81 Olson Dr, Brattleboro, VT 05301
Property image
Property image
OFF MARKET

$654,700

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 4,000 sqft (on 3 acres)

81 Olson Dr, Brattleboro, VT 05301

Est. Refi. Payment $4,506/mo*
Refinance Your Home
Currently Off Market - Sold Dec 30, 2019 for $425,000

Home Value

Trulia Estimate
$655K
Since last month
Decreased$10K (-1.5%)
Since last year
Decreased$12K (-1.7%)
Since last sale
Increased$229K (+53.9%)
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 +51% in the last 10 years
MonthEstimated value
2026
August 2026$654K
August 2026$653K
July 2026$664K
June 2026$662K
May 2026$658K
April 2026$657K
March 2026$649K
February 2026$634K
January 2026$635K
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
1089 Marlboro Road, Brattleboro, VT
0.49
Single-Family Home
$320,000
07/31/26
3
2
1,703
86 Stark Road, Brattleboro, VT
0.35
Single-Family Home
$659,000
09/29/25
3
2
1,600
131 Stark Road, Brattleboro, VT
0.48
Single-Family Home
$750,000
08/07/26
4
4.5
4,908
299 Sunset Lake Road, Brattleboro, VT
1.39
Single-Family Home
$590,000
05/18/26
3
2.5
1,995
103 Sherwood Circle, Brattleboro, VT
1.75
Single-Family Home
$344,500
05/22/26
3
1.5
1,326
1194 Ames Hill Road, Brattleboro, VT
1.71
Single-Family Home
$781,000
09/19/25
3
4
2,663
257 Partridge Road, Guilford, VT
2.44
Single-Family Home
$367,500
01/05/26
2
1.5
1,321
184 Carriage Hill Road, Brattleboro, VT
2.19
Single-Family Home
$325,000
08/20/26
3
2
1,272
390 Pleasant Valley Road, Brattleboro, VT
2.24
Single-Family Home
$1,175,000
08/24/26
4
3.5
4,491
23 Meetinghouse Lane, Brattleboro, VT
3.06
Single-Family Home
$495,000
12/29/25
3
2.5
3,415

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
86 Stark Road, Brattleboro, VT 05301
0.35
$689,800
3
2
1,600
Off Market
60 Cooke Road, Brattleboro, VT 05301
0.45
$767,400
3
1.5
1,200
Off Market
131 Stark Road, Brattleboro, VT 05301
0.48
$750,000
4
4.5
4,908
Recently Sold
1089 Marlboro Road, Brattleboro, VT 05301
0.49
$320,000
3
2
1,703
Recently Sold
60 Gulf Road, Brattleboro, VT 05301
1.38
$461,700
3
2
1,480
Off Market
299 Sunset Lake Road, Brattleboro, VT 05301
1.39
$590,000
3
2.5
1,995
Recently Sold
18 Levi Howard Road, Brattleboro, VT 05301
1.40
$347,200
2
1
1,448
Off Market
52 Bear Hill, Brattleboro, VT 05301
1.43
$550,100
3
1.5
1,421
Off Market

Local Information

  • Map ViewExplore the area around 81 Olson Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1983
3 acre lot
4,000 sqft
$164/sqft
Garage

About this House

This beautiful home is set on a knoll providing lovely easterly view (exquisite sunrises) and is only 15 minutes from the world renowned Marlboro Music Festival or to Brattleboro. Sited on 3 acres of landscaped grounds, the exterior is reminiscent of a rustic lodge with large front deck via bluestone steps, rear circular stone patio and charming gazebo with electric & water overlooking the views. The interior is simply stunning and provides exceptional living space with large principal rooms and superb custom features and amenities throughout. The owner consciously designed the space with light and air in mind, and little was spared to create a unique and exquisite living environment. See agent for full description.
81 Olson Dr, Brattleboro, VT 05301 is a 3 bedroom, 3 bathroom, 4,000 sqft single-family home built in 1983. It last sold for $425,000 on Dec 30, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $654,700, with a rent estimate of $3,606/month.

Home Details for 81 Olson Dr

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 13Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation Room, Workshop, Sun RoomStorageCeiling Fan
Heating & Cooling
Heating: Baseboard, Radiant, Stove, Oil, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Other, Hardwood, Slate
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: Wood, MetalGardenLawnPatioPorch
Parking & Garage
GarageParking Spaces: 5Parking: Carport, Garage Attached, Off Street

Property Information

Year Built
Year Built: 1983Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Building

Levels, Entrance, & Accessibility
Disabled Access

Lot Information

Lot Area: 3.00 acres

Price and Tax history

DateEventPrice
Dec 31, 2019
Source: Agent Provided
ListingRemoved
$449,000
Dec 30, 2019
Source: PrimeMLS #4748648
Sold
$425,000
May 1, 2019
Source: Agent Provided
Listed For Sale
$449,000
Sep 2, 2015
Source: N/A
Sold
$422,500
Jul 31, 2015
Source: Agent Provided
Pending
$445,000

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

Frequently asked questions about 81 Olson Dr

  • What is 81 Olson Dr estimated to be worth?
    Trulia's estimated value for 81 Olson Dr in Brattleboro, VT is $654,700.
  • What is the price history for 81 Olson Dr?
    81 Olson Dr in Brattleboro, VT last sold for $425,000 in December 2019.
  • 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 81 Olson Dr have air conditioning?
    Yes, 81 Olson Dr in Brattleboro, VT has air conditioning.
  • Does 81 Olson Dr have laundry facilities?
    Yes, 81 Olson Dr in Brattleboro, VT has in-unit laundry.

Explore by feature - Pet Friendly

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