58 Oak St

Brattleboro, VT 05301

$595,000
Last Sold Price
3
Beds
3,400 Sq. Ft.
$175 / Sq. Ft.
3,400
Sq. Ft.
$175
per Sq. Ft.
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Closed 9/21/23
Closed 9/21/23

Description

A stunning urban oasis awaits at this handsome Victorian home. The grounds have been transformed into a garden sanctuary designed by noted landscaper, Holland's Bloom (award winning design!) , and provides a private & fenced yard with numerous specimen plantings, perennials, brick/paver/Goshen Stone walkways w/granite detailing, private sitting areas and bubbling water feature. There is a large deck, beautiful barn/garage with 2nd level storage & lockable storage room. The interior is stunning with...A stunning urban oasis awaits at this handsome Victorian home. The grounds have been transformed into a garden sanctuary designed by noted landscaper, Holland's Bloom (award winning design!) , and provides a private & fenced yard with numerous specimen plantings, perennials, brick/paver/Goshen Stone walkways w/granite detailing, private sitting areas and bubbling water feature. There is a large deck, beautiful barn/garage with 2nd level storage & lockable storage room. The interior is stunning with large light-filled primary rooms including: Formal Entry with period staircase, wood flooring & curved accent wall; lovely Living Room w/gas Fireplace, maple flooring & bay window; Formal Dining Room with pocket doors, bay window and Victorian styled fireplace (not working). The first floor also provides a Study w/pine floors and Bath access (claw footed tub); Country Kitchen w/2 pantries, oak floors & door to covered porch & deck. The 2nd level includes a spacious reading nook/Landing, 3 Bedrooms with wood flooring and lots of windows with light pouring in everywhere, large Laundry w/sink, cabinets and door to upper covered porch overlooking the gardens. Adjacent to the main house are 2 charming living units which could be used as au pair or guest quarters and/or multi roomed office space. Large attic for add'l storage space. House is being offered as a single family home. An exceptional offering! Delay show 7/22. Open House 7/22&7/23 10AM to Noon.
  1. Listed by Robert Doyle • Berkley & Veller Greenwood Country

Sold By Brattleboro Area Realty

Property Details for 58 Oak Street

Zoning
RN
LISTING UPDATED: 09/21/2023 05:41 PM

Property Details for 58 Oak Street

StatusClosed
MLS #4961927
Days on Market20
Taxes$8,434 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1867
Lot Size0.25 AC / 10,890 SF
CountyWindham County
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Location

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Building Information for 58 Oak Street

Stories2Year Built1867Building Size-Lot Size0.25 AC / 10,890 SF

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$3,603 per month

30 year fixed, 6.15% Interest

Principal and Interest

$2,900

Property Taxes

$703

HOA Dues

$0

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Property Information for 58 Oak Street

Summary
Location and General Information
  • City: Brattleboro
  • County: VT-Windham
  • Directions: Corner of Oak Street and Howard Street. See sign.
  • Latitude: 42.854894269842553
  • Longitude: -72.563442813491861
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05301
Taxes and HOA Information
  • SPAN Number: 081.025.14119
  • Tax - Gross Amount: $8,434.00
  • Tax Year: 2023
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Other
Property
Lot Information
  • Lot - Sqft: 10890.0
  • Lot Size Acres: 0.25
  • Road Frontage Length: 217.0
  • Square Feet Apx Finished Above Grade: 3400.0
  • Square Feet Apx Finished AG Source: Measured
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Total: 4500.0
  • Square Feet Apx Total Finished: 3400.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished Below Grade: 1100.0
  • Square Feet Apx Unfinished BG Source: Measured
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Easements: Yes
  • Flood Zone: Unknown
  • Foundation: Stone
  • PreConstruction: No
  • ROW - Parcel Access: No
  • Surveyed: Unknown
  • Year Built: 1867
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Public Sewer On-Site
  • Utilities: Gas - LP/Bottle
Interior and Exterior Features
Exterior Features
  • Color: Yellow
  • Features - Exterior: Deck, Fence - Full, Garden Space, Outbuilding, Patio, Porch - Covered, Windows - Storm
  • Roads: Paved, Public
  • Roof: Membrane, Shingle - Asphalt, Slate
Interior Features
  • Appliances: Range - Electric, Refrigerator
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Unfinished
  • Baths - Total: 2
  • Baths - Full: 1
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 1
  • Rooms - Total: 10
  • Rooms: Level 1: Level 1: Den, Level 1: Dining Room, Level 1: Foyer, Level 1: Kitchen, Level 1: Living Room
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Bonus Room, Level 2: Laundry Room
  • Bedrooms - Total: 3
  • Features - Interior: Attic - Hatch/Skuttle, Fireplace - Gas, In-Law/Accessory Dwelling, In-Law Suite, Walk-in Pantry, Laundry - 2nd Floor
  • Flooring: Hardwood, Other, Softwood, Vinyl
  • Heat Fuel: Oil
  • Heating: Baseboard, Hot Water, Steam
  • Cooling: None
  • Total Stories: 2.5
Room Information
Room 1
  • Room Dimensions: 15X15
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 15X18
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 18X15
  • Room Level: 1
  • Room Type: Living Room
Room 5
  • Room Dimensions: 13.5X14.5
  • Room Level: 1
  • Room Type: Den
Room 7
  • Room Dimensions: 8X19 Irregular
  • Room Level: 1
  • Room Type: Foyer
Room 8
  • Room Dimensions: 18X8
  • Room Level: 2
  • Room Type: Bonus Room
Room 9
  • Room Dimensions: 15.5X15.5
  • Room Level: 2
  • Room Type: Laundry Room
Room 10
  • Room Dimensions: 15X15
  • Room Level: 2
  • Room Type: Bedroom
Room 11
  • Room Dimensions: 13X12
  • Room Level: 2
  • Room Type: Bedroom
Room 12
  • Room Dimensions: 12.5X9
  • Room Level: 2
  • Room Type: Bedroom

Property History for 58 Oak Street

DateEvent & SourcePriceAppreciation
Jan 16, 2026

Expired

New England Real Estate Network #5060836

—
Sep 11, 2025

Listed (Active)

New England Real Estate Network #5060836

$625,000—
Sep 21, 2023

Sold (Public Record)

Public Record #1526045346

$595,000—
Sep 21, 2023

Sold

New England Real Estate Network #4961927

$595,000—
Sep 21, 2023

Pending

New England Real Estate Network #4961927

—
Aug 9, 2023

Active Under Contract

New England Real Estate Network #4961927

—
Jul 19, 2023

Listed (Active)

New England Real Estate Network #4961927

$595,000—
May 22, 2010

Expired

New England Real Estate Network #3052345

—
Mar 15, 2008

Listed (Active)

New England Real Estate Network #3052345

$345,000—
Mar 15, 2008

Listed (Active)

New England Real Estate Network #3052343

$345,000—
Aug 1, 2000

Sold

New England Real Estate Network #3002419

$141,750—
Jun 22, 2000

Pending

New England Real Estate Network #3002419

—
May 22, 2000

Listed (Active)

New England Real Estate Network #3002419

$149,000—
DateEvent & SourcePrice
01/16/2026

Expired

New England Real Estate Network #5060836

—
09/11/2025

Listed (Active)

New England Real Estate Network #5060836

$625,000
09/21/2023

Sold (Public Record)

Public Record #1526045346

$595,000
09/21/2023

Sold

New England Real Estate Network #4961927

$595,000
09/21/2023

Pending

New England Real Estate Network #4961927

—
08/09/2023

Active Under Contract

New England Real Estate Network #4961927

—
07/19/2023

Listed (Active)

New England Real Estate Network #4961927

$595,000
05/22/2010

Expired

New England Real Estate Network #3052345

—
03/15/2008

Listed (Active)

New England Real Estate Network #3052345

$345,000
03/15/2008

Listed (Active)

New England Real Estate Network #3052343

$345,000
08/01/2000

Sold

New England Real Estate Network #3002419

$141,750
06/22/2000

Pending

New England Real Estate Network #3002419

—
05/22/2000

Listed (Active)

New England Real Estate Network #3002419

$149,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 58 Oak Street

Taxable ValueLand$52,000Additions$216,790Total$268,790
Tax Record2024$8,728 ($727 / month)
Home Facts
Baths4Total Finished SqFt3,748 SqFtAbove Grade Finished SqFt3,748 SqFtStories2Lot Size10,890 SqFtStyleTriplexYear Built1880CountyWINDHAMAPN(025) 00275243.000

Schools near 58 Oak Street

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Canal Street/Oak Grove Schools
Public - PK to 6
Brattleboro Area Middle School
Public - 7 to 8
Brattleboro Senior Uhsd #6
Public - 9 to 12
Windham Regional Career Center
Public - 9 to 12
Rating
School
Distance
Canal Street/Oak Grove Schools
PublicPK to 6

Brattleboro Area Middle School
Public7 to 8

Brattleboro Senior Uhsd #6
Public9 to 12

Windham Regional Career Center
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Berkley & Veller Greenwood Country

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 03/11/2026 08:47 AM