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4 Dartmouth St, Winchester MA 01890

Winchester, MA 01890
$4,699,000
Est. $28,211/month
5
Beds
5.5
Baths
6,526
Sq Ft
$720
Price/Sq Ft
0.67
Acres
1935
Year Built
6 hours 50 minutes
Time on Market
Active Open House Listed Mar 5, 2026 • MLS# 73482952 Copied!

About this home

Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully maintained and updated, blending classic architecture with modern comfort. This 5 bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and relaxed daily living. Water views serve as a serene backdrop to the kitchen, family room and study, while several curated outdoor dining and gathering areas invite entertaining overlooking the pond. The expansive living and dining rooms complete the first floor. A generous primary suite is a private retreat with a spacious bath and ample closets. 4 other ample bedrooms and a second floor laundry complete this floor. The basement has a huge media and game room, sauna, gym, wine cellar and direct access through a mudroom to a covered patio. Kayak, skate, go fishing and enjoy life on the water!

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1935
Bedrooms
5
Full Bathrooms
5
Half Bathrooms
1
Living Area
6,526 sq ft
Total Rooms
15

Open House Schedule

06
Mar
Friday, March 6
10:00 AM - 11:00 AM EST

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1935
Living Area 6,526 sq ft
Lot Size 0.67 acres
Bedrooms 5
Full Baths 5
Half Baths 1
Total Rooms 15

Interior

Heating Forced Air, Steam, Natural Gas, Hydronic Floor Heat(radiant)
Cooling Central Air
Flooring Wood, Flooring - Stone/ceramic Tile, Flooring - Vinyl, Laminate
Appliances Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Fireplace Family Room, Living Room
Fireplaces 3
Basement Full, Finished
Laundry Second Floor
Features Office, Exercise Room, Media Room, Game Room, Wine Cellar, Mud Room, Wet Bar, Walk-up Attic, Wired For Sound

Exterior

Construction None
Architecture Tudor
Roof Slate
Features Porch, Deck, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting
Pool None
Spa None
Fencing None
Patio/Porch Porch, Deck, Patio

Parking

Garage Spaces 2
Has Garage Yes
Features Attached, Paved Drive, Off Street
Total Spaces 6

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range

Financial

Annual Tax $51,007
Assessed Value $4,603,500

Interior Features

Flooring: Wood, Flooring - Stone/Ceramic Tile, Flooring - Vinyl, Laminate
Appliances: Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Interior Features: Office, Exercise Room, Media Room, Game Room, Wine Cellar, Mud Room, Wet Bar, Walk-up Attic, Wired for Sound
Windows: Storm Window(s)
Basement: Full, Finished
Laundry: Second Floor
Security: Security System

Construction & Materials

Style: Tudor
Year Built: 1935
Structure Type:
Exterior Materials:
Roof: Slate
Foundation: Concrete Perimeter, Stone, Brick/Mortar

Heating, Cooling & Utilities

Heating: Forced Air, Steam, Natural Gas, Hydronic Floor Heat(Radiant)
Heating Zones: 7
Cooling: Central Air
Cooling Zones: 3
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Porch, Deck, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting
Patio & Porch: Porch, Deck, Patio
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 6
Parking Features: Attached, Paved Drive, Off Street

Special Features

Fireplaces: 3
Fireplace Type: Family Room, Living Room
Waterfront: Yes
Waterfront Type: Waterfront, Pond
View: Yes
View Type: Scenic View(s)
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Private School, Public School

Location

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Neighborhood

4 Dartmouth St, Winchester MA 01890

Winchester, MA 01890

Walkability

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Nearby Schools

School District
Winchester School District local
A+
School Safety 2024-25
0.1% Very Low (Safest)
0.1% Suspensions 0.1% In-School
5.4% below state avg
E

Elementary Schools

3 schools
A
Lynch Elementary School
0.5 mi | #113 of 824 | Score: 58.6
Dropped 31 spots from last year
+0.4 above state avg
426 students Diverse
Grades PK-05
A+
Ambrose Elementary School
0.7 mi | #11 of 824 | Score: 66.1
Improved 36 spots from last year
+7.9 above state avg
398 students Moderate
Rising School Strong Attendance
Grades K-05
Creative Corner School Inc
0.8 mi
Grades PK-K
M

Middle Schools

2 schools
A+
McCall Middle School
1.1 mi | #16 of 352 | Score: 62.4
Dropped 3 spots from last year
+4.2 above state avg
1,036 students Diverse
Strong Attendance
Grades 06-08
C+
Daniel L Joyce Middle School
1.9 mi | #217 of 352 | Score: 39.5
Dropped 14 spots from last year
-18.7 below state avg
455 students Moderate
Grades 06-08
H

High Schools

1 school
A+
Winchester High School
1.1 mi | #17 of 346 | Score: 73.6
Improved 18 spots from last year
+15.4 above state avg
1,404 students Diverse
20 sports • 2,818 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $4,251
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Mar 5, 2026
$4,699,000
Original listing
Agent: The Pallotta Group Office: Gibson Sotheby's International Realty

Price & Status History

Date Event Price Change
Mar 5, 2026 New Listing Added $4,699,000

Market Statistics

Time on Market
6 hours 50 minutes
Price per Sq Ft
$720

Tax History

Year Taxes Assessment
2026 $51,007 $4,603,500

Financial Details

Annual Property Tax
$51,007
Tax Year 2026
Assessed Value
$4,603,500

Listing Information

Listing Agent The Pallotta Group
Listing Office Gibson Sotheby's International Realty
Agent MLS ID TM336440
Office MLS ID AN6101
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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