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Expanded Search for

Live-work Space for Sale in Chester, CT

Based on your search, we've compiled 27 Potential Opportunities for your consideration. While there is a shortage of Active listings in Chester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 19 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Explore Opportunities in Nearby Cities

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

Versatile Retail Building in Canterbury
$699,000
3.85 Acres

Versatile Retail Building in Canterbury

5,306 sq ft retail building on 3.85 acres.

20 Knollwood Drive, Canterbury, CT 06331
View details
Historic Brownstone in Danbury
$895,000
8,612 SF

Historic Brownstone in Danbury

Classic brownstone with commercial space and residential conversion potential.

248 Main Street, Danbury, CT 6810
View details
Versatile Retail Building on Large Lot
$699,000
5,376 SF

Versatile Retail Building on Large Lot

5,306 sq ft retail building on 3.85 acres.

20 Knollwood Drive, Canterbury, CT 6331
View details
Danbury Brownstone with Commercial Levels
$895,000
8,612 SF

Danbury Brownstone with Commercial Levels

Classic brownstone with commercial space and residential conversion potential.

248 Main Street, Danbury, CT 6810
View details

Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Haddam Mixed-Use Development Opportunity
$1,320,000
3,036 SF

Haddam Mixed-Use Development Opportunity

Two-family home with approvals for 24 additional units on 1.26 acres.

1572 Saybrook Road, Haddam, CT 06438
View details
Haddam Mixed-Use Development Opportunity
$1,320,000
3,036 SF

Haddam Mixed-Use Development Opportunity

Two-family home with permits for 24 new units.

1572 Saybrook Road, Haddam, CT 06438
View details
Antique Two-Family Home with Development Potential
$1,320,000
3,036 SF

Antique Two-Family Home with Development Potential

Two-family home with approvals for 24 new units.

1572 Saybrook Road, Haddam, CT 6438
View details
Commercial Land Parcel in Essex
$250,000

Commercial Land Parcel in Essex

Commercial land parcel with high visibility in Essex, CT.

130 Dennison Rd, Essex, CT 6426
View details

Explore Off-Market Properties in Chester, CT

Consider similar Off-Market properties in Chester, CT. 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.

1 Maple St

1 Maple St

OFFICE/RESIDENTIAL (MIXED USE) • 4,667 SF
Value Estimation
$645,000
1 Maple St, Chester, CT 06412-1314
View details
14 Main St

14 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 2,880 SF
Value Estimation
$645,000
14 Main St, Chester, CT 06412-1342
View details
59-61 Main St

59-61 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 2,177 SF
Value Estimation by Request
59-61 Main St, Chester, CT 06412
View details
76 Main St

76 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 1,932 SF
Value Estimation by Request
76 Main St, Chester, CT 06412-1340
View details
5 Main St

5 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 2,754 SF
Value Estimation by Request
5 Main St, Chester, CT 06412-1302
View details
159 Main St

159 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 4,949 SF
Value Estimation by Request
159 Main St, Chester, CT 06412-1377
View details
26 Maple St

26 Maple St

OFFICE/RESIDENTIAL (MIXED USE) • 3,180 SF
Value Estimation by Request
26 Maple St, Chester, CT 06412
View details
51 Main St

51 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 1,444 SF
Value Estimation by Request
51 Main St, Chester, CT 06412-1311
View details
7 Maple St

7 Maple St

OFFICE/RESIDENTIAL (MIXED USE) • 0.36 Acres
Value Estimation by Request
7 Maple St, Chester, CT 06412-1373
View details
21 Main St

21 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 1,427 SF
Value Estimation by Request
21 Main St, Chester, CT 06412-1311
View details
189 Middlesex Ave Ste, Unit 191

189 Middlesex Ave Ste, Unit 191

OFFICE/RESIDENTIAL (MIXED USE) • 21,905 SF
Value Estimation
$1,230,000
189 Middlesex Ave Ste, Chester, CT 06412-1274
View details
39-41 Main St

39-41 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 1,954 SF
Value Estimation by Request
39-41 Main St, Chester, CT 06412
View details
1 Main St

1 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 2,476 SF
Value Estimation by Request
1 Main St, Chester, CT 06412
View details
4 Water St

4 Water St

OFFICE/RESIDENTIAL (MIXED USE) • 13,800 SF
Value Estimation
$935,000
4 Water St, Chester, CT 06412
View details
23 Main St

23 Main St

OFFICE/RESIDENTIAL (MIXED USE) • 4,826 SF
Value Estimation by Request
23 Main St, Chester, CT 06412-1311
View details
5 Spg St

5 Spg St

OFFICE/RESIDENTIAL (MIXED USE) • 2,956 SF
Value Estimation by Request
5 Spg St, Chester, CT 06412-1338
View details
17 Main St, Unit 17

17 Main St, Unit 17

OFFICE/RESIDENTIAL (MIXED USE) • 3,431 SF
Value Estimation by Request
17 Main St, Chester, CT 06412-1311
View details
87-89 Middlesex Ave

87-89 Middlesex Ave

OFFICE/RESIDENTIAL (MIXED USE) • 1.04 Acres
Value Estimation by Request
87-89 Middlesex Ave, Chester, CT 06412
View details
36 Main St, Unit 42

36 Main St, Unit 42

OFFICE/RESIDENTIAL (MIXED USE) • 1,535 SF
Value Estimation by Request
36 Main St, Chester, CT 06412-1341
View details

Chester, CT Live-Work Space Investment Opportunities Market Analysis

Explore 19 live-work space for sale in Chester, CT on our real estate platform. These investment opportunities span a total of 308,840 square feet of properties for sale, with an estimated market value of $6,840,000.

Sale prices for live-work properties in Chester, CT start at $255,000, averaging $380,000, and reaching up to $690,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.