Welcome to 20 Dingletown Road is a beautifully landscaped gated property located in the highly sought after Mid-Country Greenwich. Custom built to the highest quality, this home will impress you with its 10' ceilings, 4 fireplaces and expansive living spaces. Designed for comfort and convenience with classic colonial charm, it features oversized and transom windows that allow natural light to fill each room. Entertain guests in the formal dining and living rooms, or relax in the casual family room, which opens to the patio, pool, and park-like backyard-perfect for indoor/outdoor living. The impressive primary suite and three generously sized bedrooms each offer private ensuite baths and ample closet space. The fifth bedroom can serve as a playroom or office. The finished lower level, boasting 9' ceilings, offers endless entertainment for family and friends with a home theater, gym, wet bar, and billiards.
Single-familyProperty Type
2005Year Built
1.04 acresLot Size
$1,087Est. Price/Sq.Ft.
4 car garageParking
Listed by Marli Meier• Corcoran Centric Realty
Listed by Christine McKelvey• Corcoran Centric Realty
Bought with Michele Tesei• Houlihan Lawrence
Source:Smart MLS #24085424
Redfin Estimate
$6,598,655
$1.6M since sold in July 2025$550K since August
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 16% higher than the average sale price ($5.69M) of 6 comparable homes.
Welcome to 20 Dingletown Road, a beautifully landscaped gated property located in the highly sought after Mid-Country Greenwich. Custom built to the highest quality, this home will impress you with its 10' ceilings, 4 fireplaces and expansive living spaces. Designed for comfort and convenience with classic colonial charm, it features oversized and transom windows that allow natural light to fill each room. Entertain guests in the formal dining and living rooms, or relax in the casual family room, which opens to the patio, pool, and park-like backyard—perfect for indoor/outdoor living. The impressive primary suite and three generously sized bedrooms each offer private ensuite baths and ample closet space. The fifth bedroom can serve as a playroom or office. The finished lower level, boasting 9' ceilings, offers endless entertainment for family and friends with a home theater, gym, wet bar, and billiards.
GMLS #71048
Jun 11, 2017
Delisted
—
Sep 19, 2008
Listed
$3,995,000
$658/sq ft
GMLS #69038
Jun 11, 2017
Delisted
—
Mar 6, 2008
Listed
$4,695,000
$773/sq ft
GMLS #65365
Jun 12, 2017
Delisted
—
Jan 23, 2007
Listed
$4,750,000
$782/sq ft
GMLS #63830
Jun 12, 2017
Delisted
—
Jul 10, 2006
Listed
$5,150,000
$848/sq ft
GMLS #76500
Nov 24, 2010
Sold
$3,600,000
$593/sq ft
May 25, 2010
Listed
$3,650,000
$601/sq ft
GMLS #73257
Aug 18, 2009
Delisted
—
May 18, 2009
Listed
$3,895,000
$642/sq ft
GMLS #54857
Jan 26, 2004
Sold
$1,420,000
$234/sq ft
Oct 27, 2003
Listed
$1,460,000
$240/sq ft
GMLS #53392
Sep 24, 2003
Sold
$1,350,000
$222/sq ft
May 10, 2003
Listed
$1,425,000
$235/sq ft
GMLS #51811
May 5, 2003
Sold
—
Nov 5, 2002
Listed
$1,595,000
$263/sq ft
Public Records
Jan 31, 1989
Sold
$770,000
$127/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$25,041 (+1.0%)
$773,080 + $1,425,410
$2,198,490
2022
$24,799 (−3.1%)
$773,080 + $1,425,410
$2,198,490
2021
$25,585
$599,760 + $1,607,760
$2,207,520
2020
$25,585 (−0.8%)
$599,760 + $1,607,760
$2,207,520
2019
$25,784 (+2.7%)
$599,760 + $1,607,760
$2,207,520
2018
$25,100
$599,760 + $1,607,760
$2,207,520
2017
$25,100 (+1.5%)
$599,760 + $1,607,760
$2,207,520
2016
$24,724 (−2.0%)
$599,760 + $1,607,760
$2,207,520
2014
$25,241
$1,107,820 + $1,193,080
$2,300,900
Tax history for 20 Dingletown Rd
Year
Property tax
Land + Additions
Assessment*
2023
$25,041 (+1.0%)
$773,080 + $1,425,410
$2,198,490
2022
$24,799 (−3.1%)
$773,080 + $1,425,410
$2,198,490
2021
$25,585
$599,760 + $1,607,760
$2,207,520
2020
$25,585 (−0.8%)
$599,760 + $1,607,760
$2,207,520
2019
$25,784 (+2.7%)
$599,760 + $1,607,760
$2,207,520
2018
$25,100
$599,760 + $1,607,760
$2,207,520
2017
$25,100 (+1.5%)
$599,760 + $1,607,760
$2,207,520
2016
$24,724 (−2.0%)
$599,760 + $1,607,760
$2,207,520
2014
$25,241
$1,107,820 + $1,193,080
$2,300,900
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
4
Baths
6.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.04 Acres
Year renovated
—
Sq. Ft.
5,327
Year built
2005
Style
Single Family Residential
County
Fairfield County
APN
1851732
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage
Garages Number: 4
Interior
Interior Information
Total Rooms: 10
Laundry Room Location: Second Floor
Laundry Room Info: Upper Level
Interior Features: Auto Garage Door Opener, Central Vacuum
Fireplaces Total: 4
Cooling System: Central Air
Appliances Included: Gas Cooktop, Range Hood, Subzero, Dishwasher, Washer, Electric Dryer
Bathroom Information
# of Baths (Full): 6
# of Baths (Half): 1
Bedroom Information
Beds Total: 4
Room Information
Basement Description: Full, Partially Finished
Exterior
Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Clapboard, Stone
Exterior Features: French Doors, Patio
Lot Information
Lot Description: Some Wetlands, Level Lot, Professionally Landscaped