35 Hollywood Rd

Winchester, MA 01890

$1,799,900
Price
4
Beds
3,906 Sq. Ft.
$461 / Sq. Ft.
3,906
Sq. Ft.
$461
per Sq. Ft.
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Open: 3/29 11:00AM - 12:30PMVirtual Tour
Open: 3/29 11:00AM - 12:30PMVirtual Tour

Description

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...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.
  1. Listed by Anne Spry • Barrett Sotheby's International Realty

Property Details for 35 Hollywood Road

Town
Winchester
Area
MA-Winchester
Architectural Style
Colonial
Style
Colonial
Garage Spaces
2
Open Parking Spaces
4.00
Parking Spaces Total
6

Open Houses

Sunday, Mar 29th11:00 AM - 12:30 PM
PublicView contact
LISTING UPDATED: 03/24/2026 06:57 PM

Property Details for 35 Hollywood Road

StatusActive
MLS #73485418
Days on Market15
Taxes$19,624 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1963
CountyMiddlesex County
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Location

Listing Courtesy of Barrett Sotheby's International Realty, Anne Spry
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Building Information for 35 Hollywood Road

Stories-Year Built1963Building Size-Lot Size0.37 AC / 16,100 SF

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$10,370 per month

30 year fixed, 6.11% Interest

Principal and Interest

$8,735

Property Taxes

$1,635

HOA Dues

$0

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Property Information for 35 Hollywood Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Public School, T-Station
  • Living Area: 3906.0
  • Color: Brick Blue
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Grade School: Lincoln
  • High School: Winchester Hs
  • Middle School: Mccall
Features
Interior Features
  • Appliances: Electric Water Heater, Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
  • Basement Features: Full, Partially Finished, Walk Out, Interior Access, Concrete Floor
  • Num of Baths: 5.0
  • Num of Full Baths: 4
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 4.50
  • Bathrooms Total Integer: 5
  • FireplaceFeatures: Family Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Tile, Vinyl, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Vinyl
  • Interior Features: Wet bar, Closet/Cabinets - Custom Built, Dining Area, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Recessed Lighting, Peninsula, Crown Molding, Bathroom - Half, Lighting - Sconce, Closet, Lighting - Overhead, Bathroom - Full, Bathroom - Tiled With Shower Stall, Play Room, Living/Dining Rm Combo, Home Office, Bathroom, Foyer
  • Laundry Features: Laundry Chute, Flooring - Vinyl, Electric Dryer Hookup, Washer Hookup, Lighting - Overhead, Sink, In Basement
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Patio, Rain Gutters, Storage Shed, Screens, Fenced Yard, Stone Wall
  • Exterior Features: Fenced Yard, Screens, Storage Shed, Stone Wall, Porch, Patio
  • Fencing: Fenced/Enclosed, Fenced
  • Lot Description: Cul-De-Sac, Level
  • Patio And Porch Features: Porch, Patio
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
  • Waterfront Features: Lake/Pond, 1 to 2 Mile To Beach, Beach Ownership(Public)
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Side Entry, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Side Entry, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Side Entry, Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Baseboard, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 299.916666666
  • Room Primary Bedroom Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Cedar Closet(s),Closet,Flooring - Wall to Wall Carpet,Window(s) - Picture,Laundry Chute,Closet - Double
  • Room Primary Bedroom Length: 19.666666666
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 15.25
Bedroom 2
  • Bedroom2 Area: 263.715277777
  • Bedroom2 Features: Bathroom - Full,Flooring - Wall to Wall Carpet,Window(s) - Picture,Closet - Double
  • Bedroom2 Length: 18.083333333
  • Bedroom2 Level: Second
  • Bedroom2 Width: 14.583333333
Bedroom 3
  • Bedroom3 Area: 194.819444444
  • Bedroom3 Features: Flooring - Wall to Wall Carpet,Window(s) - Picture,Closet - Double
  • Bedroom3 Length: 14.083333333
  • Bedroom3 Level: Second
  • Bedroom3 Width: 13.833333333
Bedroom 4
  • Bedroom4 Area: 130.208333333
  • Bedroom4 Features: Flooring - Hardwood,Window(s) - Picture,Closet - Double
  • Bedroom4 Length: 12.5
  • Bedroom4 Level: Second
  • Bedroom4 Width: 10.416666666
Bathroom 1
  • Bathroom1 Area: 80.25
  • Bathroom1 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Closet - Linen,Flooring - Stone/Ceramic Tile,Recessed Lighting
  • Bathroom1 Length: 9.0
  • Bathroom1 Level: Second
  • Bathroom1 Width: 8.916666666
Bathroom 2
  • Bathroom2 Area: 84.0
  • Bathroom2 Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Lighting - Sconce
  • Bathroom2 Length: 9.333333333
  • Bathroom2 Level: Second
  • Bathroom2 Width: 9.0
Bathroom 3
  • Bathroom3 Area: 31.055555555
  • Bathroom3 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Lighting - Sconce
  • Bathroom3 Length: 7.166666666
  • Bathroom3 Level: Second
  • Bathroom3 Width: 4.333333333
Dining Room
  • Dining Room Area: 217.527777777
  • Dining Room Features: Flooring - Wall to Wall Carpet,Window(s) - Picture,Recessed Lighting,Lighting - Overhead,Crown Molding
  • Dining Room Length: 15.916666666
  • Dining Room Level: Main,First
  • Dining Room Width: 13.666666666
Family Room
  • Family Room Area: 232.555555555
  • Family Room Features: Beamed Ceilings,Vaulted Ceiling(s),Flooring - Hardwood,Window(s) - Picture,French Doors,Exterior Access,Recessed Lighting,Crown Molding
  • Family Room Length: 15.333333333
  • Family Room Level: Main,First
  • Family Room Width: 15.166666666
Kitchen
  • Kitchen Area: 193.611111111
  • Kitchen Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,French Doors,Exterior Access,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Peninsula,Crown Molding
  • Kitchen Length: 14.166666666
  • Kitchen Level: Main,First
  • Kitchen Width: 13.666666666
Laundry
  • Laundry Dimen: 15'3"X13'8"
Living Room
  • Room Living Room Area: 389.25
  • Room Living Room Features: Flooring - Wall to Wall Carpet,Window(s) - Picture,Recessed Lighting,Lighting - Sconce,Crown Molding
  • Room Living Room Length: 27.0
  • Room Living Room Level: Main,First
  • Room Living Room Width: 14.416666666
Other Room 1
  • Room Office Features: Flooring - Hardwood,Recessed Lighting,Crown Molding
  • Room Office Level: Main
  • Room Office Width: 8.916666666
Property Information
Property Info
  • UFFI: Unknown
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: Propane fireplace in family room; roof approx.- 12 years; a/c approx.- 8yrs; electric water heater- approx. 19 years; furnace approx.- 24 years. Photos have been virtually staged.
Tax Information
  • Tax ID: M:006 B:0415 L:0,896163
  • Assessments: $1,771,100
  • Book: 71558
  • Tax Year: 2026
  • Zoning: RDC
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Accessibility Features: No
  • Foundation: Block, Brick/Mortar, Granite
  • Cooling Zones: 1
  • Heat Zones: 3
Complex & Association Information
  • Adult Community: No

Property History for 35 Hollywood Road

DateEvent & SourcePriceAppreciation
Mar 16, 2026

Price Change

MLS PIN #73485418

$1,799,900—
Mar 11, 2026

Listed (Active)

MLS PIN #73485418

$1,888,000—
DateEvent & SourcePrice
03/16/2026

Price Change

MLS PIN #73485418

$1,799,900
03/11/2026

Listed (Active)

MLS PIN #73485418

$1,888,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 35 Hollywood Road

Taxable ValueLand$1,043,600Additions$706,200Total$1,749,800
Tax Record2025$19,405 ($1,617 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt3,906 SqFtAbove Grade Finished SqFt3,906 SqFtUnfinished Basement SqFt822 SqFtStories2Lot Size16,100 SqFtStyleSingle Family ResidenceYear Built1963ZoningRDCCountyMIDDLESEXAPNWINC M:006 B:0415 L:0Fireplace TypeHas Fireplace

Schools near 35 Hollywood Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Lincoln Elementary School
Public - K to 5
McCall Middle School
Public - 6 to 8
Winchester High School
Public - 9 to 12
Rating
School
Distance
Lincoln Elementary School
PublicK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 35 Hollywood Road, Winchester, MA 01890

35 Hollywood Road is a single family home for sale in Winchester, MA 01890. This property was listed for sale on March 11, 2026 by Barrett Sotheby's International Realty, it's currently listed at $1,799,900. This listing's school district is Winchester School District. Nearby schools include Lincoln Elementary School, McCall Middle School and Winchester High School. 35 Hollywood Road is a 4-bed, 5-bath, 3,906 sqft single family home built in 1963.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Barrett Sotheby's International Realty, Anne Spry

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.