102 Hillcrest Pkwy
Winchester, MA, 01890
$1,199,900
Attention renovators and investors! This Cape-style home in need of significant renovation offers 7 rooms, 4 bedrooms, and 2 full baths. Features include a fireplace living room, dining room, and hardwood flooring throughout. Enjoy a private yard for outdoor enjoyment. Prime location directly across from the Middlesex Fells Reservation and minutes to Winchester Center, schools, shops, and restaurants. Great potential to restore or redevelop in one of Winchester’s most desirable areas. All offers due Tuesday the 28th at 12 PM.
Current real estate data for Single Family in Winchester as of Nov 17, 2025
63
Single Family Listed
67
Avg DOM
554
Avg $ / SqFt
$2,056,473
Avg List Price
Property Details
Price:
$1,199,900
MLS #:
73447622
Status:
Pending
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
winchesterhighlands
Listed Date:
Oct 24, 2025
Finished Sq Ft:
1,755
Total Sq Ft:
1,755
Lot Size:
12,458 sqft / 0.29 acres (approx)
Year Built:
1939
Schools
Elementary School:
Muraco
Middle School:
Mccall
High School:
Winchester High
Interior
Appliances
Water Heater, Range, Refrigerator, Range Hood
Bathrooms
2 Full Bathrooms
Cooling
None
Fireplaces Total
1
Flooring
Vinyl, Hardwood
Heating
Hot Water, Oil
Laundry Features
Electric Dryer Hookup, Washer Hookup, In Basement
Exterior
Architectural Style
Cape
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, Public School, T-Station
Construction Materials
Frame
Exterior Features
Patio, Rain Gutters, Storage, Screens, Fenced Yard
Parking Features
Attached, Paved Drive, Off Street
Parking Spots
2
Roof
Shingle
Financial
Tax Year
2025
Taxes
$16,431
Map
Contact Us
Mortgage Calculator
Community
- Address102 Hillcrest Pkwy Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- 102 Hillcrest Pkwy Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,199,900 and features 4 beds, 2 baths, and has approximately 1,755 square feet of living space, and was originally constructed in 1939. The current price per square foot is $684. The average price per square foot for Single Family listings in Winchester is $554. The average listing price for Single Family in Winchester is $2,056,473. To schedule a showing of MLS#73447622 at 102 Hillcrest Pkwy in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
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CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Howe Realty Group. 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.
102 Hillcrest Pkwy
Winchester, MA









































