Hopkinton, MA Homes for Sale with Acreage

/42
$2,595,000
- 5 Beds
- 5.5 Baths
- 5,336 Sq Ft
17 Whisper Way, Hopkinton, MA 01748

Become the proud owner of this custom crafted modern farmhouse in Whisper Way, one of Hopkinton's newest and most beautiful subdivisions surrounded by hundreds of acres of open space and walking trails. Comprised of 12 bucolic homesites with 4 homes already occupied, this new construction home is now complete and awaits its new owners. Built with high-quality finishes throughout, a jaw dropping

Trina Macchi

William Raveis R.E. & Home Services

(508) 501-6957

17 Whisper Way, Hopkinton, MA 01748
Explore Hopkinton
/41
$3,175,000
- 6 Beds
- 7 Baths
- 6,472 Sq Ft
10 Queen Anne Rd, Hopkinton, MA 01748

Spanning 2+ acres of land in one of Hopkinton’s most prestigious neighborhoods, this property encompasses three versatile buildings: a carriage house, a heated pool house, and the main house. The carriage house, which could be seamlessly connected to the main home if desired, is ideal for a home business, a workshop, multi-generational living in the accessory apartment and climate-controlled

Trina Macchi

William Raveis R.E. & Home Services

(508) 715-9935

10 Queen Anne Rd, Hopkinton, MA 01748
/41
$2,699,000
- 5 Beds
- 5.5 Baths
- 5,928 Sq Ft
15 Whisper Way, Hopkinton, MA 01748

Exquisite new construction in Whisper Way, an exclusive enclave of 12 custom homes set amidst 200+ acres of protected open space. This stunning home is move-in-ready with 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

Trina Macchi

William Raveis R.E. & Home Services

(508) 456-5981

15 Whisper Way, Hopkinton, MA 01748
/25
$699,900 Open Wed 6PM - 7:30PM
- 4 Beds
- 2.5 Baths
- 1,797 Sq Ft
2 Fay Ct, Southborough, MA 01772

This antique Colonial sits on a quiet dead-end street in the heart of Southborough, offering New England living with modern-day charm. Set on a flat and private 1.25-acre lot (not in a flood zone), the home features 4 bedrooms and 2.5 baths. The eat-in kitchen includes granite countertops and plenty of space to gather. The first floor offers an easy flow for everyday living and entertaining,

Marie Presti

The Presti Group, Inc.

(508) 715-6708

2 Fay Ct, Southborough, MA 01772
/15
$2,750,000 New Construction
- 5 Beds
- 6.5 Baths
- 6,002 Sq Ft
9 Whisper Way, Hopkinton, MA 01748

To Be Built...Welcome to Whisper Way, a picturesque enclave of bucolic homesites where you can build the home you’ve always dreamed of on 1 of 4 remaining vacant lots. This is a rare chance to work with one of Hopkinton’s most respected builders, known for quality craftsmanship and the creation of beloved neighborhoods like Connelly Hill Estates, Springwood Estates, and Ravenwood. Choose from

Trina Macchi

William Raveis R.E. & Home Services

(508) 504-1184

9 Whisper Way, Hopkinton, MA 01748
/42
$2,399,900
- 4 Beds
- 5.5 Baths
- 6,386 Sq Ft
27 Whalen Rd, Hopkinton, MA 01748

Showing Aug 9-10th! Come experience the epitome of luxury living! 2023-built Williamstown farmhouse on 1.41 acres in Edgewood of Hopkinton! No detail spared in curation of this state-of-the art 6,386 sq.ft. residence-with $693K upgrades! Gourmet chef’s kitchen featuring Jenn-air appliances, gas cooking & 2 pantries opens into 2-story great room w floor to ceiling stone fireplace & windows. 1st

Kim Foemmel Foemmel Fine Homes

27 Whalen Rd, Hopkinton, MA 01748
/29
$1,899,000 Open Sat 12PM - 1:30PM
- 4 Beds
- 5.5 Baths
- 4,232 Sq Ft
1 Whisper Way, Hopkinton, MA 01748

NEW PRICE. NEW OPPORTUNITY. SAME WHISPER OF LUXURY. This sunlit, move-in-ready home seamlessly combines modern luxury with tranquil living and is now available at an exceptional new price. Nestled in one of Hopkinton’s most desirable neighborhoods and crafted by a renowned builder, this property features a chef’s kitchen equipped with premium Wolf, LG Studio, Bosch, and Beko appliances,

Ying Sun Compass

1 Whisper Way, Hopkinton, MA 01748
/42
$2,390,000 Open Sun 12PM - 2PM
- 4 Beds
- 4.5 Baths
- 5,991 Sq Ft
2 Country Way, Hopkinton, MA 01748

New England Colonial meets Southern Charm! This rare custom estate, built in 88’, embodies timeless design & unmatched craftsmanship. You simply won’t find this in today’s new construction. Rich moldings, transom windows, ornate restored hardware & lighting fixtures, plantation shutters & sun-drenched french doors highlight architectural detail at its finest. A grand stained oak foyer welcomes

Laura Wauters Century 21 Custom Home Realty

2 Country 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
/38
$1,649,900
- 5 Beds
- 4.5 Baths
- 5,717 Sq Ft
60 Wedgewood Dr, Hopkinton, MA 01748

Coveted Hallmark-built home in desirable Highland Park! Elegant residence features stunning new white kitchen w quartz countertops, glass backsplash & opens to sunroom. Trex deck overlooks heated, gunite pool & private backyard oasis. Sun-filled family room boasts wood-burning fireplace, while formal living & dining rooms offer refined entertaining spaces. A flexible home office or first-floor

Kim Foemmel Foemmel Fine Homes

60 Wedgewood Dr, Hopkinton, MA 01748
/42
$1,795,000 Open Thu 5PM - 6:30PM
- 4 Beds
- 3.5 Baths
- 5,330 Sq Ft
10 Oak St, Hopkinton, MA 01748

Springwood Estates! Great curb appeal on this brick-faced Colonial sited on lush, private grounds offering 4 car garage, heated gunite pool/waterfall, patio, deck & gorgeous Sun Room! Large Red birch Kitchen w/ island, granite, double ovens, gas cooktop, dishwasher, sub-zero fridge & eat-in area leads to Sun Room & cathedral, gas fireplaced Family Room w/ built-ins, ceiling fan, sconces, recess

Kathleen Williamson Berkshire Hathaway HomeServices Commonwealth Real Estate

10 Oak St, Hopkinton, MA 01748
/4
$2,049,000 New Construction
- 4 Beds
- 4.5 Baths
- 3,465 Sq Ft
13 Fitch Ave Unit 19, Hopkinton, MA 01748

Build the Dickinson South Shore 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. The first-floor Powder Room has been upgraded to a full-bathroom with a walk-in shower. Flexible spaces offer options for two home offices and a

Valerie Keating Toll Brothers Real Estate

13 Fitch Ave Unit 19, Hopkinton, MA 01748
/4
$2,049,000 New Construction
- 4 Beds
- 3.5 Baths
- 3,406 Sq Ft
11 Fitch Ave Unit 18, Hopkinton, MA 01748

Build the Dickinson 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. Upstairs, the private primary suite includes a sitting area and a spa-inspired bath

Valerie Keating Toll Brothers Real Estate

11 Fitch Ave Unit 18, Hopkinton, MA 01748
/42
$1,599,000 Pre-Foreclosure
- 4 Beds
- 3.5 Baths
- 5,700 Sq Ft
6 Everett Cir, Hopkinton, MA 01748

Single family on Cul de sac in Hopkinton Highlands! 14 rooms, 4bd, 3.5 bath brick front colonial. Large 3 car garage with open plan game room above, finished basement playroom with separate mudroom & recreation area. Dramatic first floor conservatory w expansive space, oversized windows & vaulted ceilings. Renovated white cabinet kitchen with center island and open plan eating area with vaulted

Chris Delaney Berkshire Hathaway HomeServices Commonwealth Real Estate

6 Everett Cir, Hopkinton, MA 01748
/42
$1,565,900
- 4 Beds
- 3.5 Baths
- 4,262 Sq Ft
73 Clinton St, Hopkinton, MA 01748

Custom brick-front Colonial on 5+ private acres in a park-like setting with perennial gardens, expansive lawns, and surrounding woodlands. A raised stone-wall patio and extra-large French doors from the kitchen and great room create seamless indoor-outdoor living with serene garden views. The dramatic two-story great room offers a coffered ceiling, raised-hearth fireplace, and 8’ French doors

Darin Thompson Stuart St James, Inc.

73 Clinton St, Hopkinton, MA 01748
/36
$749,900
- 3 Beds
- 3 Baths
- 1,792 Sq Ft
283 Hayden Rowe St, Hopkinton, MA 01748

Set on over an acre in beautiful Hopkinton, this split-level ranch offers an unbeatable combination of space, privacy, and location. With 3 generous bedrooms and 3 baths, this home is ideal for comfortable living and entertaining. Inside, vaulted ceilings and sun-filled rooms create an open, airy feel, while the expansive lot offers endless potential for outdoor enjoyment or potential expansion.

Justin Lussier Lamacchia Realty, Inc.

283 Hayden Rowe St, Hopkinton, MA 01748
/5
$929,000
- Land
- 1.80 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
$1,250,000
- 4 Beds
- 4.5 Baths
- 3,593 Sq Ft
50 W Elm St, Hopkinton, MA 01748

Discover Classic New England charm—an expansive and distinctive colonial home offering resort-style living and exceptional space. Set on a private, wooded corner lot, this property is a true retreat, featuring both an endless indoor pool for year-round fitness and a secluded in-ground outdoor pool ideal for warm-weather enjoyment. Inside, the home offers remarkable flexibility with a variety of

Amany E Fish Chinatti Realty Group, Inc.

50 W Elm St, Hopkinton, MA 01748
/33
$629,000 Open Sat 12PM - 1:30PM
- 2 Beds
- 2.5 Baths
- 2,395 Sq Ft
31 Forest Ln Unit 31, Hopkinton, MA 01748

Discover your dream home in The Preserve, a coveted community across from Hopkinton State Park. This stunning end unit blends modern comfort with nature’s tranquility. Enjoy three finished levels, hardwood floors, and a fireplaced living room that flows into the dining room - perfect for entertaining. Step onto your private deck overlooking beautifully landscaped grounds - your everyday retreat.

Julie D'Arcangelo Coldwell Banker Realty

31 Forest Ln Unit 31, Hopkinton, MA 01748
/39
$1,450,000
- 4 Beds
- 4 Baths
- 4,158 Sq Ft
14 Glen Rd, Hopkinton, MA 01748

The best of both worlds! Welcome to this secluded home that's located within a well established neighborhood. Gleaming hardwood floors, designer window treatments and custom touches throughout create a welcoming space! Updated kitchen has huge island, walk in pantry room, and large eating area. Family room focuses on the custom tile surround fireplace and views to the private patio. Spacious

My House Partners Team RE/MAX Executive Realty

14 Glen Rd, Hopkinton, MA 01748
/39
$1,000,000
- 3 Beds
- 2.5 Baths
- 3,248 Sq Ft
180 Ash St, Hopkinton, MA 01748

Cold Springs Farm was masterfully restored in 2023 and lives like a new home. Recently added resort-style amenities include heated saltwater in-ground pool, with slide and automatic cover, patio with hot tub, and a spacious deck, provide a fantastic outdoor entertaining experience. 2023 system updates include new HVAC with central air, updated electrical and plumbing. New windows and roof in

Lucy Loring & Laura DeLuca Compass

180 Ash St, Hopkinton, MA 01748
/42
$950,000 Open Sat 11AM - 12:30PM
- 4 Beds
- 2.5 Baths
- 2,146 Sq Ft
220 Pond St, Hopkinton, MA 01748

Gracious Colonial on the scenic and desirable Pond St. This home exudes comfortable, stylish living with it's lush natural setting. Inside, you'll find hardwood floors throughout- an upgraded kitchen (2021) with granite countertops and stainless appliances. Flow into the family room with a cathedral ceiling, skylights, bay window, a striking fireplace, French doors leading to an elevated

Jamie Chomo Mathieu Newton Sotheby's International Realty

220 Pond St, Hopkinton, MA 01748
/28
$999,000
- 4 Beds
- 2.5 Baths
- 2,323 Sq Ft
271 Pond St, Hopkinton, MA 01748

MOVE IN READY- 4 bedroom brick-ended Colonial Reproduction in the Hopkinton Springs neighborhood with amazing light & bright walk out lower level with a playroom gym, guest room/office and storage space! The first floor features an eat-in kitchen w/induction stovetop, pantry closet, kitchen island, granite counters & maple cabinets; family room w/fireplace & slider to the deck, formal dining

Mary Crane Berkshire Hathaway HomeServices Commonwealth Real Estate

271 Pond St, Hopkinton, MA 01748
/30
$2,249,000
- Land
- 21 Acres
- $107,608 per Acre
186 Spring St, Hopkinton, MA 01748

Opportunity to develop a 5 lot luxury subdivision abutting the Upton State Forest in one of the most beautiful settings in town. Keep, expand, or tear down the existing house being offered "as is." The home has been updated and is currently being rented for $4,930 per month through the end of November. Do your due diligence with the town to update the driveway entrance and seek approvals for one

Amy Rutkowski A. Rutkowski Realty, Inc.

186 Spring St, Hopkinton, MA 01748
/2
$950,000
- Land
- 2.00 Acres
- $475,000 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
/42
$3,650,000
- 5 Beds
- 8 Baths
- 9,611 Sq Ft
9 Wescott Dr, Hopkinton, MA 01748

Introducing an exquisite, luxury estate with unparalleled elegance and old-world charm - high end and high tech. The magnificent kitchen features ornate molding, a double island and a cook’s pantry. Entertain in style! A coffered ceiling family room, a billiard room with a tongue-and-groove cathedral ceiling and hand rubbed mahogany beams, a 1,500 bottle climate-controlled wine vault with aged

Erika Steele RE/MAX Executive Realty

9 Wescott Dr, Hopkinton, MA 01748
/4
$1,500,000
- Land
- 2.00 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
/41
$780,000
- 4 Beds
- 2.5 Baths
- 2,504 Sq Ft
357 Purchase St, Milford, MA 01757

Welcome to this stunning Colonial-style house that offers a blend of comfort and luxury. With 4 bedrooms, 2 and a half baths, and an array of remarkable features, this property is an ideal family home. Here are some of the captivating features: Enjoy the epitome of relaxation in the spacious master bedroom, complete with a Jacuzzi for soothing baths and a walk-in closet that offers ample storage

Geraldo Franca Mega Realty Services

357 Purchase St, Milford, MA 01757

Massachusetts Middlesex County Hopkinton

Home Trends in Hopkinton, MA

On average, homes in Hopkinton, MA sell after 32 days on the market compared to the national average of 70 days. The median sale price for homes in Hopkinton, MA over the last 12 months is $929,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$929,000

Median Single Family Sale Price

$1,917,500

Median Townhouse Sale Price

$600,000

Median 2 Bedroom Sale Price

$799,900

Average Price Per Sq Ft

$381

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

0.60

Median List Price

$910,000

Median Change From 1st List Price

-1%

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Hopkinton, there are currently 28 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Hopkinton, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Hopkinton and discover the potential and freedom that comes with owning your own piece of property.

Hopkinton Types of Homes for Sale

Hopkinton Real Estate Listings

Hopkinton New Construction Homes

More About Living in Hopkinton

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage