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Chester, VT

Residential Income

Chester, VT Residential Income Properties for Sale

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Rockingham, VT Grafton, VT Springfield, VT Andover, VT Londonderry, VT Ludlow, VT Charlestown, NH Cavendish, VT

Renovated Mixed-Use Property

Updated: Jun 12

Renovated Mixed-Use Property

3630 Vt Route 103 N, Chester, VT 05143

$650,000

5,324 sqft

Year built 1830, completely renovated property in Chester, VT
Two residential units with high‑quality upgrades throughout
New electrical, plumbing, insulation, and energy‑efficient windows
Two‑story commercial area included, currently occupied by an established business
Residential kitchens and bathrooms feature reclaimed materials in the renovations

Mixed-Use Downtown Property

Updated: Jun 12

Mixed-Use Downtown Property

145 South Main Street, Chester, VT 05143

$385,000

3,608 sqft

Built in 1880, mixed‑use property on South Main Street in downtown Chester
Income mix includes 2 residential apartments: one 2‑bed/1‑bath and one 1‑bed/1‑bath
Also includes two commercial spaces for additional rental income
Large barn on‑site with potential for additional units or expanded uses, subject to local approvals
Ample parking for residents, customers, and tenants

Mixed-Use Building with Retail

Mixed-Use Building with Retail

34 School St, Chester, VT 05143

$465,000

A mixed-use building with storefront retail spaces and two 1-bedroom apartments in downtown Chester.

Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center

Based on your search, we've compiled 21 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 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

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

Duplex with Barn and Flex Loft

Duplex with Barn and Flex Loft

81 High Street, Cavendish, VT 05142

$525,000

2,304 sqft 0.37 AC lot

Renovated 5-bedroom structure that can operate as two rental units, with an unfinished third floor and attached barn.

Well-Maintained 7-Unit Multifamily

Well-Maintained 7-Unit Multifamily

2003 Main Road, Cavendish, VT 05142

$791,000

4,723 sqft 0.72 AC lot

Seven well-maintained units with four 2-bedroom and two 1-bedroom apartments plus one 4-bedroom unit.

Two-Unit Home with Garage

Two-Unit Home with Garage

73 Union St, Springfield, VT 05156

$129,000

Two-unit home with potential for single-family conversion and rental income.

Residential Income Quadplex with Carriage House

Residential Income Quadplex with Carriage House

715-717 Giddings Street, Springfield, VT 05150

$225,000

3,312 sqft 0.50 AC lot

Four rental units total, including a carriage house; recent 2023 heating replacement supports continued livability and operations.

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.

Vermont Land with Building Potential

Vermont Land with Building Potential

Farrar Road, Chester, VT 05143

$74,500

16.24 AC lot

16.24 acre lot in Chester, VT, wooded and private.

Mountain View Agricultural Land Parcel

Mountain View Agricultural Land Parcel

Green Mountain Turnpike, Chester, VT 05143

$249,000

84.00 AC lot

84+ acres with over 3,000 feet of road frontage, mountain views, and utilities access for agricultural or recreation use.

Open Meadow Agricultural Land Parcel

Open Meadow Agricultural Land Parcel

Contro Road, Chester, VT 05143

$159,000

5.00 AC lot

Five-acre parcel with an open meadow, town road access, power nearby, and a WWW permit already issued.

Recreation Land with Trail Access

Recreation Land with Trail Access

Markham Mountain Road, Andover, VT 05143

$595,000

220.11 AC lot

Wooded acreage with VAST snowmobile trail access through the property in a residential-zoned setting.

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.

418 Howard Hl Rd

CAMPGROUND, RV PARK

418 Howard Hl Rd, Chester, VT 05143-4474

Value Estimation by Request

1.40 AC lot

982 High St

CAMPGROUND, RV PARK

982 High St, Chester, VT 05143

Value Estimation by Request

952 sqft 115.59 AC lot

Andover Rd

CAMPGROUND, RV PARK

Andover Rd, Chester, VT 05143

Value Estimation by Request

6.62 AC lot

Potash Brk Rd

CAMPGROUND, RV PARK

Potash Brk Rd, Chester, VT 05143

Value Estimation by Request

10.50 AC lot

6558 Popple Dungeon Rd

CAMPGROUND, RV PARK

6558 Popple Dungeon Rd, Chester, VT 05143

Value Estimation by Request

0.23 AC lot

Whitmore Brk Rd

Farms

0 Whitmore Brk Rd, Chester, VT 05143

Value Estimation by Request

18.54 AC lot

Howard Hill Rd

Land

0 Howard Hill Rd, Chester, VT 05143

Value Estimation by Request

200.27 AC lot

173 Horse Hl Rd

Farms

173 Horse Hl Rd, Chester, VT 05143

Value Estimation by Request

534.04 AC lot

270200 Old Shincracker

CAMPGROUND, RV PARK

270200 Old Shincracker, Chester, VT 05143

Value Estimation by Request

47.00 AC lot

17 Pond Rd

CAMPGROUND, RV PARK

17 Pond Rd, Chester, VT 05143

Value Estimation by Request

1.67 AC lot

Chester, VT Residential Income Properties Market Trends and Statistics

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 8,932 square feet of properties for sale, with an estimated market value of $1,500,000.

Sale prices for residential income properties in Chester, VT start at $385,000, averaging $500,000, and reaching up to $650,000 — 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Demographics Overview

Population 4,916

Population Growth (5Y) +12.0%

Median Household Income $73,438

College Educated 24.4%

High-Yield Neighborhoods for Investment

Identify Chester submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood	Average Price
05143	$472.5K

Taxes & Financing

Tax Rate (average for all types) 2.38%

Property Tax per SF $59.56 per SF

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Windsor County

New Delisted

Total CRE Inventory on Market (SF)

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