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

Sell

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Home Loans

Find an Agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Save search

Map layers

Safety

Sex offendersRegistered offenders, from official state registriesCamerasLicense-plate readers, CCTV and more, as mapped on OpenStreetMap

Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

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

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Rentals
Commercial

782 listings

Sell

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Home Loans

Find an Agent

Save search

3 beds New construction With a pool

782 listings

Homes for Sale in Winter Haven, FL

Hide Map

24 of 782 Listings

Map

24 of 782 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

New33

Active

$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

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
Homes Under $200K
Homes Under $300K
Homes Under $400K

By bedrooms

2 Bedroom Homes
3 Bedroom Homes
4 Bedroom Homes
5 Bedroom Homes

By type

Single-Family Homes
Condos
Manufactured Homes

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

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)

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

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)

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.

Winter Haven, FL Homes for Sale | Realty.com