Holliston, MA Real Estate Listings

37 real estate listings match this search criteria near Holliston.

Active
41 photos
$970,272
4 bd, 3.5 ba, 3,565 Sq Ft
272 Mill StHolliston, MA 01746#73585683
Single Family Residence3 days
Active
39 photos
$699,900
2 bd, 2.5 ba, 2,636 Sq Ft
1093 Washington St 1093Holliston, MA 01746#73584502
Condominium4 days
Active
41 photos
$699,900
2 bd, 2.5 ba, 2,636 Sq Ft
1093 Washington St 1093Holliston, MA 01746#73584532
Single Family Residence4 days
Active
23 photos
$579,000
3 bd, 2 ba, 1,080 Sq Ft
2 Ashland StreetHolliston, MA 01746#73582102
Single Family Residence10 days
Active
42 photos
$650,000
4 bd, 1.5 ba, 1,470 Sq Ft
468 Underwood StHolliston, MA 01746#73581958
Single Family Residence10 days
Active
33 photos
$834,900
3 bd, 2 ba, 2,282 Sq Ft
33 Cheryl LnHolliston, MA 01746#73580836
Single Family Residence12 days
Active
42 photos
$1,250,000
4 bd, 4.5 ba, 3,509 Sq Ft
57 Carl RoadHolliston, MA 01746#73580243
Single Family Residence13 days
Active
25 photos
$639,000
3 bd, 1.5 ba, 1,933 Sq Ft
35 Jerrold StreetHolliston, MA 01746#73579102
Single Family Residence2 weeks
Active
35 photos
$899,995
4 bd, 3.5 ba, 2,640 Sq Ft
543 Central StreetHolliston, MA 01746#73579305
Single Family Residence2 weeks
Active
12 photos
$219,900
1 bd, 1 ba, 705 Sq Ft
152 Turner Rd 57Holliston, MA 01746#73578152
Condominium2 weeks
Active
21 photos
$299,000
2 bd, 1 ba, 883 Sq Ft
49 Windsor Dr 301Holliston, MA 01746#73576026
Condominium3 weeks
Active
38 photos
$924,999
5 bd, 3 ba, 3,686 Sq Ft
243 Oak StHolliston, MA 01746#73576195
Single Family Residence3 weeks
Active
42 photos
$1,575,000
4 bd, 5 ba, 5,997 Sq Ft
97 Old Cart PathHolliston, MA 01746#73575584
Single Family Residence3 weeks
Active
34 photos
$689,000
3 bd, 2.5 ba, 2,192 Sq Ft
801 Winter StHolliston, MA 01746#73575142
Single Family Residence3 weeks
Active
30 photos
$2,300,000
5 bd, 5 ba, 5,740 Sq Ft
14 Fiske Pond RoadHolliston, MA 01746#73570164
Single Family Residence4 weeks
Active
42 photos
$709,900
3 bd, 1 ba, 2,016 Sq Ft
636 Highland StHolliston, MA 01746#73569184
Single Family Residence5 weeks
Active
34 photos
$685,000
3 bd, 2 ba, 1,316 Sq Ft
64 Marshall StHolliston, MA 01746#73566661
Single Family Residence6 weeks
Active
28 photos
$574,900
3 bd, 1 ba, 1,128 Sq Ft
36 Regal StHolliston, MA 01746#73564423
Single Family Residence6 weeks
Active
27 photos
$799,900
3 bd, 2.5 ba, 2,077 Sq Ft
621 Marshall StHolliston, MA 01746#73558504
Single Family Residence8 weeks
Active
42 photos
$1,899,000
4 bd, 4.5 ba, 4,587 Sq Ft
30 Mill StHolliston, MA 01746#73557149
Single Family Residence9 weeks
Active
4 photos
$450,000
$489,130/acre
0.92 acres, Zoned CL4
15 Fiske Pond RdHolliston, MA 01746#73554651
Land10 weeks
Active
42 photos
$1,249,000
5 bd, 3.5 ba, 4,969 Sq Ft
25 Erin WayHolliston, MA 01746#73554074
Single Family Residence10 weeks
Active
42 photos
$999,000
3 bd, 2.5 ba, 2,266 Sq Ft
85 Fisher StreetHolliston, MA 01746#73552868
Single Family Residence10 weeks
Active
42 photos
$899,900
6 bd, 3.5 ba, 3,466 Sq Ft
865 Washington St.Holliston, MA 01746#73549299
Single Family Residence11 weeks

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright ©2026 MLS Property Information Network, Inc. All Rights Reserved.

37 real estate listings match this search criteria near Holliston.

Active
41 photos
$970,272
4 bd, 3.5 ba, 3,565 Sq Ft
272 Mill StHolliston, MA 01746#73585683
Single Family Residence3 days
Active
39 photos
$699,900
2 bd, 2.5 ba, 2,636 Sq Ft
1093 Washington St 1093Holliston, MA 01746#73584502
Condominium4 days
Active
41 photos
$699,900
2 bd, 2.5 ba, 2,636 Sq Ft
1093 Washington St 1093Holliston, MA 01746#73584532
Single Family Residence4 days
Active
23 photos
$579,000
3 bd, 2 ba, 1,080 Sq Ft
2 Ashland StreetHolliston, MA 01746#73582102
Single Family Residence10 days
Active
42 photos
$650,000
4 bd, 1.5 ba, 1,470 Sq Ft
468 Underwood StHolliston, MA 01746#73581958
Single Family Residence10 days
Active
33 photos
$834,900
3 bd, 2 ba, 2,282 Sq Ft
33 Cheryl LnHolliston, MA 01746#73580836
Single Family Residence12 days
Active
42 photos
$1,250,000
4 bd, 4.5 ba, 3,509 Sq Ft
57 Carl RoadHolliston, MA 01746#73580243
Single Family Residence13 days
Active
25 photos
$639,000
3 bd, 1.5 ba, 1,933 Sq Ft
35 Jerrold StreetHolliston, MA 01746#73579102
Single Family Residence2 weeks
Active
35 photos
$899,995
4 bd, 3.5 ba, 2,640 Sq Ft
543 Central StreetHolliston, MA 01746#73579305
Single Family Residence2 weeks
Active
12 photos
$219,900
1 bd, 1 ba, 705 Sq Ft
152 Turner Rd 57Holliston, MA 01746#73578152
Condominium2 weeks
Active
21 photos
$299,000
2 bd, 1 ba, 883 Sq Ft
49 Windsor Dr 301Holliston, MA 01746#73576026
Condominium3 weeks
Active
38 photos
$924,999
5 bd, 3 ba, 3,686 Sq Ft
243 Oak StHolliston, MA 01746#73576195
Single Family Residence3 weeks
Active
42 photos
$1,575,000
4 bd, 5 ba, 5,997 Sq Ft
97 Old Cart PathHolliston, MA 01746#73575584
Single Family Residence3 weeks
Active
34 photos
$689,000
3 bd, 2.5 ba, 2,192 Sq Ft
801 Winter StHolliston, MA 01746#73575142
Single Family Residence3 weeks
Active
30 photos
$2,300,000
5 bd, 5 ba, 5,740 Sq Ft
14 Fiske Pond RoadHolliston, MA 01746#73570164
Single Family Residence4 weeks
Active
42 photos
$709,900
3 bd, 1 ba, 2,016 Sq Ft
636 Highland StHolliston, MA 01746#73569184
Single Family Residence5 weeks
Active
34 photos
$685,000
3 bd, 2 ba, 1,316 Sq Ft
64 Marshall StHolliston, MA 01746#73566661
Single Family Residence6 weeks
Active
28 photos
$574,900
3 bd, 1 ba, 1,128 Sq Ft
36 Regal StHolliston, MA 01746#73564423
Single Family Residence6 weeks
Active
27 photos
$799,900
3 bd, 2.5 ba, 2,077 Sq Ft
621 Marshall StHolliston, MA 01746#73558504
Single Family Residence8 weeks
Active
42 photos
$1,899,000
4 bd, 4.5 ba, 4,587 Sq Ft
30 Mill StHolliston, MA 01746#73557149
Single Family Residence9 weeks
Active
4 photos
$450,000
$489,130/acre
0.92 acres, Zoned CL4
15 Fiske Pond RdHolliston, MA 01746#73554651
Land10 weeks
Active
42 photos
$1,249,000
5 bd, 3.5 ba, 4,969 Sq Ft
25 Erin WayHolliston, MA 01746#73554074
Single Family Residence10 weeks
Active
42 photos
$999,000
3 bd, 2.5 ba, 2,266 Sq Ft
85 Fisher StreetHolliston, MA 01746#73552868
Single Family Residence10 weeks
Active
42 photos
$899,900
6 bd, 3.5 ba, 3,466 Sq Ft
865 Washington St.Holliston, MA 01746#73549299
Single Family Residence11 weeks

Market Overview — Holliston, MA

Showing Holliston, MA

Property type

ResidentialCommercial

Transaction

For SaleFor Lease

Area Average

Median over the active for-sale listings

$749,990
Median Listing Price: 38
Median Days on EXIT Realty: 2,266
Median Sq Ft: $353
Median Price per Sq Ft

Compare

Compare Holliston, MA to another area

Median price, days on market and size comparison by area
Area	Median Listing Price	Median Days on EXIT Realty	Median Sq Ft	Median Price per Sq Ft	Actions
Holliston, MA	$749,990	38	2,266	$353

Market Composition

What's on the market

68%Residential34 active
12%For Lease6 active
8%Commercial Lease4 active
6%Commercial3 active
4%Land2 active
2%Multi-Family1 active

Active listings by price

$200K-$400K6% · 2
$400K-$600K11% · 4
$600K-$800K37% · 13
$800K-$1M26% · 9
Over $1M20% · 7

Median Price Trend

Sep 2025: $739,500 +34%Sep 2026: $991,250

Thinking of selling?

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Nearby Schools

Elementary 9

Miller School
Holliston, MA · 0.4 mi away
Sam Placentino Elementary School
Holliston, MA · 0.5 mi away
Christian Family Montessori School
Holliston, MA · 0.9 mi away
Henry Warren Elementary School
Ashland, MA · 3.1 mi away
John D. McGovern Elementary School
Medway, MA · 3.1 mi away
Country Cottage Children's Center
Medway, MA · 4.0 mi away
Burke-Memorial Elementary School
Medway, MA · 4.1 mi away
Francis J. Burke Memorial Elementary School
Medway, MA · 4.1 mi away
Clyde F Brown
Millis, MA · 4.2 mi away

Secondary 4

Holliston Town Middle School
Holliston, MA · 0.4 mi away
Holliston High School
Holliston, MA · 1.1 mi away
Medway High School
Medway, MA · 3.2 mi away
Medway Middle School
Medway, MA · 3.8 mi away

Other schools 7

Holliston Public Schools
Holliston, MA · 1.1 mi away
August Farm
Holliston, MA · 2.5 mi away
Cedar Street Kid's Club
Ashland, MA · 3.0 mi away
Back To Basics Preschool
Medway, MA · 3.4 mi away
Medway Public Schools District Office
Medway, MA · 3.8 mi away
Lone Wolf Kajukenbo Karate Studio
Medway, MA · 3.9 mi away
Millis Public Schools
Millis, MA · 4.3 mi away

Holliston, MA Real Estate Listings

Holliston, MA Real Estate Listings

272 Mill StHolliston, MA 01746#73585683

1093 Washington St 1093Holliston, MA 01746#73584502

1093 Washington St 1093Holliston, MA 01746#73584532

2 Ashland StreetHolliston, MA 01746#73582102

468 Underwood StHolliston, MA 01746#73581958

33 Cheryl LnHolliston, MA 01746#73580836

57 Carl RoadHolliston, MA 01746#73580243

35 Jerrold StreetHolliston, MA 01746#73579102

543 Central StreetHolliston, MA 01746#73579305

152 Turner Rd 57Holliston, MA 01746#73578152

49 Windsor Dr 301Holliston, MA 01746#73576026

243 Oak StHolliston, MA 01746#73576195

97 Old Cart PathHolliston, MA 01746#73575584

801 Winter StHolliston, MA 01746#73575142

14 Fiske Pond RoadHolliston, MA 01746#73570164

636 Highland StHolliston, MA 01746#73569184

64 Marshall StHolliston, MA 01746#73566661

36 Regal StHolliston, MA 01746#73564423

621 Marshall StHolliston, MA 01746#73558504

30 Mill StHolliston, MA 01746#73557149

15 Fiske Pond RdHolliston, MA 01746#73554651

25 Erin WayHolliston, MA 01746#73554074

85 Fisher StreetHolliston, MA 01746#73552868

865 Washington St.Holliston, MA 01746#73549299

272 Mill StHolliston, MA 01746#73585683

1093 Washington St 1093Holliston, MA 01746#73584502

1093 Washington St 1093Holliston, MA 01746#73584532

2 Ashland StreetHolliston, MA 01746#73582102

468 Underwood StHolliston, MA 01746#73581958

33 Cheryl LnHolliston, MA 01746#73580836

57 Carl RoadHolliston, MA 01746#73580243

35 Jerrold StreetHolliston, MA 01746#73579102

543 Central StreetHolliston, MA 01746#73579305

152 Turner Rd 57Holliston, MA 01746#73578152

49 Windsor Dr 301Holliston, MA 01746#73576026

243 Oak StHolliston, MA 01746#73576195

97 Old Cart PathHolliston, MA 01746#73575584

801 Winter StHolliston, MA 01746#73575142

14 Fiske Pond RoadHolliston, MA 01746#73570164

636 Highland StHolliston, MA 01746#73569184

64 Marshall StHolliston, MA 01746#73566661

36 Regal StHolliston, MA 01746#73564423

621 Marshall StHolliston, MA 01746#73558504

30 Mill StHolliston, MA 01746#73557149

15 Fiske Pond RdHolliston, MA 01746#73554651

25 Erin WayHolliston, MA 01746#73554074

85 Fisher StreetHolliston, MA 01746#73552868

865 Washington St.Holliston, MA 01746#73549299

Market Overview — Holliston, MA

Area Average

Compare

Market Composition

What's on the market

Active listings by price

Median Price Trend

Nearby Schools

Elementary 9

Secondary 4

Other schools 7