Nestled behind a circular driveway at the end of a picturesque cul de sac near town is an updated colonial gem, the perfect blend of classic elegance and warmth. Built for entertainment, with a foyer that opens directly into a two-story living room, anchored by an inviting fireplace that leads into a beautiful formal dining room. The open-concept eat-in kitchen and den flank the main level on one side and a light-filled, over-sized office with wood paneling and built-ins on the other. On the midlevel is a cathedral ceilinged primary bedroom featuring a double-sided fireplace that creates a cozy bedroom suite and spa-like bathroom, complete with double walk in closets. The primary bedroom includes a loft-perfect secondary home office. All four bedrooms in the home are well-sized and en suite. A walkout finished basement creates a layout that has room for all. Lastly, the beautiful landscaping makes this home the perfect 2.57-acre retreat without compromising proximity to town, the Merritt, and other amenities.
Single-familyProperty Type
1989Year Built
2.57 acresLot Size
$543Est. Price/Sq.Ft.
3 car garageParking
Listed by Haley Bise• William Pitt Sotheby's Int'l
Bought with Ashley Petraska• William Raveis Real Estate
Source:Smart MLS #24079755
Redfin Estimate
$2,917,478
$447K since sold in June 2025$223K since August
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 2.6% higher than the average sale price ($2.84M) of 6 comparable homes.
Situated at the end of a long circular driveway and surrounded by immaculate landscaping, this exquisite and impeccably designed 4-bed, 4.5-bath family home sits less than a mile from luxurious New Canaan Country Club and minutes away from some of the area’s most beautiful public parks. The expansive first level is a dream for a homeowner who likes to host, with a free-flowing layout that transitions seamlessly between cozy, intimate areas and more open gathering spaces. A generous foyer opens directly into a massive living room anchored by an elegant fireplace that sits between a large study and a huge dining room. A family room sits just off the sun-drenched breakfast room and open kitchen, which features a Bosch dishwasher, stacked ovens, countertop-integrated burners, and a custom double-door fridge designed to blend in seamlessly with the beautiful, classic white cabinetry. A laundry room is also tucked away next to the ample three-car garage, guaranteeing plenty of storage space. Outside, a sprawling back deck runs along the perimeter of the lower level, offering a sublime view of the lush foliage enclosing the yard, which also takes in a serene pond.
Three bedrooms—two of which boast walk-in closets—and three baths—occupy the second level, as well as a study perfect for use as a home office. The true highlight, however, might be the luxurious and practically spa-like primary bedroom, which nearly occupies a floor onto itself. The amenities include two fireplaces—one in the bedroom and one beside the soaking tub in the adjoining bathroom, as well as two walk-in closets. A loft sits one more level up, perfect for turning into a home gym, office, or spare bedroom. On the lower level, finally, you’ll find even more space and flexibility, with a gigantic playroom for the kids and an utility room with limitless potential for a workshop or additional storage space.
Smart MLS #170000800
Oct 1, 2017
Listing Removed
—
Aug 3, 2017
Listed
$1,739,000
$324/sq ft
Smart MLS #99181754
Aug 2, 2017
Listing Removed
—
May 9, 2017
Listed
$1,739,000
$324/sq ft
Smart MLS #99160537
Nov 1, 2016
Listing Removed
—
Sep 20, 2016
Listed
$1,537,500
$286/sq ft
Smart MLS #99099180
Aug 10, 2015
Listing Removed
—
Apr 15, 2015
Listed
$1,599,000
$298/sq ft
Smart MLS #99068968
Aug 3, 2014
Listing Removed
—
Jun 11, 2014
Listed
$1,649,000
$307/sq ft
Public Records
Jun 29, 2011
Sold
$1,482,500
$276/sq ft
Smart MLS #98493888
Mar 21, 2011
Listed
$1,499,000
$279/sq ft
Public Records
Sep 28, 2009
Sold
$1,187,500
$221/sq ft
Smart MLS #98329483
Apr 24, 2007
Listed
$1,250,000
$233/sq ft
Smart MLS #98265977
Jun 20, 2006
Listing Removed
—
Jan 13, 2006
Listed
$1,895,000
$353/sq ft
Public Records
Oct 17, 1997
Sold
$990,000
$184/sq ft
Public Records
Dec 16, 1996
Sold
$1,000,000
$186/sq ft
Public Records
Dec 12, 1996
Sold
$237,500
$44/sq ft
Smart MLS #96034932
Oct 30, 1996
Listed
$1,000,000
$186/sq ft
Smart MLS #96009968
Sep 26, 1996
Listing Removed
—
Mar 26, 1996
Listed
$1,195,000
$222/sq ft
Smart MLS #96011754
Apr 11, 1996
Listed
$325,000
$60/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$19,320 (+3.1%)
$671,020 + $349,020
$1,020,040
2022
$18,738 (+1.2%)
$671,020 + $349,020
$1,020,040
2021
$18,524
$671,020 + $349,020
$1,020,040
2020
$18,524 (−0.4%)
$671,020 + $349,020
$1,020,040
2019
$18,606 (−2.8%)
$671,020 + $349,020
$1,020,040
2018
$19,135 (+5.4%)
$604,240 + $524,020
$1,128,260
2017
$18,156 (+2.2%)
$604,240 + $484,890
$1,089,130
2016
$17,764 (+5.0%)
$604,240 + $484,890
$1,089,130
2014
$16,925
$604,240 + $484,890
$1,089,130
Tax history for 295 Smith Ridge Rd
Year
Property tax
Land + Additions
Assessment*
2023
$19,320 (+3.1%)
$671,020 + $349,020
$1,020,040
2022
$18,738 (+1.2%)
$671,020 + $349,020
$1,020,040
2021
$18,524
$671,020 + $349,020
$1,020,040
2020
$18,524 (−0.4%)
$671,020 + $349,020
$1,020,040
2019
$18,606 (−2.8%)
$671,020 + $349,020
$1,020,040
2018
$19,135 (+5.4%)
$604,240 + $524,020
$1,128,260
2017
$18,156 (+2.2%)
$604,240 + $484,890
$1,089,130
2016
$17,764 (+5.0%)
$604,240 + $484,890
$1,089,130
2014
$16,925
$604,240 + $484,890
$1,089,130
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.