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Holly Greenleaf Whitney
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143 Arlington Street, Winchester, MA 01890

$1,599,000
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New to the Market Active
BEDS5 BATHS1 full 2 partial SQUARE FEET2,944 MLS#73575069
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONWest Side Ambrose Neighborhood

Property Description

Set on a generous lot in one of Winchesters most highly sought-after locations, this stately brick colonial presents a rare opportunity to create your dream home. Offering 2,944 square feet of living space, with high ceilings & oak hardwood flooring. This classic residence has been lovingly enjoyed & maintained by one family and proudly showcases timeless architectural character, generously proportioned rooms, and an abundance of natural light. The inviting front to back living room features a fireplace and serves as a wonderful gathering space, along with formal dining room, eat in kitchen, 1/2 bath plus a sunroom/den and a home office! The upper floors offer 5 spacious bedrooms & provide exceptional flexibility for family, guests, office space, or future customization. Enjoy the rear deck and the vast lot with lush grass, gorgeous perennial gardens and flowering trees offering plenty of space for outdoor entertaining, gardening or expansion. With this home's beautiful brick exterior, classic charm, substantial lot, and premier location, it offers an exceptional opportunity to renovate, reimagine, and create your dream home!

143 Arlington Street | MLS# 73575069

This single family home located at 143 Arlington Street, Winchester, MA 01890 is currently listed for sale with an asking price of $1,599,000. This property was built in 1928 and has 5 bedrooms and 1 full and 2 partial baths with 2944 sq. ft. Arlington Street is located in the West Side Ambrose Neighborhood subdivision. Search West Side Ambrose Neighborhood real estate on hollywhitney.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry
Basement: Yes
Cooling: Ductless
Fireplaces: 1
Garage: 1 car attached
Heating: Baseboard, Natural Gas, Ductless
Home Style: Colonial
Lot Size: 0.28 Acres
Roof Type: Shingle
Taxes: $16,412
Year Built: 1928

Amenities

Closet
Lighting - Overhead
Home Office
Game Room
Deck
Professional Landscaping
Stone Wall

Feature Descriptions

Appliances: Gas Water Heater, Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
Building Area Total: 2944
Community Features: Public Transportation, Shopping, 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
Dining Room: Flooring - Hardwood, Window(s) - Picture, Lighting - Overhead, Crown Molding, Decorative Molding
Exterior: Frame
Family Room: Flooring - Hardwood
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Tile, Hardwood
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Bathroom - Half, Window(s) - Picture, Dining Area, Pantry, Exterior Access, Recessed Lighting, Lighting - Overhead
Laundry: In Basement
Living Room: Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Sconce
Lot Features: Corner Lot
Master Bedroom: Bathroom - 1/4,Closet, Flooring - Hardwood, Balcony / Deck, Lighting - Overhead
Office: Closet, Lighting - Overhead
Open Parking Y/N: Yes
Parcel Number: M:021 B:0033 L:0,900172
Parking Features: Attached, Under, Paved Drive, Paved
Parking Total: 3
Patio And Porch: Deck
Rooms Total: 11
Sewer: Public Sewer
Water: Public

Room Sizes

Bathroom 1: 7.00 X 3.00 Level - First
Bathroom 2: 7.00 X 5.00 Level - Second
Bathroom 3: 7.00 X 4.00 Level - Third
Bedroom 2: 12.00 X 10.00 Level - Second
Bedroom 3: 12.00 X 10.00 Level - Second
Bedroom 4: 14.00 X 12.00 Level - Third
Bedroom 5: 14.00 X 12.00 Level - Third
Dining Room: 13.00 X 12.00 Level - First
Family Room: 18.00 X 10.00 Level - First
Kitchen: 16.00 X 11.00 Level - Main,First
Living Room: 23.00 X 11.00 Level - First
Primary Bedroom: 23.00 X 11.00 Level - Second
Office: 17.00 X 12.00 Level - First

Local Schools

High School: Whs
Middle School: Mccall
Elementary School: Ambrose

Listed By / Shown By

Listed By

Agency Name: Compass
Agent Name: Kim Covino & Co. Team
Agency Phone: 781-219-0313

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Estimated Payment

$ 5,392.72 per month $3,558.68 Principal & Interest $1,367.67 Property Tax $466.38 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 09/10/2026. The listing information on this page last changed on 09/10/2026. 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 09/10/2026 12:02:30 AM EST) or MLSPIN MLS (last updated Wed 09/09/2026 11:38:34 PM EST) or Prime MLS (last updated Wed 09/09/2026 11:33:05 PM EST) or MREIS (last updated Wed 09/09/2026 11:55:19 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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