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luxury real estate for sale Gotha, United States

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House Gotha (United States)

Welcome to this extraordinary estate, gracefully positioned on one of the most desired lots within the community, offering unmatched privacy and exclusivity. Strategically located with no neighbors on the right side and a serene green area that will never be developed, this residence provides a rare blend of tranquility, seclusion and prestige. In an exclusive gated enclave of just 34 custom-built homes, and only two miles from downtown Windermere, the property combines privacy with exceptional convenience in one of Central Florida's sought-after settings. Spanning more than 5,226 square feet of meticulously designed living space, the estate features 6 spacious bedrooms + flex space, 6 full baths, formal dinning room , a versatile bonus room and a state-of-the-art private cinema. The interiors are adorned with soaring tray ceilings, architectural detailing, and an expansive open-concept layout tailored for intimate living and grand-scale entertaining. A spacious game room and dedicated media retreat elevate the home's leisure appeal, while the oversized 3 car garage with epoxy flooring—plus additional parking for a golf cart—ensures functionality and elegance at every turn. This residence is a rare opportunity to experience the pinnacle of Windermere luxury living, where timeless sophistication meets modern comfort in an unrivaled location.

… 
$1,900,000
6bedrooms
6bathrooms
land 1,335

By Premier Sotheby's International Realty

50

House with terrace Gotha (United States)

**NEW PRICE** This recently constructed estate is behind private gates on an oak-canopied compound, presenting a masterclass in clean-lined modern luxury. Spanning an impressive 5,772 square feet, the professionally designed interior delivers a dramatic statement of scale, light and high-caliber finishes through a floor plan ideally crafted for families. Crossing the threshold through towering double doors, the entry makes an unforgettable impact, transitioning into a breathtaking great room. Here, soaring ceilings accented by rustic, yet chic, exposed timber trusses draw the eye upward, while a sleek, wide-format 46-inch Montigo DelRay gas fireplace serves as the room's focal point, creating an atmosphere that feels simultaneously commanding, warm and elegant. A subtle yet transformative touch throughout the home is the integration of custom LED uplighting, which projects a soft, ambient glow. The gourmet kitchen will delight the chef of the house, offering a culinary experience that reads like a design showroom. Featuring rift oak custom cabinetry, double-thick mitered edges of marble-style quartz counters cascade over a sprawling island, beautifully complemented by dual washing stations with industrial-grade matte fixtures. This culinary powerhouse is anchored by a massive 48-inch Thermador Pro commercial gas range with an integrated Brizo pot filler, two Thermador stainless steel dishwashers and an oversized 66-inch Frigidaire Professional side-by-side refrigerator and freezer. Tucked behind the main kitchen is a butler's pantry featuring custom millwork, elegant stone countertops, a built-in microwave drawer and a towering wine chiller. The primary retreat is a masterfully secluded main-level wing, offering an uncompromised escape focused on wellness and renewal. The bath is anchored by Carrara marble mosaic stone flooring and features a seamless, zero-entry shower with overhead rainfall plumbing, therapeutic wall sprays and intricate mosaic tiling. This private oasis is completed by dual vanities, statement lighting and an oversized walk-in closet that feels less like a wardrobe and more like a retail boutique. An upper-level junior suite is complete with a private en suite, perfect for guests' separate living space, while those working from home will find absolute focus in the commanding executive office space outfitted with floor-to-ceiling lighted shelving and color-drenched design. Indoor entertainment and outdoor leisure collide through walls of disappearing glass that open to a seamless indoor/outdoor living experience. A dedicated game room and media lounge features integrated surround sound and a sleek cocktail bar with Samsung smart refrigeration, looking out across a massive, shimmering swimming pool and heated spa. The meticulously manicured grounds feature a dedicated short-game putting turf, motorized weather shades, a fully equipped outdoor kitchen, a detached storage pavilion and a four-car garage complex equipped with dedicated climate control and full-home Generac generator backup for absolute operational independence. The fitness enthusiast in your home will marvel at the climate-controlled, state-of-the-art home fitness pavilion. Ideally minutes to downtown Windermere, Disney, Orlando International Airport, and major shopping and restaurants.

… 
$3,500,000
5bedrooms
6bathrooms
land 3,480

By Premier Sotheby's International Realty

158 listings near Gotha

Nearby
45

House Orlando (United States)

Welcome to your private lakefront retreat on beautiful Lake Rose. Nestled at the end of a quiet cul-de-sac, this stunning three-bedroom, two-bath home offers just under 2,000 square feet of thoughtfully designed living space, perfect for both relaxation and entertaining. The home features a spacious layout with comfortable living areas. A three-car garage provides ample space for vehicles, storage and all your lake toys. Outside you can experience the ultimate waterfront lifestyle with your own private concrete boat ramp, making launching effortless, along with two private docks, perfect for relaxing, entertaining, or securing multiple watercrafts. Boasting an impressive 159 feet of pristine lake frontage, this property delivers breathtaking water views and unmatched access to outdoor recreation. Whether you enjoy fishing at sunrise, boating across open water, or spending the day waterskiing, paddle boarding, or kayaking, this lake is a true playground right in your backyard. Additional peace of mind comes with a roof that was replaced four years ago, offering durability and long-term value. This rare lakefront gem combines privacy, functionality and year-round recreation, all in a highly desirable cul-de-sac location in Lake Rose Pointe. Whether you're looking for a full-time residence or a weekend escape, this property is ready to deliver the lifestyle you've been dreaming of.

… 
$860,000
3bedrooms
2bathrooms
land 3,561

By Premier Sotheby's International Realty

Nearby
50

House Windermere (United States)

Welcome to this stunning seven-bedroom, five-bath residence in the exclusive guard-gated community of Reserve at Belmere. This beautifully remodeled home offers 4,902 square feet of living space and a functional two-story layout featuring a spacious family room, formal living and dining areas, and a large kitchen with granite countertops, modern cabinetry and stainless steel appliances. The primary suite is on the first floor with a fully renovated bath and custom walk-in closet. Enjoy Florida living at its best with a screened-in pool, spa and a pergola complete with a summer kitchen, ideal for entertaining. The community offers a clubhouse, gym, playground, tennis courts and 24-hour security. Zoned for top-rated schools and just minutes from shopping, dining and major attractions, this home combines elegance, comfort and convenience in one ideal package.

… 
$1,762,000
7bedrooms
5bathrooms
land 1,093

By Premier Sotheby's International Realty

Nearby
50

House Windermere (United States)

Price Improvement! Located behind the gates of the prestigious Reserve at Belmere in sought-after Windermere, this exceptional Mediterranean-inspired estate offers a rare blend of timeless architecture, modern luxury and thoughtful custom enhancements. Built in 2004 by the original owners and expanded during construction, the residence offers more than 3,427 square feet of refined living space and over 4,528 total square feet, creating a larger footprint than many comparable homes within the community. Extensively upgraded with more than $250,000 in recent improvements, this meticulously maintained home showcases true pride of ownership. Significant updates completed within the last three years include three new Trane HVAC systems, replacement windows, premium appliances, pool renovations, designer lighting and numerous interior and exterior enhancements. From the moment you enter, soaring 24-foot ceilings and elegant architectural details set the tone. Crown molding, coffered ceilings, engineered hardwood flooring, custom window treatments and a marble wood-burning fireplace create a sophisticated yet inviting atmosphere. Expansive glass sliding doors frame the outdoor living spaces and provide seamless indoor-outdoor flow ideal for everyday living and entertaining. The chef's kitchen has been thoughtfully curated with luxurious quartzite countertops, custom pullout cabinetry with rotating shelving systems and an impressive suite of premium German appliances, including a Miele built-in coffee system, convection oven, dishwasher and refrigerator. A professional-grade 48-inch chef gas range with six burners and a griddle, custom lighting and a built-in three-stage water filtration system complete the space. Privately on the main level, the primary suite offers a tranquil retreat with coffered ceilings, newly installed commercial-grade carpeting, serene pool views and direct patio access. The spa-inspired primary bath is appointed with marble and travertine finishes, a soaking tub, a separate shower and custom walk-in closet built-ins. Upstairs, generously sized secondary bedrooms and a spacious loft overlook the formal living and dining areas below. Designed for elevated outdoor living, the resort-style backyard features a resurfaced saltwater pool and spa, an updated pool heater, decorative fountains, remote-controlled pool systems and multiple entertaining areas surrounded by lush European-inspired landscaping, stone pathways and manicured grounds. Canary palms and mature landscaping create a private, luxurious setting. Additional highlights include a new front entry door, an oversized three-car garage, an upgraded security system, a partial roof replacement and designer chandeliers and lighting throughout. Ideally located in one of Windermere's premier gated communities, residents of Reserve at Belmere enjoy convenient access to top-rated schools, dining, shopping, golf, major roadways and the area's renowned luxury lifestyle offerings.

… 
$1,350,000
4bedrooms
3bathrooms
land 1,133

By Premier Sotheby's International Realty

Nearby
40

House Windermere (United States)

Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere's enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a setting that feels refined and relaxed. From sunrise to sunset, the backdrop is nothing short of extraordinary. Sweeping views stretch across Lake Down, where calm morning waters give way to vibrant evening skies, and a nightly Disney fireworks view adds a subtle sense of wonder to the horizon. The property is thoughtfully oriented to take full advantage of its surroundings, featuring a private beach area, a two-story dock and direct access to the Butler Chain, one of Central Florida's sought-after and interconnected lake systems, known for its recreational appeal and timeless value. Inside, the home offers a layout designed for everyday living and effortless entertaining. Spacious living and family rooms are complemented by an open kitchen appointed with granite countertops and stainless steel appliances, creating a central gathering space that flows naturally to the outdoors. A dedicated office or den provides flexibility for work or quiet retreat, while an upstairs loft captures elevated, panoramic views of Lake Down, an ideal setting for a secondary lounge, media space or creative studio. The outdoor experience is equally compelling. A resort-style pool anchors the backyard, accompanied by a screened porch and expansive lawn that extends toward the water's edge. The setting invites relaxed afternoons and large-scale gatherings, with ample room to further enhance or personalize the landscape. A greenhouse and additional storage add charm and functionality, supporting a variety of lifestyle needs. A second-story balcony offers yet another vantage point, where elevated lake views and evening fireworks create a memorable daily backdrop. Whether enjoying a quiet morning coffee or winding down at sunset, this space reinforces the home's seamless connection to its environment. Positioned in a peaceful and private location, yet just moments from renowned restaurants, shopping and everyday conveniences, the property offers a rare balance of seclusion and accessibility. Its location on one of the desirable stretches of Lake Down further underscores its long-term appeal. This is a compelling opportunity to enjoy the home as it exists today or to reimagine the site as an exceptional custom waterfront estate. In a setting defined by natural beauty, established luxury and enduring demand, properties of this caliber and positioning are increasingly rare.

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$2,349,000
4bedrooms
3bathrooms
land 5,463

By Premier Sotheby's International Realty

Nearby
Contract pending
50

House Orlando (United States)

Welcome to Courtleigh Park, a tranquil and private enclave offering exceptional value and a prime location just minutes from Windermere and a short drive to the heart of Dr. Phillips and downtown Orlando. Tucked at the end of a cul-de-sac, this single-story home offers four bedrooms, three baths, a flex room, a spacious family room, and an elegant split-bedroom layout with soaring ceilings, plantation shutters, hardwood and porcelain flooring, and exceptional indoor-outdoor flow. Designed for comfortable everyday living and entertaining, the home features a well-appointed kitchen with granite countertops, 42-inch custom cabinetry, pull-out shelving and a casual dining area. Multiple French doors open to a private outdoor retreat featuring a 34-by-16-foot saltwater pool with an aqua-pearl pebble finish, a lush screened lanai and an oversized gas grill island. Beyond the screened enclosure, the fenced backyard backs to a wooded conservation area, offering exceptional privacy and serene views. The spacious primary suite features French doors opening to the lanai, creating a peaceful connection to the outdoor living spaces. Additional highlights include fully paid-off Enphase solar with battery backup, a boat/RV pad behind an 8-foot fence with 14-foot gates, a whole-house water softener and filtration system, a fireplace, Low-E windows, a new roof (2020), and an oversized three-car garage.

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$949,000
4bedrooms
3bathrooms
land 2,145

By Premier Sotheby's International Realty

Nearby
Contract pending
47

House Orlando (United States)

Welcome home to this move-in-ready three-bedroom, two-bath home offering the perfect combination of comfort, convenience and value! Whether you're searching for your forever home or a smart investment opportunity, this property checks all the boxes. Enjoy peace of mind with numerous recent updates, including a new septic drain field (3/2026), new front sod (4/2026), fresh landscaping with new plants and mulch (7/2026), new carpet in the bedrooms (3/2025) and a 2.5-ton 14 SEER A/C system (3/2020) with documented maintenance and upgrades, including a new capacitor (8/2023) and blower motor (9/2024). According to the owner, the solar panels help keep electricity costs low, making everyday living more affordable. Inside, you'll love the open great room that flows seamlessly into the kitchen featuring granite countertops and plenty of space for cooking, gathering and entertaining. Go outside to a huge, fenced backyard with mature shade trees and attractive landscaping, creating the perfect setting for family fun, pets, gardening or relaxing evenings. Located in an established neighborhood with a low HOA, adjacent to a large public park with trails and zoned for top A-rated schools, this home also offers easy access to SR-408, Florida's Turnpike and West Colonial Drive, placing shopping, dining, entertainment, major employers, attractions and everything Central Florida has to offer just minutes away. With its extensive updates, energy-efficient features and prime location, this is a fantastic opportunity for homeowners and investors alike. Schedule your private showing today before this one is gone!***SOLAR PANEL LEASE WILL BE PAID OFF AT CLOSING***

… 
$370,000
3bedrooms
2bathrooms
land 971

By Premier Sotheby's International Realty

Nearby
39

House Orlando (United States)

Experience timeless elegance in this Mediterranean-inspired residence, in the gated golf course community of Palma Vista. From the grand foyer to the hand-carved Cherrywood parlor with wine fridge, every detail reflects craftsmanship and sophistication. Designed for effortless entertaining, the home features a built-in wine refrigerator, media center, and an open chef's kitchen that flows seamlessly into a sunlit family room. Go outside to a private backyard oasis complete with a covered lanai, tranquil pool, spa and outdoor kitchen, ideal for Florida living. The first-floor primary suite offers private lanai access, dual closets and a spa-worthy bath, while the upper level includes a bright loft and additional rooms, including a full en-suite, ideal for family or multigenerational living. Minutes from Restaurant Row, a new Publix just two minutes away, Universal and major highways, this home blends refined living with exceptional convenience. Ask about the rate buy-down offer available for qualified buyers.

… 
$949,999
4bedrooms
4bathrooms
land 1,093

By Premier Sotheby's International Realty

Nearby
48

House Orlando (United States)

Tucked away on a quiet cul-de-sac within the gated community of Palma Vista, this impeccably maintained single-story residence offers the perfect balance of timeless elegance, everyday comfort, and effortless Florida living. Situated on an oversized corner lot, this thoughtfully designed home features nearly 2,900 square feet of living space with four bedrooms, three full baths, and a desirable split-bedroom floor plan that provides privacy for family and guests alike. Designed for both relaxed living and elegant entertaining, the home showcases soaring tray ceilings, expansive formal and casual living spaces, a gas fireplace, and a dedicated executive office ideal for working from home. At the heart of the home, the spacious kitchen flows seamlessly into the family room and outdoor living areas, creating an inviting space for gatherings both large and small. Step outside to your own private retreat where a solar-heated pool and spa, screened lanai, and beautifully landscaped backyard provide the perfect setting to enjoy Florida's year-round lifestyle. Whether hosting friends, enjoying a quiet evening by the pool, or simply relaxing in your own backyard oasis, this home was designed to be lived in and enjoyed. Ideally located just minutes from Restaurant Row, Dr. Phillips, Universal Orlando Resort, championship golf, world-class dining, premier shopping, and major highways, Palma Vista offers the convenience of Central Florida living within an established gated community. Meticulously cared for and move-in ready, this exceptional residence presents a rare opportunity to enjoy luxury, privacy, and resort-style living every day of the year.

… 
$799,900
4bedrooms
3bathrooms
land 1,416

By Premier Sotheby's International Realty

Nearby
29

House with pool Windermere (United States)

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.

… 
$9,750,000
494
5bedrooms
3bathrooms

By Annonceur International

Nearby
Contract pending
34

House Orlando (United States)

Welcome to this gorgeous, three-bedroom, two-bath home in the desirable Winderlakes community in the Dr. Phillips area, on an oversized lot with exceptional curb appeal and professional landscaping. This well-maintained home features major updates including a newer roof, complete replumbing, upgraded electrical and fresh interior and exterior paint throughout, providing peace of mind for years to come. A welcoming front porch and white shell-lined pathway lead you inside where you'll immediately notice abundant natural light, soaring cathedral ceilings, and spacious living and dining areas. The open floor plan seamlessly connects the living spaces with a large family room featuring a beautiful white-stone fireplace, creating an ideal setting for everyday living and entertaining. Sliding glass doors open to a spacious covered and newly screened lanai overlooking a large fully fenced backyard with plenty of room for outdoor entertaining, recreation, gardening or adding a future pool. The split-bedroom layout provides privacy with the primary suite separate from the secondary bedrooms. The spacious primary suite features a walk-in closet, en-suite bath and direct access to the screened lanai. On the opposite side of the home, two additional bedrooms share a generously sized bath with dual vanities and lanai access. Enjoy a tranquil setting with community sidewalks ideal for recreation, jogging or biking while remaining minutes from the famed Restaurant Row, the Dr Phillips YMCA, Universal Studios, SeaWorld the Disney World Parks, shopping, golf courses, and major roadways. This move-in ready home combines over $50,000 in recent upgrades, comfort, privacy, updates and location, creating an exceptional opportunity to enjoy everything Winderlakes has to offer. Experience why Dr Phillips is a preferred address in the Heart of Orlando!

… 
$569,980
3bedrooms
2bathrooms
land 1,335

By Premier Sotheby's International Realty

Nearby
30

House with pool Windermere (United States)

Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality. This beautifully designed custom residence offers approximately 3,086 square feet, 4 bedrooms, and 4 bathrooms, thoughtfully positioned to maximize natural light, privacy, and panoramic lake views from nearly every main living space. From the moment you arrive, the setting speaks for itself, tranquil water vistas, expansive outdoor living, and an immediate sense of calm that defines this exceptional waterfront property. A grand entrance with custom glass double doors opens into a spectacular great room where soaring vaulted ceilings and a dramatic wall of windows frame uninterrupted panoramic lake views, filling the home with natural light and creating a stunning first impression that defines the entire residence. The open concept layout seamlessly connects the living room, dining area, and spacious kitchen, creating an inviting flow ideal for both relaxed everyday living and effortless entertaining, all while the lake remains the backdrop from nearly every main living space. A truly distinctive feature of the home is its extraordinary collection of handcrafted stained glass art installations. Rich jewel tones and custom artistic designs transform sunlight into ever changing displays of color throughout the home, adding a level of artistry, warmth, and individuality rarely found in lakefront properties. The primary suite is positioned as a private sanctuary, offering soaring ceilings, peaceful lake views, and direct visual connection to the covered, screened lanai and lake beyond. The spa-inspired bath is designed for comfort and relaxation, featuring generous space and soft natural light. The expansive screened lanai overlooks the sparkling pool, spa, and poolside summer kitchen, creating a seamless indoor-outdoor living experience designed for year round Florida enjoyment. Whether entertaining guests, enjoying quiet mornings, or unwinding at sunset, this outdoor space becomes an extension of the home itself. A private dock offers direct access to Lake Crescent, where boating, skiing, paddleboarding, kayaking, and fishing become part of everyday life. Set on a beautifully landscaped homesite offering privacy and exceptional waterfront exposure, this property combines single-story convenience with one of Windermere's most captivating lakefront settings. Located just minutes from downtown Windermere, boutique shopping, dining, golf, and top-rated schools, it offers both seclusion and convenience in one of Central Florida's most sought after communities. Rare opportunities on Lake Crescent are limited and homes offering this level of waterfront frontage, architectural character, artistic detail, and true resort-style lake living are seldom available. This is more than a home, it is a lakefront lifestyle designed to be experienced.

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$1,649,000
287
4bedrooms
4bathrooms

By Annonceur International

Nearby
50

House Winter Garden (United States)

Within the gated community of Canopy Oaks in Winter Garden, Parade of Homes award-winning Delray model by renowned builder A.R. Bailey Homes combines timeless architecture with curated upgrades rarely found in today's market. Within an intimate enclave of only 49 homesites, this meticulously maintained home offers over 4,000 square feet of flexible multigenerational living, entertaining spaces and seamless indoor-outdoor Florida living. Ideally just minutes from Historic Downtown Winter Garden, Winter Garden Village, Orlando Health, the Roper YMCA, shopping, dining, recreation and major roadways including Florida's Turnpike, SR 429, SR 408 and Interstate 4. A paver driveway, concrete tile roof, stone-accented exterior, wood-look garage doors, three-car garage and grand solid wood double-entry doors create a striking first impression. Inside, 10-foot ceilings in the great room, architectural details, abundant natural light, elegant finishes, and wood-look porcelain tile flooring throughout the first floor create a sophisticated yet welcoming atmosphere. The chef's kitchen serves as the heart of the home, designed for everyday living and entertaining. Highlights include a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized center island, 42-inch cabinetry with crown molding, under-cabinet lighting, designer tile backsplash and an expansive walk-in pantry overlooking the coffered-ceiling great room. A gated wine cellar adds a distinctive feature rarely found at this price point. The luxurious first-floor primary suite was designed as a spa-inspired retreat, featuring a beautifully appointed primary bath with premium finishes, dual vanities, an oversized walk-in shower, freestanding soaking tub and a spacious walk-in closet. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, multigenerational living or a private home office. Upstairs, a second primary suite is complemented by two additional en-suite bedrooms, a spacious loft, guest powder bath and covered balcony, providing privacy and versatility for family and guests. Designed to embrace Florida's indoor-outdoor lifestyle, dramatic corner-opening glass doors and expansive stacking sliders open to the covered lanai with a motorized retractable screen, creating effortless entertaining year-round. The backyard, accented by a stucco privacy wall, offers ample space for a custom pool, outdoor kitchen and additional outdoor living areas. The three-car garage provides generous space for vehicles, golf carts, storage and recreational equipment. Additional highlights include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, mudroom, reading nook and generous storage throughout. Residents of Canopy Oaks enjoy scenic recreational trails, a community playground and an exceptional Winter Garden location near shopping, dining, healthcare, recreation and everyday conveniences. Offering five en-suite bedrooms, seven baths, dual primary suites, a spa-inspired first-floor primary suite, wood-look porcelain tile throughout the first floor, a three-car garage, natural gas, award-winning design and an exceptional location within Canopy Oaks, this beautifully maintained residence presents an outstanding opportunity to experience refined Winter Garden living. Also available for lease (MLS #O6416527).

… 
$1,225,000
5bedrooms
7bathrooms
land 769

By Premier Sotheby's International Realty

Nearby
30

House with pool and terrace Orlando (United States)

Introducing 5333 Greenside Court, a rare opportunity to own one of Dr. Phillips' most versatile and thoughtfully designed private estates. Rarely does an estate of this scale, flexibility and long-term vision come available in this coveted community. Situated on a beautifully landscaped .71-acre homesite, this timeless Colonial-inspired residence offers over 8,000 square feet of thoughtfully designed living space where classic architecture and extraordinary versatility come together. Expanded with long-term functionality in mind, the home features significant capital improvements including a newer roof, 44 hurricane impact windows installed in 2022, fresh exterior paint, and a new roof with an impressive 110 panel solar system installed in 2021. That keeps average monthly electric costs at approximately 50 dollars, which is remarkable given its size. Separate septic systems serve the primary living areas, with the rear system intentionally oversized to support future expansion, including the potential conversion of portions of the garage into additional living space. Designed to evolve alongside your family's needs, this is far more than a luxury residence. It's a true legacy estate built for generations. The multi family compound offers the flexibility to function as approximately 6 to 11 bedrooms (according to your needs), 9 full bathrooms, and 3 complete kitchens, with every addition intentionally designed to create independent yet connected living spaces. The original residence offers the warmth and functionality of a traditional family home, featuring an expansive first-floor primary suite with an adjoining flex room. Upstairs, three bedrooms and two full baths provide an ideal layout while multiple living rooms, a formal dining room and an oversized kitchen create exceptional spaces for both everyday living and entertaining. The kitchen is complemented by a butler's pantry with second refrigerator and oversized laundry. At the heart of the estate, a beautifully designed heated pool and spa courtyard seamlessly connects the separate living wings while preserving privacy, creating an inviting retreat for gatherings or quiet evenings. Connecting the residences, a fully equipped gym, complete with a full bath, offers exceptional flexibility as either a private wellness center or guest suite. The secondary residential wing dramatically expands the possibilities with Spectacular 1500-square-foot executive office with its own kitchen and full bath, creating an incredible work-from-home environment or an opportunity for another luxurious primary suite, if you preferred. Adjacent is an expansive 1700+ sq. ft game room with another full kitchen, massive recreation space, additional full bath, and another private suite, providing essentially limitless options for future owners. Whether your vision includes extra bedrooms, studios, media rooms, or expanded family living. Below, an exceptional 9-car garage divided into separate four-car and five-car garages with extensive built-in storage caters to collectors, entrepreneurs, hobbyists alike. Behind the residence, an enormous motor court provides parking for roughly 25 additional vehicles, offering unmatched flexibility. Opportunities to own an estate offering this level of versatility and future potential are extraordinarily rare. 5333 Greenside Court is far more than a luxury home. It's a legacy estate where generations gather, grow, and create lasting memories for decades to come.

… 
$1,899,000
779
8bedrooms
9bathrooms
land 0.3ha

By Annonceur International

Nearby
24

House Windermere (United States)

Located in one of Windermeres most sought-after luxury GATED communities with 24-HOUR SECURITY-SCREENED ENTRY, Casabella, this exceptional custom-enhanced ESTATE showcases ultra-modern design, refined craftsmanship, and elevated INDOOR-OUTDOOR LIVING, offering impressive scale, custom design, and an exceptional lifestyle experience. Designed with both scale and functionality in mind, the home features an OPEN-CONCEPT floor plan with 7 BEDROOMS, including a beautifully appointed MAIN-LEVEL Primary Suite with a spa-inspired bath, freestanding soaking tub, expansive dual custom-designed walk-in closets, oversized glass-enclosed shower, and integrated STEAM SAUNA. The main floor also includes an additional GUEST SUITE and 2 HALF BATHS. Upstairs, 5 additional BEDROOMS, 2 FULL BATHROOMS, and a spacious LOFT create a well-designed secondary living retreat, offering flexibility for gathering, relaxation, and elevated everyday living. The expansive DESIGNER-ENHANCED GOURMET KITCHEN serves as a striking centerpiece of the home, showcasing imported custom cabinetry, architect-inspired detailing, premium JennAir APPLIANCES, and seamless flow into the GREAT ROOM, multiple dining areas, and surrounding living spaces. Additional interior highlights include a custom-designed EXECUTIVE OFFICE, luxury flooring throughout, ELECTRIC blackout shades, DIGITAL CODE LOCK entry systems on all bedroom doors for added privacy and convenience. Across all 4 FULL BATHROOMS and 2 HALF BATHS, the home showcases floor-to-ceiling tilework, integrated bidet systems, and refined finishes throughout, while 1 HALF BATH offers direct OUTDOOR ACCESS, adding convenience for the POOL and surrounding outdoor living spaces. Designed for both relaxation and everyday enjoyment, the outdoor living experience features a HEATED SALTWATER POOL, SPA, SUMMER KITCHEN, FENCED BACKYARD, and mature PRIVACY LANDSCAPING. Set on approximately 0.63 ACRES, the property also includes a 5-CAR GARAGE with EPOXY FLOORING and AIR-CONDITIONED garage space, an estate-style driveway with exceptional space for car enthusiasts and guests, TESLA CHARGER, FULLY PAID SOLAR PANELS, WATER SOFTENER SYSTEM, and a WHOLE-HOUSE GENERATOR. With proximity to premier GOLF COURSES, scenic LAKES including the Butler Chain of Lakes, top-rated public and private schools, shopping, hospitals, and major roadways, plus convenient access to Disney and Orlandos premier attractions, Casabella offers privacy, security, and elevated luxury living in one of Windermeres most desirable communities. Take Conroy Windermere Rd, take the 1st exit onto Main St, take the 3rd exit onto Park Ave, continue onto Lake Butler Blvd, left onto McKinnon Rd, left onto Casabella Dr, right on Isabella Cir. Destination will be on the right

… 
$2,899,000
476
7bedrooms
4bathrooms

By Annonceur International

Nearby
22

House Ocoee (United States)

Located in Ocoee, this single-family residence features no HOA and a fully fenced backyard. With a 0.17-acre homesite, this property offers a balance of indoor comfort and outdoor living space. Inside, the living room provides a spacious layout with laminate flooring throughout and French doors that open to the screened patio, creating an easy transition to outdoor living. The kitchen includes granite countertops, stainless steel appliances and a dinette area for everyday dining. The primary bedroom offers a walk-in closet, while an additional bedroom overlooks the backyard. The bath has been updated with tile finishes. The fenced in backyard offers a covered screened patio, creating a functional space for gatherings, outdoor dining and everyday enjoyment. A large gate provides access to the backyard, offering ample space for storage, along with a utility shed. A nearby community park includes tennis courts, basketball courts, play areas, softball fields and pavilions, with an additional baseball field close by. This home is conveniently located near everyday amenities, with easy access to State Road 429 and the Florida Turnpike.

… 
$290,000
2bedrooms
1bathroom
land 688

By Premier Sotheby's International Realty

Nearby
Contract pending
46

House Winter Garden (United States)

Virtually staged. Welcome to Chapin Station! On an almost quarter-acre lot, this four-bedroom, three-bath home offers a light and spacious split-bedroom open floor plan designed for comfort and functionality. Go inside to find soaring ceilings and an open layout featuring a formal dining room, a large family room and a bright breakfast nook overlooking the kitchen. Double-pane windows provide added energy efficiency throughout the home. The living areas seamlessly connect to the expansive covered rear patio and private backyard, creating the ideal setting for everyday living and entertaining. The thoughtfully designed split floor plan provides privacy for all. The primary suite features vaulted ceilings, dual walk-in closets and an en-suite bath with double vanities, a garden tub and a separate shower. On the opposite side of the home, two secondary bedrooms share a full bath, while a separate guest suite and additional bath offer ideal accommodations for visitors or multigenerational living. The oversized backyard provides ample space to create your dream outdoor oasis, whether you envision a pool, play area, garden or outdoor entertainment space. The large covered patio is ideal for grilling, relaxing, and gathering with family and friends. In the sought-after Chapin Station community, this well-maintained home offers easy access to the West Orange Trail, historic downtown Winter Garden, major highways, hospitals, shopping, dining and Central Florida's world-famous theme parks.

… 
$515,000
4bedrooms
3bathrooms
land 931

By Premier Sotheby's International Realty

Nearby
39
Video

Property Winter Garden (United States)

Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.

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$544,900
3bedrooms
2bathrooms
land 971

By Premier Sotheby's International Realty

Nearby
30

House Windermere (United States)

REDUCED - Dream home in Windermere! Nestled inside the gates of the luxurious community of Reserve at Lake Sound. Move-in ready home! Tile roof replaced in 2021. Heated area of 3868 sqft built with high quality material and finishing, tall ceilings and travertine floors in the common areas. The refurbishment, done 4 years ago, resulted in adding modern sophistication to the home. The double door entrance lets you in a broad dining room and living room area with modern accent walls and exquisite fireplace. The kitchen combines comfort and functionality. Inviting to the family to the open floor plan in the family room. Countertops, high cabinets, upgraded stainless steel appliances, beverage refrigerator and much more, that together, makes the space aesthetics and pleasant. The splendid garden on the back yard increases the pleasure to enjoy a coffee at the breakfast area. Split floor plan with 5bed / 5 bath plus an office. Spacious master with California closets. Master bath with his/her sinks, walk-in shower and gorgeous floating tub. Upstairs bonus room can be used as 2nd master or guest room. French doors opening to a spacious pool area, ideal for play or party receptions. Convenient 3 car garage and a brick pavers driveway. House has a private well for irrigation, reducing considerably the water bill.

… 
$1,599,000
478
5bedrooms
4bathrooms
land 0.1ha

By Annonceur International

Nearby
30

House with pool Windermere (United States)

Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won't want to miss.

… 
$1,450,000
359
5bedrooms
4bathrooms

By Annonceur International

Nearby
21

House Orlando (United States)

Spacious two-bedroom, two-bath walk-up condominium with a den and private balcony, featuring high ceilings and a one-car garage, in the Sunset Lake community of MetroWest. The open living room and den create a flexible, inviting layout filled with abundant natural light, while the kitchen features granite countertops for added style and functionality. The unit includes a new air conditioner installed Aug. 30, 2022, and offers low-maintenance condominium living ideal for everyday convenience and long-term ownership. Community amenities include a fitness center, swimming pool, clubhouse and outdoor grilling area overlooking a scenic 89-acre lake. Publix Super Market is within short distance, along with nearby restaurants, banks and fitness options. Convenient access to Interstate 4 and SR 408, minutes from Valencia College, Universal Studios, International Drive and The Mall at Millenia, and ideal as a primary residence or investment opportunity.

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$165,000
2bedrooms
2bathrooms
land 728

By Premier Sotheby's International Realty

Nearby
50

House with terrace Windermere (United States)

A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private acres with over 440 feet of pristine frontage on Cypress Lake. Masterfully designed to deliver the ultimate blend of grandeur, privacy, and resort-inspired living, the residence is statement of uncompromising luxury. Beyond the gated entrance, a sweeping motor court and dramatic porte-cochère introduce the home's commanding Mediterranean-inspired architecture, where turreted wings, natural stone detailing, and elegant arched windows create an unforgettable arrival experience. Inside, a breathtaking 28-foot grand foyer unfolds beneath soaring ceilings, anchored by a spectacular double staircase with intricate custom ironwork that evokes the elegance of a world-class villa. Flooded with natural light through towering arched windows, the space immediately establishes the scale and sophistication that define the estate. Designed for intimate living and large-scale entertaining, the interiors blend timeless craftsmanship with modern refinement. The gourmet chef's kitchen is a showpiece of its own, featuring custom wood cabinetry, expansive stone countertops, professional-grade appliances, a dramatic custom range hood, oversized center island, hidden pantry and richly detailed ceiling treatments that elevate the space into a culinary centerpiece. Adjacent gathering areas showcase exposed wood beams, designer lighting and seamless indoor-outdoor connectivity, creating warm yet grand living environments ideal for entertaining on any scale. Every amenity within the residence has been thoughtfully curated to rival the finest luxury resorts. Highlights include a state-of-the-art theater, golf simulator, multiple game rooms, an expansive wine room, private elevator, smart home automation system and a fully equipped fitness center. Elegant fireplaces and sophisticated entertaining spaces add warmth and intimacy throughout the home. A private guest wing with two bedrooms, its own living room, and separate entrance offers luxurious accommodations for extended family, guests or staff. The outdoor experience is nothing short of spectacular. The rear elevation unfolds around a breathtaking 125,000-gallon resort-style pool complete with cascading waterfalls, bordered by natural stones, a water slide, diving board and expansive terraces that rival five-star destinations. At twilight, the towering palms and illuminated architecture reflect across the shimmering water, creating a setting reminiscent of an exclusive private resort with intimate lounge settings that invite grand entertaining and quiet moments of retreat. For the automotive enthusiast, the estate includes a 10-car garage equipped with two vehicle lifts. Recreational amenities continue across the grounds with a private basketball court, boat dock and private community boat ramp, which provide effortless access to the desired Butler Chain of Lakes for world-class boating and waterfront living. Surrounded by expansive lawns, mature landscaping and unmatched privacy, this extraordinary residence represents a once-in-a-generation opportunity to own a waterfront legacy estate, a property designed not only to impress, but to endure for generations to come.

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$27,000,000
7bedrooms
10bathrooms
land 4.7ha

By Premier Sotheby's International Realty

Nearby
26

House Orlando (United States)

Virtually Staged. **PRICE IMPROVEMENT** Golf course home in the sought-after, guard-gated Orange Tree subdivision. This exceptional three-bedroom, two-bath residence is situated to capture stunning vistas of the famous Loop, 16th, 17th and 18th holes of one of Central Florida's celebrated courses. Peace of mind comes standard with a top-of-the-line, stone-coated steel roof installed in 2022, providing the industry's highest-rated hurricane, wind and leak protection available today. Inside, the home is bathed in natural light and features a fully enclosed Florida room with wraparound, unobstructed views of the rolling fairways and mature tropical landscaping right from your backyard. This one-of-a-kind, renovated floor plan provides a stunning natural backdrop where manicured greens create an atmosphere of serene and tranquil living. The well-appointed kitchen features a newer refrigerator, garbage disposal, dishwasher, stone countertops and abundant wood cabinetry that will delight the chef in your family. The oversized, first-floor primary suite serves as a private retreat, featuring a renovated spa-like bath and an enormous walk-in closet. A large outdoor veranda offers a setting to enjoy beautiful Florida evenings, complemented by a new electrical subpanel installed in 2025 and many additional upgrades. The renowned Orange Tree Golf Club and its championship course are considered among the most challenging in the region and are home to professional tournaments and players alike. Residents enjoy access to a 5,000-square-foot recreation center, a state-of-the-art gym facility, three tennis courts, two pickleball courts, racquetball and basketball courts, and a community pool overlooking pristine Lake Marsha. Ideally just minutes from Universal Studios, Disney, SeaWorld and Restaurant Row, this home is also close to the Millenia Mall and premium grocers including Whole Foods, Fresh Market, Sprouts and Trader Joe's. Executive properties with this caliber of prime golf course frontage rarely remain on the market in the highly sought-after 32819 ZIP code.

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$635,000
3bedrooms
2bathrooms
land 1,052

By Premier Sotheby's International Realty

Nearby
30

House with pool Windermere (United States)

Exceptional Keene's Pointe Pool Home with Rare Multi-Generational Layout with a Pond View! Welcome to this exceptional 5-bedroom, 4.5-bath residence nestled on one of the most peaceful cul-de-sacs in the Keene's Pointe community. Perfectly positioned on a stunning water-view homesite with an expansive backyard and exceptional privacy, this home offers an incredibly flexible floor plan rarely found in today's market. The thoughtfully designed layout places the main living areas, private office, and spacious primary suite all on the first floor, creating the perfect setup for everyday living. Upstairs, three generously sized bedrooms and a large bonus room are tucked away, providing an ideal retreat for family or guests. Adding even more versatility, a completely separate detached in-law suite features a spacious bedroom and full bath, making it perfect for extended family, guests, a private home office, or live-in accommodations. Major updates provide peace of mind for years to come, including a brand-new roof, new glass sliders and windows, new septic system and drain field, A/C in 2024, and 2021 water heater. Keene's Pointe is one of Central Florida's premier 24-hour guard-gated communities, set along the pristine Butler Chain of Lakes. Residents enjoy beautifully maintained parks, playgrounds, walking trails, private boat launch access to Lake Burden, fishing piers, and a vibrant community atmosphere. Optional membership to the renowned Golden Bear Club provides access to a Jack Nicklaus Signature golf course, tennis and pickleball courts, a resort-style swimming pool, fitness center, and more. Families will also appreciate the community's proximity to top-rated schools, upscale shopping, fine dining, world-famous attractions, and Orlando International Airport.

… 
$2,300,000
418
5bedrooms
4bathrooms
land 0.2ha

By Annonceur International

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