19 Skymeadow Drive | Stamford North Stamford

$3,495,000 | 5 Beds | 4 Baths (4 Full) | 5,133 Sq. Ft.

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. SmartMLS 24100993

Directions to property: North on High Ridge Road left on Skymeadow-first right into driveway-pass barn and guest house to Main Residence

MLS Listing ID: 
SmartMLS 24100993
Building Details
Details about the building on a property.
Architectural Style: 
Colonial
Year Built: 
1809
Living Area: 
5,133
Fireplaces: 
4
Construction
Foundation Details: 
Concrete
Roof: 
Wood Shingle
Exterior: 
Wood
Exterior Features: 
Grill, Tennis Court, Barn, Gutters, Garden Area, Guest House, French Doors, Patio
Room Details
Details about the rooms in the building.
Total Rooms: 
10
Total Bedrooms: 
5
Total Bathrooms: 
4
Total Full-Bathrooms: 
4
Total Half-Bathrooms: 
0
Utilities
Information about utilities available on the property.
Heating System: 
Radiator, Zoned
Heating System Fuel: 
Oil
Cooling System: 
Central Air, Zoned
Water Source: 
Public Water Connected
Sewer: 
Septic
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
3.5
Waterfront: 
0
Water Body Category: 
Not Applicable
Lot Features
Garage: 
Detached Garage
Pool: 
Gunite, Heated, Salt Water, In Ground Pool
Public Record
Parcel Number: 
314994
Annual Tax: 
$24,181.00
Property Zoning: 
RA1
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
6/12/2025
Contract Details
Details about the listing contract.
Possession: 
negotiable
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Laurie Cingari
Listing Office Name: 
Berkshire Hathaway NE Prop.