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Hopkinton, MA Homes for Sale with Acreage

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  • /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
  • /42

    $1,350,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,282 Sq Ft

    12 W Elm St, Hopkinton, MA 01748

    Luxurious 2004 built, 4–5 bed, 3.5 bath farmhouse-inspired colonial set back on picturesque 1.5-acres - offering both privacy & a welcoming neighborhood setting! HUGE fenced yard for future pool. Sun-drenched interiors & elevated design in every space. Dramatic foyer w board & batten trim. Designer chef’s kitchen showcasing white cabinets, new quartz countertops & backsplash, Wolf gas stove &

    Kim Foemmel Foemmel Fine Homes

    12 W Elm St, Hopkinton, MA 01748
  • /42

    $1,375,000 Open Fri 4:30PM - 6:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,936 Sq Ft

    5 Breakneck Hill Rd, Hopkinton, MA 01748

    Welcome to this stunning 4-bedroom, 2.5-bath home in the highly desirable Wildwood Glen neighborhood of Hopkinton, MA. Thoughtfully designed and beautifully maintained, this home offers a perfect blend of comfort, style, and functionality.The remodeled kitchen serves as the heart of the home, featuring modern finishes and an inviting layout ideal for everyday living and entertaining. A dedicated

    Beth Feather William Raveis R.E. & Home Services

    5 Breakneck Hill Rd, Hopkinton, MA 01748
  • /42

    $1,950,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4.5 Baths
    • 5,487 Sq Ft

    7 S Barn Rd, Hopkinton, MA 01748

    This luxurious contemporary colonial in a premier Hopkinton cul-de-sac offers unmatched sophistication inside and out. The interior is defined by a 2023 designer kitchen featuring Cambria Quartz and Bosch appliances, complemented by new hardwood floors, plantation shutters, and fresh paint. With 4/5 bedrooms and 5 baths, the layout provides ultimate flexibility, including dual primary suite

    My House Partners Team REMAX Executive Realty

    7 S Barn Rd, Hopkinton, MA 01748
  • /42

    $1,850,000

    • 5 Beds
    • 4.5 Baths
    • 5,991 Sq Ft

    2 Country Way, Hopkinton, MA 01748

    Discover New England Classic & Southern Charm in this extraordinary residence! NEED ROOM FOR EXTENDED FAMILY or PRIVATE OFFICE SUITE. The lower level is finished w a full kitchen(double ovens&gas cooktp), family rm, sunrm, laundry & full bathrm. Comfort & convenience FIRST FLOOR PRIMARY en-suite, sophisticated office, designer kitchen w center island, formal dining rm, grand family room w MARBLE

    Laura Wauters Century 21 Custom Home Realty

    2 Country Way, Hopkinton, MA 01748
  • /26

    $639,900

    • 4 Beds
    • 1 Bath
    • 1,531 Sq Ft

    300 W Main St, Hopkinton, MA 01748

    Beautifully maintained, energy-efficient 4BR home blends timeless character, thoughtful modern updates w future expansion potential. 2012 kitchen w mission-style cabinets, granite counters, gas cooking & pantry flow into a welcoming dining room w classic built-ins. Sunny & inviting family room is ideal for entertaining. 1st floor offers 2 BRs & renovated bath w tile shower while 2nd floor

    Kim Foemmel Foemmel Fine Homes

    300 W Main St, Hopkinton, MA 01748
  • /7

    $929,000

    • Land
    • 1.8 Acres
    • $516,111 per Acre

    75 Wilson St, Hopkinton, MA 01748

    Exceptional opportunity to build your dream home on a beautiful 1.8-acre estate lot in the highly desirable town of Hopkinton. This buildable lot with proposed plan for a 7-bedroom septic offers ample space for a private pool and Accessory Dwelling Unit—perfect for extended family, guests, or rental income. Bring your own plans or use the thoughtfully prepared design. The previous home has been

    Jen Thompson RE/MAX Signature Properties

    75 Wilson 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
  • /38

    $1,995,000 Open Sat 12PM - 1:30PM

    • 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
  • /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
  • /3

    $1,999,900 Open Sat 12PM - 1:30PM

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

    4 Emerald Dr, Hopkinton, MA 01748

    Welcome to 4 Emerald Drive, a remarkable new luxury home set to be built and 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

    Katie McBride REMAX Executive Realty

    4 Emerald Dr, Hopkinton, MA 01748
  • /35

    $2,950,000

    • 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
  • /41

    $2,499,900 Open Sat 12PM - 1:30PM

    • 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
  • /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
  • /42

    $2,195,000 Open Sat 11AM - 12:30PM

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

    35 Lincoln St, Hopkinton, MA 01748

    *$25,000 closing cost credit is being offered by the builder!! 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,

    Adam Boyce Mathieu Newton Sotheby's International Realty

    35 Lincoln St, Hopkinton, MA 01748
  • /42

    $2,550,000 Open Sat 11AM - 12:30PM

    • 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
  • /42

    $3,995,000

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

    10 Andrea Dr, Hopkinton, MA 01748

    Enhanced Value now offered at $3,995,000!!!!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

    Sollima Nelson Group Realty Executives Boston West

    10 Andrea Dr, Hopkinton, MA 01748
  • /2

    $850,000

    • Land
    • 1.7 Acres
    • $500,000 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
  • /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
  • 4 Myrtle Ave, Hopkinton, MA 01748

    $1,989,000 New Construction

    • 4 Beds
    • 4 Baths
    • 4,300 Sq Ft

    4 Myrtle Ave, Hopkinton, MA 01748

    The Dickinson is a homeowner's dream. Upon entering through the porch the home opens immediately into the beautiful formal dining room across from secluded office space. The soaring foyer highlights exquisite views into the inviting two-story great room and casual dining area with rear yard access. The well-designed kitchen boasts plenty of counter and cabinet space as well as an ample walk-in

    Toll Brothers, Inc. Builder
    4 Myrtle Ave, Hopkinton, MA 01748
  • /4

    $1,989,000 New Construction

    • 4 Beds
    • 4 Baths
    • 4,395 Sq Ft

    4 Myrtle Ave Unit 20, Hopkinton, MA 01748

    Toll Brothers NEW Construction! The Dickinson Modern Craftsman floorplan—an open-concept design tailored to your lifestyle. The kitchen features a large island and walk-in pantry, flowing into a casual dining area and a two-story great room with abundant windows and a cozy fireplace. Flexible spaces offer options for two home offices and a bonus workspace. The first-floor bathroom has been

    Jillian Alcott Toll Brothers Real Estate

    4 Myrtle Ave Unit 20, Hopkinton, MA 01748
  • /41

    $1,494,168

    • 4 Beds
    • 3 Baths
    • 3,658 Sq Ft

    27 Spring Rd, Westborough, MA 01581

    Welcome to 27 Spring Rd, a home warmed each morning by gentle East-facing light. From the moment you enter, there is a sense of calm, care, and craftsmanship. Just a short walk to Sandra Pond, the home is surrounded by nature and quiet, creating a peaceful backdrop for daily life. The upgraded kitchen is the center of the home, featuring premium Thermador appliances and Cambria quartz that

    Michael Mathieu Mathieu Newton Sotheby's International Realty

    27 Spring Rd, Westborough, MA 01581
  • /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
$1,010,000
Median Single Family Sale Price
$1,120,000
Median Townhouse Sale Price
$905,000
Median 2 Bedroom Sale Price
$875,000
Average Price Per Sq Ft
$380
Number of Homes for Sale
38
Last 12 months Home Sales
200
Months of Supply
2.30
Median List Price
$1,049,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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