Dimensions20 x 14
FeaturesBathroom - Full, Flooring - Hardwood
LevelSecond
4 Dartmouth, Winchester MA 01890
Winchester, MA 01890
$4,299,000
Est. $26,189/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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Open House Schedule
11
Sep
Friday, September 11
1:00 PM - 2:00 PM EDT
13
Sep
Sunday, September 13
12:00 PM - 1:00 PM EDT
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 renovated, 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 large modern kitchen, where the natural light dapples and shines all day. It's what everyone craves: the bright, sunny, warm inviting hub of the home. There is an attached mudroom with custom lockers/cabinets, and radiant heat floors. A large family room is attached and is highlighted by a gas-burning fireplace. The expansive living and dining rooms offer plenty of space for more formal entertaining and big groups. One of our favorite features is the study, tucked off the living room and connected to a divine screened-in porch. The natural woodwork and handsome architecture harken to yesteryear while providing the perfect home office and a place to unwind when done working. A generous primary suite is a private retreat with a spacious bath and ample walk-in closets. There are 4 other ample bedrooms, 3 of which are connected to baths, 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. Several curated outdoor dining and gathering areas invite entertaining, sunset dinners or quiet reading, overlooking the pond. There is also a full walk-up attic with great ceiling height, unfinished and waiting for your inspiration. An oversized two-car garage with soaring ceilings complete the must-haves. Kayak, skate, go fishing and enjoy life on the water in one of Winchester's most prized, quiet neighborhoods!
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Sep 10, 2026
$4,299,000
Original listing
Agent: The Pallotta Group
Office: Gibson Sotheby's International Realty
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/10/2026 | 🏠 Listed for Sale | $4,299,000 | - | - | Original listing |
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
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 - Vinyl, Laminate, Flooring - Stone/ceramic Tile
Appliances
Gas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Fireplace
Family Room, Living Room
Fireplaces
3
Basement
Full, Finished
Laundry
First Floor
Features
Exercise Room, Media Room, Game Room, Wine Cellar, Mud Room, Wet Bar, Walk-up Attic, Wired For Sound
Exterior
Construction
Brick
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
8
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$51,007
Assessed Value
$4,603,500
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Refrigerant Unit In Wine Room And Trash Compactor Do Not Work. Radiant Heat Floors In The Office, Kitchen And Primary Bath. This Owner Was Not Required To Have Flood Insurance By Their Insurer. Some Exterior Photos Virtually Edited.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Middlesex
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
Floor Layout
Interactive room guide
Floor Layout
Finished Area
4,795 sq ft above grade
1,731 sq ft below grade
Dimensions15 x 20
FeaturesBathroom - Full, Flooring - Hardwood
LevelSecond
Dimensions19 x 20
FeaturesBathroom - Full, Flooring - Hardwood
LevelSecond
Dimensions16 x 17
FeaturesFlooring - Hardwood, Window Seat
LevelSecond
Dimensions13 x 10
FeaturesBathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
LevelSecond
Dimensions8 x 9
FeaturesBathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
LevelSecond
Dimensions8 x 9
FeaturesBathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
LevelSecond
Dimensions23 x 15
FeaturesBathroom - Full, Walk-In Closet(s), Flooring - Hardwood
LevelSecond
Dimensions15 x 36
FeaturesFlooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Remodeled, Gas Stove
LevelFirst
Dimensions14 x 19
FeaturesFlooring - Hardwood
LevelFirst
Dimensions19 x 20
FeaturesFlooring - Hardwood, Balcony / Deck
LevelFirst
Dimensions28 x 19
FeaturesFlooring - Hardwood, Wainscoting
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch, Deck, Patio
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Flooring - Vinyl, Laminate, Flooring - Stone/Ceramic Tile
Appliances:
Gas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Interior Features:
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:
First Floor
Security:
Security System
Construction & Materials
Style:
Tudor
Year Built:
1935
Structure Type:
Exterior Materials:
Brick
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:
8
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
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
Elementary Schools
3 schools
A+
Lynch Elementary School
0.5 mi
|
#87 of 825
|
Score: 59.9
Dropped 5 spots from last year
+1.7 above state avg
472 students
Diverse
Diverse Student Body
Strong Attendance
Grades PK-05
A+
Ambrose Elementary School
0.7 mi
|
#13 of 825
|
Score: 65.8
Improved 34 spots from last year
+7.6 above state avg
377 students
Moderate
Rising School
Strong Attendance
Grades K-05
Creative Corner School Inc
0.8 mi
Grades PK-K
Middle Schools
3 schools
A+
McCall Middle School
1.1 mi
|
#15 of 352
|
Score: 62.8
Dropped 2 spots from last year
+4.6 above state avg
1,053 students
Diverse
Strong Attendance
Grades 06-08
C+
Daniel L Joyce Middle School
1.9 mi
|
#218 of 352
|
Score: 39.3
Dropped 15 spots from last year
-18.9 below state avg
434 students
Diverse
Strong Attendance
Grades 06-08
A+
Ottoson Middle School
2.6 mi
|
#4 of 352
|
Score: 65.7
Improved 13 spots from last year
+7.5 above state avg
977 students
Diverse
Strong Attendance
Grades 07-08
High Schools
3 schools
A+
Winchester High School
1.1 mi
|
#16 of 346
|
Score: 74.0
Improved 19 spots from last year
+15.8 above state avg
1,418 students
Diverse
20 sports
• 2,818 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
B
Woburn High School
2.0 mi
|
#147 of 346
|
Score: 56.6
Dropped 25 spots from last year
-1.6 below state avg
1,203 students
Diverse
18 sports
• 2,056 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
A-
Medford High School
2.3 mi
|
#93 of 346
|
Score: 61.4
Improved 25 spots from last year
+3.2 above state avg
1,210 students
Diverse
19 sports
• 1,212 athletes
Strong AP Program
High Graduation Rate
Rising School
Career Tech Programs
Grades PK-12
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Monthly Payment Breakdown
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Property Tax
$4,251
Homeowners Insurance
$200
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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
4 Dartmouth, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
The Pallotta Group
Listing Office
Gibson Sotheby's International Realty
Office Phone
781-648-3500
Agent MLS ID
TM336440
Office MLS ID
AN6101
Listing Data Updated
Sep 10, 2026 8:13 AM EDT
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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