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58 Oak Street stands out as a strong rental option with an excellent overall rating, standout value per square foot, and strong marks for price, amenities, location, and trustworthiness. It also offers nearby pet-related convenience and outdoor spaces, adding to its appeal.
Things you’ll love
Great for
| 1BR/1.0BA | 1 bed | 1 bath | 750 sqft | $1,550–$1,600 /mo | 2 units available | Full of historic charm and distinctive architectural details, this inviting second-floor one-bedroom, one-bath apartment is located within a beautiful Victorian home in one of Brattleboro’s most desirable neighborhoods. Enjoy a quiet setting while still being close enough to walk to downtown Brattleboro for shopping, dining, galleries, and entertainment. The apartment features bright, spacious rooms and beautifully preserved hardwood floors, creating a warm and welcoming atmosphere throughout. The generously sized kitchen offers plenty of room for cooking and dining and features lovely original built-in cabinetry, adding character that is increasingly difficult to find. For modern convenience, the apartment includes a brand-new stacked washer and dryer right in the unit. One of the highlights of this apartment is its private deck overlooking the owners’ beautiful gardens—a lovely spot to enjoy your morning coffee, read a book, or simply relax outdoors surrounded by the peaceful setting. Off-street parking is also included. The main house is owner-occupied and thoughtfully maintained, however there is a dedicated entrance for the apartment, providing privacy and convenience. While the garden is for the private use of the owners, there is a deck overlooking the expansive garden that is exclusively dedicated to the apartment. With its combination of Victorian character, spacious rooms, in-unit laundry, private outdoor space, and walkable location, this unique apartment offers a wonderful opportunity to enjoy the charm of historic Brattleboro living with the conveniences of today. Please note that the bedroom currently has a temporary wall with built in shelving dividing the room in 2 from previous tenants. This wall may be left in place or taken down by owners, based on tenant preference. Last photo is AI generated, depicting what the room will look like without partition. |
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Building
| Cats OK | Dogs OK |
One-time.
One-time. Refundable.
Contact for more information on pet policy.
Questions about this property’s policies and fees?
| Units | 2 |
|---|
Full of historic charm and distinctive architectural details, this inviting second-floor one-bedroom, one-bath apartment is located within a beautiful Victorian home in one of Brattleboro’s most desirable neighborhoods. Enjoy a quiet setting while still being close enough to walk to downtown Brattleboro for shopping, dining, galleries, and entertainment. The apartment features bright, spacious rooms and beautifully preserved hardwood floors, creating a warm and welcoming atmosphere throughout. The generously sized kitchen offers plenty of room for cooking and dining and features lovely original built-in cabinetry, adding character that is increasingly difficult to find. For modern convenience, the apartment includes a brand-new stacked washer and dryer right in the unit. One of the highlights of this apartment is its private deck overlooking the owners’ beautiful gardens—a lovely spot to enjoy your morning coffee, read a book, or simply relax outdoors surrounded by the peaceful setting. Off-street parking is also included. The main house is owner-occupied and thoughtfully maintained, however there is a dedicated entrance for the apartment, providing privacy and convenience. While the garden is for the private use of the owners, there is a deck overlooking the expansive garden that is exclusively dedicated to the apartment. With its combination of Victorian character, spacious rooms, in-unit laundry, private outdoor space, and walkable location, this unique apartment offers a wonderful opportunity to enjoy the charm of historic Brattleboro living with the conveniences of today. Please note that the bedroom currently has a temporary wall with built in shelving dividing the room in 2 from previous tenants. This wall may be left in place or taken down by owners, based on tenant preference. Last photo is AI generated, depicting what the room will look like without partition.
How 58 Oak Street compares to other nearby properties.
Positives
Considerations
1-bedroom apartments at 58 Oak Street cost about 5% less than the average rent price for 1-bedroom apartments in Brattleboro.
| Month | Median Rent |
|---|---|
| June 2026 | $1,275 |
| September 2026 | $1,450 |
Can I afford to live at 58 Oak St?
Bedrooms
1 bedroomRent-to-income ratio
30%
$62,000/yr
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