44 Cherry St, Brattleboro, VT 05301
OFF MARKET

44 Cherry St
Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,133 sqft

$431,100

Trulia Estimate
as of May 18, 2026

$431,100

Trulia Estimate
as of May 18, 2026
3 Beds
2 Baths
2,133 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Gorgeous house on a quiet street just a block from BMH. This house is truly a gem: Victorian exterior laced with gingerbread accents, not to mention the Arts and Crafts interior ripe with rambling fir floors and original oak trim. Brass doors plates, stained glass windows, and beautiful built-ins are just a few of the easter eggs one will encounter when exploring this house.

Bask in the glow of huge sun-filled windows whilst looking out over stunning gardens; meticulously curated perennials and mature fruit trees, all of which were cultivated with the upmost care over the last 20 years.

Close to town, one minute drive to grocery stores, steps from the hospital.

Washer and dryer in the basement
Off-street parking

Tenant is responsible for heat, electric, Wi-Fi

Landlord pays for plow and water/sewer.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from January 27, 2026

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
133 days ago

Home Details for 44 Cherry St

Interior Features

Heating & Cooling
Heating: Forced Air, Heat PumpHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Price History for 44 Cherry St

DatePriceEventSource
02/02/2026$2,400ListingRemovedZillow Rentals
01/05/2026$2,400Listed For RentZillow Rentals
12/25/2025$2,400ListingRemovedZillow Rentals
10/14/2025$2,400PriceChange
Zillow Rentals
09/22/2025$2,600PriceChange
Zillow Rentals
09/10/2025$2,800Listed For RentZillow Rentals
07/12/1999$120,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$282,490
Home facts updated by county records

Comparable Sales for 44 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
144 Belmont Avenue, Brattleboro, VT
0.16
Single-Family Home
$339,000
12/12/25
3
1.5
1,520
177 Fairview Street, Brattleboro, VT
0.21
Single-Family Home
$350,000
10/06/25
3
1.5
1,768
11 Maple Street, Brattleboro, VT
0.17
Single-Family Home
$322,500
09/23/25
4
2
1,548
52 Belmont Avenue, Brattleboro, VT
0.22
Single-Family Home
$310,000
07/14/25
3
1.5
1,300
157 Pine Street, Brattleboro, VT
0.22
Single-Family Home
$347,000
07/25/25
3
1.5
1,435
44 Brook Street, Brattleboro, VT
0.22
Single-Family Home
$319,000
03/09/26
4
1.5
1,584
6 Willow Street, Brattleboro, VT
0.21
Single-Family Home
$349,000
07/15/25
4
1.5
1,503
140 Washington Street, Brattleboro, VT
0.24
Single-Family Home
$365,000
08/29/25
5
2
1,962
187 Maple Street, Brattleboro, VT
0.19
Single-Family Home
$350,000
06/12/25
2
1.5
1,272
48 Central St, Brattleboro, VT
0.43
Single-Family Home
$65,251
09/30/25
4
2
2,744

Assigned Schools

These are the assigned schools for 44 Cherry St.
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 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

  • 80 % Say car is needed

  • 80 % Say there's wildlife

  • 72 % Say people would walk alone at night

  • 65 % 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 there are community events

  • 49 % Say streets are well-lit

  • 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.
  • 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

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Apartments for Rent

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Homes for sale near 44 Cherry St

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Off Market Homes Near 44 Cherry St

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44 Cherry St, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 2,133 sqft single-family home. This property is not currently available for sale. 44 Cherry St was last sold on Jul 12, 1999 for $120,000 (4,900% higher than the asking price of $2,400). The current Trulia Estimate for 44 Cherry St is $431,100.