luxury contemporary houses for sale Orange County, United States

Tucked along one of Winter Park's charming brick streets and positioned directly across from Lake Sylvan, this recently renovated residence unfolds like a quiet design story, one where character, craftsmanship and modern ease are aligned. From the moment you arrive, the home's inviting curb appeal and reimagined cottage gardens set the tone, offering a sense of arrival that feels timeless and effortlessly refined. Inside, light pours through expansive picture windows, illuminating marble floors that flow seamlessly through the living room, dining area and kitchen. Every space has been thoughtfully curated by New York City–based interior designer Paulette Pascarella, where classic architecture is elevated by contemporary finishes and a restrained, sophisticated palette. The new kitchen serves as a centerpiece and a gathering space, featuring custom cabinetry, quartz countertops with a full-height backsplash and a high-end appliance suite anchored by a Bertazzoni refrigerator, equally suited for everyday living or intimate entertaining. Just beyond, the family room or den introduces warmth and texture with beautiful wood floors and custom built-ins designed for function and form. Motorized shades by The Shade Store, lighting by Visual Comfort and Currey, and hardware details by Buster + Punch are layered throughout the home, complemented by exquisite textile selections from Brunschwig, Schumacher, Thibaut, and Cowtan & Tout, each detail quietly reinforcing the level of thought and design intention behind the renovation. The second floor is a serene retreat and allows for elevated view of Lake Sylvan. The primary suite with soaring ceilings offers a generous window framing treetop views. The spa-inspired bath features a large glass-enclosed shower and a custom built-in dressing area, creating a private sanctuary that feels removed from the everyday. Two additional bedrooms, one with an en-suite bath, complete the upper level, offering flexibility for guests, work-from-home needs or extended stays. Outdoors, the grounds have been thoughtfully reimagined to evoke a cottage garden feel, providing a peaceful backdrop for morning coffee or evening strolls along the brick-lined street. The location is equally compelling, in a neighborhood known for its winding roads and timeless charm, just minutes from shopping, dining and cultural offerings of Park Avenue. Offering a lock-and-leave lifestyle, this home lives beautifully as a primary residence or as a second or third home and presents a compelling alternative to condominium or townhome living, where privacy, design and a desired Winter Park setting come together in one exceptional offering. There is potential for a third bedroom suite by converting the den/family room on the first floor as it is adjacent to a full bath.

Come home to 14112 Oakwood Cove Lane, a masterfully designed custom residence that epitomizes the indoor-outdoor Florida lifestyle in the heart of Orlando's high-growth Lake Nona corridor but tucked away in nature. This stunning one-story property blends modern luxury with thoughtful architectural details to create a home that is an entertainer's dream and a private sanctuary in the gated enclave of Live Oak Estates. With undeniable curb appeal, this meticulously maintained home features a motor court driveway leading to a grand front porch framed by craftsman-style columns and a standing seam metal roof. The home's interior welcomes you with a sophisticated foyer featuring shiplap millwork and contemporary lighting. The open floor plan is defined by 10-foot ceilings with integrated LED accent lighting, creating a bright and airy atmosphere. The chef's kitchen is anchored by double islands with premium quartz countertops, paneled appliances, a 42-inch built-in Sub-Zero refrigerator, a Miele dishwasher and a hidden walk-in pantry, plus a custom coffee bar. Sightlines from the kitchen extend to the formal dining room and casual family room with a fireplace, dry bar and cozy built-in bench seating with plenty of storage. These main living areas, including a huge multi-purpose/game room, expand to the screened-in lanai with a fully equipped outdoor kitchen, harmonizing refined living with natural vibes. Floor-to-ceiling pocket sliders and corner doors lead to the outdoor oasis featuring a covered 16-by-40-foot outdoor living room, dining space and see-through fireplace, built-in speakers and a 75-inch flat-panel TV. The centerpiece is the resort-style pool and spa, custom designed with a huge sun shelf, in-water dining table and stools for six guests, all surrounded by hammered copper fountain fire bowls. Watch the game from your heated pool. This outdoor paradise overlooks an expansive yard providing a peaceful backdrop of mature trees and seclusion on more than one acre. Five bedrooms, including a separate casita and office with a private entrance and four and a half baths make this property ideal for multi-generational, single-story living that maximizes indoor flow and outdoor space. Two primary suites, each with dual vanities, a freestanding tub and walk-in closets, ensure comfort and privacy. A large laundry room and dedicated tech closet keep the home organized. For practicality and efficiency, the home is equipped with a whole-house generator, a water filtration system with a water softener and spray foam insulation in the ceiling and walls. Smart home features include the Savant premium home automation system, the Lutron lighting system and Nest thermostats. A car enthusiast's dream, this home has two three-car garages (one with mini-split air conditioner and half bath) and option to add a car lift. Balancing the beauty of nature with the benefits of city living, 14112 Oakwood Cove Lane has it all. It is less than three miles from Moss Park, a wildlife sanctuary with camping and hiking and Lake Mary Jane and Lake Hart, a haven for boaters and kayakers. Lake Nona Town Center, offering a vibrant mix of luxury dining, boutique shopping and entertainment, is 15 minutes away. Easy access to major highways places the Orlando International Airport 10 minutes away and theme parks and downtown Orlando less than 25 minutes away. This is a rare opportunity to own a nearly new, design-forward home in one of Orlando's premier locations.

A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with modern comfort. A flexible two-level layout offers main living areas on the first floor, complemented by an upper-level studio or retreat space with optional deck access, ideal for today's lifestyle. Extensively improved with over $260,000 in recent upgrades, the home was enhanced with durability and efficiency in mind. Major improvements include a commercial-grade TPO roofing system with advanced drainage and a 20-year warranty completed in 2024, as well as hurricane-impact aluminum sliders all around with large missile-rated glass and enduring waterproofing. Additional features such as a white reflective roof, whole-house surge protection, updated electrical components, and a new code-compliant deck railing further elevate the home's long-term value and performance. The outdoor spaces have been equally curated, with mid-century-inspired landscaping designed for beauty and ease of maintenance. Palms, agave and drought-tolerant plantings create a clean, modern aesthetic, while redesigned yard spaces enhance openness and usability. A professionally landscaped east yard, low-maintenance turf on the west side, a five-zone irrigation system, and private well irrigation contribute to a thoughtfully executed exterior environment. An expanded driveway provides ample parking, and outdoor lighting enhances ambiance and function. Just moments from desirable Park Avenue, this architecturally significant modern residence is ideally in one of Winter Park's sought-after neighborhoods, near Lake Virginia, Rollins College and Winter Park Tennis Center. Set on a quiet, tree-lined corner lot with no through traffic, the home enjoys an elevated position on a natural rise, offering peace of mind with no history of flooding, along with ideal north-facing orientation and beautiful natural light throughout the day.

New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all levels including an expansive third-floor multi-purpose space. Designed for contemporary living, the thoughtfully curated floor plan features a spacious open concept kitchen/gathering room along with the dining area enjoy a wall of glass doors and picture window overlooking an expansive lanai, and serene backyard with a sparkling pool and spa. The main residence offers 4 bedrooms, private home office, and multiple flex spaces, complemented by a detached pool cabana that serves as a 5th guest retreat or versatile use building. The gourmet kitchen is an entertainer's dream, featuring dual 10-foot stone islands, a 60-inch Wolf range, dual 36-inch Sub-Zero refrigerator and freezer columns, a warming drawer, beverage center and a 146-bottle Sub-Zero dual-zone wine cooler. A separate pantry kitchen is equipped with a Dacor induction cooktop, convection oven, additional refrigerator, microwave, dishwasher and ample cabinetry, ideal for catering and meal preparation. The 1st-level primary suite is a tranquil retreat, offering a sitting area, an all-marble bath with a glass-enclosed shower, multiple body sprays, a soaking tub, and French doors leading to a secluded Zen garden with an outdoor shower and fountain. There is also a hidden private home office near the front of home. The second level hosts 3 additional en-suite bedrooms, a generous lounge area, bar, and a well-appointed laundry room with extra storage cabinetry. As noted previously, there is also a unique 3rd level accessible by a staircase or elevator, that offers nearly 770 square feet of multi-use space. The outdoor living is elevated with a spacious lanai featuring motorized screens, a gas fireplace, dining space, and a summer kitchen with a 54-inch Coyote wood and gas grill, plus a separate burner beneath a remote-controlled louvered roof. There is also a detached cabana perfectly suited for a guest suite, fitness studio, additional office or game room, complete with a full bath, mini kitchen, and washer/dryer. Crafted with meticulous attention to detail, this home showcases Anderson windows, 10-foot solid doors, high-end lighting, plumbing and electrical fixtures, custom cabinetry built-ins, as well as Trane HVAC systems, ensuring quality and comfort... Lush landscaping, including magnolia trees, bamboo and cypress, surrounds the property, creating a private sanctuary. An attached side-entry garage features a powered car lift providing space for up to three vehicles. Ideally near Interlachen Country Club, Winter Park Racquet Club, Phelps Park/YMCA, and renowned Park Avenue. Note: Partial staging by RH and the furniture package can be purchased separately...

One or more photo(s) has been virtually staged. Located in Orlandos coveted 32836 zip code just moments from the Windermere border, this fully reimagined Cypress Isle residence blends refined design, architectural character, and an exceptional Central Florida lifestyle in one unforgettable setting. Tucked within a quiet enclave surrounded by the Lake Butler Nature Preserve and the world-renowned Butler Chain of Lakes, this home offers the rare feeling of privacy and serenity while remaining just minutes from Disney, world-class dining, premier shopping, and top-rated schools. From the moment you step inside, the soaring ceilings and dramatic open foyer create an immediate sense of arrival. Natural light pours through oversized windows, illuminating the home's warm contemporary finishes and thoughtfully designed spaces. The homes most striking architectural features are the vaulted ceiling and the open upstairs landing and catwalk, overlooking the main living area below creating a stunning visual connection between both levels and adding a sense of openness rarely found at this price point. Designed for both elegant entertaining and everyday comfort, the open-concept layout seamlessly flows from formal living and dining spaces into a beautifully appointed chefs kitchen featuring quartz countertops, custom stainless steel appliances, and an oversized island made for gathering. Luxury vinyl and ceramic tile flooring, oversized doors, and updated double-pane windows elevate the interior with both style and functionality. The first-floor primary suite is a private retreat, complete with tranquil conservation views, dual vanities, a freestanding soaking tub, and an expansive double shower designed to feel like a luxury spa experience. Upstairs, three additional bedrooms are connected by the dramatic open-air landing that gives the home its signature character and architectural appeal. Sliding glass doors lead to a covered lanai and screened pool overlooking lush conservation, offering peaceful mornings, sunset evenings, and year-round indoor-outdoor living. Major 2024 upgrades include new AC, water heater, pool and spa heater, water softener, irrigation system, and gas connection providing peace of mind and modern efficiency for years to come. Set among custom estates and natural beauty in one of Central Floridas most sought-after locations, this is more than a home its a lifestyle defined by space, privacy, connection, and timeless design. From Winter Garden Vineland Road turn onto Sunset Blvd, turn right onto Trout Rd, turn right into driveway.