$1,299,000
253 Pond St
Winchester, MA, 01890
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.
Property Details
Price:
$1,299,000
MLS #:
73574477
Status:
Active
Beds:
4
Baths:
1.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Sep 9, 2026
Finished Sq Ft:
3,307
Total Sq Ft:
3,307
Lot Size:
21,288 sqft / 0.49 acres (approx)
Year Built:
1952
Schools
Elementary School:
Lynch Elementary
Middle School:
Mccall
High School:
Whs
Interior
Above Grade Finished Area
2431
Appliances
Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Below Grade Finished Area
876
Cooling
Window Unit(s)
Fireplaces Total
2
Flooring
Vinyl, Laminate, Hardwood, Flooring – Vinyl
Heating
Baseboard, Electric Baseboard, Oil
Interior Features
Mud Room
Laundry Features
Flooring – Vinyl, In Basement, Electric Dryer Hookup, Washer Hookup
Main Level Bedrooms
3
Exterior
Architectural Style
Cape
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, Public School
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Pool – Inground, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard
Fencing
Fenced/Enclosed, Fenced
Garage Spaces
2
Lot Features
Level
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Attached, Under, Paved Drive, Off Street, Paved
Parking Spots
8
Parking Total
8
Patio And Porch Features
Patio
Roof
Shingle
Waterfront Features
Beach Access, Lake/Pond, 1/10 to 3/10 To Beach, Beach Ownership(Public)
Financial
Tax Year
2025
Taxes
$12,026
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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Map
Current real estate data for Single Family in Winchester as of Sep 11, 2026
59
Single Family Listed
62
Avg DOM
547
Avg $ / SqFt
$1,955,164
Avg List Price
Community
- Address253 Pond St 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
- 253 Pond St Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,299,000 and features 4 beds, 2 baths, and has approximately 3,307 square feet of living space, and was originally constructed in 1952. The current price per square foot is $393. The average price per square foot for Single Family listings in Winchester is $547. The average listing price for Single Family in Winchester is $1,955,164. To schedule a showing of MLS#73574477 at 253 Pond St in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Leading Edge Real Estate. 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.
253 Pond St
Winchester, MA










































