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Homes for sale in Winter Haven.

12 active listings in Winter Haven, FL — live Stellar MLS inventory.

Listings in Winter Haven

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Monroe Rd, FLMonroe Rd, FL
Stellar MLS
Active360°

$6,000,000

Monroe Rd

Winter Haven, FL 33880

23.57 acres

MLS ID #O6219782, PROPERTY INVESTMENT BROKERS.

Listing provided by Stellar MLS

2400 11th St Ne, FL2400 11th St Ne, FL
Stellar MLS
Active360°

$5,858,000

2400 11th St Ne

Winter Haven, FL 33881

56.74 acres

MLS ID #O6384022, SAUNDERS REAL ESTATE, LLC.

Listing provided by Stellar MLS

Thompson Nursery Rd, FL
Stellar MLS
Active

$4,500,000

Thompson Nursery Rd

Winter Haven, FL 33884

6.82 acres

MLS ID #O6026008, COMMERCIAL REAL ESTATE PROF IN.

Listing provided by Stellar MLS

Cypress Gardens Blvd, FL
Stellar MLS
Active

$3,750,000

Cypress Gardens Blvd

Winter Haven, FL 33884

5.42 acres

MLS ID #P4931056, LAND SOURCE REALTY, LLC.

Listing provided by Stellar MLS

Country Club Rd S, FLCountry Club Rd S, FL
Stellar MLS
Active360°

$2,250,000

Country Club Rd S

Winter Haven, FL 33881

10.19 acres

MLS ID #L4962034, KELLER WILLIAMS REALTY SMART.

Listing provided by Stellar MLS

75 Sage Rd, FL75 Sage Rd, FL
Stellar MLS
Active360°

$2,000,000

75 Sage Rd

Winter Haven, FL 33881

4.3 acres

Fla Highland Co Sub

MLS ID #P4938703, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

13 Bogey Dr, FL13 Bogey Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,799,900

13 Bogey Dr

Winter Haven, FL 33881

4 bd · 4 ba · 4,708 sqft

N/A

MLS ID #L4958559, THE MARKET REALTY COMPANY.

Listing provided by Stellar MLS

165 5th St Sw, FL165 5th St Sw, FL
Stellar MLS
Active360°

$1,650,000

165 5th St Sw

Winter Haven, FL 33880

0.4 acres

Porters Sub

MLS ID #L4961632, CROSBY & ASSOCIATES, INC..

Listing provided by Stellar MLS

1701 42nd St Nw, FL
Stellar MLS
Active

$1,300,000

1701 42nd St Nw

Winter Haven, FL 33881

6.8 acres

Inwood

MLS ID #L4953426, CENTURY 21 MYERS REALTY.

Listing provided by Stellar MLS

1280 W Lake Hamilton Dr, FL1280 W Lake Hamilton Dr, FL
Stellar MLS
ActiveSingle Family Residence

$1,259,000

1280 W Lake Hamilton Dr

Winter Haven, FL 33881

5 bd · 4 ba · 5,416 sqft

N/A

MLS ID #L4961525, THE STONES REAL ESTATE FIRM.

Listing provided by Stellar MLS

9480 Waterford Oaks Dr, FL9480 Waterford Oaks Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,200,000

9480 Waterford Oaks Dr

Winter Haven, FL 33884

4 bd · 5 ba · 4,824 sqft

Waterford Oaks

MLS ID #L4960912, RED BIRD REALTY.

Listing provided by Stellar MLS

250 Brigham Rd Nw, FL250 Brigham Rd Nw, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,195,000

250 Brigham Rd Nw

Winter Haven, FL 33881

5 bd · 6 ba · 3,235 sqft

Na

MLS ID #L4962128, KELLER WILLIAMS REALTY SMART 1.

Listing provided by Stellar MLS

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 20, 2026 at 9:07 PM ET. 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA