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253 Pond StWinchester, MA 01890

For Sale

$1,299,000

Smart Buyer Rebate $6,495

Custom-built and thoughtfully designed for comfortable one-level living, this spacious ranch offers a flexible floor plan, ample living spaces, and convenient access to the walking trails and recreational amenities of nearby Horn Pond. The main level features a gracious formal living room with a wood-burning fireplace, an elegant dining room with custom paneling, and an updated eat-in kitchen with direct access to the picturesque backyard. Three generously sized bedrooms and a full bath complete the main level. Upstairs, a fourth bedroom is complemented by an unfinished storage room with excellent potential for a fifth bedroom, home office, or additional living space.The walkout lower level adds even more flexibility with a family room featuring a second fireplace, half bath, dedicated laundry room, mudroom, and direct access to the oversized two-car garage. Two additional storage areas provide the opportunity to create a home office, gym, playroom, workshop, or finished living space. With substantial square footage throughout, there is plenty of room to adapt the home to your needs. Beautiful custom moldings, well-proportioned rooms, abundant natural light, and a well-designed floor plan add warmth and character throughout. Recent improvements include a new roof, spray foam insulation, updated windows, and newer appliances. Outside, the park-like backyard is a true retreat, highlighted by a spectacular 20' x 40' in-ground pool, patio area, and exceptional privacy while abutting the Lynch School fields. Just moments from the Horn Pond Recreation Area, enjoy convenient access to walking trails, scenic views, playgrounds, fishing, and year-round outdoor recreation. With the newly constructed Lynch Elementary School nearby, along with shopping and major commuting routes, this home offers an ideal blend of privacy, recreation, and everyday convenience.

Last updated September 13, 2026

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Source: MLSPin #73574477

Listing Facts

  • TypeSingle-family
  • NeighborhoodNorth Main
  • Bedrooms4
  • Bathrooms2
  • Days on Prevu6
  • Taxes$12,026/year
  • Size3,307 sqft
  • Price per sqft$393

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking
  • Swimming Pool

Location

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Listing History

09/09/2026
Listed by
$1,299,000
  1. 09/09/2026$1,299,000
    Listed by

Property Details for 253 Pond St

Association

Amenities

  • Community Features: Park, Golf

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1952
  • Year Built Details: Actual
  • Architectural Style: Cape
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters, Storage, Lighting

Features

  • Fencing: Fenced
  • Other Structures: Storage
  • Patio And Porch Features: Patio
  • Pool Features: In Ground, Private
  • Pool Private: Yes
  • Waterfront Features: Beach Access, Waterfront Access

Measurements

  • Building Area Total: 3,307
  • Building Area Units: Square Feet
  • Lot Features: Level, Landscaped
  • Lot Size Acres: 0.49
  • Lot Size Area: 0
  • Lot Size Square Feet: 21,288
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:014 B:0326 L:0,898657
  • Tax Annual Amount: $12,026.00
  • Tax Assessed Value: $1,084,400.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
  • Fireplace Features: Family Room, Living Room
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Vinyl, Laminate, Hardwood
  • Interior Features: Master Downstairs, Recessed Lighting, Crown Molding

Measurements

  • Living Area: 3,307

Rooms

  • Basement: Full, Partially Finished, Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 4
  • Main Level Bedrooms: 3
  • Rooms Total: 10

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 6
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Off Street, Garage
  • Parking Total: 8

Schools

Elementary School

  • Elementary School: Lynch Elementary

High School

  • High School: Whs

Middle or Junior School

  • Middle Or Junior School: Mccall

Utilities

Equipment

  • Cooling: Window Unit(s)
  • Has Cooling: Yes
  • Heating: Baseboard, Oil
  • Has Heating: Yes
  • Laundry Features: In Basement, Electric Dryer Hookup, Washer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 2 bathrooms in this single-family home at 253 Pond St.

What schools are nearby to 253 Pond St?

Nearby schools include the Lynch Elementary, Mccall Middle School, and Whs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 253 Pond St.

What are the annual taxes for 253 Pond St?

Annual taxes for this single-family home are estimated at $12,026.

How does 253 Pond St compare to other single-family homes in North Main?

This single-family home is listed 18% below the average price for single-family homes in North Main and has been on the market for 40 less 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 3,307 sqft.

253 Pond St is a 4-bedroom, 2-bath single-family home for sale in Winchester MA 01890. Listed on Prevu for 6 days at $1,299,000. This residence features 3,307 square feet of living space, located in North Main. The median listing price for single-family homes in this area is $1,131,500. Nearby schools include Lynch Elementary, Mccall Middle School, and Whs High School. The home offers private outdoor space, dishwasher, parking, swimming pool, and washer/dryer. View other 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 Disclaimers

Rebate 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.