Fixer Upper homes for sale & real estate in Winter Haven, FL

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ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
Seller motivated. Welcome to your home in Winter Haven—just minutes from Legoland, shopping, medical facilities, and Highway 27 for easy commuting! Originally a 3-bedroom, 2-bath layout, this home has been converted into a spacious 5-bedroom, 2-bath residence, offering incredible versatility for growing families, multigenerational living, or those needing extra space for a home office or hobby rooms. It will need some TLC due to tenant being in property. With five true bedrooms, everyone in the family can have their own retreat while still enjoying generous shared living spaces. Outside, you’ll find a property ideally situated for convenience—whether you’re heading t

$350,000

5 beds2 baths2,078 sq ft

112 Paine Dr, Winter Haven, FL 33884

Highway 27 • Spacious 5-bedroom • Medical facilities

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
Discover the charm and potential of this 3-bedroom, 2-bathroom single-family home, originally built as the orchard home for the former orange grove that once filled this neighborhood. Situated on a spacious 0.30-acre lot, this 1,445 sq. ft. property offers a rare opportunity for investors or homeowners looking to add value with finishing touches. The home is located in an X Flood Zone (no flood insurance required) and comes with NO HOA and NO CDD, giving you the freedom to enjoy your property your way. From the front yard, take in a partial view of Lake Summit, part of the beautiful Chain of Lakes. A public boat ramp just down the street makes lake access quick and convenient - bring your b

$250,000

3 beds2 baths1,465 sq ft

412 W Lake Summit Dr, Winter Haven, FL 33884

0.30-acre lot • Public boat ramp • 2012 appliances

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
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

$380,000

6 beds3 baths2,496 sq ft

1730 2nd St NW Unit A, Winter Haven, FL 33881

New bath • Fully remodeled • New kitchen

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
Welcome to this well-maintained 3 bedroom, 2 bathroom home in the gated community of Majestic Gardens. This spacious 1,951 sq ft property is in solid condition and only needs some TLC and light cosmetic updates—perfect for a first-time homebuyer looking to add personal touches or an investor seeking a strong addition to a rental portfolio. The home features an open-concept layout with high ceilings, a large kitchen with breakfast bar and pantry, a split bedroom floor plan, interior laundry room, and a screened back porch overlooking the oversized lot. With a low HOA and great community setting, this property offers excellent value and opportunity.

$254,400

3 beds2 baths1,951 sq ft

419 Majestic Gardens Blvd, Winter Haven, FL 33880

Gated community • Pantry • Large kitchen

3D WALKTHROUGH

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
No HOA + Oversized Lot + Workshop!! Amazing Potential Near the Lake! Looking for space, freedom, and BIG potential? Welcome to 1604 26th Street NW in Winter Haven! This charming property sits on over a ¼ Acre lot, offers NO HOA, and comes with a double carport, plus a detached workshop with its own enclosed carport — perfect for cars, tools, hobbies, or extra storage. The home itself needs some cosmetic TLC, but that means you get to update it your way while building instant equity. Solid layout, flexible spaces, and a huge yard give you tons of room to create the Florida lifestyle you’ve been dreaming of. One of the best parts? You’re just a short walk to the Massi

$189,900

2 beds1 bath880 sq ft

1604 26th St NW, Winter Haven, FL 33881

Detached workshop • Double carport • Workshop

Property at 2824 Avenue Q NW, Winter Haven, FL 33881, 4 beds, 2 baths

$169,900

4 beds2 baths1,700 sq ft

2824 Avenue Q NW, Winter Haven, FL 33881

Property at 6304 Red Herring Dr, Winter Haven, FL 33881, 3 beds, 2 baths

$230,000

3 beds2 baths1,592 sq ft

6304 Red Herring Dr, Winter Haven, FL 33881

Property at 1858 4th St SE, Winter Haven, FL 33880, 3 beds, 3 baths

$220,000

3 beds3 baths1,426 sq ft

1858 4th St SE, Winter Haven, FL 33880

Property at 824 Lake Elbert Ct, Winter Haven, FL 33881, 4 beds, 3.5 baths

$519,000

4 beds3.5 baths3,377 sq ft

824 Lake Elbert Ct, Winter Haven, FL 33881

Property at 1865 4th St SE, Winter Haven, FL 33880, 3 beds, 2 baths

$250,000

3 beds2 baths1,540 sq ft

1865 4th St SE, Winter Haven, FL 33880

Property at 3077 Brenton Manor Loop, Winter Haven, FL 33881, 4 beds, 3 baths

$245,000

4 beds3 baths2,020 sq ft

3077 Brenton Manor Loop, Winter Haven, FL 33881

Property at 436 Avenue G SE, Winter Haven, FL 33880, 2 beds, 2.5 baths

$210,000

2 beds2.5 baths1,309 sq ft

436 Avenue G SE, Winter Haven, FL 33880

Property at 126 Bermuda Ct, Winter Haven, FL 33880, 4 beds, 2 baths

$325,000

4 beds2 baths2,052 sq ft

126 Bermuda Ct, Winter Haven, FL 33880

Property at 215 10th Wahneta St W, Winter Haven, FL 33880, 2 beds, 1 bath

$163,600

2 beds1 bath800 sq ft

215 10th Wahneta St W, Winter Haven, FL 33880

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Nearby homes that match your criteria

NEW 15 HRS AGO

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
Spacious one-story home with excellent potential! This fixer-upper offers four generously sized bedrooms and 1.1 bathrooms, providing a solid layout ready for your vision. The large living room is ideal for family gatherings and entertaining, while the spacious kitchen offers room for a dinette and future updates. The home also features a covered carport with a convenient laundry room. Step outside to a large, fenced-in backyard—ideal for outdoor gatherings, and pets. This property is a great opportunity for investors or buyers looking to customize their next home. Bring your ideas and act fast—opportunities like this don’t last long. Schedule your showing today before it&

$131,000

4 beds1.5 baths1,269 sq ft

748 Detour Rd, Haines City, FL 33844

Covered carport • Spacious kitchen • Large living room

NEW 26 HRS AGO

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
Discover the Perfect Blend of Affordability, Space, and Income Potential! Welcome to this charming 3-bedroom, 2-bath home PLUS a 1/1 Mother-In-Law Suite—a rare find that delivers unbeatable value in an ideal, peaceful neighborhood with NO HOA. Whether you're a first-time buyer searching for an affordable starter home or someone looking for added income potential, this property checks every box. Step inside to find spacious living areas, generously sized bedrooms, and an open kitchen layout perfect for everyday living and entertaining. The Mother-In-Law Suite offers incredible flexibility—rent it out to offset your mortgage, host extended family, or use it as a private workspace

$329,990

5 beds3 baths1,765 sq ft

970 Lila St, Bartow, FL 33830

Mother-in-law suite • Covered parking • Screened-in porch

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
The "Investor Special" Prime Investment Opportunity!! Bring your contractors and your vision to this massive 2,014 sq. ft. single-family home, an incredible blank canvas for investors or savvy flippers. Located in a well-established community with NO HOA and NO CDD fees, this property is priced to sell and ready for renovation. The expansive layout features 4 bedrooms, 2 bathrooms, formal living and dining room, and step-down into a distinctive, spacious family room. With a large indoor laundry room and no existing appliances, this home is ready for a complete modern kitchen install. Don't miss this chance to build equity immediately—make an offer before it’s gone!

$185,000

4 beds2 baths2,014 sq ft

1318 Temple Cir, Haines City, FL 33844

No cdd fees • Expansive layout • No hoa

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
Small home in need of a loving hand. Additional parcel available behind it. Property is in AS-IS condition. All information including measurements are approximate and should be verified by buyers and/or buyer’s agent.

$125,000

2 beds1 bath1,116 sq ft

4131 Laurel Ave SE, Lakeland, FL 33812

7,800 sq ft lot • Built 1930 • Listed 8 days

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
1. A NEW ROOF and NO HOA. .. 2. Curtis Campbell, The Seller is my brother. 3. This mid-century home is very definition of: Fixer-Upper. 4. This bungalow was built in 1946, is ready to be Up-Dated and Modernized. 5. So, If you live for the challenge of home improvement and have a stylish eye, this may be the opportunity that you are looking for. 6. The Seller may consider financing. 7. Call me to schedule an appointment.

$189,000

3 beds1 bath1,128 sq ft

949 Lake St, Lake Hamilton, FL 33851

No hoa • Fixer-upper • 0.35 acre lot

ABOUT THIS HOME
Fixer Upper for sale in Winter Haven, FL:
Price reduced and owner is motivated! Cash only! Fixer Upper! Sold as is with a 10 calendar day inspection time frame. 2 bedroom, 2 bath with a dining room and living room combo. Enclosed screen room and inside laundry. Separate utility room with electric. Great location, the clubhouse with the community pool, mail boxes, shuffleboard and a private dock to the lake is right behind the home. Subfloor needs to be replaced as well as new flooring throughout the home. Soft spots so be careful when viewing. Electric and water are on. Seller does not know the age of the AC, appliances, water heater or roof.

$100,000

2 beds2 baths960 sq ft

2055 S Floral Ave #55, Bartow, FL 33830

Community pool • Living room • Enclosed screen room

Property at 513 Lincoln Ave, Lake Wales, FL 33853, 2 beds, 1 bath

$75,000

2 beds1 bath710 sq ft

513 Lincoln Ave, Lake Wales, FL 33853

Property at 2428 State Park Rd, Lakeland, FL 33805, 2 beds, 1 bath

$52,000

2 beds1 bath960 sq ft

2428 State Park Rd, Lakeland, FL 33805

Property at 6633 Kitty Fox Ln, Lakeland, FL 33813, 3 beds, 2 baths

$1,300,000

3 beds2 baths1,836 sq ft

6633 Kitty Fox Ln, Lakeland, FL 33813

Property at 232 E St, Lake Wales, FL 33853, 9 beds, 3 baths

$230,000

9 beds3 baths2,100 sq ft

232 E St, Lake Wales, FL 33853

Property at 327 S Miami St, Lake Wales, FL 33853, 4 beds, 2 baths

$180,000

4 beds2 baths752 sq ft

327 S Miami St, Lake Wales, FL 33853

Property at 1210 Lynn Ave, Auburndale, FL 33823, 3 beds, 2 baths

$280,500

3 beds2 baths1,530 sq ft

1210 Lynn Ave, Auburndale, FL 33823

Property at 725 Hickory Hammock Rd, Lake Wales, FL 33859, 2 beds, 2 baths

$249,000

2 beds2 baths2,098 sq ft

725 Hickory Hammock Rd, Lake Wales, FL 33859

Property at 119 Kenny Blvd, Haines City, FL 33844, 2 beds, 2 baths

$139,900

2 beds2 baths1,464 sq ft

119 Kenny Blvd, Haines City, FL 33844

Property at 1911 Wind Meadows Dr, Bartow, FL 33830, 5 beds, 3.5 baths

$349,000

5 beds3.5 baths2,252 sq ft

1911 Wind Meadows Dr, Bartow, FL 33830

Property at 485 N Buena Vista Dr, Lake Alfred, FL 33850, 3 beds, 2 baths

$400,000

3 beds2 baths1,978 sq ft

485 N Buena Vista Dr, Lake Alfred, FL 33850

Property at 375 Melbourn Dr, Haines City, FL 33844, 2 beds, 2 baths

$130,000

2 beds2 baths1,060 sq ft

375 Melbourn Dr, Haines City, FL 33844

Property at 302 Luna Rd, Auburndale, FL 33823, 4 beds, 3 baths

$349,900

4 beds3 baths2,269 sq ft

302 Luna Rd, Auburndale, FL 33823

Property at 589 Duncan Cir E, Auburndale, FL 33823, 3 beds, 1 bath

$197,000

3 beds1 bath925 sq ft

589 Duncan Cir E, Auburndale, FL 33823

Based on information submitted to the MLS GRID as of Sat Dec 13 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Fixer Upper Homes for Sale in Winter Haven

There are currently 14 fixer upper homes for sale in Winter Haven at a median listing price of $313K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Haven stay on the market for 100 days and receive 1 offers. Popular neighborhoods include Rock Springs Ridge, Caribe Cove, Orchid Springs, Lake Ashton, and Downtown Winter Haven. This map is refreshed with the newest listings in Winter Haven every 15 minutes.

In the past month, 74 homes have been sold in Winter Haven. In addition to houses in Winter Haven, there were also 47 condos, 23 townhouses, and 8 multi-family units for sale in Winter Haven last month. Winter Haven is a minimally walkable city in Polk County with a Walk Score of 25. Winter Haven is home to approximately 34,907 people and 22,420 jobs. Find your dream home in Winter Haven using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Haven are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Haven. Our Winter Haven real estate stats and trends will give you more information about home buying and selling trends in Winter Haven. If you're looking to sell your home in the Winter Haven area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Haven with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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