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Newest Homes for Rent in Winthrop, MA

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  • /5

    $1,595 Plus Fees

    • Studio
    • 1 Bath
    • Condo for Rent

    435 Shirley St Unit 15, Winthrop, MA 02152

    Studio1 BathroomPet Policy: Cat/Dog Negotiable.Utilities: Tenant Pays Electric. Heat and Hot Water included.Laundry: In Building.Parking: 1-car Included. Parking Lot.Broker Fee: NO FEELevel: First Floor.Availability: June 1, 2026Move-In Costs Fees:Last Month Rent: $1,595First Month Rent: $1,595Security Deposit: $1,595

    (857) 349-2811

    435 Shirley St Unit 15, Winthrop, MA 02152
  • /8

    $2,350 Per Month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    304 Main St Unit 2, Winthrop, MA 02152

    JULY 1 MOVE IN- *Renovated* Beautiful 1 bed 1 bath, with one parking space included. Close to the shops and restaurants of Winthrop center, and easy access to the beach, as well as the Blue line and MBTA bus. The apartment has been renovated top to bottom with a new kitchen, bathroom, paint, overhead lighting, and flooring- be the first to move in! IN UNIT LAUNDRY! Great Juliet balcony to let in

    AD Advisors Team Block Realty

    304 Main St Unit 2, Winthrop, MA 02152
  • /12

    $3,200 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,350 Sq Ft
    • Apartment for Rent

    20 Faun Bar Ave Unit 2, Winthrop, MA 02152

    Spacious ocean front coastal living in this 3 BR 1.5 bath second floor unit . Features a large open living room and spacious kitchen with an eat in dining area both offering beautiful ocean views. Enjoy relaxing or entertaining on the private deck overlooking the ocean.No smoking. Pets may be considered with landord approval. Parking on street with permit. Tenant to pay own utilities. Available

    Kimberly Hodson Century 21 Seaport

    20 Faun Bar Ave Unit 2, Winthrop, MA 02152
  • /13

    $2,250 Per Month

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Apartment for Rent

    12 Forrest St Unit 1, Winthrop, MA 02152

    WINTHROP By The SEA........Spacious 3 bedroom or, very nice 2 bedroom plus home office, with the ocean to one end of the street and public transportation to the other. Nice layout, generous room size, fully applianced eat-in cabinet kitchen. On street parking, no laundry, no pets and no smoking. Seaside living in time for Summer Enjoyment!

    Sharon Tallent Compass

    12 Forrest St Unit 1, Winthrop, MA 02152
  • /11

    $2,100 Per Month

    • 1 Bed
    • 1 Bath
    • 760 Sq Ft
    • Apartment for Rent

    150 Locust St Unit 1, Winthrop, MA 02152

    JUST STEPS FROM THE BEACH IN WINTHROP by the SEA ........Freshly painted and nicely renovated, newer appliances, open floor plan, hardwood floors, very nice full bath and good size windows for natural light. This one bedroom plus den or home office has a generous living room/kitchen set up and large main bedroom. One car off street parking and on the bus line for easy public transportation to the

    Sharon Tallent Compass

    150 Locust St Unit 1, Winthrop, MA 02152
  • /10

    $2,600 Per Month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    20 Beacon St Unit 2, Winthrop, MA 02152

    VERY NCE 2 BEDROOM RENTAL, STEPS TO THE BEACH! This location has the harbor to one end of the street and the ocean at the other.....amazing sunrises and sunsets! A bright and sunfilled unit with lots of windows for natural light and some recessed lighting too. Fully applianced updated eat-in kitchen includes laundry in the generous pantry area. Nice layout, lots of living space and large main

    Sharon Tallent Compass

    20 Beacon St Unit 2, Winthrop, MA 02152
  • /8

    $6,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft
    • Apartment for Rent

    170 Cliff Ave Unit 170, Winthrop, MA 02152

    Winthrop, MA (Highland Area) - Spectacular Ocean/Waterfront 3 Bedrooms, 3.5 Baths, 4 Levels Townhome For Rent, Available July 1, 2026; Property Easily Accessible To shopping And Dining, Less Than 10 Minutes’ Drive To Orient Heights And Beachmont (MBTA) Blue-Line Train Services To Downtown Boston, 15 Minutes’ Drive To Logan International Airport, And 27 Minutes To Encore Boston Harbor Casino;

    Herman Davis Metro North Realty, LLC

    170 Cliff Ave Unit 170, Winthrop, MA 02152
  • /19

    $3,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,800 Sq Ft
    • Apartment for Rent

    21 Orlando Ave Unit 1, Winthrop, MA 02152

    Available July 1st! Spacious and renovated 3 bedroom / 1 bathroom apartment located in the Cottage Park neighborhood of Winthrop. This first floor, 1800+ sqft features refinished hardwood floors throughout, eat-in kitchen with granite counters, separate living room, enclosed sunroom, spacious bedrooms, private storage and laundry in the basement. Small pets negotiable, street parking only.

    Brian Rivas Carlton's Wharf & Co.

    21 Orlando Ave Unit 1, Winthrop, MA 02152
  • /26

    $2,550 Per Month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    46 Washington Ave Unit 1, Winthrop, MA 02152

    $2550! Available SEPTEMBER 1! Spacious and sunny 1.5 bedroom 1bath apartment in beautiful Winthrop by the sea! Upon entry find an open living room or living and dining room with gorgeous character with wood beam and stone fireplace (non working). Eat in kitchen with dishwasher and gas cooking, ample storage space with large pantry closet. Large king sized master bedroom with ample closet space.

    Katerina Patras Anzalone Realty

    46 Washington Ave Unit 1, Winthrop, MA 02152
  • /2

    $2,100

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 999 Sq Ft
    • Condo for Rent

    25 Pratt St Unit 1, Boston, MA 02134

    If you are looking to move into the Allston area next fall, look no further! This 1 bed and 1 bath apartment is perfect with the amount of natural light as well as close connection to public transportation. The apartment comes with an eat in kitchen, dishwasher, a porch, ceramic tiles, and also has laundry in the building. The local area is also filled with numerous restaurants and shops for all

    25 Pratt St Unit 1, Boston, MA 02134
  • /7

    $1,350

    Total Monthly Price

    • Studio
    • 1 Bath
    • Condo for Rent

    5 Irwin St Unit 10 / 3rd Flooor, Winthrop, MA 02152

    This apartment offers an ideal blend of comfort, convenience, and value. Enjoy the ease of living with essential utilities included and quick access to public transportation.?? Pictures are similar to the available Unit 10Rental Terms:Security Deposit: $1,350.001st Month: $1,350.00 No Last Month Broker Fee: $1,350.00Included Utilities:Hot

    5 Irwin St Unit 10 / 3rd Flooor, Winthrop, MA 02152
  • /18

    $3,250 Per Month

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    566 Shirley St Unit 6, Winthrop, MA 02152

    Available June 1st! Spacious and recently renovated 3-bedroom apartment located on Shirley St. This unit features new vinyl flooring throughout, stainless steel appliances, and Central A/C & Heat for year-round comfort. Enjoy beautiful water views right from your porch! Conveniently located just minutes from Winthrop Beach and Deer Island, with easy access to public transportation and bus stops

    Sebastian Taborda Broad Sound Real Estate, LLC

    566 Shirley St Unit 6, Winthrop, MA 02152
  • /13

    $2,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    56 Park Ave Unit Park Ave, Winthrop, MA 02152

    Two bedroom plus office. Front porch with partial ocean views and rear enclosed porch. Laundry and basement. Located a block from the ocean.

    56 Park Ave Unit Park Ave, Winthrop, MA 02152
  • /12

    $2,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 821 Sq Ft
    • Condo for Rent

    900 Governors Dr Unit 17, Winthrop, MA 02152

    This quiet condominium is in the Governor's Park complex in the north section of Winthrop. It features a large primary bedroom with a huge walk-in closet, a generous 2nd bedroom, a completely renovated full bathroom, and a kitchen with lots of cabinet space and all the amenities. New flooring and paint throughout. Card-operated laundry is available on the ground floor.The complex

    900 Governors Dr Unit 17, Winthrop, MA 02152
  • /32

    $5,500 Per Month

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Condo for Rent

    141 Grovers Ave Unit 141, Winthrop, MA 02152

    COASTAL LUXURY AT ITS FINEST! This stunning 2,400 sq. ft. oceanfront townhouse offers a sophisticated seaside lifestyle across three expansive levels, just minutes from Boston. The heart of the home is a sun-drenched living area featuring gleaming hardwoods, a cozy fireplace, and seamless access to two private decks—perfect for savoring salty breezes and panoramic water views. The gourmet kitchen

    Alla Rossi Coldwell Banker Realty - Boston

    141 Grovers Ave Unit 141, Winthrop, MA 02152
  • /9

    $2,695 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    87 Dr Unit 2, Winthrop, MA 02152

    Oceanfront updated two-bedroom, one bath, eat-in kitchen with Quartz countertops, stainless steel appliances, an updated bath, and a private deck overlooking Winthrop Beach! Additional features include central heat and AC, hardwoods, and a building laundry. The rent includes hot water. The unit is ready for occupancy on June 1, 2026.

    Agent Photo

    Saul Perlera

    Perlera Real Estate

    (857) 832-7552

    87 Dr Unit 2, Winthrop, MA 02152
  • /14

    $2,900 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Apartment for Rent

    295 Shirley St Unit 1, Winthrop, MA 02152

    Bright and spacious 2 bedroom 1.5 bath deleaded apartment with off -street parking, in-unit laundry and golf course views! The modern and large eat-in kitchen features granite countertops, tile floors and stainless appliances. Both bathrooms are renovated and neutral. Lots of closet space, hardwood floors throughout in this convenient ground floor unit with parking steps to the door. Great

    Erica Gore Century 21 Seaport

    295 Shirley St Unit 1, Winthrop, MA 02152
  • /23

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    573 Shirley St Unit 2, Winthrop, MA 02152

    Available June 1st with waterfront ocean views of the Boston skyline and Crystal Cove Marina! This 2-bedroom, 1.5-bathroom unit offers west-facing sunset views, abundant natural light, and a peaceful, quiet setting. The modern eat-in kitchen includes a gas stovetop, in-unit washer/dryer, a closet in the first bedroom, and a large IKEA walk-in closet in the second bedroom with an attached half

    Brittney Lamme PH Realty Group

    573 Shirley St Unit 2, Winthrop, MA 02152
  • /7

    $3,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Apartment for Rent

    43 Ocean Ave Unit 2, Winthrop, MA 02152

    Deleaded, 3+ bedroom, second floor apartment with private balcony that looks at the ocean. Large eat-in kitchen, spacious living room/dining room combination, hardwood floors throughout. Potential for office or fourth bedroom. Available immediately. One house from the beach. Conveniently located near restaurants, shopping, walking, yacht clubs, ferry to Boston, and public transportation.

    Erica Gore Century 21 Seaport

    43 Ocean Ave Unit 2, Winthrop, MA 02152
  • /9

    $2,850

    Total Monthly Price

    • 1 Bed
    • 2 Baths
    • 850 Sq Ft
    • Condo for Rent

    76 Fremont St, Winthrop, MA 02152

    Newly renovated 2-bed, 1-bath apartment in Winthrop featuring an open layout, great natural light, modern kitchen with stainless steel appliances and granite countertops, and an updated bathroom with stylish finishes. Conveniently located near beaches, shops, restaurants, and public transportation. Plus a large private outdoor back deck!

    76 Fremont St, Winthrop, MA 02152
  • /12

    $2,400 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    56 Park Ave Unit 2, Winthrop, MA 02152

    Spacious and bright 2 bedroom with bonus room/office, private front porch and rear enclosed porch just a block away from the Ocean. This building has a shared yard and coin op laundry in basement. Versatile space you can design your own layout!

    Josephine Marino DiMarzo Lyv Realty

    56 Park Ave Unit 2, Winthrop, MA 02152
  • /19

    $5,000 Per Month

    • 5 Beds
    • 2 Baths
    • 2,500 Sq Ft
    • Apartment for Rent

    97 Court Rd Unit 2, Winthrop, MA 02152

    Rare opportunity to rent a spacious ocean-view penthouse in Winthrop offering 5 bedrooms and 2 full baths across approx. 2,500 sq ft on the 2nd and 3rd floors. The 3rd floor features three large sun-filled bedrooms with beautiful water views and a full bath, while the 2nd floor includes two additional bedrooms and a newly renovated full bath—ideal for flexible family living, guest space, or home

    Scarlett Tamburro Gibson Sotheby's International Realty

    97 Court Rd Unit 2, Winthrop, MA 02152
  • /2

    $3,450

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Condo for Rent

    411 Shirley St Unit 2, Winthrop, MA 02152

    This property at 411 Shirley St offers a lovely 1300 square foot apartment to call home. It includes essential amenities such as air conditioning, a dishwasher, and laundry hook ups. The living room provides ample space for relaxation and entertainment, while the bedrooms are designed to accommodate various layouts. The bathroom is equipped with standard fixtures for convenience. The property

    411 Shirley St Unit 2, Winthrop, MA 02152
  • /19

    $2,495 Plus Fees

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    90 Winthrop Shore Dr Unit B, Winthrop, MA 02152

    This nice 2 Bedrooms 1 Bath place in the Winthrop area is available for Now. Included Features are: Laundry in Coin-Op.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect

    (857) 349-5629

    90 Winthrop Shore Dr Unit B, Winthrop, MA 02152
  • /19

    $2,700 Per Month

    • 2 Beds
    • 1 Bath
    • 1,142 Sq Ft
    • Apartment for Rent

    19 Pearl Ave Unit 19, Winthrop, MA 02152

    Beautifully renovated and perfectly timed for summer, this inviting two bedroom apartment offers the ideal opportunity to enjoy life in Winthrop! This spacious second floor unit features a stunning modern kitchen fully equipped with gas cooking, ss appliances, quartz countertops, and peninsula for casual dining. A dedicated dining room, sun filled living room, along with a front deck, and rear

    Atiyeh Cassidy Blue Sky Realty

    19 Pearl Ave Unit 19, Winthrop, MA 02152
  • /18

    $2,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Trump Property

    31-33-33 Pleasant Park Rd Unit 2nd Floor, Winthrop, MA 02152

    31-33-33 Pleasant Park Rd Unit 2nd Floor, Winthrop, MA 02152
  • /20

    $3,000

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    63 Coral Ave, Winthrop, MA 02152

    Experience luxury living in this one-of-a-kind gem: two bedrooms, one bathroom, living room and kitchen. This apartment offers breathtaking ocean views. The bedrooms and living room have stylish furniture and luxury linens.This tranquil residence is just steps from the Orient Heights Blue Line, putting Boston within easy reach.In a quiet residential neighborhood with an ocean promenade.

    63 Coral Ave, Winthrop, MA 02152
  • /12

    $2,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Trump Property

    31-33-33 Pleasant Park Rd Unit 3rd Floor, Winthrop, MA 02152

    31-33-33 Pleasant Park Rd Unit 3rd Floor, Winthrop, MA 02152
  • /25

    $3,000

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    61 Coral Ave, Winthrop, MA 02152

    Step into luxury at this stunning, top-floor penthouse with breathtaking panoramic views of the ocean. Perfect for a romantic getaway, family vacation, or serene retreat, this exclusive beachfront oasis combines modern elegance with coastal charm. Relax on your private terrace as you enjoy endless sea views, or take a short walk to the beach just steps from your door.Private terrace with

    61 Coral Ave, Winthrop, MA 02152
  • /12

    $2,600 Per Month

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    271 Shirley St Unit 4, Winthrop, MA 02152

    Welcome to 271 Shirley St unit 4 Winthrop. Freshly renovated and ready to move in. 3 Bedroom 1 full bath and a living room. Rooms are hard wood floors. Parking are available on street with permit. walking distance to the beach wonderful view of the golf course.

    Hien Lieu RE/MAX 360

    271 Shirley St Unit 4, Winthrop, MA 02152
  • /14

    $2,450 Per Month

    • 2 Beds
    • 1 Bath
    • 610 Sq Ft
    • Condo for Rent

    267 Washington Ave Unit 5, Winthrop, MA 02152

    This top floor 2 bedroom and 1 bath condo can be rented furnished or unfurnished. If it is rented furnished the rent is $2,500 a month. It is equipped with a modern kitchen, gas stove, dishwasher, microwave and hardwood floors throughout. The unit is very conveniently located across from bus stop to Orient Heights and a very short walk to Winthrop Beach. There are several fine restaurants around

    James Polino Compass

    267 Washington Ave Unit 5, Winthrop, MA 02152
  • /4

    $2,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Apartment for Rent

    31 Pleasant St Unit 2, Winthrop, MA 02152

    Recently updated two bedroom, one bathroom apartment located in professionally managed three family. This unit has hardwood floors, updated kitchen and more. The property is in close proximity to the public transportation, shopping, schools and more. Also, has easy access to Boston and many beaches.

    Timothy Shanahan Merrimack Realty Group, Chelmsford

    31 Pleasant St Unit 2, Winthrop, MA 02152
  • /10

    $2,400 Per Month

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Apartment for Rent

    97 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

    Utilities included!! Updated 1-bedroom, 1-bath residence ideally situated along Winthrop Shore Drive. This well-appointed unit offers a refreshed interior, open kitchen/living area, eat in kitchen, in-unit laundry, and one dedicated parking space. directly across from Winthrop Beach, the home offers effortless access to the shoreline just steps from your door. Enjoy morning walks along the water,

    Acone & Company Team Darwin Associates

    97 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
  • /16

    Starting at $1,795

    Total Monthly Price

    • Studio - 2 Beds

    91 Veterans Rd, Winthrop, MA 02152

    Welcome to The Abby at 91 Veterans Road in Winthrop, MA, where city-access meets coastal charm. Nestled just steps from the beach and the Winthrop Golf Club, this professionally managed community offers modern, pet-friendly apartments with reserved parking, in-unit laundry, and easy highway and public-transit access to Boston.Walkable town, breeze-filled viewsResidents love Winthrop’s

    The Abby

    (857) 349-9522

    91 Veterans Rd, Winthrop, MA 02152
  • /19

    $2,700 Per Month

    • 1 Bed
    • 2 Baths
    • 604 Sq Ft
    • Condo for Rent

    600 Shirley St Unit 1, Winthrop, MA 02152

    HEAT AND HOT WATER INCLUDED! Welcome to The Cove at 600, a premier condominium community set on the historic grounds of the former Crystal Cove Hotel. This beautifully renovated and freshly painted first-floor unit offers 1 bedroom/2 full baths, delivering the perfect blend of comfort and coastal living. Thoughtfully updated throughout, this home features a modern kitchen w/new stainless

    Robin Capone Irving Realty

    600 Shirley St Unit 1, Winthrop, MA 02152
  • /14

    $2,350 Per Month

    • 1 Bed
    • 1 Bath
    • 875 Sq Ft
    • Apartment for Rent

    1 Pond St Unit 8K, Winthrop, MA 02152

    **AVAILABLE NOW** This is a spacious 1 bedroom/ 1 bath apartment overlooking the beautifully kept grounds of Fort Heath! You will never get tired of your beautiful view from your 8th floor balcony. It is recently remodeled with new laminate flooring throughout as well as new countertops in the kitchen. The unit includes a gas stove, dishwasher and refrigerator. It boasts new kitchen cabinets and

    James Polino Compass

    1 Pond St Unit 8K, Winthrop, MA 02152
  • /6

    $2,500 Per Month

    • 2 Beds
    • 1 Bath
    • 678 Sq Ft
    • Apartment for Rent

    53 Trident Ave Unit 101, Winthrop, MA 02152

    Charming 2-Bedroom Oceanview Condo. Partially furnished, This beautifully maintained first-floor unit offers the perfect blend of coastal charm and everyday convenience, just steps from the ocean. Inside, you’ll find two spacious bedrooms, hardwood floors throughout, and a stylish kitchen featuring granite countertops. The home is move-in ready, complete with the convenience of in-unit laundry

    Agent Photo

    Emma D'Angelo

    Charlesgate Realty Group LLC

    (617) 397-4920

    53 Trident Ave Unit 101, Winthrop, MA 02152
  • /25

    $3,300

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Condo for Rent

    66 Sagamore Ave Unit 2, Winthrop, MA 02152

    3 Bedrooms2 BathroomsUtilities: Tenant pays gas, Electric and Oil heat.Laundry: In unit.Parking: 1 off-street included.Pets: No pets.Level: 2nd and 3rd FloorsAvailability: April or MayMove in Costs: Security Deposit and First Month's rent.

    66 Sagamore Ave Unit 2, Winthrop, MA 02152
  • /16

    $2,975 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    235 Washington Ave Unit 2, Winthrop, MA 02152

    Waterfront living at its finest! Enjoy stunning harbor views overlooking three marinas from this beautiful 2 bedroom/1 bath condominium with heat and hot water included! Every room has gorgeous water views with picture windows flooding the space with natural light. The open floor plan features kitchen with breakfast bar, separate dining area, large living room, hardwood floors, spacious master

    Caroline Ligotti Coldwell Banker Realty - Boston

    235 Washington Ave Unit 2, Winthrop, MA 02152
  • /11

    $2,050 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    20 Coral Ave Unit 10, Winthrop, MA 02152

    Bright and sunny comfortable unit in a very clean, well maintained building down the street from Winthrop Beach. This unit has a galley kitchen with updated countertops, cabinets and backsplash. Very spacious bedroom with an area off the bedroom suitable for an in-home office, walk in closet or an in-home gym area. Updated bathroom with tiled tub/shower combo. This unit has 2 new Greer split

    Joanne Vanbuskirk Charlesgate Realty Group, llc

    20 Coral Ave Unit 10, Winthrop, MA 02152

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