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Listing broker remarks

Distinctive luxury living in Hopkinton Highlands—exceptional spaces to entertain, unwind, and feel at home. Nestled on 1.2 acres, this impeccably designed five-bedroom, 3.5 bath brick-front Colonial residence pairs timeless architectural appeal with beautifully updated interiors and an extraordinary collection of lifestyle amenities. The 2020 new gourmet eat-in kitchen features Wolf induction cooktop with a telescopic downdraft vent hood in the oversized breakfast island & flows seamlessly into an inviting family room with new plush carpet & a gas, floor-to-ceiling stone fireplace that creates a dramatic focal point for gatherings & quiet evenings alike. Refinished floors & designer lighting enhance the home’s polished presentation, while a handsome office with French doors provides an ideal setting for focused work. Retreat upstairs to the elegant primary suite, complete with its own dedicated office and a new spa-inspired bathroom featuring dual vanities, a standalone tub, and a glass-enclosed tiled shower. Three additional generously sized bedrooms & updated full bath complete 2nd floor. The exceptional walkout lower-level transforms entertaining into an experience. Welcome guests at the wet bar, gather for billiards, or settle into the family room beneath tray ceilings accented by ambient cove lighting and a second gas fireplace. A sunny workout area brings fitness into your daily routine, while a dedicated music studio offers space to create & pursue your passions. A separate en suite bedroom provides a comfortable retreat for overnight and long stay guests. From two dedicated home offices to an impressive walkout entertainment level, this residence offers the flexibility to make every day feel exceptional. Thoughtful improvements extend well beyond the interiors, with a newer roof, air handlers & AC compressors, newer 5-bedroom septic system, paver walkway & extensive backyard patio with built-in propane firepit & stone walls accented with exterior lighting. New 2-tier decking. Smart-home technology with an electronics media package including wired Ethernet throughout complement the home’s modern conveniences, while the 3-car garage features 2 EV chargers. Professionally landscaped gardens with up-lighting & irrigation enhance the expansive grounds. Enjoy convenient access to Hopkinton State Park, Southborough Commuter Rail, Hopkinton Country Club, and exceptional local schools.— Foemmel Fine Homes

Open Houses

Key details

  • 5,589 sq ft
  • 1.20 acres
  • 5 beds
  • 3.5 baths
  • 2001 built
  • $354 / sq ft
  • $20,814 2026 taxes
  • HOA yearly
MLS #
7⁠3⁠5⁠8⁠1⁠1⁠7⁠6⁠
Last updated
Address
53 Greenwood Road
Town
Hopkinton, MA
ZIP
01748
Deed (Bk/Pg)
68549 / 53

Map

Neighborhood: Hopkinton Highlands

National Historic Landmark

Federally designated as nationally significant — the highest U.S. historic recognition. Section 106 review applies to federal undertakings affecting the property.

National Register

Listed on the National Register of Historic Places. Owners may qualify for the 20% federal Historic Rehabilitation Tax Credit on certified rehabilitation work.

State Register

Listed on the Massachusetts State Register of Historic Places.

Local Historic District

Inside a Local Historic District. Exterior changes visible from a public way require approval from the local historic district commission.

Local Landmark

Individually designated by the town as a local landmark. Exterior alterations require commission approval.

MACRIS Inventory

Documented in MACRIS, the state historic inventory. Informational only — no regulatory constraints.

Article 85 (Boston)

Subject to Boston Article 85 demolition-delay review, which can pause demolition of buildings 50+ years old for up to 90 days.

Ch. 91 Waterways License

An active MassDEP permit for a dock, pier, seawall, or other structure on or over a Massachusetts waterway. Many older licenses are not digitized; this record is provided for reference only.

Massachusetts Great Pond

A Great Pond under M.G.L. Ch. 91 — the Commonwealth retains public rights to fish and navigate these state-designated waters. Private docks and other waterfront structures require a Waterways License from MassDEP.

Likely Great Pond

The MLS listing describes this property as being on a Great Pond, which would be a state-designated water body under M.G.L. Ch. 91. GIS data did not independently confirm the pond name — verification needed.