- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
110 Properties Available In Winthrop
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,600
Condo
70 Beach Road #2, Winthrop, MA 02152
Attention all pilots, flight crew and beach enthusiasts! Prime location near Logan Airport. This cozy Studio apartment t...
Listed by Ronda Cogliano of Century 21 North East

$689,900
Condo
620 Shirley #3, Winthrop, MA 02152
Are you looking for a Bi-level condo with unobstructed Waterfront OCEAN VIEWS into downtown Boston? Look no further, bec...
Listed by Patrick Fahey of Access

$2,300
Condo
34 Franklin St #1, Winthrop, MA 02152
You have to see this newly updated, spacious 1 bedroom apartment with ALL UTILITIES INCLUDED. Walk to Winthrop beach and...
Listed by Highland Group of Compass

$525,000
Condo
3 Seal Harbor Rd #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 ...
Listed by Nicole Bettano of Lantern Residential

$465,000
Condo
111 Locust St #2, Winthrop, MA 02152
Back on market due to buyer financing. Charming light filled 3 bedroom condo steps to Winthrop Beach offers coastal livi...
Listed by Christine D'Ambrosio of Lantern Residential

$3,500
Condo
33-35 Cutler St. #2, Winthrop, MA 02151
Charming and Spacious 3-Bedroom Apartment Steps from Winthrop Beach Welcome to your new home! This spacious 1,600 sq. ft...
Listed by Annmarie Fiore of Amo Realty - Boston City Properties

$825,000
Single Family Home
75 Sewall Ave, Winthrop, MA 02152
Discover this vintage 1970s-style gem just a block from the ocean, perfectly situated in one of Winthrop's most sought-a...
Listed by Harry Silverstein of Keller Williams Realty Boston Northwest

$879,999
Condo
876 Shirley #1, Winthrop, MA 02152
Direct Ocean Front Living. Feel like you're on vacation every day! This spacious 2 level, 7 room, 4 bed, 2 bath condo is...
Listed by James Iannuzzi of Century 21 North East

$699,990
Single Family Home
62 Otis St, Winthrop, MA 02152
Welcome to this beautifully updated single-family home in Winthrop's desirable Point Shirley neighborhood. This coastal ...
Listed by Seth Williams of Reference Real Estate

$1,950
Condo
267 Washington Ave #3A, Winthrop, MA 02152
Conveniently located! Just a 10-minute drive or 20 minutes by public transport to the city center. The bus stop across t...
Listed by Elizabeth Ferrara of Cottage Hill Real Estate

$949,500
Single Family Home
100 Cottage Ave, Winthrop, MA 02152
Nestled in the coastal community of Winthrop by The Sea. This spacious home has proximity to the beach, views of Boston...
Listed by Janice Stevens of Century 21 Seaport

$849,900
Condo
187 Winthrop Shore Dr #2, Winthrop, MA 02152
Welcome to 187 Winthrop Shore Drive, where the views don't quit, no matter where you are—even from the kitchen. This 3-b...
Listed by The Reference Group of Reference Real Estate

$3,000
Condo
56 Park Ave #3, Winthrop, MA 02152
HUGE 3 bedroom 2 bath DUPLEX unit located a block from the ocean, the landing, docks, restaurants and shops. Gleaming h...
Listed by JoJo Marino DiMarzo of Lyv Realty

$2,400
Condo
200 Governors Drive #26, Winthrop, MA 02152
Don't miss out on this updated 2 bed 1 bath unit with open floorpan and gleaming hardwood flooring throughout. The kitch...
Listed by JoJo Marino DiMarzo of Lyv Realty

$2,750
Condo
90 Winthrop Shore Drive #2, Winthrop, MA 02152
Renovated oceanside 2 bedroom apartment featuring refinished hardwood floors, granite counters, stainless steel applianc...
Listed by William Cordts of Charlesgate Realty Group, llc

$739,900
Condo
1 Seal Harbor Road #316, Winthrop, MA 02152
DON'T MISS OUT ON THIS AMAZING OPPORTUNITY IN WINTHROP'S SEAL HARBOR CONDOMINIUMS....... A SPACIOUS CORNER UNIT WITH A G...
Listed by Sharon Tallent of Compass

$775,000
Condo
144 Winthrop Shore Dr #2, Winthrop, MA 02152
Breathtaking Ocean Views! This exquisite second-floor condo offers sweeping water views and a sandy beach just steps fro...
Listed by Laura Springer of Coldwell Banker Realty - Milton

$3,400
Condo
409 Shirley #2, Winthrop, MA 02152
Welcome home to 02152. This delightful three-bedroom, one-and-a-half-bathroom apartment offers the perfect blend of comf...
Listed by Nicole Bettano of Lantern Residential

$525,000
Single Family Home
96 Undine Avenue, Winthrop, MA 02152
Experience the charm of this hilltop harbor view 2-bedroom, 1.5-bathroom single-family home with a contemporary touch. T...
Listed by Highland Group of Compass

$3,200
Condo
107 Winthrop St #2, Winthrop, MA 02152
Discover the perfect combination of space and comfort in this approximately 1,300 sq. ft. 3-bedroom, 1-bath rental in a ...
Listed by Gui Moreira of Coldwell Banker Realty - Boston

$3,200
Condo
115 Winthrop St #2, Winthrop, MA 02152
New Beginnings in 2025?!! Great central location in Winthrop!! This lovely well maintained second floor of 2 family ha...
Listed by S. Michael Palazzolo of Charlesgate Realty Group, llc

$2,600
Multi-Family, Townhouse
50 Edgehill #1, Winthrop, MA 02152
Bright and spacious 2 bedroom townhouse style unit in owner-occupied 2 family home on beautiful tree-lined street. New G...
Listed by Daniel Vannoni of Housequarters

$1,500
Multi-Family, Townhouse
82 Temple Ave #1, Winthrop, MA 02152
Looking for a responsible individual to rent a room with extra privacy on the second floor of a charming house near Wint...
Listed by Jonathan Simon of Bohio Realty LLC

$499,999
Condo
31 Waveway Ave #2, Winthrop, MA 02152
This beautiful 2-3 bedroom 1 bath 2nd floor condo sits just a block from Winthrop Beach. Formal Living room and Dining...
Listed by Richard Palladino of Century 21 North East