Downtown Winthrop Homes

/42
$924,900 Open Sun 11AM - 12:30PM
- 3 Beds
- 2 Baths
- 1,905 Sq Ft
12 Winthrop St, Winthrop, MA 02152

THIS INCREDIBLE AND PRIVATE LOCATION OFFERS SO MUCH NATURAL BEAUTY........Stunning Winthrop harbor views from this totally renovated 3 BR, 2 full bath seaside single with garage. Quality upgrades, Open Floor plan, crown moldings, stunning accent wall and amazing oversized windows that invite in amazing views and natural sunlight! Beautiful quartz kitchen with dual cabinet colors, Stainless

Sharon Tallent Compass

12 Winthrop St, Winthrop, MA 02152
/2
$4,250 total monthly price
- 4 Beds
- 2 Baths
- Condo for Rent
6 Edgehill Rd Unit 1, Winthrop, MA 02152

This nice 4 Bedrooms 2 Bath place in the WINTHROP area is available for 10-01-2025. Included Features are: Balcony, and Laundry in Unit.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties

6 Edgehill Rd Unit 1, Winthrop, MA 02152
/41
$867,000 Sold Jul 31, 2025
- 2,494 Sq Ft
- $348/SF
- 24 Days On Market
- 5 Beds
- 2 Baths
- Built 1920
26 Enfield Rd, Winthrop, MA 02152

Charming two-family in desirable area of Winthrop. Steps away from Ingleside Park's playground, roller hockey court and baseball field. The restaurants of Winthrop's center are close proximity as well. Great opportunity on one of the nicest streets in Winthrop.

Nicholas Martino Noddle Island Real Estate

26 Enfield Rd, Winthrop, MA 02152

/40
Est $897,739 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,548 Sq Ft
143 Revere St Unit 145, Winthrop, MA 02152

143 Revere St Unit 145, Winthrop, MA 02152

/35
$850,000
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
89-91 Sagamore Ave, Winthrop, MA 02152

Welcome to this well-maintained 2-family property located in the desirable Lower Highlands neighborhood of Winthrop by the Sea. This home is just a short stroll to the beach, shops and local dining! Perfect for homeowners seeking rental income or investors alike! The main unit features 3 bedrooms, 1 bathroom, and a bright, open, inviting living area. A finished family room and half bath on the

Christine D'Ambrosio Lantern Residential

89-91 Sagamore Ave, Winthrop, MA 02152
/13
$3,400 per month plus fees
- 3 Beds
- 2 Baths
- 1,048 Sq Ft
- Condo for Rent
76 Atlantic St Unit 1, Winthrop, MA 02152

Gorgeously renovated first floor with three spacious bedrooms, two modern baths, new stainless appliances, quartz counters, central A/C, forced hot air, and basement laundry plus private locked storage. Tons of natural light and hardwoods throughout with dedicated living and dining rooms, and plenty of closets. Kitchen features SS gas range, refrigerator, microwave, dishwasher and more. Large

Tammy Merk Lantern Residential

76 Atlantic St Unit 1, Winthrop, MA 02152
/41
$1,100,000 Sold Jul 24, 2025
- 4,223 Sq Ft
- $260/SF
- 38 Days On Market
- 5 Beds
- 3 Baths
- Built 1900
52 Washington Ave, Winthrop, MA 02152

Fantastic Owner-Occupied Multifamily Opportunity in Winthrop! This centrally located home is perfect for both investors and owner-occupants. The owner's unit spans two levels and showcases beautiful hardwood floors, original woodwork, and two full bathrooms offering both charm and functionality. The first-floor unit features a spacious kitchen, hardwood floors, and two generously sized bedrooms.

Elizabeth Ferrara Cottage Hill Real Estate

52 Washington Ave, Winthrop, MA 02152

/25
Est $486,799 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,036 Sq Ft
49 Sagamore Ave Unit 1B, Winthrop, MA 02152

49 Sagamore Ave Unit 1B, Winthrop, MA 02152

/26
$739,900 Open Sat 11AM - 12:30PM
- 3 Beds
- 2.5 Baths
- 1,973 Sq Ft
174 Winthrop St Unit 2, Winthrop, MA 02152

Step inside this beautifully reimagined residence where timeless charm meets modern comfort. This 3 bedroom, 2.5 bath home has been fully renovated with thoughtful design choices that highlight the building’s historic character while adding the conveniences of today. Original hardwood floors anchor the sun-filled interior, where a welcoming living area flows into a stylish kitchen, complemented

Leighann Eruzione Lantern Residential

174 Winthrop St Unit 2, Winthrop, MA 02152
/11
$3,275 total monthly price
- 2 Beds
- 1 Bath
- 1,300 Sq Ft
- Condo for Rent
31 Lincoln St Unit 1, Winthrop, MA 02152

2 bed and 1 bath located in Winthrop. Easy access to downtown and public transportation!

31 Lincoln St Unit 1, Winthrop, MA 02152
/19
$830,000 Sold Jul 21, 2025
- 2,000 Sq Ft
- $415/SF
- 32 Days On Market
- 3 Beds
- 2 Baths
- Built 1930
509 Pleasant St, Winthrop, MA 02152

Welcome to 509 Pleasant, where coastal charm meets modern chic. This 3 bed/2 bath cottage style home is located in the ideal spot for both beach and city lovers. It features a smart system including Nest thermostat and Ring doorbell, a newer roof, recessed lighting, two fireplaces, a walk-in closet, in-built cabinets, a fully finished basement, a bonus room ideal for a playroom or gym, and an

Hayley Buonopane Conway - Swampscott

509 Pleasant St, Winthrop, MA 02152

/7
Est $768,664 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,563 Sq Ft
16 Sagamore Ave, Winthrop, MA 02152

16 Sagamore Ave, Winthrop, MA 02152

/11
$340,000
- 2 Beds
- 1 Bath
- 772 Sq Ft
800 Governors Dr Unit 6, Winthrop, MA 02152

Located at 800 Governors Dr U:6 in the charming coastal community of Winthrop, Massachusetts, this condominium presents an inviting home, ready to move in and enjoy. This residence offers a delightful opportunity to experience comfortable living in a convenient setting. The kitchen stands as a testament to thoughtful design, featuring elegant stone countertops complemented by stylish shaker

Fiorella Marte eXp Realty

800 Governors Dr Unit 6, Winthrop, MA 02152
/11
$3,275 per month plus fees
- 2 Beds
- 1 Bath
- 1,300 Sq Ft
- Apartment for Rent
35 Lincoln St Unit 1, Winthrop, MA 02152

Fully renovated unit with all the amenities, and terrific outdoor spaces. Unit 1 of this 3 unit building has 2 bedrooms and 1 bath, and a mix modern conveniences with classic details. Single floor of living, all on the first floor. Open-concept living/kitchen, generous bedrooms with glass enclosed walk in shower and organized closets, enhanced by high ceilings, and large windows throughout. Great

Daniel Vannoni Housequarters

35 Lincoln St Unit 1, Winthrop, MA 02152
/28
$678,000 Sold Jul 14, 2025
- 1,372 Sq Ft
- $494/SF
- 12 Days On Market
- 3 Beds
- 2 Baths
- Built 1949
183 Pauline St, Winthrop, MA 02152

Welcome to 183 Pauline St. in the desirable town of Winthrop. Owned by the same family for generations, this 3 bed, 2 bath cape cod style home is in need of some updating but has much to offer. Mostly hardwood flooring throughout with picture windows in living/dining room, kitchen that leads to the deck overlooking level backyard, primary bedroom & full bath complete the first level. Second level

Jared Freni RE/MAX Andrew Realty Services

183 Pauline St, Winthrop, MA 02152

/42
Est $662,566 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,418 Sq Ft
465 Winthrop St, Winthrop, MA 02152

465 Winthrop St, Winthrop, MA 02152

/41
$750,000
- 4 Beds
- 2 Baths
- 1,870 Sq Ft
3 Buckthorn Terrace Unit 2, Winthrop, MA 02152

Back to Market due to buyer financing.....Tucked away on a quiet street, this home boasts stately features and has been meticulously renovated. From the elegant newel post to the timeless kitchen details, nothing was overlooked. During the condo conversion, preserving the home's original integrity was a priority. The first floor offers 2 bedrooms, laundry, and a full bath with marble tile floors.

Elizabeth Ferrara Cottage Hill Real Estate

3 Buckthorn Terrace Unit 2, Winthrop, MA 02152
/37
$2,500 - $3,200 total monthly price
- 1 - 2 Beds
- 2 Baths
- 524 Sq Ft
- Condo for Rent
5 Fremont St, Winthrop, MA 02152

5 Fremont St, Winthrop, MA 02152
/40
$935,000 Sold Jul 10, 2025
- 2,124 Sq Ft
- $440/SF
- 4 Days On Market
- 4 Beds
- 2 Baths
- Built 1920
96-98 Woodside Ave, Winthrop, MA 02152

Excellent investment or owner-occupant opportunity in the heart of Winthrop! This two-family home features over 2,100 sq. ft. of living space, including a first-floor unit with 6 rooms, 2 bedrooms, and 1 bath, and a second-floor unit with 7 rooms, 2 bedrooms, and 1 bath—providing a total of 13 rooms across both units. The 3rd floor, unfinished walk-up attic is already plumbed and ready for future

John Young Ledge & Young Real Estate

96-98 Woodside Ave, Winthrop, MA 02152

/17
Est $630,114 Not Listed For Sale
- 2 Beds
- 2 Baths
- 984 Sq Ft
500 Winthrop St, Winthrop, MA 02152

500 Winthrop St, Winthrop, MA 02152

/42
$870,000
- 4 Beds
- 3.5 Baths
- 2,350 Sq Ft
136 Pauline St, Winthrop, MA 02152

Beautifully renovated 4-bedroom, 3.5-bath single-family home, fully gutted and updated in 2020. This turnkey property features an open floor plan with seamless flow between the spacious living room, dining area, and modern kitchen—perfect for today’s lifestyle and entertaining. The primary suite includes a walk-in closet and private en-suite bath. A finished basement (2021) provides flexible

Anthony Carestia William Raveis R.E. & Home Services

136 Pauline St, Winthrop, MA 02152
/26
$2,900 per month plus fees
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- House for Rent
370 Main St Unit 2, Winthrop, MA 02152

Welcome to 370 Main St #2 in beautiful Winthrop, MA—a fully furnished 2-bedroom, 1-bath apartment that’s ready for immediate move-in. Just bring your bags and start living comfortably in this well-kept second-floor unit. With everything you need already in place, it’s perfect for anyone looking for a convenient, no-fuss rental. The apartment features large windows throughout, allowing for great

Antonio Ferreira Gifted Realty Group, LLC

370 Main St Unit 2, Winthrop, MA 02152
/39
$885,000 Sold Jun 26, 2025
- 2,454 Sq Ft
- $361/SF
- 5 Days On Market
- 6 Beds
- 2 Baths
- Built 1910
437 Winthrop St, Winthrop, MA 02152

Detached Two Family that is conveniently located right next to Winthrop Center. This two-family Has a ton of updates that includes, Newer Roof, Newer windows, Newer electric service, wiring and electric panels, forced air by gas(can easily add Central A/C) Newer kitchen upstairs and more. There is a level fenced-in yard with two large balconies, There are two separate storage rooms in the

Jeff Bowen eRealty Advisors, Inc.

437 Winthrop St, Winthrop, MA 02152

/30
Est $766,959 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,079 Sq Ft
157 Morton St, Winthrop, MA 02152

157 Morton St, Winthrop, MA 02152

/30
$699,900
- 3 Beds
- 1 Bath
- 1,548 Sq Ft
60 Waldemar Ave, Winthrop, MA 02152

Located in one of Winthrop's most desirable Center locations, this well maintained 7 room, 3 bedroom single says welcome home! The kitchen has been updated with granite counters and stainless steel appliances and the bayed living and dining rooms with high ceilings are elegant and very inviting. The full bath has a jetted tub and separate shower! There are beautiful wood floors throughout. Love

James Polino Compass

60 Waldemar Ave, Winthrop, MA 02152
/28
$665,000 Sold Jun 18, 2025
- 1,600 Sq Ft
- $416/SF
- 6 Days On Market
- 4 Beds
- 2 Baths
- Built 1966
128 Lincoln St, Winthrop, MA 02152

Opportunity meets potential in this bright and spacious 4BR, 2BA, custom designed split entry with 2 levels of living, available for the first time in over 50 years. Owned and cared for by one family since it was built in 1966. Now ready for the next owner. Needs some TLC. Sitting on a 6,000+ sf level corner lot, centrally located and across from Ingleside Park. Features include a two-zone gas

Carol Henriquez Coldwell Banker Realty - Cambridge

128 Lincoln St, Winthrop, MA 02152

/21
Est $807,995 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,788 Sq Ft
58 Banks St, Winthrop, MA 02152

58 Banks St, Winthrop, MA 02152

/37
$1,050,000 Open Sun 12PM - 2PM
- 4 Beds
- 2 Baths
- 2,366 Sq Ft
80 Shirley St, Winthrop, MA 02152

Gorgeous farmhouse revival!!! Coastal vibes flow through this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. Both units boast modern open floor plans. Actual high end finishes throughout for an obvious upscale vibe. Huge

Nick Burnes Red Tree Real Estate

80 Shirley St, Winthrop, MA 02152
/39
$849,000 Sold Jun 06, 2025
- 2,200 Sq Ft
- $386/SF
- 6 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1965
15 Almont St Unit 17, Winthrop, MA 02152

Welcome to this beautifully renovated 4 bedroom, 2.5 bath home with a large fenced in yard. This home offers an open-concept main living area including an updated kitchen with quartz countertops, stainless steel appliances, gas stove top, and a large island with plenty of storage. The living room offers a large picture window that brings in lots of natural light and a pretty fireplace. On the

Judy Pagano Gibson Sotheby's International Realty

15 Almont St Unit 17, Winthrop, MA 02152

/24
Est $981,375 Not Listed For Sale
- 5 Beds
- 2 Baths
- 2,413 Sq Ft
44 Fairview St, Winthrop, MA 02152

44 Fairview St, Winthrop, MA 02152

/39
$599,000 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,252 Sq Ft
80 Shirley St Unit 2, Winthrop, MA 02152

Gorgeous farmhouse revival!!! Coastal vibes flow throughout this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. The unit boasts a modern open floor plan. Actual high end finishes throughout for an obvious upscale vibe. Huge

Nick Burnes Red Tree Real Estate

80 Shirley St Unit 2, Winthrop, MA 02152
/31
$545,000 Sold Jun 04, 2025
- 999 Sq Ft
- $546/SF
- 3 Days On Market
- 1 Bed
- 1 Bath
- Built 2006
550 Pleasant St Unit 209, Winthrop, MA 02152

Experience waterfront living at the Residences at Atlantis Marina in this beautifully upgraded 1-bedroom, 1-bathroom unit. Enjoy breathtaking Marina views from your private balcony, perfect for relaxing and unwinding. The thoughtfully designed interior features stainless steel appliances, upgraded countertops, and ample storage space. Convenience is key with in-unit laundry and two dedicated

The Reference Group Reference Real Estate

550 Pleasant St Unit 209, Winthrop, MA 02152

/28
Est $600,134 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
26 Amelia Ave, Winthrop, MA 02152

26 Amelia Ave, Winthrop, MA 02152

/29
$449,900 Open Sun 12PM - 2PM
- 1 Bed
- 1 Bath
- 836 Sq Ft
80 Shirley St Unit 1, Winthrop, MA 02152

Gorgeous farmhouse revival! Coastal vibes flow throughout this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. The unit boasts a modern open floor plan. Actual high end finishes throughout for an obvious upscale vibe. Huge

Nick Burnes Red Tree Real Estate

80 Shirley St Unit 1, Winthrop, MA 02152
/41
$1,400,000 Sold May 29, 2025
- 3,000 Sq Ft
- $467/SF
- 6 Days On Market
- 6 Beds
- 5 Baths
- Built 1890
89-91 Hermon St, Winthrop, MA 02152

Welcome to 89-91 Hermon St, a beautifully renovated split-level Victorian home, completely transformed in 2023 with no expense spared. Featuring 6 bedrooms, 5 bathrooms, a fully finished basement, and plenty of parking. This home is packed with upgrades like a GAF roofing system, Anderson windows, spray foam insulation, Goodman central heat and AC, all-new electrical, and custom kitchen cabinets.

Juan Cano Broad Sound Real Estate, LLC

89-91 Hermon St, Winthrop, MA 02152

/36
Est $789,618 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,004 Sq Ft
120 Almont St, Winthrop, MA 02152

120 Almont St, Winthrop, MA 02152

/2
$1,300,000
- 5 Beds
- 2 Baths
- 2,212 Sq Ft
50-52 Wilshire St, Winthrop, MA 02152

Just Renovated – Perfect for Owner-Occupants or Investors!Welcome to 50-52 Wilshire Street, a fully updated two-family home located in the picturesque seaside community of Winthrop, Massachusetts. This property has 5 bedrooms and 2 bathrooms. Fresh from a complete renovation, this property blends modern finishes with timeless New England charm, offering unmatched flexibility for both comfortable

Bin Yan Ark Real Estate Inc.

50-52 Wilshire St, Winthrop, MA 02152
/20
$350,000 Sold May 28, 2025
- 723 Sq Ft
- $484/SF
- 3 Days On Market
- 2 Beds
- 1 Bath
- Built 1971
300 Governors Dr Unit 21, Winthrop, MA 02152

Welcome to this highly desirable top floor unit located in an exceptionally affordable complex, perfect for those seeking comfort and convenience. This charming two-bedroom, one-bathroom residence boasts an inviting open floor plan that seamlessly connects the living area to the kitchen, creating an ideal space for entertaining and daily living. The kitchen is a true highlight, featuring elegant

Mike Wetherbee Cameron Real Estate Group

300 Governors Dr Unit 21, Winthrop, MA 02152

/24
Est $491,685 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,095 Sq Ft
93 Shirley St Unit 2, Winthrop, MA 02152

93 Shirley St Unit 2, Winthrop, MA 02152

/42
$995,000 Pending
- 7 Beds
- 3 Baths
- 3,628 Sq Ft
308 Bowdoin St, Winthrop, MA 02152

Pride filled neighborhood for this substantial and very well maintained 2 family home 5/8. Both units are move in ready with beautiful, gleaming hardwood floors and high plaster ceilings. The windows are new and the roof is just 8 years old. The newer gas utilities are separate and there have been electric updates. The baths are newer and the kitchens, while not recently remodeled, are in clean,

James Polino Compass

308 Bowdoin St, Winthrop, MA 02152

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