236 & 250 Main Street
Ridgefield, CT 06877
$7,995,000
Beds:
8
Baths:
7
| 2
Sq. Ft.:
8,934
Type:
House
Listing #24170626
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.
Property Features
County:
Fairfield
Neighborhood:
Village Center
Directions:
Main Street to #236 and #250
Additional Rooms:
Gym, Laundr
Interior:
Audio System, Security System
Full Baths:
7
1/2 Baths:
2
Has Dining Room:
Yes
Dining Room Description:
Built-Ins, Hardwood Floor
Has Family Room:
Yes
Family Room Description:
Hardwood Floor
Living Room Description:
Bay/Bow Window, Fireplace, Hardwood Floor
Nearby Amenities:
Park
Has Fireplace:
Yes
Number of Fireplaces:
7
Heating:
Hot Water
Heating Fuel:
Oil
Cooling:
Central Air
Laundry:
Lower Level
Water Heater:
Oil, Domestic
Appliances:
Gas Range, Microwave, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
Attic Description:
Storage Space, Finished, Walk-up
Basement Description:
Full, Partially Finished
Has Basement:
Yes
Style:
Antique, Victorian
Exterior:
Sidewalk, Porch, Barn, Garden Area, Lighting, Guest House, French Doors, Patio
Roof:
Asphalt Shingle, Wood Shingle
Water Source:
Public Water Connected
Septic or Sewer:
Public Sewer Connected
Has Garage:
Yes
Garage Spaces:
4
Parking Spaces:
0
Has a Pool:
Yes
Pool Description:
Gunite, Heated, Pool House, Salt Water, In Ground Pool
Lot Size in Acres:
3.16
Garage/Parking:
Barn, Detached Garage
Waterfront Description:
Not Applicable
Elementary School:
Veterans Park
Middle School:
East Ridge
High School:
Ridgefield
Property Type:
SFR
Year Built:
1826
Status:
Active
Tax Amount:
$81,088
$ per month
Year Fixed. % Interest Rate.
| Principal + Interest: | $ |
| Monthly Tax: | $ |
| Monthly Insurance: | $ |
Seller's Representative: William Pitt Sotheby's Int'l - Laura Ancona (203) 438-9531, Laura Ancona (203) 733-7053
IDX information is provided by SmartMLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 the SmartMLS All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
SmartMLS (CTMLS-GFC) data last updated at July 29, 2026, 10:45 AM ET
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