Date
Details
Price
Change
Source
4/07/2026
Listed
$1,899,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,899,000 Just Listed
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Join us at 2 Gershon Way #2 on:
- Open House: 12:00 PM - 1:30 PM
Sunday 4/12 12:00 PM - 1:30 PM
2 Gershon Way #2,Winchester, MA 018902 Gershon Way #2WinchesterMA01890
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Property Description
Welcome to Winning Farm of Winchester -an award-winning 55+ community and one of Winchester's most sought-after addresses for effortless, elevated living. This meticulously maintained and lightly lived-in 3-bedroom, 2.5-bath townhome offers 2,306 sq ft of thoughtfully designed living, showcasing fine craftsmanship & timeless finishes throughout. Sun-drenched interiors highlight gorgeous hardwood floors, soaring ceilings, & an open-concept first floor ideal for both everyday living & entertaining. The main-level primary suite provides convenience & privacy, creating a seamless single-level living option, while additional bedrooms and flexible spaces upstairs offer room for guests, a home office, or hobbies. The home's inviting layout is complemented by abundant natural light and a warm, welcoming feel in every room. Set within a beautifully maintained community known for its charm and lifestyle, residents enjoy a peaceful setting with close proximity to shops, dining, and major routes.
Full Property Details
Full Property Details for 2 Gershon Way #2
General
- Price: $1,899,000
- HOA FEE: $975/month
- Taxes: $18,890 (2025)
- Status: Active
- Type: Townhouse
- Source: MLSPin
- MLS ID: 73496895
- Updated: Today (4/7/2026)
- Added to Site: Today
Interior
- Number of Rooms: 9
- Interior Features: Cable Hookup, Office, Internet Available - Unknown
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room
- Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
- Flooring: Wood, Tile, Flooring - Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
- Main - Full Baths: 2
- Main - 1/2 Baths: 1
- Bathroom 1: Full Bathroom, Bathroom Double Vanity/Double Sink, Tiled Bathroom with Shower Stall, Linen Closet, Stone, 9.00 x 12.00, First, 108 Sq. Ft.
- Bathroom 2: Half Bathroom, Stone/Ceramic Tile Flooring, 5.00 x 6.00, First, 30 Sq. Ft.
- Bathroom 3: Bathroom - Full, Bathroom - Double Vanity/Sink, Bath, 9.00 x 16.00, Second, 144 Sq. Ft.
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Yes, 12.00 x 16.00, Main, First, 192 Sq. Ft.
- Bedroom 2: Closet, Hardwood Flooring, 12.00 x 23.00, Second, 276 Sq. Ft.
- Bedroom 3: Closet, Hardwood Flooring, 12.00 x 17.00, Second, 204 Sq. Ft.
Other Rooms
- Living Room: Hardwood Flooring, Cable Hookup, Open Floorplan, Recessed Lighting, 12.00 x 15.00, Main, First, 180 Sq. Ft.
- Family Room: Hardwood Flooring, Cable Hookup, Open Floorplan, 11.00 x 30.00, Second, 330 Sq. Ft.
- Kitchen: Hardwood Flooring, Stone/Granite/Solid Countertops, Kitchen Island, Upgraded Cabinets, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Gas Stove, 13.00 x 15.00, Main, First, 195 Sq. Ft.
- Dining Room: Hardwood Flooring, Exterior Deck, Exterior Access, Recessed Lighting, Slider, 11.00 x 11.00, Main, First, 121 Sq. Ft.
- Office: Flooring - Hardwood, Cable Hookup, 12.00 x 11.00, Main, 132 Sq. Ft.
- Laundry: Main Level, First Floor, In Unit, Washer Hookup
Additional Information
- Year Round: Yes
Exterior
- Exterior Features: Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 4
- Parking Features: Attached, Garage Door Opener, Off Street, Paved
Location
- County: Middlesex
- Complex: Winning Farm
- Building Name: Winning Farm
- Driving Directions: Thornberry Road to Gershon Way
School Information
- Middle School: Mccall
- High School: Winchester High
Community
- Pets Allowed: Yes
- Management Type: Off-Site Professional Management
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Air
- Cooling Zones: 3
- Heating Type: Central, Forced Air, Propane
- Heating Fuel: Central, Forced Air, Propane
- Heating Zones: 3
Utilities
- Sewer: Other
- Water: Public
- Utility Description: Connection for Gas Range, Washer Hookup
Structural Information
- Exterior Const.: Frame
- Basement: Yes
- Basement Desc.: Y
- Roof: Shingle
- Drive-In Doors: Insulated Doors
- Stories/Levels: 2
- Square Feet: 2,306
- Sq. Ft. Source: Public Records
- Year Built: 2019
Financial Considerations
- Price Per Sq. Ft.: $823.5
- Association Fee: $975
- Assoc Fee Freq.: Monthly
- Tax Amount: $18,890
- Tax Year: 2025
Disclosures and Reports
- Documents Avail.: Master Deed, Rules & Regs, Master Plan, Floor Plans
- Disclosures/Rstr.: Pets allowed with limited breed restrictions. Rental minimum of 6 months. Private pumping station for waste water. No Title 5 necessary.
- Property ID: M:028 B:0359 L:0, 5121083
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
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Schools
Schools serving 2 Gershon Way #2
School District:Winchester School District, Winchester, MA
| Name | Grades | Distance |
|---|---|---|
Vinson-Owen Elementary School 75 Johnson Road, Winchester, MA 01890 | K-5 | 0.6 mi |
Mccall Middle School 458 Main Street, Winchester, MA 01890 | 6-8 | 2.7 mi |
Winchester High School 80 Skillings Road, Winchester, MA 01890 | 9-12 | 2.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2 Gershon Way #2
Tax History
Tax History for 2 Gershon Way #2
Year
Property Taxes
Change
Tax Assessment
Change
2025
$18,890
9%
$1,703,300
11%
2024
$17,337
4%
$1,530,200
9%
2023
$16,639
11%
$1,410,100
18%
2022
$14,928
9%
$1,193,300
11%
2021
$13,733
—
$1,070,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 2 Gershon Way #2
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- Multi-Family
- Active
- Updated 20 hours ago
- 3Units
- 6Total Beds
- 0.17Acres
- Single Family
- Active
- Updated 5 hours ago
- 3Beds
- 2Total Baths
- 2,106Sq. Ft.
- Condo
- Active
- Updated 1 hour ago
- 2Beds
- 2Total Baths
- 1,177Sq. Ft.
Listed by Dave DiGregorio Team (617) 909-7888
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- Single Family
- Active
- Updated 20 hours ago
- 4Beds
- 4Total Baths
- 3,241Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 4Total Baths
- 3,001Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 5Total Baths
- 3,088Sq. Ft.
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2 Gershon Way #2, Winchester, MA 01890 (MLS# 73496895) is a Townhouse property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 2 Gershon Way #2 is currently listed for $1,899,000 and was received on April 07, 2026. This property is listed by The Marrocco Group from our Lexington/Winchester Regional Office.Want to learn more about 2 Gershon Way #2? Do you have questions about finding other Townhouse real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.