luxury houses for sale Winter Park, United States

Welcome to 1563 Lakehurst, a stunning five-bedroom, 5.5 bath pool home that epitomizes luxury living and has been meticulously remodeled. This residence won the prestigious Orlando Parade of Homes 2021 first place and grand award and is a masterpiece of design and craftsmanship. Initially conceived by the local architect Gary Hancock, this home was reimagined by the renowned Ted Maines and Hardwick General Contractors, resulting in a comfortably elegant living space deserving of accolades and awards. On an oversized lot on a charming brick-lined street in one of the most desirable neighborhoods of Central Florida, this home boasts an enviable address just moments from shops and restaurants of Winter Park and Park Avenue. Spanning over 4,300 square feet, the main house offers spacious and inviting living areas flooded with natural light. Every detail was considered throughout the renovation: top-of-the-line Anderson windows, custom inset cabinetry, luxury bi-fold Origin door, designer lighting, engineered oak floors, solid-core interior doors, custom mahogany front door, and many more finishes discerning buyers will recognize and appreciate. The kitchen is the heart of the home, featuring Wolf and Sub-Zero appliances, extensive custom inset cabinetry, Cambria luxury quartz, and a center island spanning almost 20 feet. The separate breakfast bar allows quick and easy coffee, tea and breakfast prep without disturbing the clean aesthetics of the kitchen. The open living space has an Origin luxury bifold door for indoor-outdoor living, and a vaulted cathedral ceiling finished with designer lighting. The lounge and bar offer a pre-dinner retreat before using the artfully designed formal dining room, with smoked glass, dramatic navy wood paneling, and custom herringbone wood floor. The light-filled primary bedroom is also on the ground floor. Updated in 2022, this bedroom has Phillip Jeffries wall covering and Flos pendants. The bath has two independent vanities and separate closets. A full pool bath with shower, additional powder room and large office or flexible space complete the first story. Three additional bedrooms provide ample space for family or guests. The largest bedroom has an en-suite bath, and two additional bedrooms are connected by a large bath with a double vanity. For those needing additional accommodations, the in-law suite over the garage offers an additional 400-plus square feet of living space, ideal for guests or multigenerational living. The extensive back patio has multiple areas for dining, entertaining and enjoying Florida living. The summer kitchen was installed in 2021, and there is additional wine and refrigeration space. The front parking pad and landscaping were completed in spring 2024. All the systems are from 2020 or newer. The roof was installed in 2020, two tankless water heaters were added in 2020, upstairs and downstairs Carrier air conditioners are from 2023, the guest house air conditioning is from 2021, and the guest house water heater is from 2024. All drywall, ceilings and tongue-and-groove were replaced, the home was taken down to the studs, and has an effective date for the build as 2020. With its unparalleled location, luxury, and craftsmanship, this home is a rare find. Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today!

Under Construction. Welcome to your dream home in the coveted city of Winter Park, constructed by Davila Homes scheduled for completion in late 2024. The luxurious 5-bedroom, 4.5-bathroom residence boasts 3,499 square feet of impeccable living space, designed to offer the epitome of comfort and style. Perfectly situated on a desirable corner lot, this home features an inviting open-plan concept, perfect for both entertaining and everyday living. The spacious layout includes an upstairs primary suite for ultimate privacy and relaxation while also offering the option for a second primary bedroom downstairs, catering to your unique needs and preferences. Indulge in the luxury of a dedicated home office space located on the first level providing the perfect balance of productivity and comfort. The heart of the home is the expansive kitchen, meticulously crafted with gourmet Thermador appliances, sleek countertops, ample storage space, inspiring culinary creations and memorable gatherings with loved ones. Step outside to discover your own private oasis, complete with a sprawling outdoor lanai area, ideal for al fresco dining, lounging, or simply soaking in the Florida sunshine. Embrace the outdoor lifestyle in style and comfort, surrounded by lush landscaping and your private backyard featuring an elevated pool and outdoor kitchen. Abscond to the upper level of this remarkable residence, where a spacious gathering room awaits with additional bedrooms/flex space offering a perfect retreat for relaxation and socializing. With the convenience of upstairs laundry, chores become a breeze, allowing you to focus on enjoying the finer things in life. The primary suite features an expansive walk-in closet and a luxurious bathroom including a soaking tub and dual vanities. This residence boasts a prime location, nestled amidst top-rated schools and mere moments from the renowned East End Market, Baldwin Park, and the acclaimed Park Avenue. East End Market stands as a culinary haven, offering an eclectic mix of artisanal vendors. This vibrant marketplace promises unique shopping experiences unlike any other. With the added benefit of no HOA fees and positioned in the most sought-after locale, this property epitomizes the pinnacle of desirable living. Don't miss the opportunity to call this exquisite Winter Park retreat your own. Experience luxury living at its finest in this exceptional new construction opportunity. Please inquire with the listing agents for further details.

Nestled in the heart of Winter Park's finest gated community awaits your contemporary masterpiece. Spanning over 2,400 square feet of impeccably designed, energy efficient living space, this home is the ideal dwelling place for life in 2024. Step inside through the front door and be greeted by high ceilings and a warm entryway. The kitchen features 42-inch cabinets, stainless steel appliances, quartz countertops with a beautiful backsplash, an elegant sink with a gooseneck faucet, and a large pantry. This luxurious kitchen unfolds seamlessly into your dining and living areas. The first-floor primary suite is a private retreat, boasting gorgeous tray ceilings, a spacious walk-in closet, and a spa-like bathroom replete with double vanities, granite countertops, and a glass-enclosed shower featuring a refreshing rain shower head. Ascending the stairs, an expansive bonus room awaits, perfect for a game room or your own movie theater. This split floor plan includes four more bedrooms, 2.5 bathrooms, and a spacious laundry room with plenty of storage. Step outside into your covered lanai, perfect for hosting gatherings and enjoying a relaxing evening. This home is perfectly situated on a premium lot with no rear neighbors and beautiful views of pine and oak trees. The lush landscape delivers an abundance of space for outdoor enjoyment and exemplifies the epitome of Central Florida living. Residents of Hawk's Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park, and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee are located at the front of the neighborhood for added convenience. An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living.

Beautifully situated in the heart of Winter Park's Historic District awaits the incredible blank canvas you've been searching for. Positioned on a premium corner lot within the picturesque Virginia Heights neighborhood, this property not only boasts unrivaled charm but also features deeded access to the Winter Park Chain of Lakes. The existing dwelling eagerly awaits a creative touch and offers an open and inviting floor plan, featuring a newer HVAC system installed in 2021, updated plumbing in 2005, a new roof in 2007, a new water heater in 2016 and new flooring. This property is a rare find and also provides an excellent opportunity to build the home you've always envisioned. Residents of Virginia Heights benefit from the convenience of a dedicated boat dock for temporary parking, storage space for paddle boards and kayaks, and luxury of picnic tables set in a lush, inviting park—all just steps from your front door. Conveniently just minutes from Park Avenue, Rollins College and Baldwin Park, this beautiful respite presents an exceptional opportunity in a location that embodies the essence of Winter Park living at its finest.

Located within the heart of the Vias, this premier property boasts an expansive, almost half-acre lot spanning 19,800 square feet, with dimensions of 120 by 165 feet, all set along a picturesque brick street. Representing a rare find in an A location lot, its over 100-foot width opens up a realm of design possibilities, making it an ideal canvas for your dream home. At the heart of this property stands a spacious four-bedroom home, offering over 4,700 square feet of living space. This dwelling is currently vacant and impeccably maintained, presenting a move-in condition option for those seeking immediate occupancy or rental income while planning their custom residence. Alternatively, delve into the meticulously crafted proposed remodel plans, designed by Ashley Martin Home and brought to life by M Lahr Homes. These plans, with an investment of approximately $50,000 by the seller, outline a renovation encompassing around 5,400 square feet, promising a blend of modern luxury and timeless charm. While the value lies predominantly in the land and its generous proportions, the existing home exudes a blend of elegance and functionality. Primarily one-level living, it features an owner's suite along with two additional spacious bedrooms, each with en suite facilities, offering the utmost comfort and privacy. A private office, discreetly positioned behind the garage with a separate entrance, adds versatility to the space, catering to various needs from work to creative pursuits. The interior unfolds with an array of captivating features, including soaring ceilings, plantation shutters, crown molding, and solid oak floors throughout. The primary retreat boasts a luxurious en suite and a large walk-in closet, ensuring indulgent relaxation. A gourmet kitchen, adorned with expansive cabinetry and stainless steel appliances, adjoins a charming eat-in area, offering the perfect setting for culinary endeavors. Entertainment options abound with a formal dining room, a living room adorned with a wood-burning fireplace, and a den complete with a wet bar, ideal for hosting guests or unwinding in style. The enclosed Florida room adds a touch of serenity, overlooking the lush backyard oasis. Upstairs, a second potential owner's suite awaits, boasting its own entrance, vaulted ceilings, and a spacious closet. French doors lead to a private covered balcony, offering scenic views of the meticulously landscaped grounds below. Outside, the allure continues with a park-like setting, characterized by mature landscaping, majestic trees, and an expansive brick patio, covered porch, and pergola. This outdoor haven provides the perfect backdrop for al fresco dining, relaxation, and gatherings with loved ones. Situated in the highly sought-after Vias neighborhood of Old Winter Park, this property offers unparalleled convenience and ambiance, with proximity to WPRC, ICC, and downtown Park Avenue. Embrace the opportunity to create your own haven of luxury and sophistication in this coveted locale. Experience the essence of timeless elegance and modern comfort at this remarkable address.

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef's kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30' long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker's quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

LAKE VIEW! Discover a haven of sophistication and tranquility in the heart of Winter Park with this extraordinary two-bedroom, two-bath condominium. Situated on the serene shores of Lake Osceola, this inviting residence offers a prime location paired with luxurious amenities, embodying the essence of refined downtown living. Spanning 1,351 square feet, the residence is a masterpiece of light and serenity, boasting an abundance of natural light that accentuates the artful design and tranquil views. The primary suite, a harmonious retreat, features an en-suite bath, a spacious dressing area with ample closet space, and the potential for an added washer and dryer, ensuring both comfort and convenience. The separate kitchen, a chef's delight, opens to a generous living and dining area, creating an ideal setting for intimate gatherings or quiet evenings at home, with vistas overlooking glistening Lake Osceola. More than just a place to call home, this condominium is a gateway to a lifestyle of elegance and ease. Amenities such as covered parking, an elevator, and proximity to daily conveniences enhance the living experience, while boat docks, a gym, and an elegant community room within the complex offer exclusive leisure options. Managed expertly by FirstService Residential, this property promises a seamless and harmonious living experience. Located just steps from the vibrant shopping and dining of Park Avenue, the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College, this home places you at the center of Winter Park's most coveted attractions. Embrace the opportunity to create lasting memories in this sophisticated sanctuary. Schedule your private viewing today and explore how this exceptional unit can become your canvas for an extraordinary life.

Custom built in 2019 by Clarkson Concepts. This five-bedroom, 5.5-bath Winter Park home offers the ideal blend of luxury and practicality. Eleven-foot ceilings, European white oak floors, and ample natural light provide a comfortable and modern aesthetic. The primary and secondary bedrooms are conveniently on the first floor, while three generously sized bedrooms, including two with charming balconies overlooking the pool, are found on the second floor. The kitchen is well-equipped with Thermador appliances, featuring stunning quartz countertops, a natural gas cooktop, a large island and an oversized refrigerator. With laundry rooms on both levels, chores are a breeze, and the spacious second-floor loft adds versatile living space. A two-car garage and a detached one-car garage offer plenty of parking. Outdoors, amenities include a detached cabana with a full bath, a saltwater pool and spa, and an outdoor summer kitchen. Conveniently minutes from Park Avenue, Winter Park Hospital and Rollins College, this home is a must-see!

Located in the heart of Winter Park, this exquisitely redesigned custom home blends transitional elegance with Mediterranean architectural nuances. Designed by the esteemed architect Gary Hancock and renewed by a longtime Winter Park designer. Every inch of this residence showcases unparalleled attention to detail. Set on a cobblestone street, this home offers a blend of community and privacy, making it a rare gem in one of the most desirable neighborhoods. This residence sits within a triangle of walkable lakefronts, Lake Sue, Lake Chelton, and Lake Virginia in the beautiful setting of Rollins College. A fusion of contemporary finishes is juxtaposed with Georgian wood windows and wrought iron railings lining the grand staircase. A circular foyer welcomes you with French doors leading to a private office/library. Chic living and formal dining rooms feature travertine marble floors, and smooth museum-quality walls all complemented by designer finishes. Arched hallways beckon you to the heart of the home and its open-concept kitchen and breathtaking family room, featuring wood beam ceiling, inlaid wood and marble floors, a stone fireplace, and a unique chandelier with Agate disks that sparkle above. The chef's kitchen is equipped with high-end Wolf and Sub-Zero appliances, 42-inch custom wood cabinetry, and exquisite granite counters further enhanced by the subtle glow of alabaster pendant lighting and alabaster backlit backsplash. The center island, casual bar seating, and large informal dining area allow for any size gathering. The great room seamlessly extends into the outdoor spaces, offering privacy and serenity. Unobstructed views through multiple sets of French doors open to a courtyard filled with afternoon light. The veranda features wood ceilings, a stone gas fireplace, and breezy ramada porches with lantern lights that reflect in the pool. The home's design invites the outside in. The first-floor primary suite offers a secluded oasis, featuring doors that open onto the lanai, a gracious seating area designed for tranquility at day's end. The luxurious primary bath displays exquisite mother-of-pearl inlays within the flooring and walk-in shower, complemented by bespoke dual vanity and stunning light fixtures. A spacious closet offers endless room for an extensive wardrobe and room for an additional office, a Peloton, a fitness sanctuary, or a cozy nook for a newborn to nap. This expansive 4,692 square-foot home boasts versatile living with various entertainment opportunities. The upper level continues to impress with new wood flooring, three gracious en-suite bedrooms with walk-in closets, separated by a Juliet balcony with breathtaking views, an alternative primary suite, and an oversized family area. Additional highlights are an open-concept layout achieved by removing walls, smooth wall finishes, fresh interior and exterior paint, and a striking barrel tile roof. Plantation shutters, a walk-in pantry, updated baths, lighting, fixtures, and hardware, alongside solid doors, enhance the home's appeal. Professional landscaping, artificial turf in the backyard for ease of maintenance, and two staircases, one stair from the laundry area for convenient housekeeping, and another front staircase. A short distance from Park Ave, Mills 50, Corrine Dr, downtown, Advent Health and more, perfectly situated for enjoying the best of Winter Park while offering an unmatched level of luxury and comfort. Zoned for Audubon K-8 and WP High School.

A timeless brownstone in the exclusive Park Hill provides a lifestyle that is unparalleled. Enjoy world-class restaurants, shopping, events and museums within a short walk, and are the only brownstones on Park Avenue to have this highly sought-after, exclusive location. An inviting front courtyard welcomes you with a brick walkway to a covered entrance flanked by stately gas lanterns. This three-story home with an elevator features three en-suite bedrooms with three full and two-half baths, offering generous open living, dining and kitchen spaces that overlook a private courtyard complete with a summer kitchen. Large windows throughout the home seamlessly bring the outside in and allow natural light to gently roll in. The gathering space showcases an incredible built-in focal point with sliding doors detailed with a subtle starburst and an antique mirror backdrop, allowing art to be displayed or the doors to be opened to relax and enjoy your favorite show. Expansive 10-foot ceilings, extensive millwork and moldings throughout, gorgeous hardwood floors, upgraded designer-selected fixtures and hardware, additional lighted glass built-ins and French doors add to the architectural detail for an elevated living experience. A chef's kitchen surrounds a center island, blending into the dining and living spaces for ease of entertainment. Wolf and Sub-Zero appliances, gorgeous light cabinetry, a pop of color on the island with bar seating, marble details, an incredible walk-in pantry and a wet bar/butler's nook deliver great function for intimate gatherings. A two-car air-conditioned garage with loads of storage, an organization system and additional ceiling storage round out the first-floor offerings. The second floor continues with upscale appointments, featuring a flex space with built-ins and a wet bar with an under-counter refrigerator that opens to an outside covered balcony. Also on this floor is a laundry room, loft area and two large bedrooms, each with a walk-in closet and its own bath. The third floor, the primary bedroom showcases an upholstered bed wall, three dormers overlooking Park Avenue, storage window benches with room to relax in a tranquil setting and a luxurious primary bath with floor-to-ceiling windows, dual vanities with high-quality materials and finishes, a large glass-enclosed shower and soaking tub. Two large walk-in closets with closet systems feature a makeup vanity with marble countertop, mirrored backsplash and hardwood floors with beautiful light to elevate the experience. A gracious morning/evening station with a Sub-Zero under-counter refrigerator and stylish backsplash opens to a private rooftop terrace with a fireplace, wet bar and TV, plus a half bath to enjoy evening sunsets and Florida breezes. Every detail has been accounted for in this Park Avenue property, offered fully furnished with designer selections throughout. Other details include Old Carolina brick, three-story block construction, soundproof hollow core floors, precast exterior trim and a slate mansard roof. There are five air conditioning units, three tankless gas water heaters and the property has been meticulously cared for.

Stunning traditional family home is ideally on a tree-lined street in Old Winter Park. Overwhelming attention to detail with custom trim woodworking and architectural details such as coffered ceilings, French doors, shutters, Brazilian cherry wood flooring as well as gorgeous Schonbek crystal chandeliers. Open concept with gourmet chef's kitchen with the finest finishes, wine room, saltwater pool and spa with fountains. Soaring ceilings and fabulous large primary suite you must see! The primary bath boasts Carrera marble, large shower with three shower heads and a large soaker tub. Primary walk-in closet is great including a washer and dryer. Tennessee flagstone and brick walkways offer peace and tranquility among mature landscaping with an outdoor covered area with brick fireplace and summer kitchen. Also on the first floor is an additional en-suite guest room. The second floor offers a media room with built-ins, TV and wet bar. Three additional bedrooms upstairs. The detached two-car garage is behind a wrought-iron automatic gate. Ideal for family living, walkability and entertaining.

Under Construction. Welcome to your custom-designed oasis of contemporary living in the esteemed Vias neighborhood of Winter Park, crafted by Z Properties. Scheduled for completion in late 2024, this rare opportunity is offered at a price reflective of its finished state. The buyer will seamlessly step into the process, with the price fully encompassing the cost of completion. This architectural gem is situated on a nearly half-acre lot spanning 6,774 square feet and perfectly balances a private retreat and an entertainer's paradise. Boasting five expansive bedrooms and six and a half baths, including a full pool bath, a first-level primary suite, a home office, and a wine cellar. The opulent pool/guest house provides ideal accommodation for guests or in-laws. As you enter the foyer, you will be captivated by the sprawling open floor plan and meticulously designed living space. You will be provided ample room for relaxation and entertainment, with the elevated pool and heated spa taking center stage. The expansive floor-to-ceiling windows flood the interior with natural light, creating an airy and inviting atmosphere. This modern residence is designed with clean lines and sleek finishes, showcasing impeccable attention to detail. High ceilings and porcelain tile flooring will define the interior on the main level, exuding an atmosphere of contemporary elegance. Laundry rooms are located on both levels for your convenience. The chef-inspired kitchen is a culinary masterpiece, featuring Gaggenau kitchen appliances, custom cabinetry, and quartz countertops. Whether hosting intimate gatherings or preparing gourmet meals, this kitchen will impress even the most discerning cooks. Complementing the gathering room adjacent to the kitchen, the vast 600-square-foot outdoor area seamlessly integrates with the contemporary luxury of the home. Enjoy your summer kitchen featuring a Kalamazoo gas grill and artisan pizza oven, perfect for alfresco dining, entertaining guests, or simply unwinding in the tranquility of nature. Step outside to your own private sanctuary, which includes an outdoor shower, where the landscaped areas are to be completed by Signature Landscape Contractors. The primary suite features a spa-like ensuite bath with a soaking tub and two spacious walk-in closets. The floating staircase leads to the upstairs lounge and family room with additional en-suite bedrooms that offer comfort and privacy, each thoughtfully designed with modern amenities and stylish finishes. Drive into your private and spacious three-car garage. Whether you're a car enthusiast or need ample storage space, this garage provides the flexibility and convenience you desire. Additional features include a complete Lutron system with KETRA lighting, Bang and Olufsen sound system and home theatre, IMG all aluminum window and door package, BOFFI kitchen and all baths, Dornbracht rain shower and fixtures, ITALdoor pivot front door, and Rimadesio interior doors. This one-of-a-kind new construction opportunity offers easy access to top-rated schools, upscale shopping, fine dining, and recreational amenities. Only minutes away from Park Avenue, Winter Park Racquet Club, and Interlachen Country Club. Enjoy a vibrant urban lifestyle while relishing the serenity of your private retreat. Why not have it all? Construction is progressing; secure this modern masterpiece before it's finished! Please inquire with the list agent for further details.

Exquisite total remodel in downtown Winter Park. Walk to Park Avenue, restaurants, shops and parks. No detail was overlooked! From the flooring to the appliances, light fixtures, and magnificent primary closet! You will feel like you are in Palm Beach inside and out, especially outside on the oversized lot, at the pool, on the porch, or in the summer kitchen. You will feel like you are at a five-star resort! This is a gem!

Nestled at the end of a picturesque street in the prestigious Dommerich Hills, this one-of-a-kind property in the coveted 32789 area code presents a unique opportunity to own over an acre of gated, private land. This stunning 5-bedroom, 4.5-bath home spans an impressive 4,364 square feet, offering an oasis of serenity and space in Winter Park. As you enter, the home welcomes you with an inviting open floor plan that seamlessly integrates formal living and dining areas with a cozy family room. The family room, a focal point of comfort and style, features brand-new built-ins, a wood-burning fireplace, and elegant French doors that open to the lush backyard. The heart of the home, the kitchen, is a culinary delight with an oversized breakfast bar, a spacious walk-in pantry, and a large breakfast nook perfect for casual dining. Adjacent to the kitchen, the guest bedroom wing is a versatile space featuring three bedrooms and a large game room, complete with a pool table and a wall of windows that flood the space with natural light. The crown jewel of this residence is the astonishing 1,100-square-foot primary suite. A haven of luxury and tranquility, it includes a sizable private retreat for relaxation, an open bath with separate tub and shower, multiple closets, and a charming alcove ideal for a home office, den, yoga studio, or sitting room. Adding to the allure, a detached 5th bedroom serves as a guest suite with a full bath, providing privacy and comfort for visitors. The outdoor area of this property is a landscaped masterpiece, boasting an oversized open cabana overlooking a sparkling pool, creating the perfect setting for entertaining. Car enthusiasts and hobbyists will appreciate the four-car detached garage and extensive motor court, offering ample space for cars, boats, and more. Additional features include a massive stand-up attic storage room, robust poured concrete and second-story block construction, a whimsical playhouse, and an expansive yard with potential for a personal pickleball court. Located within the sought-after school zones of Dommerich Elementary, Maitland Middle, and Winter Park High, this property is more than just a home; it's a legacy waiting to be cherished. Indulge in the grandeur and privacy of this Winter Park gem, where every detail is a testament to luxury and comfort.

Fabulous transitional style Charleston home on a premier brick street in Old Winter Park. The home has been completely renovated by Z Properties & Wolfe-Rizor Interiors in recent years and meticulously maintained in better than like new condition with fresh paint, refinished wood floors and new carpet, etc. Bright open flexible floor plan with extensive detail, quality and modern design features. Sleek sophisticated interiors with stunning chef's island kitchen open to family room with warm gas fireplace and a full bar for entertaining. Downstairs also includes a wonderful oversized side entry mud/laundry room with additional refrigerator, dog gated area and office/workspace for family projects, along with a beautiful dining room and flex/den with a wall of built-ins. Upstairs includes a lavish master retreat, 3 other bedroom suites and storage closets along with the main house low voltage control panel. Outdoor living is magnificent with a very private park-like backyard including a tropical heated salt pool, incredible mature signature landscaping, covered lanai with TV, separate full pool/cabana bath, stainless commercial grilling area and house generator. The driveway to the rear of the property is on automatic gated entry and the garage is detached, however completely air-conditioned, fully finished and carpeted with a clear glass door. Truly a special home.

Wonderful 4-bedroom, 1-story home on one of the most desired streets in the heart of Winter Park. Situated on a large 100' wide lot with gorgeous mature and well-maintained landscaping, this home has tall ceilings and is very light and bright throughout with an open floor plan that offers flexible living spaces to adapt to your lifestyle. The private master retreat overlooks the backyard and has a spa-like master bathroom with a jetted tub, separate walk-in shower and large custom finished closet. Three additional bedrooms and two bathrooms on the other side of the home boast vaulted ceilings, hardwood floors, and custom closets. Large kitchen and butler's pantry with granite countertops, stainless appliances, and beautiful custom cabinets. Other features include designer tile flooring, LED lighting, custom built-ins, large laundry room, and dual-sided fireplace. Large fenced-in backyard with covered porch and patio, perfect for entertaining. Spectacular location just blocks from the Park Avenue retail district and restaurants. Winter Park has A-rated schools.

Backup offers requested. Beautifully appointed on one of the most coveted streets in Winter Park, this exquisite transitional masterpiece combines grandeur and elegance for your enjoyment of living. Spanning over 4,000 square feet of living space and resting on over a quarter of an acre lot, this home is the quintessential dwelling place for life in 2021. Upon entering, you'll be greeted by high ceilings and a beautiful entryway opening up gracefully to the formal dining room and formal living space. Continue through the first floor to find your gourmet kitchen featuring marble countertops, an island with gas cooktop, butler's pantry, double ovens, Thermador appliances and picturesque views of your backyard pool. The first-floor owner's retreat beckons you with its oversized windows, French doors to outdoor space, walk-in closet and soaker tub. The first floor also features a powder room and elegant fireplace located in the formal living room. A staircase adorned with beautiful railing leads you to your second floor and continues to unfold sheer elegance. Four spacious bedrooms with three full baths occupy the remaining space on the second floor. Outside, the lush landscape, saltwater pool and spa deliver an abundance of space for outdoor enjoyment and exemplify the epitome of Winter Park living. An exclusive respite, this home represents a refined lifestyle for those who enjoy peace and convenient living.