Amenities
- Community Features: Walk/Jog Trails, Public School
257 High StreetWinchester, MA 01890
For Sale
$3,299,000
Smart Buyer Rebate $16,495
Listed by Sharyn Pasquale
·Compass
·781-910-2400
Listed by Kim Covino
·Compass
Listed by Kim Covino & Co. Team
·Compass
Last updated December 07, 2025
·Source: MLSPin #73426449
Listing Facts
- TypeSingle-family
- NeighborhoodWest Side
- Bedrooms5
- Bathrooms7
- Days on Prevu100
- Taxes$26,758/year
- Size7,101 sqft
- Price per sqft$465
Amenities
- Dishwasher
- Private Outdoor Space
- Washer/Dryer
- Air Conditioning
- Parking
Location
Mortgage Calculator
Listing History
10/14/2025
Price Decreased
$3,299,000
09/04/2025
Listed by Compass
$3,499,000
Property Details for 257 High Street
Association
Exterior
Construction
- Roof: Shingle
- Window Features: Insulated Windows
- Year Built: 1994
- Year Built Details: Actual,Renovated Since
- Architectural Style: Colonial, Contemporary
- Construction Materials: Frame
- Exterior Features: Porch, Porch - Enclosed, Deck, Patio, Patio - Enclosed, Balcony, Rain Gutters, Sprinkler System
Features
- Patio And Porch Features: Porch, Porch - Enclosed, Deck, Patio, Enclosed
- Road Frontage Type: Public
Measurements
- Building Area Total: 7,101
- Building Area Units: Square Feet
- Lot Features: Wooded
- Lot Size Acres: 1.68
- Lot Size Area: 1
- Lot Size Square Feet: 73,015
- Lot Size Units: Acres
Financial
Taxes
- Parcel Number: M:027 B:0342 L:0,901606
- Tax Annual Amount: $26,758.00
- Tax Assessed Value: $2,412,800.00
- Tax Year: 2025
Interior
Features
- Appliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Other
- Fireplace Features: Family Room, Master Bedroom
- Fireplace: Yes
- Fireplaces Total: 4
- Flooring: Tile, Marble, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall To Wall Carpet
- Interior Features: Breakfast Bar / Nook, Closet, Closet/Cabinets - Custom Built, Ceiling Fan(s), Dining Area, Countertops - Stone/Granite/Solid, Recessed Lighting, Slider, Study, Home Office, Kitchen, Living/Dining Rm Combo, Media Room, Central Vacuum, Sauna/Steam/Hot Tub, Wet Bar
Measurements
- Living Area: 7,101
- Living Area Source: Measured
Rooms
- Basement: Full, Finished, Walk-Out Access, Interior Entry
- Bathrooms Full: 5
- Bathrooms Half: 2
- Bathrooms Total Integer: 7
- Bedrooms Total: 5
- Rooms Total: 16
Other
Location
- Subdivision Name: West Side
Parking
Parking
- Attached Garage: Yes
- Covered Spaces: 2
- Garage Spaces: 2
- Garage: Yes
- Open Parking Spaces: 7
- Open Parking: Yes
- Parking Features: Attached, Paved Drive, Paved
- Parking Total: 9
Schools
Elementary School
- Elementary School: Vinson Owen
High School
- High School: Winchester High
Middle or Junior School
- Middle Or Junior School: Mccall Middle
Utilities
Equipment
- Cooling: Central Air
- Has Cooling: Yes
- Electric: 200+ Amp Service
- Heating: Forced Air, Natural Gas, Fireplace
- Has Heating: Yes
- Laundry Features: Flooring - Stone/Ceramic Tile, First Floor, Electric Dryer Hookup
- Sewer: Public Sewer
- Utilities: For Gas Range, For Electric Range, For Gas Oven, For Electric Oven, For Electric Dryer
- Water Source: Public
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 5 bedrooms and 7 bathrooms in this single-family home at 257 High Street.
What schools are nearby to 257 High Street?
Nearby schools include the Vinson Owen Elementary School, Mccall Middle, and Winchester High.
Does this single-family home have parking?
Yes, there are 2 parking spaces available for 257 High Street.
What are the annual taxes for 257 High Street?
Annual taxes for this single-family home are estimated at $26,758.
How does 257 High Street compare to other single-family homes in West Side?
This single-family home is listed 11% above the average price for single-family homes in West Side and has been on the market for 65 more days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 7,101 sqft.
257 High Street is a 5-bedroom, 7-bath single-family home for sale in Winchester MA 01890. Listed on Prevu for 100 days at $3,299,000. This includes a recent price decrease of $200,000. This property features 7,101 square feet of living space, located in Middlesex County. The median listing price for single-family homes in this area is $1,899,000. Nearby schools include Vinson Owen Elementary School, Mccall Middle, and Winchester High. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Browse more single-family home listings in Middlesex County.
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.
Full MLS DisclaimersRebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.
