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luxury houses with reception room for sale Winter Park, United States

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House with terrace Winter Park (United States)

Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated four-bedroom, four-bath Mediterranean residence seamlessly blends timeless architectural character with sophisticated modern living. Rich in charm and thoughtfully updated throughout, the home welcomes you with an elegant living room featuring a gas fireplace, classic built-in shelving and abundant natural light. At the heart of the home is a stunning chef's kitchen, complete with custom floor-to-ceiling cabinetry, premium Thermador appliances, a charming breakfast nook and an inviting bar with wine refrigeration that flows effortlessly into the formal dining room, ideal for entertaining. A distinguished first-floor office offers an exceptional work-from-home environment, showcasing a breathtaking custom wall of built-in shelving, cabinetry and an integrated desk. This versatile space also serves beautifully as a library or den. Upstairs, all four bedrooms provide privacy and comfort. The luxurious primary suite features two separate closets, a spacious spa-inspired bath with a soaking tub overlooking the golf course and a private covered balcony perfect for enjoying peaceful morning coffee or evening sunsets. A generously sized secondary suite offers exceptional flexibility with its own custom walk-in closet, en suite bath and private rear staircase, making it ideal for guests, multigenerational living or a secluded retreat. Two additional bedrooms and a well-appointed full bath complete the second level. Updated features include smart house lighting, cabinet and shelving accent lighting, custom built-ins and much more. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers a screened porch accessible from both the dining room and breakfast nook, creating an inviting space for year-round entertaining. Two additional open patios provide the perfect setting to relax while enjoying picturesque golf course views and the tranquil surroundings. Perhaps the home's greatest luxury is its exceptional location. Just steps from the boutiques, acclaimed restaurants, sidewalk cafés and vibrant atmosphere of Park Avenue, this residence offers an unmatched Winter Park lifestyle. Convenient access to downtown Orlando, major hospitals, world-renowned attractions and both Orlando International and Orlando Executive airports makes everyday living as effortless as it is elegant. This is a rare opportunity to own a beautifully updated Mediterranean home in one of Winter Park's most coveted and locations.

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$1,795,000
4bedrooms
4bathrooms
land 0.1ha

By Premier Sotheby's International Realty

28

House Winter Park (United States)

LUXURIOUS LIVING WITH FANTASTIC LOCATION This Winter Park three story townhouse is within walking distance to all the fun amenities of the city- the many restaurants, boutique shops, banks, post office, farmers market, Central Park and Rollins College. Designed by architect Phil Kean and built in 2017 the owners have embellished this townhome with custom millwork and finishes, wood floors, sound system, full house generator and a private elevator to all floors. The first floor has a two car garage with storage lift above, large laundry room/home office and a downstairs guest suite. The second floor features a stylish and comfortable living room with lovely custom ceiling detail and moldings, gas fireplace, a sophisticated powder bath, and a beautiful dining room that opens to an eat-in chef's kitchen with Subzero, Wolfe and Bosch appliances and light Taj Mahal quartzite countertops. The third floor offers the spacious master bedroom and bath and also has the additional guest bedroom suite. Take the elevator to the roof top for great views of the city and here find even more potential space for fun entertaining. If your dream is to own a townhome in the heart of Winter Park, here is a stunning one for you!

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$2,625,000
283m²
3bedrooms
3bathrooms

By Annonceur International

37

Contemporary house Winter Park (United States)

This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately introduces the home's refined aesthetic, offering a direct line of sight to the gorgeous herringbone white oak floors in the great room and the sparkling pool just beyond the full glass doors. Anchored by a sleek linear gas fireplace with custom built-ins and floating shelves, the great room provides an inviting yet sophisticated gathering space. The open-concept chef's kitchen is a showpiece in both form and function. Outfitted with Wolf and Sub-Zero appliances, it boasts an eight-burner range with one-and-a-half ovens, an oversized Sub-Zero French door refrigerator with a freezer drawer, a built-in microwave drawer, and a walk-in pantry featuring a wine and beverage tower. Marble counters in all baths continue the home's commitment to refined finishes. The main level primary suite is a serene retreat with a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub framed by dramatic four-by-ten-foot porcelain slabs, a custom walk-in closet, and a private water closet. A flexible fifth bedroom with an ensuite bath offers the perfect option for an office or den. A striking glass-railed staircase leads to the second level, where a spacious lounge area opens to a private covered patio. Three additional ensuite bedrooms, each with custom closet systems, complete the upstairs living quarters. Designed for indoor-outdoor living, the expansive covered lanai includes a summer kitchen with a grill, hood vent, refrigerator, sink, and a dedicated half bath. Overlooking lush landscaping with tropical Clusia hedges and Foxtail palms, the brand-new pool is finished with designer tile that lends a stylish, resort-quality flair. Additional highlights include a spacious storage closet under the staircase, oversized two-car garage, 500-gallon propane tank for easy generator connection, stone paver driveway and durable metal roof. Wonderfully located in a picturesque neighborhood, the property is just minutes from the boutiques and dining of Park Avenue, top-rated public and private schools and offers convenient access to downtown Orlando, the attractions, as well as area airports. A rare opportunity to own a newly constructed home of such quality and craftsmanship in one of Winter Park's most sought-after neighborhoods.

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$2,950,000
5bedrooms
6bathrooms
land 0.1ha

By Premier Sotheby's International Realty

44
3D visit

House with garden Winter Park (United States)

Welcome to this warm and inviting home in the desirable Brookshire Heights neighborhood, ideally positioned on a corner lot along a beautiful street in a sought-after community. Offering more than 2,500 square feet of living space, this spacious residence features four bedrooms and two-and-a-half baths, with an open, comfortable layout designed for both everyday living and entertaining. The home has been thoughtfully updated and maintained over the years, blending timeless character with modern conveniences. The kitchen was beautifully remodeled in 2021 with new cabinetry, appliances, flooring and countertops, while the family room was enhanced with additional air-conditioning ducts and vents for added comfort. The second full bath was also remodeled in 2021 and the downstairs powder room received a stylish update in 2025.Significant improvements include new wood flooring downstairs and refinished and stained upstairs floors in 2019, a new HVAC system with an additional upstairs unit and complete ductwork replacement in 2020 and a customized primary closet in 2022. The primary suite continues to impress with a new porch door and a private balcony railing added in 2026. A new water heater was installed in 2023, while the main sewer line exiting the home was replaced in 2024. The garage is air-cooled. Outdoor living has been equally well considered, with a screened porch enclosure, a covered side patio, new fencing and refreshed landscaping creating inviting spaces to relax and entertain. Beyond the home itself, the location is exceptional, conveniently situated in a wonderful community with Cady Way pool and Cady Way trail, which spans 7.2 miles and connects to the Seminole Trail outdoor recreation. Highly regarded schools and easy access to the area's everyday amenities. With its generous living spaces, extensive updates, inviting outdoor areas and prime corner-lot setting, this Brookshire Heights home offers an exceptional opportunity to enjoy a beautifully cared-for residence in a highly desirable location.

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$875,000
4bedrooms
3bathrooms
land 0.1ha

By Premier Sotheby's International Realty

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50

House Winter Park (United States)

Timeless elegance meets effortless modern living in this exceptional five-bedroom, 5.5-bath residence in Park Grove, one of Winter Park's most coveted neighborhoods. Designed for gracious living and sophisticated entertaining, the home features formal living and dining spaces alongside an expansive open-concept family room and gourmet kitchen. The first floor offers a serene primary suite, a private guest suite and a dedicated office, while the second level provides three generously sized guest suites, a versatile bonus room and a second laundry room. Retractable accordion doors extend the living space outdoors, creating a seamless connection between the sophisticated interiors and outdoor living areas. Outside you will find retractable screens along the porch area along with a putting green conveniently located beside the pool. Rich hardwood floors, custom trim and molding and exceptional interior finishes add warmth and refinement throughout. The gourmet kitchen is beautifully appointed with solid wood cabinetry, quartz countertops and premium appliances. Ideally situated in Park Grove, this distinguished residence offers the rare combination of privacy, luxury and navigability, just moments from Park Avenue, the Winter Park Village and the Winter Park Golf course.

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$3,495,000
5bedrooms
6bathrooms
land 1,295m²

By Premier Sotheby's International Realty

5 listings near Winter Park

Nearby
30

House with garden and terrace Orlando (United States)

Historic Charm Meets Modern Luxury off Dickson Azalea Park - Nestled steps from the natural beauty and winding paths of Orlando's iconic Dickson Azalea Park, this historical residence offers a rare blend of timeless architectural character and top-tier modern upgrades. The main home is over 2,000 square feet and features 3 bedrooms, 2 bathrooms, abundant natural light, and refined finishes throughout. Every major system and aesthetic detail has been meticulously updated for complete peace of mind, including a brand-new roof, driveway pavers, new windows, and mature landscaping. Adding exceptional value and versatility, the property includes a large, fully equipped garage apartment-ideal for a private guest suite, executive home office, or income-generating rental. Enjoy the tranquil canopy of Downtown Orlando's most historic park right outside your front door while living minutes from the vibrant energy of Thornton Park and Milk District dining and shopping.

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$1,200,000
251m²
4bedrooms
3bathrooms

By Annonceur International

Nearby
50

House with pool Orlando (United States)

Completed in 2024, this exceptional custom residence by M. Lahr Homes, with design and architectural vision by Willow Tree Partners, offers a sophisticated blend of timeless elegance, contemporary style and thoughtful craftsmanship. Spanning 4,105 square feet, the home features six bedrooms, five baths and a tandem three-car garage, with beautifully appointed spaces designed for both everyday living and memorable entertaining. Ideally located just minutes from Downtown Orlando, this remarkable property places Michelin-recommended dining, boutique shopping, neighborhood cafés, parks, cultural attractions and year-round events within easy reach. Inside, an inviting open-concept design is enhanced by soaring ceilings, custom millwork, designer lighting, solid-core 8-foot doors and expansive PGT impact-rated windows that fill the home with natural light. The chef's kitchen serves as the centerpiece, showcasing premium Thermador appliances, custom cabinetry, a dramatic crystallized quartzite waterfall island, a walk-in pantry and a dedicated beverage center. The luxurious primary suite offers a peaceful, spa-inspired retreat, complete with refined finishes, custom cabinetry and a beautifully appointed bath. Throughout the home, curated stone surfaces, porcelain tile, custom built-ins and exceptional detailing create an atmosphere that feels both elevated and welcoming. Designed to embrace Florida's outdoor lifestyle, the private backyard offers a resort-inspired escape featuring a heated saltwater pool and spa, fully equipped summer kitchen, covered lanai, custom landscaping and striking architectural cypress ceilings. An impressive suite of modern amenities includes whole-home audio, professional-grade Wi-Fi, integrated security and surveillance, hardwired motorized shades and extensive pre-wiring for future enhancements. Quality construction and energy efficiency are equally evident, with spray foam insulation, dual Carrier HVAC systems, natural gas service, a tankless water heater and premium finishes throughout. The result is a truly turnkey luxury residence where distinctive design, exceptional craftsmanship, modern technology and the convenience of Downtown Orlando living come together seamlessly. An extensive list of luxury features and upgrades is available in the accompanying supplemental documents.

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$2,190,000
6bedrooms
5bathrooms
land 0.1ha

By Premier Sotheby's International Realty

Nearby
30

House with pool and garden Windermere (United States)

MULTI-GENERATIONAL LUXURY LAKEFRONT LIVING. Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximately 88-acre, spring-fed lake with private access. Located in the desirable Gotha/Windermere area, this exceptional property offers rare peace and privacy while remaining convenient to Southwest Orlando's renowned theme parks, premier shopping, Downtown Orlando, Orlando International Airport, highly regarded schools, and the Florida Turnpike. Mature trees, lush gardens, and thoughtfully designed outdoor spaces create a setting that feels secluded, established, and distinctly Florida. An antique church door provides a memorable entrance, setting the tone for a residence that blends refined finishes, distinctive character, and comfortable everyday living. The main residence features four bedrooms, two full bathrooms, and an expansive open-concept living area designed for entertaining while showcasing beautiful lake views. The oversized great room offers multiple gathering spaces, including a billiards area, a large television and game-day space, a generous dining area, and an impressive chef-inspired kitchen. At the center of the kitchen is an abundant quartz-topped island offering extensive workspace, seating, and a natural gathering place where guests can connect while meals are prepared. High-end flooring throughout the main home includes polished ceramic tile, travertine, and solid wood, while newer energy-efficient windows and doors enhance comfort and efficiency. The primary suite is a magazine-worthy addition created as a private lakeside sanctuary. Cathedral ceilings, polished ceramic tile flooring, expansive lake views, and a flexible sitting or exercise area create an open and relaxing environment. Two oversized custom closets provide exceptional storage. The luxurious bathroom features floor-to-ceiling ceramic tile, quartz countertops, an oversized porcelain soaking tub, and a spacious walk-in shower room. Four distinctive outdoor living areas invite you to enjoy the property throughout the year. Gather around the fire in the stone-paver garden area, relax within the private walled courtyard surrounded by potted plants and the soothing sound of a water fountain, or spend the day along the expansive backyard and private boat dock. The recently updated infinity-edge pool and heated spa overlook the lake, creating a resort-style setting for relaxing, entertaining, and enjoying unforgettable sunsets. A separate guest residence adds tremendous flexibility and privacy. Complete with two bedrooms, two bathrooms, a kitchen, and a living area, it is ideal for multigenerational living, extended guests, or an on-site caretaker. A private gated driveway and abundant parking accommodate multiple vehicles with ease. Combining two complete residences, more than an acre of lakefront land, exceptional outdoor living, mature landscaping, and private access to Lake Olivia, this one-of-a-kind estate offers a lifestyle rarely available in Central Florida.

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$2,500,000
451m²
6bedrooms
4bathrooms

By Annonceur International

Nearby
30

House with pool and garden 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.

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$1,575,000
779m²
8bedrooms
9bathrooms
land 0.3ha

By Annonceur International

Nearby
38

House with garden and terrace Orlando (United States)

Priced below market value. Wedgefield Estates – 3.25 Acres | Bring Your Horses! Enjoy the perfect blend of privacy, space, and convenience on this beautiful 3.25-acre property in Wedgefield Estates. Surrounded by mature trees, the property offers a peaceful setting with a front-yard pond that can become a beautiful focal point. Built with durable precast concrete exterior walls, the home features a desirable split-bedroom floor plan, a dedicated office, bonus room, and an oversized lanai—ideal for relaxing or entertaining. The original two-car garage has been converted into a versatile multi-media room. Additional highlights include: Quartz countertops . Two air conditioning units with a four-zone climate control system, featuring individual thermostats and motorized dampers for customized comfort . Hoot® aerobic sewage treatment system . Voluntary HOA with annual dues of just $50. Conveniently located just minutes from Waterford Lakes Town Center, Lockheed Martin, UCF, Valencia College, Downtown Orlando, Orlando Health, Orlando International Airport, the theme parks, Siemens, the Central Florida Research Park, and numerous restaurants and shopping destinations. Enjoy quick access to SR 417, SR 528, and SR 408, making commuting throughout Central Florida easy.

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$799,000
3bedrooms
3bathrooms
land 1.3ha

By Premier Sotheby's International Realty

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