73-75 Pine Street, Brattleboro, VT 05301
Property image
Property image
OFF MARKET
Listed by Thom Dahlin, Berkley & Veller Greenwood Country, (802) 254-6400 . Bought with Brattleboro Area Realty

73-75 Pine Street
Brattleboro, VT 05301

  • 5 Beds
  • 3 Baths
  • 3,250 sqft

$520,500

Trulia Estimate
as of Jul 20, 2026

$520,500

Trulia Estimate
as of Jul 20, 2026
5 Beds
3 Baths
3,250 sqft

Local Information

  • Map ViewExplore the area around 73-75 Pine Street.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination
Last check for updates: about 19 hours ago
Listed by Thom Dahlin
Berkley & Veller Greenwood Country, (802) 254-6400
Bought with: Christine M Lewis, Brattleboro Area Realty, (802) 257-1335
Source: PrimeMLS, MLS#4999707

Description

Get two houses for the price of one! Live in one and rent the other. This property is located in a great sunny area and has been well cared for, with an excellent rental history. The back cottage, one of the oldest buildings on Pine Street, offers a tiny house with lots of privacy. The front property is a two-unit home, perfect for generating rental income to cover expenses. Beautifully renovated in 2022, both houses are in exceptional condition. The Cottage and the second floor apt. are being conveyed fully furnished. They are mostly rented short term for visiting professionals ,but could easily be rented annually. The Income numbers on this property are great. Close to everything Brattleboro has top offer. The Cottage would be a great in town Pied-a-terre or Air BNB.
73-75 Pine Street, Brattleboro, VT 05301 is a 5 bedroom, 3 bathroom, 3,250 sqft multi-family built in 1850. It last sold for $500,000 on Jul 31, 2024 (7% above the $469,000 asking price). It is currently off market. The Trulia Estimate is $520,500, with a rent estimate of $2,193/month.

Home Highlights

Parking
Open Parking
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 73-75 Pine Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Exterior Stairs,Unfinished,Basement Stairs,Interior Entry
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3250 Square Feet
Appliances & Utilities
Utilities: Cable at Site, Propane, Sewer ConnectedAppliances: Electric Water Heater, Owned Water Heater, Tank Water Heater
Heating & Cooling
Heating: Propane,Oil,Baseboard,Direct Vent,Forced Air,Hot Air,In Floor,Wall FurnaceHas CoolingAir Conditioning: IndividualHas HeatingHeating Fuel: Propane
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: ScreensFlooring: Bamboo, Carpet, Ceramic Tile, Hardwood, Softwood, Vinyl, Wood
Levels, Entrance, & Accessibility
Number of Stories: 2.5Levels: 2.5Floors: Bamboo, Carpet, Ceramic Tile, Hardwood, Softwood, Vinyl, Wood
View
No View

Exterior Features

Exterior Home Features
Roof: Membrane Metal Shingle SlatePatio / Porch: Patio, Covered PorchExterior: ShedFoundation: Stone
Parking & Garage
No CarportNo GarageHas Open ParkingParking Spaces: 6Parking: Paved,Driveway,Off Street,Parking Spaces 6+
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 66
Finished Area
Finished Area (above surface): 3250 Square Feet

Property Information

Year Built
Year Built: 1850
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyStructure Type: Apartment BuildingArchitecture: Apartment Building
Building
Construction Materials: Wood Frame, Vinyl SidingNot a New Construction

Price & Status

Price
List Price: $469,000

Location

Direction & Address
City: Brattleboro
School Information
Elementary School: Brattleboro Elem SchoolsElementary School District: Windham SoutheastJr High / Middle School: Brattleboro Area Middle SchoolJr High / Middle School District: Windham SoutheastHigh School: Brattleboro High SchoolHigh School District: Windham Southeast

Building

Building Area
Building Area: 4450 Square Feet

Lot Information

Lot Area: 8712 sqft

Miscellaneous

BasementMls Number: 4999707Attribution Contact: Off: 802-254-6400Above Grade Unfinished Area: 3250Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1200Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 73-75 Pine Street

DatePriceEventSource
07/31/2024$500,000Sold
PrimeMLS #4999707
06/10/2024$469,000Listed For SalePrimeMLS #4999707
10/22/2021$325,000Sold
PrimeMLS #4879820
09/10/2021$295,000ContingentPrimeMLS #4879820
08/27/2021$295,000Listed For SalePrimeMLS #4879820

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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Comparable Sales for 73-75 Pine Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
110 Washington Street, Brattleboro, VT
0.11
Multi-Family Home
$296,000
07/13/26
5
3
3,660
176 High Street, Brattleboro, VT
0.64
Multi-Family Home
$442,000
05/29/26
5
3
3,064
78-80 Central Street, Brattleboro, VT
0.11
Multi-Family Home
$250,000
02/12/26
4
2
2,408
148 Elliot Street, Brattleboro, VT
0.46
Multi-Family Home
$180,100
10/17/25
3
4
3,370
58-60 Frost Place, Brattleboro, VT
0.44
Multi-Family Home
$391,000
04/07/26
6
2
2,048
50 Grove Street, Brattleboro, VT
0.70
Multi-Family Home
$275,000
11/04/25
5
3
2,376
105 Chestnut Street, Brattleboro, VT
0.65
Multi-Family Home
$395,000
11/20/25
4
2
2,715
29 Canal Street, Brattleboro, VT
0.38
Multi-Family Home
$714,000
10/06/25
18
8
4,932
17 Mountain Road, Hinsdale, NH
0.68
Multi-Family Home
$300,500
07/02/26
3
3
1,450

Nearby homes

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Assigned Schools

These are the assigned schools for 73-75 Pine Street.
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

8 pet-friendly rentals in Brattleboro, VT

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Explore by feature - Air Conditioning

14 rentals with air conditioning in Brattleboro, VT

Explore by feature - Washer/dryer

14 rentals with a washer/dryer in Brattleboro, VT

Homes for sale near 73-75 Pine Street

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Off Market Homes Near 73-75 Pine Street

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-07-19 03:46:41 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.