20 Jackson Rd, Sherborn, MA 01770
Property image
Property image
OFF MARKET

$2,208,400

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 4,932 sqft (on 4.45 acres)

20 Jackson Rd, Sherborn, MA 01770

Currently Off Market - Sold Nov 15, 2023 for $2,150,000

Home Value

Trulia Estimate
$2.21M
Since last month
Decreased$33K (-1.5%)
Since last year
Increased$73K (+3.4%)
Since last sale
Increased$58K (+2.7%)
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 +93% in the last 10 years
MonthEstimated value
2026
August 2026$2.21M
August 2026$2.2M
July 2026$2.24M
June 2026$2.25M
May 2026$2.25M
April 2026$2.25M
March 2026$2.24M
February 2026$2.16M
January 2026$2.15M
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
0.18
Single-Family Home
$1,400,000
11/12/25
4
3.5
4,184
0.45
Single-Family Home
$2,300,000
08/17/26
5
4.5
6,130
0.68
Single-Family Home
$1,750,000
07/23/26
6
3.5
4,531
0.75
Single-Family Home
$2,025,000
07/10/26
5
5
6,470
1.19
Single-Family Home
$1,725,000
11/14/25
4
3
4,047
0.97
Single-Family Home
$1,250,000
05/01/26
4
3
4,130
0.85
Single-Family Home
$944,000
12/10/25
4
4
3,775
1.17
Single-Family Home
$1,392,000
06/08/26
5
3
3,938
1.07
Single-Family Home
$925,000
03/13/26
3
3
3,484
0.48
Single-Family Home
$900,000
09/19/25
3
2
2,304

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
0.18
$1,400,000
4
3.5
4,184
Recently Sold
0.39
$1,656,800
4
4
3,779
Off Market
0.46
$723,000
4
2
2,226
Off Market
0.46
$678,700
3
2
1,652
Off Market
0.47
$689,000
3
2
1,773
Recently Sold
0.45
$2,300,000
5
4.5
6,130
Recently Sold
0.48
$923,700
3
2
2,304
Off Market
0.49
$2,300,000
5
5
5,740
For Sale
0.52
$675,000
3
1.5
1,924
Recently Sold
0.51
-
2
2.5
2,290
Off Market
0.52
$1,395,000
4
2.5
3,076
For Sale

Local Information

  • Map ViewExplore the area around 20 Jackson Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1971
4.45 acre lot
4,932 sqft
$448/sqft
3 Car Garage

About this House

Welcome to Apple Tree Acres! This exceptional 4+ acre property has been thoughtfully updated and expanded. The first floor features a gourmet kitchen with high end appliances, granite counters and a large island with seating. A formal dining room, great room with stone f/p and wet bar, home office with built-ins and addtl family room with f/p and custom cabinets. Radiant floored mudroom, 1/2 bath & separate laundry room finish off the floor. Second floor includes an ensuite bedroom and 3 addtl bedrooms with hardwoods throughout.The primary suite features a sitting area, walk-in custom closets, spa like bath with radiant floors and balcony overlooking the expansive yard. Partial finished basement w/ plenty of storage completes the main house. Outside enjoy the heated pool, hot tub, outdoor shower and pool house complete with kitchen, built-in storage & 1/2 bath. The Caldwell 4 stall barn with tack room, electricity and water completes the property. Don't miss this idyllic property!
20 Jackson Rd, Sherborn, MA 01770 is a 5 bedroom, 4 bathroom, 4,932 sqft single-family home built in 1971. It last sold for $2,150,000 on Nov 15, 2023 (3% above the $2,095,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,208,400, with a rent estimate of $7,991/month.
Last check for updates: about 6 hours ago
Listed by Amy Caffrey, (508) 479-4542
Compass, (781) 365-9954
Amy Caffrey, (508) 479-4542
Bought with: The Powissett Group, (508) 294-9318, Compass, (781) 365-9954
Source: MLS PIN, MLS#73158411

Home Details for 20 Jackson Rd

Interior Features

Interior Details
Basement: Partial,Partially Finished,Interior Entry,Bulkhead,Sump PumpNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4932 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup, Generator Connection, Outdoor Gas Grill HookupAppliances: Gas Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Water SoftenerDishwasherDisposalDryerLaundry: Flooring - Stone/Ceramic Tile,Main Level,Lighting - Overhead,Sink,First Floor,Electric Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural Gas,FireplaceHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Living RoomSpa: PrivateHas a FireplaceHas a Spa
Gas & Electric
Electric: Generator Connection
Windows, Doors, Floors & Walls
Window: ScreensDoor: French DoorsFlooring: Tile, Hardwood, Stone / Slate, Vinyl / VCT, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Vinyl
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood, Stone Slate, Vinyl VCT, Flooring Hardwood, Flooring Stone Ceramic Tile, Flooring Vinyl
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, PatioFencing: Fenced/Enclosed, Fenced, InvisibleOther Structures: Cabana, Barn/StableExterior: Porch, Patio, Balcony, Pool - Inground Heated, Cabana, Rain Gutters, Hot Tub/Spa, Storage, Barn/Stable, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Fruit Trees, Invisible Fence, Outdoor Shower, Stone Wall, Outdoor Gas Grill HookupFoundation: Concrete PerimeterHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 9Parking: Attached,Garage Door Opener,Heated Garage,Storage,Workshop in Garage,Garage Faces Side,Paved Drive,Paved
Pool
Pool: Pool - Inground HeatedPool
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameAttached To Another StructureDoes Not Include Home Warranty
Property Information
Not Included in Sale: Blink Cameras-Negotiable, Draperies In Office Excluded But Hardware Will StayParcel Number: M:0004 B:0000 L:9, 741312

Price & Status

Price
List Price: $2,095,000
Status Change & Dates
Off Market Date: Sat Sep 16 2023

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 4932 Square Feet

Community

Community Features: Shopping, Walk/Jog Trails, Stable(s), Conservation AreaNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 4.45 Acres

Miscellaneous

BasementMls Number: 73158411

Additional Information

ShoppingWalk/Jog TrailsStable(s)Conservation Area

Price and Tax history

DateEventPrice
Nov 15, 2023
Source: MLS PIN #73158411
Sold
$2,150,000
Sep 12, 2023
Source: MLS PIN #73158411
Listed For Sale
$2,095,000
Oct 5, 1994
Source: N/A
Sold
$510,000
Jul 30, 1992
Source: N/A
Sold
$340,000

Market trends in Sherborn

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
17
9
MoM

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 "
  • S. Frederick
    "Lived for a few years. Friendly community members, beautiful country walks available, and good schools. Enjoy commuting by commuter rail to Boston."
  • 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."
  • 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! "
  • 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."

LGBTQ Local Legal Protections

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.

Frequently asked questions about 20 Jackson Rd

  • What is 20 Jackson Rd estimated to be worth?
    Trulia's estimated value for 20 Jackson Rd in Sherborn, MA is $2,208,400.
  • What is the price history for 20 Jackson Rd?
    20 Jackson Rd in Sherborn, MA last sold for $2,150,000 in November 2023.
  • Is Sherborn a buyer's or seller's market?
    Sherborn is currently a seller's market, based on recent for-sale activity.
  • 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 recently sold homes in Sherborn, MA.
  • Does 20 Jackson Rd have air conditioning?
    Yes, 20 Jackson Rd in Sherborn, MA has air conditioning.
  • Does 20 Jackson Rd have a pool?
    Yes, 20 Jackson Rd in Sherborn, MA has a pool.

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