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Winter Haven, FL Homes for Sale | Realty.com

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3 beds New construction With a pool

Homes for Sale in Winter Haven, FL

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24 of 782 Listings

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24 of 782 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

New33Active
$305,990
4 bd · 3 ba · 1,866 sqft
6060 Navona Way, Winter Haven, FL
Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC
New1Active
$296,990
4 bd · 2 ba · 1,574 sqft
2771 Adeline Ave, Winter Haven, FL
Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC
New25Active
$269,999
2 bd · 2 ba · 1,826 sqft
86 Lake Daisy Blvd, Winter Haven, FL
Steven Torres · DALTON WADE INC

New59Active
$365,000
5 bd · 3 ba · 2,616 sqft
4608 Ostero St, Winter Haven, FL
Sandy Music · MUSIC REALTY
New22Active
$218,000
3 bd · 2 ba · 1,536 sqft
2303 S Swan Ct NE, Winter Haven, FL
Jeff Jones · MARK SPAIN REAL ESTATE
New54Active
$625,000
5 bd · 3 ba · 3,016 sqft
669 Sarner Pass Way, Winter Haven, FL
Miguel Shellie · MARK SPAIN REAL ESTATE
Open house Sat, Oct 17 · 4:30 PM35Active
$275,000
3 bd · 3 ba · 2,631 sqft
4253 Stafford Dr, Winter Haven, FL
Daniel Rodriguez · NEW HEIGHTS REALTY GROUP
New1Active
$298,990
4 bd · 2 ba · 1,574 sqft
2767 Adeline Ave, Winter Haven, FL
Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC
New28Active
$374,500
3 bd · 2 ba · 2,219 sqft
14 Crystal Waters Dr, Winter Haven, FL
Karen Branch · FLORIDA REALTY MARKETPLACE
New23Active
$224,900
3 bd · 2 ba · 1,430 sqft
609 Maggie Cir, Winter Haven, FL
Lynne Powers · POWERS REAL ESTATE SOLUTIONS LLC
9Active
$281,900
3 bd · 2 ba · 1,486 sqft
732 Bayside Blvd, Winter Haven, FL
George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL
4Active
$331,020
4 bd · 2 ba · 1,715 sqft
504 Ituna Cir, Winter Haven, FL
George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL
Open house Fri, Oct 16 · 1:00 PM34Active
$279,000
4 bd · 2 ba · 1,680 sqft
1831 Carnostie Rd, Winter Haven, FL
Jane Rana · CHARLES RUTENBERG REALTY ORLANDO
Open house Sun, Oct 18 · 12:00 PM27Active
$189,900
3 bd · 2 ba · 1,426 sqft
183 Osprey Heights Dr, Winter Haven, FL
David Small · KELLER WILLIAMS REALTY SMART 1
37Active
$336,990
5 bd · 3 ba · 2,447 sqft
6159 Coronari Ln, Winter Haven, FL
Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC
10Active
$325,000
3 bd · 3 ba · 3,753 sqft
640 Avenue I NW, Winter Haven, FL
Lisa Deese · TOWN & COUNTRY REAL ESTATE
56Active
$710,000
4 bd · 3 ba · 3,428 sqft
1020 W Lake Hamilton Dr, Winter Haven, FL
Tony Insua, Jr · LOCKHART & ASSOCIATES INC
12Active
$294,997
3 bd · 2 ba · 1,270 sqft
2433 Avenue F NW, Winter Haven, FL
Adan Ordonez · ADAN INVESTMENTS REAL ESTATE GROUP, PLLC
20Active
$239,900
3 bd · 3 ba · 1,544 sqft
113 Nemo Ln, Winter Haven, FL
George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL
41Active
$279,000
3 bd · 2 ba · 1,629 sqft
2415 Brassie Ct, Winter Haven, FL
Eileen Belanger · CENTURY 21 MYERS REALTY LAKE WALES
32Active
$119,000
2 bd · 2 ba · 1,036 sqft
444 Avenue I SE, Winter Haven, FL
Katherine Hatton · SOUTH CEDAR REAL ESTATE, INC
24Active
$215,000
3 bd · 2 ba · 1,100 sqft
828 30th St NW, Winter Haven, FL
Catherine Nolan · HOUSEWELL.COM REALTY OF FLORIDA LLC
52Active
$480,000
4 bd · 3 ba · 1,985 sqft
1075 8th St NW, Winter Haven, FL
Jim Knetsch · LPT REALTY, LLC
19Active
$110,000
2 bd · 2 ba · 1,300 sqft
193 E Sweet Cir, Winter Haven, FL
Darlene Bice · TOWN & COUNTRY REAL ESTATE

1 2…33

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 99.9% of asking price

Sales here are closing essentially at asking. MLS · 138 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 28, 2026

Median sale price: $270,000$196,000–$334,500 typical range
Price per sq. ft.: $160
Sales: 175
Paid in cash: 37.7%

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: 42 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 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.

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

New Construction Homes

Homes with a Pool

Waterfront Homes

Foreclosures & Short Sales

55+ Community Homes

Nearby areas

ZIP codes

33837 (742)
33844 (569)
33896 (567)
34759 (489)
34746 (453)
34747 (348)
33884 (342)
34758 (284)

Cities

Kissimmee (1,411)
Davenport (1,406)
Lakeland (1,152)
Haines City (566)
Lake Wales (404)
St. Cloud (312)
Auburndale (251)
Bartow (139)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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 99.9% of asking price

Sales here are closing essentially at asking. MLS · 138 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 28, 2026

Median sale price: $270,000$196,000–$334,500 typical range
Price per sq. ft.: $160
Sales: 175
Paid in cash: 37.7%

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: 42 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.

Nearby areas

ZIP codes

33837 (742)
33844 (569)
33896 (567)
34759 (489)
34746 (453)
34747 (348)
33884 (342)
34758 (284)

Cities

Kissimmee (1,411)
Davenport (1,406)
Lakeland (1,152)
Haines City (566)
Lake Wales (404)
St. Cloud (312)
Auburndale (251)
Bartow (139)