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Properties listed in Winthrop

Residential
Active

12 Sewall Ave # 3, Winthrop MA 02152 –...

$ 474,900
Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beauti ...
1 1 742.00 ft2details
Residential

53 Trident Ave # 303, Winthrop MA 02152 &#82...

$ 399,999
Experience coastal living in this updated 2-bedroom, 1-bath condo located just steps from ...
2 1 664.00 ft2details
Residential
Active

60 Waldemar Ave., Winthrop MA 02152 – ...

$ 799,900
Located in one of Winthrop's most desirable Center locations, this well maintained 7 room, ...
3 1 1,548.00 ft2details
Residential
Active

15 Ocean Ave # 105, Winthrop MA 02152 &#8211...

$ 515,000
Charming Oceanside Townhouse Just Minutes from Downtown BostonWelcome to the Chase Schoolh ...
2 2 1,460.00 ft2details
Residential
Active

23 Trident Ave # 2, Winthrop MA 02152 &#8211...

$ 525,000
Steps to the BEACH. Minutes to BOSTON. Seconds to fall in LOVE. This isn’t just a condo - ...
3 1 1,369.00 ft2details
Residential Income

36 Forrest St, Winthrop MA 02152 – 9 b...

$ 999,000
Offers due Mon 5/19@6pm- this wonderful beachside beauty w/ over 5000sf has been cherished ...
9 3 5,178.00 ft2details
Residential
Active

110 Summit Avenue # 1, Winthrop MA 02152 &#8...

$ 499,900
Coastal charm meets timeless elegance in this spacious 3-bedroom, 2-bath first-floor condo ...
3 2 1,595.00 ft2details
Residential

81 Putnam St, Winthrop MA 02152 – 3 be...

$ 599,900
Nestled in the heart of Winthrop Center, this inviting 3 bedroom single family ranch offer ...
3 1 1,563.00 ft2details
Residential

83 Chester Avenue, Winthrop MA 02152 –...

$ 575,000
Centrally located on a corner is this 3+ bedroom single family. It's not a huge home but i ...
3 1.5 1,050.00 ft2details
Residential
Active

136 Locust Way, Winthrop MA 02152 – 3 ...

$ 679,900
Well maintained 3 bedroom Colonial just moments from the beach. Large open rooms with lots ...
3 1 1,878.00 ft2details
Residential
Active

12 Sewall Ave # 2, Winthrop MA 02152 –...

$ 554,900
THIS LISTING HAS A VIRTUAL TOUR !!! Exceptional Opportunity in Winthrop's Premier Location ...
2 2 825.00 ft2details
Residential
Active

10 Somerset # 401, Winthrop MA 02152 –...

$ 555,000
The Somerset – Winthrop Center’s Premier Boutique Condo Living by the Sea! This thoughtful ...
1 1 684.00 ft2details
Residential
Active Under Contract

10 Ocean Ave, Winthrop MA 02152 – 3 be...

$ 690,000
Welcome to your seaside retreat in the heart of Winthrop by the Sea! This beautifully main ...
3 2 1,589.00 ft2details
Residential
Active

75 Sewall Ave, Winthrop MA 02152 – 3 b...

$ 825,000
Discover this vintage 1970s-style gem just a block from the ocean, perfectly situated in o ...
3 2.5 2,112.00 ft2details
Residential
Active

10 Somerset # 405, Winthrop MA 02152 –...

$ 551,633
Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 2 ...
1 1 683.00 ft2details
Residential

831 Shirley Street, Winthrop MA 02152 &#8211...

$ 699,900
Seaside living at its finest...welcome to your dream coastal retreat! This charming 2 bedr ...
2 2 1,738.00 ft2details
Residential
Active

88 Grand View Ave, Winthrop MA 02152 –...

$ 665,000
Welcome to the beach! Enjoy breathtaking sunset views over the city your nightly show from ...
2 1 1,262.00 ft2details
Residential
Active

212 Winthrop Shore Drive # 1, Winthrop MA 02...

$ 599,900
Imagine waking up to the soothing sound of waves and sipping your morning coffee as the oc ...
3 2 1,290.00 ft2details
Residential
Active

226 Court Rd # 226, Winthrop MA 02152 &#8211...

$ 699,000
Rare find in the desirable Maze Area! Renovated in 2020 this 2nd-floor condo with private ...
4 2 1,986.00 ft2details
Residential
Active

35 Somerset # 5A, Winthrop MA 02152 – ...

$ 599,000
Welcome to 35 Somerset #5 in Winthrop! This stylish 2-bed 2-bath condo offers 969 square f ...
2 2 969.00 ft2details
Residential

12 Sewall Ave # 1, Winthrop MA 02152 –...

$ 559,900
Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beauti ...
2 2 896.00 ft2details
Residential Income
Active

64 Moore St, Winthrop MA 02152 – 4 bed...

$ 799,000
Experience the charm of seaside living at 64 Moore Street, a classic 3-family home just st ...
4 3 1,777.00 ft2details
Residential
Active

148 Winthrop Shore Dr # 4, Winthrop MA 02152...

$ 729,000
Experience the ultimate home getaway in this beautifully renovated 2 bed, 2 bath condo wit ...
2 2 1,165.00 ft2details
Residential

4-6 Palmyra Street # 2, Winthrop MA 02152 &#...

$ 669,900
Fall in love with this stunning 3-bed, 2-bath multi-level condo! The main level boasts an ...
3 2 1,679.00 ft2details
Residential
Canceled

10 Somerset # 206, Winthrop MA 02152 –...

$ 639,815
Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 2 ...
2 1.5 985.00 ft2details
Residential

10 Somerset # 211, Winthrop MA 02152 –...

$ 500,000
Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 2 ...
1 1 633.00 ft2details
Residential
Active Under Contract

175 Pleasant St, Winthrop MA 02152 – 4...

$ 949,000
Step into timeless charm with this stately 1896 Colonial Revival nestled on a corner lot. ...
4 3 4,101.00 ft2details
Residential
Active

43 Loring Rd, Winthrop MA 02152 – 3 be...

$ 949,000
Welcome to this spacious center-entrance home in the highly desirable Maze neighborhood of ...
3 1.5 1,900.00 ft2details
Residential

10 Somerset # 303, Winthrop MA 02152 –...

$ 381,000
Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 2 ...
1 1 500.00 ft2details
Residential

896B Shirley Street, Winthrop MA 02152 &#821...

$ 1,250,000
This stunning 5-bed, 3-bath waterfront home offers breathtaking sunrises over the ocean an ...
5 3 2,430.00 ft2details
Residential Income

52 Washington Ave, Winthrop MA 02152 –...

$ 1,075,000
Fantastic Owner-Occupied Multifamily Opportunity in Winthrop! This centrally located home ...
5 3 4,223.00 ft2details
Residential
Active Under Contract

77 Otis St, Winthrop MA 02152 – 4 bed ...

$ 814,500
Welcome to coastal living on Point Shirley. This beautifully renovated 4BD, 2BA home invit ...
4 2 1,769.00 ft2details
Residential

300 Governors Dr # 9, Winthrop MA 02152 &#82...

$ 349,900
Welcome to this lovely Condo, located in an exceptionally affordable complex! This corner ...
2 1 723.00 ft2details
Residential
Active

1079 Shirley St, Winthrop MA 02152 – 4...

$ 745,000
Coastal Living with Stunning Ocean Views! Welcome to 1079 Shirley St in the heart of Point ...
4 2 1,660.00 ft2details
Residential

106 Grand View Avenue, Winthrop MA 02152 &#8...

$ 675,000
Say "HELLO" to your own slice of coastal paradise at 106 Grand View Avenue. This charming ...
2 1 1,586.00 ft2details
Residential
Active

80 Shirley Street # 1, Winthrop MA 02152 &#8...

$ 449,900
Coastal vibes flow throughout this stunning brand new renovation. Best of both worlds with ...
1 1 836.00 ft2details
Residential Income
Active

328-330 Revere Street, Winthrop MA 02152 &#8...

$ 1,170,000
This property is what the competition see as a "Triple Threat" *TURN KEY *LOCATION & * ...
5 2 2,151.00 ft2details
Residential

3 Seal Harbor, Winthrop MA 02152 – 2 b...

$ 929,000
Beautifully renovated! Discover Seal Harbor. Situated at the ocean's edge in Winthrop, the ...
2 2.5 1,777.00 ft2details
Residential Income

68-70 Floyd Street, Winthrop MA 02152 &#8211...

$ 999,900
AMAZING PICTURE POST CARD SETTING FOR THIS BEAUTIFUL HOME IN WINTHROP'S HIGHLANDS LOCATION ...
4 3.5 3,432.00 ft2details
Residential
Active

600 Shirley Street # 3, Winthrop MA 02152 &#...

$ 549,900
“The Cove at 600” was converted in 2022 and is located on the site of the historic Crystal ...
2 2 773.00 ft2details
Residential
Active

208 Grand View Ave # 208, Winthrop MA 02152 ...

$ 419,900
Location Location Location-this 2 bedroom condo with oceanfront views of the Boston skylin ...
2 1 836.00 ft2details
Residential
Active

105 Circuit Road, Winthrop MA 02152 – ...

$ 849,900
PRICE ADJUSTMENT! Priced to SELL! A traditional Whittemore style home in Winthrop's highly ...
5 2.5 2,065.00 ft2details
Residential
Active

5 Pearl Ave # 2, Winthrop MA 02152 – 2...

$ 475,000
Enjoy coastal living just one block from the ocean in this beautifully updated 2-bedroom, ...
2 1 812.00 ft2details
Residential Income
Active

1077-1079 Shirley St, Winthrop MA 02152 &#82...

$ 1,150,000
Welcome to 1077-1079 Shirley St, a rare multi-family opportunity in Winthrop’s coveted Poi ...
6 3 2,400.00 ft2details
Residential
Active

121 Circuit Rd, Winthrop MA 02152 – 5 ...

$ 1,200,000
Experience elevated coastal living in this exquisitely renovated 5-bed, 2 full-bath, 2 hal ...
5 3 3,100.00 ft2details
Residential Income
Active

80 Shirley St, Winthrop MA 02152 – 4 b...

$ 1,100,000
Coastal vibes flow through this stunning brand new renovation. Best of both worlds with pr ...
4 2 2,366.00 ft2details
Residential
Active

10 Somerset # 201, Winthrop MA 02152 –...

$ 663,609
The Somerset – Winthrop Center’s Premier Boutique Condo Living by the Sea! This thoughtful ...
2 2 1,036.00 ft2details
Residential
Active

600 Shirley St # 1, Winthrop MA 02152 &#8211...

$ 415,000
WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium developm ...
1 2 604.00 ft2details
Residential
Withdrawn

23 Trident Avenue Unit 3, Winthrop MA 02152 ...

$ 535,000
OCEAN VIEWS or CITY ACCESS? Why not have both?This isn’t just a condo - it’s a whole new p ...
3 1 1,353.00 ft2details
Residential
Active

35 Somerset Ave # 6, Winthrop MA 02152 &#821...

$ 560,000
Welcome to 35 Somerset Ave, Unit #6 (Pent House), nestled in the heart of Winthrop! This s ...
2 2 823.00 ft2details
Residential

877 Shirley St, Winthrop MA 02152 – 2 ...

$ 680,000
This updated 1938 bungalow offers the ultimate Winthrop waterfront experience with direct ...
2 2 1,206.00 ft2details
Residential
Active

265 Washington Ave # 2A, Winthrop MA 02152 &...

$ 289,500
Looking for the perfect balance of city convenience and suburban tranquility? This newly r ...
1 1 400.00 ft2details
Residential
Active

19 Banks St, Winthrop MA 02152 – 3 bed...

$ 749,900
Do you ever step into a home and feel an instant calm—as if it’s been waiting just for you ...
3 1 1,269.00 ft2details
Residential
Active

1077 Shirley St, Winthrop MA 02152 – 2...

$ 420,000
Cozy Beachside Bungalow in Point ShirleyWelcome to your seaside escape! Nestled in the hea ...
2 1 540.00 ft2details
Residential Income

437 Winthrop St, Winthrop MA 02152 – 6...

$ 899,000
Detached Two Family that is conveniently located right next to Winthrop Center. This two-f ...
6 2 2,454.00 ft2details
Residential
Active

80 Shirley Street # 2, Winthrop MA 02152 &#8...

$ 649,900
Coastal vibes flow throughout this stunning brand new renovation. Best of both worlds with ...
3 2 1,252.00 ft2details
Residential
Active

57 Cutler St, Winthrop MA 02152 – 3 be...

$ 805,000
Have you heard the waves crashing from 57 Cutler Street? Sitting just one home back from t ...
3 2 1,750.00 ft2details
Residential
Active

46 Wave Way, Winthrop MA 02152 – 3 bed...

$ 899,000
Welcome to Winthrop by the Sea! Located off of Winthrop Beach, 46 Wave Way awaits you. Pul ...
3 1.5 2,064.00 ft2details
Residential
Withdrawn

23 Trident Avenue Unit 2, Winthrop MA 02152 ...

$ 520,000
Steps to the BEACH. Minutes to BOSTON. Seconds to fall in LOVE. This isn’t just a condo - ...
3 1 1,369.00 ft2details
Residential
Active

993 Shirley St, Winthrop MA 02152 – 5 ...

$ 839,000
Located near Yirrell Beach, this updated single-family home is ready for its next chapter. ...
5 3 2,184.00 ft2details
Residential
Active

138 Grandview Avenue, Winthrop MA 02152 &#82...

$ 779,000
Experience the thrill and excitement of oceanfront living in this move-in ready seaside si ...
3 1.5 1,792.00 ft2details
Residential

66 Plummer Ave # 2, Winthrop MA 02152 &#8211...

$ 500,000
Welcome to 66 Plummer Ave, a well-appointed 3-bedroom, 1-bath condo that offers the perfec ...
3 1 1,120.00 ft2details
Residential
Active

50 Triton Ave, Winthrop MA 02152 – 2 b...

$ 649,000
Updated 2 bedroom, 2 bathroom bungalow located in the picturesque Point Shirley neighborho ...
2 2 1,361.00 ft2details
Residential
Active

35 Somerset Ave # 2, Winthrop MA 02152 &#821...

$ 559,000
Welcome to 35 Somerset in the heart of Winthrop French square! This sun drenched unit offe ...
2 2 823.00 ft2details
Residential

300 Governor Drive # 21, Winthrop MA 02152 &...

$ 349,999
Welcome to this highly desirable top floor unit located in an exceptionally affordable com ...
2 1 723.00 ft2details
Residential

30 Crystal Cove Ave # 2, Winthrop MA 02152 &...

$ 524,900
Nestled in Winthrop’s sought-after Crystal Cove neighborhood, this beautifully maintained ...
2 2 1,219.00 ft2details
Residential Income
Active

200 Woodside Ave, Winthrop MA 02152 – ...

$ 925,000
Incredible opportunity to own a well-maintained 2-family home perfectly suited for investo ...
4 2 2,532.00 ft2details
Residential
Active Under Contract

15 Williams St, Winthrop MA 02152 – 3 ...

$ 750,000
This picture perfect Dutch Colonial features many classic elements without sacrificing mod ...
3 2 1,887.00 ft2details
Residential
Withdrawn

68-70 Floyd Street, Winthrop MA 02152 &#8211...

$ 999,900
AMAZING PICTURE POST CARD SETTING FOR THIS BEAUTIFUL HOME IN WINTHROP'S HIGHLANDS LOCATION ...
4 3.5 3,432.00 ft2details
Residential
Active Under Contract

81 Lowell Road, Winthrop MA 02152 – 3 ...

$ 875,000
Charming seaside living awaits at 81 Lowell Road in Winthrop- this neighborhood is a hidde ...
3 2 1,998.00 ft2details
Residential Income

89-91 Hermon St, Winthrop MA 02152 – 6...

$ 1,399,000
Welcome to 89-91 Hermon St, a beautifully renovated split-level Victorian home, completely ...
6 5 3,000.00 ft2details
Residential

115 Almont St, Winthrop MA 02152 – 5 b...

$ 995,500
115 Almont, where coastal vibes meet versatile living areas to offer something for everyon ...
5 3 3,272.00 ft2details
Residential Income
Active

175 Somerset Ave, Winthrop MA 02152 – ...

$ 899,900
Large two-family home in a highly sought after area in Winthrop on a large lot of land (75 ...
5 2 3,970.00 ft2details
Residential

9 Albert Avenue, Winthrop MA 02152 – 3...

$ 685,000
Rest, Relax & Consider Yourself HOME at 9 ALBERT AVENUE. This lovely three bedroom, 2. ...
3 2.5 1,500.00 ft2details
Residential
Active

600 Shirley St # 16, Winthrop MA 02152 &#821...

$ 525,000
Always wanted to live across from the beach? This might be the place for you! Enjoy breath ...
2 2 865.00 ft2details
Residential
Active

162 Shirley, Winthrop MA 02152 – 3 bed...

$ 699,000
Don’t miss this rare opportunity to own a well-priced single-family home in the heart of W ...
3 2 1,413.00 ft2details
Residential Income
Active

56 Main Street, Winthrop MA 02152 – 4 ...

$ 799,900
OPPORTUNITY KNOCKS.......Two family with large yard located right on the bus line with a v ...
4 2 2,103.00 ft2details
Residential Income

158 Highland Ave, Winthrop MA 02152 – ...

$ 1,399,995
BOM due to buyer financing!! Last price drop! Don't miss it!! A Rare opportunity! Well mai ...
6 3 4,102.00 ft2details
Residential

47 Dolphin Ave # 1, Winthrop MA 02152 &#8211...

$ 459,000
Just in time for summer! Charming 1st floor condo is located just steps from the beach and ...
2 1 1,092.00 ft2details
Residential
Active

10 Somerset # 405, Winthrop MA 02152 –...

$ 551,633
The Somerset – Winthrop Center’s Premier Boutique Condo Living by the Sea! This thoughtful ...
1 1 683.00 ft2details
Residential
Withdrawn

89 Hermon St # 89, Winthrop MA 02152 –...

$ 675,000
89 Hermon St,This 3 bed 2 bath condo was completely redone in 2023 with no expense spared. ...
3 3 1,500.00 ft2details
Residential
Active Under Contract

27 Crystal Cove Avenue, Winthrop MA 02152 &#...

$ 830,000
Nestled in the heart of Winthrop Head, this 4bed, 2bath Colonial blends timeless charm wit ...
4 2 2,412.00 ft2details
Residential Income

86-88 Sargent St, Winthrop MA 02152 – ...

$ 990,000
Come look at this duplex 2-unit home in a prime location. The property is a great opportun ...
5 2.5 2,946.00 ft2details
Residential
Active

3 Buckthorn # 2, Winthrop MA 02152 – 4...

$ 799,000
Tucked away on a quiet street, this home boasts stately features and has been meticulously ...
4 2 1,870.00 ft2details
Residential Income

86 Chester Ave, Winthrop MA 02152 – 6 ...

$ 1,099,000
Experience a complete transformation in this meticulously renovated 2-family home. Perched ...
6 2.5 2,692.00 ft2details
Residential
Active

509 Pleasant Street, Winthrop MA 02152 &#821...

$ 829,999
Welcome to 509 Pleasant, where coastal charm meets modern chic. This 3 bed/2 bath cottage ...
3 2 2,000.00 ft2details
Residential
Active

94 Circuit Rd, Winthrop MA 02152 – 3 b...

$ 899,000
Step inside this farmhouse-style gem and feel right at home. The first floor offers a spac ...
3 2 1,831.00 ft2details
Residential

267 Washington Ave. # 5, Winthrop MA 02152 &...

$ 285,000
GREAT INVESTMENT OPPORTUNITY OR OWNER OCCUPY......Why rent when this 2 bedroom updated uni ...
2 1 610.00 ft2details
Residential
Active

3 Seal Harbor Road # 744, Winthrop MA 02152 ...

$ 795,500
AN OCEANFRONT OASIS. 2BR/2BA + 2 GARAGE SPACES! Open living and dining area with triple-wi ...
2 2 1,302.00 ft2details
Residential
Active

203 Winthrop Shore Drive # 6, Winthrop MA 02...

$ 349,000
OCEANFRONT LIVING minutes from Boston! Classic building with wraparound porches across fro ...
1 1 725.00 ft2details
Residential Income

170 Cottage Park Rd, Winthrop MA 02152 &#821...

$ 989,000
A rare opportunity with a 2 family home on one of the best streets in Winthrop! One block ...
7 4 3,800.00 ft2details
Residential

91 Hermon St # 91, Winthrop MA 02152 –...

$ 724,999
91 Hermon St,This 3 bed 3 bath condo was completely redone in 2023 with no expense spared. ...
3 3 2,000.00 ft2details
Residential

3 Seal Harbor # 242, Winthrop MA 02152 &#821...

$ 668,000
Newly renovated (2022) 2-bedroom, 2-bath ocean view condo in the desirable 3 Seal Harbor c ...
2 2 1,302.00 ft2details
Residential
Active

247 Washington Ave # 9, Winthrop MA 02152 &#...

$ 520,000
Beautiful corner end-unit condominium in the desirable Nautilus Building offering panorami ...
2 2 1,116.00 ft2details
Residential

167 Winthrop Shore Dr # 2, Winthrop MA 02152...

$ 699,999
Enjoy breathtaking ocean views and sunrises in this spacious 4-bedroom condo, situated alo ...
4 1.5 2,159.00 ft2details
Residential

55 Nahant Ave, Winthrop MA 02152 – 2 b...

$ 699,000
RARE WATERFRONT PROPERTY, located in WInthrop Highlands! This 2-level 2 bedroom can be use ...
2 1.5 1,740.00 ft2details
Residential
Active

10 Somerset # 403, Winthrop MA 02152 –...

$ 383,000
The Somerset – Winthrop Center’s Premier Boutique Condo Living by the Sea! This thoughtful ...
1 1 475.00 ft2details
Residential

42 Triton Avenue, Winthrop MA 02152 – ...

$ 899,900
Proudly maintained in Winthrop by the Sea! Every detail is designed for comfort & conv ...
4 3 2,468.00 ft2details
Residential Income
Active

5 Waveway Ave, Winthrop MA 02152 – 6 b...

$ 1,700,000
Situated just steps from the sand, 5 Waveway presents a rare opportunity to own a fully oc ...
6 6 4,122.00 ft2details
Residential
Active

143 Morton St, Winthrop MA 02152 – 4 b...

$ 825,000
Welcome to this spacious single-family home in Winthrop! Step into a large living room tha ...
4 2.5 2,447.00 ft2details
Listings
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