Winter Park Homes For Sale

Stunning Mediterranean estate on the Winter Park chain of lakes. Nearly 10,000 square feet of exquisite living space provides a comfortable scale in every room; space for every member of the family. Fine craftsmanship and attention to detail are evident throughout. Elegant formal living room with 20'+ ceiling and grand winding staircase has a striking view of Lake Mizell with Rollins' chapel in the distance. Gourmet kitchen with custom cabinetry, top of the line appliances, walk-in pantry adjoining mud room, desk/drop zone and laundry room. Eat-in space seats 8 easily. Generous family room, guest suite, huge media room. On the other side of the house, enter the owners retreat through the cozy sitting room/study to ground floor owner's retreat with fireplace, resort-like bathroom and amazing two story master closet. Master suite opens onto covered lanai with spa. Upstairs bedrooms are all spacious each with en-suite baths and large closets. So many great features including bonus rooms, four-car garage, front and back balconies, enclosed garden areas, five fireplaces, Lutron smart house, security cameras inside and out, brand new roof. Amazing back yard space includes covered areas, spacious deck, vanishing edge pool, plenty of yard, natural waterfront, large dock with covered lift to store your boat. You're going to love the lakefront life with sunsets over quiet Lake Mizell.

With approximately 120+ feet of waterfront on the most coveted stretch of Lake Maitland in the Winter Park Chain of Lakes, this timeless custom home offers over 7,600 thoughtfully designed square feet with an equally captivating lakeside entertaining area and saltwater pool with spa. Built in 2014 by master custom builder, Beau Einheit, this architecturally stunning home includes 6 bedrooms and 8.5 bathrooms. The ground floor owner's suite boasts a detailed tray ceiling and feature wall, private lake-view terrace, spa-style bath with soaking tub, steam shower and walk-in dressing room that connects to the gym. The gourmet chef’s kitchen offers natural limestone countertops, 13' center island, professional appliances and a casual dining area overlooking the great room with 22' ceilings and polished cypress beam detail. The relaxed media room with herringbone inlay hardwood floors has sliding doors that connect the entertaining space seamlessly to the outdoor kitchen. The office, formal dining, wine bar with storage, mudroom, downstairs laundry room and oversized caterer's pantry complete the ground floor. Upstairs offers 4 bedrooms, all with en-suite bathrooms, and an additional laundry room. The separate in-law suite above the 4-car garage can be reached by elevator or an additional staircase. This home also includes a boathouse with a full bath, automatic retractable screens, entertaining space and lifts for watercraft so you can enjoy the Winter Park lake lifestyle and stunning sunsets for years to come.

Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in downtown Winter Park.

A unique offering to say the least. Originally built in 1920, the woodwork highlights the best of lost skills retained in the massive renovation done in 2009. Sitting on over 1/2 acre this home is a short walk to park Ave and city hall. The library with an office highlights the skills of the craftsman society. You must see the wonderful flow throughout this home featuring 10 bedrooms and 2 luxurious Owners suites. Nothing was lost with formal dining, several living areas and an unbelievably well done kitchen renovation. The photos are only a glimpse of the elegance found throughout this home. One of a kind property that has to be seen to be truly appreciated 10 bed room 12 bath downtown Winter Park estate home completely renovated & expanded in 2009 just steps from Park Avenue. The elegance of the natural gas light fixtures blended w/ the LED lighting is just the beginning of this 1920/current day experience.

Welcome to this gorgeous, one-of-a-kind, contemporary-style home with over 150’ on the shores of Lake Berry. Custom built and architecturally stunning, this 5 bedroom, 4.5 bath home is pure perfection inside and out. Set on an oversized 2-acre lot, on a quiet cul-de-sac in the highly-desirable Windsong community, this estate home features a gated entry, home office (optional 5th bedroom), personal fitness center, 3-car garage, salt-water lap pool, and interior finishes by Interiors by Steven G of Miami. This sprawling, single-story home offers luxury at every turn, and not to mention fantastic pool and water views throughout. As you enter the home and step into the formal living spaces your attention is immediately drawn to the sophisticated interior and glass walls that open to reveal a seamless indoor/outdoor entertainment area. The gourmet, chef’s kitchen includes only the best appliances, hardware free cabinetry, and is open to the gathering room and side patio. Master bedroom sits at the back of the home taking full advantage of the lake views and is complete with his and her dressing closets, a spa bath, and access to the pool and lanai. Three oversized guest suites each allowing a certain degree of privacy. The outdoor living space wraps around the 82x12 lap pool and offering several covered areas for entertaining. Built for someone who appreciates the most luxurious accommodations, this home is a must see. Additional information on amenities and features are available up on request.

Under Construction. Introducing Phil Kean's latest project - The Morse + Pennsylvania Townhomes. A private enclave of high-end urban lock + leave residences comprised of 3 single family homes and 4 shared-wall townhomes. This Phil Kean Designs 3-story home has 5819 heated SF of gorgeous, breath-taking living, along with a private yard, refreshing cocktail pool, summer kitchen, multiple outdoor lanais and terraces, and a three-car attached garage! A private elevator gives you access to all three floors, from the chef’s kitchen and living areas on the first floor, the master suite with loft and office on the second floor, and three additional ensuite bedrooms plus a 22x15 loft and a covered lanai and open terrace on the third floor. Interiors done by Phil Kean Interiors using high-end finishes, a designer lighting and plumbing package, a Wolf/Subzero appliance package, an all marble master bath, hardwood floors, and much more. Sliding glass walls and tons of windows give this home plenty of natural light. Ten foot ceilings and a 2-story family room elevate this home’s wow factor! Centrally located in Winter Park’s downtown corridor, you can walk to Park Avenue, Hannibal Square, the Farmer’s Market, Hillstone’s and more! Easy access to I-4, Advent Hospital and downtown Orlando. Call today for more information. Five of the seven total residences are already under contract with building 5 selected to be 2021's New American Home.

WINTER PARK: EXCLUSIVE LEGACY TOWNHOUSE DOWNTOWN PARK AVENUE A STROLL TO RESTAURANTS AND SHOPS HIGH END FINISHES: Built in 2019 by Hill Gray Steven LLC, this stunning property sets the bar for high-end townhouses. Located on the renowned Park Ave in downtown Winter Park steps away from culinary experiences and exclusive shops. This townhouse, which has never been lived in, features tumbled handmade Old Carolina Brick, Soundproof hollow core floors, a Slate Mansard roof and copper gutters. Natural light floods the rooms on all 3 Levels through floor to ceilings windows-11 on the 1st floor, 9 on the 2nd & 3rd floor. The high end double paned windows are energy efficient and the window shades are I-Pad controlled. 8 core-hollow concrete separating floors which gives both stability and minimizes sound. Additional features are Oak flooring throughout, crown molding, coffered ceilings, built in cabinets, lights and smart home technology. The Gourmet kitchen boasts custom Busby Cabinets, Stone counters, Wolf's SUB-ZERO appliances, Italian made Rohl faucets and plumbing fixtures and large wine fridge. The 2nd Story holds 2 bedrooms, 2 Full bathrooms and bonus room w/balcony while the entire 3rd floor is dedicated to the Master Suite with private roof top terrace, fireplace and outside bar. All 3 levels have separate temperature controls. Private elevator, 2 car garage w/AC and smart car Charger. Perfect location, easy to lock & leave...become part of Winter Park’s legacy of Excellence.

South Interlachen Place offers private, separate, luxurious townhome living in downtown Winter Park. The newly constructed residences are built to a standard rarely seen, even in Winter Park. The location is discrete and yet is just blocks from Park Avenue shopping, restaurants, museums and entertainment. Only six families will be able to enjoy living at South Interlachen Place, assuring generous and exclusive zones for each owner. Every residence has a private outdoor terraced front entrance, its own individual garage, and the ultimate luxury of an exclusive roof top terrace overlooking the city – with a powder room, fireplace, media walls and a covered dining area next to the summer kitchen. Each floor of the townhomes is accessible with a private elevator, from the garage to the rooftop terrace. Master suites comprise the whole second floor of each townhome, steps away from the first floor main living area. These beautiful residences incorporate a number of age in place features that allow for adapting living spaces to lifestyle changes. Finally, all of the residences at South Interlachen Place are prewired with smart technology for entertainment, security, lighting and energy management. Only two townhomes remain available.

Masterful design and modern luxury are uniquely embodied in this Spectacular Mid-Century Modern Estate. Stylish simplicity, extensive use of glass, and open design forge a connection with nature. Expansive entertaining spaces flow outside to the Grande Courtyard. Commercial grade Chef’s Kitchen with three stately islands and solid granite waterfall counters above the polished porcelain glass tile accentuate natural light. Dimmable lighting allows for opulent control of mood and ambiance. Private bedroom suites, all boast sleek en-suite baths, generous closets with elaborate built-ins, wonderful views and private courtyard access. Every detail was carefully selected and quality crafted for efficient and luxurious living. An automatic shade system gifts seclusion at the touch of a button. The Spacious Master Bedroom is the ultimate retreat with spa-style amenities. A custom designed 19+ car garage, with 20' ceilings, and ample space for lift installation awaits the exotic and classic car collector or RV enthusiast. This secured automotive palace also features temperature control and abundant lighting. Enjoy refined boutique shopping and fine dining as you stroll Park Avenue from home. Convenient access to Orlando’s entertainment venues, theme parks, cultural centers and coastline. Ask your CPA about the advantages of transitioning to Florida Homestead & schedule your exclusive private tour of this remarkable residence today.

If you’re looking for the quintessential Winter Park Lakefront Estate Home this is it! Designed by acclaimed architect Gamble Rogers this magnificent home has double waterfrontage on both Lake Osceola and the Venetian Canal. Located on an oversized 1-acre lot, this home has a formal presence including a grand, circular driveway entrance and a classic front elevation that showcases a 2nd story balcony overlooking majestic palms. As you walk through the front door your eyes are immediately drawn to the unobstructed views of the water; just about every room in the house offers views of the lake. Along the back of the house (lakeside) you’ll find the formal living room, sitting room/den, dining room and kitchen; there’s also a downstairs guest suite with full bath. Upstairs is the master bedroom, along with three additional bedrooms and two full baths. There is an abundance of storage of throughout the home and the entire estate is impeccable and representative of timeless elegance and class. Surrounded by both historic and brand new multi-million dollar estates this one-of-a-kind property is walking distance to Park Avenue and just minutes to the Interlachen Golf & Country Club, Winter Park Racquet Club, and more.

Elegant custom lakefront home. Enjoy lakefront living in this spacious 6,344 SF home. Nestled in a premier location with breathtaking sunset views across Lake Sue combined with a secluded location make this a unique opportunity. Fantastic space for entertaining, inside and out. Grand foyer entry, formal living and dining areas, spacious family room, kitchen, den, bonus/craft room and laundry room all on main level. Gourmet island kitchen features a breakfast area overlooking the lake, granite countertops and Viking, Bosch & Thermador appliances. Upstairs includes the master suite with sitting room and large bath with shower and jetted soaking tub, plus two additional bedroom suites, a large bonus/game room with wet bar and spacious balcony. Timeless finishes and details throughout, beautiful marble & wood floors and cast stone fireplace in family room and 2nd fireplace in the master sitting room. French doors overlooking Lake Sue provide expansive lake views. Enjoy picturesque sunsets, as well as uncommon moon rises/sets. Lake Sue is a natural spring fed lake. Immaculately landscaped 1/2 acre+ grounds. Great Winter Park schools.

Located in the heart of Winter Park, this exceptional and well appointed estate home sits on an oversized lot in the highly desirable “Vias” area. Dutch Provincial in style, this home was a Parade of Homes collaboration built in 2018 by Ira Kitograd of IBK Custom Homes and Z Properties. Designed by Gary Hancock with Winter Park Design, the thoughtful and functional floor plan showcases 5,259 SQFT of largely single story living with five bedrooms, an office and five and one half bathrooms. The entrance sequence is a showstopper including a private gated drive, motor court and a beautiful floating entryway with dissecting double water features on both sides. Upon entry through the extra-large front doors, you are greeted with cathedral ceilings, architectural styled beams and spacious open living areas that are light, airy and elegantly functional for both entertaining and relaxing. Adjacent to the living areas, you’ll find a gourmet kitchen with a large island and high-top seating for five. Additional kitchen features include dual refrigerators, dual dishwashers and sinks, dual six-burner gas ranges, and an appliance caddy with hidden microwave, etc. Off the kitchen there is a concealed butler’s pantry and caterer's kitchen including upgraded electrical for catering equipment, additional storage, prep areas and additional refrigerators for food and wine. The formal dining space with surrounding floor to ceiling windows provides an abundance of natural light while overlooking the serene outdoor oasis. The oversized downstairs master suite is highlighted by views of the rose garden. The luxurious master bathroom is awe-inspiring with marble flooring, custom wood cabinets, dual vanities, a large freestanding bathtub, spacious shower and powder area. This unique four-way split plan offers three additional downstairs bedrooms, an office with private outside entry and three and one half bathrooms. The upstairs living space is perfectly designed for extended guest visits, an au-pair, mother-in-law suite or boomerang children as it includes a full bedroom, bathroom and sitting area with wet bar. As you walk outside from the downstairs living space, a tranquil outdoor oasis awaits. The generous covered outdoor entertaining area is equipped with a complete summer kitchen, gas-burning fireplace and climate controlling remote screen. The heated saltwater pool and spa area is surrounded by luscious landscaping and privatizing bamboo installed by Steve Foster of Plant Connection. Significant green space is located on the right side of the home with double gate access. Between the oversized three car garage loaded with storage and the laundry facilities, you’ll find a well-equipped mudroom. A full feature sheet is available upon request. Private appointments for qualified buyers are now available.