21 Culloden Road
Stamford, Connecticut 06902
- Beds
- 7
- Baths
- 2 | 1
- SqFt
- 2,463
- Acres
- 0.14
- Year Built
- 1924
- Neighborhood
- Glenbrook
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 21 Culloden Road, a spacious and meticulously maintained 2-family residence situated in the highly desirable Glenbrook neighborhood. This turnkey property features two large, light-filled units, making it an incredible opportunity for investors or owner-occupants/ multi generational family living. Unit 1 (First Floor) features 3 bedrooms, 1 full bath, separate living and dining rooms, central air, and an expansive eat-in kitchen. Unit 2 (Second Floor) features 4 bedrooms, 1.5 baths, in-unit laundry, central a/c and an equally spacious eat-in kitchen. Major capital improvements offer peace of mind, including a fully replaced roof and new water heater (both 2021). Both units will be delivered vacant at closing. Step outside to a flat, usable backyard-a private outdoor oasis perfect for grilling, gardening, or relaxing. The oversized driveway provides ample off-street parking for multiple vehicles and features a new gardening shed for extra storage. Just minutes from the Glenbrook and Stamford Transportation Centers (Metro-North/Amtrak express to NYC), I-95, and Chelsea Piers. Enjoy easy access to Cove Island Park's beaches and the vibrant dining, shopping, and nightlife of Downtown Stamford. Whether you are looking to expand your rental portfolio or live in one unit while renting the other, 21 Culloden Road is the perfect place to call home.
Key Facts
Market Snapshot
The Stamford Market
Multi-Family · trailing 12 months
Active Listings
21
10 under contract
Median List Price
$1.05M
21 active listings
Median Closed Price
$925,000
69 sales
Median Days on Market
40
21 active listings
Median $ / Sq Ft
$371
21 active listings
Sale-to-List Ratio
100.2%
69 sales
How this home compares
List Price
$965,999
vs $1.05M median
8.0% below median
Price / Sq Ft
$392
vs $371 median
5.7% above median
Days on Market
12 days
vs 40 days median
28 days fresher than median
Based on 21 active and 69 closed sales (trailing 12 mo) of multi-family in Stamford. Source: SmartMLS · As of July 28, 2026.
Location
21 Culloden Road, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,925
- Property Taxes$865
- Insurance$322
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1924
- New Construction
- No/Resale
- Living Area
- 2,463 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot WaterHydro Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Basement
- FullUnfinishedStorageHatchway AccessInterior AccessConcrete Floor
Exterior & Lot
- Lot Size
- 0.14 acres
- Zoning
- R5
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Lot Description
- N/A
Listing & Financials
- Property Taxes
- $10,381 / Annually
- Days on Market
- 12
- MLS #
- 24191607
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:15 AM UTC.