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236 & 250 Main Street

Ridgefield, CT 06877
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Bed 8

Bed

Bath 9

Bath

SqFt8,934

Sqft

Acres3.16

Acres(Lot)

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.

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Detail Ic Property Details

Property Type : Residential

Price : $7,995,000

AD Id : 77870076

MLS Id : 24170626

Beds : 8

Lot Size : 3.16 Acres

Living Area Size : 8,934

Tax Amount : 81088.00

Year Built : 1826

Garage : 4

County : Fairfield

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Feature Features

  • Bedroom Information

    Total beds: 8

    Bathroom Information

    Total Baths: 9 Full Baths: 7 Half Baths: 2

    Room Information

    Rooms Total: 25 Has Basement: Yes Basement: Full, Partially Finished
  • Roofing Information

    Asphalt, Wood
  • Interior Features

    Sound System, Sauna Roof: Asphalt, Wood Appliances: Dishwasher, Dryer, Gas Range, Ice Maker, Microwave, Refrigerator, Washer, Range Hood, Wine Cooler Laundry Features: Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Hot Water Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1826 Building Area Total: 8934 Construction Materials: Wood Siding, Frame, Clapboard Patio And Porch Features: Patio, Porch Pool Features: Gunite, Heated, Outdoor Pool, Salt Water, In Ground Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 3.16 Lot Description: Level

  • Listing Price Information

    Listing Price: $7995000

  • Tax Information

    Parcel Number: 278778 Annual Tax: $81088

  • School Information

    Elementary School: Veterans Park
    Junior High School: East Ridge
    Senior High School: Ridgefield
  • Location Information

    Direction: Main Street to #236 and #250 WaterSource: Public Security Features: Security System
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Nearby Home Value

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96 Indian Cave Road, Ridgefield, CT, 06877 $1,300,000 4 3 2,913 1.82 Acres
31 Longview Drive, Ridgefield, CT, 06877 $574,999 3 2 1,136 1.21 Acres
63 Lounsbury Road, Ridgefield, CT, 06877 $1,295,000 4 4 4,614 2.03 Acres
30 Blackman Road, Ridgefield, CT, 06877 $1,199,000 4 4 3,368 2 Acres
17 Blackman Road, Ridgefield, CT, 06877 $2,295,000 4 5 5,424 3.11 Acres
170 Branchville Road, Ridgefield, CT, 06877 $2,795,000 5 6 6,378 2.33 Acres
120 Ivy Hill Road, Ridgefield, CT, 06877 $1,098,000 3 3 2,900 0.17 Acre

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 09/13/2026 @ 02:12

MLS: 24170626 LISTED BY: Laura Ancona, William Pitt Sotheby's Int'l SOURCE: SmartMLS

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