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.
For sale
$7,995,000
236 & 250 Main Street, Ridgefield, CT 06877
8beds
8,934sqft
Est.:
Single Family Residence
Built in 1826
3.16 Acres Lot
$-- Zestimate®
$895/sqft
$-- HOA
What's special
Ensuite guest bedroomCentral airFront and side porchesSheet fall waterfallsFront and back stairwaysCustom built pergolaArts and crafts studio
- 7 hours |
- 527 |
- 34 |
Zillow last checked:
Listing updated:
Listed by:
Laura Ancona (203)733-7053,
William Pitt Sotheby's Int'l 203-438-9531
Source: Smart MLS,MLS#: 24170626
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 9
- Full bathrooms: 7
- 1/2 bathrooms: 2
Rooms
- Room types: Gym, Laundry, Steam/Sauna, Sitting Room, Workshop
Primary bedroom
- Features: Beamed Ceilings, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 255 Square Feet
- Dimensions: 15 x 17
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 231.2 Square Feet
- Dimensions: 13.6 x 17
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 147 Square Feet
- Dimensions: 9.8 x 15
Bedroom
- Features: Vaulted Ceiling(s), Built-in Features, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 488.16 Square Feet
- Dimensions: 21.6 x 22.6
Bedroom
- Features: Bedroom Suite, Dressing Room, Full Bath, Walk-In Closet(s), Wide Board Floor
- Level: Other
- Area: 175.45 Square Feet
- Dimensions: 12.1 x 14.5
Bedroom
- Features: Bedroom Suite, Full Bath, Wide Board Floor
- Level: Other
- Area: 211.7 Square Feet
- Dimensions: 14.5 x 14.6
Bedroom
- Features: Wide Board Floor
- Level: Other
- Area: 175.45 Square Feet
- Dimensions: 12.1 x 14.5
Bedroom
- Features: Wide Board Floor
- Level: Other
- Area: 186.88 Square Feet
- Dimensions: 12.8 x 14.6
Dining room
- Features: Built-in Features, Hardwood Floor
- Level: Main
- Area: 263.64 Square Feet
- Dimensions: 15.6 x 16.9
Family room
- Features: Hardwood Floor
- Level: Main
- Area: 216.24 Square Feet
- Dimensions: 13.6 x 15.9
Kitchen
- Level: Main
- Area: 556.2 Square Feet
- Dimensions: 20.6 x 27
Library
- Features: Bay/Bow Window, Built-in Features, Hardwood Floor
- Level: Main
- Area: 265.2 Square Feet
- Dimensions: 15.6 x 17
Living room
- Features: Bay/Bow Window, Fireplace, Hardwood Floor
- Level: Main
- Area: 334.4 Square Feet
- Dimensions: 17.6 x 19
Sun room
- Features: Balcony/Deck, French Doors, Tile Floor
- Level: Main
- Area: 246.4 Square Feet
- Dimensions: 14 x 17.6
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Microwave, Range Hood, Refrigerator, Ice Maker, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Lower Level
Features
- Sound System
- Doors: French Doors
- Basement: Full,Partially Finished
- Attic: Storage,Finished,Walk-up
- Number of fireplaces: 7
Interior area
- Total structure area: 8,934
- Total interior livable area: 8,934 sqft
- Finished area above ground: 8,005
- Finished area below ground: 929
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Barn, Detached
- Garage spaces: 4
Features
- Patio & porch: Porch, Patio
- Exterior features: Sidewalk, Garden, Lighting
- Has private pool: Yes
- Pool features: Gunite, Heated, Salt Water, In Ground
Lot
- Size: 3.16 Acres
- Features: Level, Landscaped, Historic District
Details
- Additional structures: Barn(s), Guest House, Pool House
- Parcel number: 278778
- Zoning: RA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique,Victorian
- Property subtype: Single Family Residence
Materials
- Clapboard, Wood Siding
- Foundation: Concrete Perimeter, Stone
- Roof: Asphalt,Wood
Condition
- New construction: No
- Year built: 1826
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Park
- Security: Security System
- Subdivision: Village Center
HOA
- Has HOA: No
Location
- Region: Ridgefield
Financial & listing details
- Price per square foot: $895/sqft
- Tax assessed value: $2,960,510
- Annual tax amount: $81,088
- Date on market: 4/30/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 4/30/2026 | Listed for sale | $7,995,000$895/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
$51,372/mo
Principal & interest
$40112
Property taxes
$11260
More affordability tools
Climate risks
Neighborhood: 06877
Nearby schools
GreatSchools rating
- 9/10Veterans Park Elementary SchoolGrades: K-5Distance: 0.2 mi
- 9/10East Ridge Middle SchoolGrades: 6-8Distance: 0.3 mi
- 10/10Ridgefield High SchoolGrades: 9-12Distance: 4 mi
Schools provided by the listing agent
- Elementary: Veterans Park
- Middle: East Ridge
- High: Ridgefield
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Connecticut
- Fairfield County
- Ridgefield
- 06877
- 236 & 250 Main Street








