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Chester, VT Residential Income Properties for Sale

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Victorian Multi-Family Home
$599,000
3,850 SF

Victorian Multi-Family Home

534 Elm St, Chester, VT 05143

Impressive Victorian home with carriage house in Chester, Vermont.

  • Main house features 4 bedrooms and a 3‑bedroom carriage house, offering flexibility.
  • Turnkey sale for immediate occupancy.
  • Located in Chester, Vermont, one of the top 10 most beautiful towns in Vermont.
  • Proximity to multiple Vermont ski resorts: Okemo, Killington, Stratton, Bromley, and Magic Mountains.
  • Historic Victorian home (built in 1868) with original character.
Updated: Dec 2, 2025
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Based on your search, we've compiled 17 Potential Opportunities for your consideration. Besides 1 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 10 Off-Market properties to explore as potential leads, plus 2 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.

Five-Unit Multifamily Property
$314,000

Five-Unit Multifamily Property

Multifamily property featuring five units and three garage spaces.

96 Chester Rd, Springfield, VT 05156
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Two Multifamily Buildings Package
$410,000

Two Multifamily Buildings Package

Two apartment buildings being sold as a package.

454 Gidding St, Springfield, VT 05150
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Ludlow Multi-Family Investment Opportunity
$499,000
3,683 SF

Ludlow Multi-Family Investment Opportunity

Updated multi-unit property near skiing, restaurants, shopping, and schools.

61 Pleasant St, Ludlow, VT 05149
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Ludlow Village Multifamily Investment Opportunity
$650,000

Ludlow Village Multifamily Investment Opportunity

Two-unit multifamily property in Ludlow, VT with rental income.

108 Main St, Ludlow, VT 05149
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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.

Five Acre Chester Land Parcel
$159,000
5.00 Acres

Five Acre Chester Land Parcel

Five acre parcel near Chester, VT, ready for development.

00 Contro Rd, Chester, VT 05143
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Vermont Land with Mountain Views
$275,000
91.00 Acres

Vermont Land with Mountain Views

91-acre property near Chester, VT with mountain views.

000 Green Mountain Tpke, Chester, VT 05143
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Explore Off-Market Properties in Chester, VT

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

270200 Old Shincracker

270200 Old Shincracker

CAMPGROUND, RV PARK • 47.00 Acres
Value Estimation by Request
270200 Old Shincracker, Chester, VT 05143
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418 Howard Hl Rd

418 Howard Hl Rd

CAMPGROUND, RV PARK • 1.40 Acres
Value Estimation by Request
418 Howard Hl Rd, Chester, VT 05143-4474
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982 High St

982 High St

CAMPGROUND, RV PARK • 952 SF
Value Estimation
$300,000
982 High St, Chester, VT 05143
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Potash Brk Rd

Potash Brk Rd

CAMPGROUND, RV PARK • 10.50 Acres
Value Estimation
$250,000
Potash Brk Rd, Chester, VT 05143
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17 Pond Rd

17 Pond Rd

CAMPGROUND, RV PARK • 1.67 Acres
Value Estimation by Request
17 Pond Rd, Chester, VT 05143
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Andover Rd

Andover Rd

CAMPGROUND, RV PARK • 6.62 Acres
Value Estimation by Request
Andover Rd, Chester, VT 05143
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6558 Popple Dungeon Rd

6558 Popple Dungeon Rd

CAMPGROUND, RV PARK • 0.23 Acres
Value Estimation by Request
6558 Popple Dungeon Rd, Chester, VT 05143
View details

Chester, VT Residential Income Properties Investment Opportunities Market Analysis

Explore 8 residential income properties for sale in Chester, VT on our real estate platform. These investment opportunities span a total of 5,525,150 square feet of properties for sale, with an estimated market value of $1,114,000.

Prices for residential income properties in Chester, VT start at $235,000, averaging $371,333, and reaching up to $599,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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