236 & 250 Main Street

Ridgefield, CT
$ 7,995,000 Beds 8 Baths 8 Sq 8,934 Virtual Tour
Monthly Estimate* How much can I afford?

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. ****Additional Details**** Note - on the listing the square footage, property taxes, total rooms, bedrooms, baths, fireplaces, and acreage of the two homes have been combined. Here are the specific details broken down for each home: 236 Main Street Home - Total 1.22 acres, 10 rooms, 3,316 sf, 4 bedrooms, 3 full and 1 half bath, 4 fireplaces, walk-up attic, lower level basement/storage, front and side porches, central air, oil heat, and property taxes of $28,888. 236 Main Street Red Barn - Ca. 1900 and fully renovated in 2012 with new roof, foundation, windows, siding repair, indoor basketball court, home office/conference room, 1 full and 2 half baths, 2 car garage, arts & crafts room/studio, and storage space. Total 2,015 sf. 250 Main Street Home - Total 1.94 acres, 5,778 sf including 4,546 sf on the first and second floors, 303 sf additional in the finished third floor, plus 929 sf in the finished lower level. Includes total 15 rooms, 4 finished levels, 4 bedrooms, 4 full and 1 half bath, 3 fireplaces, front and back stairways, brick driveway/courtyard leading from house to both barns, and property taxes of $52,200. 250 Main Street Carriage/Pool House - Total 3,684 sf including 3,156 sf on the main levels and 528 sf in the finished lower level. Includes 1-2 bedrooms, 2 full and 1 half baths, 2 fireplaces, millwork reclaimed from PA mushroom barns, plus 2 car garage. Total 8 rooms, 3 floors, full gym with steam shower/changing room, ensuite guest bedroom, overflow guest "bunk room", game/bar, poker/card room, arcade, movie theater, and kitchen/great room open to the pool entertaining area. 250 Main Pool/Spa Entertaining Area - Cut stone patio with stone walls, custom fireplace with propane assisted starter, sheet fall waterfalls, built-in outdoor kitchen with grill/sink/fridge, in-ground heated, saltwater, gunite pool and spa with waterfall, custom built pergola, wired for sound/TV, plus expansive back lawn & wooded privacy.

Single Family

  • Price
  • $ 7,995,000
  • City
  • Ridgefield
  • Bedrooms
  • 8
  • Full Bathrooms
  • 7
  • County
  • Fairfield
  • Half Bathrooms
  • 2
  • Area
  • Lot Size
  • 3.16 Acres
  • Zip
  • 06877
  • Sqr Footage
  • 8,934
  • Year Built
  • 1826
  • Taxes
  • $ 81088
  • Style
  • MLS#
  • 24170626
Listed By: Laura Ancona 203-733-7053 with William Pitt Sotheby's Int'l. - (203) 438-9531
Data Source: Smart MLS

Features

General

Zoning RA
Neighborhood Village Center
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 3.16
Directions Main Street to #236 and #250
High School Ridgefield
City Ridgefield
Elementary School Veterans Park
Sq Ft Total 8934
DOM 139
Year Built 1826
Style Antique,Victorian
Year Built Source Public Records
Pool Description Gunite,Heated,Pool House,Salt Water,In Ground Pool

Interior Features

Cooling System Central Air
Total Rooms 25
Basement Description Full,Partially Finished

Exterior Features

Water Source Public Water Connected
Lot Description Level Lot,Professionally Landscaped,Historic District

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Veterans Park Elementary School
Middle School Unknown Middle School
High School Ridgefield High School

Price History

4/30/2026 Listed $7,995,000

Property vs Zip Code Average in 06877

Price
AVG $1.51M
$8M
Taxes
AVG $51,678
$81,088
Year Built
AVG 1962
1826

236 & 250 Main Street Ridgefield, CT is a Single Family Home for sale at $7995000 with 8934 sqft and a lot size of 3.16 Acres Acre(s). 236 & 250 Main Street Ridgefield has 8 bedrooms, 7 baths and was built in 1826. The property's zip code is 06877 which is in Ridgefield, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.