Winter Haven Heights Real Estate

Winter Haven Heights Real Estate

Welcome to Winter Haven Heights, a picturesque subdivision nestled in the heart of Winter Haven, Florida, within the charming Polk County. This delightful community offers a perfect blend of suburban tranquility and convenient access to urban amenities, making it an ideal place for families, retirees, and everyone in between.

Winter Haven Heights is renowned for its friendly atmosphere and well-maintained homes, featuring a variety of architectural styles that cater to diverse tastes. The lush landscaping and tree-lined streets create a serene environment, inviting residents to take leisurely strolls and enjoy the beautiful Florida weather. With spacious lots and a strong sense of community, it’s easy to see why so many choose to call this neighborhood home.

One of the standout features of Winter Haven Heights is its proximity to a wealth of recreational opportunities. Just minutes away, residents can explore the stunning Chain of Lakes, offering boating, fishing, and water sports galore. For those who enjoy outdoor activities, nearby parks provide ample space for picnics, playgrounds, and walking trails, ensuring that every family member can find their favorite pastime.

Convenience is at your fingertips in Winter Haven Heights, with shopping, dining, and entertainment options just a short drive away. The vibrant downtown area of Winter Haven boasts an array of local boutiques, restaurants, and cultural attractions, ensuring there’s always something new to discover.

Whether you’re looking for a place to settle down or an investment opportunity, Winter Haven Heights presents a charming and welcoming community that captures the essence of Florida living. Come and experience the warmth and beauty of this hidden gem!

Newest Listings in Winter Haven Heights

3 Beds ⋅ 2 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code

If you have been looking for a property with space, character and real potential, this one is worth seeing. Situated on a large lot with mature trees, a long driveway, detached garage and an additional storage shed, the property offers plenty of room inside and out. The home still has many of its original details, including wood floors, tall ceilings, wide interior openings and a fireplace that could become a beautiful focal point again. The kitchen also offers space for casual dining and overlooks the backyard. This property needs significant renovation and is ideal for an investor or buyer ready to take on a project, but the lot, layout and additional structures provide a strong starting point. Bring your ideas and see what this property could become.

209 Avenue C Ne, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code

Welcome to this charming elevated home offering privacy, character, and a bright open-concept layout. Located above the garage, the living space features a spacious balcony that’s perfect for enjoying your morning coffee or relaxing in the evening. Situated on an oversized lot, there’s plenty of room for outdoor activities, gardening, or future possibilities. Just a short distance from the lake and a neighborhood park, this home offers the perfect combination of comfort, convenience, and outdoor enjoyment. Whether you’re looking for your first home, an investment, or a peaceful retreat, this property is one you won’t want to miss!

221 Avenue C Ne, Winter Haven

Winter Haven Heights SubDv. ⋅ 33881 Zip Code

Prime mixed-use redevelopment opportunity in one of Winter Haven’s most strategic growth corridors. Located directly across from Winter Haven Hospital, this vacant parcel offers exceptional potential for investors, builders, and developers seeking a highly visible location with strong future redevelopment potential. The property is situated within a Mixed-Use (MU) district that allows up to four residential dwelling units per lot and building heights of up to four stories, providing flexibility for residential, mixed-use, or income-producing projects. Its proximity to major employment centers, healthcare facilities, retail, dining, and downtown Winter Haven further enhances its long-term investment appeal. An exceptional opportunity exists to expand the development footprint through the acquisition of the adjacent parcel at 204 Ave C NE (see separate MLS#O6413665), as well as 209 Ave C NE (coming soon), creating the potential for a larger multi-parcel redevelopment project in a rapidly evolving area. Opportunities to assemble contiguous properties in such a strategic location are increasingly limited. Whether acquired individually or as part of a larger assemblage, this vacant parcel presents a compelling opportunity for developers and investors seeking density, flexibility, and a premier location directly across from one of the region’s largest healthcare campuses.

203 Avenue C Ne, Winter Haven

6 Beds ⋅ 3 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code

Prime mixed-use redevelopment opportunity in one of Winter Haven’s most strategic growth corridors. Situated directly across from Winter Haven Hospital, this property offers exceptional potential for investors, builders, and developers seeking to capitalize on a location positioned for long-term growth and redevelopment. The property is located within a Mixed-Use (MU) district that allows up to four residential dwelling units per lot and building heights of up to four stories, creating significant flexibility for residential, mixed-use, or income-producing projects. Its highly desirable location near major employment centers, medical services, retail, dining, and downtown Winter Haven further enhances its development appeal. An exceptional opportunity exists to assemble a larger development footprint through the acquisition of the adjacent parcel at 203 Ave C NE (see separate MLS#O6414107), as well as 209 Ave C NE (coming soon), offering the potential for a multi-parcel redevelopment project in a high-demand area. Opportunities of this scale and location are increasingly rare in Winter Haven. Whether acquired individually or as part of a larger assemblage, this property presents a compelling investment opportunity for developers seeking density, flexibility, and a premier location directly across from one of the area’s largest healthcare campuses.

204 Avenue D Ne, Winter Haven

3 Beds ⋅ 1 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code

One or more photo(s) has been virtually staged. Price Improvement! No HOA and a great inner-city location just minutes from Downtown Winter Haven. This charming 1920s home blends original character with modern updates, featuring beautiful hardwood floors, flexible living spaces, and desirable R-3 zoning. Step inside to a bright foyer that opens to spacious living and dining areas showcasing original hardwood flooring. The functional kitchen comes equipped with a refrigerator, range, microwave, and dishwasher. A split-bedroom layout provides added privacy, while the bonus flex space off the primary bedroom offers plenty of possibilities for a home office, nursery, gym, hobby room, or additional sitting area. The large Florida room provides even more usable living space with convenient direct access to the driveway, making it ideal for entertaining, relaxing, or everyday living. With no HOA and R-3 zoning, this property offers added flexibility for homeowners and investors alike. Buyers are encouraged to verify zoning, permitted uses, and development possibilities directly with the City of Winter Haven. Enjoy an established inner-city location just minutes from Downtown Winter Haven, with convenient access to restaurants, shopping, medical facilities, LEGOLAND® Florida Resort, major roadways, and the Chain of Lakes. Now offered at an improved price. Schedule your private showing today and discover the character, location, and potential this Winter Haven property has to give to the next home owner..

231 Avenue A Ne, Winter Haven

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Brian Scott Smith PA

Before launching his real estate career, Brian Smith spent over a decade in the construction industry, working hands-on with builders throughout Central Florida. That experience gave him an in-depth understanding of the homebuilding process—insight he now brings to his real estate clients, offering a level of expertise that sets him apart from most agents. In 2012, Brian joined his family’s firm, ERA Professional Realty. It was a “sink or swim” environment, and at the time, he wasn’t sure why his parents were so tough on him. Looking back, he’s grateful—they were preparing him for the challenges of a demanding industry, and that foundation shaped the dedicated, knowledgeable agent he is today. Since then, Brian has consistently ranked among the area’s top producers. His success is built on attention to detail, deep market knowledge, and a genuine commitment to client service. He stays current with real estate technology and prides himself on creating a smooth, informed experience for every buyer and seller. Brian has helped countless retirees transition to and from Florida, and he takes particular pride in assisting veterans and seniors through major life changes. In 2015, he was honored as REALTOR® of the Year at ERA Grizzard Real Estate. Today, he continues to list and sell millions of dollars in residential real estate annually and is expanding into commercial properties to serve an even broader range of client needs. A fifth-generation Floridian, Brian was born and raised in Central Florida. His local knowledge runs deep—something clients find to be a true asset when navigating the real estate market. Outside of work, Brian’s greatest pride is being a dad. He enjoys fishing with his son and watching his daughters grow into her own unique spirit. If you’re thinking about making a move, Brian Smith, REALTOR®, is a full-time agent ready to bring hard work, experience, and local expertise to your next real estate transaction.

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