinct outdoor spaces are crafted for year-round enjoyment: covered cabana with bar and gas grill plus dining space, mammoth saltwater pool with hot tub, and outdoor family room with fireplace and disappearing screens. Boat house with boat lift puts your water toys within reach and offers easy access to Little Lake Sawyer. Also, enjoy nightly Disney World fireworks viewing from the dock. Boat, trailer, kayaks, and all furniture available for purchase separately. Home is fitted with automatic Generac generator plus 3-car garage (one single and one double). Home may be sold furnished if desired.

5024 Sawyer Cove Way, Windermere

$2,500,000

Welcome to 12923 Water Point Blvd., a stunning lakefront estate nestled in the exclusive, man-guard gated community of Waterford Pointe in Windermere. This impressive residence offers over 5,000 square feet of luxurious living space with 4 bedrooms in the main home, including a spacious primary suite conveniently located on the first floor. Designed for both relaxation and entertaining, the home features an oversized bonus/game room and a detached private casita complete with a full bath—perfect for guests or a home office. Step outside to your own private resort oasis featuring a breathtaking pool with multiple waterfalls, a grotto, slide, and custom lighting—all overlooking the tranquil waters of Lake Roberts. Enjoy boating, fishing, or simply taking in the serene sunsets from your private dock. Additional highlights include a tile roof, lush landscaping, and the privacy and prestige of one of Windermere’s most sought-after communities. Experience the best of luxury lakefront living just minutes from world-class dining, shopping, and top-rated schools.

5 Beds ⋅ 5 Baths ⋅ Waterford Pointe SubDv. ⋅ 34786 Zip Code

Welcome to 12923 Water Point Blvd., a stunning lakefront estate nestled in the exclusive, man-guard gated community of Waterford Pointe in Windermere. This impressive residence offers over 5,000 square feet of luxurious living space with 4 bedrooms in the main home, including a spacious primary suite conveniently located on the first floor. Designed for both relaxation and entertaining, the home features an oversized bonus/game room and a detached private casita complete with a full bath—perfect for guests or a home office. Step outside to your own private resort oasis featuring a breathtaking pool with multiple waterfalls, a grotto, slide, and custom lighting—all overlooking the tranquil waters of Lake Roberts. Enjoy boating, fishing, or simply taking in the serene sunsets from your private dock. Additional highlights include a tile roof, lush landscaping, and the privacy and prestige of one of Windermere’s most sought-after communities. Experience the best of luxury lakefront living just minutes from world-class dining, shopping, and top-rated schools.

12923 Water Point Boulevard, Windermere

$900,000

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.

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