
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.
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.
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Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
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
Living Room
Lvl First28 x 19
Flooring - Hardwood, Wainscoting
Dining Room
Lvl First14 x 19
Flooring - Hardwood
Kitchen
Lvl First15 x 36
Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Remodeled, Gas Stove
Family Room
Lvl First19 x 20
Flooring - Hardwood, Balcony / Deck
Master Bedroom
Lvl Second23 x 15
Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood
Bedroom 2
Lvl Second20 x 14
Bedroom 3
Lvl Second15 x 20
Bathroom - Full, Flooring - Hardwood
Bedroom 4
Lvl Second19 x 20
Bathroom - Full, Flooring - Hardwood
Bedroom 5
Lvl Second16 x 17
Flooring - Hardwood, Window Seat
Bathroom 1
Lvl Second13 x 10
Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
Bathroom 2
Lvl Second8 x 9
Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
Bathroom 3
Lvl Second8 x 9
Bathroom - Full, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid
Listing Agent: The Pallotta Group
Listing Office: Leading Edge Real Estate
MLS® Number: 73574948