220 S Main St

$849,000
Price
3
Beds
1,935 Sq. Ft.
$439 / Sq. Ft.
1,935
Sq. Ft.
$439
per Sq. Ft.

Description

Much-admired c.1788 Joshua Leland House blends historic charm, pastoral views and a flexible floor plan. Features include wide pine floors, exposed beams, wainscoting, built-ins and multiple fireplaces. Kitchen opens to dining or family room with historic cooking hearth/fireplace. Family room with wood stove and a fully reconstructed staircase to the second floor. First-floor office/BR with FP adjacent to a 2023 renovated bath. Additional first-floor living room with FP. Primary suite offers cathedral...Much-admired c.1788 Joshua Leland House blends historic charm, pastoral views and a flexible floor plan. Features include wide pine floors, exposed beams, wainscoting, built-ins and multiple fireplaces. Kitchen opens to dining or family room with historic cooking hearth/fireplace. Family room with wood stove and a fully reconstructed staircase to the second floor. First-floor office/BR with FP adjacent to a 2023 renovated bath. Additional first-floor living room with FP. Primary suite offers cathedral ceiling, skylights, walk-in closet and full bath; two guest rooms on the second floor. Major updates include ’21 3BR septic, ’21 roof, ’25 driveway, ’25 cedar fence, mini splits, major tree work, fresh paint and a greenhouse. Expansive two-story barn with stalls, hay loft, workshop, sheds and paddock. A rare historic Sherborn property with meaningful modern upgrades. All this and just right across the street from the renowned Rocky Narrows trail system.
  1. Listed by Nora Lynch • Gibson Sotheby's International Realty

Property Details for 220 South Main Street

Town
Sherborn
Area
MA-Sherborn
Architectural Style
Cape, Antique, Saltbox, Other (See Remarks)
Style
Cape, Antique, Saltbox, Other (See Remarks)
Garage Spaces
2
Parking Spaces
6.00
Parking Spaces Total
8
LISTING UPDATED: 12/16/2025 03:09 AM

Property Details for 220 South Main Street

StatusActive
MLS #73458712
Days on Market34
Taxes$10,954 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1788
CountyMiddlesex County

Location

Listing Courtesy of Gibson Sotheby's International Realty, Nora Lynch
Add your commute

Building Information for 220 South Main Street

Stories-Year Built1788Building Size-Lot Size0.73 AC / 31,829 SF

Payment Calculator

$5,108 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,195

Property Taxes

$913

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 220 South Main Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Walk/Jog Trails, Conservation Area, Public School
  • Living Area: 1935.0
  • Color: White
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate,Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Pine Hill
  • High School: Dover-Sherborn
  • Middle School: Dover-Sherborn
Features
Interior Features
  • Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
  • Basement Features: Full, Crawl, Interior Access, Sump Pump, Dirt Floor, Unfinished Basement
  • Num of Baths: 2.0
  • Num of Full Baths: 2
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms Total Integer: 2
  • DoorFeatures: French Doors
  • FireplaceFeatures: Dining Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 3
  • Flooring: Wood, Tile, Pine, Flooring - Wood
  • Interior Features: Closet, Office
  • Interior Features: French Doors
  • Laundry Features: First Floor, Electric Dryer Hookup, Washer Hookup
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Exterior Features: Deck, Storage Shed, Barn/Stable
  • Exterior Features: Barn/Stable, Storage Shed, Deck
  • Lot Description: Cleared, Level
  • Other Structures: Barn/Stable
  • Patio And Porch Features: Deck
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
  • Waterfront Features: Lake/Pond, Beach Ownership(Public)
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Detached, Storage, Work Area, Barn, Paved Drive, Off-Street, Improved Driveway, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Detached, Storage, Work Area, Barn, Paved Drive, Off-Street, Improved Driveway, Paved Driveway
  • Parking Features: Work Area, Off-Street, Improved Driveway, Paved Driveway
Utilities
  • Cooling: Ductless Mini-Split System
  • Cooling: Yes
  • Heating: Baseboard, Radiant, Oil, Electric, Wood Stove, Ductless, Fireplace(s)
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Gas Range, for Electric Dryer, Washer Hookup
  • Water: Private
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 416.0
  • Room Primary Bedroom Features: Bathroom - Full,Skylight,Beamed Ceilings,Walk-In Closet(s),Flooring - Wood
  • Room Primary Bedroom Length: 26.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 16.0
Bedroom 2
  • Bedroom2 Area: 150.0
  • Bedroom2 Features: Flooring - Wood
  • Bedroom2 Length: 10.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 15.0
Bedroom 3
  • Bedroom3 Area: 182.0
  • Bedroom3 Features: Flooring - Wood
  • Bedroom3 Length: 14.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 13.0
Bathroom 1
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Level: First
Dining Room
  • Dining Room Area: 168.0
  • Dining Room Features: Flooring - Stone/Ceramic Tile,Exterior Access,Open Floorplan
  • Dining Room Length: 12.0
  • Dining Room Level: Main,First
  • Dining Room Width: 14.0
Family Room
  • Family Room Area: 238.0
  • Family Room Features: Wood / Coal / Pellet Stove,Window(s) - Bay/Bow/Box
  • Family Room Length: 14.0
  • Family Room Level: Main,First
  • Family Room Width: 17.0
Kitchen
  • Kitchen Area: 176.0
  • Kitchen Features: Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Kitchen Island,Exterior Access,Stainless Steel Appliances
  • Kitchen Length: 11.0
  • Kitchen Level: Main,First
  • Kitchen Width: 16.0
Living Room
  • Room Living Room Area: 121.0
  • Room Living Room Features: Closet
  • Room Living Room Length: 11.0
  • Room Living Room Level: Main,First
  • Room Living Room Width: 11.0
Other Room 1
  • Room Office Area: 140.0
  • Room Office Features: Fireplace,Closet,Flooring - Wood
  • Room Office Length: 10.0
  • Room Office Level: First
  • Room Office Width: 14.0
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: Flexible floor plan.
Tax Information
  • Tax ID: M:0013 B:0000 L:17,742666
  • Assessments: $660,700
  • Book: 77273
  • Tax Year: 2025
  • Zoning: RA
Building / Association Information
Living Characteristics
  • Beds Total: 3
Other Building Characteristics
  • Foundation: Stone, Irregular
  • Cooling Zones: 2
Complex & Association Information
  • Adult Community: No

Property History for 220 South Main Street

DateEvent & SourcePriceAppreciation
Dec 12, 2025

Price Change

MLS PIN #73458712

$849,000
Dec 1, 2025

Listed (Active)

MLS PIN #73458712

$875,000
Mar 19, 2021

Sold

MLS PIN #72734525

$515,000
Feb 7, 2021

Under Agreement

MLS PIN #72734525

Feb 7, 2021

Contingent

MLS PIN #72734525

Sep 30, 2020

Listed (Active)

MLS PIN #72734525

$649,000
Mar 10, 2003

Sold (Public Record)

Public Record #326600433

$1
DateEvent & SourcePrice
12/12/2025

Price Change

MLS PIN #73458712

$849,000
12/01/2025

Listed (Active)

MLS PIN #73458712

$875,000
03/19/2021

Sold

MLS PIN #72734525

$515,000
02/07/2021

Under Agreement

MLS PIN #72734525

02/07/2021

Contingent

MLS PIN #72734525

09/30/2020

Listed (Active)

MLS PIN #72734525

$649,000
03/10/2003

Sold (Public Record)

Public Record #326600433

$1

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 220 South Main Street

Taxable ValueLand$353,500Additions$307,200Total$660,700
Tax Record2025$10,954 ($913 / month)
Home Facts
Beds0Lot Size31,829 SqFtStyleSingle Family ResidenceZoningRACountyMIDDLESEXAPNSHER M:0013 B:0000 L:17Fireplace TypeHas Fireplace

Schools near 220 South Main Street

This home is within Dover-Sherborn School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Pine Hill Elementary School
PublicPK to 5

Dover-Sherborn Regional Middle School
Public6 to 8

Dover-Sherborn Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

220 South Main Street is a single family home for sale in Sherborn, MA 01770. This property was listed for sale on December 1, 2025 by Gibson Sotheby's International Realty, it's currently listed at $849,000. It has been on the market for a total of 34 days and was last sold on March 19, 2021. This listing's school districts are Sherborn School District, Dover-Sherborn School District. Nearby schools include Pine Hill Elementary School, Dover-Sherborn Regional Middle School and Dover-Sherborn Regional High School. 220 South Main Street is a 3-bed, 2-bath, 1,935 sqft single family home built in 1788.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Gibson Sotheby's International Realty, Nora Lynch

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.