19 Skymeadow Drive, Stamford, Connecticut

$3,345,000

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5

Beds

4

Baths

5,133

Square feet

3.47

Acres

About 19 Skymeadow Drive

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.

Features of 19 Skymeadow Drive

MLS® # 24166734
Price $3,345,000
Bedrooms 5
Bathrooms 4.00
Full Baths 4
Square Footage 5,133
Acres 3.47
Type Single Family For Sale
Style Colonial
Status Under Contract

Community Information

Address 19 Skymeadow Drive
Area North Stamford
City Stamford
County Fairfield
State Connecticut
Zip Code 06903

Amenities

Parking Detached Garage
# of Garages 3
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool Gunite, Heated, Salt Water, In Ground Pool

Interior

Appliances Cook Top, Wall Oven, Refrigerator, Subzero, Icemaker, Disposal, Washer, Dryer
Heating Hot Water, Oil
Cooling Central Air, Zoned
Fireplace Yes
# of Fireplaces 4
Has Basement Yes
Basement Full, Partially Finished

Exterior

Exterior Wood
Exterior Features Grill, Tennis Court, Barn, Gutters, Garden Area, Guest House, French Doors, Patio
Lot Description Lightly Wooded, Cleared
Roof Wood Shingle
Foundation Concrete

School Information

Elementary Northeast
Middle Turn of River
High Westhill

Additional Information

Date Listed April 14th, 2026
Days on Market 98
Zoning RA1
RE / Bank Owned No

Listing Details

OfficeBerkshire Hathaway NE Prop.

Listing Map

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Listing information last updated on September 10th, 2026 at 6:10am EDT.