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Apartments for Rent in Winchester, VA

Average rent

$1,755
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105 E Pall Mall St - Photo 1 of 1

9h ago

House for rent in Winchester

Colonial, Detached - WINCHESTER, VA

105 E Pall Mall St, Winchester, VA 22601

In-unit laundry | Air conditioning | On-site laundry

3 beds

2 baths

$1,850

House for rent

129 Brookland Ter #8 - Photo 1 of 1

20h ago

Apartment for rent in Winchester

Unit/Flat/Apartment, Colonial - WINCHESTER, VA

129 Brookland Ter #8, Winchester, VA 22602

Balcony | Dishwasher

2 beds

2 baths

$1,630

Apartment for rent

Modern Colonial Apartment with Central Air Comfort

This charming 2-bedroom, 2-bathroom apartment spans 1,173 square feet, offering a cozy Colonial-style living experience. Enjoy the comfort of central air throughout, making this space ideal for relaxation. Conveniently located with easy access to local amenities, this home combines modern living with inviting warmth, perfect for anyone seeking an easygoing lifestyle in Winchester.

800 Thomas Ct ##1 - Photo 1 of 1

1d ago

Apartment for rent in Winchester

800 Thomas Ct ##1, Winchester, VA 22601

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$1,300

Apartment for rent

Cozy Two-Bedroom Apartment with Lovely Balcony

This charming 2-bedroom, 2-bathroom apartment offers 790 sq ft of comfortable living in Winchester. Enjoy the convenience of an in-unit washer and dryer, and an open layout that connects the kitchen to a spacious living room. Step onto your private balcony for fresh air and scenic views. Additional highlights include ample storage, dedicated parking, and included water and trash service, making this the perfect place for easy living.

115 Nootka Way - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winchester

Interior Row/Townhouse, Colonial,Contemporary - WINCHESTER, VA

115 Nootka Way, Winchester, VA 22602

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,150

House for rent

Exquisite Townhouse with Modern Luxury Touches

Experience luxury living in this brand-new construction townhouse featuring an open floor plan, gourmet kitchen, and spacious master suite with a spa-like bathroom. Enjoy high-end finishes, energy-efficient appliances, and community amenities like a sparkling outdoor pool. With 1,509 sq. ft. of elegant space and an attached garage, this 3-bedroom, 2.5-bath home is perfect for modern living, offering convenience and sophistication in a serene setting.

112 Waterford Ln - Photo 1 of 1

1d ago

Townhouse for rent in Winchester

Interior Row/Townhouse - WINCHESTER, VA

112 Waterford Ln, Winchester, VA 22602

In-unit laundry | Assigned parking | Hardwood floor

2 beds

1 bath

$1,550

$1,450

Price drop

House for rent

Charming Townhouse with Updated Features & Yard

This inviting 1,000 sq. ft. townhouse features refinished hardwood floors and a modernized kitchen with updated counters and appliances. With two cozy bedrooms and a well-appointed bath, it offers in-unit laundry and a fenced backyard perfect for outdoor enjoyment. Two assigned parking spaces add to the convenience. Located near I-81 and Route 7, this home is a perfect blend of comfort and accessibility in a welcoming community.

103 Derrynan Ct - Photo 1 of 1

1d ago

House for rent in Winchester

103 Derrynan Ct, Winchester, VA 22602

In-unit laundry | Garage parking | Hardwood floor

4 beds

3 baths

$5,000

House for rent

427 Tevis St - Photo 1 of 1

2d ago

Townhouse for rent in Winchester

3 beds

2 baths

$2,200

House for rent

Bellview - Photo 1 of 1

2d ago

8.6

Very good

Bellview

Bellview Ave, Winchester, VA 22601

1 bed

1 bath

$1,100

Apartment for rent

Fresh & Stylish Living Steps from Local Charm

Residents of Bellview enjoy a recently renovated 1-bedroom apartment that perfectly blends style and functionality. With modern finishes and sleek floors, this inviting space is just a short walk from trendy restaurants and shops. The famous Walking Mall in Old Town Winchester is nearby, offering unique local culture. Plus, easy access to reliable public transportation makes exploring the area a breeze. Experience a lifestyle of convenience and charm!

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301 North Loudoun Street - Photo 1 of 1

2d ago

7.4

Very good

301 North Loudoun Street

301 N Loudoun St, Winchester, VA 22601

1 bed

1 bath

$1,850

Apartment for rent

Fairmont Holdings, LLC - Photo 1 of 1

2d ago

8.8

Very good

Fairmont Holdings, LLC

342 Fairmont Ave, Winchester, VA 22601

Storage | On-site management

2 beds

1 bath

$1,525

Apartment for rent

Charming Townhouse Living in Historic Winchester

Fairmont Holdings, LLC offers townhouses with historic charm in Winchester, VA, near Handley Library and Old Town. Enjoy hardwood floors, spacious closets, and modern amenities like central heat and on-site laundry. A private courtyard, green-space, and assigned parking enhance the living experience. A $125 utility fee covers water, trash, and gas heat. Short-term lease options are available.

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Find rentals with popular amenities

Dishwasher

Hardwood Floor

In-Unit Laundry

Outdoor Space

1816-1818 Valley Ave - Photo 1 of 1

2d ago

8.4

Very good

1816-1818 Valley Ave

1818 Valley Ave, Winchester, VA 22601

Air conditioning

Studio

1 bath

$995–$1,148

Apartment for rent

Freshly Renovated Studio with Modern Kitchenette

Nestled in Winchester, this freshly renovated studio boasts a kitchenette with a refrigerator and oven. Enjoy comfort with included gas, electric, and trash utilities, plus assigned parking and broadband internet.

116 Greenwood Ave - Photo 1 of 1

2d ago

House for rent in Winchester

116 Greenwood Ave, Winchester, VA 22602

Hardwood floor | Storage

3 beds

1 bath

$1,450

House for rent

301 National Ave - Photo 1 of 1

2d ago

Condo for rent in Winchester

301 National Ave, Winchester, VA 22601

In-unit laundry | On-site laundry | Hardwood floor

2 beds

1 bath

$1,700

Condo for rent

Available Oct 1

512 Allston Cir - Photo 1 of 1

2d ago

Townhouse for rent in Winchester

512 Allston Cir, Winchester, VA 22601

Carpet

2 beds

1 bath

$1,100

House for rent

200 Canyon Rd - Photo 1 of 1

2d ago

House for rent in Winchester

Ranch/Rambler,Contemporary, Detached - WINCHESTER, VA

200 Canyon Rd, Winchester, VA 22602

In-unit laundry | Walk-in closets | Carpet

3 beds

2 baths

$2,000

House for rent

116 Whirlwind Dr - Photo 1 of 1

3d ago

House for rent in Winchester

House for rent

216 N Braddock St - Photo 1 of 1

3d ago

House for rent in Winchester

Colonial, Detached - WINCHESTER, VA

216 N Braddock St, Winchester, VA 22601

Garage parking | Fireplace | Outdoor space

3 beds

2 baths

$2,500

House for rent

Charming Colonial with Private Office Retreat

Experience the perfect blend of historic charm and modern design in this stunning 3-bedroom, 2-bath Colonial home. Spanning 2,240 sq ft, it features a remodeled kitchen, sunken living room, and luxurious spa-like bathrooms. Enjoy a serene backyard paradise and a rare oversized detached garage, complete with a finished office space above—ideal for remote work. Conveniently located in downtown Winchester, close to dining and entertainment options.

Fay Street Apartments - Photo 1 of 1
Rent special

4d ago

8.5

Very good

Fay Street Apartments

1008 N Braddock St Apt F, Winchester, VA 22601

In-unit laundry | Air conditioning | Hardwood floor

1–3 beds

1–2 baths

$1,195–$1,825

Apartment for rent

Cozy Living with Upgraded Amenities Awaits You

Residents of Fay Street Apartments enjoy the comfort of one- and two-bedroom apartments and three-bedroom townhomes in Winchester. This smoke-free community features upgraded kitchen appliances, air conditioning, and in-unit laundry. With off-street parking and on-site maintenance, convenience is key. Enjoy high-speed internet to stay connected while making the most of your spacious layouts—perfect for furry friends to relax with you! Seize the opportunity for a vibrant lifestyle!

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2325 Wilson Blvd - Photo 1 of 1

4d ago

House for rent in Winchester

Ranch/Rambler, Detached - WINCHESTER, VA

2325 Wilson Blvd, Winchester, VA 22601

In-unit laundry | Outdoor space

3 beds

1 bath

$1,900

House for rent

Charming Rancher with Fenced Yard Ready to Move In

This well-maintained 3-bedroom, 1-bathroom rancher offers 1,073 sq. ft. of cozy living space. Highlights include a newly updated kitchen with fresh countertops, a new range hood, fresh paint throughout, and new windows. The partially finished basement provides added space, while the large fenced backyard is perfect for outdoor activities. Located conveniently within Winchester city limits, this inviting home awaits immediate occupancy. No pets allowed.

290 Sage Cir - Photo 1 of 1

4d ago

Townhouse for rent in Winchester

Colonial, End Of Row/Townhouse - WINCHESTER, VA

290 Sage Cir, Winchester, VA 22603

In-unit laundry | Walk-in closets | Carpet

3 beds

2 baths

$2,000

House for rent

Bright Colonial Townhouse with Modern Comforts

This stylish townhouse features 3 bedrooms and 2.5 baths across 1,220 sq. ft. of well-designed space. Enjoy the convenience of in-unit laundry and a walk-in closet, along with central air for year-round comfort. The classic Colonial architecture and vinyl siding enhance its charm. A spacious basement offers additional storage or hobby space, making it perfect for modern living. Experience comfort and convenience in this delightful home!

Raleigh Court - Photo 1 of 1

5d+ ago

8.3

Very good

Raleigh Court

1 1 - 40 Raleigh Court, Winchester, VA 22601

Microwave

2 beds

1 bath

$1,700

Apartment for rent

Chic Renovated Townhome Ready to Call Home

Available in April, this beautifully renovated 2-bedroom, 1.5-bath townhome blends modern style with comfort. Priced at $1500/month, water and sewer are included. Experience a fresh living space with contemporary updates that look just like the photos. Perfect for anyone seeking a stylish and functional home!

113 Tye Ct - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winchester

Colonial, Interior Row/Townhouse - WINCHESTER, VA

113 Tye Ct, Winchester, VA 22602

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$2,500

$2,400

Price drop

House for rent

Modern Townhome with Stylish Amenities & Space

This beautiful 3-bedroom, 2.5-bath townhome spans three levels and features a 1-car garage, luxury vinyl flooring, and a modern kitchen with stainless steel appliances and granite countertops. The upper level includes a laundry room with washer and dryer. Enjoy access to your own backyard and a flexible main floor layout. Located in the new Senseny Village, just minutes from charming downtown Winchester, this home combines comfort, style, and convenience for a vibrant lifestyle.

Millwood Gateway LLC - Photo 1 of 1

5d+ ago

8.8

Very good

Millwood Gateway LLC

151 Windy Hill Ln, Winchester, VA 22602

2 beds

1 bath

$1,400

Apartment for rent

145 Little River Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

145 Little River Dr, Winchester, VA 22602

Assigned parking | Concierge service | Package service

2 beds

1 bath

$1,500

House for rent

Available Sep 15

Charming Townhome with Private Fenced Backyard

This delightful 2-bedroom, 1.5-bathroom townhome offers comfort with a private fenced backyard, ideal for relaxation or entertaining. Freshly painted kitchen and brand-new flooring downstairs create a welcoming atmosphere. Conveniently located near major commuter routes and amenities, this home includes two reserved parking spaces for hassle-free access. Perfect for those seeking a cozy retreat in a well-connected setting. Pet-friendly, too!

3105 Shawnee Dr #7 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Farmhouse/National Folk, Unit/Flat/Apartment - WINCHESTER, VA

3105 Shawnee Dr #7, Winchester, VA 22601

In-unit laundry | Dishwasher

1 bed

1 bath

$1,299

Apartment for rent

Chic Loft Apartment Near Shopping & Shenandoah U

Recently renovated, this 1-bedroom, 1-bath loft apartment offers a stylish living experience on the 3rd floor, with 600 sqft of space. Located less than a mile from Valley Avenue shopping and just minutes from downtown Winchester and Shenandoah University, it’s perfectly situated. Enjoy the quiet neighborhood ambiance while embracing upcoming property enhancements. A $25 monthly fee covers water/sewer/trash, while tenants handle electricity.

224 Lake Sever Dr - Photo 1 of 1

5d+ ago

House for rent in Winchester

Split Foyer, Detached - WINCHESTER, VA

224 Lake Sever Dr, Winchester, VA 22603

In-unit laundry | Outdoor space

4 beds

2 baths

$2,195

House for rent

Charming Renovated Split Foyer Home Awaits You!

This beautifully renovated 4-bedroom, 2-bath split foyer home combines fresh finishes with modern comfort. Spanning 1,650 sq ft, it features a spacious kitchen/dining combo, a cozy family room in the basement, and a large deck overlooking a generous backyard. Located on a peaceful cul-de-sac with easy access to Route 7, this property offers a perfect blend of convenience and tranquility. Enjoy new flooring and paint throughout for a bright, inviting space!

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105 Chatham Sq - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

Colonial, Interior Row/Townhouse - WINCHESTER, VA

105 Chatham Sq, Winchester, VA 22601

Hardwood floor | Carpet | Outdoor space

2 beds

1 bath

$1,650

House for rent

Charming Colonial Townhouse with Spacious Deck

This inviting 2-bedroom, 1.5-bath townhouse features a spacious layout across two levels, highlighted by gleaming hardwood floors and cozy carpeted bedrooms. The large family room is perfect for gatherings, while the massive back deck and fenced yard provide an ideal outdoor retreat. Located in Huntington Meadows, this move-in ready home includes all appliances, ensuring a hassle-free transition for a convenient lifestyle near I-81 and local amenities.

107 Nevermore Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

107 Nevermore Dr, Winchester, VA 22602

In-unit laundry | Furnished | On-site laundry

2 beds

1 bath

$1,900

Apartment for rent

Available Sep 13

Modern 2-Bedroom Apartment with Scenic Views

This beautiful 2-bedroom basement apartment offers 1,600 sq ft of comfortable living in a vibrant new neighborhood. Enjoy modern amenities, including an 85” smart TV, a kitchenette, private laundry, and shared outdoor space with a fire pit and grill. Perfect for outdoor enthusiasts, it's conveniently located near shopping, hospitals, and hiking trails, all while utilities are included for your ease and convenience.

344 National Ave - Photo 1 of 1

5d+ ago

House for rent in Winchester

Twin/Semi-detached, Colonial - WINCHESTER, VA

344 National Ave, Winchester, VA 22601

In-unit laundry | Hardwood floor | Storage

3 beds

2 baths

$1,800

House for rent

Timeless Brick Duplex with Modern Charm

Embrace classic elegance in this charming 1930's brick duplex featuring 3 bedrooms and 2 baths across 1,386 sq. ft. with beautiful wood floors and built-ins. The unfinished basement offers potential for custom spaces, while the floored attic adds extra storage. Enjoy relaxing on the covered porches and benefit from off-street parking. Ideally located within walking distance of delightful restaurants, shops, and breweries, this charming property is perfect for first-time buyers or investors.

102 Metcalf Ter - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

Craftsman, Interior Row/Townhouse - WINCHESTER, VA

102 Metcalf Ter, Winchester, VA 22602

3 beds

3 baths

$2,300

House for rent

Modern Townhome with Spacious Deck & Upgrades

This beautifully designed 3-bedroom, 3.5-bath townhouse features an open floor plan, upgraded quartz countertops, and stylish LVT flooring. The spacious deck overlooks peaceful wooded views, perfect for relaxation. With modern gray and white tones throughout, this home extends a warm ambiance while being conveniently located near downtown Winchester. Excellent credit is required. Experience contemporary living in a vibrant setting!

202 Banbury Ter - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

Contemporary, Interior Row/Townhouse - WINCHESTER, VA

202 Banbury Ter, Winchester, VA 22601

In-unit laundry | Hardwood floor | Dishwasher

2 beds

1 bath

$1,600

House for rent

Charming Townhouse with Fresh Updates & Wood Floors

This delightful 2-bedroom, 1-bath townhouse offers a contemporary style with gorgeous all-wood floors and fresh interior paint. Enjoy the convenience of in-unit laundry, a new deck, and modern amenities like new HVAC and hot water heater. Located close to route 7 and I-81, this home provides easy access to historic downtown Winchester. Perfect for those seeking comfort and convenience in a vibrant community!

3290 Shawnee Dr - Photo 1 of 1

5d+ ago

House for rent in Winchester

Ranch/Rambler, Detached - WINCHESTER, VA

3290 Shawnee Dr, Winchester, VA 22602

Garage parking | On-site laundry | Outdoor space

3 beds

1 bath

$2,200

House for rent

Cozy Brick Rambler with Spacious Outdoor Retreat

This inviting 3-bedroom, 1.5-bath brick rambler emphasizes comfortable one-level living. Enjoy a spacious living room and an eat-in kitchen with ample cabinets. The covered rear porch overlooks a massive flat yard, perfect for gatherings or relaxation. A detached two-car garage and a long driveway provide ample parking space. Conveniently situated between I-81 and Route 11, this home offers easy accessibility along with a charming and relaxed lifestyle.

107 BOONE COURT - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winchester

Interior Row/Townhouse, Traditional,Transitional - WINCHESTER, VA

107 BOONE COURT, Winchester, VA 22602

In-unit laundry | Garage parking | Dishwasher

4 beds

3 baths

$2,291

House for rent

Chic New Townhome with Modern Amenities & Deck

This stylish new townhouse features a spacious 4-bedroom, 3.5-bath layout with 2,100 sq ft of modern living space. Enjoy the luxury vinyl flooring, stainless steel appliances, and a fantastic open plan on the main level. The lower level includes a private bedroom with a full bath and walk-out access, while the upper level boasts three spacious bedrooms. Relax on the 10' x 16' composite deck and enjoy the fenced yard, perfect for outdoor living.

136 Brookland Ct - Photo 1 of 1

5d+ ago

Condo for rent in Winchester

Residential Lease - WINCHESTER, VA

136 Brookland Ct, Winchester, VA 22602

In-unit laundry | Walk-in closets | Ceiling fan

2 beds

2 baths

$1,750

Condo for rent

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699 National Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

699 National Ave, Winchester, VA 22601

In-unit laundry | On-site laundry

1 bed

1 bath

$1,400

Apartment for rent

Charming Renovated Apartment with Modern Amenities

This beautifully renovated first-floor apartment features 1 bedroom, a cozy living room, and a galley kitchen with updated appliances. Enjoy the convenience of an in-unit laundry room that includes a washer and dryer. Water and sewer are included in the rent, making budgeting easy. The unit is centrally heated and cooled for comfort. Experience modern living with all amenities you'll need in this inviting space. Pets are not allowed.

446 N Loudoun St - Photo 1 of 1

5d+ ago

House for rent in Winchester

Unit/Flat,Victorian, Twin/Semi-detached - WINCHESTER, VA

446 N Loudoun St, Winchester, VA 22601

In-unit laundry | Central heat | Dishwasher

3 beds

1 bath

$1,995

House for rent

Charming Victorian with Modern Upgrades

Recently renovated, this 3-bedroom, 1-bathroom Victorian home boasts 1,200 sq. ft. of single-floor living space. Highlights include a stylish upgraded kitchen with granite countertops, luxury vinyl plank flooring, and a modern bath with included washer/dryer. Enjoy year-round comfort with central heat and air, plus a private back deck and yard with lawn service. Located just 2.5 blocks from the vibrant Winchester Walking Mall, offering restaurants, shops, and entertainment right at your doorstep.

201 Parkway St - Photo 1 of 1

5d+ ago

House for rent in Winchester

Craftsman, Detached - WINCHESTER, VA

201 Parkway St, Winchester, VA 22601

In-unit laundry | Hardwood floor | Fireplace

4 beds

4 baths

$2,800

House for rent

Freshly Updated Craftsman with Spacious Charm

This beautifully refreshed 4-bedroom, 4-bath Craftsman-style home features a renovated kitchen and bath, new fixtures, and fresh interior paint, creating a move-in ready gem. Conveniently located near downtown Winchester, it offers easy access to shops and restaurants. Ideal for first-time buyers or investors, this property blends charm with modern comforts in a welcoming neighborhood. Enjoy central air, hardwood floors, and a cozy fireplace in this inviting space!

1704 Roberts St #5 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Unit/Flat/Apartment, Colonial - WINCHESTER, VA

1704 Roberts St #5, Winchester, VA 22601

In-unit laundry | Dishwasher

1 bed

1 bath

$1,150

Apartment for rent

Charming Renovated Apartment Near Downtown Amenities

This recently renovated 1-bedroom, 1-bath apartment features modern comforts in a meticulously updated all-brick building. Enjoy a stylish kitchen with granite countertops, newer stainless-steel appliances, and attractive vinyl-plank flooring. The bath boasts ceramic tile finishes, enhancing the contemporary feel. Just a mile from downtown and Shenandoah University, this cozy retreat combines convenience and charm, perfect for modern living. Electricity and a small water fee are tenant responsibilities.

160 N Loudoun St #202 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Unit/Flat/Apartment, Contemporary,Unit/Flat - WINCHESTER, VA

160 N Loudoun St #202, Winchester, VA 22601

In-unit laundry | Balcony | Assigned parking

1 bed

1 bath

$2,000

Apartment for rent

Chic Modern Apartment with Private Balcony

Experience stylish living in this stunning one-bedroom, one-bathroom apartment offering 1,076 sq. ft. of modern elegance. The kitchen features granite countertops, a gas range, and ample cabinet space. An open living dining area enhances the spacious feel, while the luxurious bathroom boasts a stall shower and granite accents. Unwind on your private balcony and enjoy the convenience of water, sewer, and parking included in your rent. This modern oasis in Historical Winchester is a must-see!

143 Dowell J Cir - Photo 1 of 1

5d+ ago

House for rent in Winchester

Ranch/Rambler, Detached - WINCHESTER, VA

143 Dowell J Cir, Winchester, VA 22602

In-unit laundry | Outdoor space

3 beds

1 bath

$1,800

House for rent

Charming Rancher with Privacy and Great Potential

This inviting 3-bedroom, 1-bath rancher offers 1,094 square feet of smartly designed living space. Located just outside Winchester, enjoy the peaceful surroundings with easy access to Route 7 and I-81. Features include a spacious living room, well-lit kitchen, and a large fenced yard with a 7-foot privacy fence, perfect for pets. Plus, there are two outbuildings, including a powered workshop—a great opportunity for visionaries looking to customize their space!

114 Alliance Ct - Photo 1 of 1

5d+ ago

House for rent in Winchester

114 Alliance Ct, Winchester, VA 22602

Furnished | Fitness center | Hardwood floor

4 beds

2 baths

$2,350

House for rent

Available Sep 10

Modern Furnished Home with Spacious Outdoor Deck

This newly built and furnished residence features 4 bedrooms and 2.5 bathrooms, offering ample space for comfort and relaxation. Elegant hardwood floors run throughout the 1,759 sq. ft. home. Enjoy summer barbecues on the large back deck or utilize the versatile walk-out basement bonus room for a home office or gym. Located near all Winchester amenities, this pet-friendly gem balances convenience and style, perfect for modern living.

102 Coralyrose Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

Craftsman, Interior Row/Townhouse - WINCHESTER, VA

102 Coralyrose Ct, Winchester, VA 22602

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$2,075

House for rent

Charming Craftsman Townhome with Modern Upgrades

This beautiful 3-bedroom, 2.5-bathroom townhome offers 1,534 sq ft of thoughtfully designed space, featuring luxurious vinyl plank flooring and a chef-inspired kitchen with granite countertops. The owner's suite serves as a serene retreat, complemented by a private backyard oasis perfect for relaxation. With a 1-car garage and close proximity to shopping and dining, this home seamlessly blends comfort and convenience in a boutique community built in 2022.

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540 Monticello St #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Unit/Flat/Apartment - WINCHESTER, VA

540 Monticello St #1, Winchester, VA 22601

In-unit laundry | On-site laundry | Dishwasher

2 beds

1 bath

$1,250

Apartment for rent

Cozy 2-Bed Apartment in Prime Winchester Locale

This charming 2-bedroom, 1-bath apartment boasts a spacious kitchen and inviting living room, perfect for comfortable living. Enjoy the convenience of in-unit laundry, central air, and a fantastic location close to shopping and dining. With 850 sq ft of well-designed space, this rental is ideal for anyone seeking an affordable home in the heart of Winchester. Don't miss out on this opportunity for easy city living!

113 W Boscawen St #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Unit/Flat/Apartment - WINCHESTER, VA

113 W Boscawen St #3, Winchester, VA 22601

Air conditioning | Garage parking | Assigned parking

2 beds

1 bath

$1,400

Apartment for rent

Bright 2-Bedroom Apartment in Downtown Delight

This inviting 2-bedroom, 1-bath apartment boasts an abundance of natural light and spacious rooms with beautiful hardwood floors. The primary bedroom conveniently connects to the bath. Enjoy the benefits of included water, sewer, trash services, and parking in the nearby garage. New appliances upgrade the kitchen, while two window A/C units keep the space comfortable. This third-floor unit is within steps of downtown amenities, perfect for vibrant city living!

103 Cheshire Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

Traditional, Interior Row/Townhouse - WINCHESTER, VA

103 Cheshire Ct, Winchester, VA 22602

In-unit laundry | Garage parking | Hardwood floor

3 beds

3 baths

$2,275

House for rent

Spacious Model Townhome with Smart Features

Embrace nearly 3,000 sq. ft. of luxurious living in this impressive townhome, featuring a formal living and dining area, family room, and gourmet kitchen with double ovens. The upper level offers three spacious bedrooms, including a primary suite with a walk-in closet and en suite bath. Enjoy outdoor living on the large deck overlooking serene greenery. Amenities include smart home tech, yard maintenance, and free access to community facilities like pickleball courts and picnic areas.

358 Valley Mill Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

Colonial, End Of Row/Townhouse - WINCHESTER, VA

358 Valley Mill Rd, Winchester, VA 22602

In-unit laundry | Hardwood floor | Dishwasher

3 beds

1 bath

$1,750

House for rent

Charming End Unit Townhouse with Hardwood Charm

This 3-bedroom, 1.5-bathroom end unit townhouse offers 1,210 sq. ft. of comfortable living with beautiful hardwood floors and a bright bay window. Featuring convenient in-unit laundry, ample parking, and a pet-friendly policy (case by case), this Colonial-style home is ideally located near Rt. 7 and I-81, providing easy access to schools and shopping. Enjoy spacious living in this stylish, ready-for-occupancy townhouse.

107 Trade Wind Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

Colonial, Interior Row/Townhouse - WINCHESTER, VA

107 Trade Wind Ln, Winchester, VA 22602

In-unit laundry | Hardwood floor | Walk-in closets

3 beds

2 baths

$1,700

House for rent

Charming Townhome with Spacious Living Areas

This beautifully maintained 3-bedroom, 2.5-bathroom townhome in the desirable Windstone Community boasts hardwood floors and a cozy gas fireplace in the living room. The spacious eat-in kitchen opens to a back deck, perfect for outdoor enjoyment. Conveniently located near Rt 7 and I-81, this home is ideal for commuters, with schools, shopping, and dining options just moments away. Immediate occupancy available; a pet may be considered with a deposit.

210 E Boscawen St #202 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Unit/Flat/Apartment, Unit/Flat - WINCHESTER, VA

210 E Boscawen St #202, Winchester, VA 22601

In-unit laundry | Assigned parking | Walk-in closets

2 beds

2 baths

$3,100

Apartment for rent

Sunlit Luxury Apartment Steps from Old Town Vibes

This stunning 2-bed, 2-bath apartment offers a blend of historic charm and modern luxury. With 1230 sq ft, 9 south-facing windows flood the space with natural light. Enjoy an open living area, en-suite bathrooms, and a well-appointed kitchen with a beverage fridge. Residents can relax on-site with a firepit or explore nearby dining and entertainment options. Two assigned parking spaces and storage for bikes enhance convenience. Heat, water, and trash included!

210 E Boscawen St #204 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Unit/Flat/Apartment, Unit/Flat - WINCHESTER, VA

210 E Boscawen St #204, Winchester, VA 22601

On-site laundry | Assigned parking | Walk-in closets

2 beds

2 baths

$3,400

Apartment for rent

Luxurious Downtown Apartment with Private Parking

Experience upscale living in this nearly 2000 sq ft apartment located in the historic Winchester Star building. Featuring 2 spacious bedrooms, each with en-suites and walk-in closets, this residence offers ample living space, a cozy den/office, and a modern kitchen with a stylish island and stainless appliances. Enjoy convenient amenities like assigned private parking, a firepit, and proximity to vibrant nightlife and dining options, all while benefitting from included heat, water, and trash services.

903 S Loudoun St #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

903 South Loudoun Street - 1

903 S Loudoun St #1, Winchester, VA 22601

In-unit laundry | Hardwood floor

1 bed

1 bath

$1,400

Apartment for rent

Available Oct 1

Chic Historic Apartment with Modern Upgrades

This beautifully remodeled 1-bedroom, 1-bath apartment combines historic charm with modern amenities in a former drug store. Featuring original hardwood floors, granite countertops, and stainless steel appliances, it offers a cozy living space with in-unit laundry. Conveniently located near Shenandoah University and major roads, this second-floor unit is perfect for anyone looking to enjoy downtown living while surrounded by history.

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Updated: September 22, 2025

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Learn more about renting in Winchester, VA

Local insights: What it's like to live in Winchester, VA

Winchester, VA, offers a blend of historic charm and modern amenities that residents appreciate. Many enjoy the variety of outdoor activities, such as hiking and biking along the nearby trails, and the vibrant local arts scene. The downtown area features unique shops and restaurants that contribute to a lively atmosphere. However, some residents express concerns about the limited public transportation options and occasionally frustrating traffic. Overall, locals find the city a pleasant spot to live, particularly valuing the community events and supportive local businesses.

How much is the average rent in Winchester, VA for 1-bedroom and 2-bedroom apartments?

The average rent for a 1-bedroom apartment in Winchester, VA is $1,257, while a 2-bedroom apartment averages $1,567.

When is the best time to look for an apartment in Winchester, VA?

Winchester's rental market offers a strong selection of listings, with an average of 156 available per month, making it generally a good time to look for an apartment throughout the year.

Are there pet-friendly apartments in Winchester, VA?

Yes, there are pet-friendly apartments available in Winchester, VA, with approximately 19.33% of listings being pet-friendly.

Are utilities usually included in rent in Winchester, VA?

Approximately 14% of apartment listings in Winchester, VA include utilities in the rent.

Are most apartments in Winchester, VA largely older buildings or new developments?

Winchester's architectural landscape is diverse, with a prevalence of Colonial style buildings accounting for about 53% of the market, indicating a mix of older styles. Contemporary homes make up about 17% of the market, suggesting some newer developments.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Winchester, VA near you?

🔑Available apartment rentals92
💰Best rent deal1818 Valley Ave
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos