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Recently Sold Winthrop Highlands Homes

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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
  • /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
  • /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
  • /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
  • /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
  • /42

    $929,000 Sold Jul 24, 2025

    • 1,777 Sq Ft
    • $523/SF
    • 34 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1987

    3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152

    Beautifully renovated! Discover Seal Harbor. Situated at the ocean's edge in Winthrop, the Seal Harbor condominium community is located just fifteen minutes from Boston's financial district. The buildings are amenity-rich, offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full poolhouse kitchen, an outdoor Jacuzzi, and

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152
  • /34

    $575,000 Sold Jul 01, 2025

    • 896 Sq Ft
    • $642/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1925

    12 Sewall Ave Unit 1, Winthrop, MA 02152

    Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 2-bedroom, 2-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with

    Jorge Betancur Century 21 Mario Real Estate

    12 Sewall Ave Unit 1, Winthrop, MA 02152
  • /42

    $1,300,000 Sold Jun 26, 2025

    • 4,102 Sq Ft
    • $317/SF
    • 45 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1906

    158 Highland Ave, Winthrop, MA 02152

    BOM due to buyer financing!! Last price drop! Don't miss it!! A Rare opportunity! Well maintained oversized 3-family, in Winthrop's most desirable area "The Highland's." Just steps from the beach, close to schools, shops, and restaurants. Convenient access to bus/train lines. Solid investment! Tons of updates inside & out. Nice corner lot. Each unit features many updates including kitchens &

    Anthony Tammaro United Brokers

    158 Highland Ave, Winthrop, MA 02152
  • /26

    $715,000 Sold May 29, 2025

    • 1,740 Sq Ft
    • $411/SF
    • 1 Day On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    55 Nahant Ave, Winthrop, MA 02152

    RARE WATERFRONT PROPERTY, located in WInthrop Highlands! This 2-level 2 bedroom can be used as a 3 bedroom, has 1.5 bathrooms, hardwood floors, a big deck, shared garage, and stunning views. Roof is 3.5 years old, and flood insurance is currently $1107. INCREDIBLE VALUE. A MUST SEE!!!

    Henry Nguyen Premier Properties Realty, Inc.

    55 Nahant Ave, Winthrop, MA 02152
  • /41

    $595,000 Sold Apr 28, 2025

    • 1,230 Sq Ft
    • $484/SF
    • 19 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    1 Seal Harbor Rd Unit 104, Winthrop, MA 02152

    Embrace coastal living in this spacious 2-bedroom, 2-bath condo on the 1st floor at Seal Harbor 1, offering a perfect blend of modern amenities and small-town charm. Wake up to stunning ocean views from your private patio, ideal for enjoying your morning coffee or unwinding after a long day. This open-concept unit is a canvas for your personal touch, with generous space and natural light

    John Young Ledge & Young Real Estate

    1 Seal Harbor Rd Unit 104, Winthrop, MA 02152
  • /23

    $522,500 Sold Apr 18, 2025

    • 890 Sq Ft
    • $587/SF
    • 63 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1987

    3 Seal Harbor Rd Unit 234, Winthrop, MA 02152

    Discover your new home in the luxurious Seal Harbor III high-rise.This newly updated 1-bedroom, 1-bathroom condo offers a modern and inviting space with stunning views of the pool and the Atlantic Ocean. Step into a sleek, stylish interior featuring recessed lighting, brand-new flooring, and all-new appliances. With upgraded storm windows and a new HVAC system, comfort and efficiency are a

    Nicole Bettano Lantern Residential

    3 Seal Harbor Rd Unit 234, Winthrop, MA 02152
  • /41

    $550,000 Sold Mar 10, 2025

    • 1,106 Sq Ft
    • $497/SF
    • 20 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1987

    3 Seal Harbor Rd Unit 846, Winthrop, MA 02152

    Just Listed! Top-floor, private corner unit at the highly sought-after Seal Harbor 3. Enjoy stunning waterfront views from your spacious balcony, complemented by a rare adjacent deck—perfect for outdoor relaxation or entertaining. This 1+ bedroom unit features a versatile den or office, offering flexible living space. Don't miss out on this exceptional opportunity! Seal Harbor is a lifestyle

    Cathie Curran Charlesgate Realty Group, llc

    3 Seal Harbor Rd Unit 846, Winthrop, MA 02152
  • /42

    $590,000 Sold Feb 19, 2025

    • 1,306 Sq Ft
    • $452/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    3 Seal Harbor Rd Unit 635, Winthrop, MA 02152

    Welcome to Seal Harbor 3. This spacious 2-bedroom, 2-bathroom waterfront condo offers stunning, panoramic views of the water and beyond. Located in a sought-after building, this unit presents a fantastic opportunity to create your dream home. While it’s in original condition, it’s ready for your personal touch and renovation ideas.With ample natural light, an open layout, and generous living

    Cathie Curran Charlesgate Realty Group, llc

    3 Seal Harbor Rd Unit 635, Winthrop, MA 02152
  • /42

    $675,000 Sold Feb 04, 2025

    • 1,286 Sq Ft
    • $525/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    3 Seal Harbor Rd Unit 733, Winthrop, MA 02152

    Welcome to Seal Harbor 3. Coastal living at its finest where the serene sounds of waves crashing against the shore meet the vibrant energy of city life just 6 miles away. This beautifully maintained 2 bedroom, 2 bath waterfront condo perched majestically on the water's edge is move-in ready and offers the perfect combination of luxury and convenience. Enjoy stunning views from your private

    Cathie Curran Charlesgate Realty Group, llc

    3 Seal Harbor Rd Unit 733, Winthrop, MA 02152
  • /28

    $560,000 Sold Jan 31, 2025

    • 1,327 Sq Ft
    • $422/SF
    • 46 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    1 Seal Harbor Rd Unit 514, Winthrop, MA 02152

    Experience coastal living at Seal Harbor in Winthrop, where this elegant 2-bedroom, 2-bath condo offers breathtaking ocean views from your private balcony. Located on an upper floor, this unit welcomes an abundance of natural light into a spacious, open living and dining area, perfect for relaxation and entertaining. Key features include gleaming hardwood floors, fabulous water views, larger

    Justin Rollo Signal Real Estate

    1 Seal Harbor Rd Unit 514, Winthrop, MA 02152
  • /40

    $650,000 Sold Dec 23, 2024

    • 1,263 Sq Ft
    • $515/SF
    • 12 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1987

    3 Seal Harbor Rd Unit 232, Winthrop, MA 02152

    Enjoy coastal living in this oversized one-bedroom plus den, two-bathroom condo in the highly-regarded Seal Harbor III. With ocean views and a spacious, open layout, this high-rise residence has been thoughtfully upgraded with new floors, recessed lighting, and kitchen equipped with new appliances. Unwind in the luxurious, brand-new soaking tub for the ultimate relaxation experience.This

    Nicole Bettano Lantern Residential

    3 Seal Harbor Rd Unit 232, Winthrop, MA 02152
  • /31

    $711,000 Sold Dec 19, 2024

    • 1,302 Sq Ft
    • $546/SF
    • 11 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    3 Seal Harbor Rd Unit 644, Winthrop, MA 02152

    Discover Seal Harbor. Situated at the ocean's edge in Winthrop, MA, the Seal Harbor condominium community is located just fifteen minutes from Boston's financial district. The buildings are amenity-rich, offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full poolhouse kitchen, an outdoor Jacuzzi, and two gas grills.

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit 644, Winthrop, MA 02152
  • /29

    $490,000 Sold Nov 01, 2024

    • 1,200 Sq Ft
    • $408/SF
    • 78 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1904

    173 Grovers Ave Unit 2, Winthrop, MA 02152

    Character and charm fill every nook of this 2-bed condo with bonus room perched high atop the Winthrop Highlands. Two private porches allow you to capture fresh ocean breezes and shimmering views of the bay. The flowing layout lends itself perfectly to hosting fabulous dinner parties or enjoying the company of friends. Light streams through every room revealing beautifully aged hardwood floors

    Steven Binder Binder Residential

    173 Grovers Ave Unit 2, Winthrop, MA 02152
  • /40

    $785,000 Sold Oct 25, 2024

    • 1,516 Sq Ft
    • $518/SF
    • 30 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1961

    53 Upland Rd, Winthrop, MA 02152

    Welcome to 53 Upland Rd, a charming colonial home nestled on an .18-acre lot. Built in 1961, this delightful property boasts 3 spacious bedrooms and 2.5 baths across 1,516 square feet of living space. The highlight of this residence is its stunning waterview backdrop, offering serene Harbor views that create a perfect retreat. A short walk takes you to the historic Revere Beach, one of the oldest

    Louise Touchette Coldwell Banker Realty - Lynnfield

    53 Upland Rd, Winthrop, MA 02152
  • /42

    $945,000 Sold Sep 27, 2024

    • 2,138 Sq Ft
    • $442/SF
    • 109 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    45 Grovers Ave Unit 3, Winthrop, MA 02152

    BACK ON MARKET DUE TO BUYER'S FINANCING! Welcome to coastal living at its finest, where the serene sounds of waves crashing against the shore meet the vibrant energy of city life just 6 miles away. Perched majestically on the water's edge, this newly listed 2-level, 3 bedroom, 2 bath Oceanfront Penthouse offers a rare blend of tranquility and accessibility. Entertain guests from this spacious,

    Cathie Curran Charlesgate Realty Group, llc

    45 Grovers Ave Unit 3, Winthrop, MA 02152
  • /42

    $915,000 Sold Sep 26, 2024

    • 2,600 Sq Ft
    • $352/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    211 Cliff Ave Unit 2, Winthrop, MA 02152

    Well appointed ocean front 2600 sf 2 story condo with high end finishes throughout including high ceilings, lots of light and closets, hwflrs, gas fireplace, ocean front decks off kitchen and primary bedroom. Wake with coffee with sweeping ocean views and vibrant sunrise. Lovely back yard with sun drenched garden and just steps down to the sea wall which will have you on the beach in 5 minutes.

    Mike Hayes Century 21 North East

    211 Cliff Ave Unit 2, Winthrop, MA 02152

Frequently Asked Questions

What is the average time to sell a house in Winthrop Highlands, MA?
The houses for sale in Winthrop Highlands, MA spend an average of 44 days on the market.
What is the number of active homes for sale in Winthrop Highlands, MA?
There are 4 active homes for sale in Winthrop Highlands, MA.

Home Trends in Winthrop Highlands, MA

Housing Trends

Median Sale Price
$667,500
Median Single Family Sale Price
$749,999
Median 2 Bedroom Sale Price
$645,000
Median 1 Bedroom Sale Price
$536,250
Average Price Per Sq Ft
$501
Number of Homes for Sale
4
Last 12 months Home Sales
18
Months of Supply
2.70
Median List Price
$671,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-6%
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