$7,995,000

236 & 250 Main Street, Ridgefield, CT 06877

  • 8 beds |
  • 9 baths |
  • 8,934 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1826
  • Property Lot Size Icon3.16acre lot
  • Property Parking Icon 4 car garage
  • Property Price Per Square Feet Icon $895/sqft
  • Property List Date Icon Listed 1 month ago

Property Description

Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley, first pastor & town clerk. It also includes 250 Main St. - the iconic & brightly colored neighboring Gothic Revival Victorian, built Ca. 1826 by Hawley descendants. Working with Peter Coffin of DCA Architects & the Historic District Commission, the home underwent a meticulous full restoration & renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements & designer appointments inside & out. Together, both homes span a pastoral 3.16 acres, juxtaposing sidewalks to vibrant downtown Ridgefield with rear privacy including 2 magnificent barns. 236 Main's "Red Barn," Ca. 1900 & renovated in 2012 features: 2,015 sf, indoor basketball court, home office/conference rm, arts & crafts studio, 1 full/2 half bths & 2 car garage. 250 Main's Pool/Carriage house includes: 3,684 sf, 1-2 BRs, 2 full/1 half bths, 2 fplcs, 2 car garage (2 Tesla chargers), gym with sauna, game room/bar, poker room, arcade, 30+ seat movie theater, plus kitchen/great room open to the heated, gunite, saltwater pool, spa & outdoor resort oasis.

Listing Status:
Active
Date Added:
April 30, 2026
Data Last Updated:
June 26, 2026 at 4:50AM
Listing Office:
William Pitt Sotheby's Int'l : (203) 438-9531
Listing Agent:
Laura Ancona : (203) 733-7053
MLS ID:
24170626
  • General: Audio SystemSecurity System
  • Rooms: GymLaundry RoomSteam/SaunaSitting RoomWorkshop
  • Appliances: Gas RangeMicrowaveRange HoodRefrigeratorIcemakerDishwasherWasherDryerWine Chiller
  • Laundry: Lower Level
  • Basement: FullPartially Finished
  • A/C: Central Air
  • Heating: Hot WaterOil
  • Fireplace: Fireplaces: 7
  • General: SidewalkPorchBarnGarden AreaLightingGuest HouseFrench DoorsPatio
  • Style: AntiqueVictorian
  • Pool: GuniteHeatedPool HouseSalt WaterIn Ground Pool
  • Roofing: Asphalt ShingleWood Shingle
  • County: Fairfield
  • Zoning: RA278778
  • Water: Public Water Connected
  • Sewer: Public Sewer Connected

This listing courtesy of Laura Ancona , William Pitt Sotheby's Int'l

Monthly Payment

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

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