142 Greenleaf Street, Brattleboro, VT 05301
Property image
Property image
OFF MARKET
Listed by Thom Dahlin, Berkley & Veller Greenwood Country, (802) 254-6400 . Bought with KW Vermont

$483,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,732 sqft (on 0.43 acres)

142 Greenleaf Street, Brattleboro, VT 05301

West Brattleboro
Est. Refi. Payment $3,436/mo*
Refinance Your Home
Currently Off Market - Sold Jun 12, 2024 for $475,000

Home Value

Trulia Estimate
$484K
Since last month
Decreased$1K (-0.3%)
Since last year
Increased$4K (+0.7%)
Since last sale
Increased$9K (+1.9%)
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 +136% in the last 10 years
MonthEstimated value
2026
September 2026$484K
August 2026$485K
July 2026$492K
June 2026$490K
May 2026$495K
April 2026$490K
March 2026$492K
February 2026$486K
January 2026$478K
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
0.17
Single-Family Home
$370,000
04/02/26
3
2
1,820
0.16
Single-Family Home
$385,000
06/01/26
3
2.5
2,128
0.41
Single-Family Home
$369,000
09/16/26
4
1.5
1,882
0.36
Single-Family Home
$325,000
08/20/26
3
2
1,272
0.22
Single-Family Home
$365,000
05/26/26
5
3
2,254
0.35
Single-Family Home
$305,000
08/17/26
3
1.5
1,056
0.34
Single-Family Home
$317,000
08/12/26
3
1
1,522
0.09
Single-Family Home
$270,000
08/10/26
2
1
1,000
0.40
Single-Family Home
$285,000
12/10/25
3
1
912

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
0.02
$595,000
3
3
2,172
For Sale
0.09
$270,000
2
1
1,000
Recently Sold
0.11
$494,300
2
2
1,120
Off Market
0.08
$389,100
4
3
1,925
Off Market
0.14
$489,300
4
2
2,312
Off Market
0.15
$367,800
3
1.5
1,631
Off Market
0.16
$385,000
3
2.5
2,128
Recently Sold
0.17
$370,000
3
2
1,820
Recently Sold
0.19
$647,100
3
3
3,200
Off Market
0.21
$380,600
3
2
1,754
Off Market
0.22
$365,000
5
3
2,254
Recently Sold

Local Information

  • Map ViewExplore the area around 142 Greenleaf Street.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1978
0.43 acre lot
1,732 sqft
$279/sqft
Garage

About this House

What's unique:Spacious deckRefined color schemeSolar panelsSingle - level homeFruit trees
Don't miss out on this exceptional West Brattleboro gem! Nestled conveniently in West Brattleboro, this single-level home boasts a stunningly renovated kitchen at its core. Adorned with exquisite marble countertops and a refined color scheme, this kitchen is the heart of the home, seamlessly connecting to the entire living space so the chef is always part of the festivities. Bathed in natural light, the ambiance is both airy and welcoming. Cozy up by the charming gas fireplace in the living room, adding warmth and character to the space. Enjoy the convenience of one-level living, with a primary bedroom featuring an ensuite bath. The current owners have spared no expense in enhancing this property, resulting in a harmonious and cohesive atmosphere throughout. Step outside onto the spacious deck on the west side, perfect for soaking in the summer sun. Thanks to solar panels on the roof, this home operates at nearly net zero electricity consumption, offering both environmental and financial benefits. During the winter months, the two-car garage below provides dry and convenient access. Explore the beautiful landscaped yard, complete with a gardener's shed tucked away on the east side, surrounded by lush perennials and fruit trees. This move-in-ready property is a true sanctuary. Delayed showings begin on May 4th, 2024, with an open house from 11 am to 2 pm. Don't miss your chance to make this your dream home!
142 Greenleaf Street, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 1,732 sqft single-family home in West Brattleboro, built in 1978. It last sold for $475,000 on Jun 12, 2024 (6% above the $450,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $483,900, with a rent estimate of $2,333/month.

Home Details for 142 Greenleaf Street

Interior Features

Interior Details
Basement: Climate Controlled,Concrete,Concrete Floor,Full,Storage Space,Sump Pump,Unfinished,Walkout,Interior Access,Basement Stairs,Interior EntryNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 1
Dimensions and Layout
Living Area: 1732 Square Feet
Appliances & Utilities
Utilities: Cable at SiteAppliances: Dishwasher, Dryer, Range Hood, Gas Range, Refrigerator, Washer, Propane Water Heater, Tankless Water HeaterDishwasherDryerLaundry: In BasementRefrigeratorWasher
Heating & Cooling
Heating: Propane,Solar,Electric,Gas Stove,Mini SplitHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Propane
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: BlindsFlooring: Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Ceramic Tile, Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleExterior: Building, Deck, GardenFoundation: Poured ConcreteGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 6Parking: Crushed Stone,Auto Open,Direct Entry,Driveway,Garage,On Site,Parking Spaces 6+,Attached
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 147
Finished Area
Finished Area (above surface): 1732 Square Feet

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: ResidentialProperty Subtype: RanchArchitecture: Ranch
Building
Construction Materials: Composition ExteriorNot a New Construction

Price & Status

Price
List Price: $450,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Brattleboro
School Information
Elementary School: Green Street Elementary SchoolElementary 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: 2904 Square Feet

Lot Information

Lot Area: 0.43 acres

Miscellaneous

BasementMls Number: 4993163Attribution Contact: Off: 802-254-6400Above Grade Unfinished Area: 1732Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1172Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Jun 12, 2024
Source: PrimeMLS #4993163
Sold
$475,000
Apr 29, 2024
Source: PrimeMLS #4993163
Listed For Sale
$450,000
Jul 22, 2022
Source: PrimeMLS #4922240
Sold
$377,500
Apr 1, 2022
Source: PrimeMLS #4898166
ListingRemoved
Feb 16, 2022
Source: PrimeMLS #4898166
Listed For Sale
$379,000

Market trends in Brattleboro

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

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about West Brattleboro

At least 1 Trulia users voted on each feature.
  • 100 % Say car is needed

  • 100 % Say it's dog friendly

  • 100 % Say there are sidewalks

  • 100 % Say people would walk alone at night

  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 75 % Say there's holiday spirit

  • 67 % Say there's wildlife

  • 60 % Say it's walkable to restaurants

  • 50 % Say kids play outside

  • 50 % Say neighbors are friendly

  • 33 % Say there are community events

  • 25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

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 consumersโ€™ 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 2026-09-24 13:04:51 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.

Frequently asked questions about 142 Greenleaf Street

  • What is 142 Greenleaf Street estimated to be worth?
    Trulia's estimated value for 142 Greenleaf Street in Brattleboro, VT is $483,900.
  • What is the price history for 142 Greenleaf Street?
    142 Greenleaf Street in Brattleboro, VT last sold for $475,000 in June 2024.
  • Is Brattleboro a buyer's or seller's market?
    Brattleboro is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 142 Greenleaf Street?
    The closest schools to 142 Greenleaf Street in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Area Middle School (rated 6/10), Windham Regional Career Center (High).
  • Does 142 Greenleaf Street have air conditioning?
    Yes, 142 Greenleaf Street in Brattleboro, VT has air conditioning.
  • Does 142 Greenleaf Street have laundry facilities?
    Yes, 142 Greenleaf Street in Brattleboro, VT has in-unit laundry.

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