Middlesex, MA Homes

/40
$893,500 Sold Jul 29, 2025
- 2,297 Sq Ft
- $389/SF
- 27 Days On Market
- 3 Beds
- 2 Baths
- Built 1941
279 Norfolk St, Holliston, MA 01746

Quintessential New England charm with this beautifully updated 3 bed, 2 full bath Cape nestled on a picturesque lot with custom stonewalls, granite walkways and steps! This home blends architectural character with high-end renovations and upgrades. The first floor offers a primary bedroom with newly updated full bath w/soaking tub and tiled shower, large sunlit living room w/gas fireplace,

Kimberly Collins Berkshire Hathaway HomeServices Robert Paul Properties

279 Norfolk St, Holliston, MA 01746

/30
Est $236,109 Not Listed For Sale
- 1 Bed
- 1 Bath
- 699 Sq Ft
147 Turner Rd Unit 97, Holliston, MA 01746

147 Turner Rd Unit 97, Holliston, MA 01746

/26
$749,000
- 4 Beds
- 3 Baths
- 2,056 Sq Ft
880 Washington St, Holliston, MA 01746

Discover this this beautifully maintained Italianate Colonial, ideally located in the heart of Holliston. This legal two-family home offers the best of both worlds—functioning seamlessly as a spacious single-family residence with the added bonus of a flexible lower-level apartment. Whether used for rental income, a guest suite, or private space for extended family, the options are endless. With

Stephanie Sugden Compass

880 Washington St, Holliston, MA 01746
/42
$460,000 Sold Jul 28, 2025
- 1,722 Sq Ft
- $267/SF
- 6 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1924
1210 Highland St, Holliston, MA 01746

Bring your vision and a little TLC to this charming 3-bedroom, 1.5-bath colonial, beautifully set on over 2 acres of flat, usable land in a prime central Holliston location. This home offers a classic layout, ready for your personal touch to make it truly shine. Whether you're dreaming of updating for modern comfort or restoring its timeless character, the possibilities are endless. The spacious

Kathy Foran Realty Executives Boston West

1210 Highland St, Holliston, MA 01746

/11
Est $217,500 Not Listed For Sale
- 1 Bed
- 1 Bath
- 693 Sq Ft
147 Turner Rd Unit 89, Holliston, MA 01746

147 Turner Rd Unit 89, Holliston, MA 01746

/38
$525,000
- 3 Beds
- 1 Bath
- 1,141 Sq Ft
58 Front St, Holliston, MA 01746

Charming antique Colonial on a sunny corner lot in Holliston’s beloved Mudville! This 3-bedroom home blends historic character with thoughtful updates—featuring wide-plank hardwood floors, a light-filled layout, and a versatile bonus room ideal for a home office, studio, or playroom. The warm, inviting kitchen flows into spacious dining and living areas. Upstairs, find three bedrooms with

Janine Wuschke Keller Williams Realty

58 Front St, Holliston, MA 01746
/28
$546,000 Sold Jul 25, 2025
- 1,368 Sq Ft
- $399/SF
- 6 Days On Market
- 4 Beds
- 2 Baths
- Built 1957
416 Norfolk St, Holliston, MA 01746

Located in the heart of Holliston, MA, 416 Norfolk St offers a unique opportunity for buyers seeking a home with lots of potential. This home presents a solid foundation for customization and modernization to suit personal tastes. The house features a traditional layout with spacious rooms, hardwood floors, oversize windows and ample natural light. The backyard provides a private outdoor space,

Maria Koral Berkshire Hathaway HomeServices Commonwealth Real Estate

416 Norfolk St, Holliston, MA 01746

/32
Est $590,937 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,236 Sq Ft
151 Cedar St, Holliston, MA 01746

151 Cedar St, Holliston, MA 01746

/42
$584,900
- 3 Beds
- 1 Bath
- 1,399 Sq Ft
464 Gorwin Dr, Holliston, MA 01746

Charming 3-bedroom, 1-bath ranch in the sought-after Brentwood neighborhood of Holliston, MA. This well-maintained home offers 1,399 sq ft of comfortable living on a generous 0.41-acre lot. Featuring beautiful hardwood floors, a tiled full bath, and efficient forced hot air gas heat! Enjoy the outdoors on the beautiful tiered composite deck (2019), perfect for entertaining or relaxing while

John Kokocinski The Neighborhood Realty Group

464 Gorwin Dr, Holliston, MA 01746
/29
$690,000 Sold Jul 25, 2025
- 2,213 Sq Ft
- $312/SF
- 5 Days On Market
- 4 Beds
- 2 Baths
- Built 1967
13 Dixon Cir, Holliston, MA 01746

Welcome Home to 13 Dixon Circle located on a.53 Acre lot and nestled in a lovely tree lined cul-de-sac in one of Holliston's most popular family neighborhoods! Step inside to discover a bright and spacious floorplan perfect for gracious living & entertaining. Enter through the Inviting Entryway and step up into the formal Living room accented with Expansive Bay Window & Hardwood Flooring. Proceed

Deborah Lahey-Daigle Foran Realty, Inc.

13 Dixon Cir, Holliston, MA 01746

/9
Est $215,673 Not Listed For Sale
- 1 Bed
- 1 Bath
- 667 Sq Ft
147 Turner Rd Unit 79, Holliston, MA 01746

147 Turner Rd Unit 79, Holliston, MA 01746

/38
$624,000
- 3 Beds
- 2 Baths
- 2,039 Sq Ft
1884 Washington St, Holliston, MA 01746

Welcome to 1884 Washington Street — a highly sought-after ranch offering privacy, space, and convenience. Set back from the road, this 3-bedroom, 2-bath home features an open-concept layout with a spacious front-to-back living room, an eat-in kitchen, and a dedicated dining area. The primary bedroom includes a private 3⁄4 bath, while two additional bedrooms share a full bath, all on the main

Kimberley Tufts eXp Realty

1884 Washington St, Holliston, MA 01746
/42
$920,000 Sold Jul 24, 2025
- 3,045 Sq Ft
- $302/SF
- 12 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1993
1585 Highland St, Holliston, MA 01746

This stately home is perched upon its meticulously landscaped lot, offering an unparalleled private oasis, just steps from Wenakeening Woods and Holliston's Upper Charles Rail Trail. Refined interior spaces are brimming with natural light, an inviting open floor plan and thoughtful updates. The sunny kitchen features updated stainless appliances, granite countertops, hardwood flooring and

Kathy Chisholm Realty Executives Boston West

1585 Highland St, Holliston, MA 01746

/13
Est $233,830 Not Listed For Sale
- 1 Bed
- 1 Bath
- 684 Sq Ft
147 Turner Rd Unit 71, Holliston, MA 01746

147 Turner Rd Unit 71, Holliston, MA 01746

/42
$2,500,000
- 5 Beds
- 5 Baths
- 5,740 Sq Ft
14 Fiske Pond Rd, Holliston, MA 01746

Construction just completed. This is your chance to be part of a unique and idyllic private enclave on the Holliston/Sherborn town line. Enjoy 25 acres of common areas - meadows, trails and a pond. Designed for todays modern life style, no detail was overlooked and no expense was spared to make this gorgeous 5 BR; 5 bath contemporary colonial masterpiece. This "Smart Home" has two master suites -

Bela Kasas Choice Realty RES

14 Fiske Pond Rd, Holliston, MA 01746
/36
$755,000 Sold Jul 22, 2025
- 2,108 Sq Ft
- $358/SF
- 6 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1992
180 Mellen St, Holliston, MA 01746

Open House Schedule Change*****Attention Nature Lovers. This 1.3 acre wooded lot may be just what you have been looking for. There is even town managed conservation land just across the street, complete with hiking trails. This home is 3 Bedrooms and 2.5 baths. The bathrooms and kitchen have been recently renovated. The freshly painted screen porch is perfect for that morning cup of coffee

My House Partners Team RE/MAX Executive Realty

180 Mellen St, Holliston, MA 01746

/20
Est $231,515 Not Listed For Sale
- 1 Bed
- 1 Bath
- 706 Sq Ft
147 Turner Rd Unit 62, Holliston, MA 01746

147 Turner Rd Unit 62, Holliston, MA 01746

/32
$749,900
- 4 Beds
- 2 Baths
- 1,969 Sq Ft
329 Gorwin Dr, Holliston, MA 01746

You must see this gorgeously updated raised-ranch in the coveted Brentwood neighborhood. Lovely brand new kitchen - cabinets, ss appliances, quartz counters & oversized island open to fireplace living rm & dining rm. Sparkling hdwd floors throughout the main level. Three of the four bedrms & fabulous main bathroom w/ tile shower/bath, tile flr & solid surface vanity. Phenomenal added space in the

Vesta Real Estate Group Vesta Real Estate Group, Inc.

329 Gorwin Dr, Holliston, MA 01746
/42
$422,500 Sold Jul 21, 2025
- 908 Sq Ft
- $465/SF
- 13 Days On Market
- 1 Bed
- 1 Bath
- Built 1940
523 Norfolk St, Holliston, MA 01746

Welcome to this impeccably maintained ranch-style home, offering a perfect condo alternative with all the benefits of one-level living. Step into a large mudroom featuring abundant closet space ideal for organized entry and storage. The beautifully updated kitchen is bathed in natural light and boasts crisp white cabinetry, SS appliances, and a stylish tile backsplash. A slider leads to a deck

Jeanne Murphy Realty Executives Boston West

523 Norfolk St, Holliston, MA 01746

/7
Est $219,940 Not Listed For Sale
- 1 Bed
- 1 Bath
- 697 Sq Ft
152 Turner Rd Unit 15, Holliston, MA 01746

152 Turner Rd Unit 15, Holliston, MA 01746

/42
$1,675,000
- 5 Beds
- 4.5 Baths
- 4,610 Sq Ft
3 Danforth Dr, Holliston, MA 01746

Located in a cozy cul-de-sac with an awesome yard and gorgeous views of the woods with walking trails! This home has 4610 sqft of living space NOT including a walk-up 3rd level ready to be finished. The 1st floor has 9' ceilings and a wide open floor plan with lots of natural light. Family room with fireplace, large dining room, separate office or reading room, mudroom, and your dream kitchen

Craig Morrison Realty Executives Boston West

3 Danforth Dr, Holliston, MA 01746
/42
$880,000 Sold Jul 18, 2025
- 2,739 Sq Ft
- $321/SF
- 29 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1821
634 Washington St, Holliston, MA 01746

Better than new construction! This stunning home has been completely rebuilt from the studs in—blending timeless charm with modern elegance in one of Holliston’s most beloved locations. Soaring 10-foot ceilings, gleaming hardwood floors, and a light-filled kitchen with quartz counters set the tone for stylish living. Enjoy serene views of Linden Pond from the kitchen and family room, and seamless

Trina Macchi William Raveis R.E. & Home Services

634 Washington St, Holliston, MA 01746

/42
Est $1,053,578 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,947 Sq Ft
6 Indian Ridge Rd, Holliston, MA 01746

6 Indian Ridge Rd, Holliston, MA 01746

/5
$599,000
- 5 Beds
- 2.5 Baths
- 3,130 Sq Ft
52 Jasper Hill Rd, Holliston, MA 01746

Incredible Opportunity on 6 Private Acres in Holliston!Builders and investors take note — this is a rare chance to own a stunning 6-acre wooded lot perched on Jasper Hill, offering sweeping views of Holliston’s town center. The property features a single-family home in need of extensive renovation or tear-down, making it an ideal site for new construction.Imagine building a custom dream home or

Enis Shehu Cameron Real Estate Group - Framingham

52 Jasper Hill Rd, Holliston, MA 01746
/35
$710,000 Sold Jul 17, 2025
- 2,216 Sq Ft
- $320/SF
- 20 Days On Market
- 3 Beds
- 2 Baths
- Built 1966
2313 Washington St, Holliston, MA 01746

Discover the perfect blend of charm and modern living in this beautifully updated ranch-style single-family home. Thoughtfully expanded, the home now features two levels of comfortable living spaces. The newly finished lower level includes a spacious living room, a versatile flex area, and a custom en-suite bathroom ideal for guests, a home office, or a private retreat. Outdoors, enjoy two fully

Daniel Wang Engel & Volkers Boston

2313 Washington St, Holliston, MA 01746

/39
Est $609,874 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,408 Sq Ft
62 Cedar St, Holliston, MA 01746

62 Cedar St, Holliston, MA 01746

/42
$2,195,000
- 5 Beds
- 4.5 Baths
- 5,737 Sq Ft
45 Wendy Ln, Holliston, MA 01746

Nestled amidst 32 breathtaking acres of serene beauty, this exquisite custom shingle home built in 2006, epitomizes luxury living! Spanning over 5700 SF of living space, every element of this 5 bedrm | 4.5 bath masterpiece is designed w/the utmost attention to detail & quality craftsmanship. The first floor offers a luxurious primary suite w/an en-suite bathroom featuring a walk-in steam shower,

Kimberly Collins Berkshire Hathaway HomeServices Robert Paul Properties

45 Wendy Ln, Holliston, MA 01746
/32
$830,000 Sold Jul 17, 2025
- 2,800 Sq Ft
- $296/SF
- 70 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2019
1282 Highland St, Holliston, MA 01746

This modern retreat, built in 2020, offers 2800 SF of sophisticated, move-in ready living space. This home features an open floor plan with a stunning kitchen, complete with a massive center island, luxury finishes, and a gas cooktop, making it a dream for any culinary enthusiast. The first-floor primary suite is a true sanctuary, boasting a walk-in California Closet, a luxurious bath with double

The Movement Group Compass

1282 Highland St, Holliston, MA 01746

/36
Est $539,479 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,152 Sq Ft
368 Ashland St, Holliston, MA 01746

368 Ashland St, Holliston, MA 01746

/33
$689,000
- 3 Beds
- 2.5 Baths
- 1,860 Sq Ft
14 Day Rd, Holliston, MA 01746

Welcome to 14 Day Road — a stunning 3-bedroom, 2.5-bath home that seamlessly blends timeless charm with modern upgrades in one of Holliston’s most sought-after neighborhoods. Step inside to a stunning new kitchen featuring quartz countertops, LG stainless steel appliances, and custom cabinetry. The open layout flows seamlessly into bright living spaces, highlighted by new oak flooring and fresh

Razmig Panossian Coldwell Banker Realty - Waltham

14 Day Rd, Holliston, MA 01746
/41
$820,000 Sold Jul 16, 2025
- 2,674 Sq Ft
- $307/SF
- 4 Days On Market
- 4 Beds
- 2 Baths
- Built 1963
98 Appleyard Ln, Holliston, MA 01746

Welcome to 98 Appleyard-a rare expanded 4-bedroom, 2-bath oversized split level home in one of Holliston's most desirable neighborhoods. Thoughtfully designed with flexibility and flow, the spacious main level features a sun-filled living room, an updated kitchen with generous cabinetry, and a beautifully expanded dining room ideal for hosting or working from home. Step outside to your private

Jennifer DeLuca Berkshire Hathaway HomeServices Page Realty

98 Appleyard Ln, Holliston, MA 01746

/34
Est $729,497 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,852 Sq Ft
103 Stagecoach Rd, Holliston, MA 01746

103 Stagecoach Rd, Holliston, MA 01746

/2
$450,000
- Land
- 10 Acres
- $45,872 per Acre
0 Hill St, Holliston, MA 01746

9+ Acre Parcel in Holliston, MA – Endless Possibilities.Discover the perfect opportunity to own over 9 acres of beautiful, versatile land in the highly sought-after town of Holliston. Nestled in a quiet, scenic setting with mature trees and natural landscapes, this expansive parcel offers the ideal canvas for your vision—whether it's a private estate, equestrian retreat, or potential development

Fahd Khan Keller Williams Realty Boston South West

0 Hill St, Holliston, MA 01746
/42
$855,000 Sold Jul 11, 2025
- 3,277 Sq Ft
- $261/SF
- 23 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1982
166 Willowgate Rise, Holliston, MA 01746

Fantastic opportunity to own a wonderful, contemporary home in the coveted Willow Gate Rise neighborhood. Lovely eat-in kitchen (2004) w/granite counters, ss appliances, oversized island w/range, abundant cabinets. Open to phenomenal cathedral ceiling great room (added 2004) w/gas fireplace, built ins & slider to wonderful screened porch. Gleaming hdwd flrs thru much of home. Vaulted living rm

Vesta Real Estate Group Vesta Real Estate Group, Inc.

166 Willowgate Rise, Holliston, MA 01746

/32
Est $663,499 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,344 Sq Ft
99 Dorset Rd, Holliston, MA 01746

99 Dorset Rd, Holliston, MA 01746

/19
$429,900
- Land
- 6 Acres
- $74,635 per Acre
1366 Washington St, Holliston, MA 01746

Beautiful 5.76-acre parcel located in a scenic setting directly adjacent to the Holliston Rail Trail and Wenakeening Woods comprising 40 acres of conservation land with trails and a lake. A building permit is in hand for a 3,000+/- sq ft home with 5 bedrooms, plus an approved septic plan. Significant site improvements include clearing and rough grading for the house location area, plus access to

The Kattman Team ERA Key Realty Services-Bay State Group

1366 Washington St, Holliston, MA 01746
/38
$715,000 Sold Jul 08, 2025
- 1,728 Sq Ft
- $414/SF
- 6 Days On Market
- 4 Beds
- 2 Baths
- Built 1954
339 South St, Holliston, MA 01746

Surprising 4-bedroom, 2-full-bath expansive home (1,768 sq ft) on 2.6 acres! Perfect for first-time buyers, or downsizers who want one level living options. Bright kitchen with white cabinetry. Inviting living room boasts a cozy brick fireplace and hardwood floors (refinished 2025). Spacious 1st floor, primary bedroom with large windows and updated primary bath with walk-in shower, handicapped

Stephen Coukos Berkshire Hathaway HomeServices Page Realty

339 South St, Holliston, MA 01746

/31
Est $667,891 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,672 Sq Ft
76 Brook St, Holliston, MA 01746

76 Brook St, Holliston, MA 01746

/8
$649,990
- Land
- 0.92 Acre
- $706,511 per Acre
15 Fiske Pond Rd, Holliston, MA 01746

Ready to build with approved plans; No Cash - No problem - Land purchase financing available - This is your last chance to be part of a unique and idyllic private enclave on the Holliston/Sherborn town line. Restrictive covenants ensure the character of this "Nantucket Style" village community will be preserved for the next generation. Enjoy the 25 acres of common areas - meadows, trails and a

Bela Kasas Choice Realty RES

15 Fiske Pond Rd, Holliston, MA 01746
/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

Showing Results 41 - 80, Page 2 of 18

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