There are multiple listings for this address:
$2,395,000
15 Gershon Way # 15
Winchester, MA, 01890
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!
Property Details
Price:
$2,395,000
MLS #:
73495315
Status:
Pending
Beds:
3
Baths:
3.5
Type:
Condo
Subtype:
Condominium
Listed Date:
Apr 2, 2026
Finished Sq Ft:
4,087
Total Sq Ft:
4,087
Year Built:
2020
Schools
Interior
Above Grade Finished Area
2726
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1361
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood, Flooring – Hardwood
Heating
Forced Air, Propane
Interior Features
Lighting – Overhead, Ceiling Fan(s), Bathroom – Full, Bathroom – Tiled With Shower Stall, Home Office, Exercise Room, Loft, Bathroom
Exterior
Attached Garage YN
1
Community
55+
Community Features
Adult Community
Covered Spaces
2
Exterior Features
Porch – Screened, Covered Patio/Deck
Garage Spaces
2
Open Parking Spaces
2
Parking Features
Attached, Garage Door Opener
Parking Spots
4
Parking Total
4
Patio And Porch Features
Screened, Covered
Roof
Shingle
Senior Community YN
1
Stories
3
Financial
HOA Fee
$975
HOA Fee Frequency
Monthly
HOA Includes
Water, Sewer, Insurance, Maintenance Structure, Road Maintenance, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
Tax Year
2026
Taxes
$20,632
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Current real estate data for Condo in Winchester as of May 04, 2026
20
Condo Listed
39
Avg DOM
567
Avg $ / SqFt
$915,040
Avg List Price
Community
- Address15 Gershon Way # 15 Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 15 Gershon Way # 15 Winchester MA is a Condo for sale in Winchester, MA, 01890. It is listed for $2,395,000 and features 3 beds, 4 baths, and has approximately 4,087 square feet of living space, and was originally constructed in 2020. The current price per square foot is $586. The average price per square foot for Condo listings in Winchester is $567. The average listing price for Condo in Winchester is $915,040. To schedule a showing of MLS#73495315 at 15 Gershon Way # 15 in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Coldwell Banker Realty – Wellesley. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
15 Gershon Way # 15
Winchester, MA
$2,395,000
15 Gershon Way # 15
Winchester, MA, 01890
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!
Property Details
Price:
$2,395,000
MLS #:
73495350
Status:
Pending
Beds:
3
Baths:
3.5
Type:
Single Family
Subtype:
Condominium
Listed Date:
Apr 2, 2026
Finished Sq Ft:
4,087
Total Sq Ft:
4,087
Year Built:
2020
Schools
Interior
Above Grade Finished Area
2726
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1361
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood, Flooring – Hardwood
Heating
Forced Air, Propane
Interior Features
Lighting – Overhead, Ceiling Fan(s), Bathroom – Full, Bathroom – Tiled With Shower Stall, Home Office, Exercise Room, Loft, Bathroom
Exterior
Attached Garage YN
1
Community
55+
Community Features
Adult Community
Covered Spaces
2
Exterior Features
Porch – Screened, Covered Patio/Deck
Garage Spaces
2
Open Parking Spaces
2
Parking Features
Attached, Garage Door Opener
Parking Spots
4
Parking Total
4
Patio And Porch Features
Screened, Covered
Roof
Shingle
Senior Community YN
1
Stories
3
Financial
HOA Fee
$975
HOA Fee Frequency
Monthly
HOA Includes
Water, Sewer, Insurance, Maintenance Structure, Road Maintenance, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
Tax Year
2026
Taxes
$20,632
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Winchester as of May 04, 2026
20
Single Family Listed
39
Avg DOM
567
Avg $ / SqFt
$915,040
Avg List Price
Community
- Address15 Gershon Way # 15 Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 15 Gershon Way # 15 Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,395,000 and features 3 beds, 4 baths, and has approximately 4,087 square feet of living space, and was originally constructed in 2020. The current price per square foot is $586. The average price per square foot for Single Family listings in Winchester is $567. The average listing price for Single Family in Winchester is $915,040. To schedule a showing of MLS#73495350 at 15 Gershon Way # 15 in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.