30

Hopkinton, MA Homes for Sale with Acreage

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  • /41

    $1,549,000

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,836 Sq Ft

    23 Longwood Dr, Hopkinton, MA 01748

    On the shores of Lake Whitehall, in one of Hopkinton's most coveted and picturesque neighborhoods, this exceptional property offers an enviable lifestyle surrounded by miles of scenic trails, kayaking, fishing, boating, cross-country skiing, and winter ice skating, making outdoor recreation part of everyday life. Thoughtfully expanded and beautifully renovated for both entertaining and

    Agent Photo

    The Macchi Group

    William Raveis R.E. & Home Services

    23 Longwood Dr, Hopkinton, MA 01748
  • /42

    $1,575,000

    $25K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 5,086 Sq Ft

    23 Falcon Ridge Dr, Hopkinton, MA 01748

    Perfectly sited on 1.4 private acres this thoughtfully updated, bright, open, and energy-efficient home offers the perfect balance of elegance, comfort, and everyday functionality. Bathed in natural light, the open floor plan creates an inviting atmosphere designed for both relaxed living and effortless entertaining. At the heart of the home, the beautifully appointed kitchen features timeless

    Agent Photo

    The Macchi Group

    William Raveis R.E. & Home Services

    23 Falcon Ridge Dr, Hopkinton, MA 01748
  • /40

    $2,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,943 Sq Ft

    3 Bowker Rd, Hopkinton, MA 01748

    Connelly Hill Estates! Beautiful Brick Front Colonial & 3 car garage sited on a rare, truly private, backyard oasis offering an inground Gunite heated pool, hot tub, expansive patio & stonewall surrounded by mature trees & plantings! The bright & airy open floor plan defines the home’s elegant yet comfortable atmosphere with the 2-story Family Rm, gas fireplace, built-ins, beverage fridge, wine

    Kathleen Williamson Berkshire Hathaway HomeServices Commonwealth Real Estate

    3 Bowker Rd, Hopkinton, MA 01748
  • /31

    $599,000

    $31K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,395 Sq Ft

    31 Forest Ln Unit 31, Hopkinton, MA 01748

    An Exceptional Opportunity in Highly Desirable Hopkinton! Beautifully maintained end-unit townhome in The Preserve, offering added privacy and a desirable setting across from Hopkinton State Park and minutes from the Southborough Commuter Rail Station. Experience the perfect blend of outdoor recreation, top-rated schools, and everyday convenience with easy access to shopping, dining, major

    Julie D'Arcangelo Coldwell Banker Realty

    31 Forest Ln Unit 31, Hopkinton, MA 01748
  • /36

    $3,450,000

    $300K PRICE DROP
    • 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
  • /39

    $670,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,078 Sq Ft

    68 Spring St, Hopkinton, MA 01748

    Step back in time and discover the charm of this circa 1742 antique home set on 1.46 picturesque acres in one of Hopkinton's most scenic locations. Rich with character and history, this 3-bedroom, 2-bath residence features wide-plank hardwood floors, exposed beams, four fireplaces, and timeless architectural details that create a warm and inviting atmosphere throughout. The spacious floor plan

    Taylor Moreno Winder Realty, LLC

    68 Spring St, Hopkinton, MA 01748
  • /38

    $3,750,000

    $245K PRICE DROP
    • 4 Beds
    • 8 Baths
    • 9,910 Sq Ft

    10 Andrea Dr, Hopkinton, MA 01748

    A private garden estate overlooking the Upton State Forest, where a winding paver driveway meanders through mature gardens before arriving at an extraordinary custom home. Created by combining three lots into one remarkable homesite, this custom-built residence offers exceptional privacy while remaining just minutes from Route 495, the Mass Pike, shopping, and dining. Nearly two years in the

    Stephanie Archung Gibson Sotheby's International Realty

    10 Andrea Dr, 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
  • /41

    $1,890,000

    $110K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,109 Sq Ft

    150 Fruit St, Hopkinton, MA 01748

    Stunning new construction set on almost 2 acres of wooded land directly across from entrance to a desirable Hopkinton neighborhood. Beautiful chef’s kitchen featuring counter-to-ceiling quartz, 6-burner gas stove, Thermador appliances, ample storage, and a coffee/wet bar, opening to the dining area & living room with a gas fireplace. Sliders open to an expansive covered back porch that create a

    Jeannine Coburn REMAX Executive Realty

    150 Fruit 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
  • /42

    $1,550,000

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

    2 Country Way, Hopkinton, MA 01748

    Fall in love with this Queen Anne elegance that new construction simply cannot match! Nestled in a premier Hopkinton neighborhood with award-winning schools, this architectural masterpiece is the ultimate estate for luxury, entertaining and true multigenerational living. The breathtaking grand foyer welcomes you with a dramatic 3 story staircase, custom moldings, transom windows and stained

    Laura Wauters Century 21 Custom Home Realty

    2 Country Way, Hopkinton, MA 01748
  • /15

    $920,000

    $5K PRICE DROP
    • Land
    • 2.58 Acres
    • $356,589 per Acre

    70 Spring St, Hopkinton, MA 01748

    Rare opportunity to own a unique 4.04-acre offering in one of Hopkinton's most scenic locations. Set directly across from Whitehall State Park and Reservoir, this property includes a circa 1742 antique home, an oversized detached barn, and an additional parcel, creating endless possibilities for homeowners, investors, builders, and multi-generational living. The 3-bedroom, 2-bath home is rich

    Taylor Moreno Winder Realty, LLC

    70 Spring St, Hopkinton, MA 01748
  • /33

    $1,495,000

    $100K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 4,873 Sq Ft

    28 S Mill St, Hopkinton, MA 01748

    An exceptional opportunity to own a beautifully sited waterfront property in one of Hopkinton's most desirable neighborhoods. Nestled on a picturesque pond and surrounded by mature landscaping, 28 South Mill Street offers a rare combination of privacy, natural beauty, and convenience. Pride of ownership is evident throughout the property, with extensive renovations and improvements made over the

    The Shulkin Wilk Group Compass

    28 S Mill St, Hopkinton, MA 01748
  • /42

    $1,190,000

    • 4 Beds
    • 2.5 Baths
    • 3,593 Sq Ft

    24 Longwood Dr, Hopkinton, MA 01748

    Welcome home to this stately, designer-finished Colonial surrounded by trees on a 1.7 acre corner lot in the desirable White Oak Estates neighborhood. Over $350k of updates this exceptional home has been thoughtfully renovated from top to bottom with the quality, style & major features today's buyers are looking for. The heart of the home is the completely gutted, $125K custom chef's kitchen

    Laura Wauters Century 21 Custom Home Realty

    24 Longwood Dr, Hopkinton, MA 01748
  • /42

    $2,095,000

    $100K PRICE DROP
    • 4 Beds
    • 6.5 Baths
    • 5,450 Sq Ft

    7 Lincoln St, Hopkinton, MA 01748

    An absolute masterpiece of design and elite engineering by an award-winning local MA builder. This high-performance, energy-efficient home features a supreme HERS score, ERV fresh air system, and balanced Make-Up Air. Inside, 4" white oak floors lead to a magnificent family room with coffered ceilings and a chef's kitchen with handmade custom cabinetry. High-end Pella windows flood the sprawling

    Adam Boyce Mathieu Newton Sotheby's International Realty

    7 Lincoln St, Hopkinton, MA 01748
  • /42

    $2,550,000

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

    8 Lincoln St, Hopkinton, MA 01748

    Builder incentive through July: Choose 1 of 5 FREE builder luxury upgrade packages—Entertainment, Theater, Gym, Golf Lounge/Simulator, or Outdoor Living! Best of all, the builder provides, installs, and completes the package prior to closing. An absolute masterpiece of design and elite engineering by an award-winning local MA builder. This high-performance, energy-efficient home features a tight

    Maria Romero Vagnini Mathieu Newton Sotheby's International Realty

    8 Lincoln St, Hopkinton, MA 01748
  • /8

    $2,149,000

    New Construction $80K PRICE INCREASE
    • 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

    $1,875,000

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

    1 Whisper Way, Hopkinton, MA 01748

    STUNNING 4+ bedroom Colonial on over an acre in one of Hopkinton’s premier neighborhoods. LIKE NEW and impeccably maintained, this home offers the look, feel, and quality of new construction without the wait!A grand two-story foyer welcomes you into SUN-FILLED open spaces with designer finishes and beautiful hardwood flooring. The KITCHEN is a showstopper with tons of natural light, an oversized

    Sandra Naroian Keller Williams Realty North Central

    1 Whisper Way, Hopkinton, MA 01748
  • /42

    $3,350,000

    $140K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 9,611 Sq Ft

    9 Wescott Dr, Hopkinton, MA 01748

    Experience unparalleled architectural grandeur in this majestic Cranberry Cove residence w deeded access to Lake Whitehall. Hallmark-built home showcases intricate craftsmanship, blending European refinement, grand-scale entertaining & everyday comfort. Transport yourself to Italy in the Tuscan gourmet kitchen, host in the tasting room & wine cellar, enjoy billiards, or relax in the award-winning

    Kim Foemmel Foemmel Fine Homes

    9 Wescott Dr, Hopkinton, MA 01748
  • /18

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft

    199 Ash St, Hopkinton, MA 01748

    Move right into this beautifully updated home where every major improvement has already been done. With updates and system updates done in 2017, 2024, 2025 and 2026 the home features a bright white kitchen with granite countertops, newer appliances, gas cooking, and an open flow into the dining area and sun filled family room. Upstairs offers three bedrooms with hardwood floors and two updated

    Charles King Real Broker MA, LLC

    199 Ash St, Hopkinton, MA 01748
  • /42

    $1,600,000

    $200K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 5,369 Sq Ft

    211 Saddle Hill Rd, Hopkinton, MA 01748

    Grand Brick Colonial sited on 2.64 acres overlooking picturesque Hopkinton Country Club with 3 Car attached Garage and 3 Car detached Garage! Potential for ADU! New White Dove interior paint: Family Room, Foyer and Office! Beautiful interior finish details throughout! Sweeping bridal staircase, curved archways, wainscoting and moldings galore. Entertainment-sized Dining Room. Cathedral Great Room

    Kathleen Williamson Berkshire Hathaway HomeServices Commonwealth Real Estate

    211 Saddle Hill Rd, Hopkinton, MA 01748
  • /39

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 3,621 Sq Ft

    5 Longwood Dr, Hopkinton, MA 01748

    Welcome to this exceptional 4-bed, 2.5-bath Colonial in the highly sought-after White Oak Estates. Filled w/ charm & warmth, this move-in ready home features an updated kitchen with newer appliances opening to a large family room with a masonry fireplace. Relax on the peaceful screened porch or deck overlooking a private wooded setting. Sunny formal living room opens to the dining room with

    Kim Foemmel Foemmel Fine Homes

    5 Longwood Dr, Hopkinton, MA 01748
  • /42

    $2,132,326

    $148K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,078 Sq Ft

    60 Chamberlain St, Hopkinton, MA 01748

    Next open house on Sunday 2-3:30. Sat open house cancelled. Exceptional 2023 built ready for pool in Edgewood of Hopkinton, offering 5 bedrooms, 4.5 baths & over $150K curated upgrades. Charming, covered porch welcomes you into dramatic two-story foyer flanked by elegant sun-filled living & dining rooms. Breathtaking two-story great room opens to chef’s kitchen showcases custom white cabinetry,

    Kim Foemmel Foemmel Fine Homes

    60 Chamberlain St, Hopkinton, MA 01748
  • /40

    $799,900

    Open Sun 1PM - 2:30PM $25K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    3 Mcgill Ct Unit 21-4C, Hopkinton, MA 01748

    Rare opportunity to own a stand alone home in desirable Deerfield Estates, a sought after 55+ community in Hopkinton! No more shoveling snow or taking care of the yard its all done for you! Lovingly maintained by its original owner, this home features 2 bedrooms, a separate office that could be used as a guest room if needed, 2 full baths, and a half bath. The kitchen boasts granite countertops,

    Nancy Mulroy Coldwell Banker Realty - Worcester

    3 Mcgill Ct Unit 21-4C, Hopkinton, MA 01748
  • /33

    $1,000,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,459 Sq Ft

    40 Granite St, Hopkinton, MA 01748

    Set back from the road in a private setting, this handsome 4 bedroom, 2.5 bath Colonial offers space, comfort & standout amenities! The expanded chef’s kitchen shines w/ an oversized island, premium Fantasy Brown countertops & huge pantry—ideal for culinary creations. Open flow leads to a 2-tier deck, perfect for grilling & entertaining while overlooking the yard w/ swingset, trampoline, shed &

    Kim Foemmel Foemmel Fine Homes

    40 Granite St, Hopkinton, MA 01748
  • /41

    $1,189,900

    $100K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,330 Sq Ft

    1 Sterling Dr, Hopkinton, MA 01748

    Major Price reduction! Situated in one of Hopkinton's most sought after neighborhoods this private lot is professionally landscaped with stone walls and beautifully wooded! Included on the first floor is a formal Dining Room, a large Living Room with bay window and french doors, FR, Kitchen and private Office. Hardwood floors are thru-out in LR, DR, foyer,stairs, Kitchen and FR. The expansive

    Kathleen Dragin REMAX Executive Realty

    1 Sterling Dr, Hopkinton, MA 01748
  • /2

    $850,000

    $100K PRICE DROP
    • 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
  • /11

    $2,149,000

    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
  • /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 Price Trends

Median Sale Price
$1,075,000
Median Single Family Sale Price
$1,190,000
Median Townhouse Sale Price
$795,000
Median 2 Bedroom Sale Price
$824,500
Average Price Per Sq Ft
$384
Number of Homes for Sale
57
Last 12 months Home Sales
209
Months of Supply
3.30
Median List Price
$1,100,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
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