317 Pleasant St

$215,000
Price
5
Beds
2
Baths
2,201 Sq. Ft.
$98 / Sq. Ft.
2,201
Sq. Ft.
$98
per Sq. Ft.

Description

Centrally located renovated Bennington duplex, with backyard and garage. This duplex can generate an annual net operating income of ~$23k+ at current numbers (~10.5%), producing robust returns from cash flow and not speculation! Owner performed renovations since acquiring, including to heating systems, plumbing, and gut renovation of the upstairs 2br (currently rented for $1,400). Unit 1 on the ground floor is spacious 3br ~1,250 square feet with backyard access, eat in kitchen, desirable layout,...Centrally located renovated Bennington duplex, with backyard and garage. This duplex can generate an annual net operating income of ~$23k+ at current numbers (~10.5%), producing robust returns from cash flow and not speculation! Owner performed renovations since acquiring, including to heating systems, plumbing, and gut renovation of the upstairs 2br (currently rented for $1,400). Unit 1 on the ground floor is spacious 3br ~1,250 square feet with backyard access, eat in kitchen, desirable layout, and would make a perfect owners' unit if the intention is to owner occupy and cover your mortgage and make extra income (current rent is $1,709 and tenant is on a month-to-month lease). his is a significant opportunity to acquire in-demand housing in Bennington ahead of the historic $54million Bennington Highschool mixed use redevelopment down the street (one of the largest redevelopments in state history), and the start of a falling rate environment that should lead to organic price appreciation independent of the strong cash flow. Listing Broker is a member of the LLC selling the property.
  1. Listed by Michael Gilman • 3GEN Real Estate Inc

Property Details for 317 Pleasant Street

Zoning
VR
LISTING UPDATED: 10/15/2025 01:00 PM

Property Details for 317 Pleasant Street

StatusActive
MLS #5065393
Days on Market64
Taxes$4,219 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti Family
Year Built1900
Lot Size0.10 AC / 4,356 SF
CountyBennington County

Location

Listing Courtesy of 3GEN Real Estate Inc
Add your commute

Building Information for 317 Pleasant Street

Stories1Residences2Year Built1900Building Size-Lot Size0.10 AC / 4,356 SF

Payment Calculator

$1,414 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,062

Property Taxes

$352

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 317 Pleasant Street

Summary
Location and General Information
  • City: Bennington
  • County: VT-Bennington
  • Latitude: 42.878970000001004
  • Longitude: -73.190751000000006
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05201
Taxes and HOA Information
  • SPAN Number: 051-015-67229
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Dirt, Gravel
Property
Lot Information
  • Lot Features: In Town, Near Shopping, Near Public Transportatn, Near Hospital, Near School(s)
  • Lot Size Acres: 0.1
  • Road Frontage Length: 4.0
Property and Assessments
  • Property Class: Multi-Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1900
Utilities
  • Electric: 100 Amp Service
  • Sewer: Public
  • Water Source: Public
  • Utilities: Cable Available, Propane, Telephone Available
  • Internet: Cable Internet, Fiber Optic Internt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Roof: Asphalt Shingle
Interior Features
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Full
  • Heating: Propane, Wall Furnace
  • Cooling: None
  • Total Stories: 1.5
Multi Family
Income & Expenses Information
  • Gross Income: $3,808.00
  • Net Income: $22,381.00
  • Operating Expense Incl: Heat, Insurance, Sewer, Trash, Utilities, Water/Sewer
  • Operating Expense: $16,427
Multi-Family Information
  • Total Units: 2
  • Total 1 BR Units: 0
  • Total 2 BR Units: 2
  • Total 3+ BR Units: 1
Unit Information
Unit 1
  • Unit 1 Baths: 1
  • Unit 1 Bedrooms: 3
  • Unit 1 Lease Term: Month to Month
  • Unit 1 Rental Amt Freq: Monthly
  • Unit 1 Status: Month to Month
  • Unit 1 Rooms: 6
  • Unit 1 Rental Amount: $1,709.00
Unit 2
  • Unit 2 Baths: 1
  • Unit 2 Rooms: 4
  • Unit 2 Status: Vacant
  • Unit 2 Rental Amt Freq: Monthly
  • Unit 2 Bedrooms: 2
  • Unit 2 Rental Amount: $1,525.00

Property History for 317 Pleasant Street

DateEvent & SourcePriceAppreciation
Oct 10, 2025

Listed (Active)

New England Real Estate Network #5065393

$215,000—
Jul 18, 2023

Sold (Public Record)

Public Record #1515889021

$129,000—
DateEvent & SourcePrice
10/10/2025

Listed (Active)

New England Real Estate Network #5065393

$215,000
07/18/2023

Sold (Public Record)

Public Record #1515889021

$129,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 317 Pleasant Street

Taxable ValueLand$24,600Additions$94,900Total$119,500
Tax Record2024$4,204 ($350 / month)
Home Facts
Baths2Total Finished SqFt1,792 SqFtAbove Grade Finished SqFt1,792 SqFtStories2Lot Size4,356 SqFtStyleDuplexYear Built1900CountyBENNINGTONAPN(015)50-54-22-00

Schools near 317 Pleasant Street

This home is within Mount Anthony Union High School District #14.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Bennington Elementary School
PublicPK to 5

Mt. Anthony Union Middle School
Public6 to 8

Mt. Anthony Senior Uhsd #14
Public9 to 12

Molly Stark School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

317 Pleasant Street is a multi-family home for sale in Bennington, VT 05201. This property was listed for sale on October 10, 2025 by 3GEN Real Estate Inc, it's currently listed at $215,000. It has been on the market for a total of 64 days and was last sold on July 18, 2023. This listing's school district is Mount Anthony Union High School District #14. Nearby schools include Bennington Elementary School, Mt. Anthony Union Middle School and Mt. Anthony Senior Uhsd #14. 317 Pleasant Street is a 5-bed, 2-bath, 2,201 sqft multi-family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of 3GEN Real Estate Inc

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 12/13/2025 02:26 PM