Winchester Town Center, MA homes for sale & real estate

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NEW 28 MINS AGO

34 Rangeley Rd, Winchester, MA 01890
34 Rangeley Rd, Winchester, MA 01890
34 Rangeley Rd, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Welcome to this truly distinctive home nestled on a lush landscaped lot in historic & highly sought after Rangeley Estates neighborhood. Just moments from downtown Winchester, this hidden gem offers a unique blend of privacy and convenience! This stunning home boasts 5 bedrooms & 4 full baths, seamlessly blending original charm with modern amenities. Step inside to discover sun-filled rooms and a thoughtfully designed floor plan, featuring a family room addition off the updated kitchen, formal dining and living rooms and a sun room w/ walls of windows overlooking the gorgeous grounds. 3 spacious bedrooms on the second floor with 2 tastefully updated baths including the primary.

$2,499,000

5 beds4.5 baths3,708 sq ft

34 Rangeley Rd, Winchester, MA 01890

0.37 acre lot • $33 HOA • 2 garage spots

HOT HOME

171 Swanton St #12, Winchester, MA 01890
171 Swanton St #12, Winchester, MA 01890
171 Swanton St #12, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Welcome to The Village in Winchester! This picturesque 80-unit condominium community is set along conservation land and the Aberjona River. Unit 12 is a spacious, renovated 2-bedroom, 2.5-bath townhouse offering a bright living room with skylight and gas fireplace, updated kitchen, dining room, and private outdoor patio. The second floor features a large primary suite with ample closet space and private bath, a second bedroom with two closets, a full bath, and in-unit laundry. Additional features include abundant storage, private storage shed, and two parking spaces—one in a covered carport. Community amenities include manicured landscaping, tennis court, in-ground pool, and clubhouse

$764,900

2 beds2.5 baths1,435 sq ft

171 Swanton St #12, Winchester, MA 01890

$440 HOA • Garage • Community pool

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

60 Lake St Unit I, Winchester, MA 01890
60 Lake St Unit I, Winchester, MA 01890
60 Lake St Unit I, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Enjoy the best of Winchester living in this spacious 2-bed, 1.5-bath townhouse at Wedge Pond Condominium, set along scenic Wedge Pond. The main level features hardwood floors, a sunny living room, dining room with charming bow window, half bath, and renovated kitchen with updated appliances. Upstairs offers two bedrooms and a full bath. The finished lower level provides flexible space for a family room, home office, or guest bedroom, plus laundry and storage. Large closets throughout offer ample storage. Extend your living outdoors with garden views and a serene pondside setting. One deeded parking space included. Unbeatable location—walk to downtown shops, Packer Tennis Courts, new L

$625,000

2 beds1.5 baths1,464 sq ft

60 Lake St Unit I, Winchester, MA 01890

$416 HOA • Garage • Very walkable

29 Vine St #8, Winchester, MA 01890
29 Vine St #8, Winchester, MA 01890
29 Vine St #8, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Ideally located for commuters, this stylish 2-bed, 1.5-bath condo sits in the heart of vibrant downtown Winchester—just steps from the Commuter Rail for a quick ride into Boston. Enjoy easy access to major routes and nearby Sheepfold Park for weekend recreation. The main level boasts a sunlit living room with vaulted ceilings and a dedicated dining area, and a sleek kitchen with stainless steel appliances. A convenient half bath completes the main floor. Unwind on your private rooftop balcony—the perfect place to relax after a long day. Upstairs offers two generously sized bedrooms with ample closet space, a full bath, and in-unit laundry. Basement storage adds to the appeal. A

$625,000

2 beds1.5 baths1,157 sq ft

29 Vine St #8, Winchester, MA 01890

$544 HOA • Walker's paradise

Property at 4 Norwood St, Winchester, MA 01890, 5 beds, 4.5 baths

$3,399,000

5 beds4.5 baths5,250 sq ft

4 Norwood St, Winchester, MA 01890

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 162 Swanton St #162, Winchester, MA 01890, 3 beds, 3.5 baths

$1,299,000

3 beds3.5 baths2,136 sq ft

162 Swanton St #162, Winchester, MA 01890

Property at 666 Main St #206, Winchester, MA 01890, 2 beds, 2 baths

$709,999

2 beds2 baths1,170 sq ft

666 Main St #206, 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

$3,099,000

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

OPEN THU, 5PM TO 6:30PM

5 Thornton Rd, Winchester, MA 01890
5 Thornton Rd, Winchester, MA 01890
5 Thornton Rd, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
This stately home near the Flats blends original character with modern-day living and awaits your personal touches. The living room features stunning woodwork, a wood-burning fireplace, and French doors leading to a window-lined sunroom-ideal for a home office or playroom. The large circular floor plan connects the living room with a formal dining room, family room, half bath and newer kitchen. There’s plenty of space for multiple chefs and friends to gather in this oversized kitchen- the heart of the home. The second floor has a primary suite, 2 more generous bedrooms, closets throughout and a full bath. The third floor offers a 4th bedroom, a "bonus" room, another full bat

$1,725,000

4 beds3.5 baths2,755 sq ft

5 Thornton Rd, Winchester, MA 01890

0.25 acre lot • 2 garage spots • Community pool

OPEN SAT, 12PM TO 2PM

60 Harvard, Winchester, MA 01890
60 Harvard, Winchester, MA 01890
60 Harvard, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Exceptional investment opportunity. Located in the heart of desirable Winchester, this 3 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 collecting rents. Property also has a detached 2 car garage with 2nd level. Plenty of off street parking with 3 separate driveways. Bring your vision and unlock the full value of this well located multi-family just minutes from its gorgeous downtown, the commuter rail, schools and local area amenities. O

$1,225,000

4 beds3 baths1,860 sq ft

60 Harvard, Winchester, MA 01890

5,397 sq ft lot • 2 garage spots • Somewhat walkable

NEW 24 HRS AGO

6 Stratton Dr #3208, Woburn, MA 01801
6 Stratton Dr #3208, Woburn, MA 01801
6 Stratton Dr #3208, Woburn, MA 01801
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Move-in ready condo at Highland at Vale in Woburn. This is the last Claremont home available in the community! The Claremont is a single-level home design with open flowing rooms and a abundance of natural light. The kitchen, perfect for your inner chef, features stainless steel appliances, an oversized island, and soft-closing cabinets. Spend time watching your favorite shows in the gathering room or soaking up the sun on your private balcony. The customizable flex space comes complete with French doors ensuring privacy. The owner's suite offers a features a spacious walk-in closet. Ideally located just 10 miles from downtown Boston. Underground Garage Parking included!

$699,999

1 bed1 bath1,129 sq ft

6 Stratton Dr #3208, Woburn, MA 01801

$393 HOA • Garage • Car-dependent

NEW 24 HRS AGO

6 Stratton Dr #303, Woburn, MA 01801
6 Stratton Dr #303, Woburn, MA 01801
6 Stratton Dr #303, Woburn, MA 01801
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Welcome to the Jameson at Highland at Vale in Woburn! This beautifully designed home is located on the third floor and flooded with natural light, creating a bright and inviting atmosphere. The chef-inspired kitchen boasts stainless steel appliances, a generous oversized island, and an abundance of cabinetry, perfect for culinary enthusiasts. The owner's suite is a serene retreat, featuring an extra-large walk-in closet and a spa-like bathroom for ultimate relaxation. Additionally, a versatile den with french doors offers a private space for work or leisure. With a perfect balance of comfort and style, this home is ideal for modern living! Price includes 1 car garage parking space.

$669,999

1 bed1 bath1,027 sq ft

6 Stratton Dr #303, Woburn, MA 01801

$397 HOA • Garage • Car-dependent

NEW 24 HRS AGO

6 Stratton Dr #3307, Woburn, MA 01801
6 Stratton Dr #3307, Woburn, MA 01801
6 Stratton Dr #3307, Woburn, MA 01801
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
Last chance to own a move-in ready home at Highland at Vale in Woburn! The Ivywood home design offers a corner unit filled with natural light. The kitchen, perfect for your inner chef, features stainless steel appliances, an oversized island, and soft-closing cabinets. The open floor plan makes entertaining a breeze—host in the private dining area, then relax in the gathering room. The owner's suite offers a serene retreat with an extra-large walk-in closet and a spa-like bath. Plus, there's plenty of space for guests in the second bedroom. Ideal for modern living, this home combines comfort and style. This stunning home is fully finished, turnkey, and available now!

$899,999

2 beds2 baths1,582 sq ft

6 Stratton Dr #3307, Woburn, MA 01801

$524 HOA • 2 garage spots • Car-dependent

OPEN THU, 5:30PM TO 6:30PM3D & VIDEO TOUR

20 Grove Pl, Winchester, MA 01890
20 Grove Pl, Winchester, MA 01890
20 Grove Pl, Winchester, MA 01890
ABOUT THIS HOME
Winchester Town Center, MA Homes for Sale
From the moment you enter this European-style Victorian, you’ll be charmed. The first level features an eat-in kitchen with quartz countertops, LG Café appliances, wine fridge, island, and large windows, plus a living room, den, and half bath. The second floor offers a primary suite with skylight, ceiling fan, two walk-in closets, balcony, jacuzzi bath, and steam shower. Two more bedrooms and a sitting area complete this level. The third floor provides space for additional bedrooms or an office. The finished lower level includes a family room, wine cellar, sauna, gym, and full bath. Enjoy a tree-lined backyard with deck and hot tub, perfect for entertaining. The home office ope

$1,899,000

5 beds3.5 baths3,294 sq ft

20 Grove Pl, Winchester, MA 01890

0.29 acre lot • 2 garage spots • Car-dependent

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 4 Winslow Rd, Winchester, MA 01890, 5 beds, 3.5 baths

$1,999,900

5 beds3.5 baths3,607 sq ft

4 Winslow Rd, Winchester, MA 01890

Property at 18 Wickham Rd, Winchester, MA 01890, 6 beds, 5 baths

$3,249,000

6 beds5 baths7,005 sq ft

18 Wickham Rd, 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

$924,025

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

$2,295,000

6 beds5.5 baths5,791 sq ft

58 Bacon St, Winchester, MA 01890

Property at 11 Skyview Ln, Woburn, MA 01801, 3 beds, 1.5 baths

$754,000

3 beds1.5 baths1,092 sq ft

11 Skyview Ln, Woburn, MA 01801

Property at 9 Lakeview Ter, Winchester, MA 01890, 5 beds, 3.5 baths

$4,250,000

5 beds3.5 baths4,484 sq ft

9 Lakeview Ter, Winchester, MA 01890

Property at 15 Mason Way #73, Woburn, MA 01801, 3 beds, 3.5 baths

$1,199,999

3 beds3.5 baths1,921 sq ft

15 Mason Way #73, Woburn, MA 01801

Property at 10 Mason Way #61, Woburn, MA 01801, 3 beds, 2.5 baths

$1,274,995

3 beds2.5 baths2,300 sq ft

10 Mason Way #61, Woburn, MA 01801

Property at 13 Mason Way #72, Woburn, MA 01801, 3 beds, 2.5 baths

$1,299,995

3 beds2.5 baths2,143 sq ft

13 Mason Way #72, Woburn, MA 01801

Property at 107 Cambridge St, Winchester, MA 01890, 6 beds, 4.5 baths

$2,599,000

6 beds4.5 baths5,824 sq ft

107 Cambridge St, Winchester, MA 01890

Average home prices near Winchester Town Center, MA

Cities

Neighborhoods

North Woburn homes for sale
$649,000
Arlington Heights homes for sale
$1,389,900
Wyoming homes for sale
$1,199,000
West Medford homes for sale
$999,000
West Somerville homes for sale
$1,369,900
East Arlington homes for sale
$975,000
Wedgemere homes for sale
$2,899,000
Morningside homes for sale
$1,695,000
East Lexington homes for sale
$1,369,500
Brattle homes for sale
$1,225,000

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)

$2,200,000

+76.0% 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

Winchester Town Center, MA

$2,200,000

+76.0%

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