Landmark Antique with historical significance. "Kirkside" represents a classic residence on a level acre of land. The house was the subject of a renovation on WGBH's This Old House and is listed in the National Register of Historic Places. Rich in style and detail, this home has been extensively updated to embrace modern living. Notable features include the front-to-back hallway, second floor 20' X 40' great room with balcony plus 2 fireplaces, exquisite French 19th century wallpaper, optional first or second floor main bedroom with bath and pumpkin pine paneled library/office outfitted with shelves. Explore the potential of the 2-car garage with large storage area. Enjoy the nearby Wayland Library or Rail Trail. An opportunity to own a truly unique property!
Single-familyProperty Type
1815Year Built
1 acresLot Size
$382Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Joanne Berry• Coldwell Banker Realty - Weston
Bought with Kevin Eagar• Coldwell Banker Realty - Newton
Built in 1815 "Kirkside," a beautiful Colonial Revival home, sits on an acre of land in Wayland's historic town center. Significant historical features incl front portico,4' front door, triple run staircase, 20'x40' 2nd fl rm w/2 frpl,cove ceiling, rare French hand blocked wallpaper, Palladian window. The scale, proportion, and rich details of the rooms are impressive.The house's 1991 restoration,a project of "This Old House", incl new systems & kit/fm. Sep. barn, 2 car gar & playhouse.
Public Records
Sep 30, 1991
Sold
$215,000
$42/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$25,175 (+1.7%)
$484,300 + $1,213,300
$1,697,600
2025
$24,749 (+5.4%)
$452,600 + $1,130,800
$1,583,400
2024
$23,474 (+7.8%)
$452,600 + $1,130,800
$1,583,400
2023
$21,783 (−0.5%)
$391,900 + $916,400
$1,308,300
2022
$21,882 (+2.7%)
$336,600 + $855,900
$1,192,500
2021
$21,313 (+4.3%)
$294,900 + $855,900
$1,150,800
2020
$20,438 (+3.6%)
$294,900 + $855,900
$1,150,800
2019
$19,737 (+5.6%)
$281,000 + $798,700
$1,079,700
2018
$18,692 (+3.8%)
$245,800 + $790,900
$1,036,700
2017
$18,002 (+8.4%)
$234,200 + $758,200
$992,400
2016
$16,612 (−0.1%)
$229,600 + $728,400
$958,000
2015
$16,634 (+7.1%)
$229,600 + $674,900
$904,500
2014
$15,526 (+39.3%)
$208,600 + $638,400
$847,000
2013
$11,145 (−6.8%)
$208,600 + $414,400
$623,000
2012
$11,953 (−1.6%)
$206,500 + $422,300
$628,800
2011
$12,152
$196,700 + $431,300
$628,000
2010
$12,152 (−7.5%)
$196,700 + $431,300
$628,000
2009
$13,142
$233,600 + $569,200
$802,800
Tax history for 221 Boston Post Rd
Year
Property tax
Land + Additions
Assessment*
2026
$25,175 (+1.7%)
$484,300 + $1,213,300
$1,697,600
2025
$24,749 (+5.4%)
$452,600 + $1,130,800
$1,583,400
2024
$23,474 (+7.8%)
$452,600 + $1,130,800
$1,583,400
2023
$21,783 (−0.5%)
$391,900 + $916,400
$1,308,300
2022
$21,882 (+2.7%)
$336,600 + $855,900
$1,192,500
2021
$21,313 (+4.3%)
$294,900 + $855,900
$1,150,800
2020
$20,438 (+3.6%)
$294,900 + $855,900
$1,150,800
2019
$19,737 (+5.6%)
$281,000 + $798,700
$1,079,700
2018
$18,692 (+3.8%)
$245,800 + $790,900
$1,036,700
2017
$18,002 (+8.4%)
$234,200 + $758,200
$992,400
2016
$16,612 (−0.1%)
$229,600 + $728,400
$958,000
2015
$16,634 (+7.1%)
$229,600 + $674,900
$904,500
2014
$15,526 (+39.3%)
$208,600 + $638,400
$847,000
2013
$11,145 (−6.8%)
$208,600 + $414,400
$623,000
2012
$11,953 (−1.6%)
$206,500 + $422,300
$628,800
2011
$12,152
$196,700 + $431,300
$628,000
2010
$12,152 (−7.5%)
$196,700 + $431,300
$628,000
2009
$13,142
$233,600 + $569,200
$802,800
*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
5
Stories
2
Lot width
—
Lot depth
—
Lot size
1 Acre
Year renovated
—
Sq. Ft.
5,132
Year built
1815
Style
Single Family Residential
County
Middlesex County
APN
2435631S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 29, 2026.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
Parking Features: Detached, Garage Door Opener, Storage, Paved Drive, Off Street, Tandem, Driveway, Paved