MLS #73488384 image #0
Open House Mar 21, 2026
11:30 – 01:00
Open House Mar 20, 2026
12:00 – 01:30
Open House Mar 20, 2026
12:00 – 01:30
Open House Mar 22, 2026
11:00 – 12:30
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
ColonialWaterfrontTennisFlatsVinson OwenMccallWhsScenic View(s)

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

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Community

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 James
10 Dartmouth Street
Winchester, MA