Recently Sold Winthrop, MA Homes

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  /25

  $670,000 Sold Sep 16, 2025

  • 1,413 Sq Ft
  • $474/SF
  • 76 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1884

  162 Shirley St Unit 164, Winthrop, MA 02152

  Don’t miss this rare opportunity to own a well-priced single-family home in the heart of Winthrop by the Sea, under a 5-minute walk to both the beach and Winthrop Middle/High School. This charming home features 3 bedrooms and 2 full baths. The second floor also offers room for expansion to add a 4th bedroom, sellers are including the architectural plans. The main level boasts new appliances,

  Jenny Golic Lantern Residential

  162 Shirley St Unit 164, Winthrop, MA 02152
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  /42

  $1,050,000 Sold Sep 12, 2025

  • 2,144 Sq Ft
  • $490/SF
  • 7 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1880

  29 Dolphin Ave, Winthrop, MA 02152

  Gorgeous turnkey 2 family home, steps from the beach, could be your dream home or an excellent investment! Both units feature spacious living rooms, three bedrooms each, eat in kitchens two full bathrooms and in-unit laundry! Unit 1 has a second bathroom ensuite. The units have been updated within the last two years with new flooring, new stainless appliances, upgraded cabinetry, and the entire

  Sara Hrono Century 21 North East

  29 Dolphin Ave, Winthrop, MA 02152
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  /37

  $960,000 Sold Sep 11, 2025

  • 3,272 Sq Ft
  • $293/SF
  • 84 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1967

  115 Almont St, Winthrop, MA 02152

  115 Almont, where coastal vibes meet versatile living areas to offer something for everyone. Don't miss your chance to see this expansive 5 bedroom 3 bathroom colonial just minutes to Winthrop Beach, fantastic restaurants, schools & more. Upon entry, you are greeted with a beautiful living room with working fireplace, updated eat-in kitchen, full bathroom and first floor bedroom. This setup would

  Christine Goldstein Lyv Realty

  115 Almont St, Winthrop, MA 02152
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  /31

  $390,000 Sold Sep 10, 2025

  • 679 Sq Ft
  • $574/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1902

  23 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

  Beautifully Renovated Condo with Water Views in Winthrop! This thoughtfully updated condo offers modern living on coveted Winthrop Shore Drive, directly facing Winthrop Beach. Featuring a stylish kitchen and open-concept layout, this bright and inviting unit is perfect as a first home, second home, or investment property. Enjoy peaceful water views from the living room or sip your morning

  Mariel Yovino Compass

  23 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
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  /14

  $625,000 Sold Sep 09, 2025

  • 1,878 Sq Ft
  • $333/SF
  • 71 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  136 Locust Way, Winthrop, MA 02152

  Well maintained 3 bedroom Colonial just moments from the beach. Large open rooms with lots of natural light. Lots of cabinet space in the super functional kitchen. 1st floor laundry hookups for convenience. 3 full sized bedrooms. Great yard. Nice wrap around porch to enjoy the summer nights. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

  Tyler Scaglione Cameron Real Estate Group

  136 Locust Way, Winthrop, MA 02152
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  /17

  $925,000 Sold Sep 08, 2025

  • 2,341 Sq Ft
  • $395/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1920

  31 Lincoln St, Winthrop, MA 02152

  Historic charm and modern comfort unite in this warm, inviting 3-bedroom, 2.5-bath home in the Ingleside Park neighborhood. Step inside to find stunning original woodwork, a cozy pellet stove perfect for cool summer nights, fresh paint throughout and the High-velocity AC will keep you cool all summer. 31 Lincoln has tons of upgrades...Brand new copper water line, new PVC drain to the street, new

  The Reference Group Reference Real Estate

  31 Lincoln St, Winthrop, MA 02152
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  /8

  $500,000 Sold Sep 08, 2025

  • 852 Sq Ft
  • $587/SF
  • 4 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1935

  39 Bay View Ave, Winthrop, MA 02152

  Welcome to this beautiful home with updates throughout, located in a relaxing area just 0.2 miles from the water and directly across from Coughlin park. Recent improvements include a new roof, updated flooring, refreshed countertops and cabinets, and a new water heater. The enclosed front porch with heat is currently used as an office, and there's also a small bonus room used as a nursery—perfect

  Devin Brown Byrnes Real Estate Group LLC

  39 Bay View Ave, Winthrop, MA 02152
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  /40

  $735,000 Sold Sep 05, 2025

  • 2,327 Sq Ft
  • $316/SF
  • 10 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1920

  4 Circuit Rd, Winthrop, MA 02152

  Prime corner lot in one of Winthrop’s most desirable neighborhoods! This home has great bones and is ready for new owners to make it their own. With an ideal layout, the second floor offers the perfect space for a primary suite with walk-in closet and full bath. The first floor features a spacious living room, with the opportunity to open up the kitchen and dining area for a large island and

  Elizabeth Ferrara Cottage Hill Real Estate

  4 Circuit Rd, Winthrop, MA 02152
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  /42

  $625,000 Sold Sep 04, 2025

  • 2,130 Sq Ft
  • $293/SF
  • 28 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  54 Otis St, Winthrop, MA 02152

  Rare opportunity to own two 4,000 Sq ft lots side by side in the beautiful Point Shirley neighborhood. 54 Otis Street and O Otis Street to be sold together in this sale.54 Otis Street in Winthrop, Massachusetts. This charming single-family home built in 1900, offering 2,130 sq ft of living space on a 4,000 sq ft lot. This residence features 8 rooms, providing ample space for comfortable living.

  Stephen Visco East Coast Realty, Inc.

  54 Otis St, Winthrop, MA 02152
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  /32

  $462,000 Sold Sep 03, 2025

  • 1,165 Sq Ft
  • $397/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  94 Lincoln St Unit 2, Winthrop, MA 02152

  This charming, move-in-ready 2-bed, 1-bath condo in a gorgeous brownstone building offers historic character and modern convenience just minutes from downtown Boston! Beautiful original hardwood floors and bay window add warmth and timeless appeal. Both bedrooms are generously sized and filled with natural light. The second bedroom has a walk-in closet. The spacious, eat-in kitchen features tile

  David Ladner RE/MAX Harmony

  94 Lincoln St Unit 2, Winthrop, MA 02152
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  /29

  $735,000 Sold Sep 02, 2025

  • 1,165 Sq Ft
  • $631/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1900

  148 Winthrop Shore Dr Unit 4, Winthrop, MA 02152

  Experience the ultimate home getaway in this beautifully renovated 2 bed, 2 bath condo with stunning, unobstructed ocean views and deeded parking in Winthrop's growing community! Enjoy sunsets and sea breezes from your private balcony. Inside, 10+ ft ceilings, white oak floors, central AC, custom blinds, and smart home features offer lots of comfort and style. The chef’s kitchen boasts a

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  148 Winthrop Shore Dr Unit 4, Winthrop, MA 02152
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  /21

  $711,000 Sold Sep 02, 2025

  • 1,792 Sq Ft
  • $397/SF
  • 102 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1991

  138 Grand View Ave, Winthrop, MA 02152

  Experience the thrill and excitement of oceanfront living in this move-in ready seaside single with 3 bedrooms and 1.5 bathrooms. Enjoy stunning, dramatic views of the ocean and Boston skyline. The home features a newly refreshed kitchen and a spacious open floor plan with a fireplace, inviting both ocean views and abundant natural light. Beautiful oak hardwood floors enhance the interior, while

  James Polino Compass

  138 Grand View Ave, Winthrop, MA 02152
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  /41

  $830,000 Sold Aug 30, 2025

  • 2,958 Sq Ft
  • $281/SF
  • 48 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1920

  37-39 Hutchinson St, Winthrop, MA 02152

  Endless Potential in Prime Seaside Location – 02152 Welcome to this oversized two-family home located in the highly desirable seaside community of Winthrop, 02152. Perfectly situated on a generous lot, this property offers a rare opportunity for investors, multi-generational living, or owner-occupants looking to customize and create value.Each unit features spacious layouts with room to grow, and

  Nicole Bettano Lantern Residential

  37-39 Hutchinson St, Winthrop, MA 02152
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  /27

  $720,000 Sold Aug 29, 2025

  • 1,172 Sq Ft
  • $614/SF
  • 14 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1890

  12 Park Ave, Winthrop, MA 02152

  INTRODUCING 12 PARK AVENUE...This meticulous single family home features 6+ rooms of bright and comfortable living spaces, a private fenced in yard and off street parking. An enclosed sunporch welcomes you to the first floor which has hardwood floors, an open floor plan, a fully applianced kitchen and convenient 1/2 bath. The second floor has three bedrooms with custom built closets and a full

  Mary Ann Cash Charlesgate Realty Group, llc

  12 Park Ave, Winthrop, MA 02152
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  /29

  $440,000 Sold Aug 29, 2025

  • 812 Sq Ft
  • $542/SF
  • 29 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  5 Pearl Ave Unit 2, Winthrop, MA 02152

  Enjoy coastal living just one block from the ocean in this beautifully updated 2-bedroom, 1-bath home nestled in the heart of Winthrop. Step inside to a bright, airy layout featuring tasteful renovations and sleek, modern finishes throughout. The open-concept kitchen and living area is perfect for entertaining guests or relaxing at home. Off the spacious primary bedroom, a private deck offers the

  Ryan Wilson Keller Williams Realty

  5 Pearl Ave Unit 2, Winthrop, MA 02152
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  /23

  $665,000 Sold Aug 27, 2025

  • 1,404 Sq Ft
  • $474/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1968

  142 Pleasant St Unit 5, Winthrop, MA 02152

  Welcome to luxury living at Belle Mer! This spacious 2 bed, 2.5 bath condo offers modern comfort and convenience just minutes from Boston and everything Winthrop has to offer—beaches, shops, restaurants, and more. Both bedrooms feature en suite baths, plus there’s a stylish half bath off the chef’s kitchen, complete with Bosch gas appliances and French doors leading to your private patio. Enjoy

  Felicia Giuliano Classified Realty Group

  142 Pleasant St Unit 5, Winthrop, MA 02152
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  /32

  $930,000 Sold Aug 22, 2025

  • 3,432 Sq Ft
  • $271/SF
  • 105 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1958

  68-70 Floyd St, Winthrop, MA 02152

  VERY IMPORTANT! BOM and VERY MUCH AVAILABLE......AMAZING PICTURE POST CARD SETTING FOR THIS BEAUTIFUL HOME IN WINTHROP'S HIGHLANDS LOCATION. This legal 2 family will appeal to single family Buyers as well. A " younger" home compared to most, this multi-level Contemporary has an open floor plan, eat in kitchen open to a great room with skylights and a slider to the large private yard. The

  Sharon Tallent Compass

  68-70 Floyd St, Winthrop, MA 02152
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  /25

  $615,000 Sold Aug 20, 2025

  • 1,361 Sq Ft
  • $452/SF
  • 40 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1940

  50 Triton Ave, Winthrop, MA 02152

  Updated 2 bedroom, 2 bathroom bungalow located in the picturesque Point Shirley neighborhood of Winthrop. This detached single family home, boasting more than 1,300 square feet of living space, was recently renovated throughout to include wood-look porcelain tile, a brand new kitchen with stainless steel appliances and quartz countertops, a brand new master bathroom with a walk in shower

  Andrew Pike The Persac Group, LLC

  50 Triton Ave, Winthrop, MA 02152
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  /17

  $350,000 Sold Aug 19, 2025

  • 723 Sq Ft
  • $484/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1971

  300 Governors Dr Unit 9, Winthrop, MA 02152

  Welcome to this lovely Condo, located in an exceptionally affordable complex! This corner unit is a one of a kind in mint move in condition. Ceramic title bath, large closets bedrooms. Many extras. Come take a look!!!! Additionally, this unit comes with the convenience of off-street parking, ensuring your vehicle is always secure. Its prime location offers easy access to public transportation,

  Cleide Paula Dasilva LPT Realty, LLC

  300 Governors Dr Unit 9, Winthrop, MA 02152
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  /18

  $265,000 Sold Aug 18, 2025

  • 400 Sq Ft
  • $662/SF
  • 54 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1900

  265 Washington Ave Unit 2A, Winthrop, MA 02152

  Looking for the perfect balance of city convenience and suburban tranquility? This newly renovated 1-bedroom, 1-bathroom condo is just a quick ride to the Orient Heights T stop, making your commute to downtown Boston easy. Plus, you're only 5 minutes from Boston Logan Airport, perfect for travel. Enjoy stunning views of the Boston skyline and harbor right from your door. Stroll to nearby

  Pareene Group EXIT Premier Real Estate

  265 Washington Ave Unit 2A, Winthrop, MA 02152
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  /12

  $1,120,000 Sold Aug 15, 2025

  • 2,308 Sq Ft
  • $485/SF
  • 1 Day On Market

  • 6 Beds
  • 3 Baths
  • Built 1920

  51 Harbor View Ave, Winthrop, MA 02152

  Contractors, Investors, Savvy buyers looking to build equity. This three family on an oversized lot has stunning ocean and bay views! It offers off street parking, separate utilities, spacious two bedroom units and is close to public transportation, Logan Airport and downtown Boston. Whether you're looking to renovate, rent or occupy, this is your opportunity to own a multi family gem in the

  Mary Ann Cash Charlesgate Realty Group, llc

  51 Harbor View Ave, Winthrop, MA 02152
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  /28

  $448,000 Sold Aug 15, 2025

  • 1,245 Sq Ft
  • $360/SF
  • 11 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1920

  92 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

  This bright and sunny second-floor unit offers optimal ocean and sunrise views. Featuring three bedrooms and hardwood floors throughout, the condo includes a private deck off the main bedroom and a rear deck off the kitchen—perfect for soaking in the morning light and sea breeze.Additional highlights include deeded parking, basement storage and in-unit laundry. Ideally located just 15 minutes

  Carol Santoro Coldwell Banker Realty - Marblehead

  92 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
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  /42

  $1,325,000 Sold Aug 15, 2025

  • 4,671 Sq Ft
  • $284/SF
  • 35 Days On Market

  • 10 Beds
  • 4 Baths
  • Built 1900

  45 Highland Ave, Winthrop, MA 02152

  Incredible investment opportunity in the heart of the Highlands! This oversized 3-family property is has been generating strong income with potential for more. One unit is available for an owner occupant or savvy investor looking to maximize cashflow. Walk-out ground level 2-bedroom apartment. First-floor 2-bedroom unit with an additional office, living room, and dining room. Owner’s unit,

  Jonathan Mathews Legacy Realty Advisors LLC

  45 Highland Ave, Winthrop, MA 02152
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /22

  $725,000 Sold Jul 30, 2025

  • 1,589 Sq Ft
  • $456/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  10 Ocean Ave, Winthrop, MA 02152

  Welcome to your seaside retreat in the heart of Winthrop by the Sea! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of coastal living and modern comfort. Just steps from the beach, local yacht clubs, waterfront restaurants, and the ferry to Boston, you’ll enjoy the best of both tranquility and convenience, you'll find gleaming hardwood floors throughout, a cozy gas

  Koren Brodin 546 Realty Group

  10 Ocean Ave, Winthrop, MA 02152
• 

  

  /42

  $940,000 Sold Jul 30, 2025

  • 2,470 Sq Ft
  • $381/SF
  • 15 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1900

  19 Orlando Ave, Winthrop, MA 02152

  Welcome to this timeless 8-room Whittemore Colonial, perfectly situated in the heart of the highly sought-after Cottage Park neighborhood.This spacious home offers 4 bedrooms, 2.5 baths, and the charm and character of classic architecture paired with modern updates.The main level features a gracious LR with a cozy fireplace, a formal DR highlighted by a stunning leaded glass built-in china

  Cathie Curran Charlesgate Realty Group, llc

  19 Orlando Ave, Winthrop, MA 02152
• 

  

  /35

  $948,888 Sold Jul 29, 2025

  • 2,532 Sq Ft
  • $375/SF
  • 11 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  200 Woodside Ave, Winthrop, MA 02152

  Incredible opportunity to own a well-maintained 2-family home perfectly suited for investors or owner-occupants in seaside Winthrop! Conveniently located within steps to the water as well as the Center Business District, this property combines location, functionality, & value. Renovated in 2016 & over 2,500 sq ft of living space between two 6+ room units, this multi-family ensures comfort & peace

  Atiyeh Cassidy Blue Sky Realty

  200 Woodside Ave, Winthrop, MA 02152
• 

  

  /23

  $660,000 Sold Jul 25, 2025

  • 1,302 Sq Ft
  • $507/SF
  • 179 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  3 Seal Harbor Rd Unit 242, Winthrop, MA 02152

  Newly renovated (2022) 2-bedroom, 2-bath ocean view condo in the desirable 3 Seal Harbor community including all new appliances, refinished HW floors, new carpet in bedrooms, and upgraded electric panel. Kitchen and master bath have all new cabinets and stone countertops. All outside walls have had upgraded insulation and baseboard heat installed in all main rooms. New water heater. The Seal

  Mark Carangelo Mark Carangelo

  3 Seal Harbor Rd Unit 242, Winthrop, MA 02152
• 

  

  /31

  $459,000 Sold Jul 24, 2025

  • 1,092 Sq Ft
  • $420/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1935

  47 Dolphin Ave Unit 1, Winthrop, MA 02152

  Just in time for summer! Charming 1st floor condo is located just steps from the beach and offers small water views from your exclusive three-season porch. Enjoy new front steps leading to entrance. Inside, hardwood floors run throughout the spacious open-concept living and dining areas. A generous hallway leads to two sizable bedrooms, with a beautifully renovated full bathroom conveniently

  Elizabeth Ferrara Cottage Hill Real Estate

  47 Dolphin Ave 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

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