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John Fennessey
REALTOR®
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100 Sargent Street, Winthrop, MA 02152

$1,450,000
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Active
BEDS6 BATHS5 full 1 partial SQUARE FEET5,278 MLS#73499355
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONCottage Park

Property Description

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 homes 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.

100 Sargent Street | MLS# 73499355

This single family home located at 100 Sargent Street, Winthrop, MA 02152 is currently listed for sale with an asking price of $1,450,000. This property was built in 1910 and has 6 bedrooms and 5 full and 1 partial baths with 5278 sq. ft. Sargent Street is located in the Cottage Park subdivision. Search Cottage Park real estate on johnfennessey.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Partially Finished, Interior Entry
Cooling: None
Fenced: Yes
Fireplaces: 2
Garage: 1 car attached
Heating: Hot Water, Natural Gas
Lot Size: 0.26 Acres
Roof Type: Shingle
Taxes: $13,032
Year Built: 1910

Amenities

Walk-up Attic
Porch
Pool - Inground Heated
Fenced Yard
Other

Feature Descriptions

Appliances: Gas Water Heater, Range, Dishwasher, Refrigerator
Building Area Total: 5278
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
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 8
Exterior: Frame
Fencing: Fenced
Fireplace Y/N: Yes
Flooring: Hardwood
GarageY/N: Yes
HeatingY/N: 1
Laundry: Washer Hookup
Lot Features: Corner Lot
Master Bathroom: Yes
Open Parking Y/N: Yes
Parcel Number: 4853105
Parking Features: Attached, Paved Drive, Off Street, Paved
Parking Total: 8
Patio And Porch: Porch
Pool Features: Pool - Inground Heated, Indoor
Rooms Total: 15
Sewer: Public Sewer
Swimming Pool: Yes
Utilities: for Gas Range, Washer Hookup
Water: Public
Waterfront Features: Bay, Harbor, Ocean,1/2 to 1 Mile To Beach, Beach Ownership(Public)

Local Schools

High School: Whs
Middle School: Wms
Elementary School: Atc/Fort

Listed By / Shown By

Listed By

Agency Name: Cottage Hill Real Estate
Agency Phone: 617-846-9900
Agent Name: Elizabeth Ferrara

Shown By

Agent Name: John Fennessey
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 4,735.99 per month $3,227.07 Principal & Interest $1,086.00 Property Tax $422.92 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/18/2026. The listing information on this page last changed on 04/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 04/18/2026 12:06:13 AM EST) or MLSPIN MLS (last updated Fri 04/17/2026 11:38:27 PM EST) or Prime MLS (last updated Fri 04/17/2026 11:33:41 PM EST) or MREIS (last updated Sat 04/18/2026 12:05:24 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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