45 Pleasant Street, Stamford, Connecticut

$1,295,000

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5

Beds

5

Baths

2,919

Square feet

0.13

Acres

About 45 Pleasant Street

Meticulously maintained and truly unique, this property presents an incredible opportunity in the heart of downtown Stamford. Featuring three spacious residential units plus a grandfathered-in commercial workshop, it is a rare investment property with multiple streams of current and future income. The first floor hosts a 3-bedroom, 1-bath unit with a generous layout. The second floor is a larger one-bedroom, one-bath residence highlighted by large walk-in-closet/office. The third floor provides a cozy 1-bedroom, 1-bath apartment with skylights & storage nooks, perfect as an efficient rental or for Airbnb/short-term rental income given its prime location steps to downtown Stamford & minutes to Metro North. Adding to its distinct appeal is the standalone commercial workshop with a separate shed. This space is ideal for trades, storage, or creative uses-offering additional income streams. The lower level includes office space, storage, utility rooms, two (2) half baths & coin-operated laundry for tenants, creating future opportunities for expansion. Additional highlights include a new roof, freshly sealed driveway, and private entrances for each unit-all tucked away on a quiet dead-end street! This turn-key property offers multiple revenue streams and strong value-add income opportunities for investors. This is truly a one-of-a-kind property that blends convenience, versatility, and strong rental demand -a rare chance to own a multi-use investment in mid-city Stamford!

Features of 45 Pleasant Street

MLS® # 24130623
Price $1,295,000
Bedrooms 5
Bathrooms 5.00
Full Baths 3
Half Baths 2
Square Footage 2,919
Acres 0.13
Type Multi-Family For Sale
Sub-Type 3 Family
Style Units on different Floors
Status Active

Community Information

Address 45 Pleasant Street
Area Mid City
City Stamford
County Fairfield
State Connecticut
Zip Code 06901

Amenities

Parking None
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Heating Hot Water, Electric, Natural Gas
Cooling None
Fireplace No
Has Basement Yes
Basement Full, Storage

Exterior

Exterior Vinyl Siding
Lot Description City Views
Roof Asphalt Shingle
Foundation Masonry, Stone

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed October 1st, 2025
Days on Market 3
Zoning RMF
RE / Bank Owned No

Listing Details

OfficeKeller Williams Prestige Prop.

Listing Map

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Listing information last updated on October 18th, 2025 at 5:34pm EDT.