Is a car needed in South Shaftsbury, VT?

As of early 2026, 100% of users say car is needed

Do residents of South Shaftsbury, VT plan to stay at least 5 years?

As of early 2026, 100% of users say they plan to stay for at least 5 years

Does South Shaftsbury, VT show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Are yards well-kept in South Shaftsbury, VT?

As of early 2026, 100% of users say yards are well-kept

Is South Shaftsbury, VT quiet?

As of early 2026, 100% of users say it's quiet

Is South Shaftsbury, VT dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Is parking easy in South Shaftsbury, VT?

As of early 2026, 67% of users say parking is easy

Is there wildlife in South Shaftsbury, VT?

As of early 2026, 67% of users say there's wildlife

Are there community events in South Shaftsbury, VT?

As of early 2026, 50% of users say there are community events

Do kids play outside in South Shaftsbury, VT?

As of early 2026, 50% of users say kids play outside

Are neighbors friendly in South Shaftsbury, VT?

As of early 2026, 44% of users say neighbors are friendly

Does South Shaftsbury, VT have sidewalks?

As of early 2026, 33% of users say there are sidewalks

Is South Shaftsbury, VT walkable to grocery stores?

As of early 2026, 33% of users say it's walkable to grocery stores

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 .

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

$4K (+1.2%)

Since last year

$97K (+35.6%)

Since last sale

$13K (+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

Month	Estimated value
2026
September 2026	$368K
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
December 2025	$261K
November 2025	$287K
October 2025	$229K
September 2025	$250K
August 2025	$271K
July 2025	$313K
June 2025	$301K
May 2025	$254K
April 2025	$294K
March 2025	$232K
February 2025	$242K
January 2025	$229K
2024
December 2024	$251K
November 2024	$248K
October 2024	$313K
September 2024	$280K
August 2024	$318K
July 2024	$291K
June 2024	$306K
May 2024	$292K
April 2024	$256K
March 2024	$273K
February 2024	$244K
January 2024	$243K
2023
December 2023	$268K
November 2023	$284K
October 2023	$283K
September 2023	$314K
August 2023	$286K
July 2023	$286K
June 2023	$281K
May 2023	$261K
April 2023	$255K
March 2023	$254K
February 2023	$247K
January 2023	$245K
2022
December 2022	$249K
November 2022	$254K
October 2022	$261K
September 2022	$259K
August 2022	$261K
July 2022	$270K
June 2022	$276K
May 2022	$271K
April 2022	$260K
March 2022	$256K
February 2022	$248K
January 2022	$252K
2021
December 2021	$253K
November 2021	$257K
October 2021	$257K
September 2021	$258K
August 2021	$267K
July 2021	$277K
June 2021	$258K
May 2021	$240K
April 2021	$238K
March 2021	$225K
February 2021	$222K
January 2021	$221K
2020
December 2020	$213K
November 2020	$212K
October 2020	$216K
September 2020	$229K
August 2020	$205K
July 2020	$211K
June 2020	$216K
May 2020	$215K
April 2020	$214K
March 2020	$215K
February 2020	$218K
January 2020	$219K
2019
December 2019	$218K
November 2019	$219K
October 2019	$218K
September 2019	$220K
August 2019	$217K
July 2019	$217K
June 2019	$213K
May 2019	$213K
April 2019	$212K
March 2019	$213K
February 2019	$213K
January 2019	$212K
2018
December 2018	$211K
November 2018	$211K
October 2018	$205K
September 2018	$202K
August 2018	$206K
July 2018	$205K
June 2018	$208K
May 2018	$208K
April 2018	$200K
March 2018	$204K
February 2018	$213K
January 2018	$213K
2017
December 2017	$209K
November 2017	$205K
October 2017	$201K
September 2017	$197K
August 2017	$210K
July 2017	$205K
June 2017	$196K
May 2017	$194K
April 2017	$203K
March 2017	$195K
February 2017	$193K
January 2017	$200K
2016
December 2016	$189K
November 2016	$188K
October 2016	$188K
September 2016	$188K

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

Date	Event	Price
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

Year	Property tax	Tax assessment
2024	Unavailable	$197,800

Additional Cost

Market trends in South Shaftsbury

Last updated August 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

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Around this home

Shaftsbury Elementary School
PK-6
Public
245 Students
Southwest Vermont Union Elementary School District #87
5/10
GreatSchools Rating
Parent Rating Average
Wonderful teachers, wonderful principal. Very positive learning environment for the children. I am so impressed with what this school has to offer.
Other Review
13y ago
1 Reviews

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 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
Resident
6y ago
"My neighborhood is about an 8 minute drive away from grocery stores, popular restaurants, and local shops. "
0
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Cepsthompson
Resident
7y ago
"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
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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.