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Lauren Chadwick
REALTOR®
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22 Hollywood Rd, Winchester, MA 01890

$1,999,000
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New to the Market Active
BEDS5 BATHS2 full 2 partial SQUARE FEET3,136 MLS#73527768
STATUSActive PROPERTY TYPEResidential - Single Family

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.

22 Hollywood Rd | MLS# 73527768

This single family home located at 22 Hollywood Rd, Winchester, MA 01890 is currently listed for sale with an asking price of $1,999,000. This property was built in 1962 and has 5 bedrooms and 2 full and 2 partial baths with 3136 sq. ft. Search Winchester real estate on laurenchadwick.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Finished
Basement: Yes
Cooling: Central Air, Heat Pump
Fenced: Yes
Fireplaces: 2
Garage: 2 car attached
Heating: Forced Air, Baseboard, Heat Pump, Natural Gas
Lot Size: 0.34 Acres
Roof Type: Shingle
Taxes: $18,886
Year Built: 1962

Amenities

Patio
Storage
Sprinkler System
Fenced Yard
Outdoor Gas Grill Hookup

Feature Descriptions

Appliances: Gas Water Heater, Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Plumbed For Ice Maker
Building Area Total: 3136
Community Features: Public Transportation, Pool, Tennis Court(s), Park, Golf, Medical Facility, Bike Path, Conservation Area, House of Worship, Public School
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: 2
Dining Room: Flooring - Hardwood, Window(s) - Picture
Electric: 200+ Amp Service
Exclusions: Wine And Wine Fridge Garage Excluded
Exterior: Frame, Stone
Fencing: Fenced/Enclosed, Fenced
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Wood, Stone / Slate
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Flooring - Hardwood, Window(s) - Picture
Laundry: Exterior Access, Electric Dryer Hookup, Washer Hookup
Living Room: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Window(s) - Picture, Cable Hookup, Recessed Lighting
Master Bedroom: Bathroom - Full, Closet - Linen, Flooring - Hardwood, Window(s) - Picture
Open Parking Y/N: Yes
Parcel Number: M:006 B:0438 L:0,896186
Parking Features: Attached, Garage Door Opener, Paved Drive, Paved
Parking Total: 6
Patio And Porch: Patio
Rooms Total: 11
Security: yes
Security Features: Security System
Sewer: Public Sewer
Utilities: for Gas Range, for Gas Oven, for Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup
Water: Public

Local Schools

High School: Winchester
Middle School: Mccall
Elementary School: Lincoln

Listed By / Shown By

Listed By

Agency Name: Keller Williams Realty Boston Northwest
Agent Name: Andersen Group Realty
Agency Phone: 781-862-2800

Shown By

Agent Name: Lauren Chadwick
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 6,605.78 per month $4,448.91 Principal & Interest $1,573.83 Property Tax $583.04 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 12:03:49 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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