10 Dartmouth Street
Winchester, MA, 01890
$3,299,000
Winchester’s premiere location! This stunning waterfront gem is perfectly situated on Winter Pond, offering over 80 feet of direct water frontage with expansive yard and breathtaking views from nearly every room. Located in the exclusive Flats neighborhood, this property presents a rare opportunity to enjoy water activities such as kayaking, paddleboarding, fishing, ice skating and hockey all while being just minutes from Winchester Center and the train to Boston; homes like this rarely come to market. Custom designed and lovingly owned by the original family, this home is now ready for its next chapter. Offering a beautiful flowing layout w/large rooms, featuring floor-to-ceiling bay windows with stunning views, 5 bedrooms, 2 full & 2 half baths, 4 fireplaces, hardwood floors, a walk-out lower level, & a gorgeous fenced yard with steps to the water. Truly a special setting that seamlessly combines privacy, views & accessibility in Winchesters top neighborhood. This home is a must see!
Current real estate data for Single Family in Winchester as of Mar 20, 2026
49
Single Family Listed
59
Avg DOM
545
Avg $ / SqFt
$2,190,147
Avg List Price
Property Details
Price:
$3,299,000
MLS #:
73488384
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Flats
Listed Date:
Mar 18, 2026
Finished Sq Ft:
4,028
Total Sq Ft:
4,028
Lot Size:
11,247 sqft / 0.26 acres (approx)
Year Built:
1964
Schools
Elementary School:
Vinson Owen
Middle School:
Mccall
High School:
Whs
Interior
Appliances
Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Bathrooms
2 Full Bathrooms, 2 Half Bathrooms
Cooling
None, Whole House Fan
Fireplaces Total
3
Flooring
Hardwood, Flooring – Hardwood
Heating
Baseboard, Oil, Fireplace
Exterior
Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
Construction Materials
Frame
Exterior Features
Porch, Rain Gutters, Professional Landscaping, Sprinkler System
Parking Features
Under, Oversized, Paved Drive, Paved
Parking Spots
7
Roof
Shingle
Financial
Tax Year
2025
Taxes
$24,083
Map
Contact Us
Mortgage Calculator
Community
- Address10 Dartmouth Street Winchester MA
- SubdivisionFlats
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- Located in the Flats subdivision, 10 Dartmouth Street Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $3,299,000 and features 5 beds, 3 baths, and has approximately 4,028 square feet of living space, and was originally constructed in 1964. The current price per square foot is $819. The average price per square foot for Single Family listings in Winchester is $545. The average listing price for Single Family in Winchester is $2,190,147. To schedule a showing of MLS#73488384 at 10 Dartmouth Street in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
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CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Compass. 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.
10 Dartmouth Street
Winchester, MA












































