$879,000

2 & 4 Old Weston Old Weston Road, Weston, CT 06883

  • 5 beds |
  • 4 baths |
  • 1,223 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in ——
  • Property Lot Size Icon2acre lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $719/sqft
  • Property List Date Icon Listed 15 days ago

Property Description

Rare opportunity to own a historic 2-acre compound featuring a circa 1770 home (1223 SF), charming 1930s cottage (1048 SF), classic barn, and a rare surviving corn crib. An exceptional property rich in New England history & character! Step into the heart of the 1770 home where centuries-old craftsmanship is on full display. Massive hand-hewn beams stretch across the ceiling, beautifully preserved wide-plank floors run underfoot, and impressive open-hearth fireplaces with original woodwork & built-in cupboards anchor the rooms, reflecting the practical elegance of early American homes where a hearth served as the center of daily life. Natural light filters through multi-pane windows, highlighting the warm patina of aged timber w/ remarkable period details including beams, historic wood doors, traditional hardware. Complementing the main residence is a quintessential 1930s cottage filled with warmth & personality, featuring a vaulted 2 story ceiling living room w/ wood-burning fireplace, a loft offering extra living space, two bedrooms, 2 full baths, country kitchen w/vaulted ceiling , a bright sun-filled sitting rm w/skylight & walls of windows. Currently rented, but ideal as a guest house or studio. Surrounded by classic stone walls, oversized stone slab steps & walkways, plus a traditional barn and rare corn crib, this extraordinary property offers a truly one-of-a-kind New England opportunity. Room counts include cottage. Property runs on both sides of Old Weston Rd

Listing Status:
Active
Date Added:
March 12, 2026
Data Last Updated:
March 27, 2026 at 4:50PM
Listing Office:
Settlers & Traders : (203) 226-0000
Listing Agent:
Sandra Calise : (203) 644-4833
MLS ID:
24154425
  • Rooms: Sitting Room
  • Appliances: None
  • Basement: Crawl SpacePartialPartial With Hatchway
  • A/C: None
  • Heating: Gravity Warm AirOil
  • Fireplace: Fireplaces: 2
  • General: Porch
  • Style: Antique
  • Roofing: Asphalt Shingle
  • County: Fairfield
  • Zoning: R407176
  • Water: Private Well
  • Sewer: Septic

This listing courtesy of Sandra Calise , Settlers & Traders

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  †
Get Prequalified »
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location

Schools Nearby

H

Hurlbutt Elementary School

9 School Rd, Weston, CT, 06883

Grades PK-2

1.19 miles away

W

Weston Middle School

135 School Rd, Weston, CT, 06883

Grades 6-8

0.72 miles away

W

Weston High School

115 School Rd, Weston, CT, 06883

Grades 9-12

0.77 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.