433

Court Park Homes

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  • 66 Lowell Rd, Winthrop, MA 02152
    66 Lowell Rd, Winthrop, MA 02152
    66 Lowell Rd, Winthrop, MA 02152
    /32

    $1,175,000 Open Sat 12:30PM - 2PM

    • 5 Beds
    • 2.5 Baths
    • 3,458 Sq Ft

    66 Lowell Rd, Winthrop, MA 02152

    Storybook setting. Tucked away on quiet tree lined one way road in coveted coastal neighborhood. Whittemore style, timeless and turnkey condition. Welcoming enclosed porch with rich woodwork and 12 windows. Main level offers a natural flow. Dramatic oversized window illuminates elegant staircase. Exquisite living room featuring statement fireplace wall with refined sconce lighting. Talented

    Stacey Steck Advisors Living - Newton

    66 Lowell Rd, Winthrop, MA 02152
  • 288 Pleasant St Unit 1, Winthrop, MA 02152
    288 Pleasant St Unit 1, Winthrop, MA 02152
    288 Pleasant St Unit 1, Winthrop, MA 02152
    /23

    $2,650 total monthly price

    • 2 Beds
    • 1 Bath
    • 9,999 Sq Ft
    • Condo for Rent

    288 Pleasant St Unit 1, Winthrop, MA 02152

    VIRTUAL TOUR AVAILABLE!- 2 Bedroom in Pleasant St Winthrop - Available for September 1st- Heat and Hot Water Included- Laundry in Building- Student-Friendly- Spacious unit with large yard and renovated appliances - Hardwood Floors- Parking included - Public Transportation: Green Line, (B), Sutherland Rd.

    288 Pleasant St Unit 1, Winthrop, MA 02152
  • 4 Circuit Rd, Winthrop, MA 02152
    4 Circuit Rd, Winthrop, MA 02152
    4 Circuit Rd, Winthrop, MA 02152
    /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
    • 130 Circuit Rd, Winthrop, MA 02152
      130 Circuit Rd, Winthrop, MA 02152
      130 Circuit Rd, Winthrop, MA 02152
      /42

      Est $1,067,504 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,801 Sq Ft

      130 Circuit Rd, Winthrop, MA 02152

      130 Circuit Rd, Winthrop, MA 02152
  • 191 Court Rd Unit 3, Winthrop, MA 02152
    191 Court Rd Unit 3, Winthrop, MA 02152
    191 Court Rd Unit 3, Winthrop, MA 02152
    /31

    $1,200,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,575 Sq Ft

    191 Court Rd Unit 3, Winthrop, MA 02152

    Coastal luxury meets modern elegance in this completely renovated 4-bed, 3.5-bath waterfront condo with breathtaking ocean and Boston skyline views. Unit 3 at 191 Court features two private owner’s suites on separate levels, sleek modern bathrooms, and an open-concept living/dining area filled with natural light and ocean breezes. The chef’s kitchen boasts premium Samsung stainless steel

    Kristen Karshis Keller Williams Realty Evolution

    191 Court Rd Unit 3, Winthrop, MA 02152
  • 97 Circuit Rd, Winthrop, MA 02152
    97 Circuit Rd, Winthrop, MA 02152
    97 Circuit Rd, Winthrop, MA 02152
    /26

    $4,000 per month plus fees

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    97 Circuit Rd, Winthrop, MA 02152

    Lovely 4 bedroom, 2 bath home located in the popular Cottage Park Area of Winthrop. Great combination of character and updates, this house is both spacious and charming. There is a driveway and nice size yard with shed. A short distance to Winthrop Center, restaurants and shops and close to the bus line to Orient Heights Station. Live by the water yet close to the City!

    Susan Doig Charlesgate Realty Group, llc

    97 Circuit Rd, Winthrop, MA 02152
  • 86-88 Sargent St, Winthrop, MA 02152
    86-88 Sargent St, Winthrop, MA 02152
    86-88 Sargent St, Winthrop, MA 02152
    /42

    $900,000 Sold Jul 18, 2025

    • 2,946 Sq Ft
    • $305/SF
    • 8 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1860

    86-88 Sargent St, Winthrop, MA 02152

    Come look at this duplex 2-unit home in a prime location. The property is a great opportunity for investors looking to grow their portfolio in a strong rental market or the savvy owner looking to live in the property and enjoy rental income from the other unit. Other opportunities include conversion to condos or to a single residence. The larger unit at #86 has 8 rooms in total, 3 bedrooms, 1.5

    Susan DeFelice Keller Williams Realty Boston-Metro | Back Bay

    86-88 Sargent St, Winthrop, MA 02152
    • 304 Pleasant St Unit 1, Winthrop, MA 02152
      304 Pleasant St Unit 1, Winthrop, MA 02152
      304 Pleasant St Unit 1, Winthrop, MA 02152
      /38

      Est $566,896 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,430 Sq Ft

      304 Pleasant St Unit 1, Winthrop, MA 02152

      304 Pleasant St Unit 1, Winthrop, MA 02152
  • 26 Sargent St, Winthrop, MA 02152
    26 Sargent St, Winthrop, MA 02152
    26 Sargent St, Winthrop, MA 02152
    /26

    $949,900 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,237 Sq Ft

    26 Sargent St, Winthrop, MA 02152

    Welcome to 26 Sargent Street, a beautifully restored and thoughtfully upgraded single-family residence nestled on one of Winthrop’s most picturesque, tree-lined streets. This expansive 5+ bedroom, 2.5 bath home masterfully blends timeless architectural charm with modern luxury, offering refined living spaces and every contemporary convenience. From the moment you enter, you’ll be captivated by

    Mike Wetherbee Cameron Real Estate Group

    26 Sargent St, Winthrop, MA 02152
  • 81 Lowell Rd, Winthrop, MA 02152
    81 Lowell Rd, Winthrop, MA 02152
    81 Lowell Rd, Winthrop, MA 02152
    /32

    $850,000 Sold Jul 17, 2025

    • 1,998 Sq Ft
    • $425/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    81 Lowell Rd, Winthrop, MA 02152

    Charming seaside living awaits at 81 Lowell Road in Winthrop- this neighborhood is a hidden gem! This beautifully maintained 3-bedroom, 2-bath home blends classic character with modern updates like 2024 central HVAC. Enjoy a sun-filled living and dining room, updated kitchen with stainless steel appliances, gas range, and hardwood floors throughout. Upstairs, the bright bedrooms have spacious

    Randall Horn Entourage Realty LLC

    81 Lowell Rd, Winthrop, MA 02152
    • 30 Sargent St, Winthrop, MA 02152
      30 Sargent St, Winthrop, MA 02152
      30 Sargent St, Winthrop, MA 02152
      /34

      Est $1,098,406 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,351 Sq Ft

      30 Sargent St, Winthrop, MA 02152

      30 Sargent St, Winthrop, MA 02152
  • 94 Circuit Rd, Winthrop, MA 02152
    94 Circuit Rd, Winthrop, MA 02152
    94 Circuit Rd, Winthrop, MA 02152
    /30

    $899,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,831 Sq Ft

    94 Circuit Rd, Winthrop, MA 02152

    Step inside this farmhouse-style gem and feel right at home. The first floor offers a spacious layout featuring a cozy eat-in kitchen with stainless steel appliances, a formal dining room, and a full bath with direct access to the backyard, perfect for easy pool days. Hardwood floors flow throughout, adding warmth and charm to every room. Character shines at every turn with thoughtful details

    Leighann Eruzione Lantern Residential

    94 Circuit Rd, Winthrop, MA 02152
  • 226 Court Rd Unit 226, Winthrop, MA 02152
    226 Court Rd Unit 226, Winthrop, MA 02152
    226 Court Rd Unit 226, Winthrop, MA 02152
    /36

    $691,000 Sold Jul 15, 2025

    • 1,986 Sq Ft
    • $348/SF
    • 62 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1910

    226 Court Rd Unit 226, Winthrop, MA 02152

    Rare find in the desirable Maze Area! Renovated in 2020 this 2nd-floor condo with private entrance offers 2 levels, garage, and a move-in ready layout to enjoy the summer breezes. Updates include a newer furnace, roof, and plumbing. The spacious front deck features ocean views. The main level offers a living room with fireplace, and wall scones, dining room with built-in, mini-split A/C and a

    Elizabeth Ferrara Cottage Hill Real Estate

    226 Court Rd Unit 226, Winthrop, MA 02152
    • 14 Sargent St, Winthrop, MA 02152
      14 Sargent St, Winthrop, MA 02152
      14 Sargent St, Winthrop, MA 02152
      /17

      Est $738,002 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,538 Sq Ft

      14 Sargent St, Winthrop, MA 02152

      14 Sargent St, Winthrop, MA 02152
  • 175 Somerset Ave, Winthrop, MA 02152
    175 Somerset Ave, Winthrop, MA 02152
    175 Somerset Ave, Winthrop, MA 02152
    /37

    $899,900 Pending

    • 5 Beds
    • 2 Baths
    • 3,970 Sq Ft

    175 Somerset Ave, Winthrop, MA 02152

    Large two-family home in a highly sought after area in Winthrop on a large lot of land (7500sq feet). The property includes two spacious units and boasts a large backyard. The first-floor unit is a three-bedroom one bath, and the top unit is two bed-room one full bath and an unfinished master bath both units have lots of natural light. Second floor unit also has the added potential of a large

    Justin Martino Noddle Island Real Estate

    175 Somerset Ave, Winthrop, MA 02152
  • 121 Circuit Rd, Winthrop, MA 02152
    121 Circuit Rd, Winthrop, MA 02152
    121 Circuit Rd, Winthrop, MA 02152
    /39

    $1,195,000 Sold Jul 07, 2025

    • 3,100 Sq Ft
    • $385/SF
    • 46 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1915

    121 Circuit Rd, Winthrop, MA 02152

    Experience elevated coastal living in this exquisitely renovated 5-bed, 2 full-bath, 2 half-bath home in Winthrop. Fully transformed in 2021, it blends timeless charm with modern sophistication across four finished levels. Enjoy the beautiful refinished hardwood floors, in home office space, designer kitchen with quartz countertops, premium finishes, and a pot filler — perfect for cooking and

    Joe Quigley Compass

    121 Circuit Rd, Winthrop, MA 02152
    • 52 Lowell Rd, Winthrop, MA 02152
      52 Lowell Rd, Winthrop, MA 02152
      52 Lowell Rd, Winthrop, MA 02152
      /32

      Est $1,029,694 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,986 Sq Ft

      52 Lowell Rd, Winthrop, MA 02152

      52 Lowell Rd, Winthrop, MA 02152
  • 9 Albert Ave, Winthrop, MA 02152
    9 Albert Ave, Winthrop, MA 02152
    9 Albert Ave, Winthrop, MA 02152
    /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
    • 96 Loring Rd, Winthrop, MA 02152
      96 Loring Rd, Winthrop, MA 02152
      96 Loring Rd, Winthrop, MA 02152
      /29

      Est $911,517 Not Listed For Sale

      • 6 Beds
      • 1.5 Baths
      • 1,965 Sq Ft

      96 Loring Rd, Winthrop, MA 02152

      96 Loring Rd, Winthrop, MA 02152
  • 162 Circuit Rd, Winthrop, MA 02152
    162 Circuit Rd, Winthrop, MA 02152
    162 Circuit Rd, Winthrop, MA 02152
    /42

    $954,900 Sold Jan 22, 2025

    • 2,649 Sq Ft
    • $360/SF
    • 8 Days On Market
    • 6 Beds
    • 2.5 Baths
    • Built 1920

    162 Circuit Rd, Winthrop, MA 02152

    Nestled in the desirable "Maze" section of Winthrop, this spacious 2-family home presents an exceptional opportunity for both investors and owner-occupants. Each unit boasts generous layouts, featuring large kitchens, well-proportioned rooms & abundant natural light. First unit offers 2 bedrooms & 1 bathroom with hardwood floors throughout. Second unit spans 2 levels, showcasing an updated

    Bob Simone Better Living Real Estate, LLC

    162 Circuit Rd, Winthrop, MA 02152
    • 90 Lowell Rd, Winthrop, MA 02152
      90 Lowell Rd, Winthrop, MA 02152
      90 Lowell Rd, Winthrop, MA 02152
      /25

      Est $1,222,722 Not Listed For Sale

      • 7 Beds
      • 3 Baths
      • 3,322 Sq Ft

      90 Lowell Rd, Winthrop, MA 02152

      90 Lowell Rd, Winthrop, MA 02152
  • 120 Circuit Rd, Winthrop, MA 02152
    120 Circuit Rd, Winthrop, MA 02152
    120 Circuit Rd, Winthrop, MA 02152
    /38

    $825,000 Sold Dec 05, 2024

    • 1,850 Sq Ft
    • $446/SF
    • 83 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    120 Circuit Rd, Winthrop, MA 02152

    Welcome Home to 120 Circuit Road in the heart of Winthrop by the Sea! This charming 3 bedroom, 2 bath residence features a 20X24 family room addition (2006), perfect for creating lasting memories with loved ones. A 3/4 bath was added and the shower stall has just been upgraded with a tile floor and tile walls. The newly renovated kitchen (2017) is a chef's delight, boasting stainless steel

    Cathie Curran Charlesgate Realty Group, llc

    120 Circuit Rd, Winthrop, MA 02152
    • 89 Johnson Ave, Winthrop, MA 02152
      89 Johnson Ave, Winthrop, MA 02152
      89 Johnson Ave, Winthrop, MA 02152
      /40

      Est $1,199,960 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 2,990 Sq Ft

      89 Johnson Ave, Winthrop, MA 02152

      89 Johnson Ave, Winthrop, MA 02152
    • 130 Circuit Rd Unit 2, Winthrop, MA 02152
      130 Circuit Rd Unit 2, Winthrop, MA 02152
      130 Circuit Rd Unit 2, Winthrop, MA 02152
      /38

      Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,984 Sq Ft

      130 Circuit Rd Unit 2, Winthrop, MA 02152

      130 Circuit Rd Unit 2, Winthrop, MA 02152
    • 130 Circuit Rd Unit 1, Winthrop, MA 02152
      130 Circuit Rd Unit 1, Winthrop, MA 02152
      130 Circuit Rd Unit 1, Winthrop, MA 02152
      /31

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,061 Sq Ft

      130 Circuit Rd Unit 1, Winthrop, MA 02152

      130 Circuit Rd Unit 1, Winthrop, MA 02152
    • 191 Court Rd Unit 1, Winthrop, MA 02152
      191 Court Rd Unit 1, Winthrop, MA 02152
      191 Court Rd Unit 1, Winthrop, MA 02152
      /38

      Est $787,086 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,475 Sq Ft

      191 Court Rd Unit 1, Winthrop, MA 02152

      191 Court Rd Unit 1, Winthrop, MA 02152
    • 191 Court Rd Unit 2, Winthrop, MA 02152
      191 Court Rd Unit 2, Winthrop, MA 02152
      191 Court Rd Unit 2, Winthrop, MA 02152
      /21

      Est $811,179 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,595 Sq Ft

      191 Court Rd Unit 2, Winthrop, MA 02152

      191 Court Rd Unit 2, Winthrop, MA 02152
    • 182 Court Rd Unit 2, Winthrop, MA 02152
      182 Court Rd Unit 2, Winthrop, MA 02152
      182 Court Rd Unit 2, Winthrop, MA 02152
      /19

      Est $554,561 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,052 Sq Ft

      182 Court Rd Unit 2, Winthrop, MA 02152

      182 Court Rd Unit 2, Winthrop, MA 02152
    • 182 Court Rd Unit 1, Winthrop, MA 02152
      182 Court Rd Unit 1, Winthrop, MA 02152
      182 Court Rd Unit 1, Winthrop, MA 02152
      /16

      Est $553,978 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
    • 100 Waldemar Ave, Winthrop, MA 02152
      100 Waldemar Ave, Winthrop, MA 02152
      100 Waldemar Ave, Winthrop, MA 02152
      /42

      Est $897,227 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,204 Sq Ft

      100 Waldemar Ave, Winthrop, MA 02152

      100 Waldemar Ave, Winthrop, MA 02152
    • 380 Pleasant St, Winthrop, MA 02152
      380 Pleasant St, Winthrop, MA 02152
      380 Pleasant St, Winthrop, MA 02152
      /42

      Est $807,108 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft

      380 Pleasant St, Winthrop, MA 02152

      380 Pleasant St, Winthrop, MA 02152
    • 39 Circuit Rd, Winthrop, MA 02152
      39 Circuit Rd, Winthrop, MA 02152
      39 Circuit Rd, Winthrop, MA 02152
      /20

      Est $916,498 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,012 Sq Ft

      39 Circuit Rd, Winthrop, MA 02152

      39 Circuit Rd, Winthrop, MA 02152
    • 116 Court Rd, Winthrop, MA 02152
      116 Court Rd, Winthrop, MA 02152
      116 Court Rd, Winthrop, MA 02152
      /42

      Est $837,000 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,424 Sq Ft

      116 Court Rd, Winthrop, MA 02152

      116 Court Rd, Winthrop, MA 02152
    • 10 Loring Rd, Winthrop, MA 02152
      10 Loring Rd, Winthrop, MA 02152
      10 Loring Rd, Winthrop, MA 02152
      /39

      Est $805,544 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,544 Sq Ft

      10 Loring Rd, Winthrop, MA 02152

      10 Loring Rd, Winthrop, MA 02152
    • 60 Court Rd, Winthrop, MA 02152
      60 Court Rd, Winthrop, MA 02152
      60 Court Rd, Winthrop, MA 02152
      /42

      Est $946,211 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,500 Sq Ft

      60 Court Rd, Winthrop, MA 02152

      60 Court Rd, Winthrop, MA 02152
    • 41 Court Rd, Winthrop, MA 02152
      41 Court Rd, Winthrop, MA 02152
      41 Court Rd, Winthrop, MA 02152
      /40

      Est $1,453,590 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,138 Sq Ft

      41 Court Rd, Winthrop, MA 02152

      41 Court Rd, Winthrop, MA 02152
    • 81 Court Rd, Winthrop, MA 02152
      81 Court Rd, Winthrop, MA 02152
      81 Court Rd, Winthrop, MA 02152
      /42

      Est $1,830,977 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,830 Sq Ft

      81 Court Rd, Winthrop, MA 02152

      81 Court Rd, Winthrop, MA 02152
    • 10 Lowell Rd, Winthrop, MA 02152
      10 Lowell Rd, Winthrop, MA 02152
      10 Lowell Rd, Winthrop, MA 02152
      /30

      Est $666,789 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,134 Sq Ft

      10 Lowell Rd, Winthrop, MA 02152

      10 Lowell Rd, Winthrop, MA 02152
    • 282 Pleasant St, Winthrop, MA 02152
      282 Pleasant St, Winthrop, MA 02152
      282 Pleasant St, Winthrop, MA 02152
      /32

      Est $976,560 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,293 Sq Ft

      282 Pleasant St, Winthrop, MA 02152

      282 Pleasant St, Winthrop, MA 02152
    • 141 Circuit Rd, Winthrop, MA 02152
      141 Circuit Rd, Winthrop, MA 02152
      141 Circuit Rd, Winthrop, MA 02152
      /21

      Est $1,011,247 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,077 Sq Ft

      141 Circuit Rd, Winthrop, MA 02152

      141 Circuit Rd, Winthrop, MA 02152

Showing Results 1 - 40, Page 1 of 11

Massachusetts Suffolk County Winthrop Court Park

Real Estate & Homes

Learn more about living in Court Park

Home Trends in Court Park, MA

On average, homes in Court Park, Winthrop sell after 27 days on the market compared to the national average of 52 days. The median sale price for homes in Court Park, Winthrop over the last 12 months is $787,500, down 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$787,500
Median Single Family Sale Price
$837,500
Average Price Per Sq Ft
$403
Number of Homes for Sale
2
Last 12 months Home Sales
6
Months of Supply
4.00
Median List Price
$887,450
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-2%
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