$2,999,000
10 Dartmouth Street
Winchester, MA, 01890
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!
Property Details
Price:
$2,999,000
MLS #:
73496399
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Flats
Listed Date:
Apr 6, 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
Above Grade Finished Area
3201
Appliances
Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Bathrooms
2 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
827
Cooling
None, Whole House Fan
Fireplaces Total
3
Flooring
Hardwood, Flooring – Hardwood
Heating
Baseboard, Oil, Fireplace
Interior Features
Bathroom – Half, Lighting – Overhead, Bathroom, Great Room, Entry Hall
Exterior
Architectural Style
Colonial
Attached Garage YN
1
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
Covered Spaces
2
Exterior Features
Porch, Rain Gutters, Professional Landscaping, Sprinkler System
Fencing
Fenced/Enclosed
Garage Spaces
2
Open Parking Spaces
5
Open Parking YN
1
Parking Features
Under, Oversized, Paved Drive, Paved
Parking Spots
7
Parking Total
7
Patio And Porch Features
Porch
Roof
Shingle
View
Scenic View(s)
Waterfront Features
Waterfront, Pond
Financial
Tax Year
2025
Taxes
$24,083
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 May 04, 2026
71
Single Family Listed
48
Avg DOM
548
Avg $ / SqFt
$2,185,977
Avg List Price
Community
- Address10 Dartmouth Street Winchester MA
- SubdivisionFlats
- 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
- Located in the Flats subdivision, 10 Dartmouth Street Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,999,000 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 $745. The average price per square foot for Single Family listings in Winchester is $548. The average listing price for Single Family in Winchester is $2,185,977. To schedule a showing of MLS#73496399 at 10 Dartmouth Street in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy 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