This sophisticated Colonial with a contemporary flair is exquisitely situated at the end of one of Weston's most beautiful cul-de-sacs. The versatile and open floor plan is designed for today's living. Beautiful custom moldings and an abundance of windows highlight the well proportioned rooms. A designer kitchen with Siematic cabinetry, Sub-Zero refrigerator and Miele appliances flow seamlessly into a large breakfast room. Picturesque views of the manicured yard can be enjoyed from a private deck. A cathedral ceiling and elegant fireplace accent the grande dining and living room. The family room has a fireplace with a handsome bay window. The expansive lower level features a large entertainment room, bedroom and bathroom. Conveniently located in a prime Southside neighborhood with easy access to the town reservoir, commuter rail and Mass Turnpike.
Single-familyProperty Type
1977Year Built
1.68 acresLot Size
$524Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Mizner Simon Team• Gibson Sotheby's International Realty
Bought with Jamie Grossman• Gibson Sotheby's International Realty
Exquisitely located at the end of a cul de sac in a prime neighborhood, this spacious colonial with contemporary flair boasts many updates, easy commuting location, privacy and proximity to top ranked Weston schools. The L/R's comfortable environment is perfect for entertaining with FP and floor to ceiling windows canvasing the room with natural light & open to the gracious DR. The sun filled kitchen has Siematic cabinets, granite countertops with access to deck and level fenced backyard. Off the center entrance is the FR featuring a gas fireplace, picture window and built in bookcases. The 5th bedroom/guest suite is located on the first floor with easy access, attached desk space and large closets. The mudroom leads to the oversized sunny laundry room complete with extra shelves for crafts and storage. Updated second floor consists of 3 large bedrooms plus master suite with walk in closet. The fnshd bsmnt includes an exercise room with full bath.
Public Records
Sep 24, 1993
Sold
$865,000
$180/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$20,090 (+2.2%)
$981,400 + $865,100
$1,846,500
2025
$19,653 (+2.1%)
$892,400 + $878,100
$1,770,500
2024
$19,252 (−1.1%)
$892,400 + $838,900
$1,731,300
2023
$19,457 (+1.0%)
$892,400 + $750,900
$1,643,300
2022
$19,255 (−1.4%)
$849,900 + $653,200
$1,503,100
2021
$19,519 (+3.8%)
$810,300 + $693,500
$1,503,800
2020
$18,813 (+1.6%)
$810,300 + $656,000
$1,466,300
2019
$18,509 (+0.6%)
$810,300 + $659,800
$1,470,100
2018
$18,391 (+0.9%)
$810,300 + $659,800
$1,470,100
2017
$18,229 (+1.4%)
$810,300 + $659,800
$1,470,100
2016
$17,982 (+2.4%)
$810,300 + $668,500
$1,478,800
2015
$17,567 (−0.2%)
$772,500 + $658,000
$1,430,500
2014
$17,594 (+4.1%)
$687,600 + $694,500
$1,382,100
2013
$16,900 (−0.2%)
$661,200 + $701,700
$1,362,900
2012
$16,927 (+4.4%)
$687,600 + $710,200
$1,397,800
2011
$16,210 (+0.5%)
$714,000 + $709,200
$1,423,200
2010
$16,131 (+0.1%)
$735,000 + $718,200
$1,453,200
2009
$16,112
$735,000 + $727,100
$1,462,100
Tax history for 41 Trailside Rd
Year
Property tax
Land + Additions
Assessment*
2026
$20,090 (+2.2%)
$981,400 + $865,100
$1,846,500
2025
$19,653 (+2.1%)
$892,400 + $878,100
$1,770,500
2024
$19,252 (−1.1%)
$892,400 + $838,900
$1,731,300
2023
$19,457 (+1.0%)
$892,400 + $750,900
$1,643,300
2022
$19,255 (−1.4%)
$849,900 + $653,200
$1,503,100
2021
$19,519 (+3.8%)
$810,300 + $693,500
$1,503,800
2020
$18,813 (+1.6%)
$810,300 + $656,000
$1,466,300
2019
$18,509 (+0.6%)
$810,300 + $659,800
$1,470,100
2018
$18,391 (+0.9%)
$810,300 + $659,800
$1,470,100
2017
$18,229 (+1.4%)
$810,300 + $659,800
$1,470,100
2016
$17,982 (+2.4%)
$810,300 + $668,500
$1,478,800
2015
$17,567 (−0.2%)
$772,500 + $658,000
$1,430,500
2014
$17,594 (+4.1%)
$687,600 + $694,500
$1,382,100
2013
$16,900 (−0.2%)
$661,200 + $701,700
$1,362,900
2012
$16,927 (+4.4%)
$687,600 + $710,200
$1,397,800
2011
$16,210 (+0.5%)
$714,000 + $709,200
$1,423,200
2010
$16,131 (+0.1%)
$735,000 + $718,200
$1,453,200
2009
$16,112
$735,000 + $727,100
$1,462,100
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
5
Baths
4.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.68 Acres
Year renovated
—
Sq. Ft.
3,763
Year built
1977
Style
Single Family Residential
County
Middlesex County
APN
1587325S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 30, 2026.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Paved Drive, Paved
Directions: South Ave. to Ash St. to Trailside Rd.
UnparsedAddress: 41 Trailside Road, Weston MA 02493
Community Information
Senior CommunityYN: No
Community Features: Conservation Area, Highway Access
Public facts
Beds: 5
Baths: 4.5
Sq. Ft.: 3,763
Stories: 2.0
Lot Size: 1.68 acres
Style: Single Family Residential
Year Built: 1977
Year Renovated: —
County: Middlesex County
APN: 1587325S
Home facts updated by county records on Jul 30, 2026
Other
Miscellaneous Information
Heat Zones: 7
Listing Information
Exclusions: Flush Mounted Light Fixture In The Kitchen.
StandardStatus: Closed
Around this home
Schools
Field Elementary School
Public 4-5 • Assigned • 1.5mi
8/10
Weston Middle School
Public 6-8 • Assigned • 0.6mi
9/10
Weston High School
Public 9-12 • Assigned • 0.7mi
10/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Local insights from Redfin agents
About 20% of Weston is conservation land. Pair that with restrictive zoning, such as having minimum lot sizes of at least half an acre and only allowing single family homes in much of the town, and you have the perfect formula for low inventory and...