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Offers due Tuesday, 11/25 @ 10am. With 6 bedrooms & 5 full baths, this beautifully crafted new construction located at the end of a cul-de-sac delivers refined style, a modern layout & effortless living. The open layout showcases a chef’s kitchen with an oversized island, quartz counters & Thermador appliances, seamlessly connecting to the dining & living rooms, both with their own gas fireplace. Detailed millwork, coffered ceilings & built-ins elevate every space. A 1st floor bedroom provides flexibility for guests or a home office. The 2nd floor features 5 bright, airy bedrooms including a serene primary suite with tray ceiling, spa-like bath, soaking tub, walk-in shower & custom closet, plus separate laundry. The 3rd floor & finished lower level offer ideal space for a gym, playroom, media or bonus rooms. Enjoy a lrg, fenced yard & 2-car garage with direct mudroom entry. Prime location near McDonald Field, downtown, schools & commuter rail, with easy access to 93/95.
Current real estate data for Single Family in Winchester as of Nov 24, 2025
62
Single Family Listed
69
Avg DOM
555
Avg $ / SqFt
$2,041,448
Avg List Price

Property Details

Price:
$2,399,000
MLS #:
73456410
Status:
Active
Beds:
6
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Nov 19, 2025
Finished Sq Ft:
4,594
Total Sq Ft:
4,594
Lot Size:
8,677 sqft / 0.20 acres (approx)
Year Built:
2025
TennisNewconstructionLynchMccallWhs

Schools

Elementary School:
Lynch
Middle School:
Mccall
High School:
Whs

Interior

Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Range Hood
Bathrooms
5 Full Bathrooms
Cooling
Central Air, Heat Pump
Fireplaces Total
2
Flooring
Tile, Carpet, Hardwood, Flooring – Hardwood, Flooring – Stone/Ceramic Tile, Laminate, Flooring – Wall to Wall Carpet
Heating
Forced Air, Heat Pump, Electric
Laundry Features
Flooring – Stone/Ceramic Tile, Cabinets – Upgraded, Electric Dryer Hookup, Recessed Lighting, Washer Hookup, Sink, Second Floor

Exterior

Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Private School, Public School
Construction Materials
Frame
Exterior Features
Porch, Deck, Rain Gutters, Storage, Sprinkler System, Fenced Yard
Parking Features
Attached, Garage Door Opener, Paved Drive, Off Street, Paved
Parking Spots
7
Roof
Shingle

Financial

Tax Year
2025

Map

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Community

Property Summary

    29 Shepard Ct Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,399,000 and features 6 beds, 5 baths, and has approximately 4,594 square feet of living space, and was originally constructed in 2025. The current price per square foot is $522. The average price per square foot for Single Family listings in Winchester is $555. The average listing price for Single Family in Winchester is $2,041,448. To schedule a showing of MLS#73456410 at 29 Shepard Ct 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
29 Shepard Ct
Winchester, MA