7,001

Middlesex, MA Homes

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  • /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

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 501-6957

    17 Whisper Way, Hopkinton, MA 01748
  • /37

    $2,300 per month

    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft
    • Apartment for Rent

    227 Wood St Unit C, Hopkinton, MA 01748

    Don't miss this fantastic opportunity to rent this very nice and spacious two-bedroom, two-level unit in the desirable town of Hopkinton. Located near scenic Lake Whitehall and just minutes from major highways and commuter routes and rail, this home offers the perfect blend of tranquility and convenience. This well-maintained unit is part of a four-family building and features a cabinet-filled

    Agent Photo

    Nina Desmond

    Lamacchia Realty, Inc.

    (508) 709-6454

    227 Wood St Unit C, Hopkinton, MA 01748
  • /39

    $660,000 Sold Jul 31, 2025

    • 2,155 Sq Ft
    • $306/SF
    • 54 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2006

    12 Paul Revere Path Unit 12, Hopkinton, MA 01748

    Freshly painted, sun splashed town home makes an immediate statement starting at the front door~A dramatic, two story curved entrance flows seamlessly into an open concept fireside living, dining, kitchen area that is perfect for anyone who loves to entertain~Flooded with sunlight~You'll find an abundance of cabinet space, stainless appliances, granite countertops, tiled backsplash, center island

    Muneeza Nasrullah Keller Williams Pinnacle MetroWest

    12 Paul Revere Path Unit 12, Hopkinton, MA 01748
    • /39

      Est $982,083 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,407 Sq Ft

      85 Downey St, Hopkinton, MA 01748

      85 Downey St, 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

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 456-5981

    15 Whisper Way, Hopkinton, MA 01748
  • /48

    $2,330 - $6,263 per month

    Windsor at Hopkinton

    1 - 3 Beds

    5 Constitution Ct, Hopkinton, MA 01748

    Welcome to Windsor at Hopkinton, your very own oasis of serenity, peacefully tucked in the MetroWest area of Hopkinton, MA. Lavish, garden-style living is redefined by our one, two, and three-bedroom apartments and townhomes, which accompany a superb amenities package and professional services. Contemporary interiors boast Energy Star stainless steel appliances, key fob entries, chic custom

    5 Constitution Ct, Hopkinton, MA 01748
  • /40

    $950,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,894 Sq Ft

    92 Clinton St, Hopkinton, MA 01748

    Enjoy ultimate privacy on 3 acres in highly desirable Hopkinton! Nestled in a peaceful wooded setting just minutes from downtown, beautifully updated 4 BR, 2.5 bath colonial blends classic charm w/modern convenience. Eat-in kitchen opens to a warm, fireplaced family room w/vaulted ceiling leading to deck overlooking expansive, backyard, ideal for outdoor entertaining. Dedicated 1st floor office

    Linda Mossman Realty Executives Boston West

    92 Clinton St, Hopkinton, MA 01748
    • /31

      Est $804,439 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft

      24 Amherst Rd, Hopkinton, MA 01748

      24 Amherst Rd, Hopkinton, MA 01748
  • /32

    $849,900

    • 2 Beds
    • 2.5 Baths
    • 3,106 Sq Ft

    26 Highcroft Way, Hopkinton, MA 01748

    Nestled within the beautifully landscaped Village at Highland Park, this coveted end-unit is a true sanctuary of style & comfort. Warm, earthy tones set the stage in the updated kitchen, where a charming bay window bump-out, high-end cabinetry, & stainless appliances create an inviting space. Gleaming wood floors flow seamlessly thru the open-concept living areas, enhancing the home's

    Agent Photo

    Donna Spector

    Suburban Lifestyle Real Estate

    (508) 687-6395

    26 Highcroft Way, Hopkinton, MA 01748
  • /11

    $3,300 per month

    • 3 Beds
    • 2 Baths
    • 1,619 Sq Ft
    • Apartment for Rent

    100 Main St Unit 2, Hopkinton, MA 01748

    Fully renovated first-floor unit for rent in Hopkinton, just a short distance to the town center. This spacious home features 3 bedrooms with luxury vinyl plank floors, an updated kitchen with tintscape countertops and stainless-steel appliances, a bright living room, 2 full baths, and in-unit laundry. Includes 2 off-street parking spaces. Small dogs under 25 lbs. allowed; no smoking permitted.

    Ingrid Avelar ERA Key Realty Services- Fram

    100 Main St Unit 2, Hopkinton, MA 01748
  • /40

    $1,000,000 Sold Jul 30, 2025

    • 3,472 Sq Ft
    • $288/SF
    • 25 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    13 Valleywood Rd, Hopkinton, MA 01748

    Welcome to Valleywood—a sought-after neighborhood on Hopkinton’s west side with access to I-495/I-90 for convenient travel and scenic Lake Whitehall for a peaceful escape! A grand, two-story foyer offers the first glimpse of this home’s impressive details. The updated kitchen includes an eat-in area overlooking a backyard that boasts incredible privacy. A 1st floor powder room is set apart from

    Erika Steele RE/MAX Executive Realty

    13 Valleywood Rd, Hopkinton, MA 01748
    • /38

      Est $1,055,829 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,680 Sq Ft

      35 Hayward St, Hopkinton, MA 01748

      35 Hayward St, Hopkinton, MA 01748
  • /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

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 715-9935

    10 Queen Anne Rd, Hopkinton, MA 01748
  • /34

    $2,475 - $3,160 per month

    Halstead Hopkinton

    1 - 2 Beds

    5 Woodview Way, Hopkinton, MA 01748

    Nestled in the historic town of Hopkinton, Massachusetts, Halstead Hopkinton is the perfect blend of modern comfort and country charm. This stunning community offers one and two-bedroom garden-style apartment homes designed with comfort and convenience in mind. From the spacious living areas to the gourmet kitchens, every detail has been carefully considered to ensure an unparalleled living

    5 Woodview Way, Hopkinton, MA 01748
  • /38

    $1,300,000 Sold Jul 30, 2025

    • 4,568 Sq Ft
    • $285/SF
    • 48 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1988

    5 David Joseph Rd, Hopkinton, MA 01748

    This classic Colonial sits on a professionally landscaped corner lot with mature trees and sprinkler system. The spacious kitchen features granite countertops, a center island, Sub-Zero fridge, Wolf induction cooktop, and walk-out bay dining area. The cathedral-ceiling family room with floor-to-ceiling masonry fireplace opens to a sun-filled sunroom with skylights and ceiling fan. Enjoy a

    Navid Nickpour Coldwell Banker Realty - Andovers/Readings Regional

    5 David Joseph Rd, Hopkinton, MA 01748
    • /42

      Est $1,774,128 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,193 Sq Ft

      1 Lakeview Path, Hopkinton, MA 01748

      1 Lakeview Path, Hopkinton, MA 01748
  • /40

    $1,175,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,370 Sq Ft

    4 Jamie Ln, Hopkinton, MA 01748

    Nestled in beautiful northeast Hopkinton lies a special neighborhood on the shores of Lake Whitehall, where walking trails, year-round recreation, and natural beauty meet. This meticulously maintained property has been thoughtfully renovated by the original owners. A 2004 addition created a wide-open floor plan with a timeless kitchen, large windows, and great flow for entertaining. Features

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 978-4056

    4 Jamie Ln, Hopkinton, MA 01748
  • /9

    $4,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • Apartment for Rent

    16 Poplar Ln Unit 16, Hopkinton, MA 01748

    Nestled in the highly sought-after Legacy Farms North neighborhood, this stunning 2-bedroom, 2.5-bath home offers the perfect blend of style, space, and comfort.Step into a welcoming foyer that flows seamlessly into a spacious 2-story great room, highlighted by a dramatic wall of windows that flood the space with natural light. The open floor plan continues into the formal dining room, perfect

    Vasundhara Garikapati Key Prime Realty LLC

    16 Poplar Ln Unit 16, Hopkinton, MA 01748
  • /42

    $710,000 Sold Jul 28, 2025

    • 1,632 Sq Ft
    • $435/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    76 Downey St, Hopkinton, MA 01748

    Enjoy the LAKE LIFE in this FULLY RENOVATED 3 bedroom 2 FULL bathroom home! Staycation living at Lake Maspenock *Swimming, boating, kayaking, fishing* Enjoy stunning seasonal water views from your deck - breathtaking when the foliage gives way to serene, unobstructed vistas.Only short distance to boat launch & residents-only Sandy Beach. This immaculate home has been completely remodeled from

    Laura Wauters Century 21 Custom Home Realty

    76 Downey St, Hopkinton, MA 01748
    • /42

      Est $1,761,209 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,965 Sq Ft

      1 Fairview Path, Hopkinton, MA 01748

      1 Fairview Path, Hopkinton, MA 01748
  • /42

    $1,475,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 5,034 Sq Ft

    19 Falcon Ridge Dr, Hopkinton, MA 01748

    Feast your eyes on this stunning contemporary Colonial with a bright, open floor plan and tasteful updates throughout. Natural light pours through large windows, highlighting the fusion of traditional charm and modern elements. The kitchen with quartz counters and new appliances opens to the spacious family room. The 4-season sunroom off the formal dining room leads to a large deck and patio with

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (774) 357-0847

    19 Falcon Ridge Dr, Hopkinton, MA 01748
  • /12

    $4,400 per month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • House for Rent

    49 Aspen Way, Hopkinton, MA 01748

    Property Id: 1217822Brand new just over a year old Duplex Townhome in much sought after planned development Legacy Farms in Hopkinton MA. Close to playgrounds and walking trails, town center, schools and commuter rail. All snowplowing and landscaping work is included. Property has an open living dining and kitchen on the first floor with an open deck overlooking the backyard.

    49 Aspen Way, Hopkinton, MA 01748
  • /42

    $884,000 Sold Jul 23, 2025

    • 1,850 Sq Ft
    • $478/SF
    • 7 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2017

    3 Sweetwater Way Unit 3, Hopkinton, MA 01748

    This townhome at Legacy Farms truly stands out with its blend of modern amenities, spacious design, and eco-friendly features. The main floor boasts a two-story foyer, a great room with hardwood floors and a gas fireplace, an eat-in kitchen with upgraded cabinets, stylish backsplash, SS appliances, granite countertops, and a breakfast bar, a formal dining room, and a large deck accessible from

    Satish Bhogadi Key Prime Realty LLC

    3 Sweetwater Way Unit 3, Hopkinton, MA 01748
    • /3

      Not Listed For Sale

      0 W Main St, Hopkinton, MA 01748

      0 W Main St, Hopkinton, MA 01748
  • /42

    $799,900

    • 2 Beds
    • 3.5 Baths
    • 2,131 Sq Ft

    17 Highcroft Way, Hopkinton, MA 01748

    Tucked into the most desirable corner of a boutique townhouse community, this sun-drenched end unit is designed for both everyday living & effortless entertaining. Open-concept living & dining areas flow seamlessly to a private deck w/wooded views—also accessible from the serene primary suite. The kitchen, warm & welcoming, features a center island, hardwood floors, newer gas range, new

    Agent Photo

    Donna Spector

    Suburban Lifestyle Real Estate

    (508) 216-7800

    17 Highcroft Way, Hopkinton, MA 01748
  • /18

    $5,400 per month

    • 5 Beds
    • 2.5 Baths
    • 3,304 Sq Ft
    • House for Rent

    170 Saddle Hill Rd, Hopkinton, MA 01748

    Come take a look at this gorgeous colonial in a family-friendly neighborhood of Hopkinton, with easy access to 495 & Mass Pike for commutability. Sitting on a large lot, you have several options for outdoor activities. Plenty of grass space, a shed for storage, large patio and even a 4-season pool! The rear of the home includes a large sunroom filled with natural light. Enter the home into a

    Brandon Murphy Burns Realty & Investments

    170 Saddle Hill Rd, Hopkinton, MA 01748
  • /27

    $1,025,000 Sold Jul 22, 2025

    • 2,960 Sq Ft
    • $346/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2016

    37 Winter St, Hopkinton, MA 01748

    Wake up to peaceful, year-round views of Lake Whitehall in this stunning 2016 Colonial, perfectly situated in one of Hopkinton’s most scenic settings. Step inside through the welcoming front entry to cathedral ceilings, soaring windows, & hardwood floors throughout the main level. A gourmet kitchen featuring cherry cabinetry, granite counters & SS appliances opens effortlessly into a

    Ryan Wilson Keller Williams Realty

    37 Winter St, Hopkinton, MA 01748
    • /42

      Est $1,907,424 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,694 Sq Ft

      15 Connelly Hill Rd, Hopkinton, MA 01748

      15 Connelly Hill Rd, Hopkinton, MA 01748
  • /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

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 504-1184

    9 Whisper Way, Hopkinton, MA 01748
  • /27

    $3,980 per month

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Townhouse for Rent

    51 Aspen Way, Hopkinton, MA 01748

    •Built in 2022 – Modern construction and finishes•2–3 bedrooms with flexible layout options•2.5 bathrooms with contemporary fixtures•Walkout basement with full-size windows•Craftsman-style covered front porch•Bright and sunny interior with natural light throughout•Elegant foyer with wainscoting and wide plank hardwood flooring•Open staircase design for a spacious, airy

    51 Aspen Way, Hopkinton, MA 01748
  • /41

    $1,335,000 Sold Jul 21, 2025

    • 3,013 Sq Ft
    • $443/SF
    • 5 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2018

    35 Spruce St Unit 35, Hopkinton, MA 01748

    Located in sought-after Legacy Farms North, this stunning EAST-facing Continental plan offers an open layout and WALKOUT basement. The spacious gourmet kitchen features stainless steel appliances, granite countertops, tile backsplash, pantry, and slider to a private deck—perfect for entertaining and open to the Great Room. The first floor includes a formal dining room, den with a FULL BATH, and

    Satish Bhogadi Key Prime Realty LLC

    35 Spruce St Unit 35, Hopkinton, MA 01748
    • /42

      Est $1,835,990 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,478 Sq Ft

      35 Smith Rd, Hopkinton, MA 01748

      35 Smith Rd, Hopkinton, MA 01748
  • /29

    $1,899,000

    • 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
  • /22

    $4,300 per month

    • 2 Beds
    • 2.5 Baths
    • 2,231 Sq Ft
    • Condo for Rent

    1 Bracing Run Unit 1, Hopkinton, MA 01748

    Fantastic townhouse at Legacy Farms neighborhood. Premium upgrades abound in this elegant 2-bed, 2.5-bath home. This elegant open floor plan offers first floor master suite, master bathroom & walk-in closet, eat-in granite counter topped chef's kitchen with a large island, a formal dining space and hardwood floor. Bright sun filled family room/ living room features a gas fireplace. 2nd floor has

    Vincent Park Premier Realty Group

    1 Bracing Run Unit 1, Hopkinton, MA 01748
  • /40

    $975,000 Sold Jul 18, 2025

    • 2,519 Sq Ft
    • $387/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1991

    39 Valleywood Rd, Hopkinton, MA 01748

    Perched on a knoll at the end of a cul de sac in popular Valleywood! Pride of ownership shines through w/original owners. Beautiful stonewalls/walkways greet you w/gardens to soak in. Many modern updates over the years (see list in MLS). The foyer is graced w/tiled floors, formal rooms on both sides. French doors into formal LR/Office w/new carpet. An expansive updated kitchen w/hardwood floors,

    Bernie Calvario Coldwell Banker Realty - Northborough

    39 Valleywood Rd, Hopkinton, MA 01748
    • /42

      Est $1,855,798 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,463 Sq Ft

      7 Bowker Rd, Hopkinton, MA 01748

      7 Bowker Rd, Hopkinton, MA 01748
  • /42

    $879,000

    • 2 Beds
    • 2.5 Baths
    • 2,454 Sq Ft

    53 Spruce St Unit 53, Hopkinton, MA 01748

    Fantastic Opportunity to Own a Popular Ashton-Style Townhome in Immaculate Condition at Legacy Farms North! This desirable Ashton floor plan features a welcoming foyer and a first-floor great room with gleaming hardwood floors. The eat-in kitchen boasts upgraded cabinetry, stainless steel appliances, a granite island, and granite countertops. It opens to a large deck off the dining room—perfect

    Satish Bhogadi Key Prime Realty LLC

    53 Spruce St Unit 53, Hopkinton, MA 01748
  • /29

    $4,300 per month

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Apartment for Rent

    35 Magnolia Dr Unit 35, Hopkinton, MA 01748

    Discover modern living in this stylish townhome boasting 3 bedrooms, 2.5 baths with an open floorplan. The fabulous kitchen seamlessly flows into the living room, while a bonus room on the main floor offers versatility as an office space or 3rd bedroom. Enjoy the private deck space with sliders for seamless indoor-outdoor living. The primary suite is situated on the 1st floor with shower and walk

    Sug Jandu Coldwell Banker Realty - Framingham

    35 Magnolia Dr Unit 35, Hopkinton, MA 01748
  • /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
    • /42

      Est $1,917,712 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,500 Sq Ft

      39 Connelly Hill Rd, Hopkinton, MA 01748

      39 Connelly Hill Rd, Hopkinton, MA 01748

Showing Results 1 - 40, Page 1 of 18

Home Trends in Hopkinton, MA

Housing Trends

Median Sale Price
$920,500
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
$379
Number of Homes for Sale
4
Last 12 months Home Sales
80
Months of Supply
0.60
Median List Price
$899,900
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
0%
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