Section Image Section Image

Explore Similar Condos Within 10 Miles of Middleway, WV

  • /12

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    21 S Stewart St Unit 4, Winchester, VA 22601

    Charming Remodeled 2-Bedroom Apartment Near Old Town Winchester!Enjoy the perfect mix of comfort and convenience in this beautifully remodeled 2 bedroom, 2 bathroom apartment located just steps from historic Old Town Winchester. This spacious unit features modern updates, in-unit laundry, and a fully fenced private yard—ideal for relaxing or entertaining. You'll also love the generous storage

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 781-1596

    21 S Stewart St Unit 4, Winchester, VA 22601
  • /32

    $2,700 per month

    • 2 Beds
    • 1.5 Baths
    • 1,369 Sq Ft
    • Condo for Rent

    6 E Cecil St, Winchester, VA 22601

    Charming Historic 2-Bedroom Rental Just Two Blocks from the Loudoun Street Walking Mall! Live steps from downtown in this beautifully appointed duplex featuring 2-bedrooms and an additional small office/den upstairs. The home is full of historic character and modern comfort, boasting original hardwood floors, soaring ceilings, and timeless architectural charm throughout. A dedicated dining room

    Agent Photo

    Jeanne Mezzatesta

    Colony Realty

    (540) 452-9535

    6 E Cecil St, Winchester, VA 22601
  • /11

    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 690 Sq Ft
    • Condo for Rent

    800 Thomas Ct Unit 1-, Winchester, VA 22601

    Well maintained one bedroom apartment has stackable washer and dryer, stove, refrigerator, dishwasher, and microwave. The bedroom has a walk in closet and is 11' x 13'. The living/dining room is 21'4 x 11' . The kitchen is 8'8' x 7'6 and has a hall closet throughout the apartment. The water, sewer, and trash is included in the rent, dumpster is on site. Due to high interest we will show the

    800 Thomas Ct Unit 1-, Winchester, VA 22601
  • /8

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    202 S Samuel St Unit 201, Charles Town, WV 25414

    Very nice 1 bedroom apartment in downtown Charles Town, includes appliances and heating units. Nice safe area, unit includes water, sewer, trash and electric! Can't beat the price. Won't last long, call today for a showing. Credit, criminal and eviction check will be completed. Must have security deposit and first months rent to move in. One pet considered on case by case basis. All applications

    Donna Marrone DM Executive Properties, LLC

    202 S Samuel St Unit 201, Charles Town, WV 25414
  • /13

    $1,400 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    542 N Loudoun St Unit A, Winchester, VA 22601

    542 N Loudoun St Unit A, Winchester, VA 22601
  • /6

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 2,431 Sq Ft
    • Condo for Rent

    506 N Loudoun St Unit 1, Winchester, VA 22601

    Large 1 bedroom 1 bath apartment with rear porch in Historic downtown Winchester, only a few blocks away from the walking mall. Hardwood floors throughout, large kitchen, original wood built-ins, and washer/dryer hookups. Landlord pays water/sewer, and trash. Parking area behind the building or street parking. No smoking, Pets case by case. VAR or NVAR rental application w/ $50 per person

    Mandie Gladwell OliveTree Property Group, LLC

    506 N Loudoun St Unit 1, Winchester, VA 22601
  • /18

    $1,450 per month

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Condo for Rent

    854 W Washington St Unit 3, Charles Town, WV 25414

    Only a few block from Downtown charles town. Easy access to route 9 and 340 Casino and store with in walking distances. Near school

    854 W Washington St Unit 3, Charles Town, WV 25414
  • /20

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 828 Sq Ft
    • Condo for Rent

    18 1/2 S Braddock St, Winchester, VA 22601

    Beautifully Updated 2-Bedroom Apartment in Historic Old Town Winchester! Enjoy the charm and convenience of Old Town living in this beautifully updated 2-bedroom apartment located above a quiet hair salon. This second story home has its own private entrance and offers a peaceful setting just steps from Winchester’s best restaurants, shops, and the Old Town walking mall. Key Features: Two Spacious

    Danielle Spriggs Real Broker LLC

    18 1/2 S Braddock St, Winchester, VA 22601
  • /5

    $1,295 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    101 S Mildred St Unit B, Ranson, WV 25438

    Two bedroom, 1 bathroom apartment for rent in Ranson, WV. Living room, separate dining area and kitchen with stove and refrigerator. Washer & Dryer included for use.

    101 S Mildred St Unit B, Ranson, WV 25438
  • /7

    $1,250 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    2401 Papermill Rd Unit 5, Winchester, VA 22601

    Move-in ready and recently renovated 2-bedroom apartment conveniently located in Winchester. This bright and updated unit features modern finishes, fresh paint, and low-maintenance flooring throughout. Enjoy easy access to shopping, dining, and major commuter routes while living just minutes from all that Winchester has to offer.No smoking Pets Case by Case

    Amy Emerson-Kerns Cambridge Premier Realty, LLC.

    2401 Papermill Rd Unit 5, Winchester, VA 22601
  • /22

    $1,895 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    446 N Loudoun St Unit 1, Winchester, VA 22601

    Live in this upscale turn of the Century 3 bed 1 bath charmer. Live in old town Winchester just 2 blocks off the Mall. Enjoy everything Old Town has to offer restaurants, shopping, entertainment, and more. This property boasts a modern upgraded kitchen with granite, soft close cabinets, high ceilings with recessed lighting, large kitchen sink, matching stainless Steel appliances and a shelved

    446 N Loudoun St Unit 1, Winchester, VA 22601
  • /14

    $898 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    110 S Charles St Unit 8, Charles Town, WV 25414

    Second floor apartment located in downtown Charles town. Living/kitchen combination with small equipped kitchen. Shared porch area. Laundry room onsite. No smoking. No pets. No off street parking. Water/sewer/trash is include in the monthly rent

    Angela Horner RE/MAX Distinctive Real Estate

    110 S Charles St Unit 8, Charles Town, WV 25414
  • /133

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    342 Fairmont Ave Unit 5 FULLY FURNISHED RENTAL Retro Loves Company, Winchester, VA 22601

    COMPLETELY FURNISHED RENTALPerfect for traveling professionals or students.Furnished one bedroom located behind the beautiful Handley library. This quaint one bedroom apartment is on the 3rd floor of a historic home facing Fairmont Ave. It has terrific views and a spectacular view of fireworks on Apple Blossom, July 4th and New Years Eve. Beautiful details and wainscotting, built in

    342 Fairmont Ave Unit 5 FULLY FURNISHED RENTAL Retro Loves Company, Winchester, VA 22601
  • /11

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    302 N Kent St, Winchester, VA 22601

    Experience the charm of this beautifully renovated 3-bedroom, 2-bathroom Colonial apartment, set to unveil in 2025. Nestled in a serene environment, this unit boasts a timeless brick exterior and a thoughtfully designed layout that exudes warmth and comfort. Enjoy the convenience of in-unit washer and dryer hookups, ensuring effortless laundry days. The property offers an exclusive lifestyle with

    Brandon Pifer Pifer Realty, LLC

    302 N Kent St, Winchester, VA 22601
  • /9

    $900 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    114 S Princess St Unit 5, Shepherdstown, WV 25443

    Cute third floor, one bedroom, one bath apartment with separate living room. Walk to Shepherd University or many other downtown destinations. Building main entrance secured with key pad entry.

    Val Nicole Clark Realty FC, LLC

    114 S Princess St Unit 5, Shepherdstown, WV 25443
  • /7

    $950 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    114 S Princess St Unit 3, Shepherdstown, WV 25443

    Second floor, one bedroom, one bath apartment with galley kitchen and separate living room. Walk to Shepherd University or many other downtown destinations. Building main entrance secured with key pad entry.

    Val Nicole Clark Realty FC, LLC

    114 S Princess St Unit 3, Shepherdstown, WV 25443
  • /10

    $1,050 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    114 S Princess St Unit 1, Shepherdstown, WV 25443

    Ground level apartment with separate entrance in the heart of Shepherdstown, WV. Walk to Shepherd University or many other downtown destinations. This unit features high ceilings and lots of charm. One bedroom, one bath with eat-in kitchen and separate living room. Key pad entry at main entrance.

    Val Nicole Clark Realty FC, LLC

    114 S Princess St Unit 1, Shepherdstown, WV 25443
  • /25

    $1,250 per month

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Condo for Rent

    24 Jackson Ave Unit 2, Winchester, VA 22601

    AFFORDABLE AND CHARMING. Short drive to downtown, Winchester Medical Center, I-81 and Rt. 37. Convenient to shopping and services. Spacious 2-bedroom upstairs apartment with off-street parking in the rear, front porch and a private 16x12 rear deck. Eat-in kitchen with refrigerator and oven/range. No smoking. No pets. Landlord prefers credit scores of 680 or higher, minimum monthly income of 3x

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    24 Jackson Ave Unit 2, Winchester, VA 22601
  • /24

    $1,400 per month

    • 1 Bed
    • 2 Baths
    • 1,173 Sq Ft
    • Condo for Rent

    115 2 Brookland Terrace Unit 2, Winchester, VA 22602

    Beautifully updated one bedroom, two bath condo available for rent! Open floor plan allows for plenty of natural light. Spacious living area off kitchen provides perfect place for relaxing or entertaining. Remodeled kitchen with upgraded cabinets, corian counters and stainless appliances. Separate laundry room provides extra storage and convivence. This condo is convenient to everyday essentials

    Meghan Pachas MAP Property Solutions, LLC.

    115 2 Brookland Terrace Unit 2, Winchester, VA 22602
  • /3

    $1,550 per month

    • 2 Beds
    • 2 Baths
    • 10,843 Sq Ft
    • Condo for Rent

    443 Millwood Ave Unit 2, Winchester, VA 22601

    Beautiful 2 Bedroom apartment with Washer/dryer. Great Location! Over the Restore, close to Shenandoah university. One assigned parking spot with additional street parking. No pets/No smoking. $30 additional monthly charge for water/sewer.

    Steve DuBrueler Coldwell Banker Premier

    443 Millwood Ave Unit 2, Winchester, VA 22601
  • /11

    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • Condo for Rent

    7 Brookland Ct Unit 7, Winchester, VA 22602

    Fresh Paint and Flooring. Comfy, clean, new and ready for you! Large covered deck. Huge bedrooms and living spaces. Pets case by case. 16 month lease preferred.

    William Steinmetz RE/MAX Roots

    7 Brookland Ct Unit 7, Winchester, VA 22602
  • /9

    $1,100 per month

    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    522 N Loudoun St Unit 2, Winchester, VA 22601

    Furnished efficiency ready for occupancy in downtown historic Winchester VA. Just a few blocks away from the downtown walking mall. 3 month minimum lease terms. Utilities included, electric with $100/per month limit and tenant pays anything over the amount. Coin op washer/dryer and off street parking. No animals, no smoking. VAR or NVAR rental application with $50/per person application fee paid

    Mandie Gladwell OliveTree Property Group, LLC

    522 N Loudoun St Unit 2, Winchester, VA 22601
  • /8

    $1,100 per month

    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    522 N Loudoun St Unit 1, Winchester, VA 22601

    Furnished efficiency ready for occupancy in downtown historic Winchester VA. Just a few blocks away from the downtown walking mall. 3 month minimum lease terms. Utilities included, electric with $100/per month limit and tenant pays anything over the amount. Coin op washer/dryer and off street parking. No animals, no smoking. VAR or NVAR rental application with $50/per person application fee paid

    Mandie Gladwell OliveTree Property Group, LLC

    522 N Loudoun St Unit 1, Winchester, VA 22601
  • /14

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 1,076 Sq Ft
    • Condo for Rent

    160 N Loudoun St Unit 202, Winchester, VA 22601

    Your dream of a modern apartment in Historical Winchester has finally arrived! Walk in to this one bedroom, one bathroom apartment and be instantly awed. The kitchen has everything you could need - including tons of cabinet space, granite countertops, a gas range, and a subtle backsplash that gives the room a sleek finish. Living room/dining room combo makes this space feel even bigger! Retire in

    Chris Roszko Colony Realty

    160 N Loudoun St Unit 202, Winchester, VA 22601
  • /19

    $1,375 per month

    • 2 Beds
    • 1 Bath
    • 8,508 Sq Ft
    • Condo for Rent

    113 W Boscawen St Unit 3, Winchester, VA 22601

    3rd floor walk-up apartment. Downtown Winchester is this 2 bedroom, 1 bath apartment featuring an abundancy of light with numerous windows, large rooms and hardwood floors. Primary bedroom has direct access to bathroom. Water, sewer and trash pick-up is provided in the monthly rent as is 1 parking space in the Braddock Street Parking Garage. Tenant is responsible for electricity and natural gas

    Barbara Gaul Jim Barb Realty, Inc.

    113 W Boscawen St Unit 3, Winchester, VA 22601
  • /20

    $3,400 per month

    • 2 Beds
    • 2.5 Baths
    • 1,981 Sq Ft
    • Condo for Rent

    210 E Boscawen St Unit 204, Winchester, VA 22601

    This stunning apartment has nearly 2000 sq ft on one level. Just steps from all of the restaurants, night life and events in Old Town Winchester. The historic Winchester Star building has been renovated for luxury living that includes private parking, a rarity downtown. There are two large bedrooms, each with their own en-suite and walk-in closet, ample living and dining spaces, a separate

    Katie Landi Jordan Samson Properties

    210 E Boscawen St Unit 204, Winchester, VA 22601
  • /32

    $3,100 per month

    • 2 Beds
    • 2 Baths
    • 1,230 Sq Ft
    • Condo for Rent

    210 E Boscawen St Unit 202, Winchester, VA 22601

    This stunning apartment features 9 south facing windows for maximum natural light, just steps from all of the restaurants, night life and events in Old Town Winchester. The historic Winchester Star building has been renovated for luxury living that includes private parking, a rarity downtown. Two large bedrooms, each with their own en-suite and walk-in closet are set apart by the open space

    Katie Landi Jordan Samson Properties

    210 E Boscawen St Unit 202, Winchester, VA 22601
  • /8

    $1,300 per month

    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    4 W Cork St Unit 5, Winchester, VA 22601

    Welcome to Apartment 5 at 4 W Cork St., a rare opportunity to live in the heart of historic Old Town Winchester. This spacious studio residence offers a living space with one full bath, blending modern convenience with historic character in a beautifully preserved 1827 mixed-use building.Step inside and enjoy the open-concept layout, highlighted by refinished hardwood floors, exposed

    Patrick Slate Keller Williams Realty

    4 W Cork St Unit 5, Winchester, VA 22601
  • /9

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    120 W 4th Ave Unit 2, Ranson, WV 25438

    This completely renovated, ground-level efficiency apartment has just been fully remodeled (summer 2025) and is ready for you to call home. Every detail has been carefully considered, from the brand-new appliances (including a dishwasher, stacked washer/dryer, refrigerator with icemaker, and electric stove) and enough room to have a meal at your kitchen table. You'll love the efficient mini

    Kristin Higy Dandridge Realty Group, LLC

    120 W 4th Ave Unit 2, Ranson, WV 25438
  • /3

    $995 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    1816 Valley Ave Unit 7, Winchester, VA 22601

    We are okay with Short term or Yearly lease. Please contact Property Manager with inquiries.Freshly Remodeled Studio Apartment available. Centered in the heart of Winchester, walking distance to shops, restaurants, and entertainment. Utilities and WIFI are included at no charge. No pets allowed. Come and enjoy all of what Winchester has to offer. $995 per Month or $275 per WeekOn-site

    Raj Patel Ikon Realty - Ashburn

    1816 Valley Ave Unit 7, Winchester, VA 22601
  • /10

    $1,630 per month

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • Condo for Rent

    129 8 Brookland Terrace Unit 8, Winchester, VA 22602

    Open Tuesday Nov. 4, 12:00-1:15. Freshly painted and new flooring, clean and move-in ready for immediate occupancy. New LVP flooring throughout, new flooring in the bathrooms and new toilets. Light-filled unit with outdoor balcony. New stove and dishwasher just installed. Dogs case-by-case, no cats. Great location just off Rt. 7. Two bedrooms, two full baths, balcony. Credit 680+, 3X income, and

    Leslie Carpenter Compass

    129 8 Brookland Terrace Unit 8, Winchester, VA 22602
  • /27

    $2,100 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    210 E Boscawen St Unit 203, Winchester, VA 22601

    This one bedroom and one bath apartment overlooks the roof onto Vibrissa's beautiful courtyard and mural. You will have a front row seat to live music and super quick access to tons of Apple Blossom events! Easy to clean and maintain LVP flooring has been installed throughout. The kitchen features a beautiful island, tons of cabinet space, with plenty of drawers for easy organizing, and stainless

    Katie Landi Jordan Samson Properties

    210 E Boscawen St Unit 203, Winchester, VA 22601
  • /13

    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • Condo for Rent

    5 Brookland Ct, Winchester, VA 22602

    Well maintained 2 bedroom 2 bath unit on 2nd floor. Gas fireplace and private balcony. Ready for move in. Landlord requires Minimum credit score of 700 and income of 3X the rent. Pets are welcome case by case. No prior evictions. Apply online using RentSpree link. All adults over 18 must apply $35 application fee per applicant.

    Hushai Mesfin Samson Properties

    5 Brookland Ct, Winchester, VA 22602
  • /2

    $1,400 per month

    • 1 Bed
    • 1 Bath
    • 480 Sq Ft
    • Condo for Rent

    903 S Loudoun St Unit 1, Winchester, VA 22601

    Experience the charm of this beautifully renovated 1-bedroom apartment, where modern luxury meets timeless elegance. The open floor plan invites you into a warm living space adorned with rich hardwood flooring and upgraded countertops, perfect for entertaining or relaxing. Enjoy culinary delights in the well-appointed kitchen featuring high-end appliances, including a dishwasher, microwave, and

    Brandon Pifer Pifer Realty, LLC

    903 S Loudoun St Unit 1, Winchester, VA 22601
  • /2

    $1,075 per month

    • 1 Bed
    • 1 Bath
    • 3,324 Sq Ft
    • Condo for Rent

    545 N Loudoun St, Winchester, VA 22601

    Come check out this great basement apartment located in the heart of historic Winchester, VA. This cozy 1 bedroom, 1 bathroom unit offers comfortable living with the convenience of all utilities included. The apartment is pet friendly on a case-by-case basis, with an additional pet deposit and monthly pet fee. A credit and background check are required, and there is a $50 application fee. Don’t

    Robert Adams Weichert Realtors - Blue Ribbon

    545 N Loudoun St, Winchester, VA 22601
  • /8

    $1,050 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    2264 Papermill Rd Unit E, Winchester, VA 22601

    Adorable one-bedroom apartment in Winchester offering comfort and convenience! Off-street parking included, with quick access to major highways and everything Winchester has to offer. Perfect for easy living!Pets case by case

    Amy Emerson-Kerns Cambridge Premier Realty, LLC.

    2264 Papermill Rd Unit E, Winchester, VA 22601
How to Rent a Home