19 Skymeadow Drive Stamford, CT $ 3,345,000
19 Skymeadow Drive
$ 3,345,000
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19 Skymeadow Drive

Stamford, CT, 06903
$ 3,345,000
Bedrooms5 Baths4.0 Sq 5,133

Monthly Estimate*

$ 20,596

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Single Family Home for sale in Stamford, CT

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. New cedar roof 2026. There is a one acre parcel on the property. Please do not walk the property unattended.

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Single Family Active

Price

$ 3,345,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 25,039

Style

Lot Size

3.47

Year Built

1870

Town/City

Stamford

MLS | Web ID

24166734

Features
General
Zoning 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 1
Year Built 1870
Style Colonial
Year Built Source Owner
Pool Description Gunite Heated Salt Water In Ground Pool
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Interior
Cooling System Central Air Zoned
Total Rooms 10
Basement Description Full Partially Finished
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Exterior
Water Source Public Water Connected
Lot Description Lightly Wooded Cleared
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* Excluded Features
List By
Laurie Cingari

Listing Agent

Berkshire Hathaway Ne Prop.

Broker

lauriecingari@bhhsne.com

Email

Affordability Calculator

$22,682
Per Month
91%
9%
0%
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.
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Nearby
2059844 Elementary School
4769969 Middle School
Westhill High School High School
Pricing History
DatePricePrice ChangeDescription
4/14/2026$3,345,000 Listed Price

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19 Skymeadow Drive, Stamford, CT, 06903 is a Single Family Home for sale at $3,345,000 with 5,133 sqft and a lot size of 3.47. 19 Skymeadow Drive has 5 bedrooms, 4.0 baths, and was built in 1870. The property's zip code is 06903 which is in Stamford, CT