44 Toms Road
Stamford, Connecticut 06902
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 2,846
- Acres
- 0.31
- Year Built
- 1911
- Neighborhood
- Glenbrook
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to 44 Toms Road, a rare opportunity to own a home that seamlessly blends generous living space, exceptional versatility, and an unbeatable Stamford location. Offering 5 bedrooms, 3 bathrooms & 1 half bath, and a thoughtfully designed floor plan, this home is built for both comfortable everyday living and effortless entertaining. Bright, inviting living spaces flow seamlessly into a spacious kitchen, creating a warm and functional layout ideal for gathering with family and friends. The desirable first-floor primary bedroom adds both convenience and flexibility. Beyond the main living areas, the property offers an abundance of finished space that can easily adapt to your lifestyle-ideal for home offices, recreation, fitness, hobbies, or other flexible uses. Buyers are encouraged to conduct their own diligence regarding the legal status and permitted uses of all finished spaces. Ideally located directly across from Dolan Middle School, and just minutes from downtown Stamford, Metro-North, shopping, dining, parks, and major commuter routes, this home offers the perfect balance of space, convenience, and opportunity. Property is being sold in its current "as-is" condition. Buyers are encouraged to conduct all inspections and diligence they deem necessary prior to closing.
Key Facts
Market Snapshot
The Stamford Market
Single Family · trailing 12 months
Active Listings
77
116 under contract
Median List Price
$1.20M
77 active listings
Median Closed Price
$977,000
577 sales
Median Days on Market
39
77 active listings
Median $ / Sq Ft
$414
77 active listings
Sale-to-List Ratio
103.8%
577 sales
How this home compares
List Price
$849,999
vs $1.20M median
28.9% below median
Price / Sq Ft
$299
vs $414 median
27.8% below median
Days on Market
18 days
vs 39 days median
21 days fresher than median
Based on 77 active and 577 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of July 28, 2026.
Location
44 Toms Road, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,334
- Property Taxes$854
- Insurance$283
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1911
- New Construction
- No/Resale
- Living Area
- 2,846 sq ft
- Below Grade
- 702 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Other
- Cooling
- Wall Unit
- Appliances
- Electric RangeMicrowaveRefrigerator
- Basement
- Full
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 0.31 acres
- Zoning
- R75
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Brown
- Roof
- Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $10,244 / Annually
- Days on Market
- 18
- MLS #
- 24186121
- MLS Status
- Active
- Financing
- FHA,VA,CHFA,Renovation
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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 7:01 AM UTC.