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Great value in Town! Discover the perfect blend of luxury and comfort in this stunning 6-bedroom home. Sunlight pours into the open-concept layout, highlighting a gourmet kitchen with stone countertops, an oversized island, and high-end Viking appliances. The inviting living room, featuring a shiplap fireplace, opens to a spacious composite deck. The primary suite is a private retreat with a walk-in closet and dual vanity. Three additional bedrooms, including two with walk-in closets, plus a shared bath and convenient second-floor laundry, complete the upper level. The unfinished attic offers potential for future living space. The finished lower level offers versatility, with full-size windows, a sixth bedroom, a bath, a recreation room, and a mudroom with garage access .Outside, enjoy a beautifully landscaped yard with a sprinkler system and privacy fencing. Nestled in a sought-after neighborhood with top-rated schools and easy access to nearby town amenities. Check the video!
Current real estate data for Single Family in Winchester as of Oct 07, 2025
62
Single Family Listed
64
Avg DOM
551
Avg $ / SqFt
$2,270,911
Avg List Price

Property Details

Price:
$2,000,000
MLS #:
73356942
Status:
Active
Beds:
6
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Apr 9, 2025
Finished Sq Ft:
4,696
Total Sq Ft:
4,696
Lot Size:
17,912 sqft / 0.41 acres (approx)
Year Built:
2016
PoolTennisVinson-owenMccallWhs

Schools

Elementary School:
Vinson-Owen
Middle School:
Mccall
High School:
Whs

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
Colonial, Contemporary
Community Features
Shopping, Pool, Tennis Court(s), Park, 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
Under, Garage Door Opener, Storage, Oversized, Paved Drive, Off Street, Paved
Parking Spots
7
Roof
Shingle

Financial

Tax Year
2025
Taxes
$20,170

Map

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Community

Property Summary

    5 Squire Rd Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,000,000 and features 6 beds, 4 baths, and has approximately 4,696 square feet of living space, and was originally constructed in 2016. The current price per square foot is $426. The average price per square foot for Single Family listings in Winchester is $551. The average listing price for Single Family in Winchester is $2,270,911. To schedule a showing of MLS#73356942 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