0.24 mi
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
139 High Street
This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with co
Living Area:
1302 Sqft.
|
3
Beds,
2
Baths
|
$999,000 |
51 Lowell Street
Charming Antique Village Colonial blending timeless character with thoughtful updates and a walkable Arlington Heights location. Inside, tall ceilings, wide trim, and gleaming wood floors highlight the inviting living room and formal dining area. The renovated kitchen features granite counters, stai
Living Area:
1194 Sqft.
|
2
Beds,
2
Baths
|
$849,000 |
189 High Street
This classic Cape offers exceptional space, character, and room to make it your own. The first floor features a gracious front-to-back living room, formal dining room, and an inviting eat-in kitchen, all highlighted by hardwood floors, high ceilings, and a seamless circular layout ideal for everyday
Living Area:
2126 Sqft.
|
4
Beds,
3
Baths
|
$1,150,000 |
181 Lowell St
Historically reproduced new construction masterpiece blends a timeless design with modern comfort and efficiency. Thoughtfully crafted to honor the original Victorian-era style of this neighborhood, this exceptional 4-5 bed, 3 bath home offers elegance, functionality and character. The main level sh
Living Area:
3655 Sqft.
|
4
Beds,
3
Baths
|
$2,339,000 |
26 Berkshire Dr
Welcome to this beautifully updated home! The interior boasts fresh interior paint, all new lighting with refinished hardwood flooring. The living room features a cozy fireplace, perfect for relaxing evenings. The kitchen is a chef's dream with all new stainless steel appliances, new cabinets, and n
Living Area:
2316 Sqft.
|
3
Beds,
3
Baths
|
$1,475,000 |
10 Viking Rd
Experience the perfect blend of craftsmanship & modern luxury in this stunning custom-built brick ranch. From the moment you enter the spacious front foyer, you’re greeted by soaring cathedral beamed ceilings & an inviting open-concept layout that seamlessly connects the living, dining, & family a
Living Area:
5674 Sqft.
|
4
Beds,
4
Baths
|
$2,695,000 |
5 Azalea Road
NEW PRICE & UPDATES BEAUTIFULLY REIMAGINED!Welcome home to this stunning brick ranch tucked on a quiet cul-de-sac in Winchester’s coveted West Side. Every space has been thoughtfully designed, blending classic craftsmanship with distinct elegance. The bright open layout invites you in with a chef?
Living Area:
6232 Sqft.
|
5
Beds,
4
Baths
|
$1,999,000 |
16 Ridge Street
27,000 SF lot!!! Set far back from the street~ Don't miss this opportunity! Whether looking to lightly update/ expand or completely renovate; this well maintained 3 bedroom split entry home with a stunning oversized private yard offers tremendous potential! The first floor is spacious with large sun
Living Area:
1844 Sqft.
|
3
Beds,
3
Baths
|
$1,149,000 |
22 Oldham Rd
Elegantly sited on Morningside Hill, this home is a luxury-built masterpiece. Thoughtfully designed & artfully crafted, it exudes opulence & cozy comfort. A gracious entry hall welcomes you into sophisticated living, highlighted by a breathtaking two-story living room adorned with countless windows.
Living Area:
5737 Sqft.
|
5
Beds,
6
Baths
|
$3,380,000 |
27 Governor Rd
Welcome to this inviting 2-bedroom, 1-bath home on a peaceful dead-end street not far from Upper Mystic Lake. Bursting with potential, this property offers an entry into desirable Arlington, awaiting your updates to modernize and make it yours. Step inside to discover refinished hardwood floors that
Living Area:
1066 Sqft.
|
2
Beds,
1
Bath
|
$739,000 |
22 Tyler Road
***MOVE IN FOR THE HOLIDAYS ***An exceptional NEW 6-bedroom, 5.5-bath modern farmhouse colonial, perfectly positioned in one of Lexington’s most coveted neighborhoods. Thoughtfully designed for both everyday comfort and sophisticated entertaining, this sun-drenched, southern-facing home showcases
Living Area:
5531 Sqft.
|
6
Beds,
6
Baths
|
$3,650,000 |
80 Arlington St
New roof. New landscaping. New exterior paint. New price! With its coveted setting, elegant bones, and enduring charm, this Royal Barry Wills home awaits your personal design statement. Ideally located on the 4th green of Winchester Country Club’s storied Donald Ross-designed course, this beloved
Living Area:
5632 Sqft.
|
5
Beds,
4
Baths
|
$3,099,000 |
64 Browning Rd
Welcome to this beautifully updated 3-bedroom, 3.5-bath Garrison Colonial in highly desirable Arlington Heights. The first level boasts a renovated kitchen with custom built, two-tone cabinetry, stunning granite and marble countertops, a sprawling center island, and a wet bar, perfectly flowing into
Living Area:
3132 Sqft.
|
3
Beds,
4
Baths
|
$2,050,000 |
14 Nassau Drive
Amazing custom-built 6-bedroom / 5+ bathroom house on a quiet neighborhood in Winchester. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big isl
Living Area:
6968 Sqft.
|
6
Beds,
7
Baths
|
$2,850,000 |
281 Forest St
Welcome to this stunning, fully renovated single-family home with great views from the Turkey Hill. Meticulously gut-renovated in 2025, this home seamlessly blends modern luxury with classic charm.The main floor features an open-concept layout with a chef's kitchen and a wine cellar, perfect for ent
Living Area:
3088 Sqft.
|
4
Beds,
5
Baths
|
$1,720,000 |
257 High Street
Spectacular Winchester estate offering over 7000 sf of living space with exceptional privacy and exclusivity on an oversized lot. This grand home spans over three full levels with extraordinary living spaces highlighted by a soaring two-story family room, elegant mahogany library w/ fplc, custom bui
Living Area:
7101 Sqft.
|
5
Beds,
7
Baths
|
$3,299,000 |
14 Park Ave Ext
A charming classic house with good bones waiting for your imagination and effort to make a comfortable home for the new era. With a large land and view of Boston Skyline in distance, this home sits on a hill at a very convenient location. Only stone's throw away from the Town Center, Schools, Shops
Living Area:
1507 Sqft.
|
4
Beds,
1
Bath
|
$720,000 |
276 High Street
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
Living Area:
5006 Sqft.
|
5
Beds,
4
Baths
|
$2,299,000 |
216 Summer St
Charming Colonial in desirable Arlington Heights! Set on a 10,000+ sqft lot, this beautifully maintained 4 bedroom, 2 bathroom home offers 1,900+ sqft of living space with hardwood floors throughout. The main level features a spacious living room, open dining area, and updated kitchen with stone cou
Living Area:
1920 Sqft.
|
4
Beds,
2
Baths
|
$1,149,000 |