Open House 12/14 1pm - 3pm
19 Skymeadow Drive
Stamford, CT, 06903 $ 3,350,000
Bedrooms5 Baths4.0 Sq 5,133 Monthly Estimate*
$ 20,900
for $3,350,000 with 5 bedrooms and 4 full baths. This 5,133 square foot home was built in 1809 on a lot size of 3.5.
Welcome to The Benjamin Weed House-an extraordinary 5-bed, 4-bath estate set on 3.5 lush acres. Thoughtfully expanded over time, this historic home and property blends timeless charm with modern luxury. High ceilings, wide plank hardwood floors, and exceptional craftsmanship shine throughout. The gourmet kitchen features a Sub-Zero fridge, Wolf cooktop, and granite countertops as well as a large eating area, perfect for entertaining. Outdoor living is unparalleled with a guest house, barn, tennis court, in ground pool, fountain, and stone patio with fireplace, grill, and pergola. The beautifully landscaped grounds evoke an English garden, rich with hydrangeas, peonies, specimen trees and more. A detached 3-car garage includes a stunning second-floor flex space. The guest house is newly remodeled complete with a kitchen and full bath, perfect for multi generational living or out of town guests. The new barn, also contains a second floor and has been constructed with pine and cedar wood, post and beam. Impeccably maintained and perfect for indoor-outdoor living, this is a rare chance to own a true piece of Stamford history, while remaining close to transportation, shopping, dining, and NYC. This is truly a one of a kind and very special property. There is a one acre parcel on the property. Please do not walk the property unattended.
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Open House
12/14/2025 1:00 PM - 3:00 PM
19 Skymeadow Drive Stamford, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning RA1
Neighborhood North Stamford
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 3.5
Directions North on High Ridge Road left on Skymeadow-first right into driveway-pass barn and guest house to Main Residence
High School Westhill
City Stamford
Elementary School Northeast
Sq Ft Total 5133
DOM 173
Year Built 1809
Style Colonial
Year Built Source Owner
Pool Description Gunite Heated Salt Water In Ground Pool
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InteriorCooling System Central Air Zoned
Total Rooms 10
Basement Description Full Partially Finished
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ExteriorWater Source Public Water Connected
Lot Description Lightly Wooded Cleared
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* Excluded FeaturesList ByLaurie CingariListing Agent
Berkshire Hathaway Ne Prop.Broker
lauriecingari@bhhsne.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $20,900
- Monthly Property Taxes
- $2,095
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Stamford, CT
Average List Price $1,238,787
Percent of Sale Price 63%
About Stamford, CT 133,887 Population
14% Since 2002
$ 87,025 Median Income
39.84 Median Age
29% Households with Children
Trends Information provided by ATTOM Data Solutions.
2059844 Elementary School
4769969 Middle School
Westhill High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/8/2025 | $3,350,000 | -4.15% | Price Down |
| 6/26/2025 | $3,495,000 | | Listed Price |