19 Skymeadow Drive
Stamford, CT, 06903 $ 3,345,000
Bedrooms5 Baths4.0 Sq 5,133 Monthly Estimate*
$ 20,596
for $3,345,000 with 5 bedrooms and 4 full baths. This 5,133 square foot home was built in 1870 on a lot size of 3.47.
Welcome to The Benjamin Weed House, a distinguished and storied estate set across 3.5 exquisite acres-where historic provenance meets refined modern living. Expanded and meticulously curated over time, this exceptional five-bed, four-bath residence offers a rare blend of architectural integrity and contemporary sophistication. Inside, soaring ceilings, wide-plank hardwood floors, and masterful craftsmanship create an atmosphere of understated elegance. The chef's kitchen is both functional and beautiful, appointed with a Sub-Zero refrigerator, Wolf cooktop, granite countertops, and an expansive dining area designed for effortless entertaining. The grounds are nothing short of extraordinary-evoking the romance of an English country garden with fountain, mature specimen plantings, hydrangeas, and peonies woven throughout the landscape. A collection of thoughtfully designed outdoor amenities elevates the estate to a private retreat: a newly constructed post-and-beam barn in pine and cedar, a fully renovated guest house with kitchen and bath, a tennis court, and a resort-style gunite pool. The stone terrace-complete with fireplace, grill, and pergola-creates an idyllic setting for al fresco dining. A detached 3 car garage is complemented by a beautifully finished second-floor flex space, ideal for a studio, office, or wellness retreat. The new guest house offers a luxurious and private accommodation for extended family and guests. There is a one acre parcel on the property. Please do not walk the property unattended.
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Open House
6/6/2026 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 3.47
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 50
Year Built 1870
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
- $20,596
- Monthly Property Taxes
- $2,087
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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 $1,689,500
Percent of Sale Price 49%
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 |
|---|
| 4/14/2026 | $3,345,000 | | Listed Price |