22 Chestnut Street # 1-4 Brattleboro, VT $ 399,000
22 Chestnut Street # 1-4
$ 399,000
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22 Chestnut Street # 1-4

Brattleboro, VT, 05301
$ 399,000
Bedrooms-- Baths--

Monthly Estimate*

$ 2,489

Listed by Erica Reynolds, Southern Vermont Realty Group, 802-579-8858, erica@sovtrealtygroup.com
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Commercial Property for sale in Brattleboro, VT

for $399,000. This building was built in 1885 on a lot size of 0.37.

4 condo units being sold together as a great residential package investment opportunity! Rent them, live in one and/or sell them off individually. This offering includes 4 of 5 units in a charming condo development walkable to downtown, the hospital, and shopping, and minutes from I-91 and the Memorial Park with ski/sledding hill and skating rink! Unit 5 has been sold. The property includes a spacious shared yard, off-street parking, and a strong rental history—currently generating approximately $7,000/month. All units are fully furnished and tenant-occupied, except one that is mid-renovation. The owner was informed by the town that the lot may support construction of an additional home, offering further upside. Unit 1 is a large 2BR/1BA with walk-in pantry, washer/dryer, mudroom, private side porch, and oil heat. Unit 2 is a cozy 1BR+ with an office, walk-in pantry and porch. Unit 3 is a 2BR under renovation with gas heat, a spacious living room, and a private front porch. Unit 4 is an updated 1BR/1BA in excellent condition with electric heat. All units have strong rental potential and charming details like clawfoot tubs, porches, designated storage and vintage finishes. A solid turnkey investment with room to grow—for hands-on owners or portfolio investors alike. Located in a desirable neighborhood and close to area ski resorts!

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Commercial Active

Price

$ 399,000

Property Type

Commercial

Taxes

$ 0

Style

Multi-Family

Lot Size

0.37

Year Built

1885

Town/City

Brattleboro

County/Region

Windham

MLS | Web ID

5070075

Features
Interior
Basement Description Crawl Space Dirt Floor Interior Stairs Storage Space Interior Access Exterior Access
Basement Yes
Total Number of Units 4
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General
Road Frontage Yes
Sewer Public
Utilities Cable Available Propane Telephone Available
Roof Metal Asphalt Shingle Slate
Zoning residential
Year Built 1885
Business Type Multi-Family Other
Unit Number 1-4
Building Name 22 Chestnut Enterprise LLC
Status Detail 0
Covenants Unknown
Directions Use GPS
City Brattleboro
DOM 23
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Exterior
Lot Size Area 0.37
Water Source Public
Parking Features Driveway On-Site Parking Spaces 1 - 10
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* Excluded Features
List By
Erica Reynolds

Listing Agent

Southern Vermont Realty Group

Broker

(802) 579-8858

Phone

erica@sovtrealtygroup.com

Email

Affordability Calculator

$2,489
Per Month
100%
0%
0%
Monthly Principal & Interest
$2,489
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
11/19/2025$399,000 Listed Price

Map


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22 Chestnut Street # 1-4, Brattleboro, VT, 05301 is a Commercial Property for sale at $399,000 with a lot size of 0.37. 22 Chestnut Street # 1-4 was built in 1885. The property's zip code is 05301 which is in Brattleboro, VT