Open House: Thu 6/4 5:30 PM
39
22 Hollywood Rd, Winchester, MA 01890
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$1,999,000
5 Beds
4 Baths
3136 SQFT
0.34 Acre
HOA: N/A

Property Description

Beautifully appointed 5BR, 2 full/2 half bath home with 3,136 sq ft of thoughtfully designed living space on a flat, fully fenced .34 acre lot. Renovated kitchen with quartz countertops and luxury appliances. Expansive and bright living room with custom built-ins, window seating, and gas fireplace. The main living level also offers 3 spacious bedrooms and a serene primary suite with a walk-in closet and private en suite bath. Fully refreshed entry-level offers another bedroom, includes a custom mudroom off the 2-car attached garage, half bath, and laundry room. Completed with an oversized media room with walkout access. Generous, manicured yard with expanded patio--perfect for everyday living and entertaining outdoors. New systems, flexible layout, abundant natural light, and thoughtful updates throughout. Extra outdoor storage with included shed. Minutes from the Middlesex Fells Reservation, top-rated schools, and vibrant downtown Winchester.

Property Details tap to expand

Amenities

  • Bike Path
  • Conservation Area
  • Golf Course
  • House of Worship
  • Medical Facility
  • Park
  • Public School
  • Public Transportation
  • Swimming Pool
  • Tennis Court

Kitchen, Dining, and Appliances

  • Flooring - Hardwood, Window(s) - Picture
  • Dishwasher, Dryer, Freezer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Vent Hood, Wall Oven, Washer
  • Dining Room Features: Flooring - Hardwood, Window(s) - Picture

Bathrooms

  • Full Baths: 2
  • Half Baths 2
  • Bathroom 1 Features: Bathroom - Half
  • Bathroom 2 Features: Bathroom - Half
  • Bathroom 3 Features: Bathroom - Full

Bedrooms

  • Bedrooms: 5
  • Master Bedroom Features: Bathroom - Full, Closet - Linen, Flooring - Hardwood, Window(s) - Picture
  • Master Bedroom Features: Closet, Flooring - Hardwood, Window(s) - Picture
  • Master Bedroom Features: Closet, Flooring - Hardwood, Window(s) - Picture

Other Rooms

  • Total Rooms: 11
  • Living Room Features: Cable Hookup, Fireplace, Flooring - Hardwood, Recessed Lighting, Window(s) - Bay/Bow/Box, Window(s) - Picture
  • Laundry Room Features: Finished

Utilities

  • Heating: Forced Air, Gas, Heat Pump, Hot Water Baseboard
  • Heat Zones: 3
  • Hot Water: Natural Gas
  • Cooling: Central Air, Heat Pump
  • Cooling Zones: 1
  • Electric Info: 200 Amps
  • Utility Connections: Icemaker Connection, Outdoor Gas Grill Hookup, Washer Hookup, for Electric Dryer, for Gas Oven, for Gas Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached, Garage Door Opener
  • Garage Spaces: 2
  • Parking Features: Paved Driveway
  • Parking Spaces: 6

Interior Features

  • Square Feet: 3136
  • Fireplaces: 2
  • Interior Features: Security System
  • Accessability Features: Unknown

Construction

  • Year Built: 1962
  • Type: Detached
  • Construction Type: Frame, Stone/Concrete
  • Foundation Info: Poured Concrete
  • Roof Material: Asphalt/Fiberglass Shingles
  • UFFI: No
  • Flooring Type: Stone / Slate, Wood
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Fenced/Enclosed
  • Exterior Features: Fenced Yard, Patio, Sprinkler System, Storage Shed
  • Road Type: Paved, Public

Other Information

  • MLS ID# 73527768
  • Last Updated: 06/02/26
  • HOA: No
  • Reqd Own Association: Unknown

Property History tap to expand

Date Event Price Price/Sq Ft Source
06/01/2026New$1,999,000$637MLSPIN

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Seller's Representative: Andersen Group Realty, Keller Williams Realty Boston Northwest
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2026-06-02 12:41:00

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