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4 Dartmouth Winchester — Photo 1 of 38

4 Dartmouth Winchester — Photo 1 of 38

$4,299,000

Investment Analysis — 4 Dartmouth

Winchester, MA 01890

Based on HUD Small Area Fair Market Rent, a 5-bedroom in 01890 carries an estimated $30,100/mo in gross rent — about a 5.20% cap rate and $223,505/yr in estimated NOI at the $4,299,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

5

Baths

5.5

SqFt

6,526

Style

Single Family

Built

1935

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!

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 6,526 sq ft principal dwelling). Lot size: 29,002 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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Open Houses

Property Details

Financials

Original Price$4,299,000
Annual Taxes$51,006.78

Parking

Garage2
Off-Street8

Interior Specifications

Total Rooms15
Fireplaces3
FlooringWood, Flooring - Vinyl, Laminate, Flooring - Stone/Ceramic Tile
BasementFull, Finished

Climate & Utilities

HeatingForced Air, Steam, Natural Gas, Hydronic Floor Heat(Radiant)
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionBrick
RoofSlate
FoundationConcrete Perimeter, Stone, Brick/Mortar
ZoningRDB

Property & Lot

Acres0.67
SqFt Lot29,002
Lot Features--

Amenities & Appliances

Gas Water Heater • Range • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer • Wine Refrigerator

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Bike Path

Geography

Floorplan Breakdown

Structural Layout

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

28 x 19

Flooring - Hardwood, Wainscoting

Dining Room
Lvl First

14 x 19

Flooring - Hardwood

Kitchen
Lvl First

15 x 36

Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Remodeled, Gas Stove

Family Room
Lvl First

19 x 20

Flooring - Hardwood, Balcony / Deck

Master Bedroom
Lvl Second

23 x 15

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

Bedroom 2
Lvl Second

20 x 14

Bedroom 3
Lvl Second

15 x 20

Bathroom - Full, Flooring - Hardwood

Bedroom 4
Lvl Second

19 x 20

Bathroom - Full, Flooring - Hardwood

Bedroom 5
Lvl Second

16 x 17

Flooring - Hardwood, Window Seat

Bathroom 1
Lvl Second

13 x 10

Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid

Bathroom 2
Lvl Second

8 x 9

Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid

Bathroom 3
Lvl Second

8 x 9

Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid

Listing Provided By

Listing Agent: The Pallotta Group

Listing Office: Leading Edge Real Estate

MLS® Number: 73574948