176 High Street, Brattleboro, VT, 05301 | $459,900

Conveniently located in Brattleboro Center, this historic three-family home offers the perfect blend of Historic charm, and modern convenience. It is an ideal opportunity for an investor seeking profitable rental income or an owner-occupant looking to live on the main level while offsetting their mortgage with two additional rental units. The first-floor unit features high ceilings, French doors, built-ins, and beautiful pine floors in the living and dining rooms. The updated kitchen includes stainless steel appliances, refaced cabinets, newer floor, newer refrigerator, dishwasher, and hood. This unit offers a spacious master en-suite, a second large bedroom, a hallway bath, a mudroom entryway and a large laundry room with ample storage. The side entrance leads to a private porch and a newer, spacious Trex deck, perfect for entertaining or relaxing while enjoying cool summer breezes. The second floor contains two additional apartments. Unit 2 includes two bedrooms and one bath w/ private covered porch and separate back entrance, while Unit 3 is a studio with a combined bedroom/living area and a spacious walk-in closet. Each unit is equipped with separate electric meters and panels. Major Improvements in the last 10 years include vinyl siding (2019), a new oil tank (2019), a water tank (2018), the Trex deck, reinforced porches & pvc railings, and numerous interior upgrades. The property also features a full basement with a workshop, four parking spaces, and a newer bicycle shed. The location is ideally situated near Main Street shopping, restaurants, the hospital, museum & art center, and the Connecticut River. It is a commuter’s dream, located in close proximity to the Brattleboro Transportation Center, the Amtrak Station, and the highway (I-91). For winter and outdoor enthusiasts, it is less than an hour from premier Southern Vermont ski resorts, including Mt. Snow, Stratton, and Bromley. Don't miss out on this amazing Opportunity!

Features

  • Rooms: 12
  • Bedrooms: 5
  • Baths: 3 full
  • Units: 3
  • Style: Federal
  • Year Built: 1850
  • Heating: Oil,Baseboard
  • Cooling: None
  • Basement: Bulkhead,Full,Interior Stairs,Unfinished,Interior Access,Exterior Access,Basement Stairs
  • Approx Sq. Feet: 3,064
  • Acreage: 0.14
  • Est. Taxes: $6,554
  • Lot Desc: City Lot,Level,Sidewalks,In Town,Near Shopping,Near Public Transportatn,Near Railroad,Near Hospital,Near School(s)
  • Elem. School: Brattleboro Elem Schools
  • Middle School: Brattleboro Area Middle School
  • High School: Brattleboro High School
  • MLS#: 5075240
  • Website: https://www.raveis.com
    /prop/5075240/176highstreet_brattleboro_vt?source=qrflyer
©2026 New England Real Estate Network, 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 PrimMLS. 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 4/5/2026
Listing courtesy of Hoffman Real Estate   Phone: 802-753-7771
Listing Agent: Matt Waddington

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

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176 High Street, Brattleboro, VT, 05301

$459,900

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $367,920 $367,920 $367,920
Term 360 months 360 months 180 months
Initial Interest Rate** 5.875% 6.375% 5.500%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.357% 6.533% 5.794%
Monthly Tax Payment $546 $546 $546
H/O Insurance Payment $75 $75 $75
Initial Principal & Interest Pmt $2,176 $2,295 $3,006
Total Monthly Payment $2,797 $2,916 $3,627

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.