Hopkinton, MA Homes

/41
$940,000 Sold Jul 18, 2025
- 2,481 Sq Ft
- $379/SF
- 62 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1795
28 Proctor St, Hopkinton, MA 01748

Some prefer to be the first; others cherish becoming part of history. A rare opportunity to steward a property rich in heritage, The Joseph Walker House (c.1790) is a timeless masterpiece where history and modern conveniences intertwine. This post and beam home showcases original details such as the ell, now a new English country kitchen, wide pine floors and fireplaces. Enjoy mature gardens with

Trina Macchi William Raveis R.E. & Home Services

28 Proctor St, Hopkinton, MA 01748

/41
Est $487,439 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,756 Sq Ft
33 Apple Tree Hill Rd, Hopkinton, MA 01748

33 Apple Tree Hill Rd, Hopkinton, MA 01748

/2
$950,000
- Land
- 2 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
$910,000 Sold Jul 17, 2025
- 2,420 Sq Ft
- $376/SF
- 11 Days On Market
- 4 Beds
- 2 Baths
- Built 1988
75 Winter St, Hopkinton, MA 01748

Welcome to 75 Winter Street located directly across from Whitehall Reservoir and in proximity to Whitehall State Park. This 4-bedroom contemporary home features an open living and dining area with soaring ceilings, hardwood floors, wood-burning fireplace, and adjacent family room with French doors and ample sunlight. Kitchen includes stainless steel appliances, gas stove, and dedicated dining

Andrew Veneziano RE/MAX Andrew Realty Services

75 Winter St, Hopkinton, MA 01748

/13
Est $469,585 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,232 Sq Ft
12 Apple Tree Hill Rd, Hopkinton, MA 01748

12 Apple Tree Hill Rd, Hopkinton, MA 01748

/29
$1,399,000 Open Sun 5:30PM - 7PM
- 3 Beds
- 2.5 Baths
- 2,479 Sq Ft
48 Downey St, Hopkinton, MA 01748

~Boater’s Paradise!~ Custom built lakefront home, facing SW & on the widest section of Lake Maspenock, with 30’ Trex plank aluminum frame dock. Newer metal roof, Advanced Composite siding & 2-car garage with loft. Paver walkways, stone walls & bluestone steps grace the terraced lakeside. The Great Room features 2-story cathedral Douglas Fir Post & Beam with walls of windows & stunning lake views.

Gail DuBois William Raveis R.E. & Home Services

48 Downey St, Hopkinton, MA 01748
/28
$950,000 Sold Jul 15, 2025
- 1,966 Sq Ft
- $483/SF
- 47 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
189 Spring St, Hopkinton, MA 01748

Charming country lifestyle on 20 acres in Hopkinton. This custom designed multi-level home has been meticulously maintained by the current owners since 1980 and features an open and versatile layout. Enjoy the views from your picture window overlooking complete privacy from your spacious kitchen which opens to a sunroom with sliders to a rear deck and front farmers porch. The 12' vaulted ceiling

Stephen O'Loughlin Realty Executives

189 Spring St, Hopkinton, MA 01748

/22
Est $489,047 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,232 Sq Ft
11 Apple Tree Hill Rd, Hopkinton, MA 01748

11 Apple Tree Hill Rd, Hopkinton, MA 01748

/36
$1,450,000 Open Sun 2PM - 3PM
- 5 Beds
- 3 Baths
- 3,024 Sq Ft
28A Downey St, Hopkinton, MA 01748

A true waterfront retreat w SUNSET VIEWS FROM EVERY ROOM, plus a private guest house! A 2-family option! Why go to the cape when you can vacation at home each day? Come experience fully recreational, 215-acre Lake Maspenock! Dock your boat right up to cantilevered deck & enjoy al fresco dining on the water. White kitchen opens to one-of-a-kind stone patio w fireplace/pizza oven. Cozy family room

Kim Foemmel Foemmel Fine Homes

28A Downey St, Hopkinton, MA 01748
/42
$1,010,000 Sold Jul 11, 2025
- 2,846 Sq Ft
- $355/SF
- 6 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1980
5 Coburn Rd, Hopkinton, MA 01748

Beautifully updated & impeccably maintained home in a quiet, established, highly desirable neighborhd. Professionally landscaped w/striking hardscape, private backyard & wooded views. Enjoy easy access to schools, bike trail, shopping & Rte 495. Heart of the home is the must-have remodeled kitchen w/abundant counter space, 2 sinks, SS appls '24/'25, custom cabinetry, wine fridge, stunning granite

Sandra Lucchesi RE/MAX Executive Realty

5 Coburn Rd, Hopkinton, MA 01748

/42
Est $1,735,726 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,012 Sq Ft
16 Hearthstone Rd, Hopkinton, MA 01748

16 Hearthstone Rd, Hopkinton, MA 01748

/41
$1,450,000 Open Sun 2PM - 3PM
- 4 Beds
- 3 Baths
- 3,024 Sq Ft
28 Downey St, Hopkinton, MA 01748

Why go to the cape when you can vacation at home each day? Come experience fully recreational, 215-acre Lake Maspenock! A true waterfront retreat w SUNSET VIEWS FROM EVERY ROOM, plus separate guest house! Dock your boat right up to cantilevered deck & enjoy al fresco dining on the water. White kitchen opens to one-of-a-kind stone patio w fireplace/pizza oven. Cozy family room w wood-burning

Kim Foemmel Foemmel Fine Homes

28 Downey St, Hopkinton, MA 01748
/26
$775,000 Sold Jul 11, 2025
- 3,077 Sq Ft
- $252/SF
- 52 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1988
11 Highcroft Way, Hopkinton, MA 01748

Beautifully maintained townhouse in the desirable Villages at Highland Park. Offering a blend of sophistication and comfort, this home features two spacious primary bedroom en-suites, including one conveniently located on the first level, perfect for flexible living arrangements. The eat in kitchen provides a welcoming space for casual meals, while the formal dining room and fireplaced living

Marc Cercone Realty Executives Boston West

11 Highcroft Way, Hopkinton, MA 01748

/42
Est $1,670,658 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 4,565 Sq Ft
25 Hearthstone Rd, Hopkinton, MA 01748

25 Hearthstone Rd, Hopkinton, MA 01748

/42
$2,499,900 Open Sat 11AM - 12:30PM
- 5 Beds
- 5.5 Baths
- 5,248 Sq Ft
2 Emerald Dr, Hopkinton, MA 01748

Welcome to Emerald Drive, an exclusive enclave of eight exquisite modern farmhouse-style homes on a private cul-de-sac in sought-after Hopkinton. This breathtaking 5,248 SF residence is a masterpiece of craftsmanship, blending timeless elegance with modern luxury. Step into a sunlit open floor plan adorned with designer millwork, high ceilings, and rich hardwood floors. The gourmet chef’s kitchen

Kathleen McBride RE/MAX Executive Realty

2 Emerald Dr, Hopkinton, MA 01748
/27
$905,000 Sold Jul 10, 2025
- 2,355 Sq Ft
- $384/SF
- 15 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2021
4 Birkdale Ln Unit 4, Hopkinton, MA 01748

Simply stunning townhome located in Hopkinton - The Trails! This beautiful 2021 built home is sure to impress with over $45K in upgrades. Offering custom moldings, wainscoting, wide stained hardwood floors, and custom lighting. The open-concept design seamlessly connects the sunlit living area to a well-appointed kitchen with stainless steel appliances, oversize center island, and gorgeous

Rick Grayson Compass

4 Birkdale Ln Unit 4, Hopkinton, MA 01748

/15
Est $599,345 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,610 Sq Ft
24 Grove St, Hopkinton, MA 01748

24 Grove 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
/41
$800,000 Sold Jul 10, 2025
- 2,663 Sq Ft
- $300/SF
- 13 Days On Market
- 3 Beds
- 2 Baths
- Built 1942
333 Wood St, Hopkinton, MA 01748

Welcome to this beautifully updated and expanded Cape-style home offering the perfect blend of classic charm and modern amenities. Featuring 3 spacious bedrooms and 2 full bathrooms, this home is designed for both comfort and functionality. Step inside to discover gleaming hardwood floors that flow throughout the main living areas, creating a warm and inviting atmosphere. The thoughtfully

Dennis Folan Coldwell Banker Realty - Westwood

333 Wood St, Hopkinton, MA 01748

/30
Est $438,665 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,158 Sq Ft
26 Grove St, Hopkinton, MA 01748

26 Grove 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
/22
$989,000 Sold Jul 09, 2025
- 2,274 Sq Ft
- $435/SF
- 0 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2025
22 Waterville Ln Unit 22, Hopkinton, MA 01748

The Reserve at The Trails(phase 4) in Hopkinton combines a rich farmland setting with the modern amenities designed for carefree living. Constructed with quality products and fine craftsmanship, the luxurious townhomes in Phase 4 are designated for residents 55 years. Owners can choose from two different floor plans that vary from 2,274 sq ft to 2,500 sq ft with option to finish additional space

Philip Ottaviani Realty Executives Boston West

22 Waterville Ln Unit 22, Hopkinton, MA 01748

/27
Est $611,976 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,204 Sq Ft
32 Grove St, Hopkinton, MA 01748

32 Grove St, Hopkinton, MA 01748

/30
$1,450,000
- 4 Beds
- 2.5 Baths
- 2,460 Sq Ft
8 Montana Rd, Hopkinton, MA 01748

Quintessential colonial crafted by a highly regarded builder on a peaceful dead-end street. Buyers have the option to bring their own plans, adding their personal touch to this exceptional property. The expansive kitchen, with a center island, flows seamlessly into the dining room and fireplaced living room—perfect for hosting family and friends. Abundant windows provide beautiful natural light

Kathleen McBride RE/MAX Executive Realty

8 Montana Rd, Hopkinton, MA 01748
/35
$630,000 Sold Jul 09, 2025
- 1,568 Sq Ft
- $402/SF
- 54 Days On Market
- 3 Beds
- 1 Bath
- Built 1955
49 Elm St, Hopkinton, MA 01748

With one of the most convenient locations Hopkinton has to offer, this well-maintained ranch-style home provides an amazing setting with plenty of lifestyle amenities close-by. Upon entering the home, you are greeted by a generous living room with a masonry fireplace & hardwood floors leading into the dining room, which provides exterior access to a sizable deck overlooking the backyard. The

Brian Connelly Redfin Corp.

49 Elm St, Hopkinton, MA 01748

/40
Est $605,182 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,579 Sq Ft
34 Grove St, Hopkinton, MA 01748

34 Grove St, Hopkinton, MA 01748

/3
$1,999,000 New Construction
- 4 Beds
- 4 Baths
- 3,448 Sq Ft
11 Fitch Ave, Hopkinton, MA 01748

This beautifully designed home combines elegant design with everyday functionality. An airy two-story foyer warmly welcomes you, offering views of the main living area and the serene, wooded backyard. The open-concept kitchen flows seamlessly into the great room, creating an ideal setting for both everyday living and entertaining guests. Need workspace? Choose between a dedicated office and a

Toll Brothers, Inc.

Builder

11 Fitch Ave, Hopkinton, MA 01748
/41
$1,925,000 Sold Jul 07, 2025
- 4,995 Sq Ft
- $385/SF
- 4 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2013
36 Connelly Hill Rd, Hopkinton, MA 01748

Set in Hopkinton’s coveted Connelly Hill Estates this pristine home checks every box, inside and out. The floor plan is open and bright with front-to-back living / dining room, a private office, built-ins, mudroom, and a gorgeous kitchen with Sub-Zero and Wolf appliances. Upstairs, the spacious primary suite is a true retreat, and there’s a bonus room perfect as a fifth bedroom or second office.

Trina Macchi William Raveis R.E. & Home Services

36 Connelly Hill Rd, Hopkinton, MA 01748

/41
Est $647,803 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,890 Sq Ft
31 Grove St, Hopkinton, MA 01748

31 Grove St, Hopkinton, MA 01748

/3
$2,049,000 New Construction
- 4 Beds
- 4 Baths
- 3,465 Sq Ft
13 Fitch Ave, Hopkinton, MA 01748

Walk into your welcoming two-story foyer with views of your open-concept floor plan featuring a spacious kitchen with a large island and walk-in pantry, which flows into a casual dining area and a dramatic two-story great room with a cozy fireplace. The main level includes an upgraded full bath and flexible spaces perfect for two home offices. Upstairs, the private primary suite offers a sitting

Toll Brothers, Inc.

Builder

13 Fitch Ave, Hopkinton, MA 01748
/33
$1,280,000 Sold Jul 01, 2025
- 4,766 Sq Ft
- $269/SF
- 14 Days On Market
- 4 Beds
- 4 Baths
- Built 2001
3 Emerson Way, Hopkinton, MA 01748

Coveted Hopkinton cul de sac neighborhood! Sensational space inside & out in this contemporary/colonial style residence with amazing space for the entire family. You are welcomed into a 2 story foyer with a private home office behind French doors. Vaulted ceiling family room is the heart of this home & conveniently located off the eat in kitchen with center island & direct entry to attached

Nancy McLaughlin Redfin Corp.

3 Emerson Way, Hopkinton, MA 01748

/33
Est $719,168 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,448 Sq Ft
1 Ray St, Hopkinton, MA 01748

1 Ray 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
/42
$1,361,000 Sold Jul 01, 2025
- 4,132 Sq Ft
- $329/SF
- 6 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1992
3 Tammer Ln, Hopkinton, MA 01748

This Ravenwood home is move-in ready! The home features an expansive kitchen, including stainless steel appliances, new quartz counters & slider to a huge Trex deck, perfect for entertaining. First floor also offers a formal dining room w/ French doors, spacious living room w/ cathedral ceilings & a sun drenched office/study. Upstairs are 4 bedrooms, including a master suite with cathedral

Koury Signoriello Realtor Group New World Realty

3 Tammer Ln, Hopkinton, MA 01748

/11
Est $562,922 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,209 Sq Ft
4 Walcott St, Hopkinton, MA 01748

4 Walcott St, Hopkinton, MA 01748

/3
$1,981,995 New Construction
- 4 Beds
- 4.5 - 5.5 Baths
- 3,916 Sq Ft
Stockbridge Plan at Newbury Glen, Hopkinton, MA 01748

Featuring a gorgeous kitchen, expansive great room, and generous loft space, the Stockbridge is sure to leave a lasting impression. The generous porch and foyer flow past the stunning formal dining room and sizable office, revealing views to the exquisite great room and casual dining area with desirable rear yard access. The well-appointed kitchen is a cook's dream with a large center island with

Toll Brothers, Inc.

Builder

22 Whalen Rd Unit 36359441, Hopkinton, MA 01748
/32
$885,000 Sold Jul 01, 2025
- 2,768 Sq Ft
- $320/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
126 Fruit St, Hopkinton, MA 01748

Set back on 1.9 private acres, this custom bow roof cape will catch your eye and has it all! The main floor features wide pinewood flooring, sitting room with fireplace, dining room with custom built-ins, and an updated kitchen. 3 bedrooms upstairs, including the primary bedroom with a walk-in closet. The finished walk-out lower-level rounds out the living space. A detached two-car garage with

Joshua Burton Village Real Estate

126 Fruit St, Hopkinton, MA 01748

/33
Est $496,663 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,161 Sq Ft
13 Walcott St, Hopkinton, MA 01748

13 Walcott St, Hopkinton, MA 01748

/10
$2,256,995 New Construction
- 4 Beds
- 4.5 - 6.5 Baths
- 4,747 Sq Ft
Silverbrook Plan at Newbury Glen, Hopkinton, MA 01748

Impressive appointments. The Silverbrook's welcoming covered porch and two-story foyer open onto the spacious living room and dining room, with views to the expansive two-story great room beyond. The well-equipped gourmet kitchen overlooks a sunny casual dining area with rear yard access, and is complete with a large center island with breakfast bar, plenty of counter and cabinet space, and ample

Toll Brothers, Inc.

Builder

22 Whalen Rd Unit 36359440, Hopkinton, MA 01748
/42
$1,330,000 Sold Jul 01, 2025
- 3,013 Sq Ft
- $441/SF
- 5 Days On Market
- 3 Beds
- 3 Baths
- Built 2019
1 Walnut Way Unit 1, Hopkinton, MA 01748

Move in ready, beautifully upgraded single-family home featuring the renowned Continental floor plan in Legacy Farms. This home is loaded with premium builder upgrades and showcases exceptional design throughout. The first floor boasts a spacious, open-concept layout including a large gourmet kitchen, inviting living room with fireplace, office, and a guest bedroom with a full bath and walk-in

Prasad Anem Key Prime Realty LLC

1 Walnut Way Unit 1, Hopkinton, MA 01748

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Massachusetts Middlesex County Hopkinton

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