Ridgefield, CT / 141 DAYS ON MARKET

236 & 250 Main StreetRidgefield, CT 06877

Asking price$7,995,000Active

Our Take

236 and 250 Main Street in Ridgefield combine the Hawley House, identified as the town’s oldest home on its original lot, with a neighboring Gothic Revival Victorian built around 1826. Together, the residences occupy 3.16 acres with two barns, sidewalks toward downtown, and rear privacy. The property includes a restored Red Barn with an indoor basketball court, office, studio, bathrooms, and garage, along with a pool and carriage house featuring recreation spaces, a theater, gym, sauna, and heated saltwater pool with spa.

236 & 250 Main Street — photo 1
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Estimated buyer rebate

Buy with Cress and Save at least$119,925 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive. For purchases of $5 million and above, we rebate 60% or more of the buyer-agent commission we receive. Contact Cress for your tailored rebate. At this asking price, the base estimate is $119,925.

See how the commission rebate works ↗

*Base estimate assumes a 2.5% buyer-agent commission and a 60% rebate. Any rebate above 60% for a $5M+ purchase is determined with Cress. Actual savings depend on final purchase price and commission received.

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At a glance

Active · MLS #24170626
Bedrooms
8
BathroomsBaths
7 full / 2 half
Square feet
8,934
Year built
1826
Acres
3.16
Property taxes
$81,088

July 2025-June 2026

What stands out

  • Two historic residences on Main Street
  • Hawley House at 236 Main Street
  • Ridgefield’s oldest home on its original lot
  • Gothic Revival Victorian at 250 Main Street
  • Restoration and renovation with Peter Coffin of DCA Architects
  • Two barns across 3.16 acres
  • Red Barn with an indoor basketball court
  • Pool and carriage house with heated saltwater pool and spa
Read the full listing 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.

Schools

Elementary
Veterans Park
Middle
East Ridge
High
Ridgefield

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

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236 & 250 Main Street, Ridgefield, CT 06877

Price history

DateEventPrice
Originally listed$7,995,000

Intermediate price changes and previous listings may not be included.

Could this be your next home?

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*Base estimate: $7,995,000 asking price × assumed 2.5% buyer-agent commission × 60% rebate = $119,925. For the $5M+ tier, we offer a 60% rebate or more; contact Cress to determine any additional rebate. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by William Pitt Sotheby's Int'l · (203) 438-9531

Laura Ancona

SmartMLS · Listing #24170626 · Active

Listing data checked: Sep 18, 2026, 7:08 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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