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.

Luxurious Lakefront Living. Enjoy gorgeous sunsets on Lake Maitland from this luxury estate in Winter Park's exclusive Via's neighborhood next to the Isle of Sicily. No details were spared in this custom-designed 7654 sq ft, 6-bedroom, 7.5-bath home, which features an in-law suite with full kitchen and bath, laundry rooms on both the first and second floors, a game room, den, office and elevator. Perfect for entertaining and waterfront living, the lake side features an outdoor bar, saltwater spa and swimming pool, fire pit, fountains and full electric boathouse with bath. A huge, sit-in pantry, butlers sink and indoor bar area are adjacent to a large open kitchen featuring center island seating and commercial-grade ovens and other appliances. Bask in the best of Winter Park living in this spectacular, 7,654 sq. ft. beauty.

Stately custom Winter Park estate on Lake Maitland spans over 10,000 sq ft, offers 6-bed,7-baths,2-half for gracious living and refined comfortable entertaining.Two-story grand foyer leads to a welcoming living and dining room on either side of the library with a double-sided fireplace and views of the lake.Gourmet dine-in kitchen overlooks family room and lake is ideal for home chef includes top-end appliances, walk in pantry, granite counters, large island and butler’s pantry with beverage service. Nearby is guest suite, laundry room & spacious desk/drop zone. East wing offers entertainment with gym, full theater and game room inclusive of long bar, pool table & doors to covered outdoor kitchen gazebo with fireplace. Private spaces of the upper level begin with a luxurious master retreat with sitting area, fireplace and balconies, large bath with spa tub & walk-in shower, morning kitchen, walk-in closets & dressing areas. 3-bedroom suites with balconies, open workspace area, living room, office and laundry area. Above 2-car garage is bonus room, full bath, storage and kitchenette. Above 3-car garage is spacious 1 bedroom private apartment. Property encompasses majestic Cypress trees along the 175 ft of Lake Maitland shoreline with covered boat house, lift for sport boat +2 jet skis, large dock for fishing & beach. Salt water pool/spa including covered lanai is situated to enjoy the views of the lake. Located in the heart of Winter Park to enjoy the best of Florida schools, shops, dining, & entertaining. We are practicing safety protocols for showing appointments. Please contact us for details.

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.

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.

This Spectacular local art curator's home is an elegant Winter Park lakefront masterpiece custom built with luxurious finishes by Fred Schaub Homes. Including the outside living space,there is over 6000 sq ft ready to impress guests and offer an unforgettable place to entertain. Rich wood and glass accents are found throughout the house. 10' Casablanca stained folding La Cantina doors open to transitional room with sub zero/Viking summer kitchen,pool bath,outdoor shower,retractable sun shades and outdoor A/C system. Lakefront oversized infinity edge pool w/ glass tiles,tanning shelf,gas heated spa,aeration fountains,fiber optic lighting and waterfall sit on a 3000 sq ft stone patio with gas firepit.Gas torches light the way to the lakefront dock w/ boathouse,covered lift and secure storage.Lakeview Master Suite features huge custom closet and marble bathroom with large glass shower and separate freestanding tub.LR w/ gas fireplace opens to high end gourmet kitchen with 60 Wolf range and double convection oven,large open pantry and 10ft island.The 2 story grand entry highlights wood and glass custom staircase leading up stairs to 3 bedrooms with private full baths and custom walk in closets as well as a 2nd 1/2 bath and a 2nd full size laundry room,LR,dining area and kitchenette with balcony overlooking lake.This home has state-of-the-art technology including sec. cameras,surround sound,media,LED lighting,4 A/C systems operated by ipads w/ docking stations and iPhone enabled.MUST SEE, absolute perfection!

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.

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.

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.

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.

Former parade of home winner underwent a meticulous renovation in 2019 creating the newest completely updated home in the Vias available on the market today. With its proximity to the highly sought after Isle of Sicily, the almost half acre corner lot boasts the perfect location in Winter Park. Timeless Mediterranean architecture draws you in through a courtyard into an extraordinary home filled with the highest quality craftsmanship. Extensive woodwork, groin vault ceilings, hand-painted beams & top of the line finishes are unlike anything found on the market today. 2019 updates include marble & quartz counters, refinished travertine floors, tile flooring and backsplashes, lighting fixtures throughout, 9 updated bathrooms, carpet, cabinet hardware retractable motorized screens, new pool equipment with saltwater conversion, & AC ducts replaced/cleaned with Air Knight Air Purification system added. Downstairs master bedroom wing with spa-like bathroom and outdoor shower, great room, formal dining, wine room, office, laundry, & expansive gourmet kitchen opens to the informal dining and family room. Within the retractable screened-in lanai is the outdoor kitchen, living room, dining & pool bath. A private guest suite accessible from courtyard is perfect for in-laws or nanny. 4 bedroom suites, home theater, 2nd laundry & 2 loft upstairs. Full home generator & 3 car garage with plenty of parking complete this perfect opportunity to own a home that has never been lived in since renovation was completed.