236 & 250 Main St Ridgefield, CT 06877
Ridgefield AreaEstimated payment $51,893/month
Highlights
- Detached Guest House
- Steam Room
- Pool House
- Veterans Park Elementary School Rated A
- Barn
- 3.16 Acre Lot
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. ****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.
Listing Agent
William Pitt Sotheby's Int'l Brokerage Phone: (203) 733-7053 License #RES.0770587 Listed on: 04/30/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $81,088
Year Built
- Built in 1826
Lot Details
- 3.16 Acre Lot
- Garden
- Property is zoned RA
Home Design
- Antique Architecture
- Victorian Architecture
- Concrete Foundation
- Stone Foundation
- Frame Construction
- Asphalt Shingled Roof
- Wood Siding
- Clap Board Siding
Interior Spaces
- Sound System
- 7 Fireplaces
- French Doors
- Sitting Room
- Workshop
- Steam Room
- Home Gym
- Partially Finished Basement
- Basement Fills Entire Space Under The House
- Home Security System
Kitchen
- Gas Range
- Range Hood
- Microwave
- Ice Maker
- Dishwasher
- Wine Cooler
Bedrooms and Bathrooms
- 8 Bedrooms
- Steam Shower
Laundry
- Laundry Room
- Laundry on lower level
- Dryer
- Washer
Attic
- Storage In Attic
- Walkup Attic
- Finished Attic
Parking
- 4 Car Garage
- Electric Vehicle Home Charger
Pool
- Pool House
- Heated In Ground Pool
- Gunite Pool
- Saltwater Pool
Outdoor Features
- Patio
- Exterior Lighting
- Porch
Schools
- Veterans Park Elementary School
- East Ridge Middle School
- Ridgefield High School
Utilities
- Central Air
- Hot Water Heating System
- Heating System Uses Oil
- Oil Water Heater
- Fuel Tank Located in Basement
Additional Features
- Detached Guest House
- Barn
Listing and Financial Details
- Assessor Parcel Number 278778
Map
Home Values in the Area
Average Home Value in this Area
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/30/2026 04/30/26 | For Sale | $7,995,000 | -- | $895 / Sq Ft |
Source: SmartMLS
MLS Number: 24170626
- 250 Main St
- 15 Griffith Ln
- 152 High Ridge Ave
- 36 Catoonah St Unit 18
- 85 Manor Rd
- 40 Ivy Hill Rd
- 26 Abbott Ave
- 152 Holmes Rd
- 120 Prospect St Unit 29
- 120 Prospect St Unit 23
- 3 Olcott Way
- 43 Lawson Ln
- 9 Lawson Ln
- 12 Olmstead Ln
- 31 Olcott Way Unit 31
- 351 Wilton Rd W
- 170 Branchville Rd
- 120 Ivy Hill Rd
- 32 Lincoln Ln
- 0 Salem Rd S Unit 24163261
- 139 Main St
- 21 West Ln Unit 2
- 426 Main St Unit H
- 7 Ivy Hill Rd Unit 1
- 7 Ivy Hill Rd Unit 2
- 194 High Ridge Ave
- 410 Wilton Rd W Unit North
- 398 Wilton Rd W
- 85 Prospect St Unit I
- 18 Cook Close
- 68 Lawson Ln Unit 68
- 57 Lawson Ln Unit 57
- 82 Olcott Way Unit 82
- 79 Danbury Rd Unit A8
- 15A (Cottage) Maple Shade Rd
- 4 Quarry Corner Unit 4
- 16 Dawn Ln
- 36 Kingswood Place
- 21 Old Redding Rd
- 57 Truesdale Lake Dr
Ask me questions while you tour the home.