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19 Gershon Way 19Winchester, MA 01890

For Sale

$2,299,000

Smart Buyer Rebate $11,495

Welcome to Winning Farm, an award-winning 55+ community in Winchester, just 8 miles North of Boston. This stunning 3 bedroom, 2.5 bath home offers thoughtful design and exceptional attention to detail throughout. Step inside to soaring ceilings, hardwood floors, and an inviting open floor plan perfect for entertaining or relaxing by the fire. The first-floor primary suite provides comfort and convenience, while a private home office with coffered ceilings and a versatile loft area make working from home effortless. Enjoy seamless indoor-outdoor living with a screened-in porch, patio, and sun-drenched rooms that fill the home with natural light. The finished lower level offers abundant space for extended living as well as generous storage options. This custom townhome combines elegance and functionality in a premier, private end unit location, surrounded by the serenity and peacefulness of Winning Farm.

Listed by Lesley Smith

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Barrett Sotheby's International Realty

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781-405-2991

Last updated October 23, 2025

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Source: MLSPin #73436924

Listing Facts

  • TypeCondo
  • NeighborhoodWest Side
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu23
  • HOA/Maint. Fees$975/month
  • Taxes$18,130/year
  • Size3,959 sqft
  • Price per sqft$581

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Pets Allowed
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

09/30/2025
Listed by Barrett Sotheby's International Realty
$2,299,000

Property Details for 19 Gershon Way 19

Association

Amenities

  • Association Amenities: Trail(s)
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House Of Worship, Private School, Public School, T-Station, Adult Community
  • Pets Allowed: Yes w/ Restrictions

Fees

  • Association Fee: $975.00 Monthly
  • Association Fee Includes: Water, Sewer, Insurance, Maintenance Grounds, Snow Removal, Trash, Reserve Funds

Exterior

Construction

  • Number Of Units Total: 29
  • Roof: Shingle
  • Stories: 3
  • Stories Total: 3
  • Structure Type: Townhouse
  • Window Features: Insulated Windows, Storm Window(s)
  • Year Built: 2020
  • Year Built Details: Actual
  • Building Name: Winning Farm Of Winchester
  • Common Walls: End Unit, Corner
  • Construction Materials: Frame
  • Entry Level: 1
  • Exterior Features: Porch - Enclosed, Patio, Professional Landscaping, Sprinkler System

Features

  • Patio And Porch Features: Enclosed, Patio

Measurements

  • Building Area Total: 3,959
  • Building Area Units: Square Feet
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:028 B:0376 L:0,5161145
  • Tax Annual Amount: $18,130.00
  • Tax Assessed Value: $1,634,800.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Tile, Vinyl, Hardwood
  • Interior Features: Office, Loft

Measurements

  • Living Area: 3,959
  • Living Area Source: Measured

Rooms

  • Basement: Y
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 8

Other

General

  • Senior Community: Yes

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Attached, Deeded, Off Street
  • Parking Total: 2

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Forced Air, Propane
  • Has Heating: Yes
  • Laundry Features: First Floor, In Unit
  • Sewer: Private Sewer
  • Water Source: Public

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.