Map location of
Bailey Trail System, Sherborn, MA, USA

Massachusetts, United States

Homes for sale near Bailey Trail System, Sherborn, MA, USA

Address Bed / Bath Listing Price
Picture of 18 Wildwood Drive
18 Wildwood Drive
Privately set in a desirable Sherborn neighborhood, this 4-bedroom Contemporary offers the perfect blend of modern comfort and natural serenity. Surrounded by mature hemlocks and woodland views, this home provides a true sense of peace and privacy. Inside, vaulted ceilings and abundant windows fill
Sherborn, MA
Living Area: 2342 Sqft.
4 Beds, 3 Baths
$1,079,000
Picture of 15 Wildwood Drive
15 Wildwood Drive
Located in favorite SHERBORN neighborhood on quiet cul-de-sac just ~20 miles west of Boston in an idyllic town known for offering exceptional public schools & easy access to commuter rail is this one-of-a-kind CONTEMPORARY home on 2 magical acres! Offering STUNNING VIEWS of mature gardens & trees, t
Sherborn, MA
Living Area: 5700 Sqft.
5 Beds, 5 Baths
$1,549,000
Picture of 59 Russett Hill Road
59 Russett Hill Road
This stunning 5-bedroom Colonial, set on over 2 acres in the sought-after Russett Hill neighborhood, is truly move-in ready! Hydroseeding 9/26/25! Gleaming hardwood floors flow throughout the home, including brand-new hardwood floors installed in the foyer. The sun-filled kitchen features stainless
Sherborn, MA
Living Area: 3400 Sqft.
5 Beds, 4 Baths
$1,445,000
Picture of 1 Fawn Road
1 Fawn Road
New price $1,128,000! Join us for the Open House Saturday 11–1. Boston Magazine recently ranked Dover–Sherborn the #1 High School in Massachusetts, and with a Title V-approved septic system, this home offers both peace of mind and exceptional value. This expanded Cape-style home sits on a level,
Sherborn, MA
Living Area: 3000 Sqft.
5 Beds, 3 Baths
$1,128,000
Picture of 6 Brook Street
6 Brook Street
Set on 1.4 acres, this distinctive single-level ranch blends modern updates with a prime Sherborn location. The vaulted kitchen features granite counters, pantry, double ovens, built-in window seat, and china cabinets, opening to the living and dining rooms with fireplace, custom built-ins, and Fren
Sherborn, MA
Living Area: 2859 Sqft.
3 Beds, 3 Baths
$1,150,000

Points of Interest near Bailey Trail System