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8
luxury houses with terrace for sale Winter Park, United States
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42
House with pool and garden Winter Park (United States)
This custom 2014-built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet close to all Winter Park offers. A home with function and flexibility with a separate guest house, office or studio based on your needs. This thoughtfully designed home is sophisticated with casual comfort and showcases four bedrooms, 3.5 baths and nearly 3,800 square feet, downstairs main and additional guest suite, and upstairs includes remaining beds and baths. An inviting foyer welcomes you with volume ceilings, wood floors and a large transom window that allows beautiful natural light in. The family room is spacious with a marble wrap electric fireplace with lighting detail and niche for a flat screen TV. Clear glass doors across the back of the house lead you to the outside covered porch for ease of entertainment. The kitchen is open, light and bright with 42-inch shaker double stack cabinetry, large pantry and great workspace, a peninsula with bar seating as well as an eat-in kitchen area for large gatherings. Stainless appliances, granite counters and creative backsplash round it all out. The oversized laundry room includes an extra refrigerator and a second pantry for added convenience. The dining with tray ceiling, designer fixture and textured wallpaper add to the style of the home as well as dedicated office or flex space. Luxury continues into a primary suite with built-ins, large spa-like bath with sleek finishes, soaking tub, large dual-head shower and spacious walk-in closet. The primary suite overlooks backyard and opens to an outdoor oasis with open-air lanai with generous covered porch to gather or enjoy a night of alfresco dining. State-of-the-art modern resort-style pool with heated spa, sun shelf with fountain feature, a fire feature runs along edge of pool and transforms the backyard into a luxurious tropical oasis particularly at night. Hardscaping elements include pathways trimmed with turf grass, professional landscape lighting that enhances and elevates the home. Don't wait to tour this special home in the heart of Winter Park, close to the best schools with Lakemont Elementary, Glenridge Middle and Winter Park High. A mile from Park Avenue, close to hospital and walkable to the YMCA, Phelps Park and fantastic restaurants.
… $1,725,000
4bedrooms
4bathrooms
land 1,174m²
By Premier Sotheby's International Realty
New
30
House with pool Winter Park (United States)
Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder's eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home's architectural details. Step inside and you immediately sense that this is more than just a beautiful house-it's a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom-a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.
… $4,332,400
416m²
5bedrooms
5bathrooms
By Annonceur International
29
House with pool and terrace Winter Park (United States)
Ideally on a quiet residential street just near Park Avenue, this custom-built transitional residence offers the best of Winter Park living, accessible, refined and thoughtfully designed from the ground up. Built in 2018 by Carlos Posada, the home delivers 2,653 square feet of living space across two floors, with an additional 365 square feet walk-up attic, four bedrooms and four full baths. From the moment you enter, the home makes an impression. French clay tile flooring anchors the defined foyer, opening into an expansive great room where Bolivian rosewood built-ins frame a gas fireplace and oversized windows draw the eye toward the pool and lanai beyond. The living, dining and kitchen spaces connect seamlessly, designed for everyday ease and effortless entertaining. The kitchen is equipped for the serious home cook, anchored by a full Thermador appliance package and thoughtfully appointed beyond the expected. The large island integrates a sink, microwave drawer, ice maker and refrigeration drawers alongside generous seating, while a walk-in pantry, concealed outlets and a warming drawer round out a workspace as purposeful as it is refined. Outdoor living is equally deliberate. A covered lanai with fireplace and space for a mounted television flows to an open-air terrace and dedicated grilling area, all overlooking a linear pool with water feature and professionally designed landscaping with evening lighting. Upstairs, the primary suite is positioned at rear of the home for added privacy, with abundant natural light, a generous walk-in closet and an en-suite bath. Two additional bedrooms each offer their en-suite baths and built-in closets. A well-appointed laundry room, along with a linen closet and dedicated storage closet in the hall, complete the second floor. On the main level, a fourth bedroom is finished as a library with custom white oak built-ins and French doors opening to the exterior of the home, offering flexible living or professional workspace. Throughout, Panaget engineered hardwood flooring, decorative crown molding, Sierra Pacific windows and doors, cast stone accents, and integrated stair lighting reflect the home's elevated attention to detail. Additional highlights include a detached two-car garage, extensive storage throughout and an infrastructure designed for future elevator conversion. A rare opportunity to own a newer custom home in one of Winter Park's accessible and beloved neighborhoods.
… $1,850,000
4bedrooms
4bathrooms
land 688m²
By Premier Sotheby's International Realty
31
House with terrace Winter Park (United States)
Discover an exceptional opportunity to own a penthouse residence at The Landmark, one of downtown Winter Park's exclusive addresses. Directly along the desired brick streets of Park Avenue, this boutique condominium community consists of only 13 residences and offers an unparalleled blend of privacy, sophistication and accessible convenience. Just outside your door, enjoy acclaimed dining, boutique shopping, art galleries, sidewalk cafés, Central Park and the year-round events that have made Winter Park one of Central Florida's sought-after destinations. Behind The Landmark's secure wrought-iron gates, residents are welcomed into a beautifully landscaped courtyard centered around a timeless fountain and illuminated by dozens of gas lanterns, creating a warm and elegant atmosphere reminiscent of a European enclave. Impeccably maintained and thoughtfully designed, the community provides a peaceful retreat while remaining moments from the vibrant energy of Park Avenue. Residence J occupies a premier penthouse position and is filled with natural light, enhanced by soaring ceilings, expansive windows, and multiple French doors that open to private terraces overlooking Morse Boulevard and the surrounding downtown streetscape. The spacious floor plan is designed for comfortable daily living and effortless entertaining. The living and dining areas are anchored by a gas fireplace and flow seamlessly into the kitchen, where integrated appliances, a gas cooktop, generous workspace, and a charming breakfast area create a functional and inviting gathering space. The primary suite serves as a private sanctuary, featuring dual vanities, separate water closets, an oversized walk-in shower and a custom-designed walk-in closet. Two additional guest bedrooms provide flexibility for family and visitors. One bedroom is connected to a Jack-and-Jill bath, while the third enjoys a private en-suite bath and a Juliet balcony that captures the charm and character of downtown Winter Park from above. Additional amenities include two deeded underground parking spaces, a private climate-controlled storage room, and access to the community's shared outdoor entertaining area, complete with a summer kitchen and courtyard gathering space. Whether enjoyed as a full-time residence or a lock-and-leave retreat, this penthouse offers a rare combination of luxury, security and an unmatched Park Avenue lifestyle in the heart of Winter Park.
… $2,350,000
3bedrooms
3bathrooms
By Premier Sotheby's International Realty
9
House with pool and garden Winter Park (United States)
Pre-Construction. To be built. This extraordinary lakefront residence on beautiful Lake Sylvan, set on a .37-acre (16,603± square foot) homesite, presents a rare opportunity to own a thoughtfully curated custom home by renowned builder Floridian Custom Homes, brought to life in collaboration with Winter Park Design, Brianna Michelle Interior Design and Signature Landscape. Offering 4,775 heated square feet of expertly crafted living space, this four-bedroom plus office, four-and-one-half-bath home blends timeless architecture, elevated finishes and effortless lakefront living. Designed with an open-concept floor plan ideal for everyday living and entertaining, the home showcases stunning European white oak hardwood flooring throughout all main living areas and bedrooms. The heart of the home is the spectacular chef's kitchen, featuring two oversized islands, custom-designed wood cabinetry, an expansive walk-in pantry, and a premium Sub-Zero and Wolf appliance package highlighted by a 48-inch, eight-burner range. The private first-floor primary suite serves as a luxurious retreat, complete with an expansive walk-in closet and a spa-inspired bath adorned with marble tile shower walls and flooring. Also on the main level is a versatile office/den with a built-in closet. Upstairs, an expansive media/family room provides additional gathering space, accompanied by a dedicated office and three generously sized secondary bedrooms, each featuring en-suite baths and walk-in closets. The fourth bedroom offers exceptional flexibility and may easily serve as a secondary primary suite, ideal for guests or multigenerational living. Designed to embrace seamless indoor-outdoor living, expansive glass sliders extend from the gathering and dining rooms to a covered lanai overlooking the resort-style custom pool. Retractable screens create a setting for year-round enjoyment, while the fully equipped summer kitchen and generous lounge and dining areas make entertaining effortless. Expertly designed by Signature Landscape, the pool features a sun shelf, LED lighting and elegant travertine limestone decking, all surrounded by lush professional landscaping, Zoysia grass and privacy hedging for a serene outdoor setting. Additional notable features include a Brava slate tile roof and a striking custom glass front entry door, further elevating the home's exceptional curb appeal. Ideally just minutes from the vibrant shops and dining of Park Avenue, this remarkable residence also offers convenient access to major roadways, leading area hospitals and top private schools, all within an A-rated school district. An exceptional opportunity to enjoy luxury lakefront living in one of Central Florida's desirable settings.
… $5,500,000
4bedrooms
5bathrooms
land 1,497m²
By Premier Sotheby's International Realty
50
House with terrace Winter Park (United States)
On the first floor within The Cloisters, this three-bedroom, two-bath residence offers 1,734 square feet of renovated living space in one of Winter Park's accessible lakefront communities. An oversized tiled patio, partially covered and ideal for outdoor dining or morning coffee, extends the living space and enhances everyday functionality. Renovated in 2021 by Charles Clayton Construction, an award-winning luxury homebuilder, the residence features updated flooring, kitchen, baths, lighting and laundry. Wood flooring flows through the foyer, dining and living areas, while ceramic tile is installed in the bedrooms, and decorative tile in the baths. The kitchen is appointed with high-end appliances and custom solid wood cabinetry, designed for daily living and entertaining. The primary suite offers abundant natural light, a built-in closet and an en-suite bath with dual sinks, walk-in shower and a window providing natural illumination. A hall bath includes a tub-shower combination and additional storage. A sunroom off the third bedroom provides flexible space for a private office, den or reading room. The residence includes one assigned covered carport space and a dedicated climate-controlled storage unit on site. Two blocks from Park Avenue, residents enjoy convenient access to dining, shopping and cultural amenities in a lakefront community setting. The property presents an opportunity for full-time living, luxury downsizing or a lock-and-leave lifestyle in the heart of Winter Park.
… $1,299,000
3bedrooms
2bathrooms
land 162m²
By Premier Sotheby's International Realty
44
House with garden and terrace Winter Park (United States)
Park Hill is one of Winter Park's most coveted addresses, a distinguished collection of luxury brownstones situated at the northern end of Park Avenue, moments from the city's finest boutiques, restaurants, cultural landmarks and the historic Winter Park Golf Course. Within this exclusive enclave, residence 649 occupies one of the community's most private settings. Beyond the stately brick courtyard and gas lantern-adorned entrance, this three-story home with a private elevator is thoughtfully scaled for refined living. Not oversized, but extraordinarily well-appointed. Ten-foot ceilings, intricate millwork and moldings and generous windows establish an ambiance of quiet elegance, while hardwood floors and designer fixtures carry that standard throughout. The open-concept main living area is built for effortless entertaining. The chef's kitchen features Wolf and Sub-Zero appliances, custom wood cabinetry, marble accents, a center island with bar seating and a wet bar with a beverage refrigerator and ice maker. The space opens directly to a private courtyard with a summer kitchen and dedicated alfresco dining area, creating a genuinely tranquil retreat that feels removed from the energy of the avenue. Upstairs, two guest suites each offer walk-in closets and en-suite baths. A dedicated laundry room and a covered terrace with a fireplace, wet bar and half bath complete the level. The third-floor primary suite provides a true sense of retreat, with two custom walk-in closets, a private balcony and a spa bath filled with natural light from windows and skylights. Dual vanities, a glass-enclosed steam shower and a soaking tub are finished throughout in premium materials. Constructed of Old Carolina brick with three-story block construction, precast exterior trim and a slate mansard roof, the residence features a two-car air-conditioned garage, ample storage and soundproof hollow core floors. With exterior maintenance managed by the association, the lifestyle here is genuinely lock-and-leave. This is a rare opportunity to own in one of Central Florida's most prestigious communities, in a location that simply cannot be replicated.
… $3,500,000
3bedrooms
5bathrooms
land 364m²
By Premier Sotheby's International Realty
6 listings near Winter Park
Nearby
50
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Property with pool Longwood (United States)
At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef's kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County's desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida's world-renowned attractions, this is a legacy property that defines elevated Florida living.
… $2,785,000
5bedrooms
6bathrooms
land 4,209m²
By Premier Sotheby's International Realty
Nearby
21
House with pool and terrace 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.
… $165,000
2bedrooms
2bathrooms
land 728m²
By Premier Sotheby's International Realty
Nearby
22
House with garden and terrace 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 688m²
By Premier Sotheby's International Realty
Nearby
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 3,480m²
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.
… $2,282,100
779m²
8bedrooms
9bathrooms
land 0.3ha
By Annonceur International
Nearby
Contract pending
35
House with terrace Orlando (United States)
Welcome to an elevated standard of living. WINNER of Best Custom Home Design in its price category at the 2026 PARADE OF HOMES, this extraordinary custom estate at 7958 South Park Place represents a rare convergence of award-winning design, advanced Insulated Concrete Form (ICF) construction, and uncompromising luxury in one of Orlando's most desirable addresses. Nestled within South Bay, an exclusive enclave in the prestigious Bay Hill area of Dr. Phillips, this remarkable residence offers nearly 5,000 square feet of thoughtfully curated living space, where architectural sophistication and everyday comfort exist in perfect harmony. From the moment you arrive, the home exudes a quiet confidence, built to impress and for whom really enjoys quality and well being, it reveals expansive interiors, exceptional craftsmanship, and spaces designed to inspire both grand entertaining and intimate moments alike. Bathed in natural light, the main level is defined by soaring ceilings with over 11 foot height, oversized windows, and exquisite sandstone flooring that flows seamlessly throughout the open-concept living areas. At the heart of the home, a stunning chef's kitchen serves as both a gathering place and culinary centerpiece, featuring premium WOLF & Sub-Zero appliances, an oversized island with 2 dishwasher, a hidden walk-in pantry, and a fully integrated wine and coffee bar. Adjacent living and dining spaces create an effortless backdrop for everything from elegant dinner parties to relaxed evenings with family and friends, with oversized custom windows throughout. Privately situated on the first floor, the primary suite serves as a true sanctuary, with his and hers built in closets including an additional laundry with washer and dryer, it's designed with comfort and privacy in mind, it features a spa-inspired bath with dual showers and separate his-and-hers spaces, bathtub with a beautiful natural stone, creating a retreat that feels both luxurious and deeply personal. Upstairs, additional bedrooms and a versatile loft provide exceptional flexibility for guests, recreation, study, or private workspace. Everyday living is further enhanced by three thoughtfully designed laundry areas, including a dedicated primary suite laundry, a second-floor laundry, and a main laundry room complete with a custom pet washing station and dedicated steam station. Outdoor living is equally compelling. The expansive screened lanai was designed for year-round enjoyment and entertaining, featuring a summer kitchen and fireplace that seamlessly extend the living experience outdoors. A private terrace just off the primary suite provides a peaceful setting for morning coffee, quiet reflection, or evening relaxation. Beyond its undeniable beauty, this residence was engineered to deliver long-term comfort, efficiency, and peace of mind. A paid-off solar energy system, backup power infrastructure, and the resilience of its advanced Insulated Concrete Form (ICF) construction provide a rare combination of exceptional structural integrity, sustentability, superior energy efficiency, acoustic insulation, and enhanced resistance to hurricanes, fire, moisture, and pests. Designed for long-term durability and lower operating costs, ICF construction represents one of the highest standards in modern luxury homebuilding marketplace.
… $3,600,000
5bedrooms
6bathrooms
land 1,497m²
By Premier Sotheby's International Realty
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