Homes for Sale near Daniel Morgan Middle School

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  /2

  $285,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  1116 Opequon Ave, Winchester, VA 22601

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 413-0030

  1116 Opequon Ave, Winchester, VA 22601
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  /2

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  423 Highland Ave, Winchester, VA 22601

  Charming Winchester Home – Don’t Let This One Slip Away! Welcome to this beautifully refreshed home in the heart of Winchester, offering exceptional value, versatility, and convenience. Thoughtfully updated throughout, this property is move-in ready while still leaving room to make it your own. Enjoy ample off-street parking with rear-alley access, fresh renovations, brand-new vinyl flooring on

  

  Carlos Soares

  Samson Properties

  (540) 924-3305

  423 Highland Ave, Winchester, VA 22601
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  /88

  $455,000

  • Studio
  • 2,152 Sq Ft

  26 A Jackson Ave, Winchester, VA 22601

  Rare Opportunity: Turnkey Duplex in Winchester – Vacant, Updated, and Ready for Your Next Move! A rare and an exceptional opportunity to own a two-unit duplex in Winchester City— vacant and ready for your plans. Whether you’re an investor seeking strong cash flow or an owner-occupant looking to live in one unit and rent the other, this property offers flexibility, income potential, and low

  

  Melanie Lucero

  Real Broker, LLC

  (540) 386-1285

  26 A Jackson Ave, Winchester, VA 22601
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  /24

  $305,000

  • 2 Beds
  • 1 Bath
  • 858 Sq Ft

  525 E Cork St, Winchester, VA 22601

  Beautiful and affordable Gem in the middle of Winchester City.Private, fully fenced yard with extra parking and storage. Updated A/C and two year old roof.

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 900-1951

  525 E Cork St, Winchester, VA 22601
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  /55

  $659,000

  • 5 Beds
  • 2.5 Baths
  • 3,420 Sq Ft

  501 Jefferson St, Winchester, VA 22601

  Welcome Home!If you’ve been searching for an updated home in a prime location, this is it! This stunning 5BR/3BA property has been completely renovated from top to bottom—and it shows.Step inside to an open floor plan where natural light fills the gorgeous kitchen, featuring quartz countertops, stainless steel appliances, and plenty of space to gather. The adjoining family room opens

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 306-5775

  501 Jefferson St, Winchester, VA 22601
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  /2

  $365,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft

  127 Shirley St, Winchester, VA 22601

  Comfortable living at this split-foyer home located in the heart of the City of Winchester. On the main level, you’ll find three bedrooms and a full bath. The lower level features a fourth bedroom plus a second full bath — ideal for guests, or a home office. Location is a standout. You’re just minutes from downtown dining, shopping, and community events, and enjoy easy access to schools, parks,

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 802-5087

  127 Shirley St, Winchester, VA 22601
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  /26

  $389,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,630 Sq Ft

  Bedford II Plan at Village at Valor Crossing - Townhomes, Winchester, VA 22601

  Covered front porch leads into the foyer. Attached 1 car garage or optional flex room or study. Open concept kitchen located next to the country kitchen and living room. Box bay rear window and 10' x 14' Trex deck. Owner’s suite with large walk-in closet, dual vanity, and oversized seated shower in owner’s bath. Fireplace option available in select homes.

  DRB Homes Builder

  0 Tbd Weems Ln Unit 36470375, Winchester, VA 22601
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  /66

  $400,000

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  580 N Braddock St, Winchester, VA 22601

  Now $450,000 — Motivated Sellers + Huge Monthly Savings with 2-1 Rate Buydown! Step inside this beautifully restored 4-bedroom, 2.5-bath 1920s home and experience where historic charm meets modern luxury. Offering over 2,200 sq ft across three finished levels, 580 N Braddock delivers light, space, and thoughtful design—just blocks from Old Town Winchester’s walking mall. The main level features

  Payton Polychrones Samson Properties

  580 N Braddock St, Winchester, VA 22601
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  /29

  $411,896 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,658 Sq Ft

  214 Monteith Dr, Winchester, VA 22601

  3 Level Townhome with Lower Level Bedroom! Come and see Winchester's BRAND NEW LUXURY TOWNHOME COMMUNITY. 3 levels 4 bedrooms/3.5 baths. box bay window in the front and rear of the home. A 1 car garage is attached. In the kitchen there is an extended island that can seat 4 counter height chairs. 4th bedroom is located on the 1st level with a private door and a convenient full bathroom with walk

  DRB Homes Builder

  214 Monteith Dr, Winchester, VA 22601
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  /23

  $399,855 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,658 Sq Ft

  210 Monteith Dr, Winchester, VA 22601

  OPEN HOUSE: Friday - Sunday 1pm - 3pm Beautiful open concept living 3 level townhome with Lower Level Walkout and Bedroom! The Bedford II 3 level interior town home with a box bay window with 1 car garage featuring 4 Bedrooms and 3.5 Baths and 1,658 square feet. It is fully finished top to bottom. The front door with the electronic Ring door camera leads directly into the spacious lower-level

  DRB Homes Builder

  210 Monteith Dr, Winchester, VA 22601
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  /5

  $422,539 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,658 Sq Ft

  201 Monteith Dr, Winchester, VA 22601

  OPEN HOUSE: Friday - Sunday 1pm - 3pm End Of Row Townhome With 1 Car Garage, Lower Level Bedroom & Rear Deck! MOVE-IN READY! The Bedford II 3 level with 1 car garage featuring 4 Bedrooms and 3.5 Baths and 1,658 square feet. The front door with the electronic Smart Home Technology package leads directly into the spacious lower-level recreation room with 9 ft. ceilings. The foyer with luxury vinyl

  DRB Homes Builder

  201 Monteith Dr, Winchester, VA 22601
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  /64

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 2,575 Sq Ft

  400 Handley Ave, Winchester, VA 22601

  Welcome to this beautifully preserved American brick Foursquare, an exceptional home that perfectly blends early 20th-century charm with modern updates. Nestled in one of Winchester’s most sought-after neighborhoods, this home is just two blocks from the annual Apple Blossom Parade , a short stroll to Old Town Winchester’s historic walking mall, and Handley High School.From the moment you

  Jeff Boppe Long & Foster Real Estate, Inc.

  400 Handley Ave, Winchester, VA 22601
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  /25

  $625,000

  • 5 Beds
  • 4 Baths
  • 3,550 Sq Ft

  681 Hillman Dr, Winchester, VA 22601

  Welcome to this beautifully upgraded home in Winchester! Thoughtfully designed and meticulously maintained, this property blends comfort, style, and functionality across every level. The main floor features an open and inviting layout with abundant natural light, ideal for both everyday living and entertaining. The attached 2-car garage provides convenience and additional storage. Upstairs, the

  Sarah Reynolds Keller Williams Realty

  681 Hillman Dr, Winchester, VA 22601
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  /48

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 2,177 Sq Ft

  216 Fairmont Ave, Winchester, VA 22601

  Classy colonial on the stately Fairmont Avenue with million dollar homes nearby, walking mall in close proximity with a plethora of boutique shops and eateries. The 2000 square feet is designed for comfort and coziness accented by 9ft ceilings, sunlit formal rooms, a well appointed kitchen, spacious bedrooms, adorable loft on 3rd level for a playroom/den/office, and the best part is entering your

  Dave Spence RE/MAX Roots

  216 Fairmont Ave, Winchester, VA 22601
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  /59

  $635,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 4,632 Sq Ft

  930 Wayne Dr, Winchester, VA 22601

  Beautiful brick-front Colonial in a prime location! Nestled in a quiet neighborhood yet just minutes from I-81 and local amenities, this stunning home offers the perfect blend of convenience and tranquility.Step into the grand two-story foyer, flanked by a formal living room and dining room accented with elegant columns and a cozy fireplace. To the right, you’ll find a spectacular

  Elizabeth Flood Keller Williams Realty

  930 Wayne Dr, Winchester, VA 22601
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  /45

  $515,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,444 Sq Ft

  339 Lanny Dr, Winchester, VA 22601

  Right off of Amherst St. in sought after Whittier Acres, we are proud to present 339 Lanny Drive. This home is solid brick and sits on a fenced park-like .4 acre lot. Everything about this 2.716 square foot home will be appreciated and it is completely move-in ready. In 2024, just about everthing was replaced. In 2025 the new owner did even further improvements. The list is long: New roof,

  Lisette Turner Century 21 Redwood Realty

  339 Lanny Dr, Winchester, VA 22601
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  /14

  $448,700

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

  421 Superior Ave, Winchester, VA 22601

  Renovated and move in ready! Let's start with the new mailbox, new 16' wide asphalt driveway, new 8'x13' concrete patio for you to enjoy watching the sun sets overlooking the large back yard., The carport even has bolts in ceiling for you to install a swing. Then inside, new heat pump and central a/c system, new appliances with fingerprint resistant stainless-steel exterior, stainless steel liner

  Leo Smith CENTURY 21 New Millennium

  421 Superior Ave, Winchester, VA 22601
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  /42

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  703 National Ave, Winchester, VA 22601

  Fully renovated in 2025, this 3-bedroom, 2.5-bath home is ideally located within Winchester city limits—just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment, as well as Jim Barnett Park for outdoor recreation. Thoughtful updates and fresh landscaping enhance its curb appeal. Inside, you’ll find brand-new bathrooms with updated lighting, vanities,

  Jennifer Sacco RE/MAX Roots

  703 National Ave, Winchester, VA 22601
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  /40

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,092 Sq Ft

  1709 Reaves St, Winchester, VA 22601

  Please take off shoes and give feedback. Step into this beautifully cared-for home featuring new roof (2023) New HVAC System (2024) new LVP floors throughout the basement a spacious, inviting layout. The large kitchen offers plenty of room for meal prep and flows effortlessly into the dining and living rooms — perfect for family gatherings and entertaining. The finished basement boasts a

  Alexandra Brown Berkshire Hathaway HomeServices PenFed Realty

  1709 Reaves St, Winchester, VA 22601
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  /32

  $475,000

  • 4 Beds
  • 4 Baths
  • 1,627 Sq Ft

  201 Parkway St, Winchester, VA 22601

  Freshly Renovated Charmer in Winchester!Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. Recent Updates Include:Fresh interior paint throughoutRenovated kitchen and bathUpdated fixtures and finishesClean, move-in

  Cherish Green Coldwell Banker Elite

  201 Parkway St, Winchester, VA 22601
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  /17

  $430,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  17 E Leicester St, Winchester, VA 22601

  Classic 2100 square foot brick “American Foursquare” house in Winchester’s historic district. This very well maintained 1928 home was designed and built by “ole time” craftsmen who had an appreciation for solid, quality construction. What better way to spend wonderful lazy evenings or morning coffee than on the expansive 23-foot long front porch with a ceiling fan. This 4 bedroom, 2 bath home is

  Roger Lamborne MarketPlace REALTY

  17 E Leicester St, Winchester, VA 22601
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  /9

  $269,900

  • 2 Beds
  • 1.5 Baths
  • 1,251 Sq Ft

  2918 Sorrell Ct, Winchester, VA 22601

  Welcome to your new home! This beautifully maintained 2 -bedroom, 1.5 bath townhome offers comfort, convenience, and style in a great location. On the main level you will find a spacious kitchen with ample cabinetry and a breakfast area, the living room offers plenty of natural light, off the living room is a convenient half bath. Upstairs you will find two generously sized bedrooms with large

  Amber Jenkins Century 21 Redwood Realty

  2918 Sorrell Ct, Winchester, VA 22601
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  /38

  $315,000

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

  405 1/2 Elm St, Winchester, VA 22601

  Seller prefers to close with FD Title.This adorable home sits on in a prime location very close to the downtown Winchester City! This renovated house features 3 bedrooms and 2 full bathrooms in a peaceful and vibrant setting. Property is vacant. You will find a renovated kitchen connected to the dining area. The hardwood floors flow through the rest of the home and the 3 bedrooms are spacious

  CATO ZEGARRA First Decision Realty LLC

  405 1/2 Elm St, Winchester, VA 22601
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  /35

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,176 Sq Ft

  239 Chestnut St, Winchester, VA 22601

  239 Chestnut Street is a charming rancher in the heart of Winchester. 2 bedrooms, 1 bath, a large rear deck, eat in kitchen, laundry room could be converted into a third bedroom. Building in the back yard could be used as storage or a 1 car garage. This is a solid starter or downsizing home convenient to shopping,schools and parks. A little TLC will go a long way "Come see the possibilities"

  William Wertz Wildhawks Realty LLC

  239 Chestnut St, Winchester, VA 22601
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  /10

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,435 Sq Ft

  20 W Clifford St, Winchester, VA 22601

  This charming traditional brick home, nestled in the historic Winchester District, has a new minimalist European-inspired kitchen, a new full bath, and a new half bath. Featuring three spacious bedrooms, hardwood flooring and a welcoming dining area, perfect for gatherings. An entry-level bedroom adds convenience and flexibility to the layout. The house is 2 minutes walk to the apple blossom

  Minh-Thieng Le Levi Clarke, LLC

  20 W Clifford St, Winchester, VA 22601
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  /28

  $375,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,105 Sq Ft

  312 Fox Dr, Winchester, VA 22601

  Welcome to this charming all brick ranch style home nestled on a spacious 0.34-acre lot conveniently located in the City of Winchester. Built in 1959, this home has been well maintained and offers approximately 1,105 sq ft of living space with 3 bedrooms and 1 full bath, hardwood floors, a low maintenance yard that is well manicured, and a 1-car attached carport. This home presents an excellent

  Alicia Harris Keller Williams Realty

  312 Fox Dr, Winchester, VA 22601
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  /69

  $605,000

  • Studio
  • 4,396 Sq Ft

  540 Monticello St, Winchester, VA 22601

  Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location!Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers

  Laura King MarketPlace REALTY

  540 Monticello St, Winchester, VA 22601
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  /80

  $675,000

  • 5 Beds
  • 3.5 Baths
  • 3,636 Sq Ft

  2840 Saratoga Dr, Winchester, VA 22601

  Welcome to your dream home in Winchester! This stunning 5 bedroom, 3.5 bath residence sits on a generous half-acre lot, offering both space and privacy. The heart of the home is a modern gourmet kitchen featuring elegant granite countertops, and new stainless steel appliances installed within the last five years. With spacious living areas and a thoughtful layout, this home is perfect for both

  Sue Goodwin Long & Foster Real Estate, Inc.

  2840 Saratoga Dr, Winchester, VA 22601
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  /72

  $745,000

  • 4 Beds
  • 3.5 Baths
  • 3,475 Sq Ft

  132 Amherst St, Winchester, VA 22601

  Step back in time with this Beautifully preserved VICTORIAN Brick Home Built in 1880, a true piece of Winchester's history. This is a Registered Historic Property that showcases original architectural details, high ceilings, ornate trim, and original wood floors that reflect the artistry of a bygone era. A Well Designed Addition has allowed for generous space along with modern comfort and

  Jodi Costello ERA Oakcrest Realty, Inc.

  132 Amherst St, Winchester, VA 22601
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  /115

  $499,999

  • 5 Beds
  • 3 Baths
  • 2,080 Sq Ft

  419 Summit Ave, Winchester, VA 22601

  Welcome Home!This beautifully renovated single-family home offers everything you need and more. Featuring hardwood floors throughout the main level, custom cabinets, and granite countertops in the kitchen, this home combines style and functionality. A new roof adds peace of mind, and the fully finished lower level provides additional living space for relaxation or entertainment.With 5

  Waqas Abbasi Lifestyle Realty, LLC.

  419 Summit Ave, Winchester, VA 22601
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  /67

  $399,999

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  707 E Cork St, Winchester, VA 22601

  Don't let this location fool you - Plenty of parking on the side and back of the home and a large turn around space to exit onto Cork St easily! Centrally located colonial with gorgeous hardwood flooring and trim throughout! Step back in time, but enjoy all of the modern amenities with easy access to Jim Barnett Park just down the street, downtown walking mall and commuter roads, and even views

  Misty Weaver Samson Properties

  707 E Cork St, Winchester, VA 22601
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  /64

  $583,300

  • Studio
  • 2,600 Sq Ft

  10-12 W Cecil St, Winchester, VA 22601

  Income-Producing Duplex in Prime Winchester Location – Unique Investment Opportunity!Just two blocks south of Old Town Winchester’s Walking Mall, this charming duplex sits on a quiet residential street—offering the best of both location and lifestyle. With a strong rental history and over $54,000 in rental income in 2024, this property delivers a solid 6% cap rate, making it an ideal

  Alex Hodges Cottage Street Realty LLC

  10-12 W Cecil St, Winchester, VA 22601
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  /45

  $499,900

  • 4 Beds
  • 4 Baths
  • 3,359 Sq Ft

  227 Miller St, Winchester, VA 22601

  Charming Downtown Winchester Home with Four Finished Levels. Welcome to 227 Miller Street, where timeless character and abundant living space come together in the heart of downtown Winchester. This inviting 4-bedroom, 4-bathroom home offers four fully finished levels that radiate warmth, comfort, and a true sense of home. Step onto the spacious covered front porch, a perfect spot to enjoy your

  Leah Marabella Realty ONE Group Old Towne

  227 Miller St, Winchester, VA 22601
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  /46

  $399,900 Open Sat 2PM - 4PM

  • 4 Beds
  • 2 Baths
  • 2,450 Sq Ft

  461 Imperial St, Winchester, VA 22601

  Charming Rancher In Winchester, VA!Beautifully updated 4-bedroom, 2 full bath home offers both comfort and functionality. Fully finished basement ALSO includes a spacious 12x28 workshop with walk-out level to fenced rear yard—yard extends beyond the fence line! NEW gas furnace and NEW gas water heater just installed for new homeowner. Gorgeous hardwood floors throughout main level, newer

  Kara Burnett Samson Properties

  461 Imperial St, Winchester, VA 22601
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  /29

  $289,900

  • 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

  Jodi Costello ERA Oakcrest Realty, Inc.

  1125 Conway St, Winchester, VA 22601
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  /20

  $334,000

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  553 Highland Ave, Winchester, VA 22601

  MOTIVATED SELLER - OFFERING SUBSIDY TO BUYER FOR CLOSING COSTS OR MORTGAGE RATE BUY DOWN One Way street = quiet Gorgeous Rehab - you have to see it! Secure Parking off the alley Efficient HVAC mini splits installed Washer and Dryer included

  Teri Domanski Corcoran McEnearney

  553 Highland Ave, Winchester, VA 22601
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  /20

  $289,999

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  608 Green St, Winchester, VA 22601

  Welcome to 608 Green Street. Come make this your own space. 3-Bedroom, 1 full bath. Hardwood floors, no carpet! Attached carport. Brand new shed in the backyard. Backs to common area. Deck off the back of the home. Newer windows. New Roof. Large kitchen. Laundry room off the kitchen. This home is within the city limits of Winchester City School System. Within walking distance to school and

  Linda DeFelice Samson Properties

  608 Green St, Winchester, VA 22601
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  /55

  $699,999

  • 4 Beds
  • 4.5 Baths
  • 5,183 Sq Ft

  1877 Clayton Ridge Dr, Winchester, VA 22601

  From the moment you arrive, this home welcomes you in. A spacious covered front porch—perfect for rocking chairs and quiet mornings—sets the stage for the warmth and comfort that await inside. Step through the front door into an open foyer, where a formal living room sits to the left and a stately office with French doors lies to the right. At the heart of the home, the kitchen features granite

  Leah Marabella Realty ONE Group Old Towne

  1877 Clayton Ridge Dr, Winchester, VA 22601
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  /55

  $685,000

  • 5 Beds
  • 4 Baths
  • 4,576 Sq Ft

  800 Lake Dr, Winchester, VA 22601

  Location Location Location! Welcome to 800 Lake Dr. Winchester VA 22601, Located in the highly sought-after Rolling Hills community and situated on a 0.37 acre lot, This expansive home offers 4,500+ sqft. of living space, featuring 5 bedrooms, 4 Full baths, finished basement, and 2 car garage! Step inside to find gleaming hardwood floors in the formal living and dining rooms. The unique

  Lisa Behr Coldwell Banker Premier

  800 Lake Dr, Winchester, VA 22601
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  /41

  $355,000

  • 4 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  513 van Fossen St, Winchester, VA 22601

  Welcome to 513 Van Fossen St, a beautifully updated 4-bedroom, 2.5-bathroom brick ranch conveniently located just minutes from downtown Winchester. Step inside to discover freshly refinished original red oak hardwood floors (locally sourced from Plumly Lumber) in a warm Golden Pecan finish (2025). The home boasts fresh paint inside and out, a brand-new roof (2025), and newer HVAC. The living room

  Amy Longerbeam RE/MAX Roots

  513 van Fossen St, Winchester, VA 22601

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