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12 Chestnut Street

Stamford, Connecticut 06902

ACTIVE - NEW$555,000
Beds
6
Baths
2
SqFt
2,204
Acres
0.08
Year Built
1920
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Rare opportunity for investors and developers in downtown Stamford. This legally established two-family residence (Land Use Code 104: 2-Family Residence) sits on a 3,500 sq. ft. lot zoned R5, offering a solid income-producing or value-add foundation. The property offers 2,204 sq. ft. of living area (3,236 sq. ft. gross) across two stories, with 6 bedrooms, 2 full bathrooms, and 12 total rooms split between two units. Combination-fuel hot water baseboard heat, per town assessor records. The home is being offered as-is, an excellent candidate for renovation, repositioning as a two-unit rental, or redevelopment. Motivated seller.

Key Facts

City/Town
Stamford
Neighborhood
Mid City
Property / Style
Multi-Family · Units on different Floors
Year Built
1920
Days on Market
0 days
Beds
6
Baths
2 full
Living Area
2,204 sq ft
Lot Size
0.08 acres
Property Taxes
$7,844 / Annually

Market Snapshot

The Stamford Market

Multi-Family · trailing 12 months

View area

Median Days on Market

42

21 active listings

Median $ / Sq Ft

$389

21 active listings

Sale-to-List Ratio

100.2%

69 sales

How this home compares

List Price

$555,000

vs $1.04M median

46.6% below median

Price / Sq Ft

$252

vs $389 median

35.2% below median

Days on Market

0 days

vs 42 days median

42 days fresher than median

Based on 21 active and 69 closed sales (trailing 12 mo) of multi-family in Stamford. Source: SmartMLS · As of August 5, 2026.

Location

12 Chestnut Street, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,692

per month

  • Principal & Interest$2,853
  • Property Taxes$654
  • Insurance$185
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Stamford
Neighborhood
Mid City
County
Fairfield

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Units on different Floors
Year Built
1920
New Construction
No/Resale
Living Area
2,204 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
None
Basement
None

Exterior & Lot

Lot Size
0.08 acres
Zoning
R5
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Other
Color
Blue
Roof
Asphalt Shingle
Foundation
Slab
Lot Description
Level Lot

Listing & Financials

Property Taxes
$7,844 / Annually
Days on Market
0
MLS #
24196946
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Patricia Rattray

(203) 570-2096

William Pitt Sotheby's Int'l

(203) 968-1500

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/5/2026. This information is provided 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 8/5/2026 at 2:20 PM UTC.