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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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23 of 805 Listings

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23 of 805 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

New12Active
$115,000
2 bd · 2 ba · 1,148 sqft
1550 11th St NE #C5, Winter Haven, FL
Kevin Brady · TOP TIER RESORT REALTY
New99Active
$449,900
4 bd · 3 ba · 2,888 sqft
1907 Eloise Cove Dr, Winter Haven, FL
Brad Kirwan · GLOBAL LIFESTYLE LLC
New5Active
$5,000
2 bd · 2 ba · 1,164 sqft
2284 SE Firestone Place, Winter Haven, FL
Jamie L Boone · Jamie L Boone LLC

50Active
$118,000
2 bd · 2 ba · 1,464 sqft
4157 Rolling Oaks Dr, Winter Haven, FL
Jody Pagan · LA ROSA REALTY PRESTIGE
New29Active
$239,000
2 bd · 2 ba · 1,106 sqft
2656 Trinity Cir NW, Winter Haven, FL
Tahisia Scantling · RIGHT TURN REALTY
New25Active
$698,000
11 bd · 5 ba · 4,465 sqft
2500 Avenue O NW, Winter Haven, FL
Brandy Waters · S & D REAL ESTATE SERVICE LLC
New37Active
$330,000
3 bd · 2 ba · 1,718 sqft
2019 Kapree Ct, Winter Haven, FL
Crystal Jenkins · RE/MAX DOWNTOWN
New29Active
$289,990
3 bd · 2 ba · 1,680 sqft
2747 San Marco Way, Winter Haven, FL
Charles Pennant · NEW HOME STAR FLORIDA LLC
30Active
$349,000
4 bd · 3 ba · 2,354 sqft
3403 Julius Estates Blvd, Winter Haven, FL
Keith St. Onge · LA ROSA REALTY PRESTIGE
New46Active
$275,000
3 bd · 2 ba · 1,400 sqft
2025 Marilyn Ave, Winter Haven, FL
Casandra Vann · KELLER WILLIAMS REALTY
New19Active
$125,000
3 bd · 2 ba · 1,118 sqft
1803 4th St NW, Winter Haven, FL
Eman Helaly · DIVINE ESTATES REALTY LLC
83Active
$464,000
5 bd · 3 ba · 2,371 sqft
1054 Brimstone Circle, Winter Haven, FL
Rhonda Townsend · United Realty Group, Inc
New40Active
$369,000
3 bd · 2 ba · 2,123 sqft
218 Hartridge Hills Dr, Winter Haven, FL
Veronica Bard · LA ROSA REALTY PRESTIGE
New61Active
$409,900
3 bd · 3 ba · 1,867 sqft
427 W Lake Elbert Dr NE, Winter Haven, FL
Chrissi Jasso · ASSOCIATE REALTY
New6Active
$180,000
3 bd · 2 ba · 1,855 sqft
1328 Buckeye Trace Blvd, Winter Haven, FL
Jamie L Boone · Federa
New62Active
$244,900
2 bd · 2 ba · 1,595 sqft
2332 Salzburg Loop, Winter Haven, FL
Marti Sutton · CENTURY 21 WATSON & MYERS REALTY
New5Active
$210,000
4 bd · 2 ba · 2,836 sqft
165 Fish Hawk Dr, Winter Haven, FL
Jamie L Boone · Federa
57Active
$329,900
5 bd · 4 ba · 2,331 sqft
1364 Salisbury Dr, Winter Haven, FL
Vivian Ortiz · OAK AVENUE REAL ESTATE LLC
18Active
$278,000
3 bd · 2 ba · 1,844 sqft
516 McKenna Dr, Winter Haven, FL
Jesse Carriedo · REALTYCITY INC
9Active
$180,000
2 bd · 2 ba · 826 sqft
2037 San Marcos Dr SE #325, Winter Haven, FL
Hoover Yap · PRIMESTATE REALTY, INC.
37Active
$195,000
2 bd · 1 ba · 915 sqft
928 Sunshine Way SW, Winter Haven, FL
Michael Stone · THE STONES REAL ESTATE FIRM
29Active
$205,000
2 bd · 1 ba · 915 sqft
926 Sunshine Way SW, Winter Haven, FL
Michael Stone · THE STONES REAL ESTATE FIRM
Open house Sat, Nov 7 · 10:00 AM45Active
$290,000
4 bd · 3 ba · 2,526 sqft
5780 Lakeside Landings Blvd, Winter Haven, FL
Monica Hawkinson · LIVE FLORIDA REALTY

1 2…34

Listing data & MLS disclosures

BeachesMLS: All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. 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.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-11-04 09:39:38 UTC
Space Coast MLS (Space Coast Association of REALTORS): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Listing information ©2026 Space Coast MLS, Inc®. All Rights Reserved. Last Updated: 2026-11-04 14:31:07 UTC
Georgia MLS: The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of GAMLS. All real estate listings are marked with the GAMLS Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Copyright © 2026 GAMLS. All rights reserved.
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

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 126 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 15, 2026

Median sale price: $300,000$242,000–$1,281,875 typical range
Price per sq. ft.: $167
Sales: 146
Paid in cash: 44.5%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price: $295,000
Homes for sale: 713
Median days on market: 52 days

Price trend · Assessor repeat sales, as of Oct 31, 2026

Year-over-year: 1.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 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

BeachesMLS: All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. 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.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-11-04 09:39:38 UTC
Space Coast MLS (Space Coast Association of REALTORS): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Listing information ©2026 Space Coast MLS, Inc®. All Rights Reserved. Last Updated: 2026-11-04 14:31:07 UTC
Georgia MLS: The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of GAMLS. All real estate listings are marked with the GAMLS Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Copyright © 2026 GAMLS. All rights reserved.
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

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 126 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 15, 2026

Median sale price: $300,000$242,000–$1,281,875 typical range
Price per sq. ft.: $167
Sales: 146
Paid in cash: 44.5%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price: $295,000
Homes for sale: 713
Median days on market: 52 days

Price trend · Assessor repeat sales, as of Oct 31, 2026

Year-over-year: 1.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 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 (1,260)
34746 (855)
33837 (771)
33896 (586)
33844 (567)
34759 (501)
33897 (439)
33884 (359)

Cities

Kissimmee (3,008)
Davenport (1,763)
Lakeland (1,170)
Haines City (556)
Lake Wales (427)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Nearby areas

ZIP codes

34747 (1,260)
34746 (855)
33837 (771)
33896 (586)
33844 (567)
34759 (501)
33897 (439)
33884 (359)

Cities

Kissimmee (3,008)
Davenport (1,763)
Lakeland (1,170)
Haines City (556)
Lake Wales (427)

Auburndale (242)

Plant City (158)

Bartow (146)