$1,950,000
53 Greenwood Road
Hopkinton, MA, 01748
Imagine coming home this holiday season to welcome family & friends in this breathtaking residence! Distinctive luxury living in Hopkinton Highlands—exceptional spaces to entertain, unwind, and feel at home. Nestled on 1.2 acres w ability to add pool, this impeccably designed five-bedroom, 3.5 bath EAST facing, brick-front Colonial residence pairs timeless architectural appeal w beautifully updated interiors & an extraordinary collection of lifestyle amenities. 2020 gourmet eat-in kitchen features Wolf induction cooktop w a telescopic downdraft vent hood in the oversized breakfast island & flows seamlessly into an inviting family room w 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 provides an ideal setting for focused work. Retreat upstairs to the elegant primary suite, complete w its own dedicated office & new spa-inspired bathroom featuring dual vanities, standalone tub, & glass-enclosed tiled shower. Three additional generously sized bedrooms & updated full bath complete 2nd floor. 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 & long stay guests. Over $400,000 of thoughtful improvements over the last decade w new kitchen & primary bath, air handlers, new 2-tier decking, paver walkway & extensive backyard patio w built-in propane firepit & stone walls accented w exterior lighting. Smart-home technology w electronics media package including wired Ethernet throughout complement the home’s modern conveniences, while the 3-car garage offers 2 EV charging stations. Professionally landscaped gardens w up-lighting & irrigation enhance the expansive grounds. PLUS newer roof, skylights & 5-bedroom septic system! Enjoy convenient access to Hopkinton State Park, Southboro Commuter rail & top schools! Call to obtain 6.25% interest rate on 15/1 arm on 30 year loan! The magic of the holiday season awaits you to call this home
Property Details
Price:
$1,950,000
MLS #:
73581176
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Hopkinton Highlands
Listed Date:
Sep 22, 2026
Finished Sq Ft:
5,589
Total Sq Ft:
5,589
Lot Size:
52,272 sqft / 1.20 acres (approx)
Year Built:
2001
Schools
Elementary School:
Maraelmhopkins
Middle School:
Hopkinton Middle School
High School:
Hopkinton High School
Interior
Above Grade Finished Area
3892
Appliances
Water Heater, Oven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer, Water Treatment, Wine Refrigerator, Range Hood, Wine Cooler
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1697
Cooling
Central Air
Fireplaces Total
2
Flooring
Tile, Carpet, Hardwood, Flooring – Hardwood, Flooring – Wall to Wall Carpet, Flooring – Stone/Ceramic Tile
Heating
Forced Air, Hydro Air, Fireplace
Interior Features
Tray Ceiling(s), Closet, Wet bar, Bathroom – Half, Bathroom – Tiled With Tub & Shower, Countertops – Stone/Granite/Solid, Office, Media Room, Exercise Room, Game Room, Bathroom, Other
Laundry Features
Flooring – Stone/Ceramic Tile, First Floor, Washer Hookup
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
Construction Materials
Frame
Covered Spaces
3
Exterior Features
Porch, Patio, Covered Patio/Deck, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall
Fencing
Fenced/Enclosed, Fenced
Garage Spaces
3
Lot Features
Wooded
Open Parking Spaces
8
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Paved Drive
Parking Spots
11
Parking Total
11
Patio And Porch Features
Porch, Patio, Covered
Roof
Shingle
View
Scenic View(s)
Waterfront Features
1 to 2 Mile To Beach
Window Features
Insulated Windows, Screens
Financial
HOA Fee
$375
HOA Fee Frequency
Annually
Tax Year
2026
Taxes
$20,814
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Hopkinton as of Oct 17, 2026
55
Single Family Listed
91
Avg DOM
387
Avg $ / SqFt
$1,489,205
Avg List Price
Community
- Address53 Greenwood Road Hopkinton MA
- SubdivisionHopkinton Highlands
- CityHopkinton
- CountyMiddlesex
- Zip Code01748
Subdivisions in Hopkinton
Similar Listings Nearby
Property Summary
- Located in the Hopkinton Highlands subdivision, 53 Greenwood Road Hopkinton MA is a Single Family for sale in Hopkinton, MA, 01748. It is listed for $1,950,000 and features 5 beds, 4 baths, and has approximately 5,589 square feet of living space, and was originally constructed in 2001. The current price per square foot is $349. The average price per square foot for Single Family listings in Hopkinton is $387. The average listing price for Single Family in Hopkinton is $1,489,205. To schedule a showing of MLS#73581176 at 53 Greenwood Road in Hopkinton, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Foemmel Fine Homes. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
53 Greenwood Road
Hopkinton, MA