OFF MARKET

Off Market Nov 2023 for $2.1M

$2,125,860

Est. refi paymentEst. refi $2,065/mo

•

4,932

sq ft

20 Jackson Rd, Sherborn, MA 01770

About this home

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!

Single-familyProperty Type

1971Year Built

4.45 acresLot Size

$431Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Amy Caffrey • Compass

Bought with The Powissett Group • Compass

Redfin checked: 2 minutes ago

•Source:MLS PIN #73158411

Redfin Estimate

$2,125,860

$24K since sold in November 2023$41K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 48.2% higher than the average sale price ($1.43M) of 6 comparable homes.

SOLD JAN 27, 2026
$1,031,500
A
4 beds2.5 baths2,342 sq ft
18 Wildwood Dr, Sherborn, MA 01770
SOLD JUN 8, 2026
$1,392,000
B
5 beds3 baths3,938 sq ft
59 Russett Hill Rd, Sherborn, MA 01770
SOLD JUN 9, 2026
$1,160,000
C
4 beds3.5 baths3,156 sq ft
59 Spywood Rd, Sherborn, MA 01770
SOLD JUN 11, 2026
$2,125,000
D
4 beds3 baths4,572 sq ft
54 Spywood Rd, Sherborn, MA 01770
SOLD NOV 12, 2025
$1,400,000
E
4 beds3.5 baths4,184 sq ft
10 Ward Ln, Sherborn, MA 01770
SOLD JUN 10, 2026
$1,500,000
F
5 beds4 baths5,700 sq ft
15 Wildwood Dr, Sherborn, MA 01770

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Earn from this home

Sell

$387,502

Est. take-home

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Refinance

Est. cash available

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Rent

$4,592/mo

Redfin rental estimate

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Market trends in 01770, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.6%

+1.1% MoM

Median sale price

$1.2M

$27K MoM

Avg. days on market

10d

6 days MoM

Recently sold homes

9 MoM

New listings for sale

OPEN THU, 4PM TO 5:30PM
$998,000
3 beds2 baths2,844 sq ft
24 Great Rock Rd, Sherborn, MA 01770
$1,998,000
5 beds5 baths5,656 sq ft
8 Washington St, Sherborn, MA 01770
$4,995,000
5 beds4 baths4,400 sq ft
112 Farm Rd, Sherborn, MA 01770
$1,450,000
4 beds2.5 baths3,076 sq ft
320 Western Ave, Sherborn, MA 01770
$1,250,000
4 beds2.5 baths2,944 sq ft
25 Russett Hill Rd, Sherborn, MA 01770
See all

Provided by Redfin

Sale history for 20 Jackson Rd

Year

Property tax

Land + Additions

Assessment*

2025

$32,646 (+24.8%)

$531,700 + $1,437,300

$1,969,000

2024

$26,149 (+7.5%)

$523,000 + $1,019,700

$1,542,700

2023

$24,315 (+8.0%)

$523,000 + $827,100

$1,350,100

2022

$22,512 (+1.1%)

$506,600 + $676,400

$1,183,000

2021

$22,268 (+0.9%)

$506,600 + $627,800

$1,134,400

2020

$22,075 (−0.2%)

$506,600 + $627,800

$1,134,400

2019

$22,112 (+3.4%)

$506,600 + $620,400

$1,127,000

2018

$21,390 (+1.4%)

$506,600 + $601,700

$1,108,300

2017

$21,098 (+3.5%)

$500,800 + $530,400

$1,031,200

2016

$20,387 (+2.8%)

$472,000 + $519,100

$991,100

2015

$19,824 (+3.7%)

$460,400 + $515,200

$975,600

2014

$19,116 (+1.1%)

$448,800 + $491,000

$939,800

2013

$18,900 (+3.9%)

$460,300 + $498,100

$958,400

2012

$18,196 (+17.5%)

$500,700 + $498,000

$998,700

2011

$15,482 (+6.2%)

$505,300 + $368,400

$873,700

2010

$14,578 (+4.0%)

$470,000 + $365,900

$835,900

2009

$14,019

$470,000 + $378,600

$848,600

Tax history for 20 Jackson Rd

Year

Property tax

Land + Additions

Assessment*

2025

$32,646 (+24.8%)

$531,700 + $1,437,300

$1,969,000

2024

$26,149 (+7.5%)

$523,000 + $1,019,700

$1,542,700

2023

$24,315 (+8.0%)

$523,000 + $827,100

$1,350,100

2022

$22,512 (+1.1%)

$506,600 + $676,400

$1,183,000

2021

$22,268 (+0.9%)

$506,600 + $627,800

$1,134,400

2020

$22,075 (−0.2%)

$506,600 + $627,800

$1,134,400

2019

$22,112 (+3.4%)

$506,600 + $620,400

$1,127,000

2018

$21,390 (+1.4%)

$506,600 + $601,700

$1,108,300

2017

$21,098 (+3.5%)

$500,800 + $530,400

$1,031,200

2016

$20,387 (+2.8%)

$472,000 + $519,100

$991,100

2015

$19,824 (+3.7%)

$460,400 + $515,200

$975,600

2014

$19,116 (+1.1%)

$448,800 + $491,000

$939,800

2013

$18,900 (+3.9%)

$460,300 + $498,100

$958,400

2012

$18,196 (+17.5%)

$500,700 + $498,000

$998,700

2011

$15,482 (+6.2%)

$505,300 + $368,400

$873,700

2010

$14,578 (+4.0%)

$470,000 + $365,900

$835,900

2009

$14,019

$470,000 + $378,600

$848,600

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

4.45 Acres

Year renovated

—

Sq. Ft.

4,932

Year built

1971

Style

Single Family Residential

County

Middlesex County

APN

3629023S

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: 3
# of Covered Spaces: 3
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Heated Garage, Storage, Workshop in Garage, Garage Faces Side, Paved Drive, Paved

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Closet/Cabinets - Custom Built,Flooring - Hardwood,Balcony - Exterior,Recessed Lighting,Lighting - Sconce,Crown Molding

Bedroom #2 Information
Level: Second
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Lighting - Pendant,Crown Molding

Bedroom #3 Information
Level: Second
Features: Bathroom - Full,Closet,Flooring - Hardwood,Crown Molding

Bedroom #4 Information
Level: Second
Features: Closet,Lighting - Overhead,Crown Molding

Bedroom #5 Information
Level: Second
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Lighting - Pendant,Crown Molding

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Hardwood,Countertops - Stone/Granite/Solid,Crown Molding

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Lighting - Sconce,Crown Molding

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Lighting - Sconce,Beadboard,Crown Molding

Living Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Chair Rail,Recessed Lighting,Lighting - Sconce,Crown Molding

Dining Room Information
Level: First
Features: Flooring - Hardwood,Chair Rail,Recessed Lighting,Lighting - Sconce,Lighting - Pendant,Crown Molding

Kitchen Information
Level: First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Cabinets - Upgraded,Exterior Access,Recessed Lighting,Stainless Steel Appliances,Lighting - Pendant,Crown Molding

Office Room Information
Level: First
Features: Flooring - Hardwood,French Doors,Chair Rail,Recessed Lighting,Lighting - Sconce,Crown Molding

Basement Information
Basement: Partial, Partially Finished, Interior Entry, Bulkhead, Sump Pump

Laundry Information
Laundry Features: Flooring - Stone/Ceramic Tile, Main Level, Lighting - Overhead, Sink, First Floor, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 11
Door Features: French Doors
Window Features: Screens
Flooring: Tile, Hardwood, Stone / Slate, Vinyl / VCT, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Vinyl
Interior Features: Chair Rail, Recessed Lighting, Lighting - Sconce, Crown Molding, Bathroom - Tiled With Tub & Shower, Countertops - Stone/Granite/Solid, Double Vanity, Closet, Coffered Ceiling(s), Wet Bar, Window Seat, Office, Bathroom, Play Room, Great Room, Central Vacuum, Sauna/Steam/Hot Tub, Wet Bar

Exterior

Building Information
Building Area (Total): 4,932
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: White

Exterior Features
Fencing: Fenced/Enclosed, Fenced, Invisible
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: 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 Hookup

Pool Information
Has Private Pool
Has Spa
Pool Features: Pool - Inground Heated
Spa Features: Private

Property Information
PropertySubType: Single Family Residence
Property AttachedYN: Yes
Security Features: Security System
Other Structures: Cabana, Barn/Stable

Lot Information
Lot Size (Acres): 4.45
Lot Features: Cul-De-Sac, Corner Lot, Cleared
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $24,315
Tax Year: 2023

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup, Generator Connection, Outdoor Gas Grill Hookup
Sewer: Private Sewer
Water Source: Private
Electric: Generator Connection

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas, Fireplace
Cooling: Central Air

Location

Location Information
Directions: Washington to Western to Hollis to Ward to Jackson
UnparsedAddress: 20 Jackson Rd, Sherborn MA 01770

Community Information
Senior CommunityYN: No
Community Features: Shopping, Walk/Jog Trails, Stable(s), Conservation Area

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 4,932
Stories: 2.0
Lot Size: 4.45 acres
Style: Single Family Residential
Year Built: 1971
Year Renovated: —
County: Middlesex County
APN: 3629023S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 4

Listing Information
Exclusions: Blink Cameras-Negotiable, Draperies In Office Excluded But Hardware Will Stay
StandardStatus: Closed

Around this home

Schools

Pine Hill Elementary School

Public PreK-5 • Assigned • 3.0mi

9/10

Dover-Sherborn Regional Middle School

Public 6-8 • Assigned • 3.8mi

9/10

Dover-Sherborn Regional High School

Public 9-12 • Assigned • 3.8mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

52% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Sherborn, MA • 01770

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.02M – $2.44M

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Nearby similar homes

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New listings for sale in 01770

OPEN THU, 4PM TO 5:30PM

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24 Great Rock Rd, Sherborn, MA 01770

$1,998,000

5 beds5 baths5,656 sq ft

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$4,995,000

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Home values near 20 Jackson Rd

Data from public records.

Address	Redfin Estimate
19 Jackson Rd, Sherborn, MA 4 Beds \| 2.5 Baths \| 2190 Sq. Ft.	$1,049,570
5 Jackson Rd, Sherborn, MA 4 Beds \| 2.5 Baths \| - Sq. Ft.	$1,496,940

Address	Redfin Estimate
25 Jackson Rd, Sherborn, MA 4 Beds \| 2.5 Baths \| 2684 Sq. Ft.	$1,047,337
2 Jackson Rd, Sherborn, MA 4 Beds \| 3 Baths \| 3628 Sq. Ft.	$1,542,249

Address	Redfin Estimate
1 Jackson Rd, Sherborn, MA 4 Beds \| 2.5 Baths \| 2607 Sq. Ft.	$1,232,840
11 Jackson Rd, Sherborn, MA 4 Beds \| 2.5 Baths \| 2379 Sq. Ft.	$1,394,079

Property information provided by MLS PIN when last listed in 2023. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01770, MA

Sale history for 20 Jackson Rd

Tax history for 20 Jackson Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01770

Home values near 20 Jackson Rd

More real estate resources