53 Greenwood Road

Taxes: $20,814 (2026)

About this home

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.

Property details

Sewer

On-Site

Style

Single Wide

Water

Private Water

Cooling

Central Air

Heating

Forced Air, Hydro Air

Type

Detached

Flooring

Tile, Wall to Wall Carpet, Hardwood

Road type

Public, Paved, Publicly Maint.

Appliances

Wall Oven, Dishwasher, Microwave, Countertop Range, Refrigerator, Washer, Dryer, Water Treatment, Refrigerator - Wine Storage, Vent Hood

Master Bath

Yes

Construction

Aluminum

Roof

Aluminum

Garage

Attached, Garage Door Opener

Lot

Wooded, Paved Drive, Fenced/Enclosed, Scenic View(s)

Basement

Full, Finished, Walk Out

Electric

200 Amps

Exterior

Porch, Patio, Covered Patio/Deck, Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall

Interior

Cable Available, Other (See Remarks)