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Bean Group
Offered at $835,000Active
beds
20
baths
8
sq ft
9,664
Built
1850

127-133 Webb Street

Bennington, VT 05201

About this home

Exceptional investment opportunity in downtown Bennington! This income-producing multi-family property features eight apartments across two buildings, offering a versatile mix of four 2-bedroom/1-bath units and four 3-bedroom/1-bath units. With eight rental units and an additional unimproved 0.26-acre lot, this property offers investors an opportunity to build long-term wealth while exploring future value-enhancement possibilities. Three apartments have undergone updates/renovation within the past two years, providing a solid foundation for continued investment and potential rental growth. Ideally situated just off Main Street, the property benefits from convenient access to downtown Bennington's shops, restaurants, services, and amenities. A rare opportunity to acquire a substantial multi-unit investment with room to maximize its potential in a desirable downtown location.

Listing last checked: Listing updated:

Listed by Vicki R Wilson · Maple Leaf Real Estate · MLS #5113984

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Details at a glance

Interior4 property facts
Rooms
1
Heating
Baseboard, Forced Air, Hot Water, Oil
Cooling
None
Basement
Yes · Full, Interior Stairs, Unfinished, Interior Access
Building5 property facts
Style
Multi Family
Year built
1850
Parking
2
Foundation
Stone
Roof
Shingle
Land & utilities5 property facts
Lot size
0.98 acres
Water
Public
Sewer
Public Sewer
Pool
Not reported
Zoning
MR-1
Financial2 property facts
Annual taxes
$14,904
Assessment year
2026

Location

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Estimated monthly cost

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Known monthly costs$5,464 / monthAdjust
Principal & interest
$4,222
Property tax
$1,242
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $14,904. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Price and status timeline

  1. New

    $835,000 · Oct 12, 2026

More property insights

Photo-based condition insights

Overall presentation: average

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About 127-133 Webb Street

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Request a tour of 127-133 Webb Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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