Listing Tools

Picture Perfect! The crown jewel of Winning Farm, a 55+ community ideally situated in the heart of Winchester. Step inside to find a bright, open-concept living space. Soaring ceilings, gleaming hardwood floors and refined architectural details create an airy, elevated atmosphere. Beautiful private office. Gourmet kitchen with premium appliances, stone countertops and oversized island for casual dining and entertaining. Dining area with coffered ceilings, fireplaced living room, and bonus screened porch to enjoy the view of the lush conservation land and walking trails. The luxurious primary retreat offering a spa-like bath with double vanities .Laundry room and 1/2 bath round out the main level. Upper level boasts 2 additional bedrooms, a full bath and flexible, cozy loft space. Amazing, walk out lower level includes a full gym, patio for grilling, built in cabinets, full bath and spectacular, custom built wine cellar Two car garage. This opportunity is not to be missed!

More Info

Basic Information

  • Bedrooms3
  • Mls StatusUnder Agreement
  • Bathroom4
  • Contingency Pending P&S
  • Lot Features Wooded
  • Parcel Number 5121094
  • Senior Community YN Yes
  • Unit Number15

Tax Information

  • Tax Assessed Value $1,860,400
  • Tax Year 2026
  • Taxes$20,632

Parking

  • Parking Spaces4
  • Covered Spaces 2
  • Garage YN Yes

Rooms

  • Bathroom 1 First,6.4 x 5.2
  • Bathroom 2 First,12.2 x 10.6
  • Bathroom 3 Second,8.2 x 9.2
  • Bathrooms Total Decimal 3.5
  • Bedroom 2 Second,18.5 x 12.1
  • Bedroom 3 Second,17.2 x 12.1
  • Dining Room First,12.7 x 11.7
  • Family Room First
  • Full Bath3
  • Half Baths1
  • Kitchen First,13.9 x 7.1
  • Living Room First,14.8 x 16.9
  • Master Bedroom First,16.1
  • Office First,11.1 x 11.1

Basic Information

  • List Price$2,395,000
  • MLS Number73495350
  • Modification Date04/28/2026
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate04/15/2026

Location

  • Address15 Gershon Way
  • Building Number15
  • CountyMiddlesex
  • StateMA
  • StreetGershon Way
  • TownWinchester
  • Zip01890

Building

  • Building Area Units Square Feet
  • Door Features French Doors, Pocket Door
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Property StyleCottage
  • Rooms11
  • Year Built2020
  • Year Built Details Actual
  • Year Built Source Public Records

Interior

  • Flooring Hardwood, Flooring - Hardwood
  • Interior Features
    • Bathroom
    • Bathroom - Full
    • Bathroom - Tiled With Shower Stall
    • Ceiling Fan(s)
    • Exercise Room
    • Home Office
    • Lighting - Overhead
    • Loft

Exterior

  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Central, Forced Air, Propane
  • Sewer Other
  • Water Source Public

Property Information

  • Square Feet4,087
  • Building Area Source Public Records
  • Living Area 4,087
  • Lot Size Units Acres
  • Property Attached YN Yes

Amenities

  • Appliances IncludedElectric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer

Legal

  • ZoningN/A

Other

  • Date Listed04/02/2026
  • Farm Land Area Units Square Feet
  • View Count3

Map Location

Driving Directions

Listed by Moira Lown of Coldwell Banker Realty - Wellesley

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Castles Unlimited. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.