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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 786 Listings

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24 of 786 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

New87Active
$1,295,000
3 bd · 3 ba · 2,375 sqft
1921 Manor Cir SE, Winter Haven, FL
Dee Norris · NEXTHOME NORRIS & COMPANY REAL
New1Active
$319,999
4 bd · 3 ba · 2,039 sqft
5365 San Pietro Dr, Winter Haven, FL
Michael Human · CASA FRESCA REALTY
New42Active
$289,000
4 bd · 2 ba · 1,851 sqft
138 Grove Branch Rd, Winter Haven, FL
Michael Stone · THE STONES REAL ESTATE FIRM

New15Active
$294,990
5 bd · 3 ba · 2,112 sqft
6245 Botticella Blvd, Winter Haven, FL
Ben Goldstein · LENNAR REALTY
New1Active
$333,090
4 bd · 3 ba · 2,039 sqft
1767 Vanilla St, Winter Haven, FL
Michael Human · CASA FRESCA REALTY
New1Active
$364,745
5 bd · 3 ba · 2,470 sqft
1759 Vanilla St, Winter Haven, FL
Michael Human · CASA FRESCA REALTY
New1Active
$410,620
4 bd · 3 ba · 2,292 sqft
1764 Vanilla St, Winter Haven, FL
Michael Human · CASA FRESCA REALTY
New25Active
$515,000
5 bd · 3 ba · 2,685 sqft
2022 Kapree Ct, Winter Haven, FL
Jerome Baker · BAKER REAL ESTATE PRO. GR LLC
New31Active
$428,000
5 bd · 3 ba · 2,549 sqft
219 Terranova Blvd, Winter Haven, FL
Dwight Head · ALLSTATE REALTY SERVICES
72Active
$399,999
4 bd · 4 ba · 2,960 sqft
1217 Michelangelo Ln, Winter Haven, FL
Jocelyne Yanez · HOMESMART
New48Active
$319,990
4 bd · 2 ba · 2,004 sqft
1127 Seedorf Dr, Winter Haven, FL
Juan Acevedo · FORTUNE INTERNATIONAL REALTY
New30Active
$337,500
3 bd · 2 ba · 2,034 sqft
1400 Avenue D NE, Winter Haven, FL
Glenda Pruitt · FLORIDA HOME CHOICE REALTY
New42Active
$279,900
3 bd · 2 ba · 1,556 sqft
420 Hillcrest Dr SE, Winter Haven, FL
Raymond Thomas · STAR BAY REALTY CORP.
New49Active
$327,700
4 bd · 2 ba · 1,830 sqft
221 Avenue P NW, Winter Haven, FL
Madeline Rivera · INNOVATION GROUP REALTY LLC
19Active
$380,000
4 bd · 3 ba · 2,509 sqft
1652 Lemon Ave, Winter Haven, FL
Danny Chandler, Jr · COLDWELL BANKER REALTY
New65Active
$559,900
4 bd · 3 ba · 2,775 sqft
7380 Bent Grass Dr, Winter Haven, FL
Twanna Dewdney · LA ROSA REALTY PRESTIGE
New21Active
$130,000
3 bd · 2 ba · 1,678 sqft
1406 Meadow Dr NE, Winter Haven, FL
Cesar Estrada, PA · EXP REALTY LLC
33Active
$305,990
4 bd · 3 ba · 1,866 sqft
6060 Navona Way, Winter Haven, FL
Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC
1Active
$296,990
4 bd · 2 ba · 1,574 sqft
2771 Adeline Ave, Winter Haven, FL
Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC
25Active
$269,999
2 bd · 2 ba · 1,826 sqft
86 Lake Daisy Blvd, Winter Haven, FL
Steven Torres · DALTON WADE INC
59Active
$365,000
5 bd · 3 ba · 2,616 sqft
4608 Ostero St, Winter Haven, FL
Sandy Music · MUSIC REALTY
22Active
$218,000
3 bd · 2 ba · 1,536 sqft
2303 S Swan Ct NE, Winter Haven, FL
Jeff Jones · MARK SPAIN REAL ESTATE
54Active
$625,000
5 bd · 3 ba · 3,016 sqft
669 Sarner Pass Way, Winter Haven, FL
Miguel Shellie · MARK SPAIN REAL ESTATE
1Active
$298,990
4 bd · 2 ba · 1,574 sqft
2767 Adeline Ave, Winter Haven, FL
Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

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.

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Homes with a Pool

Waterfront Homes

Foreclosures & Short Sales

55+ Community Homes

Nearby areas

ZIP codes

34747 (1,218)
34746 (838)
33837 (758)
33844 (571)
33896 (570)
34759 (486)
33897 (444)
33884 (342)

Cities

Kissimmee (2,973)
Davenport (1,746)
Lakeland (1,140)
Haines City (568)
Lake Wales (406)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Nearby areas

ZIP codes

34747 (1,218)
34746 (838)
33837 (758)
33844 (571)
33896 (570)
34759 (486)
33897 (444)
33884 (342)

Cities

Kissimmee (2,973)
Davenport (1,746)
Lakeland (1,140)
Haines City (568)
Lake Wales (406)

Auburndale (250)

St. Cloud (234)

Orlando (177)