Recently Sold Homes in Winter Haven, FL

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SOLD NOV 20, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Haven, FL:
Discover comfort and convenience in this charming 2-bedroom, 1-bathroom home nestled in the heart of beautiful historic Winter Haven. Perfectly situated just moments from Lake Cannon, Lake Howard, Lake Deer, and a wealth of shopping, dining, and healthcare options, this home offers the ideal blend of location and lifestyle. Step inside to find a warm and inviting living space filled with natural light, creating an atmosphere that feels like home from the moment you walk in. You'll love the open floorplan blending the kitchen, dining room, and living room into a seamless entertainment space. The functional kitchen offers plenty of cabinet space, granite counters, and stainless appliances whi

$185,000 Last sold price

2 beds1 bath744 sq ft

1205 Crestwood Dr, Winter Haven, FL 33881

SOLD OCT 10, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Haven, FL:
PRICE IMPROVEMENT. .. RARE INVESTMENT OPPORTUNITY!! This gems offers 3 Houses for the price of 1 on 1.87+/- acres. This property features 3 manufactured homes with huge upside potential. Great opportunity to live in the main house and rent the other 2 or have your own mobile home park. The Main House (Triple wide) offers 5 bedrooms and 3 full bathrooms. It also has a spacious open floorplan and oversized kitchen. The second home (singlewide) is located in front the main house and offers 3 bedrooms and 2 bathrooms. The third house (singlewide)is located in front of the main house to the far left and features 2 bedrooms and 2 bathrooms. This property is equipped with 3 septic tanks and indivi

$220,000 Last sold price

0 beds— baths2,187 sq ft

1294 1/2 38th St NW, Winter Haven, FL 33881

SOLD NOV 19, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Haven, FL:
3.87% Assumable FHA! Charming, Updated, and Affordable Home Ready for You to Move In! Located on the west side of Winter Haven, just 20 minutes from Lakeland, this beautifully updated home offers a perfect blend of modern amenities and practicality. Enjoy the spacious, fenced backyard featuring a 10x8 shed and an impressive 24x20 detached garage with a 10ft garage door, full electricity, water supply, and a utility sink—ideal for all your projects! The kitchen, updated just 10 years ago, boasts stunning granite countertops and sleek stainless steel appliances. Additional highlights include a newer 8-year-old septic system, refreshed flooring, updated bathrooms, and an inside lau

$184,000 Last sold price

3 beds1 bath1,080 sq ft

129 5th Jpv St, Winter Haven, FL 33880

SOLD OCT 28, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Haven, FL:
* * * NO HOA * * * * * Fall in love with this stunning 3 bedroom, 1 bath residence offering refined living with an open and airy layout, gourmet-inspired kitchen, and a spacious primary suite with spa-style bath. Thoughtfully designed for comfort and style, this home also features a private backyard retreat ideal for entertaining or relaxation. Perfectly situated near upscale shopping, dining, and easy highway access—a true move-in ready gem that won’t last!

$215,000 Last sold price

3 beds1 bath1,080 sq ft

118 5th Jpv St, Winter Haven, FL 33880

SOLD OCT 21, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Haven, FL:
Discover this beautifully remodeled property featuring three spacious bedrooms, two pristine bathrooms, and a stunning private pool that has been recently renovated, fully functional, and expertly installed. This unique home also offers two separate detached units: one perfectly suited as a private in-law suite with its own entrance, and the other converted into a fully equipped poolside bar and game area designed for both adult and family enjoyment. The expansive backyard is thoughtfully designed with covered storage areas and ideal spaces for relaxation or entertainment, complemented by a large driveway that fits four or more vehicles. Located in the highly desirable Winter Haven, Florida

$309,000 Last sold price

3 beds2 baths1,222 sq ft

116 7th St, Winter Haven, FL 33880

Property at 122 2nd Jpv St, Winter Haven, FL 33880, 3 beds, 1 bath

$224,000 Last sold price

3 beds1 bath1,054 sq ft

122 2nd Jpv St, Winter Haven, FL 33880

Property at 1008 Spirit Lake Rd, Winter Haven, FL 33880, 4 beds, 2 baths

$260,000 Last sold price

4 beds2 baths1,330 sq ft

1008 Spirit Lake Rd, Winter Haven, FL 33880

Property at 306 Lakeview Blvd, Winter Haven, FL 33880, 3 beds, 2 baths

$329,000 Last sold price

3 beds2 baths1,366 sq ft

306 Lakeview Blvd, Winter Haven, FL 33880

Property at 4338 Thomas Wood Lne, Winter Haven, FL 33880, 4 beds, 3 baths

$475,000 Last sold price

4 beds3 baths2,733 sq ft

4338 Thomas Wood Lne, Winter Haven, FL 33880

Property at 73 Lake Link Cir SE, Winter Haven, FL 33884, 3 beds, 2 baths

$358,000 Last sold price

3 beds2 baths1,964 sq ft

73 Lake Link Cir SE, Winter Haven, FL 33884

Property at 1325 N Lake Otis Dr, Winter Haven, FL 33880, 4 beds, 4 baths

$300,000 Last sold price

4 beds4 baths3,042 sq ft

1325 N Lake Otis Dr, Winter Haven, FL 33880

Property at 119 14th St SE, Winter Haven, FL 33884, 2 beds, 1 bath

$190,000 Last sold price

2 beds1 bath1,060 sq ft

119 14th St SE, Winter Haven, FL 33884

Property at 1332 Evalyn Dr SE, Winter Haven, FL 33880, 4 beds, 4 baths

$921,500 Last sold price

4 beds4 baths5,762 sq ft

1332 Evalyn Dr SE, Winter Haven, FL 33880

Property at 1530 Avenue C NE, Winter Haven, FL 33881, 3 beds, 2 baths

$297,000 Last sold price

3 beds2 baths1,564 sq ft

1530 Avenue C NE, Winter Haven, FL 33881

Property at 220 Grove Ridge Dr, Winter Haven, FL 33880, 2 beds, 1 bath

$90,000 Last sold price

2 beds1 bath1,148 sq ft

220 Grove Ridge Dr, Winter Haven, FL 33880

Property at 114 Sugar Creek Rd, Winter Haven, FL 33880, 5 beds, 3 baths

$450,000 Last sold price

5 beds3 baths2,130 sq ft

114 Sugar Creek Rd, Winter Haven, FL 33880

Property at 115 Quailwood Dr, Winter Haven, FL 33880, 3 beds, 2 baths

$380,000 Last sold price

3 beds2 baths1,758 sq ft

115 Quailwood Dr, Winter Haven, FL 33880

Property at 229 Temple Cir N, Winter Haven, FL 33880, 3 beds, 2 baths

$215,000 Last sold price

3 beds2 baths1,296 sq ft

229 Temple Cir N, Winter Haven, FL 33880

Property at 645 Avenue A NE, Winter Haven, FL 33881, 2 beds, 1.5 baths

$270,000 Last sold price

2 beds1.5 baths1,517 sq ft

645 Avenue A NE, Winter Haven, FL 33881

Property at 539 Avenue A NE, Winter Haven, FL 33881, 3 beds, 2 baths

$235,000 Last sold price

3 beds2 baths1,376 sq ft

539 Avenue A NE, Winter Haven, FL 33881

Property at 3015 Thornhill Rd, Winter Haven, FL 33880, 3 beds, 2 baths

$257,000 Last sold price

3 beds2 baths1,173 sq ft

3015 Thornhill Rd, Winter Haven, FL 33880

Property at 550 Lake Otis Dr SE, Winter Haven, FL 33880, 5 beds, 4 baths

$780,000 Last sold price

5 beds4 baths6,232 sq ft

550 Lake Otis Dr SE, Winter Haven, FL 33880

Property at 536 Avenue G SE, Winter Haven, FL 33880, 4 beds, 3 baths

$217,000 Last sold price

4 beds3 baths1,733 sq ft

536 Avenue G SE, Winter Haven, FL 33880

Property at 1384 Avenue H SW, Winter Haven, FL 33880, 4 beds, 3 baths

$446,000 Last sold price

4 beds3 baths2,861 sq ft

1384 Avenue H SW, Winter Haven, FL 33880

Property at 766 Bates Ave SW, Winter Haven, FL 33880, 2 beds, 1 bath

$207,000 Last sold price

2 beds1 bath992 sq ft

766 Bates Ave SW, Winter Haven, FL 33880

Property at 724 Avenue D SW, Winter Haven, FL 33880, 2 beds, 1 bath

$81,000 Last sold price

2 beds1 bath1,040 sq ft

724 Avenue D SW, Winter Haven, FL 33880

Property at 731 Avenue A SW, Winter Haven, FL 33880, 8 beds, 5 baths

$415,000 Last sold price

8 beds5 baths3,588 sq ft

731 Avenue A SW, Winter Haven, FL 33880

Property at 725 W Central Ave, Winter Haven, FL 33880, 7 beds, 5 baths

$589,500 Last sold price

7 beds5 baths3,900 sq ft

725 W Central Ave, Winter Haven, FL 33880

Property at 180 Greenfield Rd, Winter Haven, FL 33884, 3 beds, 2 baths

$269,000 Last sold price

3 beds2 baths1,758 sq ft

180 Greenfield Rd, Winter Haven, FL 33884

Property at 351 Greenfield Rd, Winter Haven, FL 33884, 4 beds, 3 baths

$440,000 Last sold price

4 beds3 baths2,667 sq ft

351 Greenfield Rd, Winter Haven, FL 33884

Property at 130 22nd St NW, Winter Haven, FL 33880, 3 beds, 2 baths

$355,000 Last sold price

3 beds2 baths1,622 sq ft

130 22nd St NW, Winter Haven, FL 33880

Property at 740 Canberra Rd, Winter Haven, FL 33884, 3 beds, 2 baths

$315,000 Last sold price

3 beds2 baths2,136 sq ft

740 Canberra Rd, Winter Haven, FL 33884

Property at 2243 Firestone Pl, Winter Haven, FL 33884, 2 beds, 2 baths

$185,000 Last sold price

2 beds2 baths1,625 sq ft

2243 Firestone Pl, Winter Haven, FL 33884

Property at 53 Enclave Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$260,000 Last sold price

3 beds2 baths1,682 sq ft

53 Enclave Dr, Winter Haven, FL 33884

Property at 69 Enclave Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$299,000 Last sold price

3 beds2 baths1,682 sq ft

69 Enclave Dr, Winter Haven, FL 33884

Property at 679 Avenue Q SE, Winter Haven, FL 33880, 3 beds, 2 baths

$190,000 Last sold price

3 beds2 baths1,272 sq ft

679 Avenue Q SE, Winter Haven, FL 33880

Property at 104 Pasco Rd SE, Winter Haven, FL 33884, 3 beds, 2 baths

$295,000 Last sold price

3 beds2 baths1,747 sq ft

104 Pasco Rd SE, Winter Haven, FL 33884

Property at 289 Live Oak Ln, Winter Haven, FL 33880, 3 beds, 2 baths

$259,900 Last sold price

3 beds2 baths1,118 sq ft

289 Live Oak Ln, Winter Haven, FL 33880

Property at 3316 Timberline Rd, Winter Haven, FL 33880, 2 beds, 2 baths

$219,000 Last sold price

2 beds2 baths1,194 sq ft

3316 Timberline Rd, Winter Haven, FL 33880

Property at 103 Homewood Dr, Winter Haven, FL 33880, 3 beds, 2 baths

$285,000 Last sold price

3 beds2 baths1,566 sq ft

103 Homewood Dr, Winter Haven, FL 33880

Property at 13 Kendra Ct, Winter Haven, FL 33880, 2 beds, 2 baths

$105,000 Last sold price

2 beds2 baths950 sq ft

13 Kendra Ct, Winter Haven, FL 33880

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Based on information submitted to the MLS GRID as of Fri Dec 05 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.

Recently Sold Homes in Winter Haven

There are currently 529 recently sold homes for sale in Winter Haven at a median listing price of $314K. 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 103 days and receive 1 offers. Popular neighborhoods include Rock Springs Ridge, Caribe Cove, Traditions, Lake Ashton, and Downtown Winter Haven. This map is refreshed with the newest listings in Winter Haven every 15 minutes.

In the past month, 72 homes have been sold in Winter Haven. In addition to houses in Winter Haven, there were also 47 condos, 22 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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