About 236 & 250 Main Street
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.
Features of 236 & 250 Main Street
| MLS® # | 24170626 |
|---|---|
| Price | $7,995,000 |
| Bedrooms | 8 |
| Bathrooms | 9.00 |
| Full Baths | 7 |
| Half Baths | 2 |
| Square Footage | 8,934 |
| Acres | 3.16 |
| Type | Single Family For Sale |
| Style | Antique, Victorian |
| Status | Active |
Community Information
| Address | 236 & 250 Main Street |
|---|---|
| Area | Village Center |
| City | Ridgefield |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06877 |
Amenities
| Parking | Barn, Detached Garage |
|---|---|
| # of Garages | 4 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | Yes |
| Pool | Gunite, Heated, Pool House, Salt Water, In Ground Pool |
Interior
| Interior Features | Audio System, Security System |
|---|---|
| Appliances | Gas Range, Microwave, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller |
| Heating | Hot Water, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 7 |
| Has Basement | Yes |
| Basement | Full, Partially Finished |
Exterior
| Exterior | Clapboard, Wood |
|---|---|
| Exterior Features | Sidewalk, Porch, Barn, Garden Area, Lighting, Guest House, French Doors, Patio |
| Lot Description | Level Lot, Professionally Landscaped, Historic District |
| Roof | Asphalt Shingle, Wood Shingle |
| Foundation | Concrete, Stone |
School Information
| Elementary | Veterans Park |
|---|---|
| Middle | East Ridge |
| High | Ridgefield |
Additional Information
| Date Listed | April 30th, 2026 |
|---|---|
| Days on Market | 132 |
| Zoning | RA |
| RE / Bank Owned | No |
Listing Details
| Office | William Pitt Sotheby's Int'l |
|---|