Winthrop, MA Rental Listings

43 real estate listings match this search criteria near Winthrop.

For Rent
14 photos
$3,300/mo
2 bd, 2 ba, 1,200 Sq Ft
1 Seal Harbor 413Winthrop, MA 02152#73586348
Condominium0 days
For Rent
20 photos
$2,500/mo
2 bd, 1 ba, 1,100 Sq Ft
24 Paine St 2Winthrop, MA 02152#73586178
Condominium2 days
For Rent
25 photos
$2,600/mo
2 bd, 1 ba, 677 Sq Ft
53 Trident Ave 301Winthrop, MA 02152#73585589
Condominium3 days
For Rent
1 photos
$3,875/mo
4 bd, 1 ba, 2,454 Sq Ft
441 Winthrop Street 1Winthrop, MA 02152#73582950
Apartment6 days
For Rent
12 photos
$2,100/mo
1 bd, 1 ba, 780 Sq Ft
900 Governors Park 22Winthrop, MA 02152#73583363
Condominium6 days
For Rent
22 photos
$2,650/mo
2 bd, 1 ba, 1,300 Sq Ft
26 Forrest St. 2Winthrop, MA 02152#73583340
Apartment6 days
For Rent
31 photos
$4,800/mo
3 bd, 2 ba, 2,100 Sq Ft
876 Shirley St 2Winthrop, MA 02152#73583057
Condominium7 days
For Rent
5 photos
$3,875/mo
4 bd, 1 ba, 2,454 Sq Ft
441 Winthrop Street 2Winthrop, MA 02152#73582756
Apartment9 days
For Rent
17 photos
$2,200/mo
1 bd, 1 ba, 1,100 Sq Ft
69 Summit Ave 1Winthrop, MA 02152#73582841
Condominium8 days
For Rent
22 photos
$3,200/mo
3 bd, 1 ba, 1,053 Sq Ft
90 Bellevue Ave 1Winthrop, MA 02152#73582046
Apartment10 days
For Rent
5 photos
$3,100/mo
3 bd, 1.5 ba, 1,500 Sq Ft
26 Cutler St 2Winthrop, MA 02152#73581921
Residential Lease11 days
For Rent
15 photos
$2,000/mo
1 bd, 1 ba, 650 Sq Ft
49 Siren 1Winthrop, MA 02152#73581296
Apartment11 days
For Rent
14 photos
$3,000/mo
3 bd, 2 ba, 1,780 Sq Ft
68 Freemont 2Winthrop, MA 02152#73580167
Apartment13 days
For Rent
26 photos
$2,450/mo
1 bd, 1 ba, 9,999 Sq Ft
5 Fremont 103Winthrop, MA 02152#73579932
Apartment2 weeks
For Rent
14 photos
$3,800/mo
2 bd, 2.5 ba, 1,665 Sq Ft
1001 Shirley St 4Winthrop, MA 02152#73579967
Condominium2 weeks
For Rent
15 photos
$4,200/mo
2 bd, 2.5 ba, 1,978 Sq Ft
1001 Shirley St 2Winthrop, MA 02152#73579971
Condominium2 weeks
For Rent
16 photos
$4,550/mo
2 bd, 2.5 ba, 1,978 Sq Ft
1001 Shirley St 1Winthrop, MA 02152#73579969
Condominium2 weeks
For Rent
21 photos
$2,700/mo
3 bd, 1 ba, 900 Sq Ft
49R Siren 3Winthrop, MA 02152#73579262
Apartment2 weeks
For Rent
28 photos
$2,700/mo
3 bd, 1 ba, 1,400 Sq Ft
81 Sunnyside Av 1Winthrop, MA 02151#73577864
Apartment2 weeks
For Rent
15 photos
$3,400/mo
2 bd, 1 ba, 1,376 Sq Ft
158 Highland Ave 1Winthrop, MA 02152#73575987
Apartment3 weeks
For Rent
16 photos
$1,895/mo
1 bd, 1 ba, 500 Sq Ft
21 Siren St AWinthrop, MA 02152#73575863
Apartment3 weeks
For Rent
14 photos
$3,000/mo
3 bd, 1 ba, 1,300 Sq Ft
411 Shirley St. 2Winthrop, MA 02152#73572055
Apartment4 weeks
For Rent
18 photos
$3,100/mo
3 bd, 1 ba, 900 Sq Ft
566 Shirley St 4Winthrop, MA 02152#73570205
Apartment4 weeks
For Rent
34 photos
$3,000/mo
3 bd, 1 ba, 1,400 Sq Ft
50 Trident Ave CWinthrop, MA 02152#73570288
Condominium4 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.

43 real estate listings match this search criteria near Winthrop.

For Rent
14 photos
$3,300/mo
2 bd, 2 ba, 1,200 Sq Ft
1 Seal Harbor 413Winthrop, MA 02152#73586348
Condominium0 days
For Rent
20 photos
$2,500/mo
2 bd, 1 ba, 1,100 Sq Ft
24 Paine St 2Winthrop, MA 02152#73586178
Condominium2 days
For Rent
25 photos
$2,600/mo
2 bd, 1 ba, 677 Sq Ft
53 Trident Ave 301Winthrop, MA 02152#73585589
Condominium3 days
For Rent
1 photos
$3,875/mo
4 bd, 1 ba, 2,454 Sq Ft
441 Winthrop Street 1Winthrop, MA 02152#73582950
Apartment6 days
For Rent
12 photos
$2,100/mo
1 bd, 1 ba, 780 Sq Ft
900 Governors Park 22Winthrop, MA 02152#73583363
Condominium6 days
For Rent
22 photos
$2,650/mo
2 bd, 1 ba, 1,300 Sq Ft
26 Forrest St. 2Winthrop, MA 02152#73583340
Apartment6 days
For Rent
31 photos
$4,800/mo
3 bd, 2 ba, 2,100 Sq Ft
876 Shirley St 2Winthrop, MA 02152#73583057
Condominium7 days
For Rent
5 photos
$3,875/mo
4 bd, 1 ba, 2,454 Sq Ft
441 Winthrop Street 2Winthrop, MA 02152#73582756
Apartment9 days
For Rent
17 photos
$2,200/mo
1 bd, 1 ba, 1,100 Sq Ft
69 Summit Ave 1Winthrop, MA 02152#73582841
Condominium8 days
For Rent
22 photos
$3,200/mo
3 bd, 1 ba, 1,053 Sq Ft
90 Bellevue Ave 1Winthrop, MA 02152#73582046
Apartment10 days
For Rent
5 photos
$3,100/mo
3 bd, 1.5 ba, 1,500 Sq Ft
26 Cutler St 2Winthrop, MA 02152#73581921
Residential Lease11 days
For Rent
15 photos
$2,000/mo
1 bd, 1 ba, 650 Sq Ft
49 Siren 1Winthrop, MA 02152#73581296
Apartment11 days
For Rent
14 photos
$3,000/mo
3 bd, 2 ba, 1,780 Sq Ft
68 Freemont 2Winthrop, MA 02152#73580167
Apartment13 days
For Rent
26 photos
$2,450/mo
1 bd, 1 ba, 9,999 Sq Ft
5 Fremont 103Winthrop, MA 02152#73579932
Apartment2 weeks
For Rent
14 photos
$3,800/mo
2 bd, 2.5 ba, 1,665 Sq Ft
1001 Shirley St 4Winthrop, MA 02152#73579967
Condominium2 weeks
For Rent
15 photos
$4,200/mo
2 bd, 2.5 ba, 1,978 Sq Ft
1001 Shirley St 2Winthrop, MA 02152#73579971
Condominium2 weeks
For Rent
16 photos
$4,550/mo
2 bd, 2.5 ba, 1,978 Sq Ft
1001 Shirley St 1Winthrop, MA 02152#73579969
Condominium2 weeks
For Rent
21 photos
$2,700/mo
3 bd, 1 ba, 900 Sq Ft
49R Siren 3Winthrop, MA 02152#73579262
Apartment2 weeks
For Rent
28 photos
$2,700/mo
3 bd, 1 ba, 1,400 Sq Ft
81 Sunnyside Av 1Winthrop, MA 02151#73577864
Apartment2 weeks
For Rent
15 photos
$3,400/mo
2 bd, 1 ba, 1,376 Sq Ft
158 Highland Ave 1Winthrop, MA 02152#73575987
Apartment3 weeks
For Rent
16 photos
$1,895/mo
1 bd, 1 ba, 500 Sq Ft
21 Siren St AWinthrop, MA 02152#73575863
Apartment3 weeks
For Rent
14 photos
$3,000/mo
3 bd, 1 ba, 1,300 Sq Ft
411 Shirley St. 2Winthrop, MA 02152#73572055
Apartment4 weeks
For Rent
18 photos
$3,100/mo
3 bd, 1 ba, 900 Sq Ft
566 Shirley St 4Winthrop, MA 02152#73570205
Apartment4 weeks
For Rent
34 photos
$3,000/mo
3 bd, 1 ba, 1,400 Sq Ft
50 Trident Ave CWinthrop, MA 02152#73570288
Condominium4 weeks

Market Overview — Winthrop, MA

Showing Winthrop, MA

Property type

ResidentialCommercial

Transaction

For SaleFor Lease

Area Average

Median over the active for-sale listings

$638,450
Median Listing Price: 38
Median Days on EXIT Realty: 1,267
Median Sq Ft: $494
Median Price per Sq Ft

Compare

Compare Winthrop, 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
Winthrop, MA	$638,450	38	1,267	$494

Market Composition

What's on the market

54%Residential73 active
33%For Lease44 active
6%Multi-Family8 active
2%Commercial Lease3 active
1%Business2 active
1%Commercial2 active
1%Land2 active

Active listings by price

$200K-$400K12% · 10
$400K-$600K29% · 24
$600K-$800K28% · 23
$800K-$1M21% · 17
Over $1M10% · 8

Median Price Trend

Sep 2025: $718,500 -33.2%Oct 2026: $480,000

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Nearby Schools

Elementary 11

William P. Gorman/Fort Banks Elementary
Winthrop, MA · 0.3 mi away
Arthur T. Cummings Elementary School
Winthrop, MA · 0.3 mi away
Beachmont Veterans Memorial School
Revere, MA · 1.0 mi away
Curtis Guild Elementary School
East Boston, MA · 1.2 mi away
Bradley Elementary School
East Boston, MA · 1.4 mi away
Revere City of
Revere, MA · 1.6 mi away
William A Berkowitz Elementary
Chelsea, MA · 2.2 mi away
Edgar F Hooks Elementary School
Chelsea, MA · 2.2 mi away
Berkowitz Elementary School
Chelsea, MA · 2.2 mi away
George F. Kelly Elementary School
Chelsea, MA · 2.2 mi away
Mary C. Burke Elementary Complex
Chelsea, MA · 2.2 mi away

Secondary 2

Winthrop High School
Winthrop, MA · 0.2 mi away
Winthrop Middle School
Winthrop, MA · 0.5 mi away

Other schools 7

Winthrop Public Schools
Winthrop, MA · 0.4 mi away
Odyssey Early Learning Academy
Winthrop, MA · 0.5 mi away
Pleasant Times Learning Center
Winthrop, MA · 0.6 mi away
Revere Public Schools
Revere, MA · 1.0 mi away
City of Revere
Revere, MA · 1.0 mi away
St Mary Star of the Sea School
East Boston, MA · 1.9 mi away
Excel Academy
East Boston, MA · 1.9 mi away

Winthrop, MA Rental Listings

Winthrop, MA Rental Listings

1 Seal Harbor 413Winthrop, MA 02152#73586348

24 Paine St 2Winthrop, MA 02152#73586178

53 Trident Ave 301Winthrop, MA 02152#73585589

441 Winthrop Street 1Winthrop, MA 02152#73582950

900 Governors Park 22Winthrop, MA 02152#73583363

26 Forrest St. 2Winthrop, MA 02152#73583340

876 Shirley St 2Winthrop, MA 02152#73583057

441 Winthrop Street 2Winthrop, MA 02152#73582756

69 Summit Ave 1Winthrop, MA 02152#73582841

90 Bellevue Ave 1Winthrop, MA 02152#73582046

26 Cutler St 2Winthrop, MA 02152#73581921

49 Siren 1Winthrop, MA 02152#73581296

68 Freemont 2Winthrop, MA 02152#73580167

5 Fremont 103Winthrop, MA 02152#73579932

1001 Shirley St 4Winthrop, MA 02152#73579967

1001 Shirley St 2Winthrop, MA 02152#73579971

1001 Shirley St 1Winthrop, MA 02152#73579969

49R Siren 3Winthrop, MA 02152#73579262

81 Sunnyside Av 1Winthrop, MA 02151#73577864

158 Highland Ave 1Winthrop, MA 02152#73575987

21 Siren St AWinthrop, MA 02152#73575863

411 Shirley St. 2Winthrop, MA 02152#73572055

566 Shirley St 4Winthrop, MA 02152#73570205

50 Trident Ave CWinthrop, MA 02152#73570288

1 Seal Harbor 413Winthrop, MA 02152#73586348

24 Paine St 2Winthrop, MA 02152#73586178

53 Trident Ave 301Winthrop, MA 02152#73585589

441 Winthrop Street 1Winthrop, MA 02152#73582950

900 Governors Park 22Winthrop, MA 02152#73583363

26 Forrest St. 2Winthrop, MA 02152#73583340

876 Shirley St 2Winthrop, MA 02152#73583057

441 Winthrop Street 2Winthrop, MA 02152#73582756

69 Summit Ave 1Winthrop, MA 02152#73582841

90 Bellevue Ave 1Winthrop, MA 02152#73582046

26 Cutler St 2Winthrop, MA 02152#73581921

49 Siren 1Winthrop, MA 02152#73581296

68 Freemont 2Winthrop, MA 02152#73580167

5 Fremont 103Winthrop, MA 02152#73579932

1001 Shirley St 4Winthrop, MA 02152#73579967

1001 Shirley St 2Winthrop, MA 02152#73579971

1001 Shirley St 1Winthrop, MA 02152#73579969

49R Siren 3Winthrop, MA 02152#73579262

81 Sunnyside Av 1Winthrop, MA 02151#73577864

158 Highland Ave 1Winthrop, MA 02152#73575987

21 Siren St AWinthrop, MA 02152#73575863

411 Shirley St. 2Winthrop, MA 02152#73572055

566 Shirley St 4Winthrop, MA 02152#73570205

50 Trident Ave CWinthrop, MA 02152#73570288

Market Overview — Winthrop, MA

Area Average

Compare

Market Composition

What's on the market

Active listings by price

Median Price Trend

Nearby Schools

Elementary 11

Secondary 2

Other schools 7