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
Additional full bathrooms feature tiled showers, stone/ceramic tile flooring, and stone/granite countertops
Basement full bathroom with shower stall and stone/ceramic tile
Kitchen
Kitchen on first floor with upgraded cabinets and countertops
Kitchen island
Stainless steel appliances
Wine chiller / wine refrigerator
Range and range hood
Microwave
Dining area adjacent to kitchen
Remodeled kitchen with pendant and recessed lighting
Laundry & utility
First-floor laundry area with washer hookup
Washer and dryer included
Water heater
Water treatment system
Flooring
Hardwood flooring in select rooms
Wall-to-wall carpet in multiple rooms
Tile / stone / ceramic tile flooring in kitchen, bathrooms, and laundry
Heating & cooling
Forced air heating
Hydro air heating
Fireplace(s) contribute to heating
Central air conditioning
Two fireplaces (family room and one other)
Exterior features
Covered porch and covered patio/deck
Patio
Professional landscaping with decorative lighting
Sprinkler system
Fenced yard / enclosed fencing
Stone wall
Screens on exterior openings
Wooded lot
Scenic views
Located about 1 to 2 miles to the beach
Paved, publicly maintained road frontage
Home design
Single family residence
Above-grade finished living area plus finished below-grade area
Accessory dwelling unit (ADU) present
Approximate year built (public records)
Parking
Attached garage
Three garage spaces (covered)
Three covered spaces
Eight open parking spaces
Paved driveway with garage door opener
Total parking for 11 vehicles
Construction
Frame construction
Concrete perimeter foundation
Shingle roof
Utilities
Private water source
Private sewer
200+ amp electric service
HOA & community
Homeowners association membership required
Annual association fee of $375
Community amenities include public transportation, shopping, pool, tennis courts, parks, walk/jog trails, stables, golf, medical facility, bike path, conservation area, highway access, house of worship, private and public schools, T-Station, and university access
Electricity and solar
View estimated energy costs and solar savings for this home
Beautiful home designed for today's buyer in sought after Hopkinton Highlands neighborhood. Three floors of custom living space offer plenty of room for everyone in this stately colonial home. Spacious eat-in kitchen features cherry cabinets, granite counters, stainless appliances (all stay!), and hardwood floor is open to cathedral family room with floor-to-ceiling gas fireplace (for ambiance AND heat) with adjoining office. Formal living and dining rooms. Convenient first floor laundry/mudroom. Wonderful master suite with huge walk-in closet and beautiful bath. Large adjacent sitting room with French doors and three additional good sized bedrooms on 2nd floor. Light filled walkout lower level is completely finished and offers huge great room w/ fieldstone fireplace, playroom, fifth bedroom, full bath and exercise room. Three car attached garage. Oversized two-tier deck, patio, and beautifully landscaped yard. Great commute location--minutes to train station & major route
MLS PIN #30669814
May 19, 2003
Sold
$730,000
$131/sq ft
Apr 1, 2003
Listing Removed
—
Nov 20, 2002
Listed
$735,000
$132/sq ft
IMPECCABLY MAINTAINED BRICK FRONT COLONIAL IN RESIDENTIAL NEIGHBORHOOD.FULLY PACKED CHERRY CABINET KITCHEN W/BREAKFAST NOOK,CENTER ISLAND W/COOK TOP,CORIAN CNTR TOPS AND GARDEN WINDOW.HUGE MASTER SUITE HAS OVERSIZED JACUZZI TUB & SEP SHR
Year
Property tax
Land + Additions
Assessment*
2025
$18,874 (+1.5%)
$457,200 + $873,800
$1,331,000
2024
$18,599 (+3.3%)
$435,700 + $837,300
$1,273,000
2023
$18,012 (+1.7%)
$360,000 + $779,300
$1,139,300
2022
$17,709 (+2.9%)
$327,300 + $712,600
$1,039,900
2021
$17,206 (+4.5%)
$318,200 + $689,200
$1,007,400
2020
$16,470
$310,700 + $668,500
$979,200
2019
$16,476 (+2.7%)
$288,000 + $671,600
$959,600
2018
$16,047 (+6.6%)
$296,900 + $652,600
$949,500
2017
$15,054 (+1.3%)
$288,100 + $608,000
$896,100
2016
$14,864 (+0.2%)
$282,500 + $590,300
$872,800
2015
$14,839 (+14.8%)
$274,300 + $551,900
$826,200
2014
$12,926 (+1.8%)
$274,300 + $458,900
$733,200
2013
$12,699
$274,300 + $458,900
$733,200
2012
$12,702 (+1.9%)
$286,400 + $458,600
$745,000
2011
$12,464 (+2.3%)
$286,400 + $458,600
$745,000
2010
$12,179 (+1.4%)
$311,800 + $461,000
$772,800
2009
$12,009
$322,800 + $476,200
$799,000
Public record
Beds
4
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.2 Acres
Year renovated
—
Finished Sq. Ft.
4,938
Unfinished Sq. Ft.
—
Total Sq. Ft.
4,938
Year built
2001
Style
Single Family Residential
County
Middlesex County
APN
3154616
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 16, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
4/10 Heat Factor
7 days above 96° expected this year, 15 days in 30 years
6/10 Wind Factor
40% 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
Hopkinton, MA • 01748
Average low and high temperatures (°F)
32
19
35
20
50
31
60
40
68
50
80
60
83
65
80
58
75
55
63
45
51
35
37
23
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.9 hours in
June and 4.4 hours in December, placing it below the
U.S. average for solar exposure.
8.9 hrs
4.4 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 53 Greenwood Rd
$1,883,874
$66K under list price of $1.95M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $872K to $1.8M.