New Listings for Sale in Winter Haven, FL

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NEW 17 HRS AGO

ABOUT THIS HOME
New Listing 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
New Listing for sale in Winter Haven, FL:
* Investor Opportunity * Two Story 2 Bedroom 2 Bathroom home on large . 40 acre lot. Lot can be divided and split to build! Tons of potential with this property. Whether you're looking to flip, rent, or create your dream home, this is a golden opportunity to bring new life to a classic structure in a desirable area in Winter haven!

$134,900

2 beds2 baths1,480 sq ft

334 Eighth St NE, Winter Haven, FL 33881

Large .40 acre lot • Can be divided • Split to build

NEW 7 HRS AGO

ABOUT THIS HOME
New Listing for sale in Winter Haven, FL:
Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility! This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous upstairs recreation space and a private 2-car garage. The open concept floorplan, perfect for entertaining or just hanging out, is complemented by stylish luxury vinyl plank flooring. The kitchen and throughout the home feature elegant quartz countertops, while the stainless-steel appliances and smart thermostat with voice control add a touch of modern technology. The laundry room features a new washer and dryer and is conveniently located upstairs with all the bedrooms. The owners suite is situated at the ba

$419,425

5 beds3 baths2,892 sq ft

5429 San Pietro Dr, Cypress Gardens, FL 33884

Quartz countertops • New washer and dryer • Smart thermostat

Listing provided by Zillow

NEW 17 HRS AGO

ABOUT THIS HOME
New Listing for sale in Winter Haven, FL:
This fully leased triplex in Winter Haven a rare turnkey asset offering high rental income and minimal upcoming maintenance. Each of the three units features 2 bedrooms, 1 bathroom, and a private laundry room, making these homes highly desirable and easy to lease. Recent improvements include: Roof replaced 2022 Updates since 2023 inc . UNIT 2 & 3 repainted throughout • New water heaters in all three units • New A/C systems in Units 2 and 3 • New washer & dryer sets in Units 2 and 3 • New refrigerator & microwave in Unit 2 These upgrades provide modern comfort for tenants while giving investors peace of mind with reduced future

$425,000

0 beds— baths2,592 sq ft

5762 County Road 542, Winter Haven, FL 33880

New a/c systems • New water heaters • Private laundry room

NEW 19 HRS AGO

ABOUT THIS HOME
New Listing for sale in Winter Haven, FL:
BEAUTIFUL home built in 2024 with 1,824 square feet on one story, featuring 3 bedrooms, 2 baths, and an open living area. The kitchen boasts an open and airy design, with a spacious center island perfect for entertaining, complemented by new stainless-steel appliances, and a walk-in pantry. The dining room is perfectly placed near the kitchen, providing the ideal setting for meals and celebrations of any kind. The family room serves as the natural gathering space of the home — perfect for entertaining friends and family or relaxing with a favorite book or movie. The living area, laundry room, and baths feature luxury wood vinyl plank flooring, with stain-resistant carpet in the bedroo

$280,000

3 beds2 baths1,824 sq ft

2228 Chris Dr, Winter Haven, FL 33884

Walk-in wardrobe • Open living area • Walk-in pantry

Property at 4480 Strathmore Dr, Lake Wales, FL 33859, 2 beds, 2 baths

$296,500

2 beds2 baths1,523 sq ft

4480 Strathmore Dr, Lake Wales, FL 33859

Property at 220 College Grove Cir NE, Winter Haven, FL 33881, 3 beds, 2.5 baths

$345,900

3 beds2.5 baths3,283 sq ft

220 College Grove Cir NE, Winter Haven, FL 33881

Property at 107 Lake Howard Dr NW, Winter Haven, FL 33880, 5 beds, 3.5 baths

$435,000

5 beds3.5 baths2,829 sq ft

107 Lake Howard Dr NW, Winter Haven, FL 33880

Property at 4965 Kaia Ave, Winter Haven, FL 33884, 4 beds, 3 baths

$350,000

4 beds3 baths2,739 sq ft

4965 Kaia Ave, Winter Haven, FL 33884

Property at 24 Flamingo Blvd, Winter Haven, FL 33880, 3 beds, 2 baths

$240,000

3 beds2 baths1,344 sq ft

24 Flamingo Blvd, Winter Haven, FL 33880

Property at 1433 N Lake Howard Dr, Winter Haven, FL 33881, 3 beds, 2 baths

$649,900

3 beds2 baths2,958 sq ft

1433 N Lake Howard Dr, Winter Haven, FL 33881

Property at 3348 Raleigh Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$239,000

2 beds2 baths1,185 sq ft

3348 Raleigh Dr, Winter Haven, FL 33884

Property at 702 Peyton Brooke Way, Winter Haven, FL 33881, 4 beds, 2 baths

$264,999

4 beds2 baths1,867 sq ft

702 Peyton Brooke Way, Winter Haven, FL 33881

Property at 110 Morning Glory Cir, Winter Haven, FL 33884, 3 beds, 2.5 baths

$289,000

3 beds2.5 baths1,685 sq ft

110 Morning Glory Cir, Winter Haven, FL 33884

Property at 718 Eagle Landing Blvd, Winter Haven, FL 33880, 4 beds, 2.5 baths

$334,000

4 beds2.5 baths1,900 sq ft

718 Eagle Landing Blvd, Winter Haven, FL 33880

Property at 185 Lagoon Rd, Winter Haven, FL 33884, 3 beds, 2 baths

$275,000

3 beds2 baths1,788 sq ft

185 Lagoon Rd, Winter Haven, FL 33884

Property at 4108 Island Lakes Dr, Winter Haven, FL 33881, 4 beds, 2 baths

$290,000

4 beds2 baths1,507 sq ft

4108 Island Lakes Dr, Winter Haven, FL 33881

Property at 667 Lake Dexter Cir, Winter Haven, FL 33884, 4 beds, 2 baths

$243,000

4 beds2 baths1,338 sq ft

667 Lake Dexter Cir, Winter Haven, FL 33884

Property at 203 22nd St NW, Winter Haven, FL 33880, 6 beds, 4 baths

$435,000

6 beds4 baths2,952 sq ft

203 22nd St NW, Winter Haven, FL 33880

Property at 10 Jimmy Lee Rd, Winter Haven, FL 33880, 3 beds, 2 baths

$498,000

3 beds2 baths1,680 sq ft

10 Jimmy Lee Rd, Winter Haven, FL 33880

Property at 120 Grove Branch Rd, Winter Haven, FL 33880, 4 beds, 2 baths

$304,900

4 beds2 baths1,851 sq ft

120 Grove Branch Rd, Winter Haven, FL 33880

Property at 4034 Doral, Winter Haven, FL 33884, 4 beds, 3 baths

$399,900

4 beds3 baths2,674 sq ft

4034 Doral, Winter Haven, FL 33884

Property at 1211 Lake Loop, Winter Haven, FL 33880, 3 beds, 2 baths

$330,000

3 beds2 baths1,547 sq ft

1211 Lake Loop, Winter Haven, FL 33880

Property at 1585 Oakview Circle, SE, Winter Haven, FL 33880, 2 beds, 2 baths

$199,900

2 beds2 baths1,186 sq ft

1585 Oakview Circle, SE, Winter Haven, FL 33880

Property at 5353 Hogan Ln, Winter Haven, FL 33884, 3 beds, 2 baths

$499,000

3 beds2 baths2,805 sq ft

5353 Hogan Ln, Winter Haven, FL 33884

Property at 6191 Grey Heron Dr, Winter Haven, FL 33881, 3 beds, 2 baths

$264,900

3 beds2 baths1,711 sq ft

6191 Grey Heron Dr, Winter Haven, FL 33881

Property at 511 Marcia Loop, Winter Haven, FL 33884, 4 beds, 2.5 baths

$309,900

4 beds2.5 baths2,159 sq ft

511 Marcia Loop, Winter Haven, FL 33884

Property at 728 Santa Maria Dr, Winter Haven, FL 33884, 3 beds, 3.5 baths

$450,000

3 beds3.5 baths2,104 sq ft

728 Santa Maria Dr, Winter Haven, FL 33884

Property at 1604 26th St NW, Winter Haven, FL 33881, 2 beds, 1 bath

$189,900

2 beds1 bath880 sq ft

1604 26th St NW, Winter Haven, FL 33881

Property at 4981 Mandolin Ct, Winter Haven, FL 33884, 3 beds, 2 baths

$264,500

3 beds2 baths1,269 sq ft

4981 Mandolin Ct, Winter Haven, FL 33884

Property at 112 Harbor Dr, Winter Haven, FL 33881, 3 beds, 1.5 baths

$250,000

3 beds1.5 baths1,204 sq ft

112 Harbor Dr, Winter Haven, FL 33881

Property at 2755 Taylor Rd, Winter Haven, FL 33880, 3 beds, 2 baths

$417,000

3 beds2 baths1,533 sq ft

2755 Taylor Rd, Winter Haven, FL 33880

Property at 401 Robert Ave, Winter Haven, FL 33880, 3 beds, 2 baths

$270,000

3 beds2 baths1,195 sq ft

401 Robert Ave, Winter Haven, FL 33880

Property at 145 Polk Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$329,900

3 beds2 baths1,605 sq ft

145 Polk Dr, Winter Haven, FL 33884

Property at 200 EL Camino Dr #101, Winter Haven, FL 33884, 3 beds, 2.5 baths

$164,900

3 beds2.5 baths1,617 sq ft

200 EL Camino Dr #101, Winter Haven, FL 33884

Property at 7045 Fairview Village Cir, Winter Haven, FL 33881, 1 bed, 1 bath

$35,000

1 bed1 bath385 sq ft

7045 Fairview Village Cir, Winter Haven, FL 33881

Property at 751 Avenue B SW, Winter Haven, FL 33880, 3 beds, 2 baths

$295,000

3 beds2 baths1,361 sq ft

751 Avenue B SW, Winter Haven, FL 33880

Property at 4516 Ashford Dr, Winter Haven, FL 33880, 3 beds, 2 baths

$349,900

3 beds2 baths1,730 sq ft

4516 Ashford Dr, Winter Haven, FL 33880

Property at 1731 Avenue C NE, Winter Haven, FL 33881, 4 beds, 2 baths

$380,000

4 beds2 baths1,619 sq ft

1731 Avenue C NE, Winter Haven, FL 33881

Property at 1144 High Seas St, Winter Haven, FL 33880, 3 beds, 2 baths

$325,000

3 beds2 baths1,716 sq ft

1144 High Seas St, Winter Haven, FL 33880

Property at 650 9th St NE, Winter Haven, FL 33881, 2 beds, 2 baths

$279,900

2 beds2 baths1,110 sq ft

650 9th St NE, Winter Haven, FL 33881

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Based on information submitted to the MLS GRID as of Thu Nov 27 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.

New Listings for Sale in Winter Haven

There are currently 115 new listings for sale in Winter Haven at a median listing price of $310K. 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 91 days and receive 1 offers. Popular neighborhoods include Rock Springs Ridge, Traditions, Lake Ashton, Downtown Winter Haven, and Lake Ashton Golf Club. This map is refreshed with the newest listings in Winter Haven every 15 minutes.

In the past month, 105 homes have been sold in Winter Haven. In addition to houses in Winter Haven, there were also 49 condos, 26 townhouses, and 10 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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