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Winthrop St, Holliston, MA 01746 Property Reports

Last Updated: September 03, 2025

Winthrop St in Holliston is comprised of 45 properties. The average property size for homes on Winthrop St is approximately 2039 square feet, accommodating both cozy and more spacious living arrangements. Residential properties on Winthrop St in Holliston typically sell at an average price of $811,249, reflecting the street's desirable location and community amenities. With the average property being built around 1925, residents enjoy a mix of modern features and classic charm.

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Access detailed property reports for homes on Winthrop St in Holliston, MA to help better understand your home and neighborhood. Get access to a wide array of property details, including square footage, sales history, sales comps, parcel boundaries, building permits, tax information, loan positions, legal classifications, homeowner names and addresses, and other high-level insight for homes on Winthrop St, Holliston, MA 01746. Also, discover comprehensive neighborhood specifics for Holliston in Middlesex County, like school districts, points of interest, climate risks and more.

Winthrop St, Holliston, MA 01746 Real Estate Market Trends

Homes on Winthrop St, Holliston, MA 01746

10 Winthrop St, Holliston, MA 01746

Est.Value $779,394

2,032 sqft, 3 beds, 2 baths
100 Winthrop St, Holliston, MA 01746

Est.Value $1,123,143

2,470 sqft, 4 beds, 2 baths
109 Winthrop St, Holliston, MA 01746

Est.Value $726,704

1,470 sqft, 3 beds, 3 baths
117 Winthrop St, Holliston, MA 01746

Est.Value $686,887

1,328 sqft, 3 beds, 1 baths
121 Winthrop St, Holliston, MA 01746

Est.Value $910,153

2,402 sqft, 3 beds, 2 baths
134 Winthrop St, Holliston, MA 01746

Est.Value $713,968

1,316 sqft, 3 beds, 2 baths
135 Winthrop St, Holliston, MA 01746

Est.Value $1,236,709

3,062 sqft, 4 beds, 4 baths
140 Winthrop St, Holliston, MA 01746

Est.Value $696,460

1,176 sqft, 3 beds, 3 baths
143 Winthrop St, Holliston, MA 01746

Est.Value $716,927

1,881 sqft, 3 beds, 2 baths
148 Winthrop St, Holliston, MA 01746

Est.Value $896,097

1,800 sqft, 3 beds, 3 baths
15 Winthrop St, Holliston, MA 01746

2,821 sqft
158 Winthrop St, Holliston, MA 01746

Est.Value $950,962

2,059 sqft, 3 beds, 3 baths
16 Winthrop St, Holliston, MA 01746

Est.Value $640,954

1,059 sqft, 3 beds, 1 baths
165 Winthrop St, Holliston, MA 01746

Est.Value $1,083,744

3,282 sqft, 3 beds, 3 baths
175 Winthrop St, Holliston, MA 01746

Est.Value $750,685

948 sqft, 2 beds, 1 baths
176 Winthrop St, Holliston, MA 01746

Est.Value $669,928

1,098 sqft, 2 beds, 1 baths
184 Winthrop St, Holliston, MA 01746

Est.Value $758,761

1,428 sqft, 2 beds, 2 baths
192 Winthrop St, Holliston, MA 01746

Est.Value $574,722

1,351 sqft, 3 beds, 1 baths
2 Winthrop St, Holliston, MA 01746

4,864 sqft, 9 beds, 6 baths
208 Winthrop St, Holliston, MA 01746

Est.Value $1,164,493

2,832 sqft, 3 beds, 3 baths
21 Winthrop St, Holliston, MA 01746

1,875 sqft, 4 beds, 2 baths
214 Winthrop St, Holliston, MA 01746

Est.Value $658,849

1,236 sqft, 2 beds, 1 baths
22 Winthrop St, Holliston, MA 01746

Est.Value $594,194

2,215 sqft, 4 beds, 3 baths
27 Winthrop St, Holliston, MA 01746

2,700 sqft, 5 beds, 3 baths
38 Winthrop St, Holliston, MA 01746
40 Winthrop St, Holliston, MA 01746

2,990 sqft, 4 beds, 2 baths
41 Winthrop St, Holliston, MA 01746

Est.Value $695,000

1,704 sqft, 3 beds, 2 baths
43 Winthrop St, Holliston, MA 01746

Est.Value $999,496

2,208 sqft, 4 beds, 3 baths
51 Winthrop St, Holliston, MA 01746

Est.Value $1,295,750

3,194 sqft, 4 beds, 5 baths
54 Winthrop St, Holliston, MA 01746

Est.Value $1,002,852

2,380 sqft, 4 beds, 2 baths
59 Winthrop St, Holliston, MA 01746

2,090 sqft, 5 beds, 2 baths
62 Winthrop St, Holliston, MA 01746

Est.Value $646,879

1,344 sqft, 4 beds, 2 baths
66 Winthrop St, Holliston, MA 01746

Est.Value $1,056,286

3,016 sqft, 4 beds, 3 baths
67 Winthrop St, Holliston, MA 01746

Est.Value $731,111

2,342 sqft, 4 beds, 2 baths
76 Winthrop St, Holliston, MA 01746

Est.Value $768,291

1,645 sqft, 4 beds, 2 baths
79 Winthrop St, Holliston, MA 01746

Est.Value $737,711

1,782 sqft, 2 beds, 1 baths
80 Winthrop St, Holliston, MA 01746

Est.Value $536,527

1,778 sqft, 4 beds, 1 baths
83 Winthrop St, Holliston, MA 01746

Est.Value $790,635

1,763 sqft, 3 beds, 3 baths
84 Winthrop St, Holliston, MA 01746

2,528 sqft, 5 beds, 3 baths
87 Winthrop St, Holliston, MA 01746

Est.Value $623,719

1,289 sqft, 3 beds, 2 baths
89 Winthrop St, Holliston, MA 01746

Est.Value $682,766

1,420 sqft, 3 beds, 1 baths
92 Winthrop St, Holliston, MA 01746

2,556 sqft, 4 beds, 2 baths
96 Winthrop St, Holliston, MA 01746

Est.Value $728,523

1,666 sqft, 4 beds, 2 baths
98 Winthrop St, Holliston, MA 01746

Est.Value $875,705

1,784 sqft, 4 beds, 3 baths
99 Winthrop St, Holliston, MA 01746

Est.Value $699,992

1,537 sqft, 3 beds, 1 baths

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