Active Under Contract
62 Days on market
10 Dartmouth Street Winchester — Photo 1 of 41

10 Dartmouth Street Winchester — Photo 1 of 41

$2,999,000

10 Dartmouth Street, Winchester, MA 01890

Winchester, MA 01890 — Flats

Beds

5

Baths

3

SqFt

4,028

Style

Single Family

Built

1964

Capture the seasons from the stunning rear porch! Must see this move in ready waterfront gem! Perfectly sited at the end of Wedgemere on Winter Pond, offering over 80 feet of direct water frontage w/ expansive yard and breathtaking views from nearly every room. Located in the exclusive Flats neighborhood, this home presents a rare opportunity to enjoy water activities such as kayaking, paddle-boarding, 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/ gleaming hardwood floors, large rooms, featuring floor-to-ceiling bay windows with stunning views, 5 bedrooms, 2 full & 2 half baths, 4 fireplaces, a walk-out lower level rec room, & a gorgeous fenced yard with steps to the water. Truly a special setting that seamlessly combines privacy, views & accessibility in Winchesters TOP neighborhood!

Immersive Experience

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$745/sqft
Local Avg (Winchester)$525/sqft
42% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.

Property Details

Financials

Original Price$2,999,000
Annual Taxes$24,083

Parking

Garage2
Off-Street7

Interior Specifications

Total Rooms9
Fireplaces3
FlooringHardwood, Flooring - Hardwood
BasementFull, Finished, Walk-Out Access, Interior Entry, Garage Access

Climate & Utilities

HeatingBaseboard, Oil, Fireplace
CoolingNone, Whole House Fan
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningRDB

Property & Lot

Acres0.26
SqFt Lot11,247
Lot Features--

Amenities & Appliances

Range • Oven • Dishwasher • Disposal • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf

Geography

Floorplan Breakdown

Structural Layout

Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenFamily RoomBathroom 1
Living Room
Lvl First

16 x 15

Window(s) - Bay/Bow/Box

Dining Room
Lvl First

Balcony / Deck, French Doors, Lighting - Overhead, Crown Molding

Kitchen
Lvl First

31 x 28

Flooring - Hardwood, Dining Area, Kitchen Island, Chair Rail, Open Floorplan, Stainless Steel Appliances, Lighting - Overhead

Family Room
Lvl First

22 x 19

Closet/Cabinets - Custom Built, Flooring - Hardwood

Master Bedroom
Lvl Second

19 x 16

Bathroom - Full, Closet - Linen, Walk-In Closet(s), Closet, Flooring - Hardwood

Bedroom 2
Lvl Second

16 x 13

Bedroom 3
Lvl Second

14 x 12

Closet, Flooring - Hardwood

Bedroom 4
Lvl Second

14 x 13

Closet, Flooring - Hardwood, Lighting - Overhead

Bedroom 5
Lvl Second

14 x 13

Closet, Flooring - Hardwood

Bathroom 1
Lvl First

6 x 5

Bathroom - Half

Bathroom 2
Lvl Second

11 x 6

Bathroom - Tiled With Tub & Shower

Bathroom 3
Lvl Second

12 x 9

Bathroom - Tiled With Tub & Shower

Property History

Listed
$2,999,000

Jul 10, 2026

MLS® 73548103

Terminated
$2,999,000

May 15, 2026

MLS® 73496399

Listed
$2,999,000

Apr 6, 2026

MLS® 73496399

Terminated
$3,299,000

Apr 6, 2026

MLS® 73488384

Listed
$3,299,000

Mar 18, 2026

MLS® 73488384

Population

23,406

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$230K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

18.3%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Middlesex County

2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 4,028 sq ft principal dwelling). Lot size: 11,247 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Kim Covino & Co. Team

Listing Office: Compass

MLS® Number: 73548103

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