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

1944 Monument Avenue, Bennington, VT 05201

$1,695,000
  • Main Photo

53 Photos

Active
BEDS3 BATHS2 full 1 partial SQUARE FEET4,120 MLS#5105174
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLSouthwest Vermont

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


Property Description

Set on 5.63 beautiful acres in one of Bennington's most desirable locations, this exceptional 1880 historic home has been thoughtfully renovated inside and out, blending timeless character with sophisticated modern amenities. The property includes approximately 3,200 square feet in the main residence, an attached two-car garage with a second kitchen, and a separate 1,000-square-foot one-bedroom guest cottage. The stunning chef's kitchen is truly the centerpiece of the home, featuring high-end appliances, a dramatic quartz waterfall countertop, and a generous 10-foot island designed for both everyday living and entertaining. Just off the kitchen is a gorgeous screened-in porch, creating a wonderful extension of the living space and the perfect place to enjoy the tranquil setting. Throughout the main level, beautiful white oak floors add warmth and elegance. The home retains the charm and character expected of a historic property while offering the comfort and efficiency of today's modern systems. The thoughtful renovation continues throughout the home, with details such as automated shades in the primary bedroom and library and a convenient second-floor laundry closet. A fireplace adds warmth and character, while expansive views bring the beauty of the surrounding landscape indoors. The separate one-bedroom guest cottage provides even more versatility for guests, extended family, a private office, or potential rental use. Outside, the property is equally impressive, with gorgeous front and side patios designed for outdoor dining and entertaining, a screened-in porch, beautiful grounds, and a storage shed. A rare combination of historic architecture, exceptional renovation, modern technology, expansive acreage, and flexible living spaces, this property offers a level of quality and versatility rarely found in the Bennington market.

1944 Monument Avenue | MLS# 5105174

This single family home located at 1944 Monument Avenue, Bennington, VT 05201 is currently listed for sale with an asking price of $1,695,000. This property was built in 1880 and has 3 bedrooms and 2 full and 1 partial baths with 4120 sq. ft. Monument Avenue is located within the Southwest Vermont school district. Search Bennington real estate on kaylabrown.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Concrete Floor, Full, Insulated, Basement Stairs
Cooling: Mini Split
Fenced: Yes
Garage: 2
Heating: Pellet Stove, Baseboard, Hot Water, Multi Zone, Radian
Home Style: Colonial, Farmhouse, New Englander
Lot Size: 5.63 Acres
Roof Type: Shingle, Slate, Standing Seam
Stories: 2.0
Taxes: $10,917
Year Built: 1880

Amenities

Blinds
Cathedral Ceiling
Draperies
1 Fireplace
Kitchen Island
Kitchen/Dining
Primary BR w/ BA
Natural Light
Security
Skylight
Soaking Tub
Walk-in Closet
Window Treatment
Balcony
Dog Fence
Garden Space
Guest House
Natural Shade
Patio
Covered Porch
Screened Porch
Shed
Window Screens

Feature Descriptions

Appliances: Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Wine Cooler, Stand Alone Ice Maker, Exhaust Fan
Baths 1/2: 1
Baths Full: 2
Color: White
Construction: Clapboard Exterior, Wood Exterior
Days on Site: 29
Driveway: Paved
Electric: 200+ Amp Service, Circuit Breaker(s), Underground
Equipment: Window AC, CO Detector, Dehumidifier, Security System, Hardwired Smoke Detector, Pellet Stove
Exterior: Clapboard Exterior, Wood Exterior
Flood Zone: No
Flooring: Carpet, Ceramic Tile, Manufactured, Tile
Foundation: Concrete, Stone
Lot: Corner, Country Setting, Landscaped, Level, Mountain View, Trail/Near Trail, View, Wooded, Near Paths, Near Shopping
Number of Rooms: 10
Parking: Heated Garage, Driveway, Parking Spaces 3 - 5, Paved
Road Frontage: 300
Roads: Paved, Public, Public Maintained Road
Sewer: Concrete, Septic
Sq. Ft. Above Grade Finished: 4120
Sq. Ft. Total Finished: 4120
Total Stories: 2
Water: Drilled Well, Ultraviolet
Zoning: Residential

Room Sizes

Kitchen/Dining: 19.4x21.3 Level - 1
Living Room: 21.3x17.4 Level - 1
Library: 24x13.3 Level - 1
Dining Room: 15.6x13.8 Level - 1
Foyer: 7x7.5 Level - 1
Primary Bedroom: 21.3x25.8 Level - 2
Bedroom: 13.8x23.5 Level - 2
Bedroom: 14.6x14.3 Level - 2

Local Schools

High School: Mt. Anthony Sr. UHSD 14
Middle School: Mt. Anthony Union Middle Sch
Elementary School: Monument Elementary School
School District: Southwest Vermont

Listed By / Shown By

Listed By

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

IDX logo

TOUR THIS HOME

Choose a date and time to see 1944 Monument Avenue, Bennington, VT 05201.
I will get in touch with you shortly.

Request a Showing
Choose your video chat app
  • Monday September 14
  • Tuesday September 15
  • Wednesday September 16
  • Thursday September 17
  • Friday September 18
  • Saturday September 19
  • Sunday September 20
  • Monday September 21
  • Tuesday September 22
  • Wednesday September 23
  • Thursday September 24
  • Friday September 25
  • Saturday September 26
  • Sunday September 27
  • Monday September 28
  • 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

$ 5,176.46 per month $3,772.34 Principal & Interest $909.75 Property Tax $494.38 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 09/13/2026. The listing information on this page last changed on 09/13/2026. 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 Sun 09/13/2026 12:08:00 AM EST) or MLSPIN MLS (last updated Sat 09/12/2026 11:38:36 PM EST) or Prime MLS (last updated Sat 09/12/2026 11:33:34 PM EST) or MREIS (last updated Sun 09/13/2026 12:05:16 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 2026-09-12 23:33:34

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