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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: Feb 24
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Renovated Mixed-Use Property in Chester
$650,000

Renovated Mixed-Use Property in Chester

3630 Vt Route 103 N, Chester, VT 05143

Completely renovated mixed-use property with residential and commercial spaces.

  • Completely renovated property with modern amenities and unique character.
  • Features two residential units plus a versatile two‑story commercial space.
  • Commercial space is currently occupied by a successful, established business.
  • New electrical, plumbing, insulation, and energy‑efficient windows.
  • Meticulously designed kitchens and bathrooms incorporating reclaimed materials.
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Mixed-Use Property on Main Street
$299,000

Mixed-Use Property on Main Street

Mixed-use property with commercial and residential potential on busy street.

41 Vt Route 103 South, Chester, VT 05143
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Based on your search, we've compiled 19 Potential Opportunities for your consideration. Besides 3 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.

Spacious Gambrel Home with Mountain Views
$800,000
4,733 SF

Spacious Gambrel Home with Mountain Views

Expanded Gambrel-style home on 9.55 acres with mountain views.

107-109 Baker Rd, Springfield, VT 05156
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Springfield Multi-Unit Residential Property
$249,000
3,312 SF

Springfield Multi-Unit Residential Property

Multi-unit property in Springfield, VT with recent updates.

715-717 Giddings St, Springfield, VT 05150
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Charming Multi-Family Home in Cavendish
$405,000
1,976 SF

Charming Multi-Family Home in Cavendish

Versatile Vermont home with studio apartment near Black River.

198 Depot St, Cavendish, VT 05153
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Charming Cavendish Multi-Family Property
$325,000
1,697 SF

Charming Cavendish Multi-Family Property

Two-unit property near Okemo Mountain, ideal for investment or living.

818 Main St, Cavendish, VT 05142
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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.

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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Howard Hill Rd

Howard Hill Rd

Land • 200.27 Acres
Value Estimation by Request
0 Howard Hill 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
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982 High St

982 High St

CAMPGROUND, RV PARK • 952 SF
Value Estimation by Request
982 High St, Chester, VT 05143
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Potash Brk Rd

Potash Brk Rd

CAMPGROUND, RV PARK • 10.50 Acres
Value Estimation by Request
Potash Brk Rd, Chester, VT 05143
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Whitmore Brk Rd

Whitmore Brk Rd

Farms • 18.54 Acres
Value Estimation by Request
0 Whitmore Brk Rd, Chester, VT 05143
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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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173 Horse Hl Rd

173 Horse Hl Rd

Farms • 534.04 Acres
Value Estimation by Request
173 Horse Hl Rd, Chester, VT 05143
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Chester, VT Residential Income Properties Investment Opportunities Market Analysis

Explore 13 residential income properties for sale in Chester, VT, showcased through 3 active listings 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.

Sale 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 stay ahead with the latest data and market trends.

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