236 & 250 Main Street
Ridgefield, Connecticut 06877
- Beds
- 8
- Baths
- 7 | 2
- SqFt
- 8,934
- Acres
- 3.16
- Year Built
- 1826
- Neighborhood
- Village Center
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
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.
Key Facts
- City/Town
- Ridgefield
- Neighborhood
- Village Center
- Property / Style
- Single Family · Antique,Victorian
- Year Built
- 1826
- Days on Market
- 133 days
- Beds
- 8
- Baths
- 7 full · 2 half
- Living Area
- 8,934 sq ft
- Lot Size
- 3.16 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $81,088 / Annually
Market Snapshot
The Ridgefield Market
Single Family · trailing 12 months
Active Listings
53
39 under contract
Median List Price
$1.28M
53 active listings
Median Closed Price
$1.27M
232 sales
Median Days on Market
55
53 active listings
Median $ / Sq Ft
$437
53 active listings
Sale-to-List Ratio
101.8%
232 sales
How this home compares
List Price
$8.00M
vs $1.28M median
6.2× the median
Price / Sq Ft
$895
vs $437 median
2.0× the median
Days on Market
133 days
vs 55 days median
78 days longer than median
Based on 53 active and 232 closed sales (trailing 12 mo) of single family in Ridgefield. Source: SmartMLS · As of September 10, 2026.
Location
236 & 250 Main Street, Ridgefield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$41,314
- Property Taxes$6,757
- Insurance$2,665
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Ridgefield
- Neighborhood
- Village Center
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Antique,Victorian
- Year Built
- 1826
- New Construction
- No/Resale
- Living Area
- 8,934 sq ft
- Below Grade
- 929 sq ft
Schools
- Elementary
- Veterans Park
- High
- Ridgefield
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 7
- Laundry
- Lower Level
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorIcemakerDishwasherWasherDryerWine Chiller
- Basement
- FullPartially Finished
- In-Law Apartment
- PossibleDetached
- Interior Features
- Audio SystemSecurity System
- Additional Rooms
- GymLaundry RoomSteam/SaunaSitting RoomWorkshop
Exterior & Lot
- Lot Size
- 3.16 acres
- Zoning
- RA
- Garage / Parking
- 4 garage spacesBarnDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Pool
- GuniteHeatedPool HouseSalt WaterIn Ground Pool
- Construction
- ClapboardWood
- Roof
- Asphalt ShingleWood Shingle
- Foundation
- ConcreteStone
- Exterior Features
- SidewalkPorchBarnGarden AreaLightingGuest HouseFrench DoorsPatio
- Lot Description
- Level LotProfessionally LandscapedHistoric District
Listing & Financials
- Property Taxes
- $81,088 / Annually
- Days on Market
- 133
- MLS #
- 24170626
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/10/2026. This information 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/10/2026 at 6:30 AM UTC.