29 Shepard Ct
Winchester, MA, 01890
$2,399,000
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
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
Contact Us
Mortgage Calculator
Community
- Address29 Shepard Ct Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
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 JamesCourtesy of Leading Edge Real Estate. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
29 Shepard Ct
Winchester, MA










































