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19 Gershon Way 1Winchester, MA 01890

For Sale

$2,299,000

Smart Buyer Rebate $11,495

Welcome to this gorgeous 5-year-young attached single-family home in Winchester’s desirable 55+ community! Barely lived in and beautifully cared for, this home feels brand new—only better. The inviting main level features a beautiful office with coffered ceilings and a stylish kitchen and dining area that opens to a warm, fireplaced living room. From there, step into the stunning screened-in sunroom and enjoy the peaceful wooded backdrop—your own private oasis. The luxurious first-floor primary retreat offers an oversized spa-like bathroom, a large walk-in closet, and direct access to the convenient first-floor laundry. Upstairs, you’ll find two generous bedrooms, a full bath, and a cozy loft ready to be tailored to your needs. The finished lower level provides a spacious family room and ample storage. With a two-car garage and maintenance-free living, this exceptional home offers comfort, elegance, and ease in one perfect package.

Listed by Philip J. Vita

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Compass

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781-729-4663

Listed by Vita Realty Group

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Compass

Last updated November 17, 2025

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Source: MLSPin #73452553

Listing Facts

  • TypeCondo
  • NeighborhoodWest Side
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu12
  • HOA/Maint. Fees$975/month
  • Taxes$18,130/year
  • Size3,953 sqft
  • Price per sqft$582

Amenities

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

Location

Mortgage Calculator

Listing History

11/07/2025
Listed by Compass
$2,299,000

Property Details for 19 Gershon Way 1

Association

Amenities

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

Fees

  • Association Fee: $975.00 Monthly
  • Association Fee Includes: Water, Sewer, Insurance, Maintenance Structure, Road Maintenance, 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
  • Year Built: 2020
  • Year Built Details: Actual
  • Building Name: Winning Farm
  • Common Walls: End Unit
  • Construction Materials: Frame
  • Entry Level: 1
  • Exterior Features: Outdoor Gas Grill Hookup, Deck - Composite, Patio, Covered Patio/Deck, ET Irrigation Controller, Rain Gutters, Professional Landscaping, Sprinkler System, Stone Wall

Features

  • Patio And Porch Features: Deck - Composite, Patio, Covered

Measurements

  • Building Area Total: 3,953
  • Building Area Units: Square Feet
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 5161145
  • Tax Annual Amount: $18,130.00
  • Tax Assessed Value: $1,634,800.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Washer, Dryer, Vacuum System - Rough-in, Range Hood, Plumbed For Ice Maker
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Tile, Hardwood, Wood Laminate, Flooring - Hardwood
  • Interior Features: Coffered Ceiling(s), Lighting - Overhead, Decorative Molding, Open Floorplan, Recessed Lighting, Crown Molding, Home Office, Loft, Central Vacuum, Internet Available - Unknown

Measurements

  • Living Area: 3,953
  • Living Area Source: Master Deed

Rooms

  • Basement: Y
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 11

Other

Environmental

  • Green Energy Efficient: Thermostat

General

  • Senior Community: Yes

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Paved
  • Parking Total: 2

Schools

High School

  • High School: Winchester

Middle or Junior School

  • Middle Or Junior School: Mccall

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Forced Air, Propane
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup, First Floor, In Unit
  • Sewer: Other
  • Utilities: For Gas Range, For Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup
  • 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.