Homes for Sale in Winter Park

Welcome to your charming single-story ranch-style home nestled in a tranquil neighborhood. As you step through the front door, you're greeted by the spacious open floor plan seamlessly connecting the living room, dining area, and kitchen. Natural light floods the interior in the main living areas. Adjacent to the kitchen, the cozy family room invites you to unwind by the wood fireplace or gather with loved ones for movie nights. Sliding glass doors lead to the expansive backyard, featuring a sparkling pool perfect for hot summer days and a covered patio ideal for alfresco dining and entertaining. A principal suite and three additional bedrooms offer versatility for guests, home offices, or hobbies, while two more full bathrooms ensure convenience for everyone. Outside, the backyard with trees and a garden frames the pool area. With its desirable single-story layout, large outdoor space, and a corner lot, this ranch-style home offers a blend of comfort and functionality for today's lifestyle.

Under contract-accepting backup offers. PRICE REDUCTION: MOTIVATED SELLER! Discover a fantastic opportunity at Winter Park Gardens, where this 2/2 unit offers unbeatable value. Similar units have sold for $100k more, making this an excellent investment for homeowners and investors alike. Situated on the third floor near the elevator and laundry, this unit boasts solid wood cabinets, a tankless water heater, and a 2022 Bosch air conditioner. Enjoy stunning views of the pool, lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens. Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours!

**HUGE PRICE IMPROVEMENT** Introducing 508 W Swoope Avenue! This stunning luxury residence in one of the most sought-after pedestrian-friendly neighborhoods is just a few minutes stroll to the vibrant Park Ave., renowned for its upscale boutiques, fine dining, and cultural attractions. This exquisite home boasts 4 spacious bedrooms, each with an ensuite bathroom and walk-in closet, offering unparalleled comfort and privacy. The primary suite is a true retreat, featuring an OVERSIZED bedroom and an EXPANSIVE, custom walk-in closet. The gourmet kitchen is designed for the discerning chef, and it boasts quartz countertops, top-of-the-line Wolf and Subzero appliances, and a stylish, functional layout. Entertain guests in style with a dedicated bar area complete with a wine refrigerator. Enjoy privacy and tranquility in the fenced yard, perfect for outdoor entertaining or serene relaxation. Navigate the home with ease using the built-in elevator, adding a touch of luxury and convenience. The residence includes advanced home automation systems, such as stair lighting, thermostat control, and a state-of-the-art security alarm, offering comfort and peace of mind. Keep your home effortlessly clean with the whole-home central vacuuming system. A 2-car garage with ample storage space ensures your vehicles and belongings are securely housed. With close proximity to other popular areas like Winter Park Village and Hannibal Square, you are never far from amazing shopping, dining, and entertainment options. Designed by the acclaimed Ted Maines, this elevated home provides the perfect blend of sophistication, modern amenities, and prime location, making it a rare gem in the heart of Winter Park. Don’t miss this opportunity to own a residence that epitomizes refined living, convenience, and timeless design. Schedule a private viewing today and experience the epitome of luxury living near Park Ave.

Quiet Virginia Heights Neighborhood with Stunning: private lake access park, walk to town around lake Virginia, directly across street from Mead Gardens, 2 short blocks to WP Tennis Center, Azalea Playground Park, New 7 Oaks Park, And less than a 1/2 mile stroll to New Orange Avenue Shops & Dinning. Easy in / out access via private drive; QUIET side with private drive, easy entry exit. Distinctive and dramatic 3 bedroom, 2.5 bath unit boasts custom wood cabinets, granite counter tops, walk-in butler's pantry, kitchen island, Front load washer and dryer, designer lighting fixtures, hard wood floors and spiral staircase with decorative wrought iron, travertine stone bathrooms, zoned air conditioning, and much more. You'll love relaxing or entertaining in the private South screened atrium or on the spacious rooftop terrace with bonus storage room or conversion! This unit is in the Charming Virginia Heights Neighborhood and a beautiful walk to Park Ave. It also has access to a private lakefront neighborhood park with direct access to Lake Virgina (chain of lakes) for easy paddle boarding and kayaking (with new storage racks). Zoned for the highly sought after Audobon K-8 school district. -Building, newly repainted and has brand new roof. specific unit is on the non-street side for your own very private oasis.. Building pre-built for Elevator option to Rooftop! (Currently extra storage all three levels)

An excellent townhouse located in Winter Park. This first-floor unit has 2 bedrooms, 2 bathrooms, and a bright living area. It also features a unique loft that can be used as an office, reading space, or an extra sitting room to fit your needs. The kitchen is equipped with granite countertops, light fixtures, wood cabinets, and appliances. Additionally, this property boasts one of the largest backyards in the community. Don't wait, schedule your appointment now as this property won't last long!

Experience the perfect blend of comfort and convenience in this updated 3-bedroom, 2-bathroom Mid-Century Modern pool home, nestled in the highly desirable Town N Country area. Currently operating as a short-term rental, this property presents a fantastic opportunity for both homeowners and investors. It can be purchased furnished or unfurnished to fit your preferences. Enjoy easy access to Tampa Bay’s best amenities and attractions from this prime location. The home features an in-ground pool, a spacious driveway, and a welcoming kitchen with wood cabinets, sleek granite countertops, and stainless steel appliances. The generous bedrooms and renovated bathrooms, including a master suite with French doors opening to the pool, provide comfort and style. The master bath has a walk-in shower, a large vanity with double sinks, and granite countertops. The city is addressing the addressing the repair needed for the concrete in back yard, pool area. Don’t miss this incredible opportunity—schedule your showing today and make this dream home yours!

This charming home is located near the highly desirable area of Winter Park! 4 bedroom 2 bath, single family, concrete home with a 2-car carport and large backyard! New flooring, new granite countertops, new backsplash, house is freshly painted inside, AND new plumbing throughout the home. NO HOA! We’re offering a $10,000 seller credit! Use it for your closing costs or to lower your interest rate. Schedule your private showing today!

Welcome to the sophistication and contemporary masterpiece developed by DaVinci Development. This exceptional residence features five spacious bedrooms, six and a half bathrooms, and 4,500 square feet of meticulously designed living space. Nestled within the exclusive enclave of Winter Park, this new construction opportunity redefines opulent living. The architectural marvel boasts a unique contemporary design, seamlessly integrating form and function. From the moment you arrive, the striking facade captivates with sleek lines and 10 foot ceilings on both levels of the home. Inside, natural light floods the open-concept living spaces, creating an inviting atmosphere that is both luxurious and welcoming. Entertain with ease in the gourmet kitchen, equipped with top-of-the-line appliances, Sub Zero, Wolf and Miele, custom cabinetry, a spacious island, and a wine cooler. The adjacent living and dining areas provide the perfect backdrop for gatherings, both large and small. The lavish primary suite, located on the first level, offers a private sanctuary of comfort and style. Indulge in the spa-like en-suite bath, featuring a soaking tub, oversized shower with dual shower rain shower heads , and dual vanities, creating the ultimate haven for relaxation. Escape to your outdoor oasis directly from the primary suite. An additional bedroom on the first level adds convenience, featuring a walk in closet and ensuite bathroom and currently staged as the home office. Retreat to the upper level to find a spacious loft that features a wrap around balcony, this space is ideal for relaxation and entertainment. Adjacent to the loft are three generously sized bedrooms, each offering a unique blend of comfort and style. Whether for family members, guests, or a home office, these bedrooms provide versatile spaces that adapt to your lifestyle needs. Outside, discover your personal paradise that sits on the largest lot on the street, featuring a sparkling pool, expansive patio, and outdoor kitchen, perfect for alfresco dining and year-round entertaining thanks to the retractable screens enclosing the lanai when needed. Additional features include a three-car garage with an EV car connection, leading to a mudroom and laundry area with ample storage, ensuring every aspect of this residence exceeds the expectations of the most discerning homeowner. Nestled in a highly sought-after location, this residence enjoys an enviable address surrounded by top-rated schools and is moments from renowned attractions such as Park Avenue, that promises unique shopping and upscale dining. Experience the pinnacle of luxury living with this exceptional new construction home.
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Under contract-accepting backup offers. Welcome to your slice of paradise in Winter Park! This gorgeous residence with a BRAND NEW ROOF boasts 3 bedrooms with a flex room converted into a 4th bedroom, 2 bathrooms, and is nestled on a spacious lot, offering ample space and comfort for the whole family. As you step inside, you'll be greeted by a welcoming foyer, setting the stage for the charm and elegance that awaits within. The formal living and dining area provide the perfect setting for intimate dinners or entertaining esteemed clients and special guests, exuding sophistication and refinement. Sunshine pours into every corner of this home, illuminating the interior through 4 sliders that lead to the expansive fenced backyard. Here, you'll discover your own private oasis, where you can bask in the Florida sun, play on the lush green grass, or unwind on the covered screened patio, enjoying the serene outdoor ambiance. The heart of the home is the spacious family room, offering an inviting space for relaxation and gathering. Adjacent to the family room is the well-appointed kitchen, featuring stainless steel appliances and ample counter space, perfect for preparing delicious meals and entertaining with ease. Located in a top-rated school district and conveniently close to shopping, dining, and area attractions, this home offers the ideal combination of comfort, convenience, and luxury living. Don't miss your chance to make this Winter Park gem your own – schedule a showing today and experience the epitome of Florida living!

Welcome to this stunning contemporary home located in Comstock Park, in the heart of Winter Park. This modern residence offers 3 bedrooms, 3 bathrooms, and an oversized, detached 4 car garage. Once you step inside, you'll be greeted by a sleek and airy ambiance, with 24” porcelain tiles and floating wood staircase with cable railings leading to the second floor. The chef’s kitchen boasts granite counters, an oversized island, and ample space for culinary creations. Bright and open, the living spaces flow seamlessly, providing the perfect setting for both relaxing and entertaining. Upstairs is a true retreat. Featuring vaulted ceilings, the primary bedroom is complete with a spa-like en suite bathroom, equipped with a large walk-in shower and jetted tub. Enjoy your attached private balcony, providing a serene spot for relaxation. With exquisite natural cedar tongue and groove detailing throughout the second floor, this home is sure to captivate any buyer in search of modern, yet warm, aesthetic. This home also features a remarkable epoxy finished, 4 car garage, boasting nearly an additional 1000sq/ft. Currently being used as a gym featuring a rock-climbing wall, this offers a unique and versatile space for both fitness and car enthusiasts. The space is plumbed for drainage, so the possibilities are truly endless. With its contemporary design and unbeatable location, this Winter Park gem offers a one-of-a-kind opportunity to call it your own. Schedule a showing today and experience the allure 1621 Lasbury Avenue has to offer.

This is Winter Park's hidden gem of a neighborhood. The Hills of Winter Park entrance welcomes you through a mature oak tree canopy to secluded and quiet streets lined with manicured lawns in this established community. This spit story home offers both upstairs and downstairs primary suites with bathrooms en suite. Upstairs bedroom features shiplap vaulted ceiling, 3 walk in closets and overlooks backyard pool oasis from a covered balcony and deck. Secondary ground floor bedrooms share updated full bathroom. New kitchen updated include 5' x 10' oversized stone top island, new stainless appliances including Kenmore 42 range, stainless hood, warming drawer, Kitchen Aid dishwasher and GE stainless refrigerator. Covered and screened lanai overlooks large swimming with separate spa with full fence enclosure for seclusion and privacy. Wood burning fireplace and built in entertainment area open to large, eat in kitchen and expansive dining space. Large recreational room perfect for owners who love to entertain. Create a home theater or set up indoor games that open up through French Doors to the patio. Indoor laundry room with plenty of storage makes everyday chores more convenient. New roof complete in 2023. American Shield Home Warranty offered with purchase. Don't miss this opportunity to live, work and play in Winter Park just 4 miles away from downtown Park Avenue shops, restaurants and recreation.

Under contract-accepting backup offers. Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is 13,128sq. ft, 80 x 165. The home itself would make a great renovation as it is a one-story, with a great open floor plan. The living room has cathedral ceilings and large windows for incredible natural light. The living room opens to the sunken family room featuring a beautiful brick wood-burning fireplace and tall ceilings. The spacious dining room is perfect for hosting dinner parties. The kitchen had a nice renovation several years ago and showcases a 6- burner gas cooktop, SS appliances, granite countertops, spacious island with breakfast bar and solid wood cabinets. The kitchen is spacious and open, with great views of the beautiful backyard and pool area. The original part of the home features 2 bedrooms, 2 bathrooms, plus office. An addition of a primary suite was made many years ago and features cathedral ceilings, a spacious bathroom with a soaking tub, separate shower, dual sinks, and a walk-in closet. The beautiful backyard is Florida living at its best with the generous pool and patio, a great place for entertaining family and friends. You can build approximately 5,000sq.ft. on the lot. Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods.