55 Kipling Rd, Brattleboro, VT 05301
OFF MARKET

55 Kipling Rd
Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 1,800 sqft (on 1.92 acres)

$409,000

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $2,774/mo*
Refinance Your Home

$409,000

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $2,774/mo*
Refinance Your Home
3 Beds
2 Baths
1,800 sqft
(on 1.92 acres)

Local Information

  • Map ViewExplore the area around 55 Kipling Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

MOTIVATED SELLERS - SUGGEST ALL OFFERS. Located on Kipling Rd. close to SIT, this country setting offers the best of both worlds, privately situated, yet an easy distance to nearby stores and services. Attractive and well cared for, the house provides ample room for family, or in-home business. A galley kitchen adjoins the inviting multi-purpose great room with cathedral ceiling, along with a 3-season porch, two bedrooms and full bath. The original portion of the house includes a dining/living room, office, additional bedroom, laundry and full bath. The spacious basement is complete with storage room, 2-furnaces, workshop space and attached, over-sized garage. Additionally there is a space for equipment storage. The property is enhanced by mature trees, perennials and a beautiful stone patio.
55 Kipling Rd, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 1,800 sqft single-family home built in 1968. It last sold for $189,000 on Nov 30, 2015. It is currently off market. The Trulia Estimate is $409,000, with a rent estimate of $3,228/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 55 Kipling Rd

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood, Laminate, Linoleum Vinyl
Interior Details
Additional StorageNumber of Rooms: 8Types of Rooms: Dining RoomStorageCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: VinylPorch
Parking & Garage
GarageParking: Carport, Garage Attached

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Building

Levels, Entrance, & Accessibility
Disabled Access

Lot Information

Lot Area: 1.92 acres

Price History for 55 Kipling Rd

DatePriceEventSource
11/30/2015$189,000Sold
N/A
09/04/2015$189,000PendingAgent Provided
08/11/2015$189,000PriceChange
Agent Provided
07/14/2015$199,000PriceChange
Agent Provided
05/19/2015$219,000PriceChange
Agent Provided
09/06/2014$235,000PriceChange
Agent Provided
06/05/2014$249,000PriceChange
Agent Provided
09/06/2013$259,000Listed For SaleAgent Provided
08/11/2005$210,000Sold
N/A

Market trends in Brattleboro

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
13MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$214,550
Home facts updated by county records

Comparable Sales for 55 Kipling Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
84 Magnolia Drive, Brattleboro, VT
0.24
Single-Family Home
$570,000
04/29/26
2
2
1,900
139 Buttonwood Drive, Brattleboro, VT
0.35
Single-Family Home
$455,000
03/04/26
2
2
1,390
23 Bittersweet Lane, West Chesterfield, NH
0.92
Single-Family Home
$635,000
09/18/25
3
2
1,448
155 Upper Dummerston Road, Brattleboro, VT
1.07
Single-Family Home
$407,000
11/21/25
3
1.5
1,655
75 Ryan Road, Dummerston, VT
0.96
Single-Family Home
$615,000
05/11/26
4
2.5
2,511
1073 Upper Dummerston Road, Brattleboro, VT
1.42
Single-Family Home
$525,000
08/19/25
3
2
2,456
1082 W River Road, Brattleboro, VT
1.28
Single-Family Home
$305,000
09/23/25
3
1
1,222
316 Putney Road, Brattleboro, VT
1.59
Single-Family Home
$180,000
08/12/25
3
1.5
1,531
672 East Orchard Street, Brattleboro, VT
1.48
Single-Family Home
$470,000
09/26/25
3
3
3,148
395 Hillwinds Road, Brattleboro, VT
1.63
Single-Family Home
$668,000
08/12/25
4
2.5
2,226

Nearby homes

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Assigned Schools

These are the assigned schools for 55 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

  • 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.
  • 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
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Apartments for Rent

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Explore by feature - Pet Friendly

13 pet-friendly rentals in Brattleboro, VT

Explore by feature - Air Conditioning

13 rentals with air conditioning in Brattleboro, VT

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14 rentals with a washer/dryer in Brattleboro, VT

Homes for sale near 55 Kipling Rd

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Off Market Homes Near 55 Kipling Rd

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