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FOR SALE

2.4 ACRES

Listed by Monique Geannelis, Mahar McCarthy Real Estate, (802) 442-8337

58 Mount Anthony Road
Bennington, VT 05201

3 Beds
2.5 Baths
2,715 sqft (on 2.40 acres)

$599,000

$649,000

$599,000

$649,000

3 Beds

2.5 Baths

2,715 sqft

(on 2.40 acres)

Local Information

-- mins to

Commute Destination

Last check for updates: about 6 hours ago

Listing courtesy of Monique Geannelis

Mahar McCarthy Real Estate, (802) 442-8337

Source: PrimeMLS, MLS#5067086

Also Listed on PrimeMLS.

Description

Welcome to one of the most coveted locations in Bennington, Vermont known to locals as the West End. Steeped in history, this remarkable property was built c.1928 with ties to the Colgate Estate located on Mount Anthony. A stones throw away is the original Fillmore Farm, primarily known for its sheep. In 1929, the farm began production of milk and then built its large dairy plant in 1939. It can be surmised that this property was for the intent of upper management housing for the farm. With sprawling views to the north, south and west, this location does not disappoint! A typical farmhouse style home that esthetically blends rustic and modern elements for easy living. A generously sized kitchen is perfection for entertaining and for spending time with family and friends. The living room invites a space for conversation, a cozy fire during the chilly Vermont evenings, or simply relaxing taking in the divine views at sunset. More casually, the family room offers exposed beams, vaulted ceilings and abundance of natural light. A formal dining room is strategic to the kitchen for holidays and family gatherings. The second floor boasts three bedrooms and two bathrooms, while the third bath is on the first level for convenience. And have I mentioned the renovated space above the garage? Wow! Breathe in the fresh air, take a walk up a country road and hunker down for the most genuine, spectacular sunsets. This is the type of special property that you will not want to miss.

Home Highlights

Parking

Garage

Outdoor

Patio

A/C

Heating only

HOA

None

Price/Sqft

$221

Listed

180+ days ago

Home Details for 58 Mount Anthony Road

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Bulkhead,Concrete Floor,Insulated,Interior Stairs,Sump Pump,Exterior Entry,Basement Stairs,Interior EntryNumber of Rooms: 12
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 1Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 2715 Square Feet
Appliances & Utilities Utilities: Phone, Cable Available, Fiber Optic Internt AvailAppliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Range Hood, Microwave, Electric Range, Refrigerator, Washer, Electric Water Heater, Owned Water HeaterDishwasherDisposalDryerLaundry: 1st Floor LaundryMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Oil,BaseboardNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Fireplace & Spa Number of Fireplaces: 1Fireplace: Wood Burning, 1 FireplaceHas a Fireplace
Gas & Electric Electric: 100 Amp Service, Circuit Breakers
Windows, Doors, Floors & Walls Flooring: Ceramic Tile, Tile, Wood
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: 1st Floor 1/2 Bathroom, Laundry Access w/No Steps, Paved Parking, 1st Floor LaundryFloors: Ceramic Tile, Tile, Wood
View Has a ViewView: Mountain(s)
Security Security: Security, Security System

Exterior Features
Exterior Home Features Roof: Shingle SlatePatio / Porch: PatioFencing: Dog Fence, FullOther Structures: OutbuildingExterior: Building, Garden, Natural ShadeFoundation: ConcreteGarden
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Paved
Frontage Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer Sewer: Public Sewer
Farm & Range Frontage Length: Road frontage: 320
Finished Area Finished Area (above surface): 2715 Square Feet

Days on Market
Days on Market: 180+

Property Information
Year Built Year Built: 1928
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: FarmhouseArchitecture: Antique
Building Construction Materials: Foam Insulation, Wood Frame, Shake Siding, Vinyl SidingNot a New Construction
Property Information Usage of Home: ResidentialNot Included in Sale: Window a/c units can be purchased separately.

Price & Status
Price List Price: $599,000Price Per Sqft: $221
Status Change & Dates Possession Timing: Close Of Escrow

Media
See Virtual Tour

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: 5067086

Building
Building Area Building Area: 4301 Square Feet

Lot Information
Lot Area: 2.4 Acres

Miscellaneous
BasementMls Number: 5067086Above Grade Unfinished Area: 2715Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1586Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Additional Information
HOA Amenities: Landscaping

Price History for 58 Mount Anthony Road

Date	Price	Event	Source
05/11/2026	$599,000	PriceChange	PrimeMLS #5067086
Price Change $50,000 (-8%)
03/13/2026	$649,000	PriceChange	PrimeMLS #5067086
Price Change $26,000 (-4%)
11/27/2025	$675,000	PriceChange	PrimeMLS #5067086
Price Change $20,000 (-3%)
10/23/2025	$695,000	Listed For Sale	PrimeMLS #5067086

12/17/2018	$325,000	Sold	PrimeMLS #4713940
Recording Date 12/17/2018 County Transfer Tax N/A Total Transfer Tax N/A
10/09/2018	$325,000	PriceChange	Agent Provided
Price Change $14,000 (-4%)
09/17/2018	$339,000	PriceChange	Agent Provided
Price Change $10,000 (-3%)
08/20/2018	$349,000	PriceChange	Agent Provided
Price Change $1,000 (-0%)
07/07/2018	$350,000	Listed For Sale	N/A

12/02/2017	$340,000	ListingRemoved	N/A

08/13/2017	$340,000	PriceChange	N/A
Price Change $10,000 (-3%)
06/20/2017	$350,000	Listed For Sale	N/A

02/18/2016	$313,000	Sold	N/A
Recording Date 02/18/2016 Contract Date 02/17/2016 County Transfer Tax N/A Total Transfer Tax $4
12/16/2015	$318,000	Pending	Agent Provided

10/30/2015	$318,000	PriceChange	Agent Provided
Price Change $11,900 (-4%)
09/11/2015	$329,900	PriceChange	Agent Provided
Price Change $5,100 (-2%)
08/25/2015	$335,000	PendingToActive	Agent Provided

07/29/2015	$335,000	Pending	Agent Provided

06/22/2015	$335,000	PriceChange	Agent Provided
Price Change $5,000 (-1%)
06/10/2015	$340,000	PriceChange	Agent Provided
Price Change $7,400 (-2%)
02/14/2015	$347,400	PriceChange	Agent Provided
Price Change $2,500 (-1%)
09/19/2014	$349,900	PriceChange	Agent Provided
Price Change $5,100 (-1%)
05/22/2014	$355,000	Listed For Sale	N/A

03/27/2014	$375,000	ListingRemoved	Agent Provided

12/04/2013	$375,000	Listed For Sale	Agent Provided

10/19/2004	$310,000	Sold	N/A
Recording Date 10/19/2004 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2024
Tax
Assessment	$338,900

Home facts updated by county records

Comparable Sales for 58 Mount Anthony Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
165 Pippin Knoll, Bennington, VT	0.92	Single-Family Home	$351,000	11/21/25	4	3	2,994
17 Jennings Drive, Bennington, VT	0.79	Single-Family Home	$162,900	07/18/25	3	2	1,800
126 Fox Hill Road, Bennington, VT	0.98	Single-Family Home	$600,000	11/12/25	5	1.5	2,450
495 Fairview Street, Bennington, VT	1.20	Single-Family Home	$400,000	09/22/25	3	2	1,309
458 Fox Hill Road, Bennington, VT	1.03	Single-Family Home	$435,000	10/10/25	4	3	3,040
762 Houran Road, Bennington, VT	1.06	Single-Family Home	$701,000	07/21/25	4	2	2,222
134 Monument Avenue, Bennington, VT	1.38	Single-Family Home	$665,000	05/13/26	3	2.5	2,868
169 Bard Road, Bennington, VT	1.68	Single-Family Home	$316,000	08/07/25	3	2	1,584

Additional Cost

Assigned Schools

These are the assigned schools for 58 Mount Anthony Road.

View nearby schools on GreatSchools

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
Resident
6y ago
"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."
3
Flag
Thomayera
Resident
6y ago
"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"
1
Flag
Thomayera
Resident
6y ago
"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"
1
Flag
Kjae_pristine
Resident
6y ago
"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"
0
Flag
Bryonbleau0217
Resident
7y ago
"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"
0
Flag
s. lowers
Resident
7y ago
"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! "
0
Flag
Shennajeann
Resident
7y ago
"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 "
0
Flag
Tiggacrandall79276
Resident
7y ago
"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"
1
Flag
Starlene G.
Resident
7y ago
"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!"
0
Flag
renbisson
11y ago
"I was born here. I have lived in CA, and visited several areas of the country. I came here to raise my kids."
0
Flag
mymusic54
13y ago
"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."
0
Flag

LGBTQ Local Legal Protections

Monique Geannelis, 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 2026-05-21 01:33:22 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.

58 Mount Anthony Road, Bennington, VT 05201 is a 3 bedroom, 3 bathroom, 2,715 sqft single-family home built in 1928. This property is currently available for sale and was listed by PrimeMLS on Oct 23, 2025. The MLS # for this home is MLS# 5067086.

58 Mount Anthony Road
Bennington, VT 05201

$599,000

$599,000

Local Information