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Homes for Sale in Winchester, VA with 2-Bedrooms

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  • /2

    $250,000

    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    523 Monticello St, Winchester, VA 22601

    Sold "As-IS" Nice investment or starter property. Needs a little updating. Hardwoods throughout upstairs and living room downstairs. This price includes 525 Monticello lot. Tax ID #330-02-19. If any questions call listing agent. Agent related to seller.

    Agent Photo

    Ned Stock

    Berkshire Hathaway HomeServices PenFed Realty

    (540) 305-3611

    523 Monticello St, Winchester, VA 22601
  • /11

    $624,880 New Construction

    • 2 Beds
    • 2 Baths
    • 2,658 Sq Ft

    159 Williamson Rd, Winchester, VA 22602

    Builder Photo

    Richmond American Homes

    Builder

    159 Williamson Rd, Winchester, VA 22602
  • /2

    $295,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    704 Watson Ave, Winchester, VA 22601

    Beautifully Maintained Bungalow in a Prime Location! This very well-kept home offers 2 bedrooms and 1 full bath on the main level, showcasing pride of ownership throughout. Ideally located just blocks from shopping, coffee shops, and all the conveniences the city has to offer, this property combines comfort with unbeatable accessibility. Enjoy a spacious eat-in kitchen with plenty of room for a

    Agent Photo

    Carlos Soares

    Samson Properties

    (540) 530-4023

    704 Watson Ave, Winchester, VA 22601
  • /18

    $270,000

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    2640 Limestone Ct, Winchester, VA 22601

    Discover this charming Colonial-style townhouse nestled in the desirable Limestone Court community. Built in 1994, this end-unit home offers a perfect blend of comfort and convenience. With 2 spacious bedrooms and 1.5 bathrooms, it's ideal for those seeking a cozy yet functional living space. The brick exterior exudes timeless appeal, while the efficient layout maximizes every square foot. Enjoy

    Agent Photo

    Ned Stock

    Berkshire Hathaway HomeServices PenFed Realty

    (540) 329-1991

    2640 Limestone Ct, Winchester, VA 22601
  • /26

    $275,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    719 Smithfield Ave, Winchester, VA 22601

    Bringing all the bungalow love! This 2 bed/1 bath home is move-in ready after a 2025 Refresh+. Fresh paint inside & out, new windows, new kitchen--the works: appliances, countertops, cabinets, sink, faucet; new bathroom, new LVP floors throughout, new light fixtures, baseboards, switches and outlets, new electric service line & fresh gravel for the driveway. 2 car detached garage (22' x 25') has

    Agent Photo

    Anna Fox

    NextHome Realty Select

    (540) 590-5180

    719 Smithfield Ave, Winchester, VA 22601
  • /32

    $379,999

    • 2 Beds
    • 2 Baths
    • 1,554 Sq Ft

    151 Mccormick Cir Unit 201, Winchester, VA 22602

    Price improvement!! Experience Effortless 55+ Living at Winchester Landing – The Sapphire by Ryan Homes Discover the perfect blend of comfort and convenience in the Sapphire model, a spacious single-level condo offering over 1,500 sq. ft. of thoughtfully designed living space. The open-concept layout seamlessly connects a modern kitchen, large island, and bright great room, creating an inviting

    Agent Photo

    Rhonda Shade

    ERA Oakcrest Realty, Inc.

    (540) 787-2320

    151 Mccormick Cir Unit 201, Winchester, VA 22602
  • /23

    $459,990 New Construction

    • 2 - 3 Beds
    • 1 Bath
    • 1,564+ Sq Ft

    Hemingway Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

    Welcome to your ideal one-level villa- the Hemingway! This thoughtfully designed home centers around a spacious kitchen, perfect for both daily life and entertaining guests. The main level offers two generous bedrooms, including a primary suite featuring a large walk-in closet and a private en suite bathroom for ultimate comfort. Convenience is key with a laundry room located just off the 2-car

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578850, Winchester, VA 22603
  • /17

    $255,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    136 Parkside Dr, Winchester, VA 22602

    Great Investment property or 1st home! Charming and spacious 2 bedroom, 1.5 baths Townhouse. Extra large living room has hardwood floors, lots of natural light, Eat in Kitchen with full size washer & dryer and powder room on the main level. Back door opens to fenced backyard with small storage area. Upstairs has two XL large bedrooms (can fit a king & queen bed), both with hardwood floors, 2

    Nancy Tessman EXP Realty, LLC

    136 Parkside Dr, Winchester, VA 22602
  • /23

    $235,000

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    228 Graywolf Trail, Winchester, VA 22602

    Move‐in ready 2 bedroom, 1 bath rancher featuring easy one‐level living and a covered front porch on a quiet lot. This home has been updated throughout, including LVP flooring, mini‐split heating and cooling with back up propane wall heat, new water heater, updated kitchen, and new washer and dryer.A circular driveway provides convenient access, and the nice‐sized outbuilding with electric

    Julie Shiley Coldwell Banker Realty

    228 Graywolf Trail, Winchester, VA 22602
  • /41

    $355,000

    • 2 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    132 Seabreeze Ln, Winchester, VA 22602

    Amazing, end-unit townhome tucked in the back of sought after Windstone. Enjoy your own outdoor oasis from the spacious deck with stairs, overlooking the expanded, fully fenced yard, and surrounded by wooded common area behind and on the side. The inside is wonderfully kept, having been beautifully renovated , this home is truly a show-stopper! The main floor features updated flooring and paint

    Lisa Gill ERA Oakcrest Realty, Inc.

    132 Seabreeze Ln, Winchester, VA 22602
  • /30

    $224,990

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    610 Puma Trail, Winchester, VA 22602

    Tucked away at the end of the neighborhood and surrounded by serene woods, 610 Puma Trl offers the perfect blend of privacy and charm. This adorable 2-bedroom, 1-bath rancher is a true retreat, featuring modern updates and a warm, inviting layout. Enjoy peaceful living with beautiful natural surroundings while still being conveniently located near town. A rare opportunity to own your own slice of

    James Podoley EXP Realty, LLC

    610 Puma Trail, Winchester, VA 22602
  • /23

    $314,900

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    151 Mccormick Cir Unit 105, Winchester, VA 22602

    Welcome to refined 55+ living in the highly sought-after Winchester Landing Commons. This exceptional ground-floor residence offers two bedrooms and two full baths, showcasing model-quality finishes and sun-drenched interiors with beautiful views. Designed for both comfort and convenience, this unit features a rare private entrance in addition to the main building access. The thoughtfully

    Mike Campbell EXP Realty, LLC

    151 Mccormick Cir Unit 105, Winchester, VA 22602
  • /25

    $240,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    303 Fox Dr, Winchester, VA 22601

    Major Price Reduction! Welcome to this beautifully renovated 2-bedroom, 1-bath ranch-style home nestled in the peaceful, private community of Wild Acres. Surrounded by trees, this cozy 960 sq ft retreat offers the perfect blend of modern updates and natural charm. Inside, you’ll find a bright, refreshed interior with thoughtful updates throughout. Major improvements—including a new well, septic

    Brandy Clem Johnston and Rhodes Real Estate

    303 Fox Dr, Winchester, VA 22601
  • /43

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,405 Sq Ft

    1851 Melvor Ln, Winchester, VA 22601

    Extremely well-maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+ community. This main-level living home features an open floor plan, vaulted ceiling, solar tubes for natural light, and a cozy gas fireplace in the living room. The primary suite offers a private bath, while a bright Florida room provides additional space for relaxing or entertaining. Step outside to

    RoxAnn Grimes RE/MAX Roots

    1851 Melvor Ln, Winchester, VA 22601
  • /21

    $529,900

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    105 Amberfield Ct, Winchester, VA 22602

    Move in Ready!!! Nestled in the serene enclave of Abram's Chase and located within minutes of Historic downtown Winchester, the hospital, restaurants and shopping. This exquisite Craftsman-style home features 2 bedrooms, a private study and 2 bathrooms. It is designed for those seeking a refined lifestyle in a vibrant senior community, with an age requirement of 55 and above. A quality-built home

    Cynthia Butler Samson Properties

    105 Amberfield Ct, Winchester, VA 22602
  • /29

    $279,900

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    111 Genesee Trail, Winchester, VA 22602

    Remodeled rancher on 4 lots totaling 1.41 acres. Cute 2 bedroom 1 bath home freshly painted with new luxury vinyl planking throughout the entire house. Brand new bathroom with tub /shower. Open floor plan with bedrooms on each end of the house for privacy. 2 sheds that convey to store whatever your heart desires. Front deck to be stained as soon as weather permits. Come out and and enjoy all the

    Jacquelyn Rizzari MarketPlace REALTY

    111 Genesee Trail, Winchester, VA 22602
  • /34

    $245,000

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    177 Dicks Hollow Rd, Winchester, VA 22603

    Newly remodeled turn-key starter home with modern updates. 2-bedroom 1-bathroom rancher just minutes from Winchester! Situated on a private .29-acre lot that backs to trees, this home offers peaceful country living with convenient access to Route 50 and town amenities. Interior features include luxury vinyl plank flooring throughout, stainless steel appliances, upgraded countertops, and a modern

    Sheila Pack RE/MAX Roots

    177 Dicks Hollow Rd, Winchester, VA 22603
  • /51

    $309,000

    • 2 Beds
    • 3.5 Baths
    • 1,740 Sq Ft

    218 Tudor Dr, Winchester, VA 22603

    OPTIONAL THIRD BEDROOM! Welcome home to this beautifully updated townhome tucked away in a private, peaceful neighborhood—yet just minutes from major commuter routes, everyday amenities, and only 5 minutes to downtown Winchester! This bright and inviting home features fresh paint throughout, brand-new carpet, updated outlets, switches, lighting, and two new toilets—making it truly move-in ready.

    Stephanie Feltner Realty ONE Group Old Towne

    218 Tudor Dr, Winchester, VA 22603
  • /47

    $311,000

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    151 Mccormick Cir Unit 203, Winchester, VA 22602

    Welcome to Winchester Landing, a 55+ condominium community offering comfort, convenience, and low-maintenance living. This secured building provides added peace of mind for residents. This well-designed 2-bedroom, 2-bath condo features a combination kitchen and dining area that opens to a spacious family room—perfect for everyday living. The primary suite features a walk-in shower and ample

    RoxAnn Grimes RE/MAX Roots

    151 Mccormick Cir Unit 203, Winchester, VA 22602
  • /21

    $384,900

    • 2 Beds
    • 1.5 Baths
    • 1,186 Sq Ft

    711 E Cork St, Winchester, VA 22601

    This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

    Marco Novillo Spring Hill Real Estate, LLC.

    711 E Cork St, Winchester, VA 22601
  • /45

    $285,000

    • 2 Beds
    • 1 Bath
    • 997 Sq Ft

    108 Martin Dr, Winchester, VA 22602

    Charming brick rambler situated on a spacious corner lot, just minutes from Route 7 and I-81—an ideal location for commuters. The property offers a driveway and a carport, perfect for convenient parking or doubling as a shaded outdoor space for entertaining, along with generous storage space. Inside, you’ll find an open-concept living room and eat-in kitchen with large windows that let in plenty

    Heloisa Amar Samson Properties

    108 Martin Dr, Winchester, VA 22602
  • /32

    $364,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,590 Sq Ft

    203 Crestwood Ln, Winchester, VA 22602

    Property is back on the market due to buyer’s home sale contingency not being satisfied—no fault of the seller.Welcome home to this well-maintained property located in an established Winchester neighborhood. The property features a functional main-level layout with a bright living area and a sunroom that adds additional usable space. Recent updates include a roof installed around 5 years ago,

    Jen Richards MarketPlace REALTY

    203 Crestwood Ln, Winchester, VA 22602
  • /29

    $269,900

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft

    1125 Conway St, Winchester, VA 22601

    Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer! Great Location close to shopping & restaurants. Great for commuters as well as it's on the East side of

    Jodi Costello ERA Oakcrest Realty, Inc.

    1125 Conway St, Winchester, VA 22601
  • /7

    $239,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    139 Little River Dr, Winchester, VA 22602

    Rebecca Sims Century 21 Redwood Realty

    139 Little River Dr, Winchester, VA 22602
  • /20

    $474,990 New Construction

    • 2 Beds
    • 1 Bath
    • 1,564 Sq Ft

    110 Carnation Way, Winchester, VA 22603

    Welcome to your ideal one-level villa- the Hemingway! This thoughtfully designed home centers around a spacious kitchen, perfect for both daily life and entertaining guests. The main level offers two generous bedrooms, including a primary suite featuring a large walk-in closet and a private en suite bathroom for ultimate comfort. Convenience is key with a laundry room located just off the 2-car

    Brookfield Residential Builder
    110 Carnation Way, Winchester, VA 22603
  • /20

    $349,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,152 Sq Ft

    212 Falcon Trail, Winchester, VA 22602

    3-31-26 Under roof and trades start 3-30-26. Delivery end of April. 1/3 Acre – No Carpet!This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential.Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops.Open Layout: Bright family room and a spacious kitchen/dining area perfect for

    Jim Thomson Realty ONE Group Old Towne

    212 Falcon Trail, Winchester, VA 22602
  • /23

    $349,900 New Construction

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft

    116 Pinto Trail, Winchester, VA 22602

    The Perfect Starter Home Awaits! 3-26-26 almost done. Granite and septic going in and final clean up grading and seed and straw beginning. Ready for you within 30 days.Comcast/Xfinity available on this street. New plan on almost 1/3 of acre! Affordable new home close to town with full unfinished basement (two double windows and walkout exit with ruff in for future bath) for future needs.

    Jim Thomson Realty ONE Group Old Towne

    116 Pinto Trail, Winchester, VA 22602
  • /22

    $469,990 New Construction

    • 2 - 3 Beds
    • 1 Bath
    • 1,670+ Sq Ft

    Fitzgerald Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

    Welcome to your dream one-level villa, the Fitzgerald! This beautifully designed home features a central kitchen that serves as the heart of the house, perfect for both everyday living and entertaining. The main level includes two spacious bedrooms, including a luxurious primary suite with an expansive walk-in closet and an en suite bathroom for your comfort and privacy. Additionally, you'll find

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578849, Winchester, VA 22603
  • /2

    $250,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft

    149 Royal Ave, Winchester, VA 22602

    Welcome to 149 Royal Avenue, a charming Winchester home offering 2 bedrooms, 1 full bath, and approximately 936 square feet of comfortable living space. Built in 1943, this home blends timeless character with a practical layout and everyday comfort. Nestled on a quiet street, the property features a large fenced-in yard with plenty of space to relax, garden, or enjoy the outdoors. Conveniently

    Holly Slawter Samson Properties

    149 Royal Ave, Winchester, VA 22602
  • /2

    $379,900 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,698 Sq Ft

    105 Cranberry Ct, Winchester, VA 22602

    Beautiful 2-bedroom, 2 full bath home located in one of Winchester’s most sought-after 55+ communities, Cross Creek! This freshly painted home with new flooring offers open and spacious one-level living with a cozy fireplace in the living room and a bright, sunny eat-in kitchen featuring abundant cabinetry and plenty of space for a table and chairs. The dining area flows seamlessly into the large

    Lisa Cox Colony Realty

    105 Cranberry Ct, Winchester, VA 22602

Home Trends in Winchester, VA

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$449,990
Median Townhouse Sale Price
$399,990
Median 2 Bedroom Sale Price
$280,000
Average Price Per Sq Ft
$208
Number of Homes for Sale
266
Last 12 months Home Sales
1,182
Months of Supply
2.70
Median List Price
$429,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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