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3 beds New construction With a pool

Homes Under $200K in Winter Haven, FL

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24 of 174 Listings

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24 of 174 Listings

Price Reduced12

Homes Under $200K in Winter Haven, FL — Page 3

174 listings

Homes Under $200K in Winter Haven, FL

Hide Map

24 of 174 Listings

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Homes Under $200K in Winter Haven, FL

24 of 174 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced12

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$99,000

2 bd · 2 ba · 1,030 sqft

333 Lake Howard Dr NW #302B, Winter Haven, FL

Karen Myers · UNITED REALTY GROUP INC

25Active

$152,000

2 bd · 2 ba · 1,144 sqft

6455 Hollyberry Ln NE, Winter Haven, FL

Harrison Perez Collazo · CAISSA REALTY INVESTMENT INC

52Active

$198,000

2 bd · 2 ba · 1,856 sqft

6627 Westchester Dr NE, Winter Haven, FL

Patricia De Graaff, LLC · RE/MAX HERITAGE PROFESSIONALS

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced19Active

$129,000

2 bd · 2 ba · 1,148 sqft

1550 11th St NE #G6, Winter Haven, FL

Christopher Collany · COLLANY PROPERTIES

17Active

$180,000

3 bd · 2 ba · 1,000 sqft

209 Avenue C NE, Winter Haven, FL

Paola Arias · MBA REALTY GROUP, INC

35Active

$179,000

2 bd · 2 ba · 1,248 sqft

6458 Hollyberry Ln NE, Winter Haven, FL

Harrison Perez Collazo · CAISSA REALTY INVESTMENT INC

Price Reduced28Active

$169,900

3 bd · 1 ba · 1,226 sqft

1550 36th St NW, Winter Haven, FL

Dylan Lawrence · THE WILKINS WAY LLC

34Active

$144,900

2 bd · 2 ba · 1,347 sqft

1776 6th St NW #308, Winter Haven, FL

Chris Goode · JUDY B CLEAVES PROPERTIES INC

Price Reduced7Active

$142,000

3 bd · 2 ba · 1,344 sqft

1050 Beach Ln, Winter Haven, FL

Jesse Carriedo · REALTYCITY INC

Price Reduced31Active

$159,000

2 bd · 2 ba · 1,017 sqft

508 Eagle Pond Dr #508, Winter Haven, FL

Laura Barnes · CHAIN OF LAKES REALTY INC

27Active

$147,500

2 bd · 2 ba · 1,347 sqft

1776 6th St NW #504, Winter Haven, FL

Annette Bagwell · ELEVATED REALTY

11Active

$54,900

2 bd · 1 ba · 672 sqft

213 Lakeside Ranch Cir, Winter Haven, FL

Nadia Aguilar · EXIT REALTY 4CORNERS

Price Reduced37Active

$114,900

2 bd · 2 ba · 1,347 sqft

1776 6th St NW #409, Winter Haven, FL

Chris Goode · JUDY B CLEAVES PROPERTIES INC

13Active

$103,000

2 bd · 2 ba · 1,260 sqft

86 Parson Dr, Winter Haven, FL

Darlene Bice · TOWN & COUNTRY REAL ESTATE

Price Reduced12Active

$65,000

2 bd · 2 ba · 864 sqft

187 Sweet Cir, Winter Haven, FL

Darlene Bice · TOWN & COUNTRY REAL ESTATE

46Active

$158,500

2 bd · 2 ba · 1,404 sqft

6703 Canterbury Dr NE, Winter Haven, FL

Brad Martin · BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

16Active

$135,000

2 bd · 2 ba · 1,073 sqft

242 Winter Ridge Blvd #242, Winter Haven, FL

Vikki Thielen · THE MARKET REALTY COMPANY

27Active

$150,000

3 bd · 3 ba · 1,334 sqft

2500 21st St NW #58, Winter Haven, FL

Jonalyn Davis · DALTON WADE INC

Price Reduced40Active

$180,000

3 bd · 2 ba · 1,504 sqft

6229 Knotty Pine Dr SE, Winter Haven, FL

Stacey Payne · PREFERRED REAL ESTATE BROKERS

Price Reduced14Active

$189,000

2 bd · 1 ba · 840 sqft

1248 31st St NW, Winter Haven, FL

Ronnie Holloman · HOLLOMAN GORDON REALTY, INC.

Price Reduced26Active

$199,990

3 bd · 3 ba · 1,386 sqft

3021 Captain Jax Way, Winter Haven, FL

Ben Goldstein · LENNAR REALTY

Price Reduced57Active

$100,000

2 bd · 2 ba · 942 sqft

345 24th St NW #1, Winter Haven, FL

Ronnie DeCarlo · KELLER WILLIAMS CLASSIC

Price Reduced66Active

$169,900

2 bd · 2 ba · 1,200 sqft

6086 Southern Oaks Dr, Winter Haven, FL

Joanne Summeralls · COLDWELL BANKER REALTY

Price Reduced64Active

$145,000

2 bd · 2 ba · 1,072 sqft

689 Lake Howard Dr NW #213, Winter Haven, FL

Michael Stone · THE STONES REAL ESTATE FIRM

1 2 3 4…8

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

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Homes with a Pool
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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 99.9% 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.