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Cale Roberts
REALTOR®
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264 Court Rd, Winthrop, MA 02152

$1,299,000
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Pending
BEDS5 BATHS2 full SQUARE FEET3,754 MLS#73514990
STATUSPending PROPERTY TYPEResidential - Single Family

Property Description

Located in one of the most desirable neighborhoods in town, this grand home has been the home to 4 generations of the same family since it was built. It has been cherished by the same family for over 100 years. Rich original woodwork and timeless character can be found throughout. Step into the sun-filled enclosed front porch before entering the impressive foyer featuring a stunning quarter-sawn oak staircase. The spacious kitchen offers endless potential for renovation and customization. The second floor features a generous landing, 5 large bedrooms, and a three-quarter bath. The third floor offers three additional spacious rooms plus a bonus area leading to a loft space, providing flexibility for extended living, office, or creative use. Situated on a corner lot with ample backyard space, this property is a rare opportunity to restore and personalize a truly special home.

264 Court Rd | MLS# 73514990

This single family home located at 264 Court Rd, Winthrop, MA 02152 is currently listed for sale with an asking price of $1,299,000. This property was built in 1900 and has 5 bedrooms and 2 full baths with 3754 sq. ft. Search Winthrop real estate on caleroberts.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full
Basement: Yes
Cooling: None
Fireplaces: 1
Heating: Baseboard, Natural Gas
Home Style: Colonial
Lot Size: 0.24 Acres
Roof Type: Shingle
Taxes: $11,205
Year Built: 1900

Amenities

Loft
Bonus Room
Porch - Enclosed

Feature Descriptions

Appliances: Gas Water Heater, Range, Dishwasher, Washer, Dryer
Building Area Total: 3754
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Conservation Area, Highway Access, House of Worship, Marina, Public School, T-Station, Sidewalks
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: 27
Exterior: Frame
Fireplace Y/N: Yes
Flooring: Hardwood
HeatingY/N: 1
Laundry: In Basement
Lot Features: Corner Lot
Open Parking Y/N: Yes
Parcel Number: M:0020 B:0009 L:0000,1420997
Parking Features: Paved Drive, Off Street, On Street
Parking Total: 2
Patio And Porch: Porch - Enclosed
Road Responsibility: Public Maintained Road
Rooms Total: 12
Sewer: Public Sewer
Utilities: for Gas Range
Water: Public
Waterfront Features: Harbor, Ocean, Walk to,1 to 2 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
Agent Name: Elizabeth Ferrara
Agency Phone: 617-846-9900

agent picture

Shown By

Agent Name: Cale Roberts
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 4,203.64 per month $2,891.01 Principal & Interest $933.75 Property Tax $378.88 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 06/04/2026. The listing information on this page last changed on 06/04/2026. 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 Thu 06/04/2026 12:02:43 AM EST) or MLSPIN MLS (last updated Wed 06/03/2026 11:38:42 PM EST) or Prime MLS (last updated Wed 06/03/2026 11:33:45 PM EST) or MREIS (last updated Wed 06/03/2026 11:55:16 PM 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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