Winter Park Homes for Sale

MLS Number O6249727

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 8,082
• Year Built 2002

Majestic lakefront estate fully renovated in 2021 located in the beautiful Winter Park, Florida. Nestled on sprawling acreage, this breathtaking 6-bedroom, 7.5 bathroom lakefront mansion offers unparalleled luxury and serenity in the heart of Winter Park, Florida. Perched on 220 feet of picturesque Lake Maitland, this stunning estate boasts: Panoramic views of Lake Maitland, framed by floor-to-ceiling windows and electrically operated pocket sliding glass doors. Expansive outdoor oasis featuring a 70 foot resort-style pool, fully stocked outdoor kitchen with big screen television perfect for sunset gatherings. Secluded and private surroundings including multiple different areas with outdoor fireplaces for friends and family to gather ensuring tranquility and exclusivity. Grand foyer with soaring ceilings and elegant chandelier creates the framing for the stunning views upon entry. The Gourmet kitchen with top-of-the-line Miele appliances and expansive center island make up every chefs dream. Spacious bedrooms all with en-suite bathrooms and walk-in closets and a stunning Private master retreat with lake-facing balcony. Other impressive amenities include both a stunningly presented billiards room as well as a finely appointed theatre room for family members to gather. The property also has its own separately accessed 1 bedroom apartment beautifully finished for those long standing guests. Enjoy resort-style living, minutes from Winter Park's charming parks, boutiques, and restaurants. Escape to a world of luxury, where every day feels like a vacation. Schedule a private viewing and experience the ultimate Winter Park lifestyle.

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE

MLS Number O6240628

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 8,752
• Year Built 2022

Distinctive. Inspirational. Timeless. Casa K is the ultimate in luxury and location. Designed by internationally respected architect, Kamal Rizk and constructed in 2022, it is a sanctuary in the heart of our city. The unique fusion of innovative design, superior craftsmanship & luxury finishes shaped this almost 9,000 SF, 5 bedroom, 7.5 bathroom residence w/ guest suite into the contemporary estate that it is today. Upon entry, the retreat-like elegance of the great room is remarkable. This commodious space incorporates the foyer, formal living, dining, bar & family rooms. It seamlessly opens to the outside via a Pella made “wall of sliding glass.” Italian wood flooring & elaborate millwork are appreciated features, as well as modern lighting, custom window treatments & sound operated w/ ease via Lutron. Beyond the family room is the kitchen & hidden scullery where livable luxury resides. Poliform cabinetry, Cambria countertops & top of the line appliances complete these exceptionally versatile spaces. The showcase glass enclosed floor to ceiling wine refrigeration anchors the kitchen & artfully displays up to 975 bottles. The outdoor living is a natural extension of the interior spaces & features a courtyard style pool complete w/ a hand carved, granite rear wall & 16' linear in-pool fire feature. The kitchen terrace offers a DCS grill, motorized screens, cooling misters & more. A private office, lounge & 1.5 bathrooms complete the downstairs. Bathrooms on both levels showcase elevated selections from Boffi, Zucchetti, Poliform, Inbani, Paffoni & other iconic brands that enforce the refined, contemporary style & quality throughout. Notable lighting in the office, lounge & throughout include artistic fixtures by FLOS, Moooi, Serge Mouille & more. Access to the 2nd floor is provided via the elevator or stairwell. The upper floor is composed of the primary suite, 2 alternate bedroom suites, a 2nd office/flex room w/ en-suite bath, laundry room, gym & flex use guest apartment. The dreamy primary bedroom was designed with a soft entry, private terrace & hidden closets. The closets are part luxury boutique, part meticulously organized space w/ Poliform customization, motion activated light & windows w/ motorized shades made w/ UV protection to shield the interior spaces. The elegant approach to the primary bathroom includes floating vanities secured to stone covered walls, glass enclosed shower, standalone tub, custom-made dressing table & private water closets. Set apart from the primary, the alternate suites & living areas are finished w/ consistent quality & design. With flawless connection, the guest apartment may be used as an extension of the main home or it can be securely separated at a point just beyond the gym. The current owners use one of the bedroom suites as a craft room, which opens to the guest apartment's main living spaces; the family room, a full kitchen w/ island seating, laundry & a final bedroom suite. Above is a magical roof top terrace with fireplace & bar. The owner's entry is at the rear of the property, via a concealed driveway that leads to the 4-car garage, from which a hidden door opens directly into the kitchen. Guest parking is available. In this haven of opulent serenity, you may live the life you want, where you want.

Listing Courtesy of KELLY PRICE & COMPANY LLC

MLS Number O6212012

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 7,916
• Year Built 1996

Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exudes luxury and sophistication. Built by Charles Clayton. Designed by Marc Michaels. The main house boasts over 7,100 sf with 4 bedrooms, 4 full bathrooms, and 3 half bathrooms. The detached Guest House/In-Law is approx. 500 sf, with 1 bedroom, 1 bathroom, two closets, and a wet bar. The detached Catering Room with half (pool) bath is approx. 350 sf with an additional refrigerator, wall-to-wall built-in storage, and is conveniently attached to one of the two-car garages. Enjoy expansive entertaining areas that seamlessly blend indoor and outdoor spaces, offering a grand setting for lavish gatherings. Outfitted with the finest custom finishes, gourmet chef's kitchen, equipped with top-of-the-line appliances, an oversized island, and large dinette space. Awe-inspiring private courtyard with heated pool and spa, covered porch, outdoor grill, and several separate terraces. Impressive primary suite with office and sitting area has separate his and hers ensuite bathrooms and closets. Stunning two-story closet with office on the second floor and laundry room on first floor. Impressive entertainment/media room with state-of-the-art projector, media equipment and electronic blackout shades. Second story features a spacious loft, 3 bedrooms, 2 full bathrooms, a laundry room and two balconies. Storage is abundant throughout this property. You will find two 2 car garages behind the electronic gated side facing driveway, one garage with a kennel and a Tesla charging station. Experience quintessential Winter Park living in this one-of-a-kind estate that is the epitome of opulence and grandeur. More upgrades than can be mentioned. More architectural detail than can be captured in photographs. This estate is a must see!

Listing Courtesy of IRON VALLEY REAL ESTATE CENTRAL FLORIDA

MLS Number O6239351

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 5,264
• Year Built 2024

This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue and Lake Chelton you'll be greeted by exquisite tile work with brass inlays, wood floors, drop down ceiling, crown molding, wainscoting and natural light that pulls the outside living in. The first floor was meticulously designed with your Owner's suite, an additional en suite bedroom with walk in closet, large laundry room with full size washer and dryer and an abundance of cabinet and counter space, an eye catching drop zone, elevator, storage room, kitchen and great room. The kitchen truly is a chef's dream with Quartz countertops, spacious island, custom cabinetry with a satin brass inlay, and modern appliances including Tru refrigerator, freezer, a dual zone 150 bottle wine fridge, 60" Wolfe range with a custom range hood. The custom cabinetry continues into hidden butlers pantry complete with ice maker, microwave drawer, additional sink and Bosch dishwasher. The great room will be your hot spot for entertaining! Located off the kitchen, offering plenty of space for friends and family to gather with easy access to the pool area. Floor to ceiling Anderson windows, bar and an electric fireplace for that added touch of ambiance. Continuing into the Owner's suite you will find more expansive Anderson windows, private access to the outdoor living area, luxurious en-suite bathroom and custom closet. Feast your eyes on the 3x10 large format porcelain tile flooring, dual undermount glass sinks, 24K plated brushed gold fixtures, towel warmer, free standing soaking tub, large walk in shower and private water closet with smart toilet in your Owner's bathroom. And the closet is a feature in itself with lighted LED rods, custom built ins, full length door mirrors and island. Access the second floor via the private elevator or staircase with a glass railing that leads to 3 additional bedrooms, all en-suite with custom tile work and walk in closets with built ins. You'll also find an additional laundry room with a stackable washer and dryer, linen closet, mechanical room and the activity space complete with wet bar and wrap around balcony with a custom glass railing offering sunsets over Lake Sue. Step outside to your own private oasis featuring a sparkling pool with 3 built in stools, sunshelf and spa, fire pit, and cabana with a full summer kitchen, roll away screens, half bathroom and an outdoor shower - ideal for weekend gatherings or relaxing evening meals poolside. Attention to detail carries out to the oversized 3-car garage which features epoxy flooring and a custom LED light design on the ceiling. While a hand crafted iron gate to the front courtyard gives a nod to Winter Parks favorite resident peacocks. A standing seam metal roof and lush landscaping adds the final aesthetic touch on this FG Schaub masterpiece. Welcome home to one of the most exceptional properties on the market!

Listing Courtesy of CORCORAN PREMIER REALTY

MLS Number O6211406

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 5,096
• Year Built 2025

Pre-Construction. To be built. Custom design and build your dream home or use the plan that we have permitted! Rare, new construction opportunity in the heart of Winter Park, just 1 block from Park Avenue being built FG Schaub Custom Homes, known for grand open spaces and superior craftsmanship. No expense was spared in designing this Contemporary, two-story residence with 4 bedrooms, 4.5 bathrooms, office, gym, and sauna. As you enter into the grand two story foyer, you will be awed by the floating steel stair case with glass railings, large format porcelain tile flooring, modern light fixtures, and custom elevator. Walk into the great room that features a custom fireplace, wet bar, and folding doors to the transitional room. The kitchen is a chef's dream with state-of-the-art Wolf / Sub-Zero appliances, custom cabinetry, extensive quartz counters, and an oversized island with ample seating. The dining area is located right off of the kitchen making it a perfect place for hosting dinner parties. The first-floor master suite features a private exit to the pool / spa area, a large custom walk-in closet with lighted LED rods, and a spa-like bathroom complete with a sauna. Upstairs you'll find your personal gym, allowing for private workouts any time of day or night along with three additional bedrooms with large walk in closets and en suite bathrooms. Plus, you'll love the convenience of having a laundry room both upstairs and downstairs. Open the folding doors in the great room and head out to your "Transitional Room," a staple in FG Schaub homes. This room boasts over 600 additional square feet featuring a full summer kitchen and electric roll away screens that open to your private oasis. Lounge and enjoy the best of the Florida lifestyle with a heated salt water pool, spa, fire pit, fire bowls, outdoor shower and travertine pool deck. This home is complete with an oversized 2 car garage, equipped with custom LED lighting on 12 foot high ceilings which could accommodate space for a car lift for your exotic vehicles. Interior design book is available upon request. Price is subject to change through construction.

Listing Courtesy of CORCORAN PREMIER REALTY

MLS Number O6209613

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 5,636
• Year Built 2024

Welcome to this new 2024 elegant Hampton's style residence, the epitome of luxury and sophistication. As you enter through the remote-operated gated entrances, a grand circular driveway welcomes you to a private motor court. The stunning two-story foyer features a glass panel staircase wrapping a temperature-controlled wine room and a transparent glass elevator seamlessly connecting all floors, including the expansive third-floor unique attic/multi-purpose room. ** Note: Elegant new RH furnishings package showcased in main living, dining areas as well as entry foyer to accelerate your move-in process enjoying this home seamlessly.* This well thought-out floor plan is ideal for modern living with a spacious open living areas including an oversize gathering room with multiple French doors opening to the lanai, a large dining area with a glass wall viewing a tranquil backyard with sparkling pool and spa. This exquisite property has four-bedroom suites in the main residence, plus a detached pool cabana or a fifth bedroom-guest suite, private hidden office and den, an expansive wonderful upstairs lounge area designed to accommodate media room, flex area with bar or even a billiards table. The gourmet kitchen, ideal for entertaining, boasts two 10-foot-long stone islands, a 60-inch Wolf range, two 36-inch Sub-Zero refrigerator and freezer columns, a warming drawer, a beverage center and a 120-bottle Sub-Zero dual zone wine cooler. There is also a separate pantry-kitchen equipped with a Dacor induction cooktop, convection oven, additional refrigerator, microwave, dishwasher and ample storage cabinetry ideal for catering. The luxurious first level primary suite offers a serene seating area, an all-marble primary bath featuring a glass-enclosed shower with multiple body sprays and shower heads, a soaking tub, and French doors leading to a hidden Zen Garden including a shower and fountain. The second level enjoys three additional bedrooms with en suites, an expansive family lounge, a bar, a full bath and a generous laundry room with a full complement of cabinetry. The third level is accessible via a standard staircase and the elevator, offering almost 800 additional square feet of versatile space, not counted in the square footage quoted in MLS. The outdoor living features and expansive lanai with motorized screens, a gas fireplace, a dining space and a summer kitchen with 54-inch Coyote grill, wood or gas, and separate burner covered by a remote-controlled louvered roof. The detached cabana serves multiple purposes, including a guest suite, fitness room, additional office, game room or nanny quarters, complete with a full bath, mini kitchen and washer/dryer. Luxurious finishes, Andersen windows, 10-foot solid doors, high-end plumbing and electrical fixtures, and Trane HVAC units speak to the quality of construction. The property is surrounded by mature grounds featuring magnolia trees, bamboo and cypress, creating a lush, private meticulously landscaped oasis. Close to ICC, WPRC, Phelps Park/YMCA and Park Avenue.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

MLS Number O6250411

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 5,072
• Year Built 2008

Gorgeous Winter Park home beautifully curated with designer details and recently featured in June's “Orange Appeal” and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museum of Art. This elegant transitional French Provincial residence is located on a large, elevated corner lot in a quiet and secluded area in the Via's of Winter Park. This designer home has been significantly enhanced inside and out by the current owner and is in “brand new condition.” The home features 5,100 square feet of living space and 800+ square feet of outdoor space with 5 bedrooms, 5 bathrooms, 1 half bathroom, 3 car garage, pool, patio, outdoor shower and professionally landscaped yard and lighting. Upon entry, you are welcomed through the exquisite foyer where you instantly notice the craftsmanship and expert care that went into the custom carpentry and crown molding details throughout. To the left of the foyer is an elegant and intimate parlor with grass cloth wallpaper, a gas vented fireplace and built-in bookshelves. To the right of the foyer is the formal dining room with beautiful hand painted wallpaper and an adjacent butler's pantry. Past the foyer you are led to a spacious and grand formal living room with lacquered walls and 6 new French iron doors that flow out to a covered brick porch and picturesque back yard & pool. Designed with entertainment in mind, the adjoining chef's kitchen includes newly painted custom cabinetry, a Sub-Zero/Wolf appliance package, a grand center island and a walk-in pantry. Built in desk and casual dining area all open to the adjoining beamed ceiling family room with gas vented fireplace and additional French doors that lead to street side patio with new awnings. First floor master retreat overlooks the pool & yard and features 14-foot wood beam vaulted ceilings. The oversized master bath with double custom lacquered vanities made in Palm Beach, mosaic marble shower and a Waterworks free standing tub, brushed brass fixtures, and walk in closet. The second-floor features nine-foot ceilings with four bedrooms (one which was converted to a beautiful women's dressing room) and four ensuite bathrooms, covered balcony adjoining two bedrooms, two built in desks and bookshelves for office/study time and large media room with big screen tv and wet-bar. There are also two laundry rooms, one upstairs and one downstairs. Attic space inside the home and inside the garage. Recent upgrades include new slate roof/swooped decorative copper roof with chimney caps, complete chimney rebuild, nine new iron French doors, new ebony-stained oak hardwood floors, lacquered walls, newly renovated master bath and two ensuite baths. This home offers boat access to the Winter Park chain of lakes and is within short distance of the Winter Park Racquet Club. It's also a bike ride away and a short drive to the Interlachen Country Club and Park Avenue shopping and dining district. The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School.

Listing Courtesy of COMPASS FLORIDA LLC

MLS Number O6257650

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 4,279
• Year Built 2005

This custom lakefront home on Winter Park's Chain of Lakes offers stunning views of Lake Virginia and is in the historic Virginia Heights neighborhood, just a short walk from Rollins College and downtown Park Avenue. Facing north, it provides picturesque sunrise views over the lake, highlighting Rollins College and its chapel. Lovingly maintained and improved over time, the 4279 square feet does not include an additional 310 square foot finished bonus room with separate HVAC, perfect for game room or office. Upon entering, you are greeted by lake views and a foyer that leads to separate formal living and dining spaces, featuring wood floors, crown molding, plantation shutters, and 10' ceilings throughout the first floor. The main living space showcases an open-concept kitchen and family room, and flows to the outdoor patio. The spacious kitchen has a gas cooktop, a built-in desk, island seating, an eat-in breakfast space, a walk-in pantry, and a built-in bar with beverage refrigerator. The family room has custom built-ins and a gas fireplace, and overlooks the manicured backyard, pool, and lake. The large downstairs owners' retreat with picture windows overlooks the lake and a private screened porch with unobstructed views, and the updated bathroom has double vanities and sinks, glass shower, spa tub, and custom walk-in closet. Upstairs there are three bedrooms with attached bathrooms, two bonus spaces, and a media room, offering abundant flex space and storage. Comfort, luxury, and tranquility abound in the backyard with a pool surrounded by paver patio, grassy yard, and boathouse with a lift. The property also includes an oversized two-car garage. Improvements include new roof/2023, whole-house generator/2021, boathouse deck replaced with Trex decking and new roof/2021.

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

MLS Number O6193386

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 3,660
• Year Built 2024

One or more photo(s) has been virtually staged. Pre-Construction. To be built. THIS HOME IS CURRENTLY UNDER CONSTRUCTION. TO BE COMPLETED MAY 2025. Some finishes may still be available for Buyer selection. This home is located on one of the most sought-after streets in Winter Park. Lincoln Circle is a quiet street next to Park Avenue restaurants and shopping. Easily walk to your favorite shops, restaurants, and the Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home includes premium features, appliances, fixtures and finishes as follows: ELEVATOR, WOLF/SUB ZERO appliances, wine cooler tower, built-in coffee maker, AUTOMATED LIGHTING, AUDIO/VIDEO and SECURITY UPGRADES, first floor primary bedroom with ensuite washer/dryer and two-person shower, additional GUEST SUITE FIRST FLOOR, 11'4” FIRST FLOOR CEILINGS with 10' DOORS, wet bar, large vaulted upstairs living room, large flex-space bonus room, three full suites upstairs, trey ceilings, “store-front” window and door system, two 10'x10' full-view garage doors, circular driveway, heated pool with spa and wet sun deck, plenty of pool deck space, and exquisite landscaping. A 6' masonry-stucco wall encompasses the property. A rear cabana houses the summer kitchen, a pool bar, pool-bath and outdoor shower. Enjoy two fireplaces: a linear electric fireplace in living room and natural gas fireplace by the pool deck. Life-like virtual renderings show sample finishes only. Call now to schedule your meeting with the Builder and get started on your new home!

Listing Courtesy of UNITED REAL ESTATE PREFERRED

MLS Number O6220284

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 5,500
• Year Built 1967

Pre-Construction. To be built. Welcome to Winter Park lakefront living at its finest. In the heart of Winter Park, this new construction residence promises to be a masterpiece of luxury and modern living. Spanning over 5,500 square feet, this magnificent lakefront residence offers an unparalleled lifestyle with breathtaking panoramic sunset views. Tolaris Homes, an esteemed custom builder in Central Florida with over 45 years of expertise, will guide you from conceptualization to realization of your dream home. Designed to capture the essence of serene lakeside living, the home is ideally positioned to provide scenic vistas of the water and the vibrant hues of the setting sun. As you step onto the expansive balcony, the splendor of this property unfolds. The balcony, designed for relaxation and entertainment, offers a front-row seat to nature's nightly show, where the sky transforms into a canvas of oranges, pinks and purples. Imagine enjoying a glass of wine or hosting a gathering with friends and family, all while soaking in the tranquil beauty of the lake and its surroundings. Inside the home, elegance blends harmoniously with modernity, featuring spacious open-plan living areas that seamlessly transition from one room to the next. High ceilings and large windows ensure natural light illuminates the interior, enhancing the feeling of openness and connection to the outdoors. The thoughtful design includes luxurious finishes and state-of-the-art amenities, catering to every need and desire of its future owners. Experience the ultimate lakefront lifestyle with year-round boating, kayaking and water skiing on your private lake in Florida. Lake Killarney is one of the few lakes in Central Florida where you can land your seaplane on the water. Beyond the walls of this exquisite home, Winter Park offers a vibrant community rich in culture and amenities. From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY