21 Culloden Road, Stamford, Connecticut 06902

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.

Flood risk: check the FEMA flood map for this address.

Taxes

Interior

Building & Exterior

Lot & Land

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $952,000, ranging $825,000 to $1,295,000.

Within a 15-minute walk, sold in the last year
• 117 Maple Avenue6 bd · 4 ba · 2,980 sq ft · 0.4 mi away
  $925,000$310/sq ft2025-12-22
• 45 Pleasant Street5 bd · 5 ba · 2,919 sq ft · 0.4 mi away
  $1,295,000$443/sq ft2025-12-01
• 321 Glenbrook Road4 bd · 2 ba · 2,366 sq ft · 0.5 mi away
  $952,000$402/sq ft2026-07-08
• 251 Cove Road4 bd · 2 ba · 2,080 sq ft · 0.6 mi away
  $825,000$396/sq ft2026-06-05
• 196 Frederick Street6 bd · 4 ba · 2,368 sq ft · 0.7 mi away
  $976,000$412/sq ft2025-11-26

Public record

From the Stamford assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

More homes in Stamford

Closest in price to this one.

• 511 Fairfield Avenue6 bed · 4 bath · 3,200 sq ft$975,000
• 93 George Street5 bed · 2 bath · 2,900 sq ft$949,000
• 34 Raymond Street5 bed · 2 bath · 3,044 sq ft$985,000
• 29 Cowan Avenue6 bed · 3 bath · 2,850 sq ft$989,000
• 355 Hope Street6 bed · 2 bath · 2,888 sq ft$935,000
• 101 Webb Avenue6 bed · 4 bath · 3,437 sq ft$998,000

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