Unique Homes MA

276 High Street, Winchester

Active $2,195,000

  • 5 bd
  • 3.5 ba
  • 5,006 sqft
  • 1992 built
  • $438/sqft
  • MLS #7⁠3⁠4⁠9⁠6⁠3⁠9⁠6⁠

Listing data updated

Listing broker remarks

Discover this beautiful home with all the space you've been looking for! Set on a private half-acre lot in a serene cul-de-sac near the Winchester/Lexington border. This residence offers unparalleled privacy & is surrounded by nature. This home includes 5 bedrooms, 3.5 bathrooms & an oversized 3 car garage! The spacious grounds feature delightful front & back yards, a generous deck, & a charming gazebo, all beside Whipple Hill & Smith Pond w/ miles of walking trails nearby! Inside you will find a thoughtfully designed floor plan for every day living & entertaining featuring a sunken living room, sunny home office, lovely formal dining room & oversized family kitchen w dining area showcasing walls of windows overlooking the stunning rear yard & an adjacent family room w/ wood burning fireplace. The oversized primary suite incudes a walk in closet & spacious bath. Just 7 miles from Boston, Winchester is known for top-rated schools & great quality of life. Don't miss this fabulous home!— Compass

Key details

  • 5,006 sq ft
  • 19,998 lot sq ft
  • 5 beds
  • 3.5 baths
  • 1992 built
  • $438 / sq ft
  • $23,217 2025 taxes
MLS #
7⁠3⁠4⁠9⁠6⁠3⁠9⁠6⁠
Last updated
Address
276 High Street
Town
Winchester, MA
ZIP
01890

Comparable recent sales

Recently sold properties near this listing with similar size, age, and style.

Want a deeper read on these comps? Request a tailored market analysis →

Similar listings nearby

Other properties matching this listing's style or neighborhood.

Map

Neighborhood: Cox Road / High St Extension neighborhood

National Historic Landmark

Federally designated as nationally significant — the highest U.S. historic recognition. Section 106 review applies to federal undertakings affecting the property.

National Register

Listed on the National Register of Historic Places. Owners may qualify for the 20% federal Historic Rehabilitation Tax Credit on certified rehabilitation work.

State Register

Listed on the Massachusetts State Register of Historic Places.

Local Historic District

Inside a Local Historic District. Exterior changes visible from a public way require approval from the local historic district commission.

Local Landmark

Individually designated by the town as a local landmark. Exterior alterations require commission approval.

MACRIS Inventory

Documented in MACRIS, the state historic inventory. Informational only — no regulatory constraints.

Article 85 (Boston)

Subject to Boston Article 85 demolition-delay review, which can pause demolition of buildings 50+ years old for up to 90 days.

Ch. 91 Waterways License

An active MassDEP permit for a dock, pier, seawall, or other structure on or over a Massachusetts waterway. Many older licenses are not digitized; this record is provided for reference only.

Massachusetts Great Pond

A Great Pond under M.G.L. Ch. 91 — the Commonwealth retains public rights to fish and navigate these state-designated waters. Private docks and other waterfront structures require a Waterways License from MassDEP.

Likely Great Pond

The MLS listing describes this property as being on a Great Pond, which would be a state-designated water body under M.G.L. Ch. 91. GIS data did not independently confirm the pond name — verification needed.