$1,450,000
100 Sargent Street
Winthrop, MA, 02152
Set on a highly desirable corner lot at Sargent & Johnson Ave, this truly one of a kind home offers exceptional space and versatility. Welcoming foyer opens to a spacious living room, while the dining room features a covered porch with ocean views perfect for enjoying sunset evenings. The first floor also includes a bedroom and full bath, plus a kitchen with direct access to the backyard and one of two driveways. Just off the kitchen, a stunning glass walled sitting room overlooks the home’s standout feature: a large 40K gallon indoor in-ground pool. Additional highlights include a generous garage with expansion potential above. Second floor offers multiple baths, including a primary suite with private bath. The third floor functions well as an in-law suite with its own bedroom, full bath, and living area. Previously operated as a successful legal bed and breakfast, this property presents endless possibilities. Updates include roof 2023, newer pool liner. Perfect opportunity for ADU.
Property Details
Price:
$1,450,000
MLS #:
73499355
Status:
Active
Beds:
6
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Cottage Park
Neighborhood:
cottagepark
Listed Date:
Apr 9, 2026
Finished Sq Ft:
5,278
Total Sq Ft:
5,278
Lot Size:
11,307 sqft / 0.26 acres (approx)
Year Built:
1910
Schools
Elementary School:
Atc/Fort
Middle School:
Wms
High School:
Whs
Interior
Above Grade Finished Area
5278
Appliances
Gas Water Heater, Range, Dishwasher, Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
None
Fireplaces Total
2
Flooring
Hardwood
Heating
Hot Water, Natural Gas
Interior Features
Walk-up Attic
Laundry Features
Washer Hookup
Exterior
Architectural Style
Other (See Remarks)
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, House of Worship, Marina, Public School, T-Station
Construction Materials
Frame
Covered Spaces
1
Exterior Features
Porch, Pool – Inground Heated, Fenced Yard, Other
Fencing
Fenced
Garage Spaces
1
Lot Features
Corner Lot
Open Parking Spaces
7
Open Parking YN
1
Parking Features
Attached, Paved Drive, Off Street, Paved
Parking Spots
8
Parking Total
8
Patio And Porch Features
Porch
Roof
Shingle
Waterfront Features
Bay, Harbor, Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
Financial
Tax Year
2026
Taxes
$13,032
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winthrop as of May 04, 2026
17
Single Family Listed
150
Avg DOM
413
Avg $ / SqFt
$921,323
Avg List Price
Community
- Address100 Sargent Street Winthrop MA
- SubdivisionCottage Park
- CityWinthrop
- CountySuffolk
- Zip Code02152
Subdivisions in Winthrop
Similar Listings Nearby
Property Summary
- Located in the Cottage Park subdivision, 100 Sargent Street Winthrop MA is a Single Family for sale in Winthrop, MA, 02152. It is listed for $1,450,000 and features 6 beds, 6 baths, and has approximately 5,278 square feet of living space, and was originally constructed in 1910. The current price per square foot is $275. The average price per square foot for Single Family listings in Winthrop is $413. The average listing price for Single Family in Winthrop is $921,323. To schedule a showing of MLS#73499355 at 100 Sargent Street in Winthrop, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Cottage Hill Real Estate. The property listing data and information 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 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 set forth herein.
100 Sargent Street
Winthrop, MA









































