5 S Main St, Sherborn, MA 01770
Property image
Property image
FOR SALE
NEW
OPEN FRI, 12-1:30PM

$799,000

  • 3 Beds
  • 2.5 Baths
  • 2,238 sqft

5 S Main St, Sherborn, MA 01770

Est. Mortgage $5,840/mo*
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Home Highlights

Single-Family Home
Built in 1999
$357/sqft
6 Open Spaces
HOA $810/mo

Local Information

  • Map ViewExplore the area around 5 S Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Cozy see-through gas fireplaceLarge back deckSun-filled and move-in readyCustom built-in cabinetry
BUYERS TAKE NOTICE—5 South Main Street—a unique Sherborn property at an incredible price! Admired by all who pass by, this eye-catching, charming, expanded and renovated Cape with views of mature trees from every window also includes a 3-story antique BARN adding to it’s appeal. As part of Leland Farms, an ALL AGES townhouse development in the heart of downtown Sherborn, this turn-key property delivers all the convenience of MAINTENANCE FREE living while looking and feeling entirely like a standalone single-family home. Sun-filled and move-in ready, the home spans three levels with versatile, multi-functional spaces to suit a variety of lifestyle. Warm hardwood floors flow through-out the main level, where a cozy see-through gas fireplace and custom built-in cabinetry tastefully frame both the living room and first-floor home office (or 1st floor, 4th bedroom). The updated eat-in kitchen with white cabinets, granite countertops, stainless steel appliances and a peninsula with seating, opens seamlessly to a spacious dining area. A sunlit, perfectly sized family room with private front entrance and direct access to a large back deck adds to the home’s versatility. All bathrooms are beautifully updated and the finished walk-out lower level offers a generous recreation room alongside two large storage/utility rooms. Modern comforts include CENTRAL A/C and NATURAL GAS heating/cooking. Located just steps from the town library, playground, tennis courts, ball fields, local dining and shopping, this ideal commuter location is also just minutes from the high-speed train to South Station. Live in Sherborn and take full advantage of top-ranked public schools and one of the region's best places to live (Boston.com 2026). COME SEE!
Last check for updates: about 1 hour ago
Listing courtesy of Laura Mastrobuono, (508) 423-5980
Compass, (781) 365-9954
Source: MLS PIN, MLS#73580793
Also Listed on MLS PIN.

Open House

Friday, September 25
12:00 PM to 1:30 PM
Friday, September 25
4:00 PM to 5:30 PM
Saturday, September 26
11:00 AM to 12:30 PM

Home Details for 5 S Main St

Interior Features

Interior Details
Basement: Partially Finished,Walk-Out AccessNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2238 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric DryerAppliances: Range, Dishwasher, Microwave, RefrigeratorDishwasherLaundry: In Basement,Electric Dryer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Natural Gas,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood, Flooring Hardwood, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: DeckOther Structures: Barn/StableExterior: Deck, Barn/StableFoundation: Concrete Perimeter
Parking & Garage
Open Parking Spaces: 6No GarageHas Open ParkingParking Spaces: 6Parking: Paved Drive,Off Street,Paved
Frontage
Waterfront: Lake/Pond, Beach Ownership(Public)Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 1812Finished Area (below surface): 426

Days on Market

Days on Market: 1

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 742324

Price & Status

Price
List Price: $799,000Price Per Sqft: $357

Active Status

MLS Status: New

Location

Direction & Address
City: Sherborn
School Information
Elementary School: Pine HillJr High / Middle School: Dover SherbornHigh School: Dover Sherborn

Agent Information

Listing Agent
Listing ID: 73580793

Building

Building Area
Building Area: 2238 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-StationNot Senior Community

HOA

Has an HOAHOA Fee: $810/Monthly

Miscellaneous

BasementMls Number: 73580793Above Grade Unfinished Area: 1812

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsStable(s)GolfBike PathConservation AreaHighway AccessHouse of WorshipPublic SchoolT-Station

Around this home

What Locals Say about Sherborn

At least 26 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 92 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say there's wildlife

  • 83 % Say parking is easy

  • 82 % Say there's holiday spirit

  • 79 % Say people would walk alone at night

  • 66 % Say neighbors are friendly

  • 62 % Say it's quiet

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say kids play outside

  • 55 % Say there are community events

  • 47 % Say there are sidewalks

  • 19 % Say streets are well-lit

  • 17 % Say it's walkable to restaurants

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Rjh1760
    "Sherborn loves animals. Folks here keep an eye out for missing cats dogs goats and sheep v vi Next-door AP which is very popular "
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  • S. Frederick
    "Lived for a few years. Friendly community members, beautiful country walks available, and good schools. Enjoy commuting by commuter rail to Boston."
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    Flag
  • Alex C.
    "A private suburban sanctuary in the woods, but still a short drive to a major shopping area and all the city of Boston has to offer."
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  • Laurel M.
    "The commute into the city is not great during rush hour. But the town is a great place to raise kids and I couldn’t think of a better place to grow up! "
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    Flag
  • Sherborn3
    "I love the natural beauty and serenity of this town! Who can argue with top-notch schools combined with rural loveliness and the best pond in the state? Being a friendly small town, there is a strong sense of community. If you like McMansions everywhere with all the trees removed around them and ability to hear your neighbors' arguments, Sherborn is not for you. If you like green and you like privacy, it is for you! Very close to commuter rail and all that Natick has to offer without the negatives of that town."
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Market trends in Sherborn

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
26
8MoM

Home Value

Trulia Estimate
$785K
Since last month
Increased$30K (+4%)
Since last year
Increased$12K (+1.6%)
Since last sale
Increased$193K (+32.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +52% in the last 10 years
MonthEstimated value
2026
September 2026$785K
August 2026$755K
July 2026$772K
June 2026$776K
May 2026$785K
April 2026$771K
March 2026$770K
February 2026$753K
January 2026$746K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Farm Rd, Sherborn, MA
0.21
Single-Family Home
$1,225,000
05/01/26
4
2.5
3,208
26 Peckham Hill Rd, Sherborn, MA
0.41
Single-Family Home
$1,130,000
07/27/26
4
2.5
2,449
3 Maple St, Sherborn, MA
0.18
Single-Family Home
$1,510,000
07/17/26
4
3.5
3,419
3 Bridle Path, Sherborn, MA
0.54
Single-Family Home
$1,570,000
07/31/26
4
2.5
3,233
20 Lake St, Sherborn, MA
0.84
Single-Family Home
$927,500
10/15/25
3
1.5
2,044
32 Lake St, Sherborn, MA
0.82
Single-Family Home
$1,060,000
12/09/25
3
2
1,931
70 S Main St, Sherborn, MA
0.59
Single-Family Home
$1,600,000
08/04/26
4
2.5
3,066
7 Fawn Rd, Sherborn, MA
0.73
Single-Family Home
$1,245,000
12/04/25
4
2.5
2,543
41 Ivy Ln, Sherborn, MA
0.60
Single-Family Home
$1,650,000
06/23/26
4
2.5
3,249
86 N Main St, Sherborn, MA
0.86
Single-Family Home
$1,005,000
07/13/26
3
2.5
2,686

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
6 Leland Dr #6, Sherborn, MA 01770
0.03
-
2
1.5
1,116
Off Market
5 S Main St #17, Sherborn, MA 01770
0.00
$799,000
3
2.5
2,238
For Sale
1 Abbey Rd #1, Sherborn, MA 01770
0.07
$925,000
2
2.5
1,930
Recently Sold
8 Washington St, Sherborn, MA 01770
0.07
$1,998,000
5
5
5,656
For Sale
14 Abbey Rd #14, Sherborn, MA 01770
0.11
$900,000
2
2.5
2,180
Recently Sold
15 Abbey Rd #15, Sherborn, MA 01770
0.11
-
2
2.5
2,007
Off Market
3 Abbey Rd #3, Sherborn, MA 01770
0.11
-
2
2.5
2,077
Off Market
3 Adams Ln #3, Dover, MA 02030
0.13
-
4
3.5
2,900
Off Market
5 Adams Rd #5, Ashland, MA 01721
0.13
-
4
3.5
2,900
Off Market
4 Adams Ln #4, Sherborn, MA 01770
0.13
$1,094,800
4
3.5
3,750
Off Market
6 Adams Ln #6, Sherborn, MA 01770
0.13
-
3
2.5
3,600
Off Market

Price and Tax history

DateEventPrice
Sep 22, 2026
Source: MLS PIN #73580793
Listed For Sale
$799,000
Jan 29, 2020
Source: N/A
Sold
$592,000
Oct 30, 2009
Source: N/A
Sold
$440,000
Jul 23, 2009
Source: Agent Provided
PriceChange
$499,000
Price decreased by 7%
May 29, 2009
Source: Agent Provided
Listed For Sale
$535,000

LGBTQ Local Legal Protections

Laura Mastrobuono, Compass, (781) 365-9954
Agent Phone: (508) 423-5980
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

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Frequently asked questions about 5 S Main St

  • What is the estimated monthly payment for 5 S Main St?
    Based on a $799,000 list price with 20% down at today's rates, the estimated monthly payment for 5 S Main St in Sherborn, MA is approximately $5,118 (about $4,371 principal & interest, $672 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Sherborn?
    Residents describe Sherborn, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See homes for sale in Sherborn, MA.
  • What are the closest schools to 5 S Main St?
    The closest schools to 5 S Main St in Sherborn, MA are Dover-Sherborn Regional High School (rated 10/10), Dover-Sherborn Regional Middle School (rated 9/10), Pine Hill Elementary School (Pre-K, rated 9/10).
  • What is 5 S Main St estimated to be worth?
    Trulia's estimated value for 5 S Main St in Sherborn, MA is $785,200.
  • Does 5 S Main St have air conditioning?
    Yes, 5 S Main St in Sherborn, MA has air conditioning.
  • Does 5 S Main St have laundry facilities?
    Yes, 5 S Main St in Sherborn, MA has laundry facilities.
5 S Main St, Sherborn, MA 01770 is a 3 bedroom, 3 bathroom, 2,238 sqft single-family home built in 1999. This property is currently available for sale and was listed by MLS PIN on Sep 22, 2026. The MLS # for this home is MLS# 73580793.