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Hopkinton, MA Homes for Sale with Acreage

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  • /41

    $2,499,000

    • 5 Beds
    • 5.5 Baths
    • 5,928 Sq Ft

    15 Whisper Way, Hopkinton, MA 01748

    Move in ready, exquisite new construction in Whisper Way, an exclusive enclave of 12 custom homes set amidst 200+ acres of protected open space. This stunning home has an exceptional floor plan and luxurious finishes throughout. The interior design features a dramatic two-story family room and foyer with abundant natural light, gourmet kitchen with Sub-Zero & Wolf appliances, a separate catering

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 456-5981

    15 Whisper Way, Hopkinton, MA 01748
  • /11

    $2,765,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,258 Sq Ft

    7 Whisper Way, Hopkinton, MA 01748

    Build your dream home at Whisper Way, a beautiful 12-lot subdivision set on bucolic, gently sloping land surrounded by hundreds of acres of open space and walking trails. These special lots are nestled in the trees and in a a peaceful, private setting that feels worlds away—yet close to everything Hopkinton has to offer. Choose from the builder’s thoughtfully designed plans or bring your own

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 571-0807

    7 Whisper Way, Hopkinton, MA 01748
  • /41

    $2,499,900

    • 4 Beds
    • 5.5 Baths
    • 6,107 Sq Ft

    5 Singletary Way, Hopkinton, MA 01748

    Set in Hopkinton’s desirable Highland Park neighborhood, this beautifully crafted home offers refined living in an unbeatable location near the start of the Boston Marathon. The kitchen is the centerpiece of the home, featuring crisp white cabinetry, a generous center island, and sleek countertops. Detailed millwork, including crown molding and coffered ceilings, adds sophistication throughout,

    Jen Thompson RE/MAX Signature Properties

    5 Singletary Way, Hopkinton, MA 01748
  • /28

    $975,000

    • Land
    • 4.04 Acres
    • $241,337 per Acre

    68 Spring St, Hopkinton, MA 01748

    Attention builders, developers, and contractors — 68 & 70 Spring Street in Hopkinton present a rare opportunity to create your next signature project. Together, these parcels offer over 4 acres of buildable land in a prime location, directly across from scenic Whitehall State Park and minutes to Westborough. With 1.46 acres at 68 Spring currently hosting a livable antique home and oversized

    Taylor Moreno Winder Realty, LLC

    68 Spring St, Hopkinton, MA 01748
  • /35

    $3,750,000

    • 4 Beds
    • 2.5 Baths
    • 3,014 Sq Ft

    186 Spring St, Hopkinton, MA 01748

    Prime Investment Opportunity: 20.9-Acre Private Estate in Top-Rated Hopkinton School District Nestled on an expansive 20.9-acre wooded lot bordering the Upton State Forest (one of the largest in Hopkinton), 186 Spring Street offers exceptional privacy, tucked deep in the forest with mature trees and natural seclusion. This rare parcel provides significant development potential — including the

    Brendon Sullivan-Monson StartPoint Realty

    186 Spring St, Hopkinton, MA 01748
  • /42

    $2,275,000 Open House 3/28

    • 5 Beds
    • 5.5 Baths
    • 5,357 Sq Ft

    1 Emerald Dr, Hopkinton, MA 01748

    Welcome to 1 Emerald Drive, an exceptional new luxury home on Hopkinton’s premier cul-de-sac of eight custom residences. Thoughtfully designed and impeccably crafted, this home blends timeless elegance with modern functionality. The open, light-filled layout showcases white oak floors, exquisite millwork and designer lighting throughout. The gourmet kitchen impresses with Thermador appliances,

    Katie McBride REMAX Executive Realty

    1 Emerald Dr, Hopkinton, MA 01748
  • /41

    $2,450,000

    • 4 Beds
    • 6 Baths
    • 6,616 Sq Ft

    19 Stoney Brook Rd, Hopkinton, MA 01748

    Magnificent custom home in prestigious Highland Park, set in the highly sought-after community of Hopkinton where the Boston Marathon begins. This exceptional residence features an exquisitely appointed gourmet kitchen with refined white cabinetry, an expansive island, and pristine white counters. Elegant crown molding and striking coffered ceilings enrich the interiors, all enhanced by abundant

    Jen Thompson RE/MAX Signature Properties

    19 Stoney Brook Rd, Hopkinton, MA 01748
  • /42

    $2,550,000

    • 4 Beds
    • 5.5 Baths
    • 6,082 Sq Ft

    37 Lincoln St, Hopkinton, MA 01748

    Welcome to a masterpiece of design and function, where every detail has been meticulously curated for a life of effortless luxury. This home includes white oak hardwood floors, custom tile, quartz counters, designer lighting, custom cabinetry, and a Pinterest-worthy laundry w/custom cabinets and space for a double laundry! The foyer greets you with an impressive staircase that flows into a

    Maria Romero Vagnini Mathieu Newton Sotheby's International Realty

    37 Lincoln St, Hopkinton, MA 01748
  • /40

    $2,749,900

    • 5 Beds
    • 5.5 Baths
    • 6,193 Sq Ft

    2 Whisper Way, Hopkinton, MA 01748

    Whisper Way’s signature model home! The difference is in the details! Inviting farmer’s porch welcomes you into a stunning foyer adorned w herringbone hardwood floors. Expansive chef’s kitchen, featuring top-of-the-line Wolf & Sub-Zero appliances, seamlessly flows into a sun-drenched family room w stone-clad gas fireplace. Indulge in the lavish 1,250 sq ft primary suite, complete w dual walk-in

    Kim Foemmel Foemmel Fine Homes

    2 Whisper Way, Hopkinton, MA 01748
  • /8

    $1,990,000

    • Land
    • 2.93 Acres
    • $679,181 per Acre

    107 Winter St, Hopkinton, MA 01748

    Exceptional 2.93-acre build-ready lot in Hopkinton, MA. Located across from the 592-acre Whitehall State Park and backed by over 250-acre of protected forest, it offers rare privacy and permanent natural views. Hopkinton is a top-rated, safe town with excellent schools, known as the starting point of the Boston Marathon, with convenient access to I-90 and I-495 and a new Costco will open nearby.

    Sally Liu Stuart St James, Inc.

    107 Winter St, Hopkinton, MA 01748
  • /42

    $4,495,000

    • 4 Beds
    • 8 Baths
    • 9,902 Sq Ft

    10 Andrea Dr, Hopkinton, MA 01748

    This stunning, professionally designed home is all about the details- The sellers spent over 8 million to build this estate!!! Custom millwork, coffered and tray ceilings, arched window and stained glass accents create an elegant yet welcoming atmosphere. The kitchen features beveled glass cabinetry with interior lighting, a spacious cooktop counter and thoughtful touches throughout. Window seats

    Sollima Nelson Group Realty Executives Boston West

    10 Andrea Dr, Hopkinton, MA 01748
  • /40

    $2,100,000

    • 4 Beds
    • 5.5 Baths
    • 4,232 Sq Ft

    1 Whisper Way, Hopkinton, MA 01748

    STUNNING 4+ bedroom Colonial on over an acre of land in one of Hopkinton’s premier neighborhoods. A grand two-story foyer welcomes you into sun-filled, open spaces enhanced by designer finishes and hardwood flooring. The KITCHEN IS FLOODED IN NATURAL LIGHT featuring a center oversized island w/wood & stone counters & custom cabinetry, WOLF range, walk-in pantry, dining area & direct access to the

    Sandra Naroian Keller Williams Realty North Central

    1 Whisper Way, Hopkinton, MA 01748
  • /42

    $2,300,000

    • 4 Beds
    • 6.5 Baths
    • 5,450 Sq Ft

    35 Lincoln St, Hopkinton, MA 01748

    Discover Phase II of Turkey Ridge Estates, with this 4-bed/6.5-bath home offering a design meticulously crafted by our in-house designer. The flexible floor plan includes a private first-floor office with an adjacent full bath, plus the option for a second office. The open family room features a floor-to-ceiling STONE fireplace, seamlessly opening to a custom kitchen boasting an large island and

    Adam Boyce Mathieu Newton Sotheby's International Realty

    35 Lincoln St, Hopkinton, MA 01748
  • /3

    $1,999,900 Open House 3/28

    • 5 Beds
    • 4.5 Baths
    • 4,167 Sq Ft

    4 Emerald Dr, Hopkinton, MA 01748

    Welcome to 4 Emerald Drive, a remarkable new luxury residence set on Hopkinton’s most sought-after cul-de-sac of eight custom-built homes. Carefully planned and masterfully constructed, this property unites classic sophistication with contemporary convenience. The open, sun-drenched floor plan highlights white oak flooring, refined custom trim, and curated designer lighting throughout. The chef’s

    Katie McBride REMAX Executive Realty

    4 Emerald Dr, Hopkinton, MA 01748
  • /4

    $1,500,000

    • Land
    • 2 Acres
    • $750,000 per Acre

    70 South St, Hopkinton, MA 01748

    2 Acres of Land at the corner of South Street and Hayward Street, Hopkinton MA. Corner lot consists of 7 parcels of land across the street from Dunkin Donuts.Great visibility at lighted intersection. Property is presently zoned residential. Zoning permitted uses are Daycare, Nursing Home, Adult Daycare, Educational, Church. Proximity to major highways for easy accessibility.

    Tony Pinto Pinto Real Estate

    70 South St, Hopkinton, MA 01748
  • /42

    $2,895,000

    • 6 Beds
    • 7 Baths
    • 6,472 Sq Ft

    10 Queen Anne Rd, Hopkinton, MA 01748

    Distinctive estate featuring a thoughtfully designed main residence & fully integrated carriage house compound offering flexibility for multigenerational living, guests, workspace, recreation, or collectors, w/ garage capacity for up to 12 vehicles & commercial electrical + workshop infrastructure. Carriage house engineered for adaptable interiors w/ finished flex rooms, radiant heated bays & 14’

    Lisa Aron Williams Coldwell Banker Realty - Sudbury

    10 Queen Anne Rd, Hopkinton, MA 01748
  • /2

    $950,000

    • Land
    • 1.7 Acres
    • $558,824 per Acre

    28 Lumber St, Hopkinton, MA 01748

    Approved 10,000 Sq. Ft. Medical Office Building with ample parking.

    Bret O'Brien Greater Boston Commercial Properties, Inc.

    28 Lumber St, Hopkinton, MA 01748
  • /24

    $875,000

    • Land
    • 1 Acre
    • $875,000 per Acre

    147 N Mill St, Holliston, MA 01746

    A rare opportunity to build your dream home on a picturesque one-acre lot, already featuring a recently constructed 1,675 sq. ft. two-car garage with a spacious loft and a heated half bath. Enjoy serene views of a neighboring pond and a beautiful pastoral landscape, offering both privacy and charm. This scenic setting is perfectly balanced with convenience, located close to town and near the

    Emerald Jalinous RE/MAX Liberty

    147 N Mill St, Holliston, MA 01746
  • /2

    $1,495,000

    • Land
    • 4 Acres
    • $373,750 per Acre

    20 Southville Rd, Southborough, MA 01772

    3 Acres of Industrial land For Sale!

    Bret O'Brien Greater Boston Commercial Properties, Inc.

    20 Southville Rd, Southborough, MA 01772

Home Trends in Hopkinton, MA

Housing Trends

Median Sale Price
$1,000,000
Median Single Family Sale Price
$1,102,500
Median Townhouse Sale Price
$937,500
Median 2 Bedroom Sale Price
$884,000
Average Price Per Sq Ft
$383
Number of Homes for Sale
25
Last 12 months Home Sales
207
Months of Supply
1.40
Median List Price
$1,039,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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