Refine Search
Sort by
276 High Street, Winchester
$2,195,000
5 Beds ⋅ 4 Baths ⋅ 73496396 MLS
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!

276 High Street, Winchester

9 Albamont Road, Winchester
$3,200,000
6 Beds ⋅ 6 Baths ⋅ 73482275 MLS
**OPEN HOUSE SUNDAY 1-2pm Oct 25 **HOME JUST COMPLETED!! ** This thoughtfully designed new construction home in prime Winchester locations a must see- a handcrafted labor of love, this home welcomes you with immense curb appeal & showcases stunning living spaces across three finished levels. This 6+ bedroom, 5.5 bath transitional style home blends classic architecture with modern finishes -The main level features an open concept designer kitchen w/white oak flooring, vaulted ceilings, skylights, oversized island, gorgeous family room with gas fireplace & walls of windows showcasing the beauty of the natural, private setting w/sliders that lead to a large deck. A formal living room, dining room & a FIRST FLOOR bedroom suite plus fabulous mudroom direct entry from spacious 2 car garage complete the main level! The 2nd floor offers 4 generous BR's including a luxurious primary suite, 2 additional full baths & convenient second floor laundry. The above grade/ walk-out lower level adds exceptional flexibility w/ *Au- pair or In-law suite* media room, home office, exercise room, bedroom & full bath Enjoy all the area has to offer including restaurants, shops, schools, train to Boston, Bike-paths & more! 7 miles from Boston!

9 Albamont Road, Winchester

63 Shore Road Unit 14, Winchester
$400,000
1 Baths ⋅ 73471078 MLS
Rarely available and completely renovated commercial condo at Judkin Green is turnkey and awaits its new owner. All the work has been done for you! Perfectly located in Downtown Winchester and close to shopping, restaurants, the Lowell Line and the nearby Winchester Center Commuter Rail station. Featuring three offices and a terrific boardroom with glass doors as well as an in-unit private half bath, kitchenette with sink, microwave and dedicated water line for your auto-fill coffee maker. Just recently the home of a local accounting firm, Unit 14 offers a stylish & modern center for your burgeoning business. Includes one off street parking space for your convenience. Judkin Green is well managed which will serve both you and your clients very well. Schedule your private showing today.

63 Shore Road Unit 14, Winchester

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

How much is your home worth?

Get instant property value now!