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Winter Haven, FL Homes for Sale — Page 64 | Realty.com

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3 beds New construction With a pool

Homes for Sale in Winter Haven, FL

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24 of 1,549 Listings

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24 of 1,549 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced51Active
$145,000
2 bd · 2 ba · 1,248 sqft
6044 Grand Oaks Dr SE, Winter Haven, FL
Patricia De Graaff, LLC · RE/MAX HERITAGE PROFESSIONALS
Price Reduced51Active
$145,000
2 bd · 2 ba · 1,248 sqft
6044 Grand Oaks Drive SE, Winter Haven, FL
Patricia De Graaff, LLC · RE/MAX HERITAGE PROFESSIONALS
Price Reduced70Active
$160,000
3 bd · 2 ba · 1,305 sqft
503 Holt Circle, Winter Haven, FL
Adam Faucett · EXP REALTY LLC

Price Reduced31Active
$116,000
2 bd · 1 ba · 840 sqft
1700 6th Street NW C26, Winter Haven, FL
Bryan Rich · CENTURY 21 WATSON & MYERS REALTY
1Active
$120,000
2 bd · 2 ba · 1,176 sqft
100 Lakeside Ranch Dr, Winter Haven, FL
Chanmarlie Lim · HOME WISE REALTY GROUP, INC.
1Active
$120,000
2 bd · 2 ba · 1,176 sqft
100 Lakeside Ranch Drive, Winter Haven, FL
Chanmarlie Lim · HOME WISE REALTY GROUP, INC.
Price Reduced49Active
$379,000
3 bd · 2 ba · 2,218 sqft
104 Woden Way, Winter Haven, FL
Karen Myers · CENTURY 21 MYERS REALTY
Price Reduced49Active
$379,000
3 bd · 2 ba · 2,218 sqft
104 Woden Way, Winter Haven, FL
Karen Myers · CENTURY 21 MYERS REALTY
Price Reduced31Active
$179,999
2 bd · 2 ba · 1,252 sqft
2218 Abbey Rd, Winter Haven, FL
Larry King · VIVA ORLANDO REALTY INC.
Price Reduced31Active
$179,999
2 bd · 2 ba · 1,252 sqft
2218 Abbey Road, Winter Haven, FL
Larry King · VIVA ORLANDO REALTY INC.
Price Reduced16Active
$215,000
2 bd · 2 ba · 1,118 sqft
1224 Vienna Square Dr, Winter Haven, FL
Don Jerue · KELLER WILLIAMS REALTY SMART 1
Price Reduced16Active
$215,000
2 bd · 2 ba · 1,118 sqft
1224 Vienna Square Drive, Winter Haven, FL
Don Jerue · KELLER WILLIAMS REALTY SMART 1
Price Reduced37Active
$379,000
3 bd · 2 ba · 1,603 sqft
4099 Island Lakes Dr, Winter Haven, FL
Don Jerue · KELLER WILLIAMS REALTY SMART 1
Price Reduced37Active
$379,000
3 bd · 2 ba · 1,603 sqft
4099 Island Lakes Drive, Winter Haven, FL
Don Jerue · KELLER WILLIAMS REALTY SMART 1
Price Reduced10Active
$124,000
2 bd · 2 ba · 1,050 sqft
689 Lake Howard Dr NW #1E, Winter Haven, FL
Maria Rivera · RIVERA & ASSOCIATES REALTY
Price Reduced10Active
$124,000
2 bd · 2 ba · 1,050 sqft
689 Lake Howard Drive NW 1E, Winter Haven, FL
Maria Rivera · RIVERA & ASSOCIATES REALTY
7Active
$245,000
3 bd · 2 ba · 1,344 sqft
1540 Avenue C NE, Winter Haven, FL
Robert Miller, Jr · MILLSHIRE REALTY
Price Reduced19Active
$279,900
3 bd · 2 ba · 1,526 sqft
1787 White Elephant Loop, Winter Haven, FL
Gayle Van Wagenen · LGI REALTY- FLORIDA, LLC
7Active
$245,000
3 bd · 2 ba · 1,344 sqft
1540 Avenue C NE, Winter Haven, FL
Robert Miller, Jr · MILLSHIRE REALTY
Price Reduced19Active
$279,900
3 bd · 2 ba · 1,526 sqft
1787 White Elephant Loop, Winter Haven, FL
Gayle Van Wagenen · LGI REALTY- FLORIDA, LLC
Price Reduced50Active
$250,000
3 bd · 2 ba · 1,144 sqft
657 Ave C SW, Winter Haven, FL
Hala Saleh · LoKation
Price Reduced46Active
$193,000
2 bd · 2 ba · 1,139 sqft
683 Broadmoor Cir #683, Winter Haven, FL
Darlene Bice · TOWN & COUNTRY REAL ESTATE
Price Reduced46Active
$193,000
2 bd · 2 ba · 1,139 sqft
683 Broadmoor Circle 683, Winter Haven, FL
Darlene Bice · TOWN & COUNTRY REAL ESTATE
Price Reduced26Active
$248,000
2 bd · 2 ba · 1,164 sqft
1703 Linz Ct, Winter Haven, FL
Austin Schreiber · DGCF REALTY ADVISORS LLC

1…63 64 65

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: 2026-10-06 09:11:58 UTC
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
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.

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: 2026-10-06 09:11:58 UTC
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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Foreclosures & Short Sales

55+ Community Homes

Nearby areas

ZIP codes

34747 (2,310)
34746 (1,665)
33837 (1,454)
33896 (1,129)
33844 (1,103)
34759 (925)
33897 (895)
33884 (687)

Cities

Kissimmee (2,913)
KISSIMMEE (2,856)
DAVENPORT (1,727)
Davenport (1,708)
Lakeland (1,157)
LAKELAND (1,121)
HAINES CITY (550)
Haines City (549)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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.

Nearby areas

ZIP codes

34747 (2,310)
34746 (1,665)
33837 (1,454)
33896 (1,129)
33844 (1,103)
34759 (925)
33897 (895)
33884 (687)

Cities

Kissimmee (2,913)
KISSIMMEE (2,856)
DAVENPORT (1,727)
Davenport (1,708)
Lakeland (1,157)
LAKELAND (1,121)
HAINES CITY (550)
Haines City (549)