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Recently Sold Cottage Hill Homes

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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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /42

    $830,000 Sold Jul 18, 2025

    • 2,412 Sq Ft
    • $344/SF
    • 25 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    27 Crystal Cove Ave, Winthrop, MA 02152

    Nestled in the heart of Winthrop Head, this 4bed, 2bath Colonial blends timeless charm with a prime location just moments from multiple beaches and the scenic Winthrop Golf Club. Enjoy sweeping ocean views from the spacious front porch—an ideal spot for coffee or evening sunsets. Enter inside to a welcoming foyer featuring a bay window, fireplace & gleaming HW floors that flow seamlessly into a

    Lori Lacey Lamacchia Realty, Inc.

    27 Crystal Cove Ave, Winthrop, MA 02152
  • /28

    $520,000 Sold Jul 11, 2025

    • 1,219 Sq Ft
    • $427/SF
    • 8 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1880

    30 Crystal Cove Ave Unit 2, Winthrop, MA 02152

    Nestled in Winthrop’s sought-after Crystal Cove neighborhood, this beautifully maintained two-level condo perfectly combines timeless character with stylish comfort. A grand staircase serves as the home’s architectural showpiece, adding elegance and a sense of grandeur. The sun-filled unit features an updated kitchen, two bedrooms and renovated bathrooms offering modern finishes and

    Erica Gore Century 21 Seaport

    30 Crystal Cove Ave Unit 2, Winthrop, MA 02152
  • /12

    $290,000 Sold Jun 27, 2025

    • 610 Sq Ft
    • $475/SF
    • 45 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    267 Washington Ave Unit 5, Winthrop, MA 02152

    GREAT INVESTMENT OPPORTUNITY OR OWNER OCCUPY......Why rent when this 2 bedroom updated unit can give you a start in homeownership? Conveniently located on the Bus Line to the Blue Line and looking out to the harbor and Lewis Lake with just steps to the ocean! Yes, the beach is at the top of the street. This top floor unit has hardwood floors throughout, pretty set of windows in the living

    Sharon Tallent Compass

    267 Washington Ave Unit 5, Winthrop, MA 02152
  • /31

    $680,000 Sold Apr 23, 2025

    • 1,355 Sq Ft
    • $502/SF
    • 38 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    620 Shirley St Unit 3, Winthrop, MA 02152

    Are you looking for a Bi-level condo with unobstructed Waterfront OCEAN VIEWS into downtown Boston? Look no further, because 620 Shirley Street Unit #3 in Winthrop will be sure to check every single box you're looking for. This 2022 New Construction west facing, spacious, waterfront property boasts 2 levels of living that floods with natural light during the day with breathtaking sunsets over the

    Patrick Fahey Access

    620 Shirley St Unit 3, Winthrop, MA 02152
  • /40

    $895,000 Sold Mar 07, 2025

    • 3,331 Sq Ft
    • $269/SF
    • 8 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1880

    63 Terrace Ave, Winthrop, MA 02152

    Beautiful Two Family Overlooking The Harbors, Sunsets And The Glamourous And Colorful City Lights Of Boston. This Spectacular Home Does Not Come Up Like This Very Often. Unit #1 Has 4 Good Size Rooms With A Large Bathroom And Private Laundry Space. Unit #2 Has Two Levels Of Living Space With Two Bedrooms And Its Own Laundry Area. Both Units Have Shining Hardwood Floors And Big Windows Throughout,

    Corey Mastrocola Welcome Home Properties, Inc.

    63 Terrace Ave, Winthrop, MA 02152
  • /39

    $900,000 Sold Feb 14, 2025

    • 2,157 Sq Ft
    • $417/SF
    • 60 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1900

    5 Charles St, Winthrop, MA 02152

    Beautiful Corner lot, half a block from the beach. Well-maintained home in move-in condition, lots of updates. The upper unit has two levels with a loft bedroom,Cathedral ceiling with skylight windows, and a private deck with some ocean view. The lower unit offers a renovated kitchen, bathroom, spacious private yard, and deck. There is an additional living area with a bed and bath. Stainless

    Marisol Aldana Century 21 North East

    5 Charles St, Winthrop, MA 02152
  • /24

    $480,000 Sold Dec 09, 2024

    • 1,008 Sq Ft
    • $476/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    247 Washington Ave Unit 8, Winthrop, MA 02152

    Welcome to coastal living at its finest. Start your day with a coffee or unwind with a glass of wine, watching the sunset from your private balcony over the serene waters of Winthrop. This 2-bedroom, 2-bath condo has been thoughtfully updated, featuring a spacious living room, a recently renovated kitchen with stainless steel appliances, and newly redone bathrooms. Just steps away from

    Daniel Clucas Reference Real Estate

    247 Washington Ave Unit 8, Winthrop, MA 02152
  • /25

    $825,000 Sold Dec 02, 2024

    • 2,212 Sq Ft
    • $373/SF
    • 22 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1890

    19 Moore St, Winthrop, MA 02152

    Grand Victorian Legal Two-Family Home offering the perfect opportunity for owner-occupants or investors alike. With a strong rental history, this property has undergone extensive renovations, including a new roof, gas heating system and electrical upgrades. As you enter, you are greeted by the dramatic staircase and foyer. The main unit is de-leaded and features bi-level living with a large

    Erica Gore Century 21 Seaport

    19 Moore St, Winthrop, MA 02152
  • /14

    $272,000 Sold Nov 14, 2024

    • 555 Sq Ft
    • $490/SF
    • 68 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1900

    483 Shirley St Unit 8, Winthrop, MA 02152

    Your chance to get a condo under $300K this close to Boston just reoccured! Tired of high city prices? This charming 1-bedroom condo is a first-time buyer's dream come true! Completely renovated, it boasts new cabinets, appliances, flooring, and a pristine tub. The location is unbeatable, with grocery, shops, restaurants, and cafes right at your front door! Plus, a leisurely stroll takes you to

    Maghda Amrani Coldwell Banker Realty - Haverhill

    483 Shirley St Unit 8, Winthrop, MA 02152
  • /35

    $975,000 Sold Oct 31, 2024

    • 2,000 Sq Ft
    • $488/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    11 Perkins St, Winthrop, MA 02152

    Complete gut remodel interior and exterior. This home offers 3 spacious bedrooms and 2 luxurious bathrooms.A 160 sqft. finished bonus room in the basement. A custom dream kitchen awaits, equipped with stainless steel appliances, white shaker cabinets, a wine fridge, pot filler, and a large kitchen island. Off the kitchen, you’ll find a pantry and laundry room with plenty of storage. Main bedroom

    Michael Buscanera Blue Key Realty

    11 Perkins St, Winthrop, MA 02152
  • /22

    $535,000 Sold Oct 31, 2024

    • 1,228 Sq Ft
    • $436/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1850

    90 Terrace Ave Unit 1, Winthrop, MA 02152

    Motivated seller has just reduced this well maintained condo located at 90 Terrace Avenue in the desirable seaside town of Winthrop! It features 2 bedrooms, 2 full baths and finished basement with in-unit laundry. Along with it's spectacular views, this location is walking distance to Winthrop and Yirrel Beaches, Point Shirley, Winthrop Yacht Club and just steps away from the Winthrop Ferry

    John Marino MP Realty Group

    90 Terrace Ave Unit 1, Winthrop, MA 02152

Frequently Asked Questions

What is the average time to sell a house in Cottage Hill, MA?
The houses for sale in Cottage Hill, MA spend an average of 27 days on the market.
What is the number of active homes for sale in Cottage Hill, MA?
There are 7 active homes for sale in Cottage Hill, MA.

Home Trends in Cottage Hill, MA

Housing Trends

Median Sale Price
$520,000
Median Single Family Sale Price
$830,000
Median 2 Bedroom Sale Price
$447,500
Median 1 Bedroom Sale Price
$281,000
Average Price Per Sq Ft
$531
Number of Homes for Sale
7
Last 12 months Home Sales
13
Months of Supply
6.50
Median List Price
$504,949
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-5%
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