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You are here:
Home Massachusetts Winchester Homes for Sale

29 Shepard Ct Winchester, MA 01890

$2,399,000
6 Beds
5 Baths
4594 SQFT
0.20 Acre
HOA: N/A
29 Shepard Ct
Winchester, MA 01890

Property Description

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.

Property Overview

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 14X18
  • Cabinets - Upgraded, Countertops - Stone/Granite/Solid, Crown Molding, Exterior Access, Flooring - Hardwood, Kitchen Island, Lighting - Pendant, Lighting - Sconce, Open Floor Plan, Recessed Lighting, Stainless Steel Appliances
  • Dishwasher, Disposal, Microwave, Range, Refrigerator, Vent Hood
  • Dining Room Dimensions: 13X14
  • Dining Room Level: First Floor
  • Dining Room Features: Closet/Cabinets - Custom Built, Crown Molding, Fireplace, Flooring - Hardwood, Lighting - Overhead, Open Floor Plan, Recessed Lighting

Bedrooms

  • Bedrooms: 6
  • Master Bedroom Dimensions: 19X29
  • Master Bedroom Level: Second Floor
  • Master Bedroom Features: Ceiling - Vaulted, Ceiling Fan(s), Closet - Walk-in, Flooring - Hardwood, Recessed Lighting
  • Bedroom 2 Dimensions: 11X14
  • Bedroom 2 Level: Second Floor
  • Master Bedroom Features: Closet, Flooring - Hardwood, Recessed Lighting
  • Bedroom 3 Dimensions: 11X17
  • Bedroom 3 Level: Second Floor
  • Master Bedroom Features: Closet, Flooring - Hardwood, Recessed Lighting

Other Rooms

  • Total Rooms: 20
  • Living Room Dimensions: 15X20
  • Living Room Features: Ceiling - Coffered, Ceiling Fan(s), Crown Molding, Deck - Exterior, Decorative Molding, Exterior Access, Fireplace, Flooring - Hardwood, French Doors, Open Floor Plan, Recessed Lighting
  • Family Room Dimensions: 10X36
  • Family Room Level: Basement
  • Family Room Features: Flooring - Laminate, Open Floor Plan, Recessed Lighting, Wainscoting
  • Laundry Room Features: Partially Finished

Bathrooms

  • Full Baths: 5
  • Master Bath: 1
  • Bathroom 1 Dimensions: 4X7
  • Bathroom 1 Level: First Floor
  • Bathroom 1 Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Recessed Lighting
  • Bathroom 2 Dimensions: 4X11
  • Bathroom 2 Level: Second Floor
  • Bathroom 2 Features: Bathroom - Double Vanity/Sink, Bathroom - Full, Bathroom - Tiled With Tub & Shower, Countertops - Stone/Granite/Solid, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Recessed Lighting
  • Bathroom 3 Dimensions: 5X9
  • Bathroom 3 Level: Second Floor
  • Bathroom 3 Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Recessed Lighting

Amenities

  • Park
  • Private School
  • Public School
  • Public Transportation
  • Shopping
  • Tennis Court

Utilities

  • Heating: Electric, Forced Air, Heat Pump
  • Heat Zones: 3
  • Hot Water: Natural Gas
  • Cooling: Central Air, Heat Pump
  • Cooling Zones: 3
  • Energy Features: Insulated Doors, Insulated Windows, Prog. Thermostat
  • Utility Connections: Washer Hookup, for Electric Dryer, for Gas Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached, Garage Door Opener
  • Garage Spaces: 2
  • Parking Features: Off-Street, Paved Driveway
  • Parking Spaces: 7

Interior Features

  • Square Feet: 4594
  • Fireplaces: 2
  • Interior Features: French Doors
  • Accessability Features: Unknown

Construction

  • Year Built: 2025
  • Type: Detached
  • Style: Colonial
  • Construction Type: Frame
  • Foundation Info: Poured Concrete
  • Roof Material: Asphalt/Fiberglass Shingles
  • Flooring Type: Hardwood, Laminate, Tile, Wall to Wall Carpet
  • Lead Paint: None
  • Warranty: No

Exterior & Lot

  • Lot Description: Level
  • Exterior Features: Deck, Fenced Yard, Gutters, Porch, Sprinkler System, Storage Shed
  • Road Type: Public

Other Information

  • MLS ID# 73456410
  • Last Updated: 11/26/25
  • HOA: No
  • Reqd Own Association: Unknown

Date Event Price Price/Sq Ft Source
11/26/2025Contingent$2,399,000$522MLSPIN
11/23/2025Active$2,399,000$522MLSPIN
11/19/2025New$2,399,000$522MLSPIN
10/08/2024Sold$929,900$610MLSPIN
09/09/2024Under Agreement$929,900$610MLSPIN
08/31/2024Contingent$929,900$610MLSPIN
08/25/2024Active$929,900$610MLSPIN
08/21/2024New$929,900$610MLSPIN

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Map & Resources

Creative Corner School Inc

Private School, Grades: PK-K

0.3mi

Acera School

Private School, Grades: K-8

0.41mi

Bagels N Brew

Bagel (Cafe)

0.39mi

Domino's

Pizzeria

0.39mi

Andrea's Pizza

Pizzeria

0.11mi

Sakura Japanese

Japanese Restaurant

0.13mi

Gloria's Pizzeria

Pizzeria

0.14mi

Mitho Restaurant

Asian & Himalayan Restaurant. Offers: Vegan, Non Vegetarian, Meat, Vegetarian

0.21mi

Toscano's Italian Kitchen

Pizza & Italian Restaurant

0.41mi

Winchester Animal Clinic

Veterinary

0.14mi

Ciarcia Field

Sports Centre. Sports: Multi, Baseball, American Football

0.4mi

Ryan Connolly Field

Sports Centre. Sports: Soccer

0.44mi

McDonald Field

Municipal Park

0.04mi

Middlesex Park

Municipal Park

0.42mi

Well Field

Park

0.44mi

Elliot Park

Municipal Park

0.46mi

Smiles of Winchester

Dentist

0.09mi

Audiology and Hearing Solutions, Inc

Audiologist

0.12mi

Winchester Optical

Optician

0.12mi

Winchester Family Dental

Dentist

0.22mi

Philip Ciampa Salon & Day Spa

Hairdresser

0.21mi

Hair I Am Beauty Salon

Hairdresser

0.32mi

Michael Marina Salon

Hairdresser

0.33mi

Salon Sei Bella

Hairdresser

0.4mi

Dairy Barn

Convenience

0.15mi

Town Pantry

Convenience

0.39mi

Main St @ Canal St

134

0.12mi

Main St opp Hemmingway St

134

0.15mi

Main St @ Hemingway St

134

0.16mi

Main St opp Richardson St

134

0.16mi

Main St @ Sheridan Circle

134

0.25mi

Main St opp Sheridan Circle

134

0.27mi

757 Main St

134

0.28mi

Main St @ Clark St

134

0.28mi

Real Estate Resources

BayCoast Mortgage As a full-service lender providing industry-best solutions, BayCoast Mortgage can help make homeownership a reality for you. Want to get preapproved? Start today!
Mark's Moving & Storage With an unmatched team of professionals dedicated to customer service and responsiveness, you can trust Mark’s to handle every aspect of your move. Get an Estimate!

Seller's Representative: Pirani & Wile Group, Gibson Sotheby's International Realty
MLS ID#: 73456410

© 2025 MLS Property Information Network, Inc.. All rights reserved.

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.

MLS PIN data last updated at 2025-11-26 09:33:00

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