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117 Highland Winchester — Photo 1 of 42

117 Highland Winchester — Photo 1 of 42

$1,650,000

Investment Analysis — 117 Highland

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 1.36% cap rate and $22,486/yr in estimated NOI at the $1,650,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

5

Baths

3.5

SqFt

3,722

Style

Single Family

Built

1953

Expansive living and unparalleled curb appeal define this exceptional five-bedroom garrison colonial, ideally positioned near the natural beauty and extensive trails of the Fells Reservation. Set in the highly regarded Muraco Elementary School district, this spacious home offers an inviting blend of timeless architecture, thoughtful updates, and remarkable flexibility for today’s lifestyle. The sun-filled first floor features an open, seamless flow designed for both everyday living and effortless entertaining. A thoughtfully appointed eat-in kitchen with premium Sub-Zero and Fisher & Paykel appliances opens to the dining space, creating an ideal setting for gathering. A wood-burning fireplace anchors the living room where you can watch the world go by from the gorgeous picture window. A home office, mudroom, and powder room add functionality to this level. Upstairs, the generous primary suite includes a full bath and convenient laundry, with tree-top views from the Juliet balcony, complemented by four additional bedrooms and a family bath. A finished walk-up attic provides valuable storage and flexible bonus space, while the finished lower level adds a generous family room and several bonus spaces ideal for a second home office, playroom, media space, or additional recreation area, with kitchenette and full bath allowing for ADU possibilities. Outside, enjoy a truly private retreat with a fully fenced yard and pristine in-ground pool, offering exceptional space for outdoor living, entertaining, and relaxation. A two-car attached garage adds everyday convenience. With generous proportions throughout, multiple flexible spaces, an inviting open floor plan, and close proximity to the Fells Reservation, this Winchester Highlands property offers a rare opportunity to enjoy space, privacy, and sophisticated everyday living in one of Winchester’s desirable 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 3,722 sq ft principal dwelling). Lot size: 7,571 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$1,650,000
Annual Taxes$15,088

Parking

Garage2
Off-Street5

Interior Specifications

Total Rooms12
Fireplaces2
FlooringTile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
BasementFull, Partially Finished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingBaseboard, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationBlock
ZoningRDB

Property & Lot

Acres0.17
SqFt Lot7,571
Lot FeaturesCorner Lot

Amenities & Appliances

Gas Water Heater • Water Heater • Range • Dishwasher • Trash Compactor • Microwave • Refrigerator • Washer • Dryer

Neighborhood

Park • Walk/Jog Trails • Medical Facility • Conservation Area • Highway Access • Public School

Geography

Floorplan Breakdown

Structural Layout

Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenOfficeBathroom 1
Basement
Family Room
Living Room
Lvl First

Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Lighting - Sconce

Dining Room
Lvl First

Closet/Cabinets - Custom Built, Flooring - Hardwood, Open Floorplan, Lighting - Overhead

Kitchen
Lvl First

Skylight, Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Lighting - Pendant

Office
Lvl First

Closet/Cabinets - Custom Built, Flooring - Hardwood

Family Room
Lvl Basement

Flooring - Vinyl, Lighting - Overhead

Master Bedroom
Lvl Second

Bathroom - Full, Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet, Balcony / Deck, Lighting - Overhead

Bedroom 2
Lvl Second
Bedroom 3
Lvl Second

Closet, Flooring - Hardwood, Lighting - Overhead

Bedroom 4
Lvl Second

Closet, Flooring - Hardwood, Lighting - Overhead

Bedroom 5
Lvl Second

Closet, Flooring - Wall to Wall Carpet, Lighting - Overhead

Bathroom 1
Lvl First

Bathroom - Half

Bathroom 2
Lvl Second

Bathroom - Full, Bathroom - Tiled With Shower Stall

Bathroom 3
Lvl Second

Bathroom - Full, Bathroom - Tiled With Tub & Shower

Listing Provided By

Listing Agent: Dara Singleton

Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group

MLS® Number: 73573887