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Chester, NY Mixed-use Properties for Sale

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Versatile Mixed-Use Corner Property
Pending
$799,999
14,877 SF

Versatile Mixed-Use Corner Property

100 Main St, Chester, NY 10918

Three buildings on 1.3 acres with commercial and residential potential.

  • Prime 1.3‑acre corner lot in the heart of Chester, NY.
  • 11,223 sq ft commercial building (built in 1930) with B1 zoning allowing for diverse business uses (offices, restaurants, banks, etc.).
  • Historic 3,654 sq ft residential building (built in 1755) with RS zoning, ideal for conversion into a retreat.
  • Potential for redevelopment due to prime location and municipal services access.
  • Commercial building previously operated as an antique store.
Updated: Oct 29, 2025
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Historic Mixed-Use Income Property
$949,000
7,493 SF

Historic Mixed-Use Income Property

1 Winkler Pl, Chester, NY 10918

Mixed-use property in historic downtown Chester with income potential.

  • Terrific mixed‑use income producer with potential rent roll of close to $10,000 monthly.
  • 7 units (3 residential apartments, 4 office/retail) over 7,493 SF.
  • Completely renovated in 1998 (down to the studs), including electric & plumbing.
  • Historic building ("American House") in historic downtown Chester, once frequented by Babe Ruth.
  • Walking distance to Heritage Trail and downtown businesses.
Updated: Aug 12, 2025
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Chester, NY Mixed-Use Training Facility
$10,000,000
10,000 SF

Chester, NY Mixed-Use Training Facility

Premier Sports Facility: High Occupancy, Strong Revenue

7 Black Meadow Rd, Chester, NY 10918
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Historic Chester Mixed-Use Building
$1,000,000
7,493 SF

Historic Chester Mixed-Use Building

7-Unit Income Property, High ROI Potential

1 Winkler Pl, Chester, NY 10918
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Based on your search, we've compiled 96 Potential Opportunities for your consideration. Besides 4 Active listings in Chester, NY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 88 Off-Market properties to explore as potential leads

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Multi-Use Property in Washingtonville, NY
Pending
$1,999,000
9,202 SF

Multi-Use Property in Washingtonville, NY

Meticulously maintained, fully-occupied multi-use property with residential and retail units.

11 Goshen Ave, Washingtonville, NY 10992
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Prime Washingtonville Mixed-Use Property
$679,000
2,170 SF

Prime Washingtonville Mixed-Use Property

Main Street Office & Home - High Potential

36 Main St, Washingtonville, NY 10992
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Greenwood Lake Mixed-Use Investment
$715,000
4,400 SF

Greenwood Lake Mixed-Use Investment

Turnkey mixed-use building in vibrant downtown Greenwood Lake.

106 Windermere Ave, Greenwood Lake, NY 10925
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Mixed-Use Property in Greenwood Lake
$899,000

Mixed-Use Property in Greenwood Lake

Four-unit mixed-use property with retail and residential spaces.

93-95 Windermere Ave, Greenwood Lake, NY 10925
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Explore Off-Market Properties in Chester, NY

Consider similar Off-Market properties in Chester, NY. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

7 Black Meadow Rd

7 Black Meadow Rd

Retail properties • 10,000 SF
Value Estimation by Request
7 Black Meadow Rd, Chester, NY 10918
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18 Main St

18 Main St

Mixed-use properties
Value Estimation by Request
18 Main St, Chester, NY 10918
View details
1356 Kings Hwy

1356 Kings Hwy

OFFICE/RESIDENTIAL (MIXED USE) • 1,043 SF
Value Estimation
$220,000
1356 Kings Hwy, Chester, NY 10918
View details
22 Academy Ave

22 Academy Ave

OFFICE/RESIDENTIAL (MIXED USE) • 3,164 SF
Value Estimation
$320,000
22 Academy Ave, Chester, NY 10918-1038
View details
1661 State Rte 17m

1661 State Rte 17m

OFFICE/RESIDENTIAL (MIXED USE) • 1,836 SF
Value Estimation
$360,000
1661 State Rte 17m, Chester, NY 10918-1020
View details
145 Main St

145 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 3,156 SF
Value Estimation
$480,000
145 Main St, Chester, NY 10918-1326
View details
76 Brookside Ave

76 Brookside Ave

STORE/OFFICE (MIXED USE) • 4,362 SF
Value Estimation
$360,000
76 Brookside Ave, Chester, NY 10918-7500
View details
7 Academy Ave

7 Academy Ave

OFFICE/RESIDENTIAL (MIXED USE) • 2,438 SF
Value Estimation
$370,000
7 Academy Ave, Chester, NY 10918-1041
View details
54 Wood Rd

54 Wood Rd

STORE/OFFICE (MIXED USE) • 2,400 SF
Value Estimation
$315,000
54 Wood Rd, Chester, NY 10918
View details
1386 Kings Hwy

1386 Kings Hwy

OFFICE/RESIDENTIAL (MIXED USE) • 2,124 SF
Value Estimation
$325,000
1386 Kings Hwy, Chester, NY 10918
View details
1 Howland St

1 Howland St

OFFICE/RESIDENTIAL (MIXED USE) • 6,356 SF
Value Estimation
$675,000
1 Howland St, Chester, NY 10918-1222
View details
9 Winkler Pl

9 Winkler Pl

OFFICE/RESIDENTIAL (MIXED USE) • 2,420 SF
Value Estimation
$315,000
9 Winkler Pl, Chester, NY 10918-1259
View details
1046 State Rte 17m

1046 State Rte 17m

STORE/OFFICE (MIXED USE) • 3,600 SF
Value Estimation by Request
1046 State Rte 17m, Chester, NY 10918
View details
89 Brookside Ave

89 Brookside Ave

STORE/OFFICE (MIXED USE) • 11,100 SF
Value Estimation
$3,035,000
89 Brookside Ave, Chester, NY 10918-1033
View details
1388 Kings Hwy

1388 Kings Hwy

OFFICE/RESIDENTIAL (MIXED USE) • 3,930 SF
Value Estimation
$300,000
1388 Kings Hwy, Chester, NY 10918
View details
1367 Kings Hwy

1367 Kings Hwy

OFFICE/RESIDENTIAL (MIXED USE) • 1,188 SF
Value Estimation
$265,000
1367 Kings Hwy, Chester, NY 10918
View details
55 Brookside Ave

55 Brookside Ave

OFFICE/RESIDENTIAL (MIXED USE) • 784 SF
Value Estimation
$365,000
55 Brookside Ave, Chester, NY 10918-1347
View details
1373 Kings Hwy

1373 Kings Hwy

OFFICE/RESIDENTIAL (MIXED USE) • 2,644 SF
Value Estimation
$350,000
1373 Kings Hwy, Chester, NY 10918
View details
14 Main St

14 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 3,940 SF
Value Estimation
$135,000
14 Main St, Chester, NY 10918
View details
2 Clubhouse Pl

2 Clubhouse Pl

STORE/OFFICE (MIXED USE) • 7,220 SF
Value Estimation by Request
2 Clubhouse Pl, Chester, NY 10918
View details

Chester, NY Mixed-Use Properties Investment Opportunities Market Analysis

Explore 92 mixed-use properties for sale in Chester, NY, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 4,047,864 square feet of properties for sale, with an estimated market value of $27,738,999.

Prices for multi use buildings in Chester, NY start at $125,000, averaging $390,690, and reaching up to $2,990,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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