Winter Park Real Estate

Winter Park Real Estate

Winter Park is a charming city located in the state of Florida. Situated in Orange County, Winter Park is known for its picturesque landscapes, rich history, and vibrant community. With its close proximity to Orlando, Winter Park offers residents the perfect balance between a tranquil suburban lifestyle and easy access to urban amenities.

One of the highlights of Winter Park is its beautiful chain of lakes, which includes Lake Virginia, Lake Osceola, and Lake Maitland. These lakes not only provide stunning views but also offer recreational activities such as boating, fishing, and water sports. The city is also home to numerous parks and green spaces, providing residents with ample opportunities for outdoor activities and relaxation.

Winter Park is renowned for its cultural scene, with the Charles Hosmer Morse Museum of American Art being a must-visit attraction. This museum houses the largest collection of Louis Comfort Tiffany's works, including his famous stained glass masterpieces. Additionally, the city hosts various art festivals, concerts, and theater performances throughout the year, ensuring there is always something for everyone to enjoy.

The city's historic downtown area, Park Avenue, is a vibrant hub for shopping, dining, and entertainment. Lined with charming boutiques, upscale restaurants, and art galleries, Park Avenue offers a unique and sophisticated experience for residents and visitors alike.

With its excellent schools, strong sense of community, and proximity to major attractions, Winter Park is an ideal place to call home. Whether you're looking for a peaceful retreat or a lively cultural experience, Winter Park has it all.

Newest Listings in Winter Park

1 Beds 1 Baths Stratford A Winter Park Condominium SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to your cozy retreat! This charming 1 bedroom, 1 bathroom condo offers the perfect blend of comfort and convenience. Step inside to discover laminate flooring throughout, creating a seamless flow from room to room. The freshly painted walls provide a bright and inviting atmosphere, making it feel like home from the moment you enter. You will enjoy the convenience of condo the indoor laundry closet, say goodbye to trips to the laundromat and hello to the ease of in-home laundry facilities. Relax and unwind in your private screened patio, where you can enjoy the outdoors in comfort and privacy. Whether you're sipping your morning coffee or unwinding after a long day, this tranquil space is sure to become your favorite spot to retreat. This move-in ready condo boasts a range of amenities to enhance your lifestyle. Take a refreshing dip in the sparkling pool, challenge friends to a game of tennis on the courts, or stay active in the fitness center. The clubhouse provides a perfect venue for gatherings and community events, adding to the vibrant atmosphere of the neighborhood. Within close proximity, you'll discover esteemed educational institutions such as Rollins College, UCF, and Full Sail, offering enriching opportunities for learning and growth. Enjoy Downtown Winter Park, a cultural gem – boasts more than 140 boutiques, sidewalk cafes, and museums, all in the shadow of oak-canopied Central Park. In addition to our stylish shops, diverse dining choices and many cultural offerings, you can plan a trip around special events that include seasonal art shows, concerts, exotic car shows, fashion events and holiday festivities. Additionally, convenience is at your fingertips with a bustling shopping plaza situated directly across the street, boasting convenient access to popular establishments including Starbucks, Publix, and TJ Maxx. The award-winning AdventHealth Winter Park, formally Winter Park Memorial Hospital is just 2 miles away. Don't miss out on the opportunity to make this delightful condo your own. Schedule a showing today and experience the perfect blend of comfort, convenience, and community living!

157 Lewfield Circle Unit 157, Winter Park

6 Beds 3.5 Baths Windsong-Knowles Place SubDv. 32789 Zip Code
Exquisite Villa Style Masterpiece. Step into the realm of unparalleled luxury with this magnificent home nestled in the heart of Winter Park, Florida. With 6 bedrooms and 4 bathrooms, this residence redefines opulence, boasting a seamless fusion of timeless elegance and modern comfort. As you enter, prepare to be mesmerized by the sheer grandeur of soaring 11-foot ceilings and exquisite custom woodwork adorning every corner of this architectural gem. Crafted to perfection, this home is a testament to meticulous attention to detail and uncompromising quality.Nestled in one of Winter Park's most coveted neighborhoods, privacy and exclusivity are seamlessly woven into the fabric of everyday living. Yet, the convenience of proximity to top-rated schools, upscale dining, elite shopping destinations, and vibrant entertainment options ensures a lifestyle of unparalleled convenience and sophistication.Designed by the esteemed Morales-Keesee Design Associates, renowned for their visionary creations including the famed Casa Teresa, this residence stands as a true masterpiece. Every aspect of its design, from the majestic concrete Masonry walls to the intricately patterned travertine flooring, reflects unparalleled craftsmanship and artistry.Indulge in a sanctuary of tranquility and luxury, where double-pane hurricane and sound-proof windows envelop you in a haven of serenity. Marvel at the custom carved woodwork that graces every corner of this home, a testament to the dedication to creating an ambiance of timeless elegance and refinement.Immerse yourself in the allure of this Villa Style home, where every detail has been thoughtfully curated to evoke a sense of grandeur and sophistication. Your dream of owning a luxurious retreat in Winter Park awaits—schedule your private viewing today and elevate your lifestyle to new heights of splendor and distinction.

1824 Harland Park Drive, Winter Park

3 Beds 3 Baths Douglas Grand SubDv. 32789 Zip Code
Welcome to your exclusive opportunity to own a luxurious condo, in the Douglas Grand situated in the heart of downtown Winter Park. This impeccable property offers the epitome of sophisticated living with its single-level, a top-floor unit boasting 3 bedrooms, 3 bathrooms, and 2 private balconies, all within the most highly desired quadrant of Park Avenue. Located on the Virginia side of the property which is very quiet. A secured parking garage provides simple lock and go living. A short walk from the vibrant Park Avenue shopping and dining district, as well as Hannibal Square, every convenience and indulgence arat your doorstep. Step inside to discover over 2,615 open floor plan adorned with beautiful finishes, gorgeous wood floors and custom details throughout. Entertain with ease in the expansive gourmet kitchen, seamlessly connected to the dining and living areas. Top-of-the-line appliances from Subzero, Wolf, and Bosch, custom 42” cabinetry, granite counters, fabulous task lighting and closet pantry. Bar seating allows you to enjoy your guests when entertaining and all overlooking living space with lush backdrop to the outdoors & long views to downtown Orlando. Also, the 4th floor invites lovely breezes throughout the unit. Two master bedrooms with ensuite bathrooms features updated dual vanities, separate showers, and indulgent soaking tubs. A third bedroom or office offers versatility and functionality. Elevate your lifestyle with a host of modern amenities, including updated light fixtures and fans, new doors to outside balconies, renovated bathrooms, fresh paint, plantation shutters add an extra touch of elegance, while spacious walk-in closets provide ample storage in every bedroom. With the added convenience of two deeded parking spaces in the gated attached garage, complete with direct access to the fourth floor. This unit is steps away to the access door for garage making daily function super easy. Every aspect of luxury living has been meticulously curated for your enjoyment. Indulge in the unparalleled convenience of strolling to nearby restaurants, coffee shops, boutiques, Rollins College is walkable, fabulous events in Central Park as well as the bustling farmer’s market. Don’t miss your chance to experience the pinnacle of urban sophistication at the Douglas Grand.

100 S Virginia Avenue Unit 401, Winter Park

4 Beds 3.5 Baths Ellno Willo SubDv. 32789 Zip Code
Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept, featuring a sprawling great room with beautiful beams, a soaring foyer that leads to a private home office space and, a classy dining area. A meticulously designed kitchen equipped with Viking appliances, including a refrigerator and stove, along with a KitchenAid dishwasher make this kitchen a culinary enthusiast's dream. A large walk-in pantry ensures ample storage space, while an indoor gas fireplace adds a touch of elegance and warmth. Escape to your own private paradise with the impressive outdoor amenities. Host unforgettable gatherings in the outside summer kitchen, where al fresco dining becomes a daily delight with a fireplace and pool footsteps away. The second floor is dedicated to the luxurious master suite that will be your own private sanctuary at the end of the day. Need more space? This home includes an upstairs versatile flex space that can be tailored to your needs that’d be perfect for movie nights, a home theater, a game room or play area. For added convenience, the upstairs offers a laundry room. Presented in immaculate condition with custom shutters, a third floor balcony that has expansive views offering additional outdoor living. This home is ready for you to move right in and start living the life of luxury. Every detail has been carefully considered, from the sleek finishes to the abundance of natural light that fills each room. Located in one of Winter Park's most coveted neighborhoods, this property offers not just a home, but a lifestyle. Excellent schools, fine dining and boutique shopping options on Park Avenue and Baldwin Park, very close proximity to the neighborhood lakefront park, Park Ave, Art shows or Rollins College and, easy access to downtown Orlando make this the perfect place to call home. This is more than a home—it's an unparalleled opportunity to own the lifestyle you deserve and a piece of Winter Park's finest living.

1661 Hillcrest Ave, Winter Park

3 Beds 2.5 Baths Grayson Square SubDv. 32792 Zip Code
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your needs, making your life better, happier and easier. This gorgeous Springdale II two-story townhome features our Craftsman exterior, 3 bedrooms, 2 full bathrooms, a powder room, a single-car garage, a covered lanai, washer, dryer, refrigerator, window blinds and our Premier Fresh design package. The spacious first floor is ideal for entertaining, featuring a powder room, open concept gathering room, café and kitchen equipped with a pantry, bright white cabinetry, an Eden Bianco ceramic tile backsplash, Lagoon quartz countertops and beautiful white Brescia porcelain tile flooring. Upstairs, the Owner's Suite features a spacious walk-in closet and en suite bathroom with a dual sink quartz-topped white vanity, private water closet and oversized shower with frameless glass door. Two additional bedrooms, the secondary bathroom and the laundry are also on the second floor, offering privacy and space for everyone. Professionally curated design selections include upgraded Villanova collection cabinets with Lagoon quartz countertops, designer tile accents in the kitchen and bathroom showers, white Brescia porcelain tile flooring throughout the first floor living areas and bathrooms, and stain-resistant Ornamental Gate carpet in the bedrooms. Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This low-maintenance neighborhood will feature gated access, private homesites with pond views and no rear neighbors, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels – all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile to 436, 434, and less than 3 miles from 417, your new home at Grayson Square offers all your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you’ll have access to quality Seminole County Schools. And when it’s time to change pace, you’ll love your proximity to the famous shopping and dining of Park Avenue. Grayson Square is selling quickly so visit today!

2786 Bright Bird Lane, Winter Park

3 Beds 2.5 Baths Winter Woods Unit 01 SubDv. 32792 Zip Code
Experience the epitome of suburban living in this immaculate, newly painted and renovated 3-bedroom, 2.5-bathroom single-family home nestled within the sought-after Winter Woods community of Winter Park, FL. Boasting a meticulously maintained front lawn, this residence exudes curb appeal from the moment you arrive. Convenience is key with a spacious two-car garage providing easy automotive storage or room for your hobbies. The exterior showcases a harmonious blend of tasteful siding and classic brick accents, promising a contemporary aesthetic with timeless charm. Step inside onto gray luxury vinyl plank flooring which is found throughout the home, to discover a spacious and elegantly open floor plan, where the appointed living room, dining room and chef-inspired kitchen share the floor, contemporary design meets ultimate comfort. The chef-inspired kitchen is a culinary haven featuring sleek light gray cabinetry, subway tile backsplash, and top-of-the-line stainless steel appliances. A generous island offers additional counter space and a casual dining spot. Recessed lighting and expansive windows enhance the airy, open feel of the space, accentuated by a chic dark brick accent wall that adds contemporary flair. The family room beckons with its flexible layout, accommodating both intimate movie nights and lively social gatherings with ease. Crisp white walls paired with elegant dark flooring create a fresh and sophisticated ambiance, while ample natural light and verdant views from the large window further elevate the space. Head downstairs to the family room featuring a glass sliding door overlooking the in-ground pool and greenery that the backyard has to offer. Head upstairs where you will find all bedrooms, bathrooms, and a private office! Retreat to the master bedroom oasis, complete with plush carpeting for added comfort and sliding glass doors leading to a private balcony, perfect for tranquil moments or enjoying the surrounding vistas. The ensuite bathroom boasts a large vanity and spacious countertop adorned with contemporary fixtures, creating a refreshing retreat within your own home. The two additional bedrooms are inclusive of storage closets and feature recessed lighting! Beyond the interiors, the large garage offers versatility with ample space for vehicle storage, a workshop, or additional storage needs. Outside, the fenced backyard is an entertainer's delight, featuring a sparkling in-ground pool for summer refreshment and a spacious patio for poolside relaxation. Privacy and security are ensured by the fenced yard, making this outdoor oasis the perfect backdrop for gatherings with family and friends. Downtown Orlando and Universal in 30 minutes, Daytona & New Smyrna Beach as well as Disney & Seaworld less than an hour away! It offers a suburban family lifestyle, with plenty of golf courses, tennis facilities, sporting complexes, skate parks, and lakes nearby for residents of Winter Park to enjoy. Schedule your showing today to see the home you've been waiting for! Don't miss the opportunity to make this exceptional property your forever home! <iframe width='853' height='480' src='' frameborder='0' allowfullscreen allow='xr-spatial-tracking'></iframe>

2189 Sussex Road, Winter Park

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