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Apartments for Rent in Winchester, VA

150 rentals available

311 S Kent St #311 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

311 South Kent Street - 311

311 S Kent St #311, Winchester, VA 22601

2 beds

1 bath

$1,495

House for rent

Available Jul 1

2-bed Winchester townhouse near downtown mall

Set in Winchester, VA, this 2-bed, 1-bath townhouse offers 1,115 sqft in the historic district with a bonus room and spacious layout. Washer/dryer hookup in the basement, gas heat/central air, and cute front and rear porches with a small fenced yard. Pet-friendly for dogs under 40lbs, just a short walk from the downtown walking mall, shopping, and dining.

615 S Braddock St #615 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

615 South Braddock Street - 615

615 S Braddock St #615, Winchester, VA 22601

2 beds

1 bath

$1,495

House for rent

Available Jul 1

2-bed downtown Winchester townhouse near mall

Townhouse in Winchester, VA, this 2-bed, 1-bath downtown unit sits minutes from the old walking mall and close to schools, shopping, and museums. The 1,104 sqft layout offers easy access to the historic Handley Library, Valley Health, and Shenandoah University. A top-rated high school is within a third of a mile.

308 Gainesboro Rd - Photo 1 of 1

5d+ ago

House for rent in Winchester

House for rent

3-bed Winchester house with hardwood floors

Right in Winchester, VA, this cat-friendly 3-bed, 1-bath house features hardwood floors throughout and a stone-fenced yard. With well and septic systems, the house accommodates up to 4 people and sits within half a mile of top-rated elementary and middle schools.

26 Jackson Ave #26 - Photo 1 of 1

5d+ ago

House for rent in Winchester

26 Jackson Avenue - 26

26 Jackson Ave #26, Winchester, VA 22601

3 beds

1 bath

$1,695

House for rent

Available Aug 1

3-bed Winchester house with garage and shed

Set in Winchester, VA, this 3-bed, 1-bath house offers 1,474 sqft with a sitting porch and fenced backyard. The detached garage and storage shed add practical space, while oil heat keeps utility costs predictable. Pets permitted with approval and additional fee.

157 Tye Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

TOWNHOME - Contemporary - WINCHESTER, VA

157 Tye Ct, Winchester, VA 22602

In-unit laundry | Garage parking | Assigned parking

3 beds

2.5 baths

$2,300

House for rent

New 3-bed townhouse with finished basement

Townhouse with 3 beds in Winchester, VA, built in 2023 with contemporary finishes and a fully finished basement. The 1,971 sqft layout features a 10-foot granite kitchen island, stainless steel appliances, and 2.5 baths across three floors. Cat-friendly with garage parking and quick access to Route 7 and I-81 for commuters.

150 N Hayfield Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

SINGLE_FAMILY - Loft - WINCHESTER, VA

150 N Hayfield Rd, Winchester, VA 22603

On-site laundry

1 bed

1 bath

$1,500

Apartment for rent

1-bed loft apartment above barn on horse farm

1-bed apartment in Winchester, VA, set above a barn on a peaceful horse farm with beautiful rural surroundings. This loft-style unit features a dedicated office space, central air, and shared laundry on-site. The upstairs location offers privacy and quiet country living while maintaining easy access to nearby amenities and a top-rated middle school within a mile.

105 N Loudoun St #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

APARTMENT - Other - WINCHESTER, VA

105 N Loudoun St #1, Winchester, VA 22601

In-unit laundry | Assigned parking | Hardwood floor

1 bed

1 bath

$1,450

Apartment for rent

1-bed downtown Winchester apt with bonus room

Set in Winchester, VA, this 1-bed, 1-bath apartment sits on the second floor above Village Square restaurant on the walking mall. The 800 sqft layout includes a bonus room perfect for an office or storage, freshly refinished hardwood floors, and central air. Assigned downtown parking, shared laundry steps away, and water/sewer/trash included, with Shenandoah University just minutes away.

105 N Loudoun St #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

APARTMENT - WINCHESTER, VA

105 N Loudoun St #2, Winchester, VA 22601

In-unit laundry | Assigned parking

1 bed

1 bath

$1,550

Apartment for rent

Renovated 1-bed downtown with assigned parking

Located in Winchester, VA, this fully renovated 1-bed, 1-bath apartment sits above Village Square restaurant on the walking mall. The 5,222 sqft second-floor unit includes assigned downtown parking, shared laundry steps from your door, and water, sewer, and trash covered in rent. Minutes to Shenandoah University with ductless heat pump heating.

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210 E Boscawen St #200 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

APARTMENT - Other - WINCHESTER, VA

210 E Boscawen St #200, Winchester, VA 22601

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

2 beds

2 baths

$2,500

Apartment for rent

2-bed apartment with parking near walking mall

2-bed apartment in Winchester, VA, featuring 1,150 sqft with windows on two sides for natural light and LVP flooring throughout. The renovated historic Winchester Star building includes 2 assigned parking spaces, stainless appliances, and a 77" 4K smart TV. Heat, water, and trash included, with Glo Fiber installed and walking distance to old town shops and restaurants.

4 W Cork St #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

4 W Cork St #1, Winchester, VA 22601

1 bed

1 bath

$1,350

Apartment for rent

1-bed colonial apartment in historic Winchester

Apartment with 1 bed in Winchester, VA, this colonial-style unit sits in historic downtown with restaurants, coffee shops, and the Old Town walking mall steps from your door. The 400 sqft 1-bed, 1-bath layout features wall unit heating in a brick building. Easy access to boutiques and entertainment makes it ideal for city living.

131 Stonedown Ln - Photo 1 of 1

5d+ ago

House for rent in Winchester

SINGLE_FAMILY - Other - WINCHESTER, VA

131 Stonedown Ln, Winchester, VA 22603

Garage parking | Ceiling fan | Storage

3 beds

3 baths

$2,700

House for rent

3-bed Winchester house with workshop & stables

Located in Winchester, VA, this 3-bed, 3-bath house sits on open pasture just beyond city limits with space for horses. The 2,017 sqft layout features vaulted ceilings, an open kitchen extending to a sunlit deck, and a lower level family room with gas fireplace. A detached workshop with 220 amp service, two-stall stable, and attached garage add versatility for hobbies or equestrian use.

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339 N Loudoun St #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

339 North Loudoun Street - 1

339 N Loudoun St #1, Winchester, VA 22601

Studio

1 bath

$995

Apartment for rent

Available Jul 1

Studio apartment in downtown Winchester with heat

Right in Winchester, VA, this basement-level studio apartment puts you steps from the historic walking mall, museums, and Handley Library. The 765 sqft unit includes a full kitchen and bath with newly refinished floors from October 2023. Heat included with $40 water/sewer allowance, plus cat-friendly policy available.

916 S Loudoun St - Photo 1 of 1

5d+ ago

House for rent in Winchester

SINGLE_FAMILY - Modern - WINCHESTER, VA

916 S Loudoun St, Winchester, VA 22601

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

3 beds

2.5 baths

$2,050

House for rent

Modern 3-bed Winchester house near downtown

3-bed house in Winchester, VA, featuring a modern 2-story layout with LVP flooring throughout and a kitchen with large island and pantry. The 1,558 sqft home includes 2.5 baths, in-unit laundry, primary suite with walk-in closet and dual vanities, plus central air and off-street parking. Minutes from downtown Winchester's walking mall with top-rated schools within half a mile.

2662 Limestone Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

Residential, Other - Winchester, VA

2662 Limestone Ct, Winchester, VA 22601

Assigned parking | Central heat | Outdoor space

2 beds

1.5 baths

$1,900

House for rent

2-bed end unit townhouse with fenced yard

Sitting in Winchester, VA, this 2-bed, 1.5-bath end unit townhouse offers a private back deck and fenced backyard with HOA lawn care included. The 1,024 sqft layout features central heat and air, an unfinished basement for storage, and a charming feature wall in the front bedroom. Two assigned parking spaces and pets considered case-by-case.

2917 First St - Photo 1 of 1

5d+ ago

House for rent in Winchester

SINGLE_FAMILY - Ranch - WINCHESTER, VA

2917 First St, Winchester, VA 22601

Garage parking | Hardwood floor | Ceiling fan

3 beds

1 bath

$1,800

House for rent

Stone ranch 3-bed with sunroom near Old Town

House in Winchester, VA, this stone ranch features 3-bed, 1-bath across 1,250 sqft with hardwood floors and a cozy stone fireplace. The layout flows from the spacious living room into a bright sunroom overlooking mature trees and an expansive yard. Recent updates include new HVAC and water heater, plus attached garage and storage shed, just minutes from historic Old Town Winchester dining and shops.

3103 Shawnee Drive 3103 Shawnee Drive Apt #06 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Cute and cozy one bedroom apartment

3103 Shawnee Drive 3103 Shawnee Drive Apt #06, Winchester, VA 22601

1 bed

1 bath

$1,099

Apartment for rent

Available Jun 1

Renovated 1-bed ground-level apartment, dogs OK

Set in Winchester, VA, this dog-friendly 1-bed, 1-bath ground-level apartment has been completely renovated and is ready for move-in. Dogs up to 25 pounds are considered case-by-case with additional deposit and $25 monthly pet rent. Water, sewer, and trash add $25 monthly to rent.

133 Woodrow Rd - Photo 1 of 1

5d+ ago

House for rent in Winchester

Minutes to Downtown Winchester

133 Woodrow Rd, Winchester, VA 22602

On-site laundry

3 beds

3 baths

$2,300

House for rent

Available Jun 6

3-bed Winchester house with finished basement

Set in Winchester, VA, this pet-friendly 3-bed, 3-bath house sits on a quarter-acre lot minutes from downtown. The 2,468 sqft layout features granite counters, stainless appliances, and laminate floors throughout. A finished basement adds a recreation room with pool table, full bath, and laundry - a fit for pet owners with nearby grooming services and supply stores.

422 W Clifford St ##1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

422 W Clifford St ##1, Winchester, VA 22601

In-unit laundry | Air conditioning | Hardwood floor

2 beds

1 bath

$1,695

Apartment for rent

2-bed Winchester apartment with huge deck

This 2-bed, 1-bath apartment in Winchester features hardwood floors, high ceilings, and a huge private deck. Located just a 5-minute walk to Old Town, the unit includes air conditioning, ample storage, shared washer/dryer, and a stylish marble tile bathroom. Ideal for graduate students or young professionals seeking a quiet neighborhood setting.

3107 Shawnee Dr ##7 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

3107 Shawnee Dr ##7, Winchester, VA 22601

In-unit laundry | Air conditioning | Hardwood floor

2 beds

1.5 baths

$1,529

House for rent

Renovated 2-bed townhouse near Shenandoah Univ

Set in Winchester, VA, this 2-bed, 1.5-bath townhouse features a renovated eat-in kitchen with granite counters and stainless steel appliances. Hardwood-like floors, in-unit laundry, individual HVAC controls, and spacious bedrooms with large closets complete the two-level layout. Located 1 mile from Valley Avenue shopping and 9 minutes from Shenandoah University.

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3103 Shawnee Dr ##7 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

3103 Shawnee Dr ##7, Winchester, VA 22601

In-unit laundry | Air conditioning | Hardwood floor

2 beds

1.5 baths

$1,499

House for rent

Renovated 2-bed townhouse near Shenandoah University

Set in Winchester, VA, this 2-bed, 1.5-bath townhouse features a renovated eat-in kitchen with granite counters and stainless steel appliances. Hardwood-like floors, full-size washer and dryer, individually controlled HVAC, and spacious bedrooms with large closets complete the two-level layout. Located 1 mile from Valley Avenue shopping and 9 minutes from Shenandoah University.

224 East St #224 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

224 East Street - 224

224 East St #224, Winchester, VA 22601

2 beds

1 bath

$1,395

House for rent

Available Jun 1

Updated 2-bed Winchester townhouse with basement

This 2-bed, 1-bath townhouse in Winchester features freshly refinished hardwood floors throughout and an updated kitchen and bath. The 1,140 sqft layout includes a full unfinished basement with washer/dryer hookup and a play area for kids. Pet-friendly with oil heat, plus top-rated elementary and middle schools within a quarter mile.

422 W Clifford St #4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

SINGLE_FAMILY - Colonial - WINCHESTER, VA

422 W Clifford St #4, Winchester, VA 22601

In-unit laundry | Air conditioning | Hardwood floor

2 beds

1 bath

$1,395

Apartment for rent

Renovated 2-bed downtown Winchester apartment

Located in Winchester, VA, this newly renovated 2-bed, 1-bath apartment sits in downtown's walking district. The 750 sqft colonial-style unit features granite counters, stainless appliances including dishwasher, hardwood floors throughout, and marble tile bath. Shared laundry, ample storage, and air conditioning complete the layout.

3103 Shawnee Dr ##6 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

1 bed

1 bath

$1,099

Apartment for rent

Renovated 1-bed ground-level Winchester apartment

Set in Winchester, VA, this completely renovated 1-bed, 1-bath ground-level apartment is move-in ready with fresh updates throughout. Water, sewer, and trash add $25 monthly to rent. Pets considered case-by-case with deposit and $25 monthly pet rent in this no-smoking building.

114 Providence Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

4 beds

2 baths

$2,195

Apartment for rent

4-bed apartment with finished basement

Set in Winchester, VA, this 4-bed, 2-bath apartment features a fully finished basement and sits on a quiet cul-de-sac. Currently undergoing owner renovations before move-in, the unit offers extra living space downstairs. Pets considered case-by-case with deposit, and no smoking allowed.

540 Bellview Ave - Photo 1 of 1

5d+ ago

House for rent in Winchester

SINGLE_FAMILY - Rambler - WINCHESTER, VA

540 Bellview Ave, Winchester, VA 22601

Hardwood floor | Storage | Fireplace

3 beds

1 bath

$1,950

$1,850

Price drop

House for rent

3-bed rambler with fireplace near Old Town

A house in Winchester, VA, this rambler-style 3-bed, 1-bath house sits just 5 minutes from historic Old Town Winchester with convenient I-81 access for commuting. The 1,280 sqft layout features hardwood floors throughout, a spacious living room with fireplace, formal dining room, and kitchen with backyard access. A fully fenced yard and unfinished basement add outdoor space and storage.

108 Martin Dr - Photo 1 of 1

5d+ ago

House for rent in Winchester

SINGLE_FAMILY - Ranch - WINCHESTER, VA

108 Martin Dr, Winchester, VA 22602

On-site laundry | Storage | Outdoor space

2 beds

1 bath

$1,390

House for rent

2-bed brick ranch near Route 7 and I-81

Set in Winchester, VA, this 2-bed, 1-bath brick ranch sits on a quiet corner lot with quick access to Route 7 and I-81 for commuters. The 997 sqft open floor plan features large windows, an eat-in kitchen with ample cabinetry, and indoor laundry with direct yard access. An attached carport and separate storage room add practical convenience.

629 Watson Ave #1 - Photo 1 of 1

5d+ ago

House for rent in Winchester

629 Watson Ave

629 Watson Ave #1, Winchester, VA 22601

In-unit laundry | Hardwood floor | Outdoor space

3 beds

1.5 baths

$2,400

House for rent

3-bed Winchester house with fenced yard & parking

Set in Winchester, VA, this 3-bed, 1.5-bath house offers 1,760 sqft with a partially finished basement and fenced yard. Located on a quiet no-outlet street, the house includes washer/dryer hookups, hardwood floors, and private rear parking with additional off-street spaces - a fit for remote workers with downtown Winchester just a 15-minute walk away.

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312 E Piccadilly St - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

TOWNHOME - Colonial - WINCHESTER, VA

312 E Piccadilly St, Winchester, VA 22601

Hardwood floor | Outdoor space

3 beds

1.5 baths

$2,225

House for rent

Colonial 3-bed townhouse near Old Town Mall

Set in Winchester, VA, this colonial-style 3-bed, 1.5-bath townhouse sits just two blocks from the Old Town Pedestrian Mall. The 1,260 sqft layout features gleaming hardwood floors, updated tile bathrooms, stainless steel appliances, and a private backyard with off-street parking. Water included in rent, with top-rated schools within half a mile.

314 E Piccadilly St - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

TOWNHOME - Colonial - WINCHESTER, VA

314 E Piccadilly St, Winchester, VA 22601

In-unit laundry | Garage parking | Hardwood floor

3 beds

1.5 baths

$2,225

House for rent

Colonial 3-bed townhouse near Old Town Mall

This 3-bed, 1.5-bath colonial townhouse sits just two blocks from Winchester's Old Town Pedestrian Mall. The 1,260 sqft layout features gleaming hardwood floors, updated tile bathrooms, stainless steel appliances, and a private backyard with front porch. Water included in rent, off-street parking, and walking distance to downtown shopping and dining.

222 S Kent St - Photo 1 of 1
New construction

5d+ ago

House for rent in Winchester

SINGLE_FAMILY - Cottage - WINCHESTER, VA

222 S Kent St, Winchester, VA 22601

1 bed

1 bath

$1,100

House for rent

Cottage-style tiny home in downtown Winchester

Set in Winchester, VA, this detached cottage-style tiny home offers 1-bed, 1-bath living in 352 sqft with central air and forced-air heat. The efficient layout provides low-maintenance downtown living near Old Town Winchester restaurants, shops, and major commuter routes. Pets considered case-by-case, making it ideal for minimalist living with convenient city access.

206 Emily Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

TOWNHOME - Other - WINCHESTER, VA

206 Emily Ln, Winchester, VA 22602

In-unit laundry | Dishwasher | Outdoor space

3 beds

2.5 baths

$1,700

House for rent

3-bed townhouse with large kitchen & parking

Set in Winchester, VA, this 3-bed, 2.5-bath townhouse offers generously sized living areas and a large kitchen across 1,344 sqft. The two-story layout includes in-unit laundry, dishwasher, and heat pump heating. Two designated parking spots and outdoor space add convenience, with a grocery store just 0.1 miles away.

402 S Loudoun St #5 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

APARTMENT - Contemporary - WINCHESTER, VA

402 S Loudoun St #5, Winchester, VA 22601

Storage

Studio

1 bath

$1,300

Apartment for rent

Historic studio apartment near downtown mall

Right in Winchester, VA, this studio apartment sits in a restored 1900 brick building steps from the Historic Pedestrian Mall. The 3,020 sqft contemporary unit features brand new kitchen and bath appliances, original Victorian details like period doors and molding, plus built-in storage throughout. Multiple floors and a basement add extra space, with downtown dining, coffee, and live music all within walking distance.

142 N Washington St #7 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

142 N Washington St #7, Winchester, VA 22601

1 bed

1 bath

$1,300

Apartment for rent

1-bed Winchester apartment near Old Town Mall

This 6,462 square-foot apartment in Winchester, VA includes 1-bed, 1-bath living with water, sewer, and trash covered in rent. Located minutes from Old Town Winchester Walking Mall, the brick building unit features hot water heating and window AC units. Walk to local shops, restaurants, and Kimberly's across the street, with Shenandoah University 9 minutes away and I-81 access for commuting.

1725 Henry Ave #101 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

1725 Henry Ave #101, Winchester, VA 22601

Air conditioning | Central heat | Ceiling fan

1 bed

1 bath

$1,425

Apartment for rent

Renovated 1-bed near downtown Winchester

Set in Winchester, VA, this fully renovated 1-bed, 1-bath apartment at King Henry Apartments features modern finishes and brand-new appliances. The updated kitchen includes a dishwasher, refrigerator, microwave, and garbage disposal, plus central air and off-street parking. Located 5 minutes from Old Town Winchester and 6 minutes from Shenandoah University.

1725 Henry Ave #106 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

1725 Henry Ave #106, Winchester, VA 22601

Air conditioning | Central heat | Ceiling fan

1 bed

1 bath

$1,425

Apartment for rent

Renovated 1-bed near downtown Winchester

Set in Winchester, VA, this fully renovated 1-bed, 1-bath apartment at King Henry Apartments features modern finishes and brand-new appliances. The updated kitchen includes a dishwasher, refrigerator, microwave, and garbage disposal, plus central air and off-street parking. Located 5 minutes from Old Town Winchester and 6 minutes from Shenandoah University.

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215 Millwood Ave - Photo 1 of 1

5d+ ago

House for rent in Winchester

House for rent

Pet-friendly 3-bed duplex with water included

Set in Winchester, VA, this pet-friendly 3-bed, 1.5-bath duplex includes water and sewer in the $1,800 monthly rent. The layout features a refrigerator, range, and storage building - a fit for pet owners with 6 pet supply stores nearby, no breed restrictions, and a dog park within a mile. Top-rated schools sit within 0.3 and 0.6 miles.

304 Chatham Sq - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

TOWNHOME - Colonial - WINCHESTER, VA

304 Chatham Sq, Winchester, VA 22601

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

3 beds

1.5 baths

$1,800

House for rent

3-bed colonial townhouse near Rt. 7 and I-81

3-bed townhouse in Winchester, VA, offers a great commuter location convenient to Rt. 7 and I-81. This 1,214 sqft colonial-style layout features hardwood floors, in-unit laundry, and 1.5 baths across three levels. The kitchen includes table space with large windows for natural light, while upstairs bedrooms provide ample closet space. A fenced backyard with patio and deck adds outdoor appeal.

2000 Martinsburg Pike #2000 - Photo 1 of 1

5d+ ago

House for rent in Winchester

2000 Martinsburg Pike - 2000

2000 Martinsburg Pike #2000, Winchester, VA 22603

4 beds

1.5 baths

$2,295

House for rent

Available Jun 1

4-bed Winchester house near I-81 with well water

House in Winchester, VA, this spacious 4-bed, 1.5-bath house sits minutes from I-81 in Stephenson for easy commuting. The 1,970 sqft layout features a large kitchen, spacious rooms, and a full unfinished basement with washer/dryer hookups. Well and septic onsite means no water or sewer bills, plus central air and heat pump keep utilities manageable.

525 Gray Ave #2 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

525 Gray Ave #2, Winchester, VA 22601

In-unit laundry | Outdoor space

2 beds

1.5 baths

$1,600

House for rent

2-bed pet-friendly townhouse with utilities

Set in Winchester, VA, this renovated 2-bed, 1.5-bath townhouse includes water, sewer, exterior maintenance, and lawn care in rent. The 925 sqft layout features two floors with central air, washer/dryer hookups, and outdoor space. Pet-friendly with monthly fee and ready for immediate move-in.

1816 Valley Ave #7 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

APARTMENT - Other - WINCHESTER, VA

1816 Valley Ave #7, Winchester, VA 22601

On-site management

1 bed

1 bath

$995

Apartment for rent

Studio apartment with utilities and WiFi included

Located in Winchester, VA, this freshly remodeled studio apartment includes all utilities and WiFi at no charge. The 500 sqft unit features central air and stone exterior, with flexible short-term or yearly lease options available. Walking distance to downtown shops, restaurants, and entertainment, plus on-site laundromat and management for convenience.

105 Fay St - Photo 1 of 1

5d+ ago

House for rent in Winchester

SINGLE_FAMILY - Ranch - WINCHESTER, VA

105 Fay St, Winchester, VA 22602

In-unit laundry | Air conditioning | Storage

3 beds

1.5 baths

$2,000

House for rent

3-bed brick ranch with fenced yard & storage

Set in Winchester, VA, this 3-bed, 1.5-bath brick ranch offers comfortable one-level living with a cozy den and large family room. The 1,636 sqft layout includes updated kitchen appliances, central air, and in-unit laundry. A fenced rear yard with patio and large storage shed adds outdoor space, while the location provides easy access to Route 37 and Interstate 81 for commuting.

220 E Whitlock Ave #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

220 E. Whitlock Avenue - 1

220 E Whitlock Ave #1, Winchester, VA 22601

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

2 beds

1 bath

$1,445

House for rent

Available Jun 5

2-bed Winchester townhouse near Shenandoah Univ

This 2-bed, 1-bath townhouse in Winchester sits convenient to Shenandoah University, shopping and restaurants. Hardwood floors span the main and upper levels, while the eat-in kitchen features LVP flooring and comes with stove, refrigerator, and microwave. A bonus room and laundry connections in the basement add functionality, plus two outdoor areas for entertaining with a top-rated elementary school just 0.2 miles away.

222 E Whitlock Ave #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

222 East Whitlock Avenue - 1

222 E Whitlock Ave #1, Winchester, VA 22601

3 beds

1 bath

$1,550

House for rent

Available Jun 5

3-bed Winchester townhouse near top schools

Sitting in Winchester, VA, this 3-bed, 1-bath townhouse offers 1,000 sqft across two stories plus a basement. Mixed hardwood, vinyl, and carpet flooring flows through the layout, with stove and refrigerator included plus washer/dryer connections. The in-town location sits just blocks from Valley Avenue and Millwood Pike, with a top-rated elementary school under 0.2 miles away.

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323 Russelcroft Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

323 Russelcroft Rd, Winchester, VA 22601

Air conditioning | On-site laundry | Assigned parking

4 beds

2 baths

$2,500

Apartment for rent

4-bed Winchester apartment with pool & parking

Set in Winchester, VA, this 4-bed, 2-bath apartment offers 1,534 sqft with central heat and A/C, assigned parking, and laundry hookups. A fit for remote workers with quiet surroundings and multiple internet options nearby. The complex adds a swimming pool and courtyard, with Valley Health just 11 minutes away and a top-rated elementary school within half a mile.

619 S Cameron St #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

619 S Cameron St #2, Winchester, VA 22601

In-unit laundry | Hardwood floor | Outdoor space

1 bed

1 bath

$1,600

Apartment for rent

1-bed Winchester apartment with original hardwood

Located in Winchester, VA, this 1-bed, 1-bath apartment in a colonial duplex offers 2,124 sqft with original hardwood floors and in-unit laundry. The bright unit includes water and sewer in rent, plus a shared yard and walking distance to Old Town Winchester's shops and dining.

8 W Monmouth St - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

TOWNHOME - Other - WINCHESTER, VA

8 W Monmouth St, Winchester, VA 22601

3 beds

1.5 baths

$1,600

House for rent

3-bed townhouse near top-rated Winchester schools

Quietly set in Winchester, VA, this 2-story townhouse offers 3-bed, 1.5-bath living with a spacious kitchen and dining area. The 1,316 sqft layout features a main-level half bath, generously sized upstairs bedrooms, and heat pump heating. Close to shopping, dining, and commuter routes with a top-rated high school just 0.4 miles away.

619 S Cameron St #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

619 S Cameron St #1, Winchester, VA 22601

In-unit laundry | Hardwood floor | Ceiling fan

1 bed

1 bath

$1,600

Apartment for rent

1-bed Winchester apartment with in-unit laundry

Set in Winchester, VA, this 1-bed, 1-bath apartment offers 1,000 sqft of charming living space with original hardwood floors and in-unit washer and dryer. Walking distance to Old Town Winchester, the bright unit includes central air, ceiling fan, and shared outdoor space. Water and sewer included in rent.

44 S Loudoun St #8 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

44 S Loudoun St #8, Winchester, VA 22601

Assigned parking | Storage | Residents lounge

1 bed

1 bath

$1,700

Apartment for rent

1-bed downtown Winchester apt with sunroom

Set in Winchester, VA, this 1-bed, 1-bath apartment sits right on the Walking Mall surrounded by local shops and restaurants. The layout includes an attached sunroom perfect for a home office or reading nook, plus plenty of storage throughout. Assigned parking in a private lot adds convenience rare for this historic downtown location.

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Updated: June 15, 2026

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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?

Winchester's 2025 rental market shows one-bedroom apartments averaging around $1,300 per month, while two-bedroom units rent for around $1,600 monthly. These figures represent the current market rates across the city's available inventory.

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

January offers the lowest rental costs in Winchester, while December sees the highest rent levels throughout the year. This seasonal pattern creates approximately a 10% difference between peak and off-peak pricing, making early-year apartment hunting more budget-friendly.

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?

Winchester rentals rarely include utilities as part of the rent, with only 0.04% of total listings offering this arrangement. Across all bedroom types, fewer than 1% of apartments include utilities, making separate utility payments the standard expectation for renters.

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

Winchester's rental market features predominantly older architectural styles, with Colonial properties from the 1600s through 1800s representing nearly 50% of available rentals. Contemporary architecture accounts for only 14.2% of the market, while post-World War II Rambler-style homes make up 16.7% of inventory.

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 2026 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 rentals150
💰Best rent deal1816 Valley Ave #7
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos