MLS #73471882 image #0
Designed for modern living and effortless entertaining, this home’s exceptional open-concept main level sets it apart from the moment you enter. Anchored by a chef’s kitchen with stone countertops, an oversized island, and premium Viking appliances, the space flows seamlessly into the family room with a striking shiplap fireplace and direct access to a spacious composite deck. Set in a desirable neighborhood, this fabulous 6-bedroom, 3.5 bath home offers luxury finishes at an exceptional value. The primary suite provides a private escape with a walk-in closet and dual vanity, complemented by three additional second-floor bedrooms—two with walk-in closets—a shared bath, and laundry. A large unfinished attic offers future expansion potential, while the finished lower level adds flexibility with full-size windows, a sixth bedroom, full bath, recreation space, and a mudroom with direct garage entry. Enjoy a landscaped, fenced yard with irrigation, close to top-rated schools.
Current real estate data for Single Family in Winchester as of Feb 16, 2026
36
Single Family Listed
63
Avg DOM
539
Avg $ / SqFt
$2,084,964
Avg List Price

Property Details

Price:
$1,899,000
MLS #:
73471882
Status:
Active Under Contract
Beds:
6
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jan 27, 2026
Finished Sq Ft:
4,696
Total Sq Ft:
4,696
Lot Size:
17,912 sqft / 0.41 acres (approx)
Year Built:
1958
ContemporaryPoolTennis

Schools

Interior

Appliances
Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Range Hood
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Tile, Carpet, Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Wall to Wall Carpet
Heating
Central, Forced Air, Oil
Laundry Features
Flooring – Stone/Ceramic Tile, Electric Dryer Hookup, Second Floor

Exterior

Architectural Style
Contemporary
Community Features
Shopping, Pool, Tennis Court(s), Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Public School
Construction Materials
Frame
Exterior Features
Deck – Composite, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard, Stone Wall
Parking Features
Attached, Paved Drive, Off Street, Paved
Parking Spots
6
Roof
Shingle

Financial

Tax Year
2026
Taxes
$20,170

Map

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Property Summary

    5 Squire Rd Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,899,000 and features 6 beds, 4 baths, and has approximately 4,696 square feet of living space, and was originally constructed in 1958. The current price per square foot is $404. The average price per square foot for Single Family listings in Winchester is $539. The average listing price for Single Family in Winchester is $2,084,964. To schedule a showing of MLS#73471882 at 5 Squire 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 James
5 Squire Rd
Winchester, MA