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Homes Under $500K in Winter, WI

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9 of 34 Listings

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9 of 34 Listings

25Active
$249,900

Homes Under $500K in Winter, WI — Page 2

34 listings

Homes Under $500K in Winter, WI

Hide Map

9 of 34 Listings

Map

Homes Under $500K in Winter, WI

9 of 34 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas

25Active
$249,900

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas

1 bd · 1 ba · 720 sqft

3598N Old J Road, Winter, WI

Ida Kinsley · Birchland Realty Inc./Phillips

69Active

$269,900

3 bd · 2 ba · 1,456 sqft

5650W Tower Rd, Winter, WI

CALA NEU · NORTHWOODS REALTY

Price Reduced53Active

$359,900

2 bd · 1 ba · 1,120 sqft

9159N Chippewa Pines Way, Winter, WI

IR KINSLEY GROUP · BIRCHLAND REALTY, INC. - PHILLIPS

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas

59Active

$429,000

3 bd · 1 ba · 960 sqft

5321N Lake Winter Road, Winter, WI

Audrey Miller · Northwest Wisconsin Realty Team

39Active

$424,900

2 bd · 1 ba · 1,024 sqft

4091W Clover Rd N, Winter, WI

DEBRA WEINBERGER · BIRCHLAND REALTY, INC - PARK FALLS

Price Reduced23Active

$290,000

3 bd · 4 ba · 3,604 sqft

3480 Hwy 70, Winter, WI

ROXI PLATH · THE MOXI AGENCY LLC

90Active

$489,900

3 bd · 2 ba · 1,663 sqft

6960N Cth Gg, Winter, WI

COTY FLESSERT · NORTHWOODS REALTY

47Active

$299,900

9 bd · 6 ba · 3,814 sqft

6628W Marion St, Winter, WI

IR KINSLEY GROUP · BIRCHLAND REALTY, INC. - PHILLIPS

Price Reduced54Active

$349,900

5 bd · 1 ba · 1,420 sqft

6733W Golf Course Rd, Winter, WI

IR KINSLEY GROUP · BIRCHLAND REALTY, INC. - PHILLIPS

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Listing data & MLS disclosures

Greater Northwoods MLS: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Listing information ©2026 Greater Northwoods MLS, Inc®. All Rights Reserved. Last Updated: 2026-09-29 14:01:36 UTC
Wisconsin Real Estate Exchange (WIREX): IDX information is provided exclusively for consumers’ personal non-commercial use, may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and is deemed reliable but is not guaranteed by the MLS.

Winter, WI community profile

Population: 338
Median income: $48,043
Housing units: 292
People per sq. mi.: 0.8
Area: 424.4 sq. mi.

Source: HJN community data

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. #58131-90

Call Thomas

Listing data & MLS disclosures

Greater Northwoods MLS: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Listing information ©2026 Greater Northwoods MLS, Inc®. All Rights Reserved. Last Updated: 2026-09-29 14:01:36 UTC
Wisconsin Real Estate Exchange (WIREX): IDX information is provided exclusively for consumers’ personal non-commercial use, may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and is deemed reliable but is not guaranteed by the MLS.

Winter, WI community profile

Population: 338
Median income: $48,043
Housing units: 292
People per sq. mi.: 0.8
Area: 424.4 sq. mi.

Source: HJN community data