Downtown Winter Haven, FL homes for sale & real estate

Downtown Winter Haven, FL Homes for Sale

Located in Winter Haven off Cypress Garden. 1 bed 1 bath condo with new ac and new appliances. Unit is the first floor and has a private lanai and inside laundry room with full size washer/ dryer. Additional space can also be used as an office. Pet friendly!! Can come furnished. Community has a pool and dock on lake Lulu for fishing. Dedicated parking space and trash is included in the HOA. Walking to all shopping.

Downtown Winter Haven, FL Homes for Sale

Step into convenience and easy living with this updated 2-bedroom Winter Haven condo, ideally positioned just off the renowned Chain of Lakes. Featuring a brand-new HVAC system and ductwork (2025), an upgraded modern walk-in shower (2025), and durable LVP floors installed in 2024, this home blends comfort with style. Whether you're looking to live near the water, downsize, or add a strong rental to your portfolio, this property delivers. Currently advertised at $1,400 a month for rent—excellent value in a highly desirable location. Located next to Lake Lulu, this home is ideally located within 5 minutes driving distance from Lego Land, as well as several shopping centers. Come see it

Downtown Winter Haven, FL Homes for Sale

Fully remodeled triplex with 2 bedroom 1 bath units. The building has a newer 2023 roof and all three units have new HVAC's. All of the units has been fully remodeled with new kitchens, baths, windows, front doors, vinyl plank flooring and interior paint. The building exterior has also been recently painted. All three units have inside laundry hookups. Two of the units are occupied and one unit is vacant for showings and possible owner occupied purchasers. Smart investors will see the potential with both the property and the current & new development coming to the immediate area. The adjoining triplex 1730 2ND STREET NW, WINTER HAVEN, Florida 33881, (Parcel ID 26-28-20-559500-016060)

Downtown Winter Haven, FL Homes for Sale

Partially updated triplex with 2 bedroom 1 bath units. The building has a newer 2023 roof and all three units have new HVAC's. One of the units has been fully remodeled with new kitchen, bath, windows, front door, vinyl plank flooring and interior paint. The building exterior has also been recently painted. All three units have inside laundry hookups. Two of the units are unoccupied and remodels have not been completed. Smart investors will see the potential with both the property and the current & new development coming to the immediate area. The adjoining triplex 1724 2ND STREET NW, WINTER HAVEN, Florida 33881, (Parcel ID 26-28-20-559500-016020) MLS #L4957728 is fully remodeled and

Downtown Winter Haven, FL Homes for Sale

Discover the potential of this 2-bedroom, 3-bath home located at 415 Avenue E SE! Spanning 720sq/ft, this residence features generously sized living areas, perfect for flexible layouts and creativity in design. A spacious utility room offers endless possibilities, whether for an office or additional lounge space. This home presents a fantastic investment opportunity for an investor looking for a rental or an owner occupant looking to live in central Florida. Set just between Tampa and Orlando, this property is a 45-minute drive to the city. Make this home yours today!

Downtown Winter Haven, FL Homes for Sale

Discover the charm and character of this beautifully maintained historic bungalow located in the heart of Downtown Winter Haven. Filled with personality and original details, this 2-bedroom home offers a warm and inviting atmosphere just moments from lakes, parks, restaurants, and all the conveniences of city living. Step inside to find a bright and spacious living room featuring a classic brick fireplace, built-in shelving, large windows, and gorgeous wood flooring that adds timeless appeal. The open archway leads to a dining area with a built-in hutch, blending vintage elegance with everyday functionality. A standout feature is the fully finished wood-paneled flex room, perfect for a musi