1944 Monument Avenue, Bennington, VT 05201
Property image
Property image
FOR SALE
3D VIEW
5.63 ACRES
Listed by Kelley M McCarthy, Mahar McCarthy Real Estate, (802) 442-8337

$1,695,000

  • 3 Beds
  • 2.5 Baths
  • 4,120 sqft (on 5.63 acres)

1944 Monument Avenue, Bennington, VT 05201

Est. Mortgage $11,204/mo*
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Home Highlights

Single-Family Home
Built in 1880
5.63 acre lot
$411/sqft
Garage

Local Information

  • Map ViewExplore the area around 1944 Monument Avenue.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.

Home Details for 1944 Monument Avenue

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Concrete Floor,Full,Insulated,Basement Stairs,Interior EntryNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4120 Square Feet
Appliances & Utilities
Utilities: Cable Available, Fiber Optic Internt AvailAppliances: Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Wine Cooler, Stand Alone Ice Maker, Exhaust FanDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Pellet Stove,Baseboard,Hot Water,Zoned,Radiant,Mini SplitHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Pellet Stove
Fireplace & Spa
Number of Fireplaces: 1Fireplace: 1 FireplaceHas a Fireplace
Gas & Electric
Electric: 200+ Amp Service, Circuit Breakers, Underground
Windows, Doors, Floors & Walls
Window: Blinds, Drapes, Skylight(s), Window Treatments, ScreensFlooring: Carpet, Ceramic Tile, Manufactured, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Manufactured, Tile
View
Has a ViewView: Mountain(s)
Security
Security: Security, Carbon Monoxide Detector(s), Security System, Hardwired Smoke Detector

Exterior Features

Exterior Home Features
Roof: Shingle Slate Standing SeamPatio / Porch: Patio, Covered Porch, Screened PorchFencing: Dog FenceOther Structures: Guest HouseExterior: Balcony, Garden, Natural Shade, ShedFoundation: Concrete, StoneGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Paved,Heated Garage,Driveway,Parking Spaces 3 - 5
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved
Water & Sewer
Sewer: Concrete, Septic Tank
Farm & Range
Frontage Length: Road frontage: 300
Finished Area
Finished Area (above surface): 4120 Square Feet

Days on Market

Days on Market: 20

Property Information

Year Built
Year Built: 1880
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: FarmhouseArchitecture: Colonial,New Englander
Building
Construction Materials: Clapboard Exterior, Wood ExteriorNot a New Construction
Property Information
Condition: Updated/Remodeled

Price & Status

Price
List Price: $1,695,000Price Per Sqft: $411

Location

Direction & Address
City: Bennington
School Information
Elementary School: Monument Elementary SchoolElementary School District: Southwest VermontJr High / Middle School: Mt. Anthony Union Middle SchJr High / Middle School District: Southwest VermontHigh School: Mt. Anthony Sr. UHSD 14High School District: Southwest Vermont

Agent Information

Listing Agent
Listing ID: 5105174

Building

Building Area
Building Area: 5718 Square Feet

Lot Information

Lot Area: 5.63 Acres

Miscellaneous

BasementMls Number: 5105174Above Grade Unfinished Area: 4120Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1598Below Grade Unfinished Area Source: AssessorBelow Grade Unfinished Area Units: Square Feet

Around this home

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Bennington

At least 58 Trulia users voted on each feature.
  • 92 % Say it's dog friendly

  • 82 % Say car is needed

  • 79 % Say yards are well-kept

  • 78 % Say parking is easy

  • 71 % Say there are sidewalks

  • 69 % Say there's holiday spirit

  • 66 % Say there's wildlife

  • 63 % Say it's walkable to restaurants

  • 62 % Say kids play outside

  • 59 % Say people would walk alone at night

  • 56 % Say neighbors are friendly

  • 48 % Say streets are well-lit

  • 44 % Say it's quiet

  • 38 % Say they plan to stay for at least 5 years

  • 33 % Say there are community events

  • 28 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jowasieleuski
    "I have lived here 20 years and it has gone down hill in this time. No real growth here. Drug use is rampant and jobs are few and far."
  • Thomayera
    "Nothing special about Bennington it may be pretty some times but that’s about it. When it’s pretty we have too many tourists so no win"
  • Thomayera
    "Lived on this part of Gage street for 10 years now. It’s been pretty decent. Had some theft once but other than that was okay"
  • Kjae_pristine
    "I lived in Bennington over 20 years. Bennington has a different type of living. One minute you are in the center of town the next minute you are in the country with nothing but mountains to look at"
  • Bryonbleau0217
    "Minimal traffic,I travel less then 5 miles to work most business are within walking distance.all town roads and no highways are needed if you work and live in Bennington"
  • s. lowers
    "There are other dogs around, all over. So when one barks, they all do. They’re friendly most of the time though, but I guess your dog would pull when walking? I don’t know. I’m sure everything will be great! "
  • Shennajeann
    "Not many people travel up and down the road, and the neighbors are very nice. My neighbors inform me if anybody is on my property or anything "
  • Tiggacrandall79276
    "the Neighborhood is clean and there is no drug activity here it's quite next to the Jr high school. and watch them play baseball or football"
  • Starlene G.
    "people genuinely stay to them self's ,very quiet ,always seem to be rushing around though ,and they stay busy!😊 very clean and nice place to live ,every thing is pretty much accessible!"
  • renbisson
    "I was born here. I have lived in CA, and visited several areas of the country. I came here to raise my kids."
  • mymusic54
    "Live here - very quiet, close to App hiking trail, new Highway, still super quiet and convenient travel in all directions. Although in town, beautiful countryside within miles."

Market trends in Bennington

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
36
3
MoM

Home Value

Trulia Estimate
$1.64M
Since last month
Increased$910K (+124.3%)
Since last year
Increased$897K (+120.4%)
Since last sale
Increased$1M (+171.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +397% in the last 10 years
MonthEstimated value
2026
August 2026$1.64M
August 2026$1.64M
July 2026$732K
June 2026$724K
May 2026$714K
April 2026$719K
March 2026$708K
February 2026$694K
January 2026$682K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.29
Single-Family Home
$480,000
12/22/25
4
2.5
2,116
0.43
Single-Family Home
$500,000
06/30/26
3
3
3,182
0.48
Single-Family Home
$525,000
04/09/26
5
4
2,244
0.57
Single-Family Home
$355,000
09/19/25
4
2
2,072
0.69
Single-Family Home
$408,000
07/27/26
4
3
2,119
0.56
Single-Family Home
$258,000
03/25/26
3
2
1,432
1.09
Single-Family Home
$665,000
05/13/26
3
2.5
2,868
0.86
Single-Family Home
$398,000
07/21/26
3
2
1,556
0.75
Single-Family Home
$265,000
09/09/25
3
1.5
1,576
1.08
Single-Family Home
$450,000
02/13/26
3
2.5
2,273

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.19
$663,100
4
3.5
3,738
Off Market
0.19
$558,100
4
2.5
2,336
Off Market
0.25
$690,200
3
3
3,125
Off Market
0.26
$619,800
3
3.5
3,846
Off Market
0.29
$480,000
4
2.5
2,116
Recently Sold
0.33
$608,400
4
3.5
3,483
Off Market
0.35
$454,200
3
2.5
1,900
Off Market
0.40
$471,600
4
2.5
2,905
Off Market
0.43
$500,000
3
3
3,182
Recently Sold
0.48
$525,000
5
4
2,244
Recently Sold
0.53
$326,200
3
2.5
1,354
Off Market

Price and Tax history

DateEventPrice
Aug 15, 2026
Source: PrimeMLS #5105174
Listed For Sale
$1,695,000
Jan 8, 2021
Source: PrimeMLS #4835495
Sold
$605,000
Oct 22, 2020
Source: Agent Provided
Listed For Sale
$650,000
Sep 14, 2006
Source: N/A
Sold
$350,000

LGBTQ Local Legal Protections

Kelley M McCarthy, Mahar McCarthy Real Estate, (802) 442-8337
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 2026-09-04 07:20:04 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

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Frequently asked questions about 1944 Monument Avenue

  • What is the estimated monthly payment for 1944 Monument Avenue?
    Based on a $1,695,000 list price with 20% down at today's rates, the estimated monthly payment for 1944 Monument Avenue in Bennington, VT is approximately $11,454 (about $8,964 principal & interest, $2,415 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Bennington?
    Residents describe Bennington, VT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See homes for sale in Bennington, VT.
  • What are the closest schools to 1944 Monument Avenue?
    The closest schools to 1944 Monument Avenue in Bennington, VT are Bennington Elementary School (Pre-K, rated 1/10), Mt. Anthony Senior Uhsd #14 (High, rated 5/10), Mt. Anthony Union Middle School (rated 3/10).
  • What is 1944 Monument Avenue estimated to be worth?
    Trulia's estimated value for 1944 Monument Avenue in Bennington, VT is $1,642,500.
  • Does 1944 Monument Avenue have air conditioning?
    Yes, 1944 Monument Avenue in Bennington, VT has air conditioning.
  • Does 1944 Monument Avenue have laundry facilities?
    Yes, 1944 Monument Avenue in Bennington, VT has in-unit laundry.
1944 Monument Avenue, Bennington, VT 05201 is a 3 bedroom, 3 bathroom, 4,120 sqft single-family home built in 1880. This property is currently available for sale and was listed by PrimeMLS on Aug 15, 2026. The MLS # for this home is MLS# 5105174.