Studio to 5 Bedroom Homes for Sale in Winchester, VA

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  /24

  $499,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,964 Sq Ft

  128 Mascouten St, Winchester, VA 22602

  Offering 1,964 square feet of modern living space, the Pine floor plan is perfect for growing families or those who love to entertain. This thoughtfully designed single-family home features four spacious bedrooms, two and a half bathrooms, and a two-car garage on a slab foundation for added convenience. The open-concept layout highlights a stylish kitchen with stainless steel appliances, quartz

  D.R. Horton Builder

  128 Mascouten St, Winchester, VA 22602
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  /5

  $560,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  102 Brockham Ct, Winchester, VA 22602

  Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for gathering and entertaining, seamlessly connecting to the dining and living areas. A private office provides the

  Marisa Varley ERA Oakcrest Realty, Inc.

  102 Brockham Ct, Winchester, VA 22602
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  /2

  $399,000

  • 10 Beds
  • 6 Baths
  • 12,128 Sq Ft

  910 Franklin St, Winchester, VA 22601

  What a remarkable and unique opportunity!Assessed for $571630.00 Brand new roof on entire building, newly demolished warehouse has made way to enormous area for expansion and or parking. SOOO MUCH potential - Upper level has two apartments -However only one is approved for rental unitLower level is ready for its new transformation as residential or allowed commercial use - Conditional use

  Pakeeza Akhtar The KOR Group, Inc.

  910 Franklin St, Winchester, VA 22601
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  /40

  $379,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  112 Fairway Dr, Winchester, VA 22602

  New roof just installed!This beautiful ranch-style home is located in a quiet cul-de-sac just minutes from downtown Winchester, Jim Barnett Park, and Shenandoah University. Ideal for commuters, with easy access to Route 7 and I-81.The home features 3 bedrooms and 1 bathroom, with a full, partially finished basement adding 600 sq ft of finished space. A convenient basement kitchenette

  Daniel Brereton RE/MAX Roots

  112 Fairway Dr, Winchester, VA 22602
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  /8

  $524,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  0 Magpie Ln Unit VAFV2024284, Winchester, VA 22603

  Build this Matisse and experience the epitome of main level, modern living at Hiatt Pointe at Snowden Bridge, a community for those 55 or better! This thoughtfully designed home offers unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  0 Magpie Ln Unit VAFV2024284, Winchester, VA 22603
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  /35

  $589,990 New Construction

  • 6 Beds
  • 4 Baths
  • 3,127 Sq Ft

  121 Mascouten St, Winchester, VA 22602

  The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 3,100 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom

  D.R. Horton Builder

  121 Mascouten St, Winchester, VA 22602
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  /73

  $849,900

  • 5 Beds
  • 4.5 Baths
  • 3,767 Sq Ft

  199 Meeting House Dr, Winchester, VA 22602

  Welcome to this spacious 5-bedroom, 4.5-bath home offering over 3,700 sq. ft. of finished living space. This property has been thoughtfully updated throughout, with new bathrooms, updated kitchen, new carpet, fresh paint, and numerous additional improvements—too many to list. The main-level primary suite features an en-suite bath with a soaking tub, dual vanity, and separate shower. A dual-sided

  Katie Deskins Century 21 Redwood Realty

  199 Meeting House Dr, Winchester, VA 22602
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  /39

  $550,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,906 Sq Ft

  DEERFIELD Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  The Deerfield is a thoughtfully designed home with four bedrooms and two-and-a-half baths. The kitchen features a walk-in pantry and a breakfast island, which includes a sink, making it perfect for food preparation, and has plenty of room for stools, so you can entertain. The kitchen looks out over the open-concept dining area and great room. All four bedroom are upstairs along with the Laundry

  D.R. Horton Builder

  137 Seminole Dr Unit 36203782, Winchester, VA 22602
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  /16

  $299,990

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

  405 1/2 Elm St, Winchester, VA 22601

  This is a two level house 3 bedrooms 2 full bathrooms good for fist time buyers or investment property, ready to move in , house is sold as is. Thank you for showing.

  Virgilio & Maria Vasquez The Vasquez Group LLC

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

  $295,000 New Construction

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

  0 Opossum Trail Unit VAFV2037122, Winchester, VA 22602

  Coming April 2026. Blue Ocean Modulars introduces The Laurel, a new modular home to be located at Lots 10 & 11, 600 block, Opossum Trail in Wilde Acres. Nestled against a forested backdrop and built with high-quality workmanship, this residence showcases modern modular construction designed for durability, comfort, and long-term value. The home features Insul-Stud framing, a cutting-edge system

  Rebecca McTavish Long & Foster Real Estate, Inc.

  0 Opossum Trail Unit VAFV2037122, Winchester, VA 22602
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  /23

  $279,000

  • 3 Beds
  • 1 Bath
  • 907 Sq Ft

  208 Shenandoah Ave, Winchester, VA 22601

  Welcome home to 208 Shenandoah Ave in Winchester, VA! This updated ranch home offers the coveted simplicity of easy, one-level living and is perfectly situated in a prime, convenient Winchester location. Featuring 3 bedrooms and 1 full bath, the interior is turn-key with newer flooring and fresh paint throughout. The living spaces are bright and inviting with lots of natural light, creating a

  Dan Whitacre Colony Realty

  208 Shenandoah Ave, Winchester, VA 22601
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  /38

  $409,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  Adams Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

  The Adams I townhome offers 1,889 sq. ft. of thoughtfully designed living space, featuring 4 bedrooms, 3.5 bathrooms, and a convenient 1-car front-load garage. The modern kitchen showcases quartz countertops, stainless steel appliances, a spacious island, recessed lighting, and upgraded cabinets. Enjoy the flexibility of a finished lower-level bonus space—perfect for a rec room, home office, or

  D.R. Horton Builder

  1831 Reese Ct Unit 37025140, Winchester, VA 22601
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  /42

  $449,900

  • 4 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  420 W Cork St, Winchester, VA 22601

  Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is a

  Dan Whitacre Colony Realty

  420 W Cork St, Winchester, VA 22601
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  /28

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  115 12 Brookland Terrace Unit 12, Winchester, VA 22602

  Penthouse condo in excellent condition and move in ready. The cathedral ceilings and skylights in the living room provide for a bright, cheerful space, while the gas fireplace provides a cozy feel. . Sliding glass doors to a charming balcony with some mountain views provide additional enjoyable space. The interior of the unit includes a dining area, kitchen with electric range, dishwasher,

  Darcy Amburn Colony Realty

  115 12 Brookland Terrace Unit 12, Winchester, VA 22602
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  /57

  $314,000

  • 4 Beds
  • 3.5 Baths
  • 1,840 Sq Ft

  207 Eastside Ln, Winchester, VA 22602

  Enjoy all this spacious 4 bedroom 3.5 bath town home has to offer. Located with easy access to Route 7 and I-81; this property is ideal for commuters. The fully finished basement offers extra living space for a 4th bedroom, office, or family room. Adding to that is the fully finished full bath located in the basement; which offers additional privacy. Two assigned parking spaces per unit with

  Kelly Bauer Coldwell Banker Premier

  207 Eastside Ln, Winchester, VA 22602
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  /26

  $399,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,850 Sq Ft

  205 Doe Trail, Winchester, VA 22602

  Pictures as of 12-17-25. Going to drywall soon. Nearing completion.Comcast/Xfinity available on this street. Almost 3/4 acre double lot (.69) low in community and close to entrance. Public water and Xfinity internet available. Brand new . 3 bed, 1,850 sq ft, 3 full baths, 2 car garage, open floor plan, family rm and kitchen with vault. HW floors entire main floor and stairs, tile floors in all

  Jim Thomson Realty ONE Group Old Towne

  205 Doe Trail, Winchester, VA 22602
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  /52

  $434,900

  • 3 Beds
  • 2.5 Baths
  • 2,547 Sq Ft

  113 Williamson Rd, Winchester, VA 22602

  Welcome home to this solid all-brick rancher offering timeless charm and endless potential. Featuring 3 spacious bedrooms and 2.5 baths, this home blends comfort with opportunity. The updated kitchen provides a great foundation for everyday living and entertaining, while the full walkout basement expands your living space with a large recreation room highlighted by an in-wall gas

  Traci Shoberg RE/MAX Roots

  113 Williamson Rd, Winchester, VA 22602
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  /27

  $499,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft

  111 Trellis View Ln, Winchester, VA 22601

  Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa blending style and functionality in a single-level open layout and finished loft. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen,

  D.R. Horton Builder

  111 Trellis View Ln, Winchester, VA 22601
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  /16

  $329,000

  • 5 Beds
  • 2 Baths
  • 3,378 Sq Ft

  3339 N Frederick Pike, Winchester, VA 22603

  5 Wooded Acres with a pond – 7 miles/minutes from Winchester Medical CenterLarge 5-bedroom, 2-bath brick home on 5 wooded acres features its own pond, and a creek with bridge and asphalt driveway. Property offers fishing, wildlife, and privacy just minutes from Winchester Medical Center and downtown.Home requires major renovation and is being sold strictly as-is. Cash or renovation

  Kristina Towns Weichert Realtors - Blue Ribbon

  3339 N Frederick Pike, Winchester, VA 22603
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  /14

  $441,700

  • 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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  /44

  $559,000

  • 5 Beds
  • 3.5 Baths
  • 4,103 Sq Ft

  203 Lynnehaven Dr, Winchester, VA 22602

  Spacious 5-bedroom 3.5 bath home offering over 4,100 sq ft of living space! This home features a family room with cathedral ceiling and fireplace looking into a large open eat in kitchen. The primary suite features a tray ceiling with a walk-in closet. Additional highlights include spacious sunroom, multiple living areas, generous bedrooms, and flexible spaces for work or play. Conveniently

  Steve Rader ERA Oakcrest Realty, Inc.

  203 Lynnehaven Dr, Winchester, VA 22602
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  /24

  $265,000

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft

  204 Shenandoah Ave, Winchester, VA 22601

  Great opportunity to own this 2-bed, 1-bath Winchester City charmer that sits just minutes from Shenandoah University and the Old Town walking mall. Main level living with a bright comfortable living area, an eat-in kitchen home that includes a bonus room providing flexible space for an office, playroom, fitness area, or guest room, central air and the convenience of an in-home washer & dryer

  Janet Flaherty Keller Williams Realty

  204 Shenandoah Ave, Winchester, VA 22601
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  /38

  $335,000

  • 4 Beds
  • 1.5 Baths
  • 1,411 Sq Ft

  298 Bufflick Rd, Winchester, VA 22602

  Meet Convenience with Old World Charm!Welcome to this beautifully renovated home just minutes from Winchester. New is the key to loving this property—with updates inside and out that provide comfort, efficiency, and style.This spacious home features 4 bedrooms, a fully renovated full bath upstairs, and a renovated half bath on the main level. The kitchen has been completely redone with

  Mary Cox Berkshire Hathaway HomeServices PenFed Realty

  298 Bufflick Rd, Winchester, VA 22602
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  /35

  $459,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,905 Sq Ft

  Adams II Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

  The Adams II townhome features 1,905 sq. ft. of stylish and flexible living space, including 4 bedrooms, 3.5 bathrooms, and a 1-car rear-load garage. The gourmet kitchen is equipped with quartz countertops, stainless steel appliances, recessed lighting, a generous island, and sleek Duraform cabinetry. The lower-level bonus room offers endless possibilities—use it as a rec room, home office, or an

  D.R. Horton Builder

  1831 Reese Ct Unit 37025141, Winchester, VA 22601
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  /53

  $654,000

  • Studio
  • 3,511 Sq Ft

  1400 Valley Ave, Winchester, VA 22601

  Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out both

  Danielle Spriggs Real Broker LLC

  1400 Valley Ave, Winchester, VA 22601
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  /19

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  369 Charles St, Winchester, VA 22601

  This two-story home offers classic charm with a covered front porch, fenced backyard, and upper-level balcony. Located just minutes from downtown, 369 Charles Street features a recently updated kitchen with modern cabinetry, granite countertops, and stainless steel appliances. The main level features updated flooring, while the upstairs level provides access to a private, covered balcony. Two

  Marisa Varley ERA Oakcrest Realty, Inc.

  369 Charles St, Winchester, VA 22601
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  /34

  $1,485,000

  • 4 Beds
  • 4.5 Baths
  • 3,484 Sq Ft

  Lot 18 Honeycrisp Way, Winchester, VA 22603

  Remarkable and new to the market Anderson subdivision lots. Located 5 minutes from downtown Winchester and Valley Health Medical Center (2 minutes from James Wood High School) off Apple Pie Ridge. These lots feature panoramic views of the entire Shenandoah Valley from Harper's Ferry to Strasburg to the Western Mountains, providing stunning views from an elevated, very private environment. These 5

  JP Carr Merrifield Realty, LLC

  Lot 18 Honeycrisp Way, Winchester, VA 22603
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  /37

  $396,500

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  31 W Whitlock Ave, Winchester, VA 22601

  Charming Home Near Handley High School – Move-In Ready! Welcome to this beautifully updated home in a fantastic downtown location—just a short walk to shops, restaurants, and all that the vibrant city center has to offer. This property features a converted garage that now serves as a versatile studio space, perfect for a home office, art studio, or guest suite. Enjoy a spacious, fenced-in

  Meridee Powars Link Realty Services LLC

  31 W Whitlock Ave, Winchester, VA 22601
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  /47

  $1,099,900

  • 4 Beds
  • 3.5 Baths
  • 5,800 Sq Ft

  Lot 1 Keval Gyan Way, Winchester, VA 22603

  Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA.Experience the pinnacle of single-level living in this

  Jim Thomson Realty ONE Group Old Towne

  Lot 1 Keval Gyan Way, Winchester, VA 22603
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  /27

  $414,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 2,433 Sq Ft

  119 Heirloom Way, Winchester, VA 22603

  This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

  Brookfield Residential Builder

  119 Heirloom Way, Winchester, VA 22603
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  /26

  $299,990

  • 3 Beds
  • 1 Bath
  • 1,205 Sq Ft

  627 Watson Ave, Winchester, VA 22601

  CLASSIC CHARM MEETS CONTEMPORARY COMFORT IN THIS FANTASTIC DUPLEX UNIT! This charming Winchester duplex unit seamlessly blends timeless character with modern conveniences, offering the perfect balance of historic flair and contemporary living. Nestled just minutes from the vibrant heart of downtown Winchester, this inviting property combines an unbeatable location with a thoughtfully-updated

  Kristin Crosby Samson Properties

  627 Watson Ave, Winchester, VA 22601
• 

  $389,880 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  109 Boone Ct, Winchester, VA 22602

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  109 Boone Ct, Winchester, VA 22602
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  /54

  $414,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  179 Munsee Cir, Winchester, VA 22602

  The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded cabinets, stainless steel

  Brooks Sears D R Horton Realty of Virginia LLC

  179 Munsee Cir, Winchester, VA 22602
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  /35

  $459,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,939 Sq Ft

  1817 Harvest Dr, Winchester, VA 22601

  1817 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA for January move-in. Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, white cabinets, and stainless-steel appliances. The

  D.R. Horton Builder

  1817 Harvest Dr, Winchester, VA 22601
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  /22

  $315,000

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

  140 Mccormick Cir Unit 403, Winchester, VA 22602

  Motivated Sellers! Bring all offers.Nearly-new 55+ condominium located in Winchester Landing, offering comfort, convenience, and style just minutes from town. Step inside to an open floor plan filled with natural light, featuring a bright and modern kitchen with quartz countertops, a center island with sink, and sleek lighting that makes entertaining a breeze. The oversized primary suite is a

  Sharon Farinholt Realty ONE Group Old Towne

  140 Mccormick Cir Unit 403, Winchester, VA 22602
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  /22

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  157 Brookland Terrace Unit 11, Winchester, VA 22602

  Top-Floor Gem with Vaulted Ceilings, Modern Upgrades & Quick Seller Move-Out!Welcome home to this bright and airy 2-bedroom, 2-bath top-level condo that perfectly blends comfort, style, and convenience — and offers buyers the advantage of quick seller vacancy for a smooth and flexible closing! Step inside and be greeted by soaring vaulted ceilings and abundant natural light streaming through

  Becky Green Samson Properties

  157 Brookland Terrace Unit 11, Winchester, VA 22602
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  /53

  $549,900

  • 4 Beds
  • 2.5 Baths
  • 3,490 Sq Ft

  120 Armstrong Place, Winchester, VA 22602

  4-Bedroom/2.5 Bath Brick Rancher in Prime Golf-Course Area! Nestled in an established neighborhood just minutes from the golf course, this beautifully maintained brick rancher offers extensive landscaping and hardscaping and backs to mature trees, complete with a serene koi pond. The main level features hardwood floors and a gas fireplace in the living room, a separate dining room, and an updated

  Sheila Pack RE/MAX Roots

  120 Armstrong Place, Winchester, VA 22602
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  /43

  $849,990

  • 5 Beds
  • 4.5 Baths
  • 5,254 Sq Ft

  1504 Brookdale Ct, Winchester, VA 22601

  This home generates income from solar energy sales averaging over $2k a year! The Solar panels and system are OWNED by the homeowner NOT leased. There are no monthly fees or payments for the system. System is “Grandfathered” with a licensing agreement that allows homeowner to sell excess electricity produced. Lower your energy costs and receive cash earnings! Recent updates over $40k in this

  Julie Shiley Coldwell Banker Realty

  1504 Brookdale Ct, Winchester, VA 22601
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  /34

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  236 Miller St, Winchester, VA 22601

  Charming 3-Bedroom/ 2.5 Bath Colonial just blocks from Old Town Winchester, offering easy access to dining, entertainment, and shopping! This home offers classic charm and everyday comfort with a covered front porch, fenced backyard, and rear patio—perfect for relaxing or entertaining. A 2-car detached garage (with electric), off-street parking, and attractive landscaping enhance both

  Sheila Pack RE/MAX Roots

  236 Miller St, Winchester, VA 22601
• 

  

  /47

  $600,000 New Construction

  • 6 Beds
  • 4.5 Baths
  • 3,619 Sq Ft

  SALEM Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  Welcome to the Salem floor plan, available at Retreat at Winding Creek, VA. This is one of our most popular floorplans. On the main floor, you will find a formal dining room, laundry room, and powder room. The open-concept kitchen and living areas are perfect for entertaining. The kitchen boasts a breakfast nook, a pantry, and an island with countertop seating. From the breakfast nook, you can

  D.R. Horton Builder

  137 Seminole Dr Unit 36203783, Winchester, VA 22602

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