Sign up to get new listings emailed daily! JOIN SIGN IN
Deb Rees
REALTOR®
VCard Icon 

409 Main Street, Bennington, VT 05201

$699,000
  • Main Photo

26 Photos

Active
SQUARE FEET3,447 MLS#5115602
STATUSActive PROPERTY TYPEMulti Unit - Multiple SCHOOLBennington-Rutland

Listing Courtesy of: Mahar McCarthy Real Estate
Agency Phone: 802-442-8337
Associate Name: Monique Geannelis
IDX logo


Property Description

Historic Downtown Bennington Commercial Property - Endless Possibilities! Discover a rare opportunity to own a piece of Bennington's history! Built in 1840 and listed on the historic registry, this distinctive three-story property offers exceptional potential in a premier Main Street location, just steps from the Four Corners intersection of Main Street and Route 7. Currently operating as a law office, the property offers flexibility for a variety of commercial uses, including professional offices, medical or wellness practices, entrepreneurial ventures, or an investment property. The second and third floors present exciting possibilities for residential conversion, with potential for two separate apartments or a spacious two-story townhouse, subject to applicable zoning, permitting, and historic preservation requirements. Enjoy outstanding visibility, steady traffic exposure, and convenient walkability in the heart of downtown Bennington. Whether you're an investor, business owner, or visionary looking to create something special, this historic property offers a unique opportunity to bring your ideas to life in a location that's hard to beat!

409 Main Street | MLS# 5115602

This multi-family property located at 409 Main Street, Bennington, VT 05201 is currently listed for sale with an asking price of $699,000. Main Street is located within the Bennington-Rutland school district. Search Bennington real estate on debrees.masiellogrouprealestate.com today.

Property Features

Property Type: Multi Unit - Multiple
Basement: Concrete Floor, Interior Stairs, Interior Access
Cooling: Central AC, Wall AC Units, Mini Split
Heating: Oil
Home Style: Antique, Historic Vintage, Multi-Family, Multi-Level,
Lot Size: 0.04 Acres
Roof Type: Rolled
Stories: 3.0
Taxes: $11,701
Year Built: 1840

Feature Descriptions

Color: grey
Construction: Brick Exterior
Days on Site: 13
Driveway: Paved
Driveway: Paved
Electric: 200+ Amp Service
Exterior: Brick Exterior
Flood Zone: Yes
Flooring: Tile, Wood
Foundation: Fieldstone, Stone
Foundation: Fieldstone, Stone
Lot: Curbing, Interior Lot, Level, Neighbor Business, Sidewalks, Street Lights, In Town, Near Country Club, Near Golf Course, Near Hospital
Parking: Off Street, Parking Spaces 2, Paved, Reserved
Roads: Paved, Public, Public Maintained Road
Sewer: Public
Sq. Ft. Total Finished: 3447
Total Stories: 3
Water: Public
Zoning: Commercial/Mixed Use

Local Schools

High School: Mt. Anthony Sr. UHSD 14
Middle School: Mt. Anthony Union Middle Sch
School District: Bennington-Rutland

Listed By / Shown By

Listed By

Agency Name: Mahar McCarthy Real Estate
Agent Name: Monique Geannelis
Agency Phone: 802-442-8337

IDX logo

TOUR THIS HOME

Choose a date and time to see 409 Main Street, Bennington, VT 05201.
I will get in touch with you shortly.

Request a Showing
Choose your video chat app
  • Saturday November 7
  • Sunday November 8
  • Monday November 9
  • Tuesday November 10
  • Wednesday November 11
  • Thursday November 12
  • Friday November 13
  • Saturday November 14
  • Sunday November 15
  • Monday November 16
  • Tuesday November 17
  • Wednesday November 18
  • Thursday November 19
  • Friday November 20
  • Saturday November 21
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 2,734.63 per month $1,555.67 Principal & Interest $975.08 Property Tax $203.88 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 11/06/2026. The listing information on this page last changed on 11/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 11/06/2026 12:06:49 AM EST) or MLSPIN MLS (last updated Thu 11/05/2026 11:38:36 PM EST) or Prime MLS (last updated Thu 11/05/2026 11:33:23 PM EST) or MREIS (last updated Fri 11/06/2026 12:05:18 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-11-05 23:33:23

Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


Login to My Homefinder