408 Kipling Rd, Brattleboro, VT 05301
OFF MARKET

$537,200

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,700 sqft (on 1.39 acres)

408 Kipling Rd, Brattleboro, VT 05301

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Home Value

Trulia Estimate
$537K
Since last month
Increased$36K (+7.2%)
Since last year
Decreased$13K (-2.3%)
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 +64% in the last 10 years
MonthEstimated value
2026
September 2026$537K
August 2026$504K
July 2026$501K
June 2026$547K
May 2026$533K
April 2026$516K
March 2026$519K
February 2026$498K
January 2026$494K
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
75 Ryan Road, Dummerston, VT
0.46
Single-Family Home
$615,000
05/11/26
4
2.5
2,511
23 Bittersweet Lane, West Chesterfield, NH
1.11
Single-Family Home
$635,000
09/18/25
3
2
1,448
84 Magnolia Drive, Brattleboro, VT
0.97
Single-Family Home
$570,000
04/29/26
2
2
1,900
139 Buttonwood Drive, Brattleboro, VT
1.08
Single-Family Home
$455,000
03/04/26
2
2
1,390
1082 W River Road, Brattleboro, VT
1.46
Single-Family Home
$305,000
09/23/25
3
1
1,222
155 Upper Dummerston Road, Brattleboro, VT
1.80
Single-Family Home
$407,000
11/21/25
3
1.5
1,655
46 Poplar Commons, Dummerston, VT
1.82
Single-Family Home
$475,000
09/23/25
3
2.5
2,024
187 Hillwinds Road, Brattleboro, VT
1.99
Single-Family Home
$476,000
11/20/25
4
3
2,372
143 Hillwinds Road, Brattleboro, VT
1.93
Single-Family Home
$615,000
06/26/26
5
3.5
2,520
65 Hillwinds N, Brattleboro, VT
1.82
Single-Family Home
$925,000
10/06/25
5
5
4,150

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
75 Ryan Road, Dummerston, VT 05301
0.46
$615,000
4
2.5
2,511
Recently Sold
583 Black Mountain Road, Brattleboro, VT 05301
0.65
$570,200
3
2.5
2,643
Off Market
16 Crescent Drive, Brattleboro, VT 05301
0.80
$78,400
2
1
784
Off Market
31 Crescent Drive, Brattleboro, VT 05301
0.93
$51,000
2
1
828
Recently Sold
84 Magnolia Drive, Brattleboro, VT 05301
0.97
$570,000
2
2
1,900
Recently Sold
77 Buttonwood Drive, Brattleboro, VT 05301
0.99
$439,000
2
2
1,550
For Sale
162 Buttonwood Drive, Brattleboro, VT 05301
1.03
$479,000
2
2
1,775
For Sale
139 Buttonwood Drive, Brattleboro, VT 05301
1.08
$455,000
2
2
1,390
Recently Sold
23 Bittersweet Lane, West Chesterfield, NH 03466
1.11
$641,100
3
2
1,448
Off Market
1082 W River Road, Brattleboro, VT 05301
1.46
$321,900
3
1
1,222
Off Market
72 Landmark Hill Drive, Brattleboro, VT 05301
1.47
$550,000
8
4
6,466
Recently Sold
680 West River Road, Brattleboro, VT 05301
1.52
$145,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 408 Kipling Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1986
1.39 acre lot
2,700 sqft
$199/sqft
Garage

About this House

Two story colonial house with 20x20 family room and attached 2-car garage and 12x24 workshop. Finished room in basement. Clayton wood furnace ducted to heat the first floor of the house. 11x34 attached carport. Lots of storage in attic, basement and second floor of garage.

Neighborhood Description

Located on Kipling Rd. next to Rudyard Kipling's historical home where he lived for four years and wrote the Jungle Books. Kipling's stone pergola and refurbished clay tennis court with gazebo immediately adjacent to property line. School of International Training (S.I.T.)/World Learning located .4 mile away on Kipling Rd. Great neighbors. Kipling Rd. is a beautiful country road only 1.5 miles from stores and services; great for walking and running.
408 Kipling Rd, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 2,700 sqft single-family home built in 1986. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $537,200, with a rent estimate of $2,930/month.

Home Details for 408 Kipling Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 13Types of Rooms: Walk In Closet, Family Room, Laundry Room, Mud Room, Office, Pantry, WorkshopCeiling Fan
Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Softwood, Tile, Carpet, Linoleum Vinyl, Slate
Appliances & Utilities
Cable Ready
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodLawnPorch
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.39 acres

Market trends in Brattleboro

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
1MoM

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

Frequently asked questions about 408 Kipling Rd

  • What is 408 Kipling Rd estimated to be worth?
    Trulia's estimated value for 408 Kipling Rd in Brattleboro, VT is $537,200.
  • 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.
  • What are the closest schools to 408 Kipling Rd?
    The closest schools to 408 Kipling Rd in Brattleboro, VT are Brattleboro Senior Uhsd #6 (High, rated 7/10), Dummerston Schools (Pre-K/Elementary/Middle, rated 7/10).
  • Does 408 Kipling Rd have laundry facilities?
    Yes, 408 Kipling Rd in Brattleboro, VT has laundry facilities.
  • How big is the lot at 408 Kipling Rd?
    The lot at 408 Kipling Rd in Brattleboro, VT is about 1.4 acres.

Explore by feature - Pet Friendly

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