$1,299,000
- 5 Beds
- 2 Baths
- 3,754 Sq Ft
264 Court Rd, Winthrop, MA 02152
Elizabeth Ferrara Cottage Hill Real Estate
$1,299,000
264 Court Rd, Winthrop, MA 02152
Elizabeth Ferrara Cottage Hill Real Estate
$5,500 Per Month
97 Court Rd Unit 2, Winthrop, MA 02152
Rare opportunity to rent a spacious ocean-view penthouse in Winthrop offering 5 bedrooms and 2 full baths across approx. 2,500 sq ft on the 2nd and 3rd floors. The 3rd floor features three large sun-filled bedrooms with beautiful water views and a full bath, while the 2nd floor includes two additional bedrooms and a newly renovated full bath—ideal for flexible family living, guest space, or home
Scarlett Tamburro Gibson Sotheby's International Realty
$620,000 Sold May 19, 2025
240 Bowdoin St, Winthrop, MA 02152
Last Sold Summary
Current Estimated Value $635,178
Last Listing Agent Jenny Golic Lantern Residential
240 Bowdoin St, Winthrop, MA 02152Not Listed For Sale
158 Shirley St Unit 1, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent Leighann Eruzione Lantern Residential
$515,000
26 Forrest St Unit 1, Winthrop, MA 02152
Clara Arroyave eXp Realty
$2,300 - $2,400
Total Monthly Price
220 Winthrop St, Winthrop, MA 02152
Live in one of Winthrop’s most iconic landmark buildings at 220 Winthrop Street, known locally as The Wadsworth Building. Originally a cornerstone of Winthrop Center’s commercial life, this historic structure has been thoughtfully updated to offer distinctive residential apartments above neighborhood retail, blending classic New England character with modern interior finishes.The building
$450,000 Sold Apr 23, 2026
86 Undine Ave, Winthrop, MA 02152
Last Sold Summary
Current Estimated Value $480,309
Last Listing Agent Reserve Team Reference Real Estate
86 Undine Ave, Winthrop, MA 02152Not Listed For Sale
235 Winthrop Shore Dr, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate
$1,300,000
24 Fairview St, Winthrop, MA 02152
Mary Ann Cash Charlesgate Realty Group, llc
$2,500 Per Month
16-18 Seafoam Ave Unit 2, Winthrop, MA 02152
This charming two-bedroom rental offers the perfect blend of comfort and convenience. Featuring a spacious bonus room that can easily serve as a walk-in closet or a home office, this home is designed to suit your lifestyle. Enjoy ocean views from your private balcony, ideal to enjoy your morning cup of coffee. The property boasts new windows and flooring throughout, providing a fresh feel.
Alla Rossi Coldwell Banker Realty - Boston
$715,000 Sold Dec 30, 2025
19 Pleasant Park Rd, Winthrop, MA 02152
Last Sold Summary
Current Estimated Value $701,841
Last Listing Agent Laura Cohron Fiv Realty Co.
19 Pleasant Park Rd, Winthrop, MA 02152Est $805,006 Not Listed For Sale
187 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent The Reference Group Reference Real Estate
$1,450,000
100 Sargent St, Winthrop, MA 02152
Elizabeth Ferrara Cottage Hill Real Estate
$2,750
Total Monthly Price
92 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
$715,000 Sold Jan 27, 2026
174 Winthrop St Unit 2, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent Leighann Eruzione Lantern Residential
174 Winthrop St Unit 2, Winthrop, MA 02152Est $481,402 Not Listed For Sale
62 Park Ave Unit 1, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent Jaime Venezia Real Estate Pros Inc.
$549,900 Pending
35 Nevada St Unit 2, Winthrop, MA 02152
Maryellen Russo The Aland Realty Group LLC
$2,400 Per Month
1 Pond St Unit 8K, Winthrop, MA 02152
**AVAILABLE NOW** This is a spacious 1 bedroom/ 1 bath apartment overlooking the beautifully kept grounds of Fort Heath! You will never get tired of your beautiful view from your 8th floor balcony. It is recently remodeled with new laminate flooring throughout as well as new countertops in the kitchen. The unit includes a gas stove, dishwasher and refrigerator. It boasts new kitchen cabinets and
James Polino Compass
$605,000 Sold Apr 30, 2026
36 Sargent St, Winthrop, MA 02152
Last Sold Summary
Current Estimated Value $774,927
Last Listing Agent Leighann Eruzione Lantern Residential
36 Sargent St, Winthrop, MA 02152Est $460,434 Not Listed For Sale
148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent Robert Bennett Dream Seekers Realty, LLC
$665,000
51 Harbor View Ave Unit 3, Winthrop, MA 02152
Susan Doig Donnelly + Co.
$3,300
Total Monthly Price
66 Sagamore Ave Unit 2, Winthrop, MA 02152
3 Bedrooms2 BathroomsUtilities: Tenant pays gas, Electric and Oil heat.Laundry: In unit.Parking: 1 off-street included.Pets: No pets.Level: 2nd and 3rd FloorsAvailability: April or MayMove in Costs: Security Deposit and First Month's rent.
$1,120,000 Sold Jun 27, 2025
36 Forrest St, Winthrop, MA 02152
Last Sold Summary
Current Estimated Value $1,147,787
Last Listing Agent Susan Collins Coldwell Banker Realty - Boston
36 Forrest St, Winthrop, MA 02152Est $652,579 Not Listed For Sale
142 Pleasant St Unit 6, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent The Reference Group Reference Real Estate
$1,100,000
21 Sewall Ave, Winthrop, MA 02152
Jodi DiLorenzo Century 21 North East
$2,050 Per Month
20 Coral Ave Unit 7, Winthrop, MA 02152
Looking for a space that fits your fast-paced work life and your need to unplug by the ocean? This updated one-bedroom unit in Winthrop strikes that perfect balance. Tucked just one block from Winthrop Shore Drive beach, this apartment offers more than just a place to live—it gives you a lifestyle. Wake up, grab your morning coffee, take a yoga/fitness class and hop on public bus transportation
Joanne Vanbuskirk Charlesgate Realty Group, llc
$975,000 Sold Sep 30, 2025
175 Somerset Ave, Winthrop, MA 02152
Last Sold Summary
Current Estimated Value $1,003,212
Last Listing Agent Justin Martino Noddle Island Real Estate
175 Somerset Ave, Winthrop, MA 02152Est $577,252 Not Listed For Sale
46 Jefferson St Unit 1, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent Nicole Bettano Lantern Residential
$980,000
23 Sagamore Ave, Winthrop, MA 02152
Sharon Tallent Compass
$2,700
Total Monthly Price
26 Forrest St Unit 2, Winthrop, MA 02152
Steps from Winthrop Beach, this spacious 2-bedroom condo is the perfect location with easy access to Boston.Suitable for two people, you will love living here.Includes a tandem parking spot, in-unit washer and dryer, and basement storage space.Lease term is flexible - anywhere between 6-12 months. Please message me any questions!The blue line is a 10 min drive away,
$415,000 Sold Dec 23, 2025
900 Shirley St, Winthrop, MA 02152
Last Sold Summary
Current Estimated Value $426,117
Last Listing Agent Sharon Tallent Compass
900 Shirley St, Winthrop, MA 02152Est $928,978 Not Listed For Sale
211 Cliff Ave Unit 2, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent Mike Hayes Century 21 North East
$979,000
43 Loring Rd, Winthrop, MA 02152
Jason Saphire www.HomeZu.com
$2,800 Per Month
800 Governors Dr Unit 7, Winthrop, MA 02152
Welcome to comfortable coastal living at Governors Park — a desirable condominium community in Winthrop, located just across from Boston Harbor with convenient access to the city and local amenities. This rental feature: 2 Spacious bedrooms condo, ample living room, recently renovated modern kitchen with stainless steel appliances, fresh hardwood flooring throughout. Private balcony perfect for
Claudia Nunez Tremont Realty Group, LLC
$788,000 Sold Aug 14, 2025
64 Moore St, Winthrop, MA 02152
Last Sold Summary
Current Estimated Value $777,378
Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team
64 Moore St, Winthrop, MA 02152Est $389,929 Not Listed For Sale
308 Shirley St Unit 2, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent Maria Mainini JDS Realty Group
$499,900
1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
James Lonergan Lonergan Real Estate
$2,995
Total Monthly Price
181 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
Stunning views ocean views. 2 Bedroom, 1 Bath apartment with washer dryer in unit. Street parking. Email for showing today.
$459,000 Sold Jul 24, 2025
47 Dolphin Ave Unit 1, Winthrop, MA 02152
Last Sold Summary
Current Estimated Value $454,601
Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate
47 Dolphin Ave Unit 1, Winthrop, MA 02152Est $627,284 Not Listed For Sale
30 Underhill St Unit 1, Winthrop, MA 02152
Last Sold Summary
Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate
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