Winchester Town Center, MA homes for sale & real estate

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200 Swanton St #239, Winchester, MA 01890
200 Swanton St #239, Winchester, MA 01890
200 Swanton St #239, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Sunny second-floor 2-bedroom unit overlooking a serene duck pond. This home features an open layout with hardwood floors, an updated granite and stainless-steel kitchen, and a modern bath with a sleek barn door. Each bedroom offers two closets, plus three additional hallway closets for exceptional storage. Enjoy a private enclosed balcony with serene views. The HOA fee includes heat, hot water, and AC. Community amenities include two large laundry rooms, a seasonal pool, storage unit, and ample parking. Ideally located near downtown Winchester, the commuter rail, and major highways.

$499,800

2 beds1 bath822 sq ft

200 Swanton St #239, Winchester, MA 01890

Very walkable

200 Swanton St #432, Winchester, MA 01890
200 Swanton St #432, Winchester, MA 01890
200 Swanton St #432, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
This beautifully maintained one-bedroom condo at Parkview offers exceptional value in Winchester—one of Massachusetts’ most desirable towns. Conveniently located within the building, this bright and inviting unit features a stylish kitchen with granite countertops and modern cabinetry, plus a renovated bathroom with contemporary finishes. Enjoy peaceful views from the private balcony. The well-maintained, gated community includes a pool, picnic area, cabana, on-site laundry, and ample parking. Just minutes to downtown Winchester, the commuter rail to Boston, and highly rated Winchester public schools. Also near local healthcare, dining, shops, parks, and walking trails. The mont

$419,900

1 bed1 bath606 sq ft

200 Swanton St #432, Winchester, MA 01890

$416 HOA • Community pool • Very walkable

HOT HOME

178 Mystic Valley Pkwy, Winchester, MA 01890
178 Mystic Valley Pkwy, Winchester, MA 01890
178 Mystic Valley Pkwy, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
This carefully crafted Colonial, custom-built by Andrew Pywell, combines solid construction with a bounty of special touches and timeless charm. Delight in sun-splashed living spaces, gleaming hardwood floors, crown moldings, and a layout that balances an open flow, defined spaces and beautifully proportioned rooms across 2,850 square feet. The gracious formal living room, dining room, and inviting family room offer endless entertaining possibilities. The expansive primary suite upstairs includes an ensuite bathroom, walk-in closet/dressing room, walk-in cedar room, and plenty of additional storage. The unfinished attic (with electric!) awaits your design plans! An unfinished basement is p

$1,525,000

3 beds2.5 baths2,850 sq ft

178 Mystic Valley Pkwy, Winchester, MA 01890

6,739 sq ft lot • 2 garage spots • Very walkable

5 Cutting St, Winchester, MA 01890
5 Cutting St, Winchester, MA 01890
5 Cutting St, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
OFFER DEADLINE TUE JULY 29th 5:00PM | Exceedingly charming + in-town location to be envied. Shops, schools + both MBTA stations at your fingertips. Step up onto your porch, pass the bench swing you’re yet to install; entering into the inviting foyer w/ original stairs preserved & tall ceilings. The main level is sophisticated & functional. A front facing dining room w/ plantation shutters + oversized windows flows into a well laid-out kitchen for the chef in the family! Direct patio access, ½ bath & custom pantry closet + laundry. Beyond your bar/coffee station a sophisticated living room awaits anchored by a gas FP w/ built-ins feat. grass cloth backed glass

$1,075,000

3 beds1.5 baths1,414 sq ft

5 Cutting St, Winchester, MA 01890

5,096 sq ft lot • Very walkable

20 Arthur St #20, Winchester, MA 01890
20 Arthur St #20, Winchester, MA 01890
20 Arthur St #20, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Property to be sold in as is condition. This unit is subject to the Winchester Housing Corp resale procedures. See document section for additional details. Buyer is responsible for any and all inspections needed for the sale of this unit. This unit is vacant and easy to show.

$625,900

2 beds1 bath1,084 sq ft

20 Arthur St #20, Winchester, MA 01890

$350 HOA • Very walkable

Property at 4 Chestnut St, Winchester, MA 01890, 4 beds, 4.5 baths

$1,990,000

4 beds4.5 baths4,474 sq ft

4 Chestnut St, Winchester, MA 01890

Property at 6 Ivy Cir, Winchester, MA 01890, 6 beds, 4 baths

$2,399,000

6 beds4 baths3,728 sq ft

6 Ivy Cir, Winchester, MA 01890

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

$2,975,000

6 beds3.5 baths5,238 sq ft

54 Wedgemere Ave, Winchester, MA 01890

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

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Nearby homes that match your criteria

17 Dennett Rd, Winchester, MA 01890
17 Dennett Rd, Winchester, MA 01890
17 Dennett Rd, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Beautifully renovated multi-level home in top location abutting the town forest conservation/ walking trails & just minutes from downtown Winchester! This move-in ready property features many recent upgrades, 3+ bedrooms, hardwood floors w/ an open concept spacious layout perfect for modern living. The large updated kitchen includes high-end appliances, gas stove, beverage fridge & an oversized island with plenty of prep and seating space. Enjoy meals in the dining area with a custom built-in banquette. The open living area features an oversized living room with fireplace, the adjacent sunroom/ home office or 4th bedroom overlooks the back yard and town forest-ideal for relaxing

$1,599,000

3 beds2.5 baths2,283 sq ft

17 Dennett Rd, Winchester, MA 01890

0.35 acre lot • 2 garage spots • Community pool

166 Forest St, Winchester, MA 01890
166 Forest St, Winchester, MA 01890
166 Forest St, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Tucked away on a picturesque street, this beautifully maintained Colonial offers 4 levels of thoughtfully designed living space. The open-concept main floor features a sun-filled living room with vaulted ceilings, skylights, gas fireplace, and an adjacent dining area. The gourmet kitchen boasts stainless steel appliances, breakfast bar, built-in desk, and sliders leading to a private deck. A formal dining room, family/playroom, and half bath complete the first level. The second floor includes a spacious primary suite with ensuite bath, two additional bedrooms, full bath, laundry, generous closet space, and sunset views. The third floor offers two additional bedrooms and a full bath-ideal fo

$1,890,000

5 beds4 baths3,301 sq ft

166 Forest St, Winchester, MA 01890

0.3 acre lot • Garage • Car-dependent

HOT HOME

10 Blossom Hill Rd, Winchester, MA 01890
10 Blossom Hill Rd, Winchester, MA 01890
10 Blossom Hill Rd, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Welcome to 10 Blossom Hill Road. Tucked away in a cozy and desirable West Side Winchester neighborhood, this enchanting storybook home is full of warmth, charm, and heart. Here you will find a lovingly cared-for 4-bedroom home with a guest or in-law suite offering wonderful flexibility to suit your needs. Inside, you’ll find light-filled spaces, thoughtful updates, and timeless character that make every room feel special. Outside, the magic continues—a private yard and lush gardens create a peaceful oasis, perfect for relaxing, entertaining, or simply enjoying the beauty around you. Just minutes from the town center, top schools, and commuter routes - so close to everything ye

$1,688,888

4 beds2 baths3,838 sq ft

10 Blossom Hill Rd, Winchester, MA 01890

0.28 acre lot • 2 garage spots • Community pool

6 Highland Ave, Winchester, MA 01890
6 Highland Ave, Winchester, MA 01890
6 Highland Ave, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
4 BD, 2.5 BA home tucked away from the road for added privacy. Kitchen has spacious dining area for enjoying family meals & entertaining guests. Inviting family room, w/ FP brings warm ambiance & convenient access to the deck, enhancing your indoor-outdoor living experience. Large living/dining area w/ backyard views is a versatile space w/ an open layout make it a welcoming spot. Convenience is key, w/ 1st-floor laundry area & spacious 2-car garage w/ storage. This 0.65-acre lot features a large fenced backyard with a deck, patio, & screened-in gazebo—perfect for relaxing, entertaining, or enjoying outdoor activities. Heated & A/C bonus room on 2nd floor

$1,500,000

4 beds2.5 baths2,506 sq ft

6 Highland Ave, Winchester, MA 01890

0.65 acre lot • 2 garage spots • Car-dependent

NEW CONSTRUCTION3D & VIDEO TOUR

20 Grayson Rd, Winchester, MA 01890
20 Grayson Rd, Winchester, MA 01890
20 Grayson Rd, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Another Tree Top Group masterpiece—where natural light, luxury finishes, & thoughtful design come together in perfect harmony. This 5-bed, 4.5-bath new construction home boasts 9+ ft ceilings, exceptional light fixtures, and a stunning waterfall center island that anchors the designer kitchen w/ custom cabinetry that extends to the ceiling. Custom built-ins & storage throughout. A sleek linear fireplace adds warmth to the open-concept family room. With two primary suites to choose from, flexibility meets luxury. The third-floor primary feels like a private hotel retreat w/ a sitting area, dual walk-in closets, & a spa-inspired bath. The second-floor primary offers a sp

$1,899,000

5 beds4.5 baths3,825 sq ft

20 Grayson Rd, Winchester, MA 01890

6,700 sq ft lot • Car-dependent

18 Sonrel St #18, Woburn, MA 01801
18 Sonrel St #18, Woburn, MA 01801
18 Sonrel St #18, Woburn, MA 01801
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Tucked away on a quiet dead-end street, this 4-bedroom, 2.5-bath attached townhouse lives like a single-family home. Uniquely connected to the neighboring property only by individual storage shed, it offers enhanced privacy and a standalone single family feel. Inside, you are welcomed by a spacious open concept and well-maintained interior. The first floor flows seamlessly with bright light perfect for entertaining. The second floor features a luxurious primary suite complete with his and hers closets, one of which is walk-in. Laundry is conveniently on the second floor along with 3 additional spacious beds and full bath. The detached two-car garage adds plenty of storage and parking. The s

$999,999

4 beds2.5 baths1,993 sq ft

18 Sonrel St #18, Woburn, MA 01801

2 garage spots • Somewhat walkable

Property at 162 Forest St, Winchester, MA 01890, 4 beds, 1.5 baths

$1,250,000

4 beds1.5 baths1,900 sq ft

162 Forest St, Winchester, MA 01890

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

$3,599,000

6 beds6.5 baths8,463 sq ft

26 Swan Rd, Winchester, MA 01890

Property at 5 Thornton Rd, Winchester, MA 01890, 4 beds, 3.5 baths

$1,650,000

4 beds3.5 baths2,755 sq ft

5 Thornton Rd, Winchester, MA 01890

Property at 60 Harvard, Winchester, MA 01890, 4 beds, 3 baths

$1,225,000

4 beds3 baths1,860 sq ft

60 Harvard, Winchester, MA 01890

Property at 6 Stratton Dr #3208, Woburn, MA 01801, 1 bed, 1 bath

$724,995

1 bed1 bath1,129 sq ft

6 Stratton Dr #3208, Woburn, MA 01801

Property at 6 Stratton Dr #303, Woburn, MA 01801, 1 bed, 1 bath

$724,995

1 bed1 bath1,027 sq ft

6 Stratton Dr #303, Woburn, MA 01801

Property at 6 Stratton Dr #3307, Woburn, MA 01801, 2 beds, 2 baths

$924,995

2 beds2 baths1,582 sq ft

6 Stratton Dr #3307, Woburn, MA 01801

Property at 20 Grove Pl, Winchester, MA 01890, 5 beds, 3.5 baths

$1,899,000

5 beds3.5 baths3,294 sq ft

20 Grove Pl, Winchester, MA 01890

Property at 102 Prospect St #102, Woburn, MA 01801, 2 beds, 1.5 baths

$509,900

2 beds1.5 baths749 sq ft

102 Prospect St #102, Woburn, MA 01801

Property at 61 Grove St, Winchester, MA 01890, 5 beds, 4.5 baths

$2,239,000

5 beds4.5 baths4,798 sq ft

61 Grove St, Winchester, MA 01890

Property at 14 Grant Rd, Winchester, MA 01890, 6 beds, 4.5 baths

$2,499,000

6 beds4.5 baths4,200 sq ft

14 Grant Rd, Winchester, MA 01890

Property at 6 Stratton Dr #408, Woburn, MA 01801, 2 beds, 2 baths

$909,999

2 beds2 baths1,425 sq ft

6 Stratton Dr #408, Woburn, MA 01801

Property at 108 Arlington Rd, Woburn, MA 01801, 3 beds, 1 bath

$675,000

3 beds1 bath1,030 sq ft

108 Arlington Rd, Woburn, MA 01801

Property at 58 Bacon St, Winchester, MA 01890, 6 beds, 5.5 baths

$2,195,000

6 beds5.5 baths5,791 sq ft

58 Bacon St, Winchester, MA 01890

Average home prices near Winchester Town Center, MA

Cities

Neighborhoods

North Woburn homes for sale
$799,000
Arlington Heights homes for sale
$1,389,900
Wyoming homes for sale
$799,999
West Medford homes for sale
$999,000
West Somerville homes for sale
$1,315,000
East Arlington homes for sale
$1,249,900
Wedgemere homes for sale
$2,499,000
Burlington Town Center homes for sale
$794,000
Montvale homes for sale
$940,000
Brattle homes for sale
$1,075,250

Winchester Town Center, MA real estate trends

All Home Types trends in Winchester Town Center, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,475,000

+13.5% YoY | Jun 2025

1 year
3 year
5 year

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

Location

Data

Jun 2025

Growth

% YoY

Winchester Town Center, MA

$1,475,000

+13.5%

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