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33 Days on market
18 Ridge St Winchester — Photo 1 of 4

18 Ridge St Winchester — Photo 1 of 4

$3,200,000

Investment Analysis — 18 Ridge St

Winchester, MA 01890

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 5-bedroom in 01890 carries an estimated $4,120/mo in gross rent — about a 0.79% cap rate and $25,328/yr in estimated NOI at the $3,200,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

5

Baths

5.5

SqFt

5,295

Style

Single Family

Built

2026

Introducing 18 Ridge Street — a masterfully restored and reimagined Greek Revival residence where timeless architectural beauty meets elevated modern luxury. Set on a beautifully landscaped 20,654 sq ft lot, this exceptional 5-bedroom, 5 full and 1 half bath home offers over 5,295 square feet of exquisitely curated living space designed for both sophisticated entertaining and everyday comfort. From the moment you arrive, the home’s striking historical columns, wraparound porch, circular driveway, and natural stone detailing create an unforgettable first impression. Inside, every space has been thoughtfully crafted with premium finishes and custom design elements throughout. The showstopping chef’s kitchen features paneled Thermador appliances, a stunning La Cornue induction range, and a custom white oak island that seamlessly anchors the heart of the home. Formal and informal living spaces flow beautifully together, highlighted by exposed chimneys, restored 1800s double doors, multiple fireplaces, floor-to-ceiling windows, and rich hardwood flooring. The luxurious primary suite serves as a private retreat, complete with a tray ceiling, fireplace, spa-inspired bath with radiant heated floors, soaking tub, oversized custom shower, and an impressive walk-in closet with built-in island storage. Additional bedrooms offer ensuite and Jack-and-Jill bath configurations, while the finished third floor provides flexible living with cathedral ceilings, sitting area, and office space.Designed with entertainment and lifestyle in mind, the finished lower level features a custom movie theater, wet bar, wine room, and additional pantry storage. Above the detached two-car garage, finished bonus rooms with a full bath create the ideal space for a home office, gym, studio, or guest accommodations.Blending historic character with cutting-edge efficiency, the home has undergone an extensive structural rebuild and offers fully electric, energy-efficient living with multi-zone heat pumps, EV-ready garage spaces, radiant heated bathroom floors, Pella windows, and premium construction materials throughout. A rare opportunity to own a truly distinctive luxury residence in one of Winchester’s most sought-after 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 5,295 sq ft principal dwelling). Lot size: 20,639 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.

Property Details

Financials

Original Price$3,200,000
Annual Taxes$12,246

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms13
Fireplaces2
FlooringWood, Tile
BasementFull, Partially Finished

Climate & Utilities

HeatingForced Air, Electric
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter, Stone
ZoningRDA

Property & Lot

Acres0.47
SqFt Lot20,639
Lot FeaturesCorner Lot, Easements, Level

Amenities & Appliances

Electric Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Wine Refrigerator • Plumbed For Ice Maker

Neighborhood

Shopping • Walk/Jog Trails • Golf • Conservation Area

Geography

Floorplan Breakdown

Structural Layout

Third
OfficeBedroom 5
Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenFamily RoomBathroom 1
Living Room
Lvl First
Dining Room
Lvl First
Kitchen
Lvl First
Office
Lvl Third
Family Room
Lvl First
Master Bedroom
Lvl Second
Bedroom 2
Lvl Second
Bedroom 3
Lvl Second
Bedroom 4
Lvl Second
Bedroom 5
Lvl Third
Bathroom 1
Lvl First
Bathroom 2
Lvl Second
Bathroom 3
Lvl Second
Listing Provided By

Listing Agent: Gayle Winters & Co. Team

Listing Office: Compass

MLS® Number: 73561372