Winthrop, MA Homes

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  /30

  $799,900

  • 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
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  /16

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  70 Cottage Park Rd Unit 1, Winthrop, MA 02152

  Photos coming soon!Central AC & HeatPrivate laundry in basementModern Kitchen w/ all new stainless steel appliancesDishwasher & DisposalLarge open living room & dining room w/ wall mounted 70' smart TVSun room/ office nookPets are negotiableOff Street parking is negotiableBoston Pads is not responsible for any errors, omissions and change in price,

  70 Cottage Park Rd Unit 1, Winthrop, MA 02152
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  /23

  $738,000 Sold May 28, 2025

  • 1,887 Sq Ft
  • $391/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  15 Williams St, Winthrop, MA 02152

  This picture perfect Dutch Colonial features many classic elements without sacrificing modern conveniences. Filled with stunning details - elaborate carved newels, a mosaic fireplace, original hardwoods throughout, and ultra-convenient built-ins, this turn-of the century marvel is sure to charm you. Literal steps to both the heart of town and the beach, this immaculately maintained home offers

  Harry Silverstein Keller Williams Realty Boston Northwest

  15 Williams St, Winthrop, MA 02152
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  /16

  Est $560,058 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 996 Sq Ft

  182 Court Rd Unit 1, Winthrop, MA 02152

  182 Court Rd Unit 1, Winthrop, MA 02152
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  /24

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  143 Morton St, Winthrop, MA 02152

  Welcome to this spacious single-family home in Winthrop! Step into a large living room that flows into a formal dining room and an updated kitchen (2016). A full bath on the first floor adds convenience, and a cozy family room off the kitchen offers great bonus space. Step out to the deck and enjoy a generous, fenced-in yard—perfect for outdoor entertaining or relaxing. Upstairs, you'll find four

  The Reference Group Reference Real Estate

  143 Morton St, Winthrop, MA 02152
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  /15

  $2,700 per month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Apartment for Rent

  45 Tewksbury St Unit 4, Winthrop, MA 02152

  Beautiful Ocean Views of Winthrop Beach, in non-smoking building lead certified 3 bedrooms with wall-to-wall carpeting, living room, fully appliance eat in kitchen, wonderful natural light, shared patio in back yard, 2 cars off street parking (Assigned), free laundry in basement exclusive for this unit, small front deck with ocean views, gas heat available now. 1 month broker's fee.

  Pamela Pace Pacesetters Real Estate

  45 Tewksbury St Unit 4, Winthrop, MA 02152
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  /20

  $750,000 Sold May 28, 2025

  • 1,500 Sq Ft
  • $500/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1910

  9 Albert Ave, Winthrop, MA 02152

  Rest, Relax & Consider Yourself HOME at 9 ALBERT AVENUE. This lovely three bedroom, 2.5 bathroom single, has a little bit of everything to make this a sought after place to live. Starting w/ the quiet, tucked off of Court Road location, you'll enjoy the rear deck for summer entertaining, modern cook's kitchen w/s/s appliances, 3/4 bathroom, dining room w/ custom millwork & window seat, living

  Mary Ann Cash Charlesgate Realty Group, llc

  9 Albert Ave, Winthrop, MA 02152
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  /14

  Est $378,929 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 890 Sq Ft

  308 Shirley St Unit 2, Winthrop, MA 02152

  308 Shirley St Unit 2, Winthrop, MA 02152
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  /29

  $551,633

  • 1 Bed
  • 1 Bath
  • 683 Sq Ft

  10 Somerset Ave Unit 405, Winthrop, MA 02152

  The Somerset – Winthrop Center’s Premier Boutique Condo Living by the Sea! This thoughtfully curated collection of 29 modern residences includes studio, 1BR, 1+, and 2BR layouts ,each designed with a clean, coastal aesthetic and high-quality finishes. Inside, open-concept floor plans, quartz countertops, stainless steel appliances, central A/C, and sleek modern design. Most homes include garage

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 405, Winthrop, MA 02152
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  /12

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft
  • Condo for Rent

  400 Governors Dr Unit 22, Winthrop, MA 02152

  Amazing and spacious condo close to the city and public transportation. 2 parking spaces. Heat hot water are included. Electricity is paid by the tenant.

  400 Governors Dr Unit 22, Winthrop, MA 02152
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  /26

  $640,000 Sold May 23, 2025

  • 1,050 Sq Ft
  • $610/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  83 Chester Ave, Winthrop, MA 02152

  Centrally located on a corner is this 3+ bedroom single family. It's not a huge home but it's PRICED RIGHT & it has some great updates starting w/the freshly painted interior, gas FHW heating system, some replacement windows & vinyl cedar impression shingles. The eat in kitchen has s/s appliances & access to a rear porch. The seller has added loads of built in storage throughout especially in

  Mary Ann Cash Charlesgate Realty Group, llc

  83 Chester Ave, Winthrop, MA 02152
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  /35

  Est $654,986 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  30 Underhill St Unit 1, Winthrop, MA 02152

  30 Underhill St Unit 1, Winthrop, MA 02152
• 

  

  /23

  $839,000

  • 5 Beds
  • 3 Baths
  • 2,184 Sq Ft

  993 Shirley St, Winthrop, MA 02152

  Located near Yirrell Beach, this updated single-family home is ready for its next chapter. Inside, you’ll find an open-concept layout with gorgeous hardwood floors that flow throughout. The modern kitchen is a standout, complete with a shiplap ceiling, granite countertops, and stainless-steel appliances-perfect for daily living and entertaining. The first floor offers one bedroom and a versatile

  Leighann Eruzione Lantern Residential

  993 Shirley St, Winthrop, MA 02152
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  /14

  $2,800 per month

  • 2 Beds
  • 1.5 Baths
  • 1,382 Sq Ft
  • Condo for Rent

  135 Highland Ave Unit 3, Winthrop, MA 02152

  Beautiful 2 bed 1.5 bath top floor unit in Winthrop Highlands with ocean views! Open floor concept with updated kitchen opening up to the dining and living room. Stainless steel appliances with granite countertops. Half bath off the living area with washer and dryer in unit. Two private decks, one with views of the ocean and the other in back for privacy. Close to beach and restaurants, includes

  Fritha Burns Charlesgate Realty Group, llc

  135 Highland Ave Unit 3, Winthrop, MA 02152
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  /37

  $500,000 Sold May 19, 2025

  • 1,284 Sq Ft
  • $389/SF
  • 24 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1900

  270 Winthrop St Unit 1, Winthrop, MA 02152

  Welcome to The Grand Victorian Condominiums. Step into the elegance of this 2-bedroom, 2-bath home nestled in a beautiful late 19th-century Victorian building. This residence exudes timeless character with its soaring high ceilings and exquisite woodwork throughout. The spacious living areas are enhanced by gorgeous fireplace mantels, showcasing the fine craftsmanship that defines this historical

  Cathie Curran Charlesgate Realty Group, llc

  270 Winthrop St Unit 1, Winthrop, MA 02152
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  /42

  Est $1,029,141 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  172 Cliff Ave, Winthrop, MA 02152

  172 Cliff Ave, Winthrop, MA 02152
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  /32

  $549,900

  • 2 Beds
  • 2 Baths
  • 773 Sq Ft

  600 Shirley St Unit 3, Winthrop, MA 02152

  “The Cove at 600” was converted in 2022 and is located on the site of the historic Crystal Cove Hotel with breathtaking views of the Boston Skyline and the Atlantic Ocean. Unit 3, located on the side of the building with a private entrance, exclusive use patio and exclusive use deck at the front of the building offers many ways to take in the view and the sea air. The open concept living room and

  Erika Leigh Pereira Gibson Sotheby's International Realty

  600 Shirley St Unit 3, Winthrop, MA 02152
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  /17

  $2,250 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  267 Washington Ave Unit 2, Winthrop, MA 02152

  Light-filled one bedroom apartment located just one block from Winthrop Beach. Offering in unit washer/dryer, off street parking, and hardwood floors. High ceilings, open floor plan, and walk in closet make this unit feel even more spacious, and it even has the perfect alcove for a work from home setup. Occupant will have immediate access to 712/713 bus routes that run from Winthrop to East

  267 Washington Ave Unit 2, Winthrop, MA 02152
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  /38

  $620,000 Sold May 19, 2025

  • 1,684 Sq Ft
  • $368/SF
  • 15 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1860

  240 Bowdoin St, Winthrop, MA 02152

  Welcome to an incredible opportunity to own an affordable single-family home in the desirable Winthrop by the Sea! This delightful property offers 4 bedrooms and 1.5 baths, with a spacious, open kitchen and a versatile downstairs layout that can easily be updated to your preferences. Recent updates have enhanced both the structure and functionality of the home, including improvements to the

  Jenny Golic Lantern Residential

  240 Bowdoin St, Winthrop, MA 02152
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  /35

  Est $558,740 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  438 Revere St, Winthrop, MA 02152

  438 Revere St, Winthrop, MA 02152
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  /27

  $560,000

  • 2 Beds
  • 2 Baths
  • 823 Sq Ft

  35 Somerset Ave Unit 6, Winthrop, MA 02152

  Welcome to 35 Somerset Ave, Unit #6 (Pent House), nestled in the heart of Winthrop! This stunning newly renovated 2-bedroom, 2 full bathroom condo, offers a perfect fusion of modern comfort and seaside charm. Located just moments from the beach, this inviting unit offers breathtaking views from its massive private roof deck and seamless access to downtown and the beach. Every aspect of this unit

  John Maggio EVO Real Estate Group, LLC

  35 Somerset Ave Unit 6, Winthrop, MA 02152
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  /11

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 820 Sq Ft
  • Apartment for Rent

  554 Pleasant St Unit 2, Winthrop, MA 02152

  Direct Oceanfront Living! Enjoy front-row views of passing boats from this beautifully updated and well-maintained 1-bedroom, 1-bath apartment. The open-concept layout features hardwood floors, high ceilings, abundant natural light, and large windows showcasing stunning ocean views. Additional highlights include private in-unit laundry and one off-street parking space. Located in Winthrop, a

  Candice Hodgson Lyv Realty

  554 Pleasant St Unit 2, Winthrop, MA 02152
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  /30

  $765,000 Sold May 16, 2025

  • 1,698 Sq Ft
  • $451/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1910

  127 Bowdoin St, Winthrop, MA 02152

  This charming and meticulously maintained single-family home offers 3 spacious bedrooms and 2 full bathrooms, perfect for comfortable living and entertaining. Gleaming hardwood floors flow throughout the bright, open layout, creating a warm and inviting atmosphere. Enjoy year-round comfort with first-floor air conditioning, efficient gas heating, and a cozy fireplace. A versatile sunroom provides

  Leighann Eruzione Lantern Residential

  127 Bowdoin St, Winthrop, MA 02152
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  /18

  Est $571,531 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,217 Sq Ft

  436 Revere St, Winthrop, MA 02152

  436 Revere St, Winthrop, MA 02152
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  /21

  $599,000

  • 2 Beds
  • 2 Baths
  • 969 Sq Ft

  35 Somerset Ave Unit 5, Winthrop, MA 02152

  Welcome to 35 Somerset #5 in Winthrop! This stylish 2-bed 2-bath condo offers 969 square feet of well-designed living space. With two private outdoor areas, including a rare rooftop deck, this home is absolutely perfect for enjoying the warmer months ahead. This home offers an open layout, hardwood floors, and high end finishes including updated lighting, modern bathroom fixtures, and a

  Danielle DeGrazia Choose Boston, LLC

  35 Somerset Ave Unit 5, Winthrop, MA 02152
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  /8

  $2,400 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  25 Pratt St Unit 1, Boston, MA 02134

  Spacious 1-bedroom, 1-bath apartment in Allston with a modern eat-in kitchen, dishwasher, and disposal. Features ceramic tile flooring, a private porch, and plenty of natural light. Laundry on-site. Outdoor parking is available for $200/month. Conveniently located near the Green Line, Allston Village, and Boston University.

  25 Pratt St Unit 1, Boston, MA 02134
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  /42

  $785,000 Sold May 16, 2025

  • 1,680 Sq Ft
  • $467/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  95 Summit Ave Unit 4, Winthrop, MA 02152

  Perched atop Floyd’s Hill overlooking the Atlantic Ocean, your new home offers the lifestyle you crave. Start your day with a run along Winthrop Beach or open up the wall of glass to your large private deck for morning yoga and coffee sunrises, mesmerized by the ocean and end-of-day cocktail sunsets overlooking the city from your rooftop with a 360 panorama. Just minutes from Boston, this large

  Joseph Schutt Unit Realty Group, LLC

  95 Summit Ave Unit 4, Winthrop, MA 02152
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  /42

  Est $706,175 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,417 Sq Ft

  1 Seal Harbor Rd Unit PH16, Winthrop, MA 02152

  1 Seal Harbor Rd Unit PH16, Winthrop, MA 02152
• 

  

  /19

  $829,999

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  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
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  /11

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  90 Winthrop Shore Dr Unit 10, Winthrop, MA 02152

  Beautiful RENOVATED 1bed on WINTHROP BEACH. Features a new kitchen with granite counters and stainless steel appliances, high end bath, new floors, private balcony off the living room, and brand new heat pump / AC. Flooded with natural sunlight. Right across the street from the beach. 711 and 712 buses at your doorstep. Convenient access to the Blue Line Train. Available JULY 1st. Great time to

  William Cordts Charlesgate Realty Group, llc

  90 Winthrop Shore Dr Unit 10, Winthrop, MA 02152
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  /23

  $945,000 Sold May 16, 2025

  • 3,620 Sq Ft
  • $261/SF
  • 8 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1923

  71 Paine St, Winthrop, MA 02152

  Welcome to 71 Paine Street—an oversized 2-family home sitting proudly on a corner lot at Wilshire & Paine. This property has everything you need, whether you're looking for a fantastic investment opportunity or the perfect owner-occupied setup with rental income! Both units feature private decks, off-street parking, separate heating systems, and divided basement space for storage &

  The Reference Group Reference Real Estate

  71 Paine St, Winthrop, MA 02152
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  /37

  Est $733,043 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,415 Sq Ft

  1 Seal Harbor Rd Unit 705, Winthrop, MA 02152

  1 Seal Harbor Rd Unit 705, Winthrop, MA 02152
• 

  

  /23

  $555,000

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft

  10 Somerset Ave Unit 401, Winthrop, MA 02152

  The Somerset – Winthrop Center’s Premier Boutique Condo Living by the Sea! This thoughtfully curated collection of 29 modern residences includes studio, 1BR, 1+, and 2BR layouts ,each designed with a clean, coastal aesthetic and high-quality finishes. Inside, open-concept floor plans, quartz countertops, stainless steel appliances, central A/C, and sleek modern design. Most homes include garage

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 401, Winthrop, MA 02152
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  /13

  $3,600 per month

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Condo for Rent

  76 Atlantic St Unit 1, Winthrop, MA 02152

  Lease terms: No smoking household. Minimum 1 year lease term. First, last and security deposit required at signing. Background and credit check required. Parking spot available for $100/month. Tenant must pay all associated utilities.

  76 Atlantic St Unit 1, Winthrop, MA 02152
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  /14

  $510,600 Sold May 14, 2025

  • 1,224 Sq Ft
  • $417/SF
  • 32 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1920

  96 Undine Ave, Winthrop, MA 02152

  Experience the charm of this hilltop harbor view 2-bedroom, 1.5-bathroom single-family home with a contemporary touch. The open and airy great room is designed to uplift your spirits, featuring a cathedral ceiling adorned with wood beams, gleaming hardwood floors, and breathtaking ocean and harbor views. Step out onto the private deck directly off the great room for relaxation and uninterrupted

  James Polino Compass

  96 Undine Ave, Winthrop, MA 02152
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  /42

  Est $599,017 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,327 Sq Ft

  1 Seal Harbor Rd Unit 414, Winthrop, MA 02152

  1 Seal Harbor Rd Unit 414, Winthrop, MA 02152
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  /30

  $795,500

  • 2 Beds
  • 2 Baths
  • 1,302 Sq Ft

  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
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  /11

  $2,400 per month

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  1 Pond St Unit 10K, Winthrop, MA 02152

  **AVAILABLE NOW** Sunny and spacious 1 bedroom /1 bath Apartment. Recently remodeled with new laminate flooring throughout. New gas stove, dishwasher, refrigerator, new countertops, new cabinets. Good size bedroom with walk in closet. Exercise room, sky bridge and reading room. Common coin operated laundry facilities on floor, private balcony. Steps to Ocean. 30 minutes to downtown Boston by

  James Polino Compass

  1 Pond St Unit 10K, Winthrop, MA 02152
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  /22

  $780,000 Sold May 13, 2025

  • 1,490 Sq Ft
  • $523/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  152 Lincoln St, Winthrop, MA 02152

  Welcome to 152 Lincoln Street, where modern comfort meets coastal town charm! This beautifully updated 3-bedroom, 1.5-bath single-family home offers everything you need for easy living. Step inside to find a stylish, sunlit interior with stainless steel appliances, an open and inviting layout, and a finished basement—perfect for a home office, playroom, or additional living space. Stay

  The Reference Group Reference Real Estate

  152 Lincoln St, Winthrop, MA 02152
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  /19

  Est $615,011 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft

  1 Seal Harbor Rd Unit 104, Winthrop, MA 02152

  1 Seal Harbor Rd Unit 104, Winthrop, MA 02152

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