West Side, MA homes for sale & real estate

12 homes

Sort:

Recommended

OPEN TODAY, 1PM TO 2PM3D & VIDEO TOUR

4 Aricia Ln, Winchester, MA 01890
4 Aricia Ln, Winchester, MA 01890
4 Aricia Ln, Winchester, MA 01890
ABOUT THIS HOME
West Side, MA Homes for Sale
Tucked into the tree-lined enclave of Aricia Lane, this striking contemporary residence delivers bold architectural design, abundant light, and the seamless indoor-outdoor living today’s buyers crave. Set on nearly half an acre in one of Winchester’s most peaceful pockets, this home is a rare fusion of modern comfort, space, and convenience offering the rarest of features: a five-car garage. From the moment you arrive, the home’s curb appeal, rolling lawn, and mature plantings make a lasting impression. Inside, the home showcases soaring vaulted ceilings, skylights, and oversized windows that flood the space with natural light. The open-concept living, dining, and family r

$1,900,000

4 beds4 baths5,361 sq ft

4 Aricia Ln, Winchester, MA 01890

0.46 acre lot • 5 garage spots • Community pool

4 Fieldstone Dr, Winchester, MA 01890
4 Fieldstone Dr, Winchester, MA 01890
4 Fieldstone Dr, Winchester, MA 01890
ABOUT THIS HOME
West Side, MA Homes for Sale
Nestled in a desirable Westside neighborhood, this stunning California contemporary/colonial home sits on a quiet cul-de-sac and offers 5 bedrooms, 3.5 baths, and over 20,000 sq ft of beautifully landscaped grounds. The sun-drenched interior features an open-concept kitchen and dining room with five fully opening doors leading to a bright four-seasons sunroom—perfect for gatherings year-round. The home includes two fireplaces, a freshly painted interior, and a finished basement with a full bath. A spacious oversized garage provides ample storage and parking. Enjoy tranquil views from the greenhouse and sunroom overlooking a serene koi pond with a cascading waterfall. The lush yard inc

$2,070,000

5 beds3.5 baths4,378 sq ft

4 Fieldstone Dr, Winchester, MA 01890

0.46 acre lot • 2 garage spots • Car-dependent

1 Fox Hunt Ln, Winchester, MA 01890
1 Fox Hunt Ln, Winchester, MA 01890
1 Fox Hunt Ln, Winchester, MA 01890
ABOUT THIS HOME
West Side, MA Homes for Sale
Expanded Colonial Ranch offering over 5,000 sq ft of versatile living space, set on a beautifully landscaped 1/2-acre lot on a quiet cul-de-sac near Winchester Country Club. The first floor features a welcoming formal living room just off the entry, a spacious primary suite with two walk-in closets and a private bath, a guest bedroom with en-suite bath, and a third bedroom or home office. Sun-filled dining and family areas flow to a well-appointed kitchen and a large family room with fireplace. Sliders from the dining area open to an expansive deck and private, level backyard—perfect for entertaining. The second floor offers two additional bedrooms and a full bath. The finished lower

$2,250,000

5 beds5 baths5,000 sq ft

1 Fox Hunt Ln, Winchester, MA 01890

0.48 acre lot • 2 garage spots • Car-dependent

OPEN TODAY, 12PM TO 1:30PMVIDEO TOUR

17 Wagon Wheel Rd, Winchester, MA 01890
17 Wagon Wheel Rd, Winchester, MA 01890
17 Wagon Wheel Rd, Winchester, MA 01890
ABOUT THIS HOME
West Side, MA Homes for Sale
Buyers' financing failed. Experience breathtaking Boston skyline views from nearly every room in this exquisitely maintained dream home—your own private oasis of serenity and style. Thoughtfully expanded in 2020, it features a new en-suite with a private bath and a dramatically enlarged, open-concept kitchen ideal for entertaining. With 5 bedrooms and 5 beautifully appointed baths—including four en-suites—this home blends elegance with comfort. The grand dining room boasts a cathedral ceiling and fireplace, while the inviting living room offers a second fireplace for cozy evenings. The luxurious primary suite is a spa-like retreat with radiant-heated floor. Premium upgrade

$2,349,900

5 beds5 baths3,940 sq ft

17 Wagon Wheel Rd, Winchester, MA 01890

0.59 acre lot • 2 garage spots • Car-dependent

OPEN SUN, 3PM TO 4PM

10 Girard Rd, Winchester, MA 01890
10 Girard Rd, Winchester, MA 01890
10 Girard Rd, Winchester, MA 01890
ABOUT THIS HOME
West Side, MA Homes for Sale
Unleash Your Vision in Winchester’s Coveted West Side! Don't miss this rare chance to transform this Mid-Century Modern ranch on a generous 15,024 square foot idyllic lot in one of Winchester’s most desirable neighborhoods. Whether you renovate, expand, or enjoy this home as it is, this 3-bed, 1.5-bath home offers endless potential. Nestled on a quiet, tree-lined street abutting conservation land and surrounded by multi-million dollar homes. Enjoy proximity to Winchester Center, the commuter rail, top-rated schools, parks and boutique dining and much more. With easy access to Boston, this is your opportunity to personalize a home in a prestigious West Side location. Bring your i

$1,349,000

3 beds1.5 baths3,335 sq ft

10 Girard Rd, Winchester, MA 01890

0.34 acre lot • Garage • Community pool

Property at 44 Amberwood Dr, Winchester, MA 01890, 3 beds, 2.5 baths

$1,765,300

3 beds2.5 baths3,002 sq ft

44 Amberwood Dr, Winchester, MA 01890

Property at 11 Fieldstone Dr, Winchester, MA 01890, 5 beds, 4.5 baths

$2,899,000

5 beds4.5 baths6,904 sq ft

11 Fieldstone Dr, Winchester, MA 01890

Property at 7 Thornberry Rd, Winchester, MA 01890, 5 beds, 2 baths

$1,449,900

5 beds2 baths3,033 sq ft

7 Thornberry Rd, Winchester, MA 01890

Property at 5 Azalea Rd, Winchester, MA 01890, 5 beds, 3.5 baths

$2,349,000

5 beds3.5 baths4,959 sq ft

5 Azalea Rd, Winchester, MA 01890

Property at 11 Viking Rd, Winchester, MA 01890, 7 beds, 7.5 baths

$3,799,900

7 beds7.5 baths7,429 sq ft

11 Viking Rd, Winchester, MA 01890

Property at 20 Amberwood Dr, Winchester, MA 01890, 6 beds, 7 baths

$3,598,000

6 beds7 baths8,866 sq ft

20 Amberwood Dr, Winchester, MA 01890

Property at 54 Johnson Rd, Winchester, MA 01890, 7 beds, 7.5 baths

$3,699,000

7 beds7.5 baths7,982 sq ft

54 Johnson Rd, Winchester, MA 01890

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

OPEN TODAY, 1:30PM TO 3PM3D WALKTHROUGH

40 Waltham St, Woburn, MA 01801
40 Waltham St, Woburn, MA 01801
40 Waltham St, Woburn, MA 01801
ABOUT THIS HOME
West Side, MA Homes for Sale
The home you’ve been waiting for is here! THOUGHTFULLY RENOVATED SPLIT-ENTRY IN PRIME WEST WOBURN featuring 3 spacious bedrooms and 3 full baths, including a private ensuite. Purchased 2 years ago for owner occupancy, the seller invested in high-quality upgrades: BRAND-NEW kitchen and baths, flooring, Energy Star appliances, fresh paint, LED lighting, and central A/C. Bright open layout with a flexible lower level—ideal for a gym, office, or cozy movie nights. Step outside to a private yard with new composite deck and improved drainage, perfect for outdoor entertaining. Oversized 2-car garage, extended driveway, and refreshed landscaping complete the package. Minutes from I-95/9

$899,000

3 beds3 baths2,102 sq ft

40 Waltham St, Woburn, MA 01801

0.35 acre lot • 2 garage spots • Car-dependent

30 Whipple Rd, Lexington, MA 02420
30 Whipple Rd, Lexington, MA 02420
30 Whipple Rd, Lexington, MA 02420
ABOUT THIS HOME
West Side, MA Homes for Sale
Discover the pinnacle of modern living in this exquisite 2018-built Lexington smart home, ideally situated on a quiet cul-de-sac. This residence offers complete command via Google Home automation, managing the 5-zone HVAC, custom lighting (including 56 LED landscape lights), security, and the magnificent stainless steel infinity lap pool. The chef's kitchen features flush-mounted Miele appliances and quartz countertops. Interiors boast 10'+ ceilings (16' in master/attic) and wide-format petrified oak hardwood floors. Enjoy outdoor living on mahogany decks within a professionally landscaped backyard with trails. Exceptional energy efficiency comes from triple-insulated walls and a walk-out b

$4,200,000

5 beds6 baths6,427 sq ft

30 Whipple Rd, Lexington, MA 02420

0.7 acre lot • 3 garage spots • Pool

OPEN TODAY, 12PM TO 1:30PM

32 Henry St, Arlington, MA 02474
32 Henry St, Arlington, MA 02474
32 Henry St, Arlington, MA 02474
ABOUT THIS HOME
West Side, MA Homes for Sale
Welcome to 32 Henry St! Beautifully renovated 4BR, 3.5BA Cape in sought-after Turkey Hill neighborhood. This 2,500+ sq ft home sits on a 12,000 sq ft lot with mature trees and offers modern comfort with timeless charm. The sunlit open floor plan features hardwood floors throughout and a welcoming living room with fireplace. A stunning new kitchen offers sleek custom cabinetry and a quartz island perfect for gathering. The first-floor primary suite provides ease and flexibility, while the fully finished lower level includes a full bath, family room, and bedroom space—ideal for guests, an au pair, or extended stays. An attached garage offers parking, storage, or workshop potential. Enjo

$1,499,900

4 beds3.5 baths2,572 sq ft

32 Henry St, Arlington, MA 02474

0.28 acre lot • Garage • Car-dependent

OPEN TODAY, 12PM TO 2PM

418 Mystic St, Arlington, MA 02474
418 Mystic St, Arlington, MA 02474
418 Mystic St, Arlington, MA 02474
ABOUT THIS HOME
West Side, MA Homes for Sale
Exceptional design, sweeping Mystic Lake views, and superior craftsmanship converge in this fully renovated and expanded home in Arlington’s ultra-desirable Morningside neighborhood. Set on a manicured 14,000+ sq ft lot with private rear access, this residence offers timeless elegance and modern luxury across three beautifully finished levels. The main floor flows effortlessly from a chef-inspired quartz and stainless kitchen to formal living and dining rooms, a cozy family room, and a first-floor en-suite bedroom. Upstairs features three generous bedrooms including a luxurious primary suite with spa bath, soaking tub, tiled shower, and a private roof terrace overlooking the lake. The

$1,695,000

4 beds4 baths3,446 sq ft

418 Mystic St, Arlington, MA 02474

0.34 acre lot • 4 garage spots • Community pool

OPEN SUN, 1PM TO 2PM

107 Cambridge St, Winchester, MA 01890
107 Cambridge St, Winchester, MA 01890
107 Cambridge St, Winchester, MA 01890
ABOUT THIS HOME
West Side, MA Homes for Sale
Gracious and fully restored, this stunning 6-bedroom, 4.5-bath Victorian blends timeless elegance with luxurious modern updates. Rich with sumptuous period details and soaring 9' ceilings, the inviting first floor features a grand marble foyer with custom built-ins and a sweeping staircase. The formal living room offers a stately fireplace, while the chef’s kitchen—complete with expansive quartz island and Thermador appliances—opens to a refined dining area and warm, light-filled family room with gas fireplace and custom built-ins. The serene primary suite boasts a spa-like bath and private dressing room. Five additional bedrooms provide versatility for guests or offices.

$2,599,000

6 beds4.5 baths5,824 sq ft

107 Cambridge St, Winchester, MA 01890

0.27 acre lot • Garage • Community pool

10 Fairlawn Ln, Lexington, MA 02420
10 Fairlawn Ln, Lexington, MA 02420
10 Fairlawn Ln, Lexington, MA 02420
ABOUT THIS HOME
West Side, MA Homes for Sale
New construction in the sought-after Sun Valley area. This property offers an unparalleled blend of elegance and modern convenience, perfect for discerning luxury buyers. Spanning 4 levels of meticulously finished space, this home features 7 spacious bedrooms, 8 bathrooms, & 2 half bathrooms. The expansive layout is complemented by an elevator that serves all 4 levels, ensuring access throughout the home. The gourmet kitchen is a chef's dream, equipped with top-end appliances. The property is on a beautifully landscaped . 8-acres, providing ample space for outdoor activities & screened outdoor patio with a wood burning fireplace. Car enthusiasts will love the 3-car garage. Option

$5,280,000

7 beds9 baths9,341 sq ft

10 Fairlawn Ln, Lexington, MA 02420

0.78 acre lot • 3 garage spots • Community pool

Property at 347 Lexington St, Woburn, MA 01801, 2 beds, 2 baths

$650,000

2 beds2 baths1,824 sq ft

347 Lexington St, Woburn, MA 01801

Property at 44 Cabot St, Winchester, MA 01890, 6 beds, 6.5 baths

$3,249,000

6 beds6.5 baths6,028 sq ft

44 Cabot St, Winchester, MA 01890

Property at 40 Foxcroft Rd, Winchester, MA 01890, 6 beds, 4.5 baths

$3,999,000

6 beds4.5 baths6,367 sq ft

40 Foxcroft Rd, Winchester, MA 01890

Property at 80 Arlington St, Winchester, MA 01890, 5 beds, 3.5 baths

$3,475,000

5 beds3.5 baths5,632 sq ft

80 Arlington St, Winchester, MA 01890

Property at 54 Wedgemere Ave, Winchester, MA 01890, 6 beds, 3.5 baths

$3,099,000

6 beds3.5 baths5,238 sq ft

54 Wedgemere Ave, Winchester, MA 01890

Property at 15 Tyler Rd, Lexington, MA 02420, 6 beds, 6.5 baths

$4,395,000

6 beds6.5 baths7,739 sq ft

15 Tyler Rd, Lexington, MA 02420

Property at 89 Wildwood St, Winchester, MA 01890, 7 beds, 5.5 baths

$2,499,000

7 beds5.5 baths4,829 sq ft

89 Wildwood St, Winchester, MA 01890

Property at 8 Blueberry Ln, Lexington, MA 02420, 6 beds, 7.5 baths

$4,449,000

6 beds7.5 baths7,653 sq ft

8 Blueberry Ln, Lexington, MA 02420

Property at 11 Taft Dr, Winchester, MA 01890, 5 beds, 5.5 baths

$2,899,000

5 beds5.5 baths4,627 sq ft

11 Taft Dr, Winchester, MA 01890

Property at 7 Whipple Rd, Lexington, MA 02420, 6 beds, 6 baths

$4,250,000

6 beds6 baths6,905 sq ft

7 Whipple Rd, Lexington, MA 02420

Property at 26 Swan Rd, Winchester, MA 01890, 6 beds, 6.5 baths

$3,989,000

6 beds6.5 baths8,463 sq ft

26 Swan Rd, Winchester, MA 01890

Property at 0 Reed St, Arlington, MA 02475

$350,000

— beds— baths— sq ft

0 Reed St, Arlington, MA 02475

Average home prices near West Side, MA

Cities

Neighborhoods

Arlington Heights homes for sale
$1,389,900
West Medford homes for sale
$998,950
East Arlington homes for sale
$975,000
Wedgemere homes for sale
$3,074,000
Morningside homes for sale
$1,695,000
North Waltham homes for sale
$839,900
Burlington Town Center homes for sale
$839,900
Belmont Hill homes for sale
$2,997,500
East Lexington homes for sale
$1,240,000
Brattle homes for sale
$1,225,000

West Side, MA real estate trends

All Home Types trends in West Side, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,881,900

+12.7% YoY | May 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

May 2025

Growth

% YoY

West Side, MA

$1,881,900

+12.7%

See more West Side, MA market insights

More to explore in West Side, MA

How to buy a house in West Side, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Massachusetts

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.