Homes for Sale in Winter Park

Great Schools, Great Location! Great investment property. Low HOA's. This unit offers 3 bedrooms, 2 bathrooms in a Split Plan layout with a Screened rear porch and an Open front porch. Interior Laundry closet with Washer & Dryer. The Community offers a community pool with Playground, Shuffleboard and Clubhouse surrounded by beautiful green landscapes. Centrally located within walking distance to the Lynx bus stop, Publix Supermarket, shopping centers and local restaurants. Windward Square is located just 30 minutes to the local Airport, and about 10-15 mins drive to SR I-4 and SR 417

Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix, Trader Joe's, Regal Movie Theater, and a variety of restaurants and bars. Join this vibrant community and make this beautiful condo your new investment property or dream home!

Welcome to this spacious one-level end-unit condo in the lovely Cedar Wood Village community, conveniently located on the border of Winter Park and Maitland. This charming 3-bedroom, 2-bathroom home features soaring cathedral ceilings and a skylight, creating an expansive and bright atmosphere in the 18' x 15' living room. The master bedroom easily accommodates a king-size bed and includes a private ensuite bathroom, while two additional bedrooms offer ample closet space and share a full guest bathroom. The well-equipped kitchen combines charm and efficiency, featuring a separate laundry area and an eat-in dinette. Utilize the fully enclosed, air-conditioned Florida room as an ideal home office or quiet space to enjoy your morning coffee. This well-run community boasts excellent amenities, including two tennis courts, a sparkling swimming pool, a clubhouse, and a dog run. Enjoy the convenience of two reserved parking spaces right in front of your unit. With a newer roof and fresh exterior painting, this condo is ready for you to move in and make it your own. Located just moments from shopping and dining, with easy access to Park Ave and Semoran Blvd, this condo truly offers the best of both comfort and location. Don’t miss your chance to experience this inviting community and make this charming condo your new home!

Welcome to this charming property with a soothing neutral color scheme that exudes elegance. The kitchen features equipped with all stainless steel appliances. Fresh interior paint throughout gives it a brand-new feel. Outside, the patio is ideal for relaxation or entertaining. Inside, updated flooring adds a modern touch and durability. With these features, this property is more than just a house—it's a place you can truly home.

Investor Special! This Winter Park gem is an ideal find for investors or home flippers, with *no HOA* and sturdy block construction for peace of mind. Originally a 3-bedroom, 2-bath layout, the home is currently used as a 4-bedroom, 1-bath due to additional walls added by the previous owner. The second bathroom’s plumbing remains intact, simplifying restoration to the original setup. Featuring a split floorplan and an open layout, this property is perfect for modern renovations. Zoned for top-rated Winter Park schools — Lakemont Elementary, Maitland Middle, and Winter Park High School — it promises significant resale or rental potential. The large backyard includes an oversized, powered shed, ideal for storage, a workshop, or a creative space. With its sought-after location, spacious layout, and investor-friendly features, this home is a blank canvas ready to be transformed. Don’t miss out on this rare opportunity!

Remarkable Winter Park condo looking for new owner. Great opportunity 1st floor, overlooking pond, Includes covered carport and assigned open parking space. Totally renovated. 2 Bed 2 bath, inside laundry room. Don’t miss this beautiful condo. Kitchen counters redone 2023 with granite, real wood shaker cabinets, stainless steel stove and dishwasher. Main bath has been remodeled, granite vanity, redone shower with new shower pan, ceramic tile floors and glass barn door enclosure, new toilet. French Doors to lani and pond views. Second bath also redone with extra deep soaker tub, new tiled walls with decorative border and granite vanity, ceramic tile floor. AC just replaced 6/2024, 40 gal water heater. Crown molding throughout and all new ceilings fans. (KI, Living Rm, both bedrooms and patio) Charming screened patio with ceramic tile overlooking pond and storage closet. This is a delightful community with mature trees, pool, tennis court, clubhouse and inside bike storage room. Centrally located community in Winter Park near Full Sail, Cady Way Trail, Showalter Field, Ward Park, Winter Park Hospital, Wellness Center & YMCA. Walk to grocery or a short drive to Park Ave shopping and restaurants.

Gorgeous move-in ready one bed one bath unit in stunning Winter Park Gardens. Entirely gutted and remodeled down to the studs. New ceiling, flooring, drywall, wiring, plumbing, new kitchen, new appliances, tankless water heater, recess lighting, new AC, air ducts cleaned, new ceiling fans, and windows resealed among other updates. Open updated kitchen highlights wood cabinets, white granite counter tops, bar seating, and pendant lights. Beautiful laminate wood floors flow throughout living and bedroom areas as well as a bright clean updated bathroom. Enjoy breathtaking floor to ceiling pool and garden views in your tropical sunroom. Winter Park Gardens is a vibrant 55+ community (with room for younger owners) situated on over eight acres of mature trees, lush gardens, pond, pool, and lighted walkways centrally located walking distance to everything Downtown Winter Park has to offer.

Great value for a three bedroom home in Winter Park! This two story town home has the primary bedroom on the first floor and two generous bedrooms on the second floor. While it does need some cosmetic work, there is a new roof, new ac and newer gutters. The first floor is all ceramic tile. The upstairs bedrooms are laminate. In the upstairs bath there is a new vanity and ceramic tile flooring. This is a great value in a very convenient location. Call now for your private showing!

Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom condo located in the heart of Winter Park, Florida! Step into a spacious open floor plan that features a cozy fireplace, perfect for our Florida cool winter evenings. The kitchen area flows seamlessly into the dining space and opens to a screened-in lanai, offering serene views and an ideal space for relaxing. The updated kitchen boasts modern appliances, ample storage, and a breakfast bar, making meal preparation a breeze. Both bedrooms are generously sized, with the primary suite offering an en-suite bath for added privacy and comfort. The second bathroom is conveniently located for guests and the second bedroom. Located just minutes from shopping, dining, and entertainment in the vibrant Winter Park area, this condo offers both convenience and tranquility. Enjoy community amenities and the proximity to parks, golf courses, and highly rated schools. Don’t miss the opportunity to make this Winter Park gem your home!

One or more photo(s) has been virtually staged. Welcome to your new home in the heart of Winter Park! This spacious condo offers a blend of comfort and convenience, ideal for those seeking an active and vibrant 55+ community. Here’s what makes this property truly special: Key Features: Spacious Living: Enjoy the generous space of two large bedrooms, perfect for relaxation and comfort. Freshly Painted: The entire condo has been freshly painted, giving it a bright and inviting atmosphere. Elegant Touches: Plantation shutters in the bedrooms add a touch of elegance and provide excellent light control and privacy. Assigned Parking: You’ll have the convenience of assigned parking spots, ensuring easy access to your home. Community Pool: Take a dip in the community pool, a perfect spot for socializing and staying active. Highly Sought After Location: Nestled in one of Winter Park’s most desirable areas, this condo is close to everything you need. Nearby Amenities: Shopping: Conveniently close to a variety of shopping options for all your daily needs. Hannibal Square: Explore the charm of Hannibal Square with its unique shops, restaurants, and cultural events. Hospitals: Proximity to top-notch medical facilities ensures peace of mind and quick access to healthcare. Orlando Museum of Art: Immerse yourself in culture and creativity at the nearby Orlando Museum of Art. Park Ave: Stroll down Park Ave, known for its beautiful scenery, boutique shops, and dining experiences. Flea Market: Discover hidden treasures and enjoy the lively atmosphere of the local flea market. Rollins College: Engage in community events and enjoy the beautiful campus of Rollins College. Azalea Tennis Center: Stay active with the excellent facilities at the Azalea Tennis Center. This condo is not just a home; it’s a lifestyle. Whether you’re looking to relax, stay active, or enjoy the rich cultural and social offerings of Winter Park, this property provides it all. Don’t miss the opportunity to be part of this vibrant 55+ community. Contact us today to schedule a viewing and make this wonderful condo your new home!

LOOKING FOR A NEW, SPACIOUS & SERENE OASIS with A MATURE FRUIT TREE and easy maintenance TO CALL HOME? This unit is COMPLETELY RENOVATED!!! This BEAUTIFUL condo in Winter Park is close to 1600 hsf. with 2 HUGE BEDROOMS and 2 FULL BATHROOMS on the Top floor w/Vinyl floors, a Living room w/Fireplace, a Kitchen, a Laundry room, and a Half bath on 1st floor w/Ceramic tile floors throughout. The master bedroom features a SCREENED-IN PORCH which overlooks a beautiful luscious green lawn that backs up to the property and a mature Avocado tree towering over the rear patio you can retreat to either early am or at the end of your day. The second hall bathroom features a WALK-IN JACUZZI TUB worth $20K that will be conveyed with the sale. The SPACIOUS BRICK-PAVED PATIO is DIVIDED IN TWO SPACES and FULLY FENCED IN. Interior features include ALL NEW ELECTRICAL WIRING, BRAND NEW KITCHEN AND MASTER BATHROOM 2013, ALL NEW TILE AND LUXURY VINYL FLOORS, NEW ROOF & EXTERIOR PAINT & GUTTER 2021, WATER HEATER 2020, HVAC 2019. MAPLE KITCHEN CABINETS W/CROWN MOULDING, GRANITE COUNTERTOPS, TOP-OF-THE-LINE FRIGIDAIRE GALLERY STAINLESS STEEL REFRIGERATOR, RANGE, DISHWASHER & MICROWAVE. WASHER/DRYER INCLUDED. Townhome-like living with a Sun porch, and an Oversized Carport with exterior Storage room plus 200 sq. ft SECRET STORAGE SPACE ABOVE STAIRS. One-only HOA includes a Community pool and Clubhouse, all exterior lawn maintenance, and pest control. WHISPERWOOD is a quiet, centrally located location near restaurants and shopping centers and a 20-minute drive to MCO airport. *** Zoned for TOP-RATED WINTER PARK SCHOOLS *** Just 15 15-minute drive to the charming Downtown Winter Park, minutes from Valencia East, Full Sail, or UCF campuses, and Downtown Orlando. ***

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!