Winthrop MA Real Estate &

9 Properties Found

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Beds:
6
Baths:
3.00
Sq.Ft.:
3,420
Status:
NEW LISTING
MLS#:
73588891
Type:
Other
Lot size:
0.11 Acres
Year built:
1900
Courtesy: Coldwell Banker Realty - Boston 617-266-4430
View additional info

ADDITIONAL INFORMATION

Fantastic 3-Family Opportunity in Winthrop Center! Well-maintained and with recent updates, this multi-family property offers an excellent opportunity for investors and owner-occupants alike. The property features a 1-bedroom lower-level unit, a spacious 2-bedroom unit with two bonus flex rooms, and a 3-bedroom unit with two additional flex spaces. Recent improvements include replacement windows, updated electrical, interior and exterior painting, bathroom upgrades, new fencing, landscaping enhancements, soffit and gutter repairs, heating system updates, and added off-street parking. Select units enjoy private outdoor space and all units offer laundry. Ideally located just moments from Winthrop Center's shops, restaurants, beaches, and public transportation. A turnkey investment with strong income potential in one of Winthrop's most desirable neighborhoods.

Open House:

Sunday, 10/11 11:00-1:00PM

More Open House Info >

Beds:
5
Baths:
3.00
Sq.Ft.:
2,200
Status:
NEW LISTING
MLS#:
73588699
Type:
Other
Lot size:
0.08 Acres
Year built:
1900
Courtesy: United Brokers 781-629-2258
View additional info

ADDITIONAL INFORMATION

Two-Family Opportunity Near the Beach! Located in desirable Winthrop, this two-family property offers an exciting opportunity to build equity in a sought-after coastal community—all for under $600,000. This fixer-upper is ready for someone with vision to bring it back to life and unlock its full potential. Whether you’re an investor looking for your next project or a buyer willing to put in the time and effort to create value, this property offers plenty of possibilities. Enjoy the convenience of being close to the beach, local shops, restaurants, and transportation while taking advantage of the income potential and flexibility a two-family home provides. A great opportunity to renovate, customize, and create lasting value in Winthrop!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,852
Status:
Active
MLS#:
73582288
Type:
Other
Lot size:
0.16 Acres
Year built:
1910
Courtesy: Brian J. Perrin Real Estate 617-201-3204
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ADDITIONAL INFORMATION

The street name—Harbor View Avenue—says it all! A home any sea captain would be proud to call home! Rare opportunity to own a distinctive multi-family property perched at one of Winthrop’s highest elevations, with sweeping panoramic views of the ocean and Boston Harbor and Skyline. Enjoy spectacular sunrises, sunsets, passing boats, and refreshing ocean breezes from this exceptional coastal setting. Classic Hardie Board siding adds timeless New England character, while public stairs just steps away provide convenient access to Yirrell Beach and its shoreline walks. The flexible multi-family layout offers excellent options for an owner-occupant, multi-generational living, or investment income. The current configuration also provides the potential to convert the property into a spacious four-bedroom single-family home. The owner is currently awaiting Massport approval for replacement windows and doors. Elevated location, exceptional ocean and harbor views, beach access, classic coastal character, and versatile living possibilities make this a truly special Winthrop property. Check out our video with the QR code or cut and paste this link: https://tour.vaulted-media.com/63_harbor_view_ave-4103

Beds:
7
Baths:
4.00
Sq.Ft.:
4,251
Status:
Active
MLS#:
73573129
Type:
Other
Lot size:
0.21 Acres
Year built:
1890
Courtesy: REMAX Andrew Realty Services 781-395-7676
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ADDITIONAL INFORMATION

Welcome to 190 Pleasant Street, a spacious two-family home offering approximately 4,251 square feet of living space across three levels. Featuring 13 total rooms,seven bedrooms, two full bathrooms and two half bathrooms, this property presents an excellent opportunity for an owner-occupant, investor or multigenerational household. Each unit offers generous living space, while the home’s flexible layout provides plenty of potential to customize and add value. Conveniently located near Winthrop’s beaches, local shops, restaurants, public transportation and Boston. Bring your vision and discover everything this well-located two-family property has to offer!

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
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ADDITIONAL INFORMATION

Capitalize on the tremendous potential of this centrally located multi with a rare 10,000sqft lot located one block from Ingleside Park. The untouched backyard is ready for your ideas - transform it into additional garage parking, an outdoor oasis, or more. Complete with off-street parking for 2-3 cars and additional easy parking on this quiet side street. The first floor unit offers a large deck, two bedrooms, one full bath. The second floor bi-level unit has two beds downstairs with 2 beds upstairs, one full bath, and an extra rear sunroom. The building is equipped with separate electric and gas meters for each unit. Located just a few blocks away from Winthrop Center, Ingleside Park, and only one mile to the MBTA Blue Line direct to Logan airport and Boston.

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
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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:
4
Baths:
3.00
Sq.Ft.:
2,843
Status:
Active
MLS#:
73508827
Type:
Other
Lot size:
0.1 Acres
Year built:
1952
Courtesy: Century 21 North East 781-286-8900
View additional info

ADDITIONAL INFORMATION

Corner Lot Modern 2 family close to the bay next to Mary Kelly Pavilion.1st floor has 4 large rooms & 2 bed.Kitchen has Induction Stove Top Granite Island & Counter Tops.Stainless Steel Induction Wall Microwave & Wall Oven.Top of the line Stainless Steel Refrigerator & Dishwasher.Granite tile floor. Plenty of Cabinet Space. Beautiful Tiger Hardwood Floors & Natural Woodwork Throughout. Crown Moldings & Chair Rails.Wood Fireplace in Living Room. There's a closet from the kitchen that was used as a staircase to the Basement that's finished with a huge full bath washer & dryer, Family Room & bedroom. That can be added in on the room count to 7 rooms 3 beds 2 full baths. 2nd floor 4 Large Rooms & 2 Bed.Plenty of Cabinet Space.Beautifull Hardwood Floors and All Natural Woodwork Throughout. Huge Living room. Dining Room has a spot for wall A/C. 4 Car Parking, Nice Huge Fenced in Yard with a Large Patio. Plenty of Parking Around The House Because of the corner Lot.5 year old roof. PROPERTY DELIVERED VACANT!

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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

    $659,000
    -3276800%
    change since last quarter
  • # Active listings

    85
    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