27 Broken Pines Drive, Bennington, VT 05201
Property image
Property image
SOLD
APR 6, 2026
Listed by Vicki R Wilson, Maple Leaf Real Estate, (802) 447-3210 . Bought with Maple Leaf Real Estate

$367,300

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,344 sqft (on 3.51 acres)

27 Broken Pines Drive, Bennington, VT 05201

Refinance Your Home
Currently Off Market - Sold Apr 6, 2026 for $355,000 (1% above list price)

Home Value

Trulia Estimate
$367K
Since last month
Increased$4K (+1.1%)
Since last year
Increased$96K (+35.5%)
Since last sale
Increased$12K (+3.5%)
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 +96% in the last 10 years
MonthEstimated value
2026
August 2026$367K
July 2026$363K
June 2026$363K
May 2026$359K
April 2026$357K
March 2026$352K
February 2026$350K
January 2026$289K
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
1803 Harwood Hill Road, Bennington, VT
0.56
Single-Family Home
$325,000
07/21/26
3
2
1,496
97 Buck Hill Road, Shaftsbury, VT
0.92
Single-Family Home
$419,000
10/16/25
3
2
1,941
374 Overlea Road, North Bennington, VT
0.96
Single-Family Home
$345,750
10/21/25
3
2
1,753
50 Ledgely Drive, Shaftsbury, VT
0.71
Single-Family Home
$230,000
11/05/25
2
1
936
2867 Chapel Road, Bennington, VT
1.33
Single-Family Home
$261,000
08/19/26
3
1.5
1,302
43 Spur Road, Shaftsbury, VT
1.30
Single-Family Home
$399,900
10/06/25
2
3
1,700
890 VT Route 7a, Shaftsbury, VT
0.89
Single-Family Home
$210,000
11/03/25
3
1.5
1,815
224 Sycamore Lane, Shaftsbury, VT
0.96
Single-Family Home
$250,000
12/05/25
4
2
1,602

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
498 Town Line Road, Bennington, VT 05201
0.18
$460,000
4
2.5
3,312
For Sale
2065 Harwood Hill Road, Bennington, VT 05201
0.38
$385,100
3
2.5
2,464
Off Market
326 VT 7A, Shaftsbury, VT 05262
0.43
-
-
-
-
Off Market
1900 Harwood Hill, Bennington, VT 05201
0.51
$503,100
4
3
3,311
Off Market
566 VT Route 7A, Shaftsbury, VT 05262
0.59
$281,700
2
2
1,695
Off Market
1803 Harwood Hill Road, Bennington, VT 05201
0.56
$325,000
3
2
1,496
Recently Sold
43 Cleveland Avenue, Shaftsbury, VT 05262
0.63
$354,800
4
1.5
2,092
Off Market
50 Ledgely Drive, Shaftsbury, VT 05262
0.71
$245,200
2
1
936
Off Market
685 VT Route 7A, Shaftsbury, VT 05262
0.71
$422,600
5
3
3,132
Off Market
174 Cleveland Avenue, Bennington, VT 05262
0.73
$264,500
3
1
1,660
Off Market
721 VT Route 7a, Shaftsbury, VT 05262
0.74
$242,900
3
1
1,538
Off Market

Local Information

  • Map ViewExplore the area around 27 Broken Pines Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1973
3.51 acre lot
1,344 sqft
$264/sqft
Garage

About this House

Welcome to your peaceful country retreat just over the Bennington town line in Shaftsbury! This 3BR/2BA ranch offers effortless one-level living on a generous 3.5-acre lot surrounded by nature and abundant wildlife. The heart of the home features a modern eat-in kitchen with granite countertops, custom Kraftmaid cabinets installed in 2022 and durable vinyl plank flooring throughout, creating a stylish yet practical interior. An oversized 2.5-car garage with second-floor storage provides ample space for vehicles, projects and gear and offers room for expansion. Energy costs are significantly reduced thanks to an owned solar array shared with four additional owners, adding exceptional value and sustainability to the property. Enjoy the tranquility of rural Vermont while remaining just minutes from shops, restaurants, and the hospital — the perfect blend of convenience and countryside living. Don’t miss your opportunity to own this move-in ready ranch in a coveted location!
27 Broken Pines Drive, Bennington, VT 05201 is a 3 bedroom, 2 bathroom, 1,344 sqft single-family home built in 1973. It last sold for $355,000 on Apr 6, 2026 (1% above the $349,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $367,300, with a rent estimate of $2,879/month.

Home Details for 27 Broken Pines Drive

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Full,Sump Pump,Unfinished,Basement Stairs,Interior EntryNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1344 Square Feet
Appliances & Utilities
Utilities: Cable Available, Fiber Optic Internt AvailAppliances: Dishwasher, Dryer, Electric Range, Refrigerator, WasherDishwasherDryerLaundry: Laundry Hook-ups,In BasementRefrigeratorWasher
Heating & Cooling
Heating: OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: 100 Amp Service, Circuit Breakers, Generator
Windows, Doors, Floors & Walls
Flooring: Vinyl, Vinyl Plank
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Vinyl, Vinyl Plank
View
Has a ViewView: Mountain(s)

Exterior Features

Exterior Home Features
Roof: ShingleOther Structures: OutbuildingExterior: Deck, Garden, Natural ShadeFoundation: Concrete, Poured ConcreteGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Gravel
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: 1000 Gallon, Concrete, Drywell, On-Site Septic Exists
Farm & Range
Frontage Length: Road frontage: 350
Finished Area
Finished Area (above surface): 1344 Square Feet

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: ResidentialProperty Subtype: RanchArchitecture: Ranch
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $349,900Price Per Sqft: $264/sqft

Location

Direction & Address
City: Shaftsbury
School Information
Elementary School: Shaftsbury Elem. 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

Building

Building Area
Building Area: 2688 Square Feet

Lot Information

Lot Area: 3.51 Acres

Miscellaneous

BasementMls Number: 5077415Above Grade Unfinished Area: 1344Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1344Below Grade Unfinished Area Source: AssessorBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Apr 6, 2026
Source: PrimeMLS #5077415
Sold
$355,000
Feb 24, 2026
Source: PrimeMLS #5077415
Listed For Sale
$349,900
Oct 29, 2001
Source: N/A
Sold
$129,900

Market trends in South Shaftsbury

Last updated August 2026
Buyer'sMarketSeller'sMarket
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
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Around this home

What Locals Say about South Shaftsbury

At least 2 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 75 % Say it's dog friendly

  • 67 % Say parking is easy

  • 67 % Say there's wildlife

  • 50 % Say there are community events

  • 50 % Say kids play outside

  • 44 % Say neighbors are friendly

  • 33 % Say there are sidewalks

  • 33 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Paige T
    "My neighborhood is about an 8 minute drive away from grocery stores, popular restaurants, and local shops. "
    0
    Flag
  • Cepsthompson
    "It can be quite busy with traffic. However, there are multiple nice quiet side streets that are perfect for walking and biking. And a great playground behind the school. "
    0
    Flag

LGBTQ Local Legal Protections

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 2026-09-14 00:28:20 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.

Frequently asked questions about 27 Broken Pines Drive

  • What is 27 Broken Pines Drive estimated to be worth?
    Trulia's estimated value for 27 Broken Pines Drive in Bennington, VT is $367,300.
  • What is the price history for 27 Broken Pines Drive?
    27 Broken Pines Drive in Bennington, VT last sold for $355,000 in April 2026.
  • Is Bennington a buyer's or seller's market?
    Bennington is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 27 Broken Pines Drive?
    The closest schools to 27 Broken Pines Drive in Bennington, VT are Mt. Anthony Senior Uhsd #14 (High, rated 5/10), Mt. Anthony Union Middle School (rated 3/10), Shaftsbury Elementary School (Pre-K, rated 5/10).
  • Does 27 Broken Pines Drive have laundry facilities?
    Yes, 27 Broken Pines Drive in Bennington, VT has in-unit laundry.
  • How big is the lot at 27 Broken Pines Drive?
    The lot at 27 Broken Pines Drive in Bennington, VT is about 3.5 acres.

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