$649,000

208 Boston Street, Guilford, CT 06437

3 beds |
3 baths |
2,052 sqft

Single-Family Home
Built in 1900
1.03acre lot
2 car garage
$316/sqft
Listed 28 days ago

Property Description

Shoreline charm meets unlimited potential at 208 Boston Street. This quintessential New England gem, set on a rare and sprawling 1.03-acre level lot, offers the ultimate "walk-to-town" lifestyle just steps from the historic Guilford Green. Whether you are looking for a savvy investment, a multi-generational living solution, or a grand single-family estate, this versatile property delivers. Currently configured as a 2-family residence, the home offers two distinct living spaces. The upper level features a bright 2-bedroom, 1-bathroom layout, while the lower level provides a comfortable 1-bedroom, 2-bathroom floor plan. With its classic colonial architecture and spacious interior, the property could easily be converted back into a stately single-family home tailored to your exact vision.The exterior is equally impressive, boasting a massive backyard that is a true rarity for properties so close to downtown. From the charming white picket fence to the expansive lawn, there is plenty of room for gardening, play, or future expansion. Enjoy the vibrancy of Guilford-stroll to boutique shops, local cafes, the library, and the harbor, all from your front door. The Ultimate Legacy Opportunity: 208 Boston Street is being offered individually or in conjunction with the adjacent, completely renovated home at 168 Union Street. Together, these two properties create an unparalleled family "compound" or a dual-investment portfolio in one of Connecticut's most coveted shoreline communities.

Listing Status:: Active
Date Added:: May 28, 2026
Data Last Updated:: June 26, 2026 at 4:50AM
Listing Office:: William Pitt Sotheby's Int'l : (203) 453-2533
Listing Agent:: Jules G Etes : (203) 687-6997
MLS ID:: 24179176

Appliances: Oven/RangeRefrigeratorDishwasherWasherDryer
Laundry: Main Level
Basement: FullPartially Finished
A/C: Central AirSplit System
Heating: Hot WaterOil
Fireplace: Fireplaces: 0

Style: Colonial

Roofing: Asphalt Shingle

County: New Haven

Zoning: R-31122400

Water: Public Water Connected
Sewer: Septic

This listing courtesy of Jules G Etes , William Pitt Sotheby's Int'l

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

Ready to Start a VA Loan?

Get Started

NMLS #1907 ^†

Get Prequalified »

Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.