Winthrop MA Real Estate &

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Beds:
16
Baths:
6.00
Sq.Ft.:
5,553
Status:
Active
MLS#:
73554183
Type:
Multi-Family
Lot size:
0.09 Acres
Year built:
1900
Courtesy: Horvath & Tremblay 781-776-4000
View additional info

ADDITIONAL INFORMATION

566 Shirley St contains six (6) units, consisting of two (2), 2-Bedroom/1-Bathroom units and four (4), 3-Bedroom/1-Bathroom units with 5,553 square feet of living area in 7,968 square feet of total gross area on a 0.09-acre corner parcel. The Property is across the street from the Crystal Cove Marina and is 1,000 feet from Winthrop Beach and the shores of the Atlantic Ocean. The Property has been well maintained and features all new common area lighting and carpeting, the foundation (interior and exterior) has been repointed. The Property has new blown-in insulation, and the rear deck system has been updated with refinished decks and new railings. The Property also has a new 11-camera security system and credit card operated washers and dryers. Two of the units have been fully renovated and two units have renovated bathrooms. The Property is separately metered for a mix of gas & electric powered heat & hot water, as well as electrictity. The Landlord provides town water & sewer.

Beds:
6
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
73545756
Type:
Other
Lot size:
0.24 Acres
Year built:
1900
Courtesy: Binder Residential 617-531-9079
View additional info

ADDITIONAL INFORMATION

Ingleside Park 2-unit with a rare 10,000sqft oversized lot owned by the same family for over 20 years. Bring your ideas to transform this property into your dream investment or income-producing home with the untouched backyard begging to become either an outdoor oasis, additional parking, or more. Featuring off-street parking for 2 or 3 cars with the first floor unit offering two bedrooms, one full bath, and a large rear deck while the second floor unit has two levels with four total bedrooms, one full bath, and a rear sunroom. The building has separate electric and gas meters for each unit. Centrally located next to Ingleside Park and Winthrop Center only one mile to the MBTA Blue Line direct to Logan airport and Boston.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,963
Status:
Active
MLS#:
73539167
Type:
Other
Lot size:
0.06 Acres
Year built:
1930
Courtesy: Charlesgate Realty Group, llc 617-587-0100
View additional info

ADDITIONAL INFORMATION

FRESH NEW PRICE! Best value in the neighborhood! Charming 1930's two family, originally a seaside cottage, just steps to the beach. This coastal home has been owned by the same family for over 70 years. It offers off street parking and flexible living options. It could be a great single family. Unit 1 is a one bedroom while Unit 2 has three bedrooms. This property is brimming with potential and is priced to reflect the updating needed - an excellent opportunity to create value in a prime location. Don't miss this wonderful chance to become a homeowner.

Open House:

Saturday, 8/22 11:00-12:30PM

More Open House Info >

Beds:
6
Baths:
4.00
Sq.Ft.:
2,949
Status:
Active
MLS#:
73534385
Type:
Other
Lot size:
0.09 Acres
Year built:
1900
Courtesy: The Aland Realty Group LLC 603-501-0463
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ADDITIONAL INFORMATION

A rare opportunity to own a 3-unit multi-family investment property with a fourth apartment in one of Winthrop's most sought-after coastal locations, just minutes from downtown Boston and Logan Airport. This asset offers an ideal mix for investors and owner-occupants alike. The property features one three-bedroom apartment, one two-bedroom apartment, one one-bedroom apartment, and one studio unit. The one-bedroom apartment is currently rented and will be conveyed with the property. The two-bedroom and three-bedroom apartments will be delivered vacant at closing. The owner is currently marketing the studio for rent. Three off-street parking spaces come with the property. Set on a 4,075± sq ft lot in a supply-constrained market with strong, year-round rental demand, the property delivers a compelling blend of in-place income and future growth potential through both rent increases and value-addition. Steps to the beach, Winthrop Golf Club, and the heart of Shirley Street - come see everything that this property has to offer.

Beds:
16
Baths:
14.00
Sq.Ft.:
10,000
Status:
Active
MLS#:
73531829
Type:
Multi-Family
Lot size:
0.26 Acres
Year built:
2027
Courtesy: Leading Edge Real Estate 781-979-0100
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ADDITIONAL INFORMATION

DEVELOPMENT OPPORTUNITY WITH EXISTING MIXED USE PROPERTY GENERATING $71K NET ANNUAL INCOME.++A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building with podium parking beneath — all on one site steps from the harbor and in the middle of a quaint yet thriving downtown Winthrop. 5-10 min commute to Boston Logan Airport, quick access to the MBTA Blue Line and ferry access to downtown Boston. All dimensions, square footage, parking spaces and building plans are estimated and should be considered for marketing purposes only. Buyers to do all due diligence as this is a development opportunity.

Beds:
5
Baths:
2.00
Sq.Ft.:
2,635
Status:
Active
MLS#:
73529063
Type:
Other
Lot size:
0.12 Acres
Year built:
1920
Courtesy: COM-PRO Real Estate Services, Inc 617-381-9010
View additional info

ADDITIONAL INFORMATION

NEWLY PRICED! PRICED TO SELL! Rare waterfront two-family in Winthrop's sought-after Cottage Park neighborhood, offering stunning views of the Bay, Harbor, marsh, and ocean, a lifestyle feature you simply can't replicate at this price point. Built in 1920, this classic 2,635 sq ft two-story home sits on a 5,227 sq ft lot just steps from the beach. A perfect opportunity for first-time buyers or savvy investors. Unit 1 rents for $3,100/mo and Unit 2 for $4,000/mo, generating $85,200 in gross annual income with a net of $76,900. Five bedrooms, two full baths, and a versatile layout ideal for extended families. The property features an enclosed porch, deck, fenced yard, professional landscaping, and individually metered electric. Minutes from downtown Boston via Rt. 1A. Don't miss this opportunity; schedule your private showing today!

Beds:
6
Baths:
2.00
Sq.Ft.:
2,560
Status:
Active
MLS#:
73523937
Type:
Other
Lot size:
0.13 Acres
Year built:
1850
Courtesy: United Brokers 781-629-2258
View additional info

ADDITIONAL INFORMATION

Excellent opportunity to own a well-maintained 2-family property in the highly desirable seaside community of Winthrop! Perfect for investors, owner-occupants or multi-generational living, this spacious property offers two large units featuring 3 bedrooms,1 full bathroom, hardwood floors, generous living areas and a bonus office room! Separate utilities and washer/dryer hookups add convenience and value for both owners and tenants. The property also offers plenty off-street parking, a paved driveway, and a private outdoor area. Conveniently located near restaurants, shopping, public transportation, beaches, Logan Airport, and major highways, making commuting into Boston quick and easy. Strong rental demand in the area creates excellent income potential and long-term upside. Whether you are looking to expand your investment portfolio, generate steady rental income or occupy one unit while collecting rent from the other, this property checks all the boxes!

Beds:
5
Baths:
4.00
Sq.Ft.:
2,799
Status:
Active
MLS#:
73515977
Type:
Other
Lot size:
0.06 Acres
Year built:
1880
Courtesy: L.L.S. Realty LLC 781-244-5566
View additional info

ADDITIONAL INFORMATION

$2,500 bonus to buyer or buyer broker* Exceptional opportunity to live where you work. Corner lot with off-street parking, this unique property offers endless possibilities for investors, developers, or owner-occupants.The ground level features professional office space complete with a reception area, conference room, workspace, and 1/2 bath. Also included is a vacant 2-level, 2-bedroom, 1.5-bath unit that has been beautifully and completely renovated, featuring ocean views from the bedrm.In addition, the property offers a spacious 5-room, 3-bedroom, 1-bath unit and a large basement for added flexibility and storage.Conveniently located in a high-traffic area near schools, restaurants, and shops, just minutes from the public beach and major highway access. Potential to expand to 8-12 micro units. Buyers are encouraged to consult the Winthrop Bldg Dept. regarding the pot. expansion.Current tenants at will Ofc $2,500 U2 (3)bed $2,500 unit 3vacant *PLANS ATTACHED FOR POSS. 1BED UNITS W/O

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Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright © 2026 MLS Property Information Network, Inc. All rights reserved.



Winthrop Real Estate

Winthrop is located in Massachusetts.

Winthrop Weather

Winthrop Map

Winthrop Real Estate Market Conditions

  • Median sales price

    $631,967
    -3276800%
    change since last quarter
  • # Active listings

    72
    30-day change

Winthrop Schools and Demographics

Education near Winthrop, MA

City County
High School Graduates N/A N/A
College Degree - 2 year N/A N/A
College Degree - 4 year N/A N/A
Graduate Degree N/A N/A
Expenditures per Student N/A N/A
Students per Teacher N/A N/A

Elementary Schools near Winthrop, MA

Grades Students P/T Ratio ZIP
A. C. Whelan Elementary School KG - 05 693 13.8 02151
Abraham Lincoln PK - 05 681 16.2 02151
Beachmont Veterans Memorial School PK - 05 396 12.9 02151
Brooke Charter School East Boston KG - 07 393 11.9 02128
Curtis Guild PK - 05 356 14.1 02128
Dante Alighieri Montessori School PK - 04 83 15.9 02128
Donald McKay KG - 08 697 15.7 02128
East Boston Early Childhood Center PK - 01 173 14.3 02128
Edgar A Hooks Elementary School 01 - 04 563 15.4 02150
Frank M Sokolowski Elementary School 01 - 04 613 16.4 02150
Garfield Elementary School PK - 05 776 14.1 02151
George F. Kelly Elementary 01 - 04 590 17.4 02150
Hugh ROE O'Donnell PK - 05 292 15.7 02128
James Condon Elementary School PK - 05 799 14 02127
James Otis PK - 05 379 13.7 02128
Joseph P Tynan PK - 05 402 11.7 02127
Manassah E Bradley PK - 05 310 14.1 02128
Mario Umana Academy KG - 08 780 13.9 02128
Michael J Perkins KG - 05 237 15.9 02127
Oliver Hazard Perry PK - 08 249 13.8 02127
Patrick J Kennedy PK - 05 307 16.1 02128
Paul Revere KG - 05 490 14.4 02151
Samuel Adams PK - 05 308 14.2 02128
Shurtleff Early Childhood PK - KG 873 17.8 02150
William A Berkowitz Elementary School 01 - 04 570 14.8 02150
William McKinley KG - 05 564 15.4 02151
William P. Gorman/Fort Banks Elementary PK - 03 618 13 02152

Middle Schools near Winthrop, MA

Grades Students P/T Ratio ZIP
Arthur T. Cummings Elementary School 04 - 07 610 12.3 02152
Boston Middle School Academy 07 - 08 8 1.1 02127
Clark Avenue School 05 - 08 548 14.3 02150
Eugene Wright Science and Technology Academy 05 - 08 521 13.8 02150
Excel Academy Charter School 05 - 08 604 10.7 02128
Excel Academy Charter School - Boston II 05 - 06 55 10.1 02128
Excel Academy Charter School - Chelsea 05 - 07 112 11.3 02150
Garfield Middle School 06 - 08 510 11.9 02151
Joseph A. Browne School 05 - 08 545 14 02150
Rumney Marsh Academy 06 - 08 578 12.2 02151
Susan B. Anthony Middle School 06 - 08 526 11.7 02151
Up Academy Charter School of Boston 06 - 08 468 10.3 02127
Winthrop Middle School 06 - 08 448 13.5 02152

High Schools near Winthrop, MA

Grades Students P/T Ratio ZIP
Chelsea High School 09 - 12 1,527 14.3 02150
East Boston High School 09 - 12 1,522 14.3 02128
Excel High School 09 - 12 538 11.5 02127
Phoenix Charter Academy 09 - 12 194 10.9 02150
Revere High School 09 - 12 1,709 14.4 02151
Seacoast School 09 - 12 102 9 02151
Winthrop Senior High School 08 - 12 710 13.2 02152

Demographics near Winthrop, MA

City County
Neighborhood Type
Population N/A N/A
Population Density N/A N/A
Median Age N/A N/A
People per Household N/A N/A
Median Household Income N/A N/A
Average Income per Capita N/A N/A

Real estate near Winthrop