35 Hollywood Rd
Winchester, MA, 01890
$1,888,000
Tucked at the end of a cul-de-sac and bordering the Fells, this classic brick-and-wood Colonial blends generous living spaces with comfortable, easy flow. The fireplaced living room and spacious dining room are filled with natural light and framed by peaceful woodland views. The kitchen features stone counters, stainless appliances, and a peninsula that connects to the dining area and opens to a vaulted, beamed family room with fireplace and French doors to the outdoors. A home office offers added flexibility. Upstairs, four inviting bedrooms include a tranquil primary suite with walk-in, cedar closet and private bath, and a second bedroom with its own ensuite bath. The walk-out lower level offers additional living space with a playroom, wet bar, and full bath. Porch, patio, and fenced yard create welcoming outdoor areas, complemented by central air and an attached 2 car garage. With its thoughtful layout and cul-de-sac setting near the Fells, this home offers enduring appeal.
Current real estate data for Single Family in Winchester as of Mar 13, 2026
45
Single Family Listed
59
Avg DOM
544
Avg $ / SqFt
$2,204,007
Avg List Price
Property Details
Price:
$1,888,000
MLS #:
73485418
Status:
Active
Beds:
4
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Mar 11, 2026
Finished Sq Ft:
3,906
Total Sq Ft:
3,906
Lot Size:
16,100 sqft / 0.37 acres (approx)
Year Built:
1963
Schools
Elementary School:
Lincoln
Middle School:
Mccall
High School:
Winchester Hs
Interior
Appliances
Electric Water Heater, Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
2
Flooring
Tile, Vinyl, Carpet, Hardwood, Flooring – Wall to Wall Carpet, Flooring – Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Vinyl
Heating
Baseboard, Oil
Laundry Features
Laundry Chute, Flooring – Vinyl, Electric Dryer Hookup, Washer Hookup, Lighting – Overhead, Sink, In Basement
Exterior
Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Public School, T-Station
Construction Materials
Frame
Exterior Features
Porch, Patio, Rain Gutters, Storage, Screens, Fenced Yard, Stone Wall
Parking Features
Attached, Garage Door Opener, Garage Faces Side, Paved Drive, Off Street, Paved
Parking Spots
6
Roof
Shingle
Financial
Tax Year
2026
Taxes
$19,624
Map
Contact Us
Mortgage Calculator
Community
- Address35 Hollywood Rd 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
- 35 Hollywood Rd Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,888,000 and features 4 beds, 5 baths, and has approximately 3,906 square feet of living space, and was originally constructed in 1963. The current price per square foot is $483. The average price per square foot for Single Family listings in Winchester is $544. The average listing price for Single Family in Winchester is $2,204,007. To schedule a showing of MLS#73485418 at 35 Hollywood Rd 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 Barrett Sotheby’s International Realty. 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.
35 Hollywood Rd
Winchester, MA










































