Recently Listed Open House 9/11 11am - 12pm
253 Pond St
Winchester, MA, 01890 $ 1,299,000
Bedrooms4 Baths1.1 Sq 3,307 Monthly Estimate*
$ 8,202
for $1,299,000 with 4 bedrooms and 1 full bath, 1 half bath. This 3,307 square foot home was built in 1952 on a lot size of 0.49.
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.
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Open House
9/11/2026 11:00 AM - 12:00 PM
9/12/2026 12:00 PM - 1:30 PM
9/13/2026 12:00 PM - 1:30 PM
253 Pond St Winchester, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
List ByPirani & Wile GroupListing Agent
Gibson Sotheby's International RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $8,202
- Monthly Property Taxes
- $1,002
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Winchester, MA
Average List Price $2,018,886
Percent of Sale Price 55%
About Winchester, MA 22,228 Population
7% Since 2002
$ 152,119 Median Income
45.68 Median Age
42% Households with Children
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Pricing History| Date | Price | Price Change | Description |
|---|
| 9/9/2026 | $1,299,000 | | Listed Price |