52 Bear Hill, Brattleboro, VT 05301
Property image
Property image
OFF MARKET
Listed by Heidi Bernier, Berkley & Veller Greenwood Country, (802) 254-6400 . Bought with Brattleboro Area Realty

$550,100

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,421 sqft (on 10.10 acres)

52 Bear Hill, Brattleboro, VT 05301

Est. Refi. Payment $3,760/mo*
Refinance Your Home
Currently Off Market - Sold Aug 23, 2024 for $515,000

Home Value

Trulia Estimate
$550K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$39K (+7.5%)
Since last sale
Increased$36K (+7%)
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 +113% in the last 10 years
MonthEstimated value
2026
August 2026$551K
August 2026$550K
July 2026$553K
June 2026$555K
May 2026$552K
April 2026$544K
March 2026$533K
February 2026$532K
January 2026$519K
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
299 Sunset Lake Road, Brattleboro, VT
0.43
Single-Family Home
$590,000
05/18/26
3
2.5
1,995
211 Pleasant Valley Road, Brattleboro, VT
1.23
Single-Family Home
$525,000
08/31/26
2
1
1,576
1089 Marlboro Road, Brattleboro, VT
1.09
Single-Family Home
$320,000
07/31/26
3
2
1,703
390 Pleasant Valley Road, Brattleboro, VT
0.93
Single-Family Home
$1,175,000
08/24/26
4
3.5
4,491
103 Sherwood Circle, Brattleboro, VT
1.49
Single-Family Home
$344,500
05/22/26
3
1.5
1,326
183 Bear Hill Road, Brattleboro, VT
1.80
Single-Family Home
$385,000
06/02/26
3
1.5
2,433
86 Stark Road, Brattleboro, VT
1.79
Single-Family Home
$659,000
09/29/25
3
2
1,600
187 Hillwinds Road, Brattleboro, VT
1.39
Single-Family Home
$476,000
11/20/25
4
3
2,372
1644 Upper Dummerston Road, Dummerston, VT
1.81
Single-Family Home
$325,000
08/12/26
2
2
1,499

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
60 Gulf Road, Brattleboro, VT 05301
0.07
$461,700
3
2
1,480
Off Market
299 Sunset Lake Road, Brattleboro, VT 05301
0.43
$590,000
3
2.5
1,995
Recently Sold
14 Deepwood Park, Brattleboro, VT 05301
0.77
$149,900
3
2
1,232
For Sale
23 Deepwood Park, Brattleboro, VT 05301
0.80
$45,000
3
1
924
Recently Sold
17 Deepwood Drive, Brattleboro, VT 05301
0.80
$128,000
2
2
980
Off Market
30 Deepwood Drive, Brattleboro, VT 05301
0.80
$163,000
3
2
1,144
Off Market
8 Deepwood Drive, Brattleboro, VT 05301
0.82
$99,300
3
2
880
Off Market
12 Deepwood Drive, Brattleboro, VT 05301
0.84
$90,500
3
1
924
Off Market
7 Deepwood Drive, Brattleboro, VT 05301
0.84
$161,400
3
2
1,392
Off Market
7 Stonewall Drive #60159.s07, Brattleboro, VT 05301
0.85
$95,600
2
1
949
Off Market
6 Thistle Hill, Brattleboro, VT 05301
0.88
$84,200
2
1
784
Off Market

Local Information

  • Map ViewExplore the area around 52 Bear Hill.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2006
10.1 acre lot
1,421 sqft
$387/sqft
Open Parking

About this House

Nestled on 10 serene acres, this stunning post and beam constructed home offers the perfect blend of rustic charm and modern convenience. Plastered walls, along with wood floors and an abundance of natural light at all times of the day offer a cozy aesthetic. The open concept living/dining opens to the kitchen featuring a large round window providing long-range mountain views in the winter. Three bedrooms on the 2nd floor, one with a unique mural - perfect for a kid's bedroom, playroom, or office, along with a full bathroom with glorious claw-foot tub. Walk-out basement plumbed for a future bathroom with shower. A large solar array with Tesla Powerwall batteries ensures energy resilience. Relax and unwind on the spacious deck, offering peaceful views. Numerous fruit trees, bushes and raised beds and garden space for your enjoyment. Located in a quiet rural neighborhood, this secluded retreat is only 8 minutes from I91, 10 minutes from the hospital, and close to a vibrant downtown known for its music, literature, and art. Enjoy a peaceful lifestyle with access to a nature preserve, miles of beautiful trails, and numerous outdoor activities right at your doorstep.
52 Bear Hill, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 1,421 sqft single-family home built in 2006. It last sold for the $515,000 asking price on Aug 23, 2024. More recently, it was listed as a rental in April 2023 with an asking price of $2,800 per month. That rental listing was removed on June 8, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $550,100, with a rent estimate of $2,610/month.

Home Details for 52 Bear Hill

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Concrete Floor,Daylight,Full,Partially Finished,Interior Stairs,Unfinished,Walkout,Exterior Entry,Basement Stairs,Walk-Out AccessNumber 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: 1421 Square Feet
Appliances & Utilities
Utilities: CableAppliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Water Heater off Boiler, Oil Water Heater, Tank Water HeaterDishwasherDryerLaundry: In BasementRefrigeratorWasher
Heating & Cooling
Heating: Oil,Solar,Wood,Baseboard,Electric,Heat Pump,Hot Water,Zoned,Radiant,Radiant Floor,Wood Stove,Wall Units,Mini SplitHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Oil
Fireplace & Spa
Fireplace: Wood Stove Hook-up
Gas & Electric
Electric: 100 Amp Service, Circuit Breakers
Windows, Doors, Floors & Walls
Window: Screens, Double Pane WindowsFlooring: Wood
Levels, Entrance, & Accessibility
Stories: 1.75Levels: 1.75, Walkout Lower LevelFloors: Wood
View
No View
Security
Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleExterior: DeckFoundation: Concrete, Poured Concrete
Parking & Garage
No CarportNo GarageHas Open ParkingParking: Shared Driveway,Dirt,Gravel,Driveway
Frontage
Road Frontage: None, Dead End, SharedResponsible for Road Maintenance: Private Maintained RoadRoad Surface Type: Dirt, Unpaved
Water & Sewer
Sewer: Private Sewer, Replacement Field-OnSite, Septic Tank
Finished Area
Finished Area (above surface): 1421 Square Feet

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Post and BeamArchitecture: Contemporary
Building
Construction Materials: Post and Beam, Wood Frame, Wood SidingNot a New Construction
Property Information
Usage of Home: Residential

Price & Status

Price
List Price: $515,000
Status Change & Dates
Possession Timing: Close Of Escrow

Location

Direction & Address
City: Brattleboro
School Information
Elementary School District: Windham SoutheastJr High / Middle School: Brattleboro Area Middle SchoolJr High / Middle School District: Windham SoutheastHigh School: Brattleboro High SchoolHigh School District: Windham Southeast

Building

Building Area
Building Area: 2233 Square Feet

Lot Information

Lot Area: 10.1 Acres

Miscellaneous

BasementMls Number: 5005192Attribution Contact: Off: 802-254-6400Above Grade Unfinished Area: 1421Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 812Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Aug 23, 2024
Source: PrimeMLS #5005192
Sold
$515,000
Jul 16, 2024
Source: PrimeMLS #5005192
Listed For Sale
$515,000
Jun 8, 2023
Source: Zillow Rentals
ListingRemoved
Apr 28, 2023
Source: Zillow Rentals
Listed For Rent
$2,800
Mar 24, 2021
Source: N/A
ListingRemoved

Market trends in Brattleboro

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32

Around this home

What Locals Say about Brattleboro

At least 47 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 91 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 81 % Say there's holiday spirit

  • 81 % Say car is needed

  • 80 % Say there's wildlife

  • 72 % Say people would walk alone at night

  • 66 % Say it's walkable to restaurants

  • 62 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 58 % Say it's walkable to grocery stores

  • 55 % Say kids play outside

  • 50 % Say streets are well-lit

  • 50 % Say there are community events

  • 48 % Say they plan to stay for at least 5 years

  • 38 % Say it's quiet

Sourced by Trulia users. Learn more about our methodology.
  • Greycella
    "Great neighborhood for learning to ride bikes, trick-or-treating, making friends with other families."
    0
    Flag
  • Brenda Nichols
    "Yes! Lots of space for walking and running around with dogs. Quiet countryside with not a lot of traffic."
    0
    Flag
  • Kelly Dias
    "People watch out for each other, sometimes we go Christmas caroling, we watch each others’ pets; we have a messaging group for neighborhood news"
    1
    Flag
  • Kelly Dias
    "It’s a great neighborhood to walk dogs. Sometimes bears come through so if it’s bear season you have to be careful. People are respectful and greet each other and we know each others’ dogs. "
    0
    Flag
  • Jessica Brown
    "I drive through downtown to work and there is some negativity on the streets by way of homelessness and drug abuse/ mental illness. But this neighborhood is still overall a place that I love to live . "
    0
    Flag
  • Kelly Dias
    "Pet friendly, willing to help out and get to know pets. Lots if grass and forested trails for walking and hiking with dogs. "
    0
    Flag
  • Isaac S.
    "Great small town in New England-artsy, funky, liberal. Nice amenities for the size of the town. Still some amount of crime-like everywhere these days."
    5
    Flag
  • Isaac S.
    "Dogs are welcome. Neighbor s are friendly. Houses are well maintained. I feel safe. Walkable neighborhood."
    3
    Flag
  • Jcoursem3
    "Neighbors are friendly and help each other out. Get together’s are organic and easy because of our close proximity. "
    0
    Flag
  • Deanshippee
    "A lot of people trust their dogs without a leash. It’s really annoying especially when every dog owner in. Brattleboro should know about our leash law."
    7
    Flag
  • Isaac S.
    "Car, 5 minutes to work. Few stoplights in town. Friendly drivers except those from Massachusetts and New York. Main Street gets bogged down with traffic but there are several back ways to get around town. Good city for driving in general."
    3
    Flag
  • Grace
    "I grew up in this neighborhood & am raising my daughter here. I love how bike friendly the neighborhood is and that we can walk both downtown & to the farmer’s market."
    11
    Flag
  • rhc3vt
    "Deteriorating economics, falling home prices, difficult to sell homes, few jobs, really bad schools, more and more poor people in trailer parks. There's not much of a future here."
    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 2026-09-04 15:24:28 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 52 Bear Hill

  • What is 52 Bear Hill estimated to be worth?
    Trulia's estimated value for 52 Bear Hill in Brattleboro, VT is $550,100.
  • What is the price history for 52 Bear Hill?
    52 Bear Hill in Brattleboro, VT last sold for $515,000 in August 2024.
  • Is Brattleboro a buyer's or seller's market?
    Brattleboro is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Brattleboro?
    Residents describe Brattleboro, VT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Brattleboro, VT.
  • Does 52 Bear Hill have air conditioning?
    Yes, 52 Bear Hill in Brattleboro, VT has air conditioning.
  • Does 52 Bear Hill have laundry facilities?
    Yes, 52 Bear Hill in Brattleboro, VT has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Outdoor Space

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