Sign up to get new listings emailed daily! JOIN SIGN IN
Holly Greenleaf Whitney
REALTOR®
VCard Icon 

253 Pond St, Winchester, MA 01890

$1,299,000
  • Main Photo

39 Photos

New to the Market Active
BEDS4 BATHS1 full 1 partial SQUARE FEET3,307 MLS#73574477
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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.

253 Pond St | MLS# 73574477

This single family home located at 253 Pond St, Winchester, MA 01890 is currently listed for sale with an asking price of $1,299,000. This property was built in 1952 and has 4 bedrooms and 1 full and 1 partial baths with 3307 sq. ft. Search Winchester real estate on hollywhitney.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Partially Finished, Walk-Out Access, Garage Access
Basement: Yes
Cooling: Window Unit(s)
Fenced: Yes
Fireplaces: 2
Garage: 2 car attached
Heating: Baseboard, Electric Baseboard, Oil
Home Style: Cape
Lot Size: 0.49 Acres
Roof Type: Shingle
Taxes: $12,026
Year Built: 1952

Amenities

Mud Room
Patio
Pool - Inground
Rain Gutters
Storage
Professional Landscaping
Sprinkler System
Decorative Lighting
Fenced Yard

Feature Descriptions

Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Beach Rights: Y
Building Area Total: 3307
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, Public School
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Dining Room: Flooring - Hardwood, Lighting - Overhead, Crown Molding, Pocket Door
Exterior: Frame
Family Room: Flooring - Wall to Wall Carpet, Recessed Lighting
Fencing: Fenced/Enclosed, Fenced
Fireplace Features: Family Room, Living Room
Fireplace Y/N: Yes
Flooring: Vinyl, Laminate, Hardwood, Flooring - Vinyl
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Closet, Flooring - Vinyl, Window(s) - Picture, Dining Area, Countertops - Stone/Granite/Solid, Exterior Access, Recessed Lighting, Stainless Steel Appliances
Laundry: Flooring - Vinyl, In Basement, Electric Dryer Hookup, Washer Hookup
Living Room: Flooring - Hardwood, Recessed Lighting
Lot Features: Level
Master Bathroom: Yes
Master Bedroom: Closet, Flooring - Hardwood, Recessed Lighting
Open Parking Y/N: Yes
Parcel Number: M:014 B:0326 L:0,898657
Parking Features: Attached, Under, Paved Drive, Off Street, Paved
Parking Total: 8
Patio And Porch: Patio
Pool Features: In Ground
Rooms Total: 10
Sewer: Public Sewer
Swimming Pool: Yes
Utilities: for Electric Range, for Electric Dryer, Washer Hookup
Water: Public
Waterfront Features: Beach Access, Lake/Pond,1/10 to 3/10 To Beach, Beach Ownership(Public)

Room Sizes

Bathroom 1: 7.00 X 8.00 Level - First
Bathroom 2: 4.00 X 6.00 Level - Basement
Bedroom 2: 10.00 X 14.00 Level - Main,First
Bedroom 3: 12.00 X 12.00 Level - Main,First
Bedroom 4: 19.00 X 32.00 Level - Second
Dining Room: 11.00 X 13.00 Level - Main,First
Family Room: 13.00 X 21.00 Level - Basement
Kitchen: 9.00 X 11.00 Level - Main,First
Living Room: 14.00 X 22.00 Level - Main,First
Primary Bedroom: 12.00 X 19.00 Level - Main,First

Local Schools

High School: Whs
Middle School: Mccall
Elementary School: Lynch Elementary

Listed By / Shown By

Listed By

Agency Name: Gibson Sotheby's International Realty
Agent Name: Pirani & Wile Group
Agency Phone: 781-648-3500

IDX logo

TOUR THIS HOME

Choose a date and time to see 253 Pond St, Winchester, MA 01890.
I will get in touch with you shortly.

Request a Showing
Choose your video chat app
  • Friday September 11
  • Saturday September 12
  • Sunday September 13
  • Monday September 14
  • Tuesday September 15
  • Wednesday September 16
  • Thursday September 17
  • Friday September 18
  • Saturday September 19
  • Sunday September 20
  • Monday September 21
  • Tuesday September 22
  • Wednesday September 23
  • Thursday September 24
  • Friday September 25
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 4,272.05 per month $2,891.01 Principal & Interest $1,002.17 Property Tax $378.88 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/10/2026. The listing information on this page last changed on 09/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 09/10/2026 12:02:30 AM EST) or MLSPIN MLS (last updated Wed 09/09/2026 11:38:34 PM EST) or Prime MLS (last updated Wed 09/09/2026 11:33:05 PM EST) or MREIS (last updated Wed 09/09/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: Better Homes and GardensĀ® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


Login to My Homefinder