236 & 250 Main Street, Ridgefield, CT 06877 (MLS # 24170626)

Save to Favorites
Print
Share

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.

DAYS ON MARKET 48 LAST UPDATED 4/30/2026
YEAR BUILT 1826 GARAGE SPACES 4.0
COUNTY Fairfield STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Veterans Park
Jr. High School East Ridge
High School Ridgefield


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Gas Range, Ice Maker, Microwave, Range Hood, Refrigerator, Washer, Wine Cooler
BARN/EQUESTRIAN Yes
BASEMENT Full, Partially Finished, Yes
CONSTRUCTION Clapboard, Frame, Wood Siding
EXTERIOR Garden
FIREPLACE Yes
GARAGE Yes
HEAT Hot Water, Oil
INTERIOR Sauna, Sound System
LOT 3.16 acre(s)
LOT DESCRIPTION Level
POOL DESCRIPTION Gunite, Heated, Outdoor Pool, Salt Water, In Ground
SEWER Public Sewer
STYLE Antique, Victorian
TAXES 81088
WATER Public
ZONING RA
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
P
I
*Estimate only



We respect your online privacy and will never spam you. By submitting this form with your telephone number you are consenting for Ryan Smith to contact you even if your name is on a Federal or State "Do not call List".

Listing courtesy of William Pitt Sotheby's Int'l
Copyright Smart MLS. All rights reserved. Information is deemed reliable but not guaranteed to be accurate.

This IDX solution is (c) Diverse Solutions 2026.

Bristol: 985 Farmington Ave, Bristol, CT 06010
Avon: 412 West Avon Rd, Avon, CT 06001
(860) 578-2016 | ryansmith@tier1realestate.com

Subscribe to New Listings

  • Click here to review our privacy policy.
  • This field is for validation purposes and should be left unchanged.
The information on this website is for general information purposes only. Nothing on this site should be taken as legal advice for any individual case or situation. This information is not intended to create, and receipt or viewing does not constitute, a real estate agent and client relationship. Tier 1 Real Estate is licensed & insured. Call (860) 578-2016. Email with any questions you may have regarding this website, or anything associated with it. @2019 All Rights Reserved. 

linkedin facebook pinterest youtube rss twitter instagram facebook-blank rss-blank linkedin-blank pinterest youtube twitter instagram