355 Kipling Rd, Brattleboro, VT 05301
OFF MARKET

355 Kipling Rd
Brattleboro, VT 05301

  • Studio

$961,600

Trulia Estimate
as of Aug 11, 2026

$961,600

Trulia Estimate
as of Aug 11, 2026
Studio
(on 48 acres)

Local Information

  • Map ViewExplore the area around 355 Kipling Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Lot Size
48 acres
Parking
Garage

About this House

This single-family home is located at 355 Kipling Rd, Brattleboro, VT. 355 Kipling Rd is in Brattleboro, VT and in ZIP code 05301. This property has a lot size of 48.00 acres.
355 Kipling Rd, Brattleboro, VT 05301 is a studio single-family home. It last sold for $600,000 on Oct 1, 2003. It is currently off market. The Trulia Estimate is $961,600, with a rent estimate of $3,467/month.

Home Details for 355 Kipling Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Attached

Lot Information

Lot Area: 48.00 acres

Price History for 355 Kipling Rd

DatePriceEventSource
10/01/2003$600,000Sold
N/A

Market trends in Brattleboro

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
9MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$685,470
Home facts updated by county records

Comparable Sales for 355 Kipling Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
75 Ryan Road, Dummerston, VT
0.30
Single-Family Home
$615,000
05/11/26
4
2.5
2,511
23 Bittersweet Lane, West Chesterfield, NH
0.89
Single-Family Home
$635,000
09/18/25
3
2
1,448
84 Magnolia Drive, Brattleboro, VT
0.92
Single-Family Home
$570,000
04/29/26
2
2
1,900
139 Buttonwood Drive, Brattleboro, VT
1.00
Single-Family Home
$455,000
03/04/26
2
2
1,390
1108 Kipling Rd, Dummerston, VT
1.35
Single-Family Home
$545,000
05/07/26
-
-
573 Old Ferry Rd, Dummerston, VT
1.34
Single-Family Home
$357,000
10/20/25
-
-
45 Welcome Hill Road, West Chesterfield, NH
2.03
Single-Family Home
$1,925,000
08/21/25
5
4.5
5,230
1082 W River Road, Brattleboro, VT
1.62
Single-Family Home
$305,000
09/23/25
3
1
1,222
46 Poplar Commons, Dummerston, VT
1.76
Single-Family Home
$475,000
09/23/25
3
2.5
2,024
1073 Upper Dummerston Road, Brattleboro, VT
1.83
Single-Family Home
$525,000
08/19/25
3
2
2,456

Nearby homes

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Assigned Schools

These are the assigned schools for 355 Kipling Rd.
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

  • 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

Apartments for Rent

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Explore by feature - Pet Friendly

11 pet-friendly rentals in Brattleboro, VT

Explore by feature - Air Conditioning

19 rentals with air conditioning in Brattleboro, VT

Explore by feature - Washer/dryer

15 rentals with a washer/dryer in Brattleboro, VT

Homes for sale near 355 Kipling Rd

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Off Market Homes Near 355 Kipling Rd

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Frequently asked questions about 355 Kipling Rd

  • What is 355 Kipling Rd estimated to be worth?
    Trulia's estimated value for 355 Kipling Rd in Brattleboro, VT is $961,600.
  • What is the price history for 355 Kipling Rd?
    355 Kipling Rd in Brattleboro, VT last sold for $600,000 in October 2003.
  • 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.
  • How big is the lot at 355 Kipling Rd?
    The lot at 355 Kipling Rd in Brattleboro, VT is about 48 acres.
  • Does 355 Kipling Rd have a garage?
    Yes, 355 Kipling Rd in Brattleboro, VT has a garage.