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Buy

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

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809 listings

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Get an instant cash offer
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3 beds New construction With a pool

809 listings

Homes for Sale in Winter Haven, FL

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24 of 809 Listings

Map

24 of 809 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

44Active

$140,000

1 bd · 1 ba · 714 sqft

235 6th St NW #507, Winter Haven, FL

Blake Denz · KELLER WILLIAMS REALTY

New72Active

$415,000

3 bd · 2 ba · 1,502 sqft

230 Shore Dr, Winter Haven, FL

Perry Kemp · LPT REALTY, LLC

48Active

$795,000

4 bd · 3 ba · 2,346 sqft

1010 Edgewater Dr, Winter Haven, FL

David Small · KELLER WILLIAMS REALTY SMART 1

32Active

$259,000

3 bd · 2 ba · 1,248 sqft

138 Saint Kitts Cir, Winter Haven, FL

Erik McGinnis · HOMEVEST REALTY

New38Active

$319,999

5 bd · 2 ba · 1,744 sqft

3429 Sherry Ave, Winter Haven, FL

Sandra Canales · LA ROSA REALTY PRESTIGE

New41Active

$155,000

2 bd · 2 ba · 1,017 sqft

1606 Eagle Pond Dr, Winter Haven, FL

Lienyvette Grimaldo · MAZELG REALTY

New21Active

$201,790

3 bd · 3 ba · 1,386 sqft

3115 Captain Jax Way, Winter Haven, FL

Ben Goldstein · LENNAR REALTY

New56Active

$375,000

4 bd · 3 ba · 2,200 sqft

6052 Kaley Dr, Winter Haven, FL

Patricia De Graaff, LLC · RE/MAX HERITAGE PROFESSIONALS

New33Active

$182,900

2 bd · 1 ba · 728 sqft

3223 Avenue S NW, Winter Haven, FL

Carrie Sanchez · THE BARNETT GROUP, INC.

New47Active

$975,000

4 bd · 3 ba · 2,825 sqft

4462 Emerald Palms Ln, Winter Haven, FL

Stephen Hachey · FLAT FEE MLS REALTY

New6Active

$215,000

3 bd · 2 ba · 1,354 sqft

1828 Avenue O SW, Winter Haven, FL

Cliff Glansen · FLATFEE.COM

New23Active

$185,000

2 bd · 2 ba · 1,234 sqft

213 4th Jpv St, Winter Haven, FL

Melissa Witter · KELLER WILLIAMS REALTY SMART 1

39Active

$1,100,000

4 bd · 6 ba · 4,179 sqft

100 Island Way, Winter Haven, FL

Koralyss Dominguez · PMC OF CENTRAL FLORIDA LLC

14Active

$262,000

3 bd · 2 ba · 1,463 sqft

205 Arbuthnot St, Winter Haven, FL

Lillian Matias Diaz · EMPIRE NETWORK REALTY

New23Active

$289,900

3 bd · 2 ba · 1,902 sqft

237 Stevenson Rd, Winter Haven, FL

Marcia Peacock · KELLER WILLIAMS REALTY

53Active

$310,000

3 bd · 2 ba · 1,504 sqft

7123 Summit Dr, Winter Haven, FL

Minoo Brown · HOGAN & ASSOCIATES REAL ESTATE FIRM

9Active

$239,900

3 bd · 3 ba · 1,604 sqft

369 Wharf Way, Winter Haven, FL

George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

46Active

$290,000

3 bd · 2 ba · 1,720 sqft

188 Black Skimmer Ln, Winter Haven, FL

Manuel Girona · AMY INTERNATIONAL CORP

79Active

$290,000

4 bd · 2 ba · 1,788 sqft

376 Lake Eloise Pointe Dr, Winter Haven, FL

Frank Viggiano · JAY ALAN REAL ESTATE

36Active

$197,000

3 bd · 1 ba · 1,144 sqft

881 5th St, Winter Haven, FL

Carri McLure · LPT REALTY, LLC

4Active

$160,000

2 bd · 2 ba · 845 sqft

2600 Lucerne Rd #508, Winter Haven, FL

Jumillie Montanez Rivera · KELLER WILLIAMS CLASSIC

60Active

$459,900

5 bd · 3 ba · 3,318 sqft

4407 Mandolin Blvd, Winter Haven, FL

Jamie Mild · THE MARKET REALTY COMPANY

4Active

$333,140

4 bd · 3 ba · 1,986 sqft

824 Andrew St, Winter Haven, FL

Adam Schott · DRB GROUP REALTY, LLC

11Active

$110,000

2 bd · 1 ba · 960 sqft

3393 Avenue J NW, Winter Haven, FL

Wendy Aldana LLC · PREFERRED REAL ESTATE BROKERS

1 2…34

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 30, 2026

Median sale price: $270,000$195,000–$332,030 typical range
Price per sq. ft.: $159
Sales: 200
Paid in cash: 38.0%

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

Explore Winter Haven homes

By price

Homes Under $100K
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Homes Under $400K

By bedrooms

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3 Bedroom Homes
4 Bedroom Homes
5 Bedroom Homes

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Single-Family Homes
Condos
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By feature

New Construction Homes

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

Call Thomas

Homes with a Pool

Waterfront Homes

Foreclosures & Short Sales

55+ Community Homes

Nearby areas

ZIP codes

34747 (1,240)
34746 (839)
33837 (765)
33896 (572)
33844 (570)
34759 (488)
33897 (434)
33884 (359)

Cities

Kissimmee (3,016)
Davenport (1,744)
Lakeland (1,194)
Haines City (566)
Lake Wales (431)

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 (1,240)
34746 (839)
33837 (765)
33896 (572)
33844 (570)
34759 (488)
33897 (434)
33884 (359)

Cities

Kissimmee (3,016)
Davenport (1,744)
Lakeland (1,194)
Haines City (566)
Lake Wales (431)

Orlando (240)

Auburndale (238)

St. Cloud (202)

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 30, 2026

Median sale price: $270,000$195,000–$332,030 typical range
Price per sq. ft.: $159
Sales: 200
Paid in cash: 38.0%

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 Homes for Sale | Realty.com