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3 beds New construction With a pool

1,549 listings

Homes for Sale in Winter Haven, FL

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24 of 1,549 Listings

Map

24 of 1,549 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$289,900

3 bd · 2 ba · 1,164 sqft

1705 Sandalwood Cir SW, Winter Haven, FL

Ken Welch · CENTURY 21 MYERS REALTY LAKE WALES

31Active

$289,900

3 bd · 2 ba · 1,164 sqft

1705 Sandalwood Circle SW, Winter Haven, FL

Ken Welch · CENTURY 21 MYERS REALTY LAKE WALES

Price Reduced44Active

$678,000

4 bd · 3 ba · 2,312 sqft

2004 Leisure Drive, Winter Haven, FL

Ralph Harvey · LISTWITHFREEDOM.COM

Price Reduced26Active

$250,000

3 bd · 1 ba · 1,040 sqft

109 2nd Jpv Street, Winter Haven, FL

Marissa Hipp · COLDWELL BANKER REALTY

Price Reduced46Active

$299,998

3 bd · 2 ba · 1,323 sqft

156 Manseau Drive, Winter Haven, FL

Vanessa Armas · TRUE FLORIDA REALTY LLC

Price Reduced45Active

$249,765

3 bd · 2 ba · 1,473 sqft

3334 Avenue J NW, Winter Haven, FL

Nicki Salas Fuentes · ELEVE REAL ESTATE LLC

Price Reduced46Active

$299,998

3 bd · 2 ba · 1,323 sqft

156 Manseau Dr, Winter Haven, FL

Vanessa Armas · TRUE FLORIDA REALTY LLC

Price Reduced26Active

$250,000

3 bd · 1 ba · 1,040 sqft

109 2nd Jpv St, Winter Haven, FL

Marissa Hipp · COLDWELL BANKER REALTY

Price Reduced16Active

$237,500

4 bd · 2 ba · 1,828 sqft

1973 Carnostie Road, Winter Haven, FL

Casandra Vann · KELLER WILLIAMS REALTY Y

36Active

$305,000

3 bd · 2 ba · 1,535 sqft

2579 Sage Valley Way, Winter Haven, FL

Xiomara Mansilla Derqui · GATAP REALTY

Price Reduced7Active

$205,000

3 bd · 1 ba · 850 sqft

2508 Avenue a SW, Winter Haven, FL

Danielle Williams · MARK SPAIN REAL ESTATE

Price Reduced35Active

$349,900

3 bd · 2 ba · 1,890 sqft

906 Avenue M SE, Winter Haven, FL

Joleigh Nolen · COLDWELL BANKER REALTY

36Active

$305,000

3 bd · 2 ba · 1,535 sqft

2579 Sage Valley Way, Winter Haven, FL

Xiomara Mansilla Derqui · GATAP REALTY

Price Reduced35Active

$349,900

3 bd · 2 ba · 1,890 sqft

906 Avenue M SE, Winter Haven, FL

Joleigh Nolen · COLDWELL BANKER REALTY

55Active

$125,000

1 bd · 1 ba · 714 sqft

235 6th Street NW 307, Winter Haven, FL

Michael Stone · THE STONES REAL ESTATE FIRM

Price Reduced16Active

$237,500

4 bd · 2 ba · 1,828 sqft

1973 Carnostie Rd, Winter Haven, FL

Casandra Vann · KELLER WILLIAMS REALTY Y

55Active

$125,000

1 bd · 1 ba · 714 sqft

235 6th St NW #307, Winter Haven, FL

Michael Stone · THE STONES REAL ESTATE FIRM

Price Reduced7Active

$205,000

3 bd · 1 ba · 850 sqft

2508 Avenue a SW, Winter Haven, FL

Danielle Williams · MARK SPAIN REAL ESTATE

Price Reduced69Active

$399,000

3 bd · 2 ba · 2,418 sqft

6704 Winterset Gardens Road, Winter Haven, FL

Rachel Santos · WEICHERT REALTORS HALLMARK PRO

Price Reduced40Active

$424,900

4 bd · 3 ba · 2,565 sqft

1714 Upland Ln, Winter Haven, FL

Daniel Araque · KELLER WILLIAMS LEGACY REALTY

Price Reduced40Active

$424,900

4 bd · 3 ba · 2,565 sqft

1714 Upland Lane, Winter Haven, FL

Daniel Araque · KELLER WILLIAMS LEGACY REALTY

Price Reduced69Active

$399,000

3 bd · 2 ba · 2,418 sqft

6704 Winterset Gardens Rd, Winter Haven, FL

Rachel Santos · WEICHERT REALTORS HALLMARK PRO

Price Reduced19Active

$230,000

3 bd · 2 ba · 1,426 sqft

297 Meadowbrook Boulevard, Winter Haven, FL

Karina Alfonso · LPT REALTY, LLC

60Active

$399,900

4 bd · 3 ba · 1,894 sqft

4132 Martindale Loop, Winter Haven, FL

Mike Webb · TRADE WINDS REALTY

1…27 28 29…65

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Haven housing market

September 2026 · This period is still settling

Selling at 99.7% of asking price

Sales here are closing essentially at asking. MLS · 137 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 18, 2026

Median sale price: $270,000$207,500–$329,495 typical range
Price per sq. ft.: $161
Sales: 135
Paid in cash: 36.3%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $294,400

Winter Haven, FL community profile

Population: 58,351
Median income: $56,564
Housing units: 26,800
People per sq. mi.: 605.3
Area: 96.4 sq. mi.

Source: HJN community data

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Foreclosures & Short Sales

55+ Community Homes

Nearby areas

ZIP codes

34747 (2,310)
34746 (1,665)
33837 (1,454)
33896 (1,129)
33844 (1,103)
34759 (925)
33897 (895)
33884 (687)

Cities

Kissimmee (2,913)
KISSIMMEE (2,856)
DAVENPORT (1,727)
Davenport (1,708)
Lakeland (1,157)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Nearby areas

ZIP codes

34747 (2,310)
34746 (1,665)
33837 (1,454)
33896 (1,129)
33844 (1,103)
34759 (925)
33897 (895)
33884 (687)

Cities

Kissimmee (2,913)
KISSIMMEE (2,856)
DAVENPORT (1,727)
Davenport (1,708)
Lakeland (1,157)

LAKELAND (1,121)

HAINES CITY (550)

Haines City (549)

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Haven, FL community profile

Population: 58,351
Median income: $56,564
Housing units: 26,800
People per sq. mi.: 605.3
Area: 96.4 sq. mi.

Source: HJN community data

Winter Haven housing market

September 2026 · This period is still settling

Selling at 99.7% of asking price

Sales here are closing essentially at asking. MLS · 137 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 18, 2026

Median sale price: $270,000$207,500–$329,495 typical range
Price per sq. ft.: $161
Sales: 135
Paid in cash: 36.3%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $294,400

Homes for sale

762

Median days on market

48 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -18.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,632 sq. ft.

Winter Haven, FL Homes for Sale — Page 28 | Realty.com