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Best Luxury Apartments for Rent in Winchester MA - 306 Rentals

Arlington 360

4105 Symmes Cir, Arlington, MA 02474
1 / 33

Matterport 3D Tours
$3,082 - $9,507

Studio - 3 Beds, 1-3 Baths
846 Main St Unit 4

846 Main St Unit 4, Winchester, MA 01890
1 / 5
$7,500

3 Beds, 2.5 Baths
72 Holland St

72 Holland St, Winchester, MA 01890
1 / 5
$7,500

4 Beds, 2.5 Baths
37 Rumford St

37 Rumford St, Winchester, MA 01890
1 / 20
$6,900

4 Beds, 3.5 Baths
37 Rumford St

37 Rumford St, Winchester, MA 01890
1 / 5
$6,900

4 Beds, 3.5 Baths
19 Lily Pond Ln Unit 2

19 Lily Pond Ln Unit 2, Lexington, MA 02420
1 / 36
$6,400

2 Beds, 2.5 Baths
19 Lily Pond Ln

19 Lily Pond Ln, Lexington, MA 02420
1 / 5
$6,400

2 Beds, 2.5 Baths
19 Lily Pond Ln

19 Lily Pond Ln, Lexington, MA 02420
1 / 17
$6,400

2 Beds, 2.5 Baths
Hanover Stoneham

95 Maple St, Stoneham, MA 02180
1 / 22
$2,476 - $5,425

Studio - 3 Beds

Specials

Pets Allowed Fitness Center Pool Courtyard
The Mave

225 Fallon Rd, Stoneham, MA 02180
1 / 30

Matterport 3D Tours
$2,495 - $5,235

1-2 Beds

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
Sanctuary Winchester West

416 Cambridge St, Winchester, MA 01890
1 / 20
$2,650 - $4,998

Studio - 3 Beds, 1-2 Baths
Sanctuary Winchester North

25-35 River St, Winchester, MA 01890
1 / 24

Matterport 3D Tours
$3,195 - $4,845

1-3 Beds

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
2004 Symmes Cir

2004 Symmes Cir, Arlington, MA 02474
1 / 27
$4,750

3 Beds, 3.5 Baths
171 Swanton St Unit 63

171 Swanton St Unit 63, Winchester, MA 01890
1 / 5
$4,500

3 Beds, 2.5 Baths
67 Church St

67 Church St, Winchester, MA 01890
1 / 5
$4,300

2 Beds, 1 Bath
129 Brooks St Unit 4

129 Brooks St Unit 4, Medford, MA 02155
1 / 9
$4,000

4 Beds, 2 Baths
2012 Symmes Cir Unit 1

2012 Symmes Cir Unit 1, Arlington, MA 02474
1 / 40
$4,000

2 Beds, 2.5 Baths
2 Stratton Dr Unit 2

2 Stratton Dr Unit 2, Woburn, MA 01801
1 / 31
$3,800

2 Beds, 2 Baths
56 Warren Ave

56 Warren Ave, Woburn, MA 01801
1 / 5
$3,800

4 Beds, 2 Baths
2 Stratton Dr Unit 106

2 Stratton Dr Unit 106, Woburn, MA 01801
1 / 5
$3,800

2 Beds, 2 Baths
33 Garfield Ave Unit 33

33 Garfield Ave Unit 33, Woburn, MA 01801
1 / 5
$3,700

4 Beds, 2 Baths
63 Sturgis St

63 Sturgis St, Woburn, MA 01801
1 / 5
$3,700

3 Beds, 1 Bath
38 Florence St

38 Florence St, Winchester, MA 01890
1 / 5
$3,600

3 Beds, 2 Baths
2 George Rd

2 George Rd, Winchester, MA 01890
1 / 5
$3,350

3 Beds, 2 Baths
104 Forest St Unit 104

104 Forest St Unit 104, Arlington, MA 02474
1 / 18
$3,300

2 Beds, 1 Bath
104 Forest St

104 Forest St, Arlington, MA 02474
1 / 9
$3,300

2 Beds, 1 Bath
104 Forest St

104 Forest St, Arlington, MA 02474
1 / 8
$3,300

2 Beds, 1 Bath
6 Border St Unit #6

6 Border St Unit #6, Woburn, MA 01801
1 / 13
$3,295

3 Beds, 1.5 Baths
2 Grant St

2 Grant St, Stoneham, MA 02180
1 / 7
$3,250

2 Beds, 1.5 Baths
426 Main St Unit 203

426 Main St Unit 203, Stoneham, MA 02180
1 / 5
$3,200

2 Beds, 2 Baths
47 Lincoln St Unit 2

47 Lincoln St Unit 2, Stoneham, MA 02180
1 / 16
$3,200

2 Beds, 1 Bath
37 Westminster Ave Unit 2

37 Westminster Ave Unit 2, Arlington, MA 02474
1 / 42
$3,200

3 Beds, 1 Bath
41-43-43 Newland Rd Unit 41

41-43-43 Newland Rd Unit 41, Arlington, MA 02474
1 / 5
$3,200

2 Beds, 1 Bath
1253 Massachusetts Ave Unit 2

1253 Massachusetts Ave Unit 2, Arlington, MA 02476
1 / 5
$3,200

2 Beds, 1 Bath
426 Main St Unit 203

426 Main St Unit 203, Stoneham, MA 02180
1 / 5
$3,200

2 Beds, 2 Baths
7 Conant Rd Unit 11

7 Conant Rd Unit 11, Winchester, MA 01890
1 / 5
$3,200

2 Beds, 2.5 Baths
505 Main St Unit 1

505 Main St Unit 1, Stoneham, MA 02180
1 / 53
$3,150

3 Beds, 1 Bath
97 Playstead Rd Unit #1

97 Playstead Rd Unit #1, Medford, MA 02155
1 / 13
$3,000

3 Beds, 1 Bath
286 Main St Unit 3

286 Main St Unit 3, Woburn, MA 01801
1 / 13
$2,995

2 Beds, 2 Baths
115 Washington St Unit 2B

115 Washington St Unit 2B, Winchester, MA 01890
1 / 5
$2,950

2 Beds, 1 Bath
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Massachusetts Middlesex County Winchester

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Winchester, MA Luxury Apartments for Rent

Elevate your lifestyle with 306 luxury apartments for rent in Winchester, MA. Whether you’re drawn to sleek high-rises, modern downtown penthouses, or spacious retreats in quieter neighborhoods, Winchester offers a range of upscale living options to match your style. Inside each apartment, you’ll find premium features like walk-in closets, gourmet kitchens with stainless steel appliances, spa-style bathrooms, and private balconies. Step outside and enjoy community perks such as resort-style pools, state-of-the-art fitness centers, and professional concierge services designed with your comfort in mind. Browse all available luxury apartments in Winchester and discover your next-level living experience today.