Don't miss this opportunity to own a private 5-acre retreat in a desirable Sherborn neighborhood with access to over 19 acres of surrounding conservation land and trails, including a scenic 1.6-mile loop. 59 Spywood Road is a 4-bedroom, 3.5-bathroom Colonial home offering a warm and inviting atmosphere with thoughtful interior updates throughout. Comfort meets versatility with generously sized bedrooms, welcoming living areas, a dedicated home office, and full laundry room. The updated kitchen with white cabinetry and tile, granite and butcher block countertops, and luxury vinyl plank flooring opens to a large deck overlooking peaceful natural surroundings, ideal for gathering and outdoor entertainment. Tasteful improvements complement the home's timeless character, while the expansive unfinished basement offers exceptional potential. Privacy, natural beauty, and recent updates come together in this special Sherborn offering!
Single-familyProperty Type
1969Year Built
5.43 acresLot Size
$368Price/Sq.Ft.
2 garage spacesParking
Listed by Danielle Marino• Berkshire Hathaway HomeServices Commonwealth Real Estate
Listed by • Berkshire Hathaway HomeServices Commonwealth Real Estate
Bought with The Broadway Group• Engel & Volkers Boston
Est. $4,210 per month, based on comparable rentals
Sale and tax history for 59 Spywood Rd
Sale History
Tax History
Date
Event
Price
MLS PIN #73482387
Jun 9, 2026
Sold
$1,160,000
$368/sq ft
Mar 10, 2026
Contingent
—
Mar 4, 2026
Listed
$1,200,000
$380/sq ft
MLS PIN #73186302
Jan 26, 2024
Sold
$999,000
$317/sq ft
Dec 10, 2023
Contingent
—
Dec 8, 2023
Listed
$999,000
$317/sq ft
+35
This classic Colonial on five acres in a neighborhood setting with direct access to conservation (Sherborn Rural Land Foundation) offers an amazing opportunity for a buyer. The driveway and roof have been improved, along with generator and expansive multi level Ipe deck off the kitchen. This home is being sold with new septic and future updates and improvements to be taken into consideration. Front-to-back living room with fireplace and access to screened porch. Dining room between living room and kitchen with bay window. Family room has wood burning stove and built in bookcases. First floor office with paneling is just across from a full bath. A separate laundry room/mudroom right off garage entry. The spacious front foyer opens to turned staircase to second floor which offers primary bedroom with full bath and walk in closet, plus three guest bedrooms and large closets. New septic installed - completed by 12/23.. 2014 Roof. 2017 Deck. 2019 Driveway. 2020 generator, 2023 well pump.
Middle Or Junior School: Dover Sherborn Middle School
High School: Dover Sherborn High School
Location Information
Directions: MA-16 W take Hollis St right on Nason Hill Rd to Spywood Road
UnparsedAddress: 59 Spywood Road, Sherborn MA 01770
Community Information
Senior CommunityYN: No
Community Features: Tennis Court(s), Walk/Jog Trails, Conservation Area
Public facts
Beds: 4
Baths: 3.5
Sq. Ft.: 3,156
Stories: 2.0
Lot Size: 5.43 acres
Style: Single Family Residential
Year Built: 1969
Year Renovated: —
County: Middlesex County
APN: 623023S
Home facts updated by county records on Sep 23, 2026
Other
Listing Information
Exclusions: Wall Sconces In Living Room And Family Room, Wall Mounted Tvs And Brackets
StandardStatus: Closed
Around this home
Schools
Pine Hill Elementary School
Public PreK-5 • Assigned • 2.9mi
9/10
Dover-Sherborn Regional Middle School
Public 6-8 • Assigned • 2.6mi
9/10
Dover-Sherborn Regional High School
Public 9-12 • Assigned • 2.6mi
10/10
Provided by GreatSchools
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
49% 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)
34
18
36
18
51
31
61
39
69
49
81
58
84
63
80
57
75
54
64
43
52
35
39
23
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
99/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 7% for direct sun exposure in Sherborn. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.8 hrs
6.5 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.37M – $1.65M
Reach more buyers when you sell with Redfin. Plus, you'll save $14,376 in fees.