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*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1880
5.63 acre lot
$411/sqft
Garage
Local Information
-- mins to
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
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MLS Status: Active |
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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 |
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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 |
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Days on Market: 20 |
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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 |
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Price List Price: $1,695,000Price Per Sqft: $411 |
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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 |
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Listing Agent Listing ID: 5105174 |
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Building Area Building Area: 5718 Square Feet |
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Lot Area: 5.63 Acres |
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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
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.
Market trends in Bennington
Last updated July 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
36
3MoM
Home Value
Trulia Estimate
$1.64MSince 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
| Month | Estimated 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
| Date | Event | Price |
|---|---|---|
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 |
| Year | Property tax | Tax assessment |
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| 2024 | Unavailable | $341,100 |
Home facts updated by county records
LGBTQ Local Legal Protections
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.
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.

