Winthrop, MA Homes

/14
$1,200,000 Open Sat 12PM - 1:30PM
- 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
/17
$3,100 total monthly price
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- Apartment for Rent
8 Seafoam Ave Unit 1, Winthrop, MA 02152

This updated 1,200 sq. ft. first-floor apartment blends space and style just steps from Winthrop Beach. Inside, three roomy bedrooms complement an airy layout with newly painted walls and gleaming hardwood floors. The kitchen shines with brand-new granite countertops and stainless-steel appliances—including refrigerator, stove, and dishwasher—while an in-unit washer and dryer add everyday ease.

Sebastian Taborda Broad Sound Real Estate, LLC

8 Seafoam Ave Unit 1, Winthrop, MA 02152
/28
$525,636 Sold Aug 15, 2025
- 1,120 Sq Ft
- $469/SF
- 5 Days On Market
- 3 Beds
- 1 Bath
- Built 1904
66 Plummer Ave Unit 2, Winthrop, MA 02152

Welcome to 66 Plummer Ave, a well-appointed 3-bedroom, 1-bath condo that offers the perfect blend of comfort, space, and convenience. This sun-filled home features beautiful hardwood floors and a spacious layout with a separate living room, dining room, and kitchen—ideal for both daily living and entertaining. Enjoy your morning coffee or unwind in the evening on either of the two private decks.

The Reference Group Reference Real Estate

66 Plummer Ave Unit 2, Winthrop, MA 02152

/28
Est $582,776 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
26 Amelia Ave, Winthrop, MA 02152

26 Amelia Ave, Winthrop, MA 02152

/42
$867,000
- 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
/22
$2,750 total monthly price
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Apartment for Rent
573 Shirley St Unit 1, Winthrop, MA 02152

Welcome to OCEAN FRONT LIVING with BOSTON SKYLINE VIEWS ! Sit back and watch the boats go by from the Yacht club near by and enjoy the ocean breeze. This NEWLEY RENOVATED 2 bedroom ocean front apartment boats a modern Nautical feel with the comfort of home . Harwood floors through out , modern updated tiled bath, great size bedrooms, large upgraded kitchen with quartz counter tops, plenty of

Kevin Ferrara Cottage Hill Real Estate

573 Shirley St Unit 1, Winthrop, MA 02152
/38
$1,060,000 Sold Aug 15, 2025
- 2,692 Sq Ft
- $394/SF
- 36 Days On Market
- 6 Beds
- 2.5 Baths
- Built 1900
86 Chester Ave, Winthrop, MA 02152

Experience a complete transformation in this meticulously renovated 2-family home. Perched on a prized corner lot, this residence has undergone extensive updates, including new flooring, walls, electrical, kitchen, plumbing, and a newer roof. The result is a modern, move-in-ready space. Enjoy breathtaking, unobstructed views of Winthrop's verdant Golf Course from all three levels. This oversized

Kyle MacNichol Redfin Corp.

86 Chester Ave, Winthrop, MA 02152

/29
Est $776,016 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,501 Sq Ft
239 Winthrop Shore Dr, Winthrop, MA 02152

239 Winthrop Shore Dr, Winthrop, MA 02152

/40
$829,999
- 4 Beds
- 2 Baths
- 2,000 Sq Ft
876 Shirley St Unit 1, Winthrop, MA 02152

Direct Beach Front Living. Feel like you're on vacation every day! This spacious 2 level, 7 room, 4 bed, 2 bath condo is located Directly on Yirrell Beach. The sand in your own back yard. Ocean breeze and sounds of the waves crashing onto the shore, are sure to relax you after a long day. Every day the view is different. Featuring beautiful cherry hard wood floors, Family room, Formal dining

Jim Iannuzzi Amo Realty - Boston City Properties

876 Shirley St Unit 1, Winthrop, MA 02152
/32
$3,800 total monthly price
- 3 Beds
- 4 Baths
- 1,179 Sq Ft
- Apartment for Rent
374 Shirley St Unit 2, Winthrop, MA 02152

Sparkling new renovated apartment in a perfect location!!! Walking distance to all Winthrop has to offer, including many delicious dining options. 3 bedroom, 2 bath apartment with en suite bathroom connected to the master bedroom. Huge, bright, and functional kitchen with room for a dining table. Washer and Dryer in unit. Large balcony overlooking the pristine landscaping. Parking for one car in

Anne Genovese Legacy Realty Advisors LLC

374 Shirley St Unit 2, Winthrop, MA 02152
/31
$492,500 Sold Aug 14, 2025
- 1,595 Sq Ft
- $309/SF
- 10 Days On Market
- 3 Beds
- 2 Baths
- Built 1916
110 Summit Ave Unit 1, Winthrop, MA 02152

Coastal charm meets timeless elegance in this spacious 3-bedroom, 2-bath first-floor condo just moments from Winthrop’s stunning shoreline. Nestled within a beautifully maintained Victorian, this one-of-a-kind home blends historic character with everyday convenience. From the moment you enter, you’ll appreciate the soaring ceilings, intricate dental crown molding, sunlit bay windows, and

Alison ludwig Keller Williams Realty-Merrimack

110 Summit Ave Unit 1, Winthrop, MA 02152

/30
Est $369,678 Not Listed For Sale
- 2 Beds
- 1 Bath
- 736 Sq Ft
222 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

222 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

/42
$1,170,000
- 5 Beds
- 2 Baths
- 2,151 Sq Ft
328-330 Revere St, Winthrop, MA 02152

This property is what the competition see as a "Triple Threat" *TURN KEY *LOCATION & *BIG LOT OF LAND! The first floor's Craftsman style details have had restoration, preserving the stain glass windows, hardwood floors, working wood fireplace, beamed ceilings & built-ins to really embody the character of days gone by. A gas stove with hood vent, & sliders to a deck off the kitchen, makes this

Debra Messana LAER Realty Partners

328-330 Revere St, Winthrop, MA 02152
/13
$3,400 total monthly price
- 3 Beds
- 2 Baths
- 1,048 Sq Ft
- Condo for Rent
76 Atlantic St Unit 1, Winthrop, MA 02152

Gorgeously renovated first floor three bed, 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. Kitchen features SS gas range, refrigerator, microwave, dishwasher and more. Large private/locked basement storage and the

Tammy Merk Lantern Residential

76 Atlantic St Unit 1, Winthrop, MA 02152
/13
$788,000 Sold Aug 14, 2025
- 1,777 Sq Ft
- $443/SF
- 52 Days On Market
- 4 Beds
- 3 Baths
- Built 1900
64 Moore St, Winthrop, MA 02152

Experience the charm of seaside living at 64 Moore Street, a classic 3-family home just steps from Winthrop Beach. The property features two 1-bedroom units and one 2-bedroom unit, all filled with natural light and offering cozy, efficient layouts. Ideal for owner-occupants looking to live near the ocean while generating rental income, or for investors seeking a solid asset in a high-demand

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

64 Moore St, Winthrop, MA 02152

/39
Est $700,270 Not Listed For Sale
- 2 Beds
- 2 Baths
- 2,224 Sq Ft
41 Hawthorn Ave, Winthrop, MA 02152

41 Hawthorn Ave, Winthrop, MA 02152

/35
$625,000
- 2 Beds
- 1 Bath
- 1,262 Sq Ft
88 Grand View Ave, Winthrop, MA 02152

Welcome to the beach! Enjoy breathtaking sunset views over the city your nightly show from home. This charming property is a perfect condo alternative offering rare first-floor living. The open layout features a brand-new kitchen with polished quartz countertops, two bedrooms, and a beautifully renovated full bath. The second bedroom includes in-unit laundry for added convenience. Step out to a

Elizabeth Ferrara Cottage Hill Real Estate

88 Grand View Ave, Winthrop, MA 02152
/11
$3,200 total monthly price
- 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
/42
$680,000 Sold Aug 12, 2025
- 1,206 Sq Ft
- $564/SF
- 12 Days On Market
- 2 Beds
- 2 Baths
- Built 1938
877 Shirley St, Winthrop, MA 02152

This updated 1938 bungalow offers the ultimate Winthrop waterfront experience with direct bay access from your backyard and Yirrell Beach directly across the street. The private brick patio provides sweeping views of Snake Island and the Boston skyline—perfect for outdoor entertaining and front-row views of Winthrop's Fourth of July fireworks. Since 2017, this Point Shirley gem has undergone

Jared Swanson eXp Realty

877 Shirley St, Winthrop, MA 02152

/26
Est $738,706 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
55 Beach Rd, Winthrop, MA 02152

55 Beach Rd, Winthrop, MA 02152

/29
$449,900 Open Sun 12PM - 2PM
- 2 Beds
- 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
/6
$1,900 total monthly price
- 1 Bed
- 1 Bath
- Apartment for Rent
68 Beach Rd Unit 3, Winthrop, MA 02152

Rolls Charles Century 21 North East

68 Beach Rd Unit 3, Winthrop, MA 02152
/26
$355,000 Sold Aug 08, 2025
- 860 Sq Ft
- $413/SF
- 14 Days On Market
- 2 Beds
- 1 Bath
- Built 1900
235 Washington Ave Unit 6, Winthrop, MA 02152

WELCOME HOME TO THE WINTHROP CHAMBERS CONDOMINIUM. Penthouse level - 2 bed, 1 bath unit with open floor plan. The views are incredible, whether it be of Lewis Lake and/or the Harbor/City, you will not be disappointed. There are coin operated washer/dryers in the building as well as a storage closet. The condo fee includes heat and hot water and this unit controls its own heat. Enjoy the back

Cathie Curran Charlesgate Realty Group, llc

235 Washington Ave Unit 6, Winthrop, MA 02152

/19
Est $590,592 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,210 Sq Ft
145 Locust St, Winthrop, MA 02152

145 Locust St, Winthrop, MA 02152

/37
$899,900 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
/4
$1,700 total monthly price
- 1 Bed
- 1 Bath
- Apartment for Rent
68 Beach Rd Unit 2, Winthrop, MA 02152

Rolls Charles Century 21 North East

68 Beach Rd Unit 2, Winthrop, MA 02152
/30
$725,000 Sold Aug 07, 2025
- 1,302 Sq Ft
- $557/SF
- 60 Days On Market
- 2 Beds
- 2 Baths
- Built 1987
3 Seal Harbor Rd Unit 744, Winthrop, MA 02152

AN OCEANFRONT OASIS. 2BR/2BA + 2 GARAGE SPACES! Open living and dining area with triple-wide glass door leads to a private balcony with panoramic and captivating water views. Kitchen has cherry-finished cabinets, oak floors, SS appliances, granite, & countertop seating w/lighted glass brick design. Main BR has en-suite Bath w/step-in shower, walk-in closet & dressing area. Great design situates

Charles Roderick eXp Realty

3 Seal Harbor Rd Unit 744, Winthrop, MA 02152

/9
Est $527,644 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,105 Sq Ft
85 Beach Rd, Winthrop, MA 02152

85 Beach Rd, Winthrop, MA 02152

/31
$415,000
- 1 Bed
- 2 Baths
- 604 Sq Ft
600 Shirley St Unit 1, Winthrop, MA 02152

WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium development in Winthrop, situated on the historic site of the Crystal Cove Hotel. This meticulously renovated first-floor unit features 1 bedroom and 2 baths, epitomizing perfect beach town living. Every detail has been updated finishes, including newer kitchen & bathrooms. Your living room offers stunning water views,

The Movement Group Compass

600 Shirley St Unit 1, Winthrop, MA 02152
/42
$715,000 Sold Aug 01, 2025
- 1,738 Sq Ft
- $411/SF
- 11 Days On Market
- 2 Beds
- 2 Baths
- Built 1910
831 Shirley St, Winthrop, MA 02152

Seaside living at its finest...welcome to your dream coastal retreat! This charming 2 bedroom, 2 bath bungalow with garage offers the perfect blend of comfort, style and breathtaking water views offering direct bay water access. Thoughtfully designed with an open floor plan and gleaming Brazilian cherry floors, the property features a warm and inviting sunroom that welcomes you with natural light

Elaine Akerberg Elite Realty Experts, LLC

831 Shirley St, Winthrop, MA 02152

/36
Est $774,342 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
$799,900
- 6 Beds
- 2 Baths
- 2,454 Sq Ft
441 Winthrop St, Winthrop, MA 02152

Traditional two-family home featuring two spacious 3-bedroom apartments. Recently upgraded with a new roof and windows, as well as newer vinyl siding, gas FHA heating units, and updated electrical service. While the interior of both units requires a complete makeover, this property holds immense potential. A similar home just a few doors down recently sold for $885,000. Conveniently located

James Polino Compass

441 Winthrop St, Winthrop, MA 02152
/38
$935,000 Sold Aug 01, 2025
- 4,101 Sq Ft
- $228/SF
- 22 Days On Market
- 4 Beds
- 3 Baths
- Built 1896
175 Pleasant St, Winthrop, MA 02152

Step into timeless charm with this stately 1896 Colonial Revival nestled on a corner lot. Brimming with original detail, this non-conforming two-family offers a flexible layout across 8+ elegant rooms. The grand staircase, French doors, high ceilings, and two fireplaces bring character and warmth throughout. Enjoy four spacious second-floor bedrooms, a sun-soaked landing with a large picture

Leighann Eruzione Lantern Residential

175 Pleasant St, Winthrop, MA 02152

/32
Est $736,778 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
56 Beach Rd, Winthrop, MA 02152

56 Beach Rd, Winthrop, MA 02152

/25
$435,000 Open Fri 4PM - 5:30PM
- 2 Beds
- 1 Bath
- 779 Sq Ft
220 Woodside Ave Unit 1, Winthrop, MA 02152

Michael Forcillo Coldwell Banker Peggy Carter Team

220 Woodside Ave 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

/27
Est $481,624 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,361 Sq Ft
10 Beach Rd Unit 3, Winthrop, MA 02152

10 Beach Rd Unit 3, Winthrop, MA 02152

/31
$349,000 Pending
- 4 Beds
- 2.5 Baths
- 1,953 Sq Ft
47 Prospect Ave, Winthrop, MA 02152

Experience some of the finest views in all of the city from this stunning location on Prospect Avenue. The upper-level kitchen and living area are positioned to take full advantage of the natural light and stunning scenery, featuring an open floor plan that highlights the views from every angle. The roof access provides a one-of-a-kind vantage point overlooking the harbor. The second floor

Adam Gustafson Today Real Estate, Inc.

47 Prospect Ave, Winthrop, MA 02152
/35
$724,900 Sold Jul 31, 2025
- 1,417 Sq Ft
- $512/SF
- 124 Days On Market
- 2 Beds
- 2 Baths
- Built 1983
1 Seal Harbor Rd Unit 316, Winthrop, MA 02152

DON'T MISS OUT ON THIS AMAZING OPPORTUNITY IN WINTHROP'S SEAL HARBOR CONDOMINIUMS....... A SPACIOUS CORNER UNIT WITH A GREAT LAYOUT! This two bedroom two bath unit offers an open floor plan with a huge living room/dining room combo overlooking the ocean! A beautiful eat in kitchen with plenty of cabinets and lots of counter space, stainless steel appliances, recessed lighting and a dining area

Sharon Tallent Compass

1 Seal Harbor Rd Unit 316, Winthrop, MA 02152

/37
Est $722,863 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,564 Sq Ft
105 Almont St, Winthrop, MA 02152

105 Almont St, Winthrop, MA 02152

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