Wonderful lifestyle opportunity to own a curated estate property nestled on over two picturesque acres in scenic Greenfield Hill. This beautifully restored antique home boasts spacious rooms with original, meticulously restored wide plank wood floors. A standout feature is the spectacular room with brick flooring and an oversized fireplace, leading to a working climatized greenhouse. The property includes several outbuildings: a legal two-story guest house with fireplace & laundry, a large renovated barn offering endless possibilities, and a garage with a bonus room. The breathtaking grounds feature a sweeping meadow adorned with stone walls, mature plantings, an expansive stone terrace, and a luxurious gunite pool and spa, creating an exceptional space for outdoor living. This home has been impeccably restored and renovated, with no expense spared in securing talented craftsmen and selecting carefully selected finishes and materials. Original elements such as hand-hewn wide board wood floors, exposed beams, bay windows with window seats, custom built-ins, and four wood burning fireplaces add wonderful ambiance. Located just two miles from the charming Greenfield Hill center with specialty shops, restaurants, and Pilates studio. This property is minutes away from the Metro North train, vibrant Fairfield center, Southport Village & Harbor. Enjoy easy access to beaches, golf & tennis. Waterfront community offering historic charm, dining, shopping & arts, just 50 miles from NYC.
This home includes a legal guest cottage and incredible 1290 sf barn, as well as a detached, two-car garage with an attached bonus room. All rooms in the listing marked "OTHER" are pertaining to the guest cottage.
Single-familyProperty Type
1810Year Built
2 acresLot Size
$504Est. Price/Sq.Ft.
2 car garageParking
Listed by Katie O'Grady• Compass Connecticut, LLC
Listed by Gina Hackett• Compass Connecticut, LLC
Bought with Gina Hackett• Compass Connecticut, LLC
Source:Smart MLS #24064425
Redfin Estimate
$2,664,978
$395K since sold in May 2025$74K since July
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 0.4% higher than the average sale price ($2.65M) of 6 comparable homes.
Classic Antique - Spectacular detailing sets this beautiful vintage Circa 1810 home apart. Original wide board floors, 4 fireplaces each with distinctive mantels and surrounds, exposed beams, leaded glass fanlights, bay windows with window seats are among its many features. A lovely terrace and Gunite Pool complete this wonderful property.Sited on two bucolic acres, with legal Guest Cottage ($1850. mo.) Barn and Garage.
Smart MLS #170099049
Jan 7, 2019
Listing Removed
—
Oct 22, 2018
Price Changed
$975,000
$184/sq ft
Jun 25, 2018
Listed
$998,500
$189/sq ft
Smart MLS #99170292
Jun 11, 2018
Listing Removed
—
Mar 30, 2018
Price Changed
$1,095,000
$207/sq ft
Jan 10, 2017
Listed
$1,199,000
$227/sq ft
Smart MLS #99170298
Jun 11, 2018
Listing Removed
—
Jan 2, 2018
Relisted
—
Dec 31, 2017
Listing Removed
—
Jan 10, 2017
Listed
$449,000
$85/sq ft
Smart MLS #99148292
Nov 30, 2016
Listing Removed
—
Jun 1, 2016
Listed
$1,450,000
$274/sq ft
Smart MLS #99148301
Nov 30, 2016
Listing Removed
—
Jun 1, 2016
Listed
$529,000
$100/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$16,946 (+1.0%)
$282,660 + $333,340
$616,000
2022
$16,780 (+1.0%)
$282,660 + $333,340
$616,000
2021
$16,620 (−22.9%)
$282,660 + $333,340
$616,000
2020
$21,557
$272,160 + $532,490
$804,650
2019
$21,557 (−4.9%)
$272,160 + $532,490
$804,650
2018
$22,672 (+2.1%)
$327,600 + $532,490
$860,090
2017
$22,208 (+1.5%)
$327,600 + $532,490
$860,090
2016
$21,889 (−6.1%)
$327,600 + $532,490
$860,090
2014
$23,323
$360,990 + $594,860
$955,850
Tax history for 2031 Redding Rd
Year
Property tax
Land + Additions
Assessment*
2023
$16,946 (+1.0%)
$282,660 + $333,340
$616,000
2022
$16,780 (+1.0%)
$282,660 + $333,340
$616,000
2021
$16,620 (−22.9%)
$282,660 + $333,340
$616,000
2020
$21,557
$272,160 + $532,490
$804,650
2019
$21,557 (−4.9%)
$272,160 + $532,490
$804,650
2018
$22,672 (+2.1%)
$327,600 + $532,490
$860,090
2017
$22,208 (+1.5%)
$327,600 + $532,490
$860,090
2016
$21,889 (−6.1%)
$327,600 + $532,490
$860,090
2014
$23,323
$360,990 + $594,860
$955,850
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
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Baths
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Stories
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Lot width
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Lot depth
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Lot size
2 Acres
Year renovated
—
Sq. Ft.
—
Year built
—
Style
Other
County
Fairfield County
APN
133096
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
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Features
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Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Detached Garage
Garages Number: 2
Interior
Interior Information
Total Rooms: 14
Laundry Room Location: Additional Guest House Laundry
Laundry Room Info: Lower Level
In-Law Apartment: Yes
In-Law Access: Detached, Separate Entry
Fireplaces Total: 4
Cooling System: Central Air
Appliances Included: Gas Range, Range Hood, Refrigerator, Dishwasher