Homes for Sale in Winter Park

Welcome to your dream home in the heart of desirable Winter Park! This stunning 4-bedroom, 3.5-bathroom residence spans an impressive 3,727 square feet and is situated on a rare double lot. The brand-new state-of-the-art pool and spa, complete with ambient lighting and a fountain, offer the perfect oasis for relaxation and entertainment. Inside, the spacious floor plan features vaulted ceilings, enhancing the open and airy feel of the home. The oversized laundry room includes an extra refrigerator and a second pantry for added convenience. The home also boasts a versatile pool house/media room, perfect for entertaining guests or enjoying a quiet movie night. The two-car attached garage provides ample storage space. The huge master en suite on the first level features an oversized walk-in closet, offering a luxurious retreat. Additionally, a second bedroom on the first level provides flexibility and convenience for guests or family members. Don't miss the opportunity to own this exquisite property in Winter Park, where luxury and comfort come together seamlessly. Schedule your private showing today!

One or more photo(s) has been virtually staged. Expect to be impressed! Situated in a fabulous locale and within minutes to downtown Park Avenue, this mid-century modern beauty has numerous details taken into consideration. As you enter the home you can’t help but notice the gorgeous wood flooring with custom two-tone design accents…and a peek of the backyard oasis that awaits you. Creating a seamless expansive space, the wood floors flow through the living and dining areas, the kitchen, hallway and bedrooms. Another impressive feature as you come into the living area is the openness of the floor plan and space that each room offers. The substantial size kitchen with its extensive and sleek, modern styled cabinets, Corian countertops and stainless appliances, including the Sub-Zero refrigerator, truly makes the space one to love. As the floor plan flows to the dining room and Florida room, you have the best views of the natural beauty of the backyard, the tremendous open pool and spacious patios. Flooded with a great deal of natural light, these spaces offer great enjoyment day to day or when you are entertaining. The master suite is a private retreat, boasting ample space, a luxurious ensuite bathroom with a spacious shower and 2 separate vanities along with a custom-designed walk-in closet. The additional bedrooms are generously sized offering flexibility for guests or a home office. Trimmed in mature landscaping that enhances the property’s privacy and natural beauty, and along with a fully fenced yard, the outdoor patio area provides a serene sanctuary for outdoor dining and relaxation. And whether you take a dip or take in the view, the remarkable pool is truly an enjoyable experience. You will love the timeless design and relaxing comfort in this beautiful home! *NEW ROOF & AC - 2018*

Discover this charming 2-bedroom, 1-bathroom condo in the tranquil community of Waterfall Cove. With a covered balcony and a walk-in closet in the primary bedroom, this home is ready for its new owner. The community offers a playground, a pool, and includes cable and internet in the HOA fees. Conveniently located near Rollins College and Winter Park's Park Ave, you'll have access to a variety of shops, restaurants, and art galleries. Just a short walk away, Winter Park Village has undergone a multimillion-dollar renovation, enhancing its shopping, dining, and entertainment options. In 2024, Seven Oaks Park will open, providing an exceptional outdoor experience. With downtown Winter Park only minutes away and I-4 less than a mile from your doorstep, commuting is effortless. Perfect for both homeowners and investors, this condo currently has a tenant generating a rental income of $1,200 per month- tenant in place until 1/31/2025. Schedule your viewing today!

Under contract-accepting backup offers. Under Construction. **Under Construction.** ***NEW CONSTRUCTION*** Welcome to Winter Park! Bring your boat- deeded lake access on Lake Killarney! This stunning new modern home is meticulously designed and conveniently located near everything Winter Park and College Park have to offer. As you approach the front door, a welcoming porch greets you with warmth and attention to detail, which continues throughout this amazing home. On the first floor, you'll find a private guest Casita bedroom or study with a full bath, perfect for a home office or a serene guest retreat. The large, open kitchen features quartz counters, custom cabinetry, and stainless steel appliances, including a 36 cooktop and built-in oven. Step onto the private lanai to enjoy your sparkling pool and lushly landscaped backyard. The second floor includes the master retreat, complete with a spa-like bath, dual vanities, a free-standing soaking tub, and a spacious walk-in closet with custom shelving. There is also space for a laundry area in the master suite. Upstairs, you'll find a huge bonus room or playroom, two spacious bedroom suites with walk-in closets, and a large shared bath with dual sinks. The convenient upstairs laundry room has a sink and ample natural light to make laundry day a bit brighter. This amazing location is near Winter Park Village, offering access to restaurants, shopping, and all the fun that living in Winter Park provides. Yes, you can have it all! Make an appointment today before this amazing home is gone.

GREAT STARTUP HOME OR INVESTMENT PROPERTY. Ready to move-in! AC replaced in 2022 and brand new water heater replaced Dec 2023. Conveniently located near UCF, Full Sail and Rollins. Condo with two bedroom and each has its own bathroom. Laminate on stairs and upstairs and tile and laminate downstairs. Another listing also available and ready to sell - O6242248

Welcome to this beautiful, custom-built, Mediterranean-style home located in the historic Dubsdread Heights neighborhood (No HOA) just minutes from Dubsdread Country Club, College Park and a short drive to the heart of Winter Park. This 4 bedroom 3.5 bathroom home features a first floor Primary bedroom with en suite bathroom, dual walk-in closets with access to the first floor laundry room, and doorway entry to the backyard. The open concept living room / dining room / kitchen is great for entertaining. The kitchen boasts solid wood, soft close cabinetry, convection double oven, induction stovetop, granite countertops and an oversized pantry closet. Upstairs there is a second living room with kitchenette, second floor laundry and three extra large bedrooms including a second Primary en suite with balcony. Additionally there is an approximately 200 sq. ft. storage/mechanical room that is currently used as an office. Two brand new Trane A/C units (2024), new water heater (2024), maple clad Pella casement windows, insulated interior walls and upstairs floors to reduce sound, foam board insulated exterior walls, whole house ethernet ports, audio wiring with in-ceiling speakers and plumbing for an outside summer kitchen. The aerobic septic system is located in the front yard allowing for a pool in the backyard (owner has plans). The two car garage has a large storage closet and the pavered driveway has room for up to 4 cars. 1-year home warranty available. You must see it in person to truly appreciate all this home has to offer!

One or more photo(s) has been virtually staged. Newly Renovated Partially Furnished Home in the Beautiful Via’s of Winter Park! Designed and built by Groninger Custom Homes. Privately located on a large wrap around corner lot. It is meticulously maintained with eye-catching curb appeal with mature magnolia trees and beautiful landscaping with newly installed lighting to illuminate at night. This stunning 6 bedroom and 3.5 bath home boasts over 3,554 SF of comfortable living space and offers high ceilings, arched entries, and luxury vinyl flooring throughout the main floor. Upon entering the expansive foyer, to the right is a den/office with pocket doors for privacy. On the left is the open dining room that overlooks the two-story living room. Triple set of French doors lead off the living and family rooms and open to a covered lanai and screened-in pool with a waterfall. Living room showcases a marble encased wood burning fireplace with built-in bookshelves. The Kitchen has an open floor plan which overlooks the family room. It has an eat-in area surrounded by a bay window. It boasts with new high end quartzite countertops and backsplash along with a waterfall design on the center island. The prime bedroom is privately located on the main level tucked in the back corner of the home. This luxurious large bedroom overlooks the pool and covered lanai which are accessible through the French doors in the bedroom. The prime bathroom has a separate walk-in shower and a huge, jetted tub. It includes a huge walk-in closet and two vanities. Across the Prime bedroom is an additional bedroom and full bathroom on the main floor which also connects to the pool area. The pool has a safety fence installed. There are 4 other bedrooms on the second floor. The 2nd story hallway has built-in shelves on one side and a balcony overlooking the 2-story living room. Beyond the screened pool area is a gated private backyard with lush landscaping lined with 10-foot foliage. The backyard gate leads to the newly added side yard with a marble tiled patio for your larger gatherings. It’s lined with Podocarpus’s which can be fenced in for more privacy. This home was recently renovated to a more modern look with new paint, flooring, all new updated fixtures and much, much more…It is a must see! This home is being sold with all the furniture but can be removed if Buyer does not want it. Some pictures are Virtually Staged.

BACK ON MARKET .Buyer did not make escrow. PRICED BELOW APPRAISED VALUE! Welcome home to this spacious 4 Bedroom 3 Bath home in the heart of Winter Park, FL! Situated in the desirable RIDGE HIGH subdivision, this charming 1959-built residence, and has character at every turn with endless possibilities for comfortable living. Boasting a sprawling floor plan, this home has room for everyone with a living room, dining room and UPDATED eat in KITCHEN WITH BRAND NEW CABINETS, COUNTERTOPS and BACKSPLASH. There is also a large family room with a BUILT IN BAR perfect for family gatherings and casual entertaining. The 2nd floor is home to a large Primary suite to ensure privacy. There is also a BONUS/FLEX room on the first level that has its own FULL BATH with a private entrance and could be easily used as a 5th bedroom, office or converted to a MOTHER IN LAW SUITE. The highlight of this property is the expansive backyard, offering ample space for outdoor activities including a covered lanai leading to a beautiful POOL with a SPA and FIRE PIT area. Other updates include NEW ROOF, HVAC 2022, UPDATED ELECTRIC. Its prime location is zoned for top-rated Seminole County Schools, including Tuskawilla Middle School and Lake Howell High School, and it offers convenient access to Highway 436, providing a plethora of shopping and dining options to simplify your daily routine. This home exudes warmth and character with its lush landscaping and inviting atmosphere, presenting a great opportunity for those looking to add their personal touch. Don't miss the chance to make this amazing home your own and enjoy the best of Florida living in your new Winter Park retreat. For piece of mind, seller will offer a HOME WARRANTY and $5,000 CREDIT towards flooring

Stunning Winter Park home that has been completely renovated. This spacious 3 bedroom/2 bath features hardwood flooring, designer fixtures, custom crown molding & base boards throughout the majority of the home, The open floor plan is perfect for living and entertaining. The kitchen is AMAZING, with granite countertops, stainless steel appliances and a large walk in pantry. There is also a floating island overlooking the dining and living room plus a cozy sitting area. You will have an abundance of natural light from the skylights and double pane windows. Enjoy the additional spacious den or flex room for gaming, exercising or studies with French doors leading to the screened in porch. The laundry area with washer, dryer (included) and a utility sink is conveniently located near your entry to the oversized 2-car garage! The large patio is surrounded by privacy landscaping and fencing along with a shed nearby. The home was re-roofed, replumbed and the electrical box re-wired in 2017. The HVAC was replaced in 2016. This home also has a well for the irrigation system-free water! You don't like an HOA, no worries, it is OPTIONAL!, You want great schools GOT EM! You want a place to play, you are minutes from the WP Pines golf course, Cady Way Bike trail, pool, pickleball/tennis courts, playground, and sports fields plus shopping and WP Hospital.

Welcome to The Douglas Grand, located in the heart of downtown Winter Park! If you are in search of a turn-key, easy living, secure, private, luxury lifestyle...look no further! This stunning 3-bed/3.5-bath townhome is located on the 3rd and 4th floor of the Douglas Grand, overlooking the treetops on Morse Blvd. The original owners have meticulously maintained the townhome since 2013. Valuable upgrades include a large elevator, 3 assigned parking spaces on the 3rd floor just steps from the front door, an additional storage room at the end of the hall, timeless hardwood floors throughout the living spaces and all bedrooms (NO Carpet!), and fresh paint throughout the interior (June 2024). The first level of the townhome offers a spacious kitchen with custom cabinet pullouts, a dinette area, and a convenient built-in desk. The dining area is open yet defined, with gorgeous custom built-in cabinets with glass doors and a detailed tray ceiling. The vast family room is wrapped in custom molding, with French doors framed by remote-powered drapes that lead out to a balcony overlooking the trees on Morse Blvd. The living and dining areas are centered around the sunny atrium, offering a unique covered patio feel, stretching 2 stories tall up to the skylights above. This patio provides natural sunlight on both levels and a thriving location for potted plants. The first level includes a guest bedroom with a private bathroom, which makes a great second primary suite. Take the spacious elevator or the wrapped staircase up to the 2nd floor where you’ll find an expansive Primary Suite (14'x25') with a huge walk-in closet (10’x12’), and French doors that lead to a sprawling outdoor terrace spanning 26ft wide. The second level also includes the 3rd bedroom with an en-suite bathroom, and a laundry room with a sink and additional storage cabinets. This unit offers enormous walk-in closets in every bedroom outfitted by California Closets, and the townhome is sprinkled with storage & linen closets throughout. Don’t forget the added bonus of the deeded walk-in storage closet. Just a block from Park Avenue with Central Park in the distance, you’ll be sure to enjoy the convenience of “city life” and experience the excitement and charm of downtown Winter Park right in your backyard. * Click on the Virtual Tour and ask for a Floorplan! All furnishings may be sold separately!

One or more photo(s) has been virtually staged. Nestled within the charming enclave of Winter Park, this captivating residence transcends the ordinary, offering an unparalleled living experience that seamlessly blends contemporary luxury with thoughtful design. From the moment you step into the spacious office space, it becomes evident that every aspect of this home has been meticulously crafted to cater to both productivity and relaxation. At the heart of the home lies the gourmet kitchen, a culinary enthusiast's dream come true. Boasting top-tier appliances, abundant quartz countertops, and a generously sized central island, it effortlessly marries style with functionality, setting the stage for culinary adventures and delightful gatherings alike. The seamless flow from the kitchen into the dining and living areas ensures that every shared moment becomes a cherished memory. Here, the ambiance of the space enhances the joy of connection and celebration, creating an inviting atmosphere where laughter and conversation abound. Step outside into the outdoor oasis, where a serene lanai awaits, beckoning you to indulge in moments of tranquility and outdoor entertainment, complete with a summer kitchen and a sparkling pool. Picture yourself hosting gatherings or enjoying al fresco dining, as the lush surroundings elevate your lifestyle to new heights. The four bedrooms have been thoughtfully designed with comfort and privacy in mind, offering ample closet space and large windows that bathe the rooms in natural light, including a complete guest suite on the main floor. Each floor has its own laundry (two washers and two dryers included!) as well as one AC unit per floor, maximizing comfort, practicality and energy efficiency. Situated in the heart of Winter Park, this home offers convenient access to an array of amenities, including top-rated schools, shopping centers, dining, and recreational facilities. Here, the location isn't just a backdrop but an integral part of the lifestyle. Custom-built in 2024 to perfection, this gem seamlessly combines modern living with timeless design, making it an exceptional residence for those who seek the perfect fusion of elegance and functionality. Don't miss the chance to turn this dream home into your own reality —schedule a private tour today and step into the lifestyle you've been envisioning. Your ideal home awaits!

This second-floor condo boasts a spacious living room, a master bedroom with an en-suite bathroom, and walk-in closets in both bedrooms. Sliding glass doors from both the living room and the master bedroom lead to a full-length balcony with a serene view. The kitchen features a large pantry, a dining area, a glass stove, a garbage disposal, and a dishwasher. The AC system is approximately 2 years old, and the in-unit laundry closet includes a stack-able washer and dryer. Situated at the back of the complex, the condo offers views of the courtyard area. Assigned parking is available in front, with additional guest parking nearby. Condo fees cover water, trash pickup, roof maintenance, building upkeep, and lawn care. Community amenities include a pool, laundry room, playground, tennis court, and clubhouse. The location is highly convenient, just minutes from SR 50, the 417 & 408, UCF, Rollins, Full Sail, Valencia, the Research Park, Siemens, Westinghouse, the Cady Way Bike Trail, and numerous restaurants and shops. It’s only a 15-minute commute to Downtown Orlando, the International Airport, and Downtown Winter Park. It is Currently leased till next year. Buyer must be approved by the COA. Currently occupied by a tenant, generating $1,575/month in rent.