19 Gershon Way, Unit 1

$2,299,000
Price
3
Beds
3,953 Sq. Ft.
$582 / Sq. Ft.
3,953
Sq. Ft.
$582
per Sq. Ft.

Description

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...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.

Listing Agents

  1. Vita Group

    Vita Group

    Listing Agent

    Compass

    vitagroup@compass.com

    P: (781)-729-4663

  2. Philip Vita

    Philip Vita

    Alternative Listing Agent

    Compass

    phil.vita@compass.com

    P: (781)-729-4663

Property Details for 19 Gershon Way, Unit 1

Town
Winchester
Area
MA-Winchester
Style
Townhouse
Garage Spaces
2
Parking Spaces
4.00
Parking Spaces Total
6
Unit Placement
End
LISTING UPDATED: 11/26/2025 08:13 PM

Property Details for 19 Gershon Way, Unit 1

StatusUnder Agreement
MLS #73452553
Days on Market19
Taxes$18,130 / year
HOA Fees$975 / month
Compass TypeCondo
MLS TypeCondominium/Co-Op / Condo
Year Built2020
CountyMiddlesex County
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Building Information for 19 Gershon Way, Unit 1

Building/ComplexWinning FarmFloor1Stories3Residences29Pet PolicyAllowedPet Policy DetailsPets AllowedYear Built2020

Payment Calculator

$13,846 per month

30 year fixed, 6.28% Interest

Principal and Interest

$11,360

Property Taxes

$1,511

HOA Dues

$975

The Payment Calculator is for illustrative purposes only.

Property Information for 19 Gershon Way, Unit 1

General Details
Property Details
  • Association Amenities: Trail(s)
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Golf Course, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station, Adult Community
  • Living Area: 3953.0
  • SqFt with Basement: Yes
  • Total Units: 29
  • Type of Condo: Condo
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • High School: Winchester
  • Middle School: Mccall
Features
Interior Features
  • Appliances: Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Washer, Dryer, Vacuum System - Rough-in, Range Hood, Plumbed For Ice Maker
  • Basement Features: Y
  • Common Walls: End
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • DoorFeatures: French Doors, Insulated Doors
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 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
  • Interior Features: Central Vacuum, Internet Available - Unknown, French Doors, Security System
  • Laundry Features: Electric Dryer Hookup, Washer Hookup, First Floor, In Unit
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Outdoor Gas Grill Hookup, Deck - Composite, Patio, Covered, ET Irrigation Controller, Rain Gutters, Professional Landscaping, Sprinkler System, Stone Wall
  • Exterior Features: Professional Landscaping, Sprinkler System, Stone Wall, Deck - Composite, Patio, Covered Patio/Deck, ET Irrigation Controller
  • Patio And Porch Features: Deck - Composite, Patio, Covered
  • Roof Material: Shingle
  • Structure Type: Townhouse
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Paved Driveway
  • Parking Features: Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Green Energy Efficient: Thermostat
  • Green WaterC onservation: ET Irrigation Controller
  • Heating: Forced Air, Propane
  • Heating: Yes
  • Sewer: Other (See Remarks)
  • Utility Connections: for Gas Range, for Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Flooring - Hardwood,Cable Hookup,Lighting - Overhead,Crown Molding
  • Primary Bedroom Level: First Floor
Bedroom 2
  • Bedroom2 Features: Closet,Flooring - Hardwood,Lighting - Overhead,Crown Molding
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Closet,Flooring - Hardwood,Lighting - Overhead,Crown Molding
  • Bedroom3 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Half
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid
  • Bathroom2 Level: First
Bathroom 3
  • Bathroom3 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Features: Coffered Ceiling(s),Flooring - Hardwood,Exterior Access,Open Floorplan,Recessed Lighting,Lighting - Overhead,Decorative Molding
  • Dining Room Level: First
Family Room
  • Family Room Features: Cable Hookup,Open Floorplan,Recessed Lighting
  • Family Room Level: Basement
Kitchen
  • Kitchen Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Kitchen Island,Cabinets - Upgraded,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Lighting - Pendant,Crown Molding
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Cathedral Ceiling(s),Flooring - Hardwood,Open Floorplan,Lighting - Overhead,Decorative Molding
  • Room Living Room Level: First
Other Room 1
  • Room Office Features: Ceiling - Coffered,Flooring - Hardwood,French Doors,Lighting - Overhead,Decorative Molding
  • Room Office Level: First
Property Information
Property Info
  • UFFI: No
  • Year Round: Yes
  • Documents Available: Master Deed, Rules & Regs, Management Association Bylaws, Floor Plans, Association Financial Statements, Certificate of Insurance
  • Documents Count: 6
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: Per management: Winning Farm has private Pumping station for waste water. No Title V required. Pumped to Town sewer system. Traditional household pets are allowed with a few breed restrictions. Please refer to condo docs. Minimal rental term of 6 months for any lease.
Tax Information
  • Tax ID: 5161145
  • Assessments: $1,634,800
  • Book: 82957
  • Tax Year: 2025
  • Zoning: N/A
Building / Association Information
Living Characteristics
  • Beds Total: 3
  • Total Living Levels: 3
Other Building Characteristics
  • Cooling Zones: 4
  • Heat Zones: 4
Complex & Association Information
  • Association Fee Frequency: Monthly
  • Association Fee Includes: Water, Sewer, Insurance, Maintenance Structure, Road Maintenance, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
  • Complex Name: Winning Farm
  • Complex Complete: Yes
  • Management: Professional - Off Site
  • Units Owner Occupied: 29
  • Owner Occupied Source: Management
  • Association Security: Security System
  • Adult Community: Yes
Unit Information
Unit Information
  • Unit Building: 1
  • Unit Floor Level Integer: 1.0

Property History for 19 Gershon Way, Unit 1

DateEvent & SourcePriceAppreciation
Nov 26, 2025

Under Agreement

MLS PIN #73452553

Nov 26, 2025

Contingent

MLS PIN #73452553

Nov 7, 2025

Listed (Active)

MLS PIN #73452553

$2,299,000
DateEvent & SourcePrice
11/26/2025

Under Agreement

MLS PIN #73452553

11/26/2025

Contingent

MLS PIN #73452553

11/07/2025

Listed (Active)

MLS PIN #73452553

$2,299,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 19 Gershon Way, Unit 1

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Vinson-Owen Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.