Date
Details
Price
Change
Source
4/02/2026
Listed
$2,395,000
—
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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$2,395,000 Just Listed
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Join us at 15 Gershon Way #15 on:
- Open House: 12:00 PM - 1:30 PM
Sunday 4/5 12:00 PM - 1:30 PM
15 Gershon Way #15,Winchester, MA 0189015 Gershon Way #15WinchesterMA01890
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Property Description
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!
Full Property Details
Full Property Details for 15 Gershon Way #15
General
- Price: $2,395,000
- HOA FEE: $975/month
- Taxes: $20,632 (2026)
- Status: Active
- Type: Condo
- Source: MLSPin
- MLS ID: 73495315
- Updated: Today (4/2/2026)
- Added to Site: Today
Interior
- Number of Rooms: 11
- Interior Features: Lighting - Overhead, Ceiling Fan(s), Bathroom - Full, Bathroom - Tiled With Shower Stall, Home Office, Exercise Room, Loft, Bathroom
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room
- Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer
- Flooring: Hardwood, Flooring - Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Main - Full Baths: 3
- Main - 1/2 Baths: 1
- Bathroom 1: Hardwood Flooring, 6.40 x 5.20, First, 33 Sq. Ft.
- Bathroom 2: Full Bathroom, Bathroom Double Vanity/Double Sink, T, 12.20 x 10.60, First, 129 Sq. Ft.
- Bathroom 3: Bathroom - With Tub & Shower, Flooring - Stone/Cera, 8.20 x 9.20, Second, 75 Sq. Ft.
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Yes, 16.10 x 12.90, First, 207 Sq. Ft.
- Bedroom 2: Closet, Hardwood Flooring, Lighting - Overhead, Crown Molding, 18.50 x 12.10, Second, 223 Sq. Ft.
- Bedroom 3: Closet, Hardwood Flooring, Crown Molding, 17.20 x 12.10, Second, 208 Sq. Ft.
Other Rooms
- Living Room: Hardwood Flooring, Open Floorplan, Recessed Lighting, Crown Molding, 14.80 x 16.90, First, 250 Sq. Ft.
- Family Room: First
- Kitchen: Closet, Hardwood Flooring, Stone/Granite/Solid Countertops, Kitchen Island, Upgraded Cabinets, Stainless Steel Appliances, Gas Stove, Lighting - Pendant, Decorative Molding, 13.90 x 7.10, First, 98 Sq. Ft.
- Dining Room: Coffered Ceiling(s), Hardwood Flooring, Exterior Deck, Lighting - Overhead, Crown Molding, 12.70 x 11.70, First, 148 Sq. Ft.
- Office: Flooring - Hardwood, French Doors, Lighting - Overhead, 11.10 x 11.10, First, 123 Sq. Ft.
Exterior
- Exterior Features: Porch - Screened, Covered Patio/Deck
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 4
- Parking Features: Attached, Garage Door Opener
Location
- County: Middlesex
- Complex: Winning Farm
- Building Name: Winning Farm
- Driving Directions: Thornberry Road to Gershon Way
Community
- Pets Allowed: Yes
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Air
- Cooling Zones: 4
- Heating Type: Forced Air, Propane
- Heating Fuel: Forced Air, Propane
- Heating Zones: 4
Utilities
- Sewer: Other
- Water: Public
Structural Information
- Basement: Yes
- Basement Desc.: Y
- Roof: Shingle
- Drive-In Doors: French Doors, Pocket Door
- Stories/Levels: 3
- Square Feet: 4,087
- Sq. Ft. Source: Public Records
- Year Built: 2020
Financial Considerations
- Price Per Sq. Ft.: $586
- Association Fee: $975
- Assoc Fee Freq.: Monthly
- Tax Amount: $20,632
- Tax Year: 2026
Disclosures and Reports
- Exclusions: Washer, Dryer
- 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: 5121094
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Meet the listing agent
Meet the listing agent
— 15 Gershon Way #15 —
(617) 529-3217 mobile
(781) 237-9090 direct
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 15 Gershon Way #15
School District:Winchester School District, Winchester, MA
| Name | Grades | Distance |
|---|---|---|
Vinson-Owen Elementary School 75 Johnson Road, Winchester, MA 01890 | K-5 | 0.5 mi |
Mccall Middle School 458 Main Street, Winchester, MA 01890 | 6-8 | 2.6 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 15 Gershon Way #15
Tax History
Tax History for 15 Gershon Way #15
Year
Property Taxes
Change
Tax Assessment
Change
2025
$20,632
9%
$1,860,400
11%
2024
$18,989
4%
$1,676,000
8%
2023
$18,246
12%
$1,546,300
19%
2022
$16,291
141%
$1,302,200
147%
2021
$6,770
—
$527,700
—
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 15 Gershon Way #15
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- Condo
- Active
- 4Beds
- 4Total Baths
- 3,340Sq. Ft.
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- Single Family
- Active
- Updated 10 hours ago
- 2Beds
- 2Total Baths
- 954Sq. Ft.
- Townhouse
- Active
- Updated 2 days ago
- 4Beds
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- Single Family
- Active
- Updated 14 hours ago
- 4Beds
- 4Total Baths
- 4,020Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 1,964Sq. Ft.
- Single Family
- Active
- Updated 3 hours ago
- 4Beds
- 5Total Baths
- 3,088Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 4Total Baths
- 3,001Sq. Ft.
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15 Gershon Way #15, Winchester, MA 01890 (MLS# 73495315) is a Condo property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 15 Gershon Way #15 is currently listed for $2,395,000 and was received on April 02, 2026. This property is listed by Moira Lown from our Wellesley Office.Want to learn more about 15 Gershon Way #15? Do you have questions about finding other Condo real estate for sale in Winchester Highlands? You can browse all Winchester Highlands real estate or contact a Coldwell Banker agent to request more information.