A Homes for Sale in Winter Haven - 27 homes

Remarks: Need space? This private gated 2.38-acre Winter Haven property with NO HOA offers room to live, play, and grow—bring your RV, boat, ATV, and all your toys. Set well back from the road behind a remote-operated gated entry, this property delivers the privacy and convenience buyers are actively searching for in Winter Haven and throughout Polk County. The fully fenced acreage gives you the freedom to create the lifestyle you want—whether it’s kids playing football or volleyball, evenings around a fire-pit, playground, space for a future pool, or planting your own fruit trees and garden. Inside, the home features an open floor plan with a desirable split-bedroom layout, offering both functionality and comfort. Enjoy formal living and dining spaces for hosting, plus a spacious family room that flows into the kitchen—perfect for everyday living and gatherings. The kitchen is equipped with abundant cabinetry, hardwood flooring, a breakfast bar overlooking your private backyard. The owner’s suite is a peaceful retreat, featuring French doors leading to the screened back porch, a large walk-in closet, and a spa-style bathroom with soaking tub and separate shower. A flexible fourth bedroom near the primary suite provides the ideal space for a home office, nursery, or hobby room. Step outside and experience true Florida living from your 42’ covered front porch or 34’ screened back porch, surrounded by mature trees and open space. This property offers the perfect balance of cleared land for activities and wooded areas for added privacy. Additional features include: * Remote-operated gate for easy access and security * New roof in 2023 * Side-entry 2-car garage + metal carport * Inside laundry room * Well for irrigation & water softener * High and dry acreage *New AC, Well Pump & Water Heater in 2018 *Septic Pumped 2026 Located just minutes from the Polk Parkway, with convenient access to Lakeland, Tampa, and Orlando, this home combines privacy, land, and accessibility—a rare opportunity in today’s market. If you’ve been searching for a gated acreage property in Winter Haven with no HOA and true outdoor living potential, this one checks all the boxes.

Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)

Listing Agent: Kimberly Davis (850-625-8855)

Remarks: Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natural beauty, and flexibility in one of Winter Haven’s most coveted and tightly held locations—where land, space, and convenience rarely coexist. The 3,800 sq ft main residence has been completely remodeled with a refined, modern vision that blends luxury with everyday livability. Designed for both entertaining and comfortable living, the open-concept layout showcases luxury vinyl plank flooring throughout, expansive living areas, and a beautifully upgraded chef’s kitchen that serves as the heart of the home. With 4 bedrooms and 4 full bathrooms, the residence provides generous space for family and guests alike. Outdoors, a private pool invites relaxation while remaining surrounded by peaceful, natural views. Adding exceptional value and versatility, the property includes a 1,300 sq ft detached guest house featuring 2 bedrooms and 2 bathrooms, along with an upgraded kitchen and bath—ideal for extended family, long-term guests, or a private work-from-home or creative space. The land itself is what truly sets this property apart. The nearly 11-acre setting offers a thoughtful balance of open usable acreage, mature landscaping, and a scenic private pond, creating a sense of separation and tranquility that enhances both privacy and lifestyle. Multiple outbuildings, including a barn/garage and lean-to structure, provide ample room for storage, hobbies, equipment, or future expansion. In a market where acreage is disappearing and privacy is priceless, properties offering this scale of land, level of renovation, and proximity to town are exceptionally rare. This is not just a home—it’s a private retreat, a long-term asset, and an opportunity to own something truly irreplaceable.

Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)

Listing Agent: Brock Jennings (863-990-5846)

Remarks: Located in the desirable Harrington subdivision of Winter Haven, this beautifully single-family home offers the perfect blend of comfort, style, and value. Featuring 3 spacious bedrooms and 1 bathroom, the home showcases a bright open-concept layout ideal for modern living. The kitchen boasts granite countertops, stainless steel appliances, and ample cabinet space. Enjoy durable vinyl plank flooring throughout, generously sized bedrooms, and an abundance of natural light. Step outside to a large backyard, perfect for entertaining or relaxing. Conveniently situated near schools, parks, hospitals, dining, and entertainment. Priced to sell, schedule your showing today!

Listing is courtesy of: PREMIUM PROPERTIES R.E. SERVICE (407-380-2800)

Listing Agent: Hamid Dghirni (407-575-2891)

Remarks: Under contract-accepting backup offers. This newer, well-maintained 3-bedroom, 2-bath manufactured home offers a practical layout with a split-bedroom design and open living, dining, and kitchen areas. The interior provides a functional flow that is perfect for easy living. Located on a fully fenced lot with no HOA, the property offers usable outdoor space and added flexibility. Additional features include a screen entry area, an indoor laundry area with a washer and dryer included, and a storage shed for extra space. Great investment opportunity.

Listing is courtesy of: ASSOCIATE REALTY (863-618-4000)

Listing Agent: Chrissi Jasso (863-618-4000)

Remarks: Move-in ready, this charming 3-bedroom, 1-bath block home sits on a spacious lot with no rear neighbors, offering added privacy and peaceful surroundings. Inside, you’ll find updated flooring in the bedrooms and bathroom, creating a fresh and inviting feel. The home also features two versatile bonus rooms—perfect for a home office, in-law space, or even a possible 4th bedroom to suit your needs. Enjoy Florida living at its best with a screened lanai off the back, ideal for relaxing in the sunshine or entertaining guests year-round. With its flexible layout and generous outdoor space, this property offers both comfort and opportunity. Whether you're a first-time buyer or looking to expand, this home is ready for you to move right in and make it your own!

Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)

Listing Agent: Anne Halbert (402-460-1352)

Remarks: This 2 BR, 2 BA home is located near Rotary Park and Kiwanis Park, which is on Lake Martha, both public parks. Each park has room for games and family gatherings. Rotary Park has a baseball field with backstop and other outside activity areas. This home is located near schools, the Winter Haven downtown post office, the Winter Haven (Bay Care Hospital) and several doctors offices and medical clinics. The Winter Haven Public Library is also 6+/- blocks to the west of this property. The home has a metal roof which offers a long life and better storm protection than typical asphalt shingles. The windows have been replaced and the central A/c - Heat system has recently been inspected. A detached storage building provides room for lawn equipment or other items not needed inside the residence, but are more easily accessed than typical attic space provides. The interior of the home has been extensively renovated with both bathrooms remodeled.

Listing is courtesy of: TOWN & COUNTRY REAL ESTATE (863-293-1141)

Listing Agent: Timothy Irby (863-206-4464)

Remarks: Under contract-accepting backup offers. Charming 3-bedroom, 2-bath home located in Winter Haven. This property features granite countertops and ceramic tile flooring throughout. The original carport has been converted into a third bedroom and is currently utilized as a spacious primary suite. Ideal opportunity for first-time homebuyers or investors seeking a potential rental property. Conveniently located near shopping, dining, and local amenities. Ready to move in!

Listing is courtesy of: AGENT GROUP REALTY (843-656-0550)

Listing Agent: John Wiertel (863-289-0447)