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Explore Similar Apartments Within 2 Miles of West Side, MA

  • /42

    $1,600,000 Open Sat 12PM - 1:30PM

    • 6 Beds
    • 3.5 Baths
    • 3,260 Sq Ft

    17 Woburn St, Medford, MA 02155

    This bright, artist-inspired center-entrance Colonial sits on a beautifully landscaped corner lot in West Medford. Sunlight fills the open-concept kitchen with marble countertops, a breakfast nook, and direct flow to the dining room, perfect for coffee or gatherings. A versatile bonus room offers space for work, play, or creativity. Five bedrooms include a soaring top-floor suite with a spa-like

    Michael Cohen Compass

    17 Woburn St, Medford, MA 02155
  • /42

    $1,399,900

    • 9 Beds
    • 2.5 Baths
    • 3,030 Sq Ft

    79-81 Bartlett Ave, Arlington, MA 02476

    Nestled in beautiful Jason Heights on a desirable tree lined street close to Menotomy Rocks Park & Mass Avenue, a wonderful opportunity exists for an investment, a multifamily/condo conversion, or a super, owner-occupied investment. They do not make them like this anymore! Fabulous 3-level with all the original charm & details – pocket doors, built-in bookshelves, soaring ceilings, pantry, sun

    Paul Conti Paul Conti Real Estate

    79-81 Bartlett Ave, Arlington, MA 02476
  • /32

    $525,000

    • 4 Beds
    • 2 Baths
    • 1,480 Sq Ft

    13 Center St, Woburn, MA 01801

    Excellent opportunity for both owner occupants and investors to create value. 13 Center St is a legal 3 family home located on a quiet side street very close to downtown Woburn, easy access to public transportation. All 3 units will be delivered vacant at closing. Parking for 4 cars in double wide tandem driveway. Public records has the finished living area listed as 1830 sq. ft., which includes

    David Ladner RE/MAX Harmony

    13 Center St, Woburn, MA 01801
  • /42

    $2,299,900 Open Sun 1:30PM - 3PM

    • 6 Beds
    • 4 Baths
    • 4,385 Sq Ft

    5 Bacon St, Winchester, MA 01890

    This meticulously updated home blends timeless character with modern comfort, offering flexibility as a two-family or multi-generational single-family residence. Prior owners embraced multi-generational living, appreciating the spacious layout and exquisite built-ins that grace both living and dining rooms with elegance and timeless appeal. A grand central staircase links all 3 levels, while

    Anne Spry Barrett Sotheby's International Realty

    5 Bacon St, Winchester, MA 01890
  • /26

    $1,319,000

    • 5 Beds
    • 3 Baths
    • 2,921 Sq Ft

    548 High St, Medford, MA 02155

    Astounding West Medford Two family. This magnificent beauty boasts high ceilings with huge windows that allow a ton of natural sunlight. Fully applianced Renovated Eat-in-Kitchens. Gleaming hardwood floors throughout. Both units have High Efficency Heating Systems. Unit #2 is a Three Bedroom with Central A/C. Renovated Bathroom, Exclusive use of the Rear Patio. Unit #1 Two Bedroom with Laundry in

    Jerome Bibuld Red Tree Real Estate

    548 High St, Medford, MA 02155
  • /16

    $1,075,000

    • 4 Beds
    • 3 Baths
    • 1,860 Sq Ft

    60 Harvard St, Winchester, MA 01890

    Exceptional investment opportunity. Located in the heart of desirable Winchester, this multi family property offers a rare opportunity to own a ready to renovate vacant building with incredible potential. Two 1 bedroom, 1 bathroom units and 1 two bedroom unit. This property is primed for a full renovation. Perfect for investors, end users or travellers looking for their own pied-a'-terre, while

    Mark Krasnyansky eXp Realty

    60 Harvard St, Winchester, MA 01890
  • /41

    $1,349,900

    • 7 Beds
    • 7 Baths
    • 6,700 Sq Ft

    7 Prospect St, Woburn, MA 01801

    Once in a lifetime opportunity with this desirable mixed-use property offering five/six residential units coupled with a thriving business. Calling all dentists, medical professionals, convenience store owners, tutors, therapists, consultants, accountants, bookkeepers, Real Estate/ travel agents and any business owner. Seize the opportunity to elevate your business and to generate an additional

    Paul Conti Paul Conti Real Estate

    7 Prospect St, Woburn, MA 01801
  • /25

    $1,495,000

    • 7 Beds
    • 4 Baths
    • 2,522 Sq Ft

    76 Orchard St, Medford, MA 02155

    Welcome to 76-78 Orchard Street – a fully renovated two-family home in the heart of Medford, just minutes from Tufts University! This stunning property features a spacious 3-bedroom, 1-bathroom unit on the first floor, and a 4-bedroom, 3-bathroom duplex unit upstairs – ideal for owner-occupants or investors seeking strong rental income. Each unit has been completely updated with modern kitchens,

    Dan Wu Hooli Homes Boston

    76 Orchard St, Medford, MA 02155
  • /28

    $1,300,000

    • 5 Beds
    • 3.5 Baths
    • 2,744 Sq Ft

    37 Fountain Rd, Arlington, MA 02476

    Rare Arlington Heights Condo with Detached In-Law Suite! This exceptional Arlington Heights property offers unmatched versatility and style with a spacious two-level, 4-bedroom, 2-bath main residence plus a brand-new detached 1-bedroom, 1.5-bath Accessory Dwelling Unit (ADU)—perfect for multi-generational living, rental income, or a private guest retreat.The main unit features multiple living

    James Kousoulos Shilalis Real Estate

    37 Fountain Rd, Arlington, MA 02476
  • /40

    $1,550,000

    • 7 Beds
    • 5 Baths
    • 3,350 Sq Ft

    18-20 Brattle St, Arlington, MA 02476

    Exceptional Investment Opportunity in Prime Arlington Location! Ideally situated just moments from vibrant Mass Ave and the serene Arlington Reservoir Beach, this 4-unit multi-family offers the perfect blend of urban accessibility and suburban charm. Enjoy effortless commuting with convenient access to Route 2 and public transit. Each sun-drenched unit provides bright, comfortable living with

    Martha Sotiropoulos Lamacchia Realty, Inc.

    18-20 Brattle St, Arlington, MA 02476
  • /4

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 3,238 Sq Ft

    7 Montvale Ave, Woburn, MA 01801

    Incredible investment opportunity in Woburn centers thriving downtown! This building consists of (3) retail spaces at the street level and (2) residential apartments above. Retail tenants are 1. National Guard 2. Carlos Barbershop, 3. Mandarin Healing Massage. The residential apartments are a 1 Bedroom and 2 Bedroom - both with 1 full bathroom. Both residential apartments are fully renovated.

    Shaundize Moosavizadeh Coldwell Banker Realty - Boston

    7 Montvale Ave, Woburn, MA 01801
  • /34

    $1,600,000

    • 7 Beds
    • 2 Baths
    • 3,438 Sq Ft

    6 West St, Arlington, MA 02476

    Exceptionally beautiful Victorian Two Family high on a hill in Arlington Heights. Located on a corner lot with 187 ft of stone wall frontage. Offering (7) bedrooms and two full tiled baths. #4 has three bedrooms and large fireplaced living room, dining room and eat in kitchen. The high ceilings, hard wood floors and large rooms feel like a single family home. Sun shines in the oversized custom,

    Bill Hoey Charlesgate Realty Group LLC

    6 West St, Arlington, MA 02476
  • /30

    $1,599,999

    • 9 Beds
    • 4 Baths
    • 3,437 Sq Ft

    282 Boston Ave, Medford, MA 02155

    !! Attention All Investors !! 282 Boston Ave, Medford presents an exceptional opportunity to expand your portfolio, invest in the thriving Tufts University area, or complete a 1031 exchange. Ideally situated just minutes from Tufts Campus, the College Ave Green Line Station, and I-93, this property offers both convenience and investment potential. The 1st floor unit is vacant featuring 4

    Gabriel Bonilla Boston One Realty Group Inc

    282 Boston Ave, Medford, MA 02155
  • /33

    $1,289,999

    • 6 Beds
    • 2 Baths
    • 3,120 Sq Ft

    49 Sterling St, Somerville, MA 02144

    GREAT OPPORTUNITY FOR INVESTORS, DEVELOPERS, AND HOMEOWNERS, LOCATED IN TUFTS UNIVERSITY, TEELE SQ NEIGHBORHOOD. THIS CHARMING, SUN-FILLED, WELL-MAINTAINED 2-FAMILY WITH GARAGE & PLENTY OF PARKING IN THE DRIVEWAY. BOTH UNITS FEATURE HARDWOOD FLOORS, BUILT-IN CABINETS, AND BRIGHT, SPACIOUS ROOMS. UNIT 1 HAS 5 RM, A SUNNY LIVING ROOM, DINING ROOM, BRIGHT KITCHEN LEADING TO OUTDOOR DECK. UNIT 2

    joanne fatahi Universal Realty

    49 Sterling St, Somerville, MA 02144
  • /37

    $1,599,900

    • 6 Beds
    • 6 Baths
    • 5,945 Sq Ft

    1205 Massachusetts Ave, Arlington, MA 02476

    Excellent Opportunity in Sought After Arlington Heights Location!! Front Building offers 5 units which include 2 Retail Store Fronts & 3 Apartments Uses have been Commercial, Retail, Office and Residential. Rear Building offers 2 Units consisting of Commercially used Garage/Warehouse & 2nd floor Office & Storage

    Giordana Fiorvanti-Smith Berkshire Hathaway HomeServices Commonwealth Real Estate

    1205 Massachusetts Ave, Arlington, MA 02476

Why Live in West Side

The West Side neighborhood in Winchester offers a blend of early- to mid-20th-century architecture, with homes ranging from 1920s and 1930s Colonials to midcentury Cape Cods, ranch-styles, split-levels, and more recent Modern Traditional builds from 2015 to 2024. Two-unit townhouses are also present on the south side. The area is characterized by large front and back lawns, wooded lots, and winding suburban streets without sidewalks. Residents enjoy proximity to natural features like Mount Pisgah and Whipple Hill, which offer hiking trails and off-leash areas for dogs. The Winchester Country Club provides an 18-hole golf course, while Upper Mystic Lake is a spot for fishing. The Minuteman Commuter Bikeway offers a flat, 9-mile trail for cyclists. Essential shopping is accessible with Whole Foods 3 miles away, and Market Basket and H-Mart 4 miles north in Burlington. The Burlington Mall, less than 5 miles away, features over 185 retailers and restaurants. Downtown Winchester is known for its boutiques and dining options. Community events, such as Spirit Weekend and activities at the Arthur Griffin Photography Museum, foster a strong local spirit. Route 3 and Interstate 95 provide connectivity, with Wedgemere train station offering a 20-minute ride to Boston's North Station. Logan International Airport is about 14 miles southeast. The neighborhood is served by highly rated schools, including Vinson-Owen Elementary, McCall Middle, Winchester High, and Lexington Christian Academy. The crime rate in the area is lower than the national average, contributing to a sense of security for residents.

Home Trends in West Side, MA

Housing Trends

Median Sale Price
$1,627,000
Median Single Family Sale Price
$1,775,000
Median 2 Bedroom Sale Price
$1,070,000
Average Price Per Sq Ft
$498
Number of Homes for Sale
8
Last 12 months Home Sales
53
Months of Supply
1.80
Median List Price
$1,649,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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