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Shirley St, Winthrop, MA 02152 Property Reports

Last Updated: August 17, 2025

Shirley St in Winthrop is comprised of 300 properties. The average property size for homes on Shirley St is approximately 2429 square feet, accommodating both cozy and more spacious living arrangements. Residential properties on Shirley St in Winthrop typically sell at an average price of $565,396, reflecting the street's desirable location and community amenities. With the average property being built around 1921, residents enjoy a mix of modern features and classic charm.

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Access detailed property reports for homes on Shirley St in Winthrop, 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 Shirley St, Winthrop, MA 02152. Also, discover comprehensive neighborhood specifics for Winthrop in Suffolk County, like school districts, points of interest, climate risks and more.

Shirley St, Winthrop, MA 02152 Real Estate Market Trends

Homes on Shirley St, Winthrop, MA 02152

1 Shirley St, Winthrop, MA 02152

2,542 sqft
1001 Shirley St, Winthrop, MA 02152

6,074 sqft
1008 Shirley St, Winthrop, MA 02152

Est.Value $674,393

1,982 sqft, 3 beds, 3 baths
1010 Shirley St, Winthrop, MA 02152

2,742 sqft, 5 beds, 3 baths
1016 Shirley St, Winthrop, MA 02152

Est.Value $724,074

1,225 sqft, 3 beds, 2 baths
1018 Shirley St, Winthrop, MA 02152

1,058 sqft, 2 beds, 2 baths
1025 Shirley St, Winthrop, MA 02152

Est.Value $659,925

2,028 sqft, 4 beds, 2 baths
103 Shirley St, Winthrop, MA 02152
1032 Shirley St, Winthrop, MA 02152
1032 Shirley St, Winthrop, MA 02152

1,170 sqft
1039 Shirley St, Winthrop, MA 02152

Est.Value $652,579

1,472 sqft, 3 beds, 2 baths
104 Shirley St # 106, Winthrop, MA 02152

2,520 sqft, 5 beds, 2 baths
1040 Shirley St, Winthrop, MA 02152

2,337 sqft, 4 beds, 2 baths
1050 Shirley St, Winthrop, MA 02152

Est.Value $642,170

1,260 sqft, 3 beds, 2 baths
1055 Shirley St, Winthrop, MA 02152
1058 Shirley St, Winthrop, MA 02152

Est.Value $631,417

1,628 sqft, 4 beds, 1 baths
1062 Shirley St, Winthrop, MA 02152

2,220 sqft, 5 beds, 3 baths
1068 Shirley St, Winthrop, MA 02152

Est.Value $683,183

1,761 sqft, 3 beds, 2 baths
1069 Shirley St, Winthrop, MA 02152

Est.Value $668,375

1,452 sqft, 3 beds, 3 baths
107 Shirley St, Winthrop, MA 02152

Est.Value $701,284

1,634 sqft, 3 beds, 3 baths
1070 Shirley St, Winthrop, MA 02152

Est.Value $530,728

1,077 sqft, 3 beds, 2 baths
1074 Shirley St, Winthrop, MA 02152

Est.Value $518,065

958 sqft, 2 beds, 2 baths
1077 Shirley St # 1079, Winthrop, MA 02152
108 Shirley St, Winthrop, MA 02152

2,933 sqft, 6 beds, 2 baths
1080 Shirley St, Winthrop, MA 02152
1088 Shirley St, Winthrop, MA 02152

Est.Value $779,714

1,849 sqft, 3 beds, 2 baths
1090 Shirley St, Winthrop, MA 02152

3,074 sqft, 4 beds, 4 baths
1091 Shirley St, Winthrop, MA 02152

Est.Value $1,251,745

2,263 sqft, 3 beds, 4 baths
117 Shirley St, Winthrop, MA 02152

Est.Value $626,500

983 sqft, 2 beds, 1 baths
120 Shirley St, Winthrop, MA 02152

1 baths
120 Shirley St, Winthrop, MA 02152

4,082 sqft, 1 baths
130 Shirley St # 140, Winthrop, MA 02152

6,328 sqft, 5 beds, 3 baths
135 Shirley St, Winthrop, MA 02152

1,505 sqft, 1 baths
137 Shirley St # 145, Winthrop, MA 02152

4,500 sqft
147 Shirley St, Winthrop, MA 02152

5,960 sqft, 1 baths
15 Shirley St, Winthrop, MA 02152

2,100 sqft, 4 beds, 4 baths
152 Shirley St # 154, Winthrop, MA 02152

1,492 sqft, 3 beds, 2 baths
155 Shirley St # 165, Winthrop, MA 02152
156 Shirley St # 158, Winthrop, MA 02152

3,356 sqft, 8 beds, 4 baths
156 Shirley St # 158-1158, Winthrop, MA 02152
162 Shirley St, Winthrop, MA 02152

Est.Value $574,000

1,413 sqft, 3 beds, 2 baths
166 Shirley St, Winthrop, MA 02152

Est.Value $778,250

1,536 sqft, 4 beds, 3 baths
173 Shirley St # 4, Winthrop, MA 02152

Est.Value $327,500

792 sqft, 2 beds, 1 baths
173 Shirley St # 5, Winthrop, MA 02152

Est.Value $315,500

679 sqft, 2 beds, 1 baths
173 Shirley St Unit 1, Winthrop, MA 02152

Est.Value $327,000

786 sqft, 2 beds, 1 baths
173 Shirley St # 6, Winthrop, MA 02152

Est.Value $527,750

1,100 sqft, 3 beds, 2 baths
173 Shirley St Unit 3, Winthrop, MA 02152

Est.Value $333,250

730 sqft, 2 beds, 1 baths
173 Shirley St Unit 2, Winthrop, MA 02152

Est.Value $316,750

698 sqft, 2 beds, 1 baths
18 Shirley St # 20, Winthrop, MA 02152

2,509 sqft, 4 beds, 2 baths
180 Shirley St, Winthrop, MA 02152

3,864 sqft, 6 beds, 3 baths
181 Shirley St, Winthrop, MA 02152

2,141 sqft, 5 beds, 2 baths
184 Shirley St, Winthrop, MA 02152
189 Shirley St # 1, Winthrop, MA 02152

Est.Value $699,971

1,800 sqft, 3 beds, 3 baths
189 Shirley St # 2, Winthrop, MA 02152

Est.Value $611,662

1,510 sqft, 3 beds, 3 baths
200 Shirley St, Winthrop, MA 02152

2,652 sqft, 3 beds, 3 baths
203 Shirley St, Winthrop, MA 02152
204 Shirley St, Winthrop, MA 02152

2,850 sqft, 4 beds, 2 baths
209 Shirley St, Winthrop, MA 02152

Est.Value $637,250

1,308 sqft, 3 beds, 1 baths
213 Shirley St, Winthrop, MA 02152

Est.Value $645,500

1,249 sqft, 4 beds, 2 baths
214 Shirley St, Winthrop, MA 02152

Est.Value $681,250

1,446 sqft, 2 beds, 2 baths
216 Shirley St, Winthrop, MA 02152

4,785 sqft, 3 baths
23 Shirley St, Winthrop, MA 02152

3,788 sqft, 6 beds, 3 baths
232 Shirley St, Winthrop, MA 02152

2,812 sqft, 6 beds, 5 baths
233 Shirley St 237, Winthrop, MA 02152

7,344 sqft
238 Shirley St, Winthrop, MA 02152

Est.Value $790,750

1,975 sqft, 3 beds, 2 baths
248 Shirley St, Winthrop, MA 02152

1,945 sqft, 2 beds, 2 baths
252 Shirley St # 1, Winthrop, MA 02152

Est.Value $412,982

1,000 sqft, 3 beds, 1 baths
252 Shirley St # 2, Winthrop, MA 02152

Est.Value $434,707

1,030 sqft, 3 beds, 2 baths
252 Shirley St # 3, Winthrop, MA 02152

Est.Value $444,287

1,205 sqft, 3 beds, 2 baths
255 Shirley St, Winthrop, MA 02152

Est.Value $812,093

2,380 sqft, 4 beds, 2 baths
258 Shirley St Unit 1, Winthrop, MA 02152

Est.Value $427,369

1,000 sqft, 3 beds, 1 baths
258 Shirley St Unit 2, Winthrop, MA 02152

Est.Value $448,131

1,030 sqft, 3 beds, 1 baths
258 Shirley St Unit 3, Winthrop, MA 02152

Est.Value $421,696

1,030 sqft, 3 beds, 1 baths
26 Shirley St Unit A, Winthrop, MA 02152

Est.Value $479,750

1,074 sqft, 2 beds, 1 baths
26 Shirley St Unit B, Winthrop, MA 02152

Est.Value $782,250

2,249 sqft, 4 beds, 2 baths
261 Shirley St # 263, Winthrop, MA 02152

1,048 sqft
262 Shirley St, Winthrop, MA 02152

3,106 sqft, 5 beds, 3 baths
267 Shirley St # 269, Winthrop, MA 02152

3,471 sqft, 5 beds, 4 baths
270 Shirley St # 2, Winthrop, MA 02152

Est.Value $389,210

1,058 sqft, 3 beds, 1 baths
270 Shirley St # 3, Winthrop, MA 02152

850 sqft, 3 beds, 1 baths
271 Shirley St # 273, Winthrop, MA 02152

5,482 sqft, 9 beds, 7 baths
275 Shirley St # 3, Winthrop, MA 02152

Est.Value $564,000

1,116 sqft, 3 beds, 1 baths
275 Shirley St # 1, Winthrop, MA 02152

Est.Value $532,750

1,105 sqft, 3 beds, 1 baths
275 Shirley St # 2, Winthrop, MA 02152

Est.Value $532,750

1,105 sqft, 3 beds, 1 baths
283 Shirley St, Winthrop, MA 02152

3,156 sqft
287 Shirley St, Winthrop, MA 02152

3,099 sqft, 5 beds, 3 baths
29 Shirley St, Winthrop, MA 02152

2,717 sqft, 5 beds, 2 baths
291 Shirley St, Winthrop, MA 02152

2,436 sqft
295 Shirley St, Winthrop, MA 02152

3,379 sqft, 6 beds, 4 baths
305 Shirley St # 307, Winthrop, MA 02152

3,020 sqft
308 Shirley St # 2, Winthrop, MA 02152

Est.Value $339,595

890 sqft, 2 beds, 1 baths
308 Shirley St # 3, Winthrop, MA 02152

Est.Value $401,636

1,199 sqft, 3 beds, 1 baths
308 Shirley St # 1, Winthrop, MA 02152

Est.Value $399,099

987 sqft, 2 beds, 1 baths
311 Shirley St, Winthrop, MA 02152

4,006 sqft, 4 baths
312 Shirley St, Winthrop, MA 02152

16,770 sqft, 30 beds, 30 baths
317 Shirley St, Winthrop, MA 02152

5,738 sqft
321 Shirley St # 325, Winthrop, MA 02152

4,188 sqft, 4 baths
329 Shirley St, Winthrop, MA 02152

4,033 sqft, 4 beds, 2 baths
330 Shirley St, Winthrop, MA 02152

Est.Value $310,000

709 sqft, 1 beds, 1 baths
332 Shirley St, Winthrop, MA 02152

2,688 sqft, 8 beds, 3 baths

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