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

333 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

3 Bedroom Homes in Winter Haven, FL

Hide Map

24 of 333 Listings

Map

24 of 333 Listings

Price Reduced24

3 Bedroom Homes in Winter Haven, FL — Page 7

333 listings

3 Bedroom Homes in Winter Haven, FL

Hide Map

24 of 333 Listings

Map

3 Bedroom Homes in Winter Haven, FL

24 of 333 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced24

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$299,900

3 bd · 2 ba · 1,675 sqft

2519 Avenue E SW, Winter Haven, FL

Gloria Johnpierre · SIVEN PREMIER REAL ESTATE

Price ReducedOpen house Fri, Oct 9 · 4:00 PM37Active

$299,000

3 bd · 2 ba · 1,847 sqft

144 Waterside Cir, Winter Haven, FL

Ythamarie Rosario · KELLER WILLIAMS ADVANTAGE III

50Active

$399,999

3 bd · 2 ba · 2,167 sqft

128 N Lake Florence Dr, Winter Haven, FL

Trevor Albergo · KELLER WILLIAMS REALTY

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

44Active

$309,900

3 bd · 2 ba · 1,823 sqft

2820 Traditions Blvd S, Winter Haven, FL

Stephanie Bombinski · AGENT GROUP REALTY

42Active

$435,000

3 bd · 2 ba · 2,702 sqft

1755 Beth Ln, Winter Haven, FL

Joni Reiter · COLDWELL BANKER REALTY

31Active

$289,900

3 bd · 2 ba · 1,164 sqft

1705 Sandalwood Cir SW, Winter Haven, FL

Ken Welch · CENTURY 21 MYERS REALTY LAKE WALES

Price Reduced26Active

$250,000

3 bd · 1 ba · 1,040 sqft

109 2nd Jpv St, Winter Haven, FL

Marissa Hipp · COLDWELL BANKER REALTY

Price Reduced46Active

$299,998

3 bd · 2 ba · 1,323 sqft

156 Manseau Dr, Winter Haven, FL

Vanessa Armas · TRUE FLORIDA REALTY LLC

Price Reduced45Active

$249,765

3 bd · 2 ba · 1,473 sqft

3334 Avenue J NW, Winter Haven, FL

Nicki Salas Fuentes · ELEVE REAL ESTATE LLC

Price Reduced35Active

$349,900

3 bd · 2 ba · 1,890 sqft

906 Avenue M SE, Winter Haven, FL

Joleigh Nolen · COLDWELL BANKER REALTY

36Active

$305,000

3 bd · 2 ba · 1,535 sqft

2579 Sage Valley Way, Winter Haven, FL

Xiomara Mansilla Derqui · RENAISSANCE REALTY NETWORK, IN

Price Reduced7Active

$205,000

3 bd · 1 ba · 850 sqft

2508 Avenue a SW, Winter Haven, FL

Danielle Williams · MARK SPAIN REAL ESTATE

Price Reduced69Active

$399,000

3 bd · 2 ba · 2,418 sqft

6704 Winterset Gardens Rd, Winter Haven, FL

Rachel Santos · WEICHERT REALTORS HALLMARK PRO

Price Reduced19Active

$230,000

3 bd · 2 ba · 1,426 sqft

297 Meadowbrook Blvd, Winter Haven, FL

Karina Alfonso · LPT REALTY, LLC

Price Reduced25Active

$249,000

3 bd · 2 ba · 1,258 sqft

392 Kensington View Dr, Winter Haven, FL

Dayna Grimmett · LIVE FLORIDA REALTY

Price Reduced45Active

$274,989

3 bd · 2 ba · 1,507 sqft

2021 Oliver Pl, Winter Haven, FL

Ray Colon · TRUE FLORIDA REALTY LLC

42Active

$349,900

3 bd · 2 ba · 2,035 sqft

1514 Hamlin St, Winter Haven, FL

Scott Kline · KLINE REAL ESTATE SERVICES

32Active

$280,000

3 bd · 2 ba · 1,935 sqft

2470 Salzburg Loop, Winter Haven, FL

Ron Denney · LAND SOUTH REALTY, LLC

31Active

$292,990

3 bd · 3 ba · 1,673 sqft

2759 Gladiola Rd, Winter Haven, FL

Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

9Active

$109,900

3 bd · 2 ba · 860 sqft

3915 Avenue Q NW, Winter Haven, FL

Jorge Fanani · SOLARE REALTY LLC

24Active

$160,000

3 bd · 1 ba · 988 sqft

1903 3rd St NE, Winter Haven, FL

Twanna Dewdney · LA ROSA REALTY PRESTIGE

Price Reduced36Active

$240,000

3 bd · 2 ba · 1,526 sqft

4 Enclave Dr, Winter Haven, FL

Malak Hassani Benbachir · KELLER WILLIAMS REALTY SMART 1

Price Reduced31Active

$299,900

3 bd · 2 ba · 1,577 sqft

4919 St James Dr, Winter Haven, FL

Crystal Taylor · LIVE FLORIDA REALTY

Price Reduced43Active

$359,900

3 bd · 2 ba · 1,632 sqft

1015 Robin Ln, Winter Haven, FL

David Small · KELLER WILLIAMS REALTY SMART 1

1…6 7 8…14

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 99.7% of asking price

Sales here are closing essentially at asking. MLS · 137 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 18, 2026

Median sale price: $270,000$207,500–$329,495 typical range
Price per sq. ft.: $161
Sales: 135
Paid in cash: 36.3%

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
Townhomes
Condos
Manufactured Homes

By feature

New Construction Homes
Homes with a Pool
Waterfront Homes
Foreclosures & Short Sales
55+ Community 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

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 99.7% of asking price

Sales here are closing essentially at asking. MLS · 137 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 18, 2026

Median sale price: $270,000$207,500–$329,495 typical range
Price per sq. ft.: $161
Sales: 135
Paid in cash: 36.3%

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

48 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.