249

Winchester, VA Homes for Sale with No HOA Fee

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  • /114

    $539,900

    • 4 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    720 S Kent St, Winchester, VA 22601

    Welcome to the beautifully preserved American Foursquare where music legend Patsy Cline once lived with her mother—and later, with her husband, Charlie Dick. Built in 1931, this four-bedroom, one-and-a-half-bath home blends timeless character with thoughtful updates, all wrapped in the charm of one of Winchester’s most historic neighborhoods. Inside, you’ll find nearly 1,800 square feet of living

    Krissy Cruse Pearson Smith Realty, LLC

    720 S Kent St, Winchester, VA 22601
  • /41

    $329,000

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft

    3221 Laurel Grove Rd, Winchester, VA 22602

    Welcome home to 3221 Laurel Grove Road! Your fully renovated 4-bedroom, 2-bath ranch awaits on 1.74 acres with stunning mountain and countryside views! Step inside to a high-end kitchen with granite countertops, stainless steel appliances, and modern finishes—perfect for entertaining or family meals. Updated bathrooms, new electrical service, luxury vinyl plank and carpet flooring, brand-new

    Chris Roszko Colony Realty

    3221 Laurel Grove Rd, Winchester, VA 22602
  • /37

    $424,900

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    1025 S Loudoun St, Winchester, VA 22601

    TONS OF UPGRADES! This home has been updated top to bottom. From the roof, windows, kitchen, bathrooms, light fixtures, HVAC, and so on. Located just 1 block from Handley High School, this home and all of its high end improvements make it a treasure waiting to be discovered. As you walk through this home you'll notice that a ton of care and thoughtfulness was put into what it is today. The

    Michael Sprague Samson Properties

    1025 S Loudoun St, Winchester, VA 22601
  • /48

    $340,000

    • 4 Beds
    • 2.5 Baths
    • 2,231 Sq Ft

    137 Meade Dr, Winchester, VA 22602

    Well-maintained 3-bedroom home in established Winchester neighborhood offering functional living space, recent updates, and move-in-ready condition. Main level features a practical layout with comfortable living areas, fresh interior paint throughout, and abundant natural light. The home has been consistently maintained, reflecting long-term ownership and pride of care. Updated HVAC system

    Chris Kershisnik EXP Realty, LLC

    137 Meade Dr, Winchester, VA 22602
  • /15

    $89,000

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    411 Eckard Cir, Winchester, VA 22602

    Welcome to this beautifully maintained, move-in-ready 2022 ranch-style manufactured home, thoughtfully cared for by its original owner. The open floor plan features a spacious kitchen with abundant countertop space that flows seamlessly into the dining area, great for everyday living and entertaining. Just off the kitchen, the inviting living room creates a comfortable setting to relax and

    Steven Koleno BEYCOME BROKERAGE REALTY LLC

    411 Eckard Cir, Winchester, VA 22602
  • /49

    $319,999

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    219 Potomak Trail, Winchester, VA 22602

    Tired of renting and ready to own something of your own? This affordable ranch home offers the space, updates, and flexibility you’ve been looking for. Situated on a little over half an acre, 219 Potomak Trail gives you room to spread out, unwind, and enjoy peaceful mountain living. Inside, you’ll find 3 bedrooms and 2 full bathrooms, including a primary suite with an updated bath (2021). The

    Chris Roszko Colony Realty

    219 Potomak Trail, Winchester, VA 22602
  • /44

    $1,200,000

    • 5 Beds
    • 4.5 Baths
    • 5,426 Sq Ft

    410 Valley View Dr, Winchester, VA 22603

    Discover Your Private Estate: 9.83 Acres of Country Charm with Resort-Style Amenities. NO HOA! Step into the unexpected with this exceptional property, perfectly blending the tranquility of a country retreat with the convenience of being just minutes from town. The inviting entry to the front door welcomes you into a beautifully maintained home, featuring three finished levels, five bedrooms, and

    Brenda Miller Berkshire Hathaway HomeServices PenFed Realty

    410 Valley View Dr, Winchester, VA 22603
  • /4

    $98,500

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    103 Draper Ave Unit 473, Winchester, VA 22603

    Welcome to Regency Lakes an active and vibrant community, where you can find yourself in your dream home. We have a 2017 3 bed, 2 bath home for sale featuring 1568.00 sq ft of living space. Located in Winchester, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find a beautiful large eat in kitchen with tons of cabinet space and the large dining space

    Kristina Kelly Regency Lakes

    103 Draper Ave Unit 473, Winchester, VA 22603
  • /54

    $445,000

    • 3 Beds
    • 2.5 Baths
    • 1,938 Sq Ft

    413 George St, Winchester, VA 22601

    Beautifully updated 3 bedroom, 2.5 bathroom single family home tucked on a quiet street in Winchester. The main level features updated flooring and a renovated kitchen with granite countertops, stainless steel appliances, shaker cabinetry, and a stylish backsplash. The primary suite offers a beautifully updated en suite featuring ceramic tile flooring, a tiled shower, and a luxury jet shower

    Shannon Jones Pearson Smith Realty, LLC

    413 George St, Winchester, VA 22601
  • /58

    $279,000

    • 4 Beds
    • 1.5 Baths
    • 1,449 Sq Ft

    301 Shawnee Ave, Winchester, VA 22601

    Priced well below assessed value and sold strictly AS IS — this is the deal investors and renovation buyers have been searching for. This 4-bedroom, 1.5-bath home sits on a generous corner lot in an established Winchester neighborhood, just minutes from historic Old Town, the walking mall, and Shenandoah University. Original hardwood floors hint at the character waiting to be restored, and a

    Barton Chasler Realty ONE Group Old Towne

    301 Shawnee Ave, Winchester, VA 22601
  • /55

    $320,000

    • 2 Beds
    • 2 Baths
    • 1,227 Sq Ft

    510 N Pleasant Valley Rd, Winchester, VA 22601

    Welcome to 510 N Pleasant Valley Rd. Well-maintained home - many renovations completed - see list below. Home offering comfort, convenience, and lifestyle appeal in the heart of Winchester. This home features 2 spacious bedrooms and 2 full bathrooms, features a living room with a cozy fireplace, perfect for relaxing evenings, along with a separate family room that provides additional space for

    RoxAnn Grimes RE/MAX Roots

    510 N Pleasant Valley Rd, Winchester, VA 22601
  • /78

    $699,000

    • 3 Beds
    • 2 Baths
    • 3,024 Sq Ft

    777 Glengary Rd, Winchester, VA 22603

    If you’ve been dreaming of wide open space, mountain views, and a home with character, this special property may be exactly what you’ve been waiting for.Nestled on 37 unrestricted acres, this beautiful property offers the best of Shenandoah Valley living. With a perfect blend of open pasture and wooded privacy, the land provides room to breathe, explore, and imagine what’s possible. A

    Sharon Farinholt Realty ONE Group Old Towne

    777 Glengary Rd, Winchester, VA 22603
  • /45

    $475,000

    • 4 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    823 Woodland Ave, Winchester, VA 22601

    Charming on the outside, modern on the inside Located in a charming, very quiet neighborhood, this home offers the perfect blend of timeless character and a fully modern renovation. Featuring 3 beautifully updated levels, the home showcases new Bruce hardwood flooring throughout with no transitions, creating a seamless, elegant flow and easy mobility. Every detail has been thoughtfully upgraded

    Lenora Zaccur Coldwell Banker Realty

    823 Woodland Ave, Winchester, VA 22601
  • /30

    $320,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    2912 2nd St, Winchester, VA 22601

    2912 2nd Street — a cozy 3-bedroom, 1-bath ranch-style home offering comfortable single-level living in Winchester. The home opens to a light-filled living area with hardwood floors that add warmth and character, creating an inviting space to relax or gather. The eat-in kitchen provides practical workspace, with an easy flow that keeps everything connected. Both bedrooms are located on the main

    Sabrina Priest Preslee Real Estate

    2912 2nd St, Winchester, VA 22601
  • /67

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,793 Sq Ft

    1239 Cedar Grove Rd, Winchester, VA 22603

    Experience the perfect blend of historic artistry and modern convenience in this stunning 3-bedroom, 2-bath Craftsman-style retreat. Set on 3.27 sprawling, unrestricted acres, this property offers the rare freedom to create your own homestead, workshop, or private escape.The iconic front porch, complete with a classic swing, welcomes you into a home defined by "honest" craftsmanship. Inside,

    Cynthia Lee RE/MAX Roots

    1239 Cedar Grove Rd, Winchester, VA 22603
  • /45

    $528,575

    • Land
    • 84.57 Acres
    • $6,250 per Acre

    0 Brush Creek Rd Unit VAFV2040676, Winchester, VA 22603

    This land is located north of Winchester in the Cross Junction area of the county. Part of what was once a much larger family farm and on the market for the first time since the 1950’s. Access is secured via road frontage of nearly 2000 ft on paved and state maintained Brush Creek Road. Terrific location for your next country home estate or recreational retreat. An electricity service line is

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Brush Creek Rd Unit VAFV2040676, Winchester, VA 22603
  • /82

    $516,500

    • 4 Beds
    • 3.5 Baths
    • 1,962 Sq Ft

    235 Peppermint Spring Ln, Winchester, VA 22603

    Discover Your Private Retreat: 235 Peppermint Spring LaneNestled in the serene landscape of Winchester, Virginia, 235 Peppermint Spring Lane offers a rare combination of spacious country living and modern convenience. This charming single-family home sits on a sprawling 6.67-acre lot, providing a peaceful sanctuary just minutes from the vibrant energy of historic Downtown

    Andrew Hensley Samson Properties

    235 Peppermint Spring Ln, Winchester, VA 22603
  • /48

    $449,900

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    155 Royal Ave, Winchester, VA 22602

    Super location in Winchester, VA. This property is located just past Costco off of Rte. 522S. Situated on a quiet street this Cape Cod has a wonderful covered front porch with the addition of a rear closed in porch. The main and upstairs have hardwood flooring. The main floor consists of a bedroom, full bath, living room,dining room, and a large kitchen with plenty of room for a breakfast area.

    Jim Stafford ERA Oakcrest Realty, Inc.

    155 Royal Ave, Winchester, VA 22602
  • /21

    $242,500

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft

    1057 Foreman Ln, Winchester, VA 22603

    NEED YOUR OWN SPACE, THEN COME CHECK OUT THIS RAISED RANCHER, IT HAS 1 BEDROOM 1 BATH, FRESHLY PAINTED. EAT IN KITCHEN COMES WITH A STOVE, REFRIGERATOR, MICROWAVE, LOTS OF CABINET SPACE. MUCH MORE SPACIOUS THAN IT SEEMS. UPDATED HVAC INSTALLED RECENTLY & A NEW ROOF. WASHER & DRYER IN THE LOWER LEVEL PLENTY OF ROOM FOR STORAGE OR EXPAND. FENCED YARD FOR GARDENING OR PETS, OFF STREET PARKING,

    Richard Kozlowski Long & Foster Real Estate, Inc.

    1057 Foreman Ln, Winchester, VA 22603
  • /17

    $339,000

    • 3 Beds
    • 1 Bath
    • 1,699 Sq Ft

    2956 Grace St, Winchester, VA 22601

    Welcome to 2956 Grace Street — a 3-bedroom, 1-bath ranch-style home offering comfortable single-level living in Winchester, where a simple, functional layout and everyday ease come together. Inside, the home opens to a light-filled living area with hardwood floors that add warmth and character, creating a comfortable place to gather or unwind at the end of the day. The kitchen offers workspace

    Carolyn Young Samson Properties

    2956 Grace St, Winchester, VA 22601
  • /40

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,370 Sq Ft

    1310 Siler Rd, Winchester, VA 22603

    Come and see this serene wooded retreat, just minutes west of Winchester. This fully updated 3 BR, 1 BA Brick Rambler is situated on a private 10-acre, wooded, unrestricted lot. This home has a covered front porch and an 18 x 30-foot concrete patio in the back, perfect for entertaining. The brick Fireplace has a wood-burning stove insert. This home has been fully renovated, from the new roof and

    Marcia Coss Weichert, REALTORS

    1310 Siler Rd, Winchester, VA 22603
  • /77

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 3,120 Sq Ft

    256 Brookneil Dr, Winchester, VA 22602

    Step into something special at 256 Brookneil Dr—where space, privacy, and flexibility come together beautifully. Nestled on 2.1 wooded acres just minutes from Winchester, this property offers a peaceful retreat with the soothing sounds of nature all around. Whether you're sipping coffee on the deck or unwinding after a long day, the setting delivers the kind of tranquility that’s hard to find.

    Jacquelyn Sowers ERA Oakcrest Realty, Inc.

    256 Brookneil Dr, Winchester, VA 22602
  • /30

    $925,000

    • Land
    • 156.58 Acres
    • $5,908 per Acre

    950 Stony Hill Rd, Winchester, VA 22603

    A truly rare opportunity to own over 150 acres , just a few miles west of the scenic Shenandoah Valley—where rolling pasture, privacy, and possibility come together. 950 Stony Hill Rd. offers a stunning blend of open farmland and natural beauty. With significant portions of the land farmable, this property is perfectly suited for agricultural use, equestrian pursuits, or creating a remarkable

    Jennifer Watt Century 21 Redwood Realty

    950 Stony Hill Rd, Winchester, VA 22603
  • /84

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,165 Sq Ft

    456 Marple Rd, Winchester, VA 22603

    Welcome to Elysian Fields Farm, a magnificent 56+ acre equestrian estate situated at 456 Marple Road in Winchester, VA. Spanning three distinct parcels and located just 10 minutes from the conveniences of town, this private retreat is defined by its timeless brick construction and a masterfully designed layout that harmonizes luxury living with top-tier agricultural infrastructure. The arrival

    Dan Whitacre Colony Realty

    456 Marple Rd, Winchester, VA 22603
  • /83

    $725,000

    • 3 Beds
    • 3 Baths
    • 3,052 Sq Ft

    171 Laurel Grove Rd, Winchester, VA 22602

    Historic 1800s farmhouse on 5 unrestricted acres just outside Winchester, Virginia, in desirable Frederick County. This 3-bedroom, 3-bath farmhouse blends historic charm with modern comfort and is equestrian-ready. Features include hardwood floors throughout, a farmhouse kitchen with wrap-around covered porch access, a dining room with a fireplace, a living room with a fireplace, and a den/office

    RoxAnn Grimes RE/MAX Roots

    171 Laurel Grove Rd, Winchester, VA 22602
  • /35

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    112 W Germain St, Winchester, VA 22601

    100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025!This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern upgrades in the heart of downtown Winchester. Completely taken down to the studs and rebuilt in 2025, every detail was thoughtfully executed—nothing was overlooked. Proudly recognized with the 2025 Preservation of Historic

    Amanda Magana RE/MAX Roots

    112 W Germain St, Winchester, VA 22601
  • /11

    $90,000

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

    152 Fiddler Ave Unit C318, Winchester, VA 22603

    Welcome to Regency Lakes a all age active and vibrant community, where you can find yourself in your dream home. We have updated 2001 3 bed, 2 bath home featuring a large open floor plan. Step inside to find a bright and airy open floor plan, stone wood burning fireplace and updated bathrooms. The spacious kitchen boasts a multi level center island and a pass through, perfect for both everyday

    Kristina Kelly Regency Lakes

    152 Fiddler Ave Unit C318, Winchester, VA 22603
  • /50

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft

    109 Huron Trail, Winchester, VA 22602

    Discover this inviting 3-bedroom, 2-bath tri‐level home, offering flexible living spaces and a unique layout designed for comfort and creativity. The main level features a bright kitchen and a welcoming living room, setting the tone for easy everyday living. The upper-level hosts three full bedrooms, including a comfortable primary suite with its own ensuite bath, along with a well‐appointed full

    LESLIE WEBB Long & Foster Real Estate, Inc.

    109 Huron Trail, Winchester, VA 22602
  • /47

    $495,000

    • Land
    • 20 Acres
    • $24,750 per Acre

    000 Light Rd, Winchester, VA 22603

    Gentle stretches of open meadow roll into quiet, wooded groves where sunlight filters through the trees. Hidden among them, peaceful little ponds shimmer like jewels, inviting you to pause and simply breathe. Imagine sundrenched mornings, afternoons exploring your own private trails, and evenings watching the sky glow across wide open fields. Whether you long to build a cozy retreat, a forever

    Melissa Johnston ERA Oakcrest Realty, Inc.

    000 Light Rd, Winchester, VA 22603
  • /29

    $360,000

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    16 S Pleasant Valley Rd, Winchester, VA 22601

    Welcome to this one-of-a-kind property offering a unique and inviting layout designed with a seamless flow from front to back, filled with natural light throughout. Start your mornings on the rear patio enjoying peaceful sunrise views, and unwind in the evenings on the welcoming front porch with beautiful sunsets — the best of both worlds right at home.This home has been thoughtfully updated

    Vanessa Couture Samson Properties

    16 S Pleasant Valley Rd, Winchester, VA 22601
  • /76

    $889,000

    • 5 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    107 Launchris Dr, Winchester, VA 22602

    Step into timeless elegance with this stately Colonial, set on nearly an acre of picturesque land. Blending classic charm with thoughtful modern upgrades, this home offers the perfect balance of comfort, space, and sophistication. The current owner has invested over $150,000 in upgrades since purchasing, including a fully renovated HVAC system with all-new ductwork and high-end components

    Laura White ERA Oakcrest Realty, Inc.

    107 Launchris Dr, Winchester, VA 22602
  • /56

    $1,330,000

    • Land
    • 140.54 Acres
    • $9,463 per Acre

    0 Wardensville Grade Unit VAFV2040642, Winchester, VA 22602

    If you’ve been searching for space to breathe, this is it.Spanning 140.54 acres of wide-open and wooded land, this incredible property on Wardensville Grade offers the kind of peace, privacy, and freedom that’s getting harder to find. The moment you step onto the land, you’ll feel it, room to breathe, space to roam, and endless possibilities in every direction.There’s a beautiful homesite

    Kristi Cooper Realty ONE Group Old Towne

    0 Wardensville Grade Unit VAFV2040642, Winchester, VA 22602
  • /45

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    540 Eagle Place, Winchester, VA 22601

    Welcome to this well-maintained one-level rancher tucked away in a quiet cul-de-sac. This home offers easy, comfortable living with a warm and inviting feel throughout. Hardwood floors run through much of the home, complemented by LVP in the living and dining areas. The living room features a cozy fireplace and flows into the dining area and kitchen, where you’ll find stainless steel appliances,

    Camryn Jeremiah NextHome Realty Select

    540 Eagle Place, Winchester, VA 22601
  • /11

    $34,900

    • Land
    • 0.81 Acre
    • $43,086 per Acre

    Lot 9, 11, 13 Cougar Trail, Winchester, VA 22602

    Tucked into the scenic mountains of Wilde Acres subdivision, this 0.81-acre offering combines three wooded lots into one unique opportunity for your future homesite or getaway retreat. Surrounded by mature trees and natural beauty, the property offers privacy, flexibility, and the potential to build in a peaceful setting away from the noise of town. Whether you're looking to create a full-time

    Brad Cohen Connexa Real Estate

    Lot 9, 11, 13 Cougar Trail, Winchester, VA 22602
  • /43

    $299,000

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

    104 Mcneil Place, Winchester, VA 22603

    Just listed in Battleview located on Winchester's east side!! This wonderfully kept 3 bedrooms, 2 full baths. one level duplex is ready for its next chapter. Hardwood throughout, ceramic tile in kitchen and baths, 5 ceiling fans, baseboard electric heat. Two Window AC units also convey. Kitchen has a laundry closet and ALL appliances stay. Very private backyard oasis that features beautiful kept

    Lisa Gill ERA Oakcrest Realty, Inc.

    104 Mcneil Place, Winchester, VA 22603
  • /55

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    308 Ridge Ave, Winchester, VA 22601

    Charming all-brick ranch offering comfortable one-level living in a highly convenient location! This well-maintained home features 3 bedrooms and 2 baths on the main level, along with a spacious living room highlighted by a cozy fireplace. A formal dining room provides the perfect space for entertaining, while the kitchen offers ample workspace and connects conveniently to the main-level laundry

    John Scully Colony Realty

    308 Ridge Ave, Winchester, VA 22601
  • /109

    $999,900

    • 5 Beds
    • 5.5 Baths
    • 5,670 Sq Ft

    530 Laurel Grove Rd, Winchester, VA 22602

    If you’re looking for a truly impressive property with unexpected benefits, welcome to 530 Laurel Grove Road. With nearly 6,000 finished square feet and five bedrooms and 5.5 baths, this home allows for easy gathering, relaxing, living, and entertaining—and includes a private in-law suite perfect for multi-generational living, guests, or rental potential. Ensconced in nature on 8.6 acres and

    Dan Whitacre Colony Realty

    530 Laurel Grove Rd, Winchester, VA 22602
  • /24

    $130,000

    • Land
    • 22.44 Acres
    • $5,793 per Acre

    83 Bobcat Ct, Winchester, VA 22602

    Just west of the town of Winchester, Lot 83 Bobcat Trail is a on a private gated road. Enjoy camping, hiking, hunting, or just relax in the peace and quiet. This property has three wooden platforms for tents and seating. One outhouse, a hand placed stone fire pit and wood counter for food preparation. Surrounded by mature trees, stone paths and 360 distant views at the top of the mountain. Enjoy

    Brad Meletti Samson Properties

    83 Bobcat Ct, Winchester, VA 22602
  • /45

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,147 Sq Ft

    2015 Senseny Rd, Winchester, VA 22602

    Price reduced! Renovated house with NO HOA. The lot is almost half acre, it goes beyond the metal fence on the back to the tree line. The following are new: HVAC, siding, kitchen, bathrooms. floors, gutters, washer and dryer . The roof was installed in 2018. The windows in 2015. Fenced back yard. The driveway has gravel. 4 cars can fit easily in the front, plus another car in the backyard. This

    Alex Fernandez Epic Realty, LLC.

    2015 Senseny Rd, Winchester, VA 22602
  • /62

    $715,000

    • 3 Beds
    • 3.5 Baths
    • 4,808 Sq Ft

    121 Windrow Ct, Winchester, VA 22602

    Exquisite Home In Frederick County VA. This Custom Built Ranch Style Home Is The Perfect One Level Living Home, With Over 5,000 Finished Square Feet Of Living Space. The Open Living Concept Offers 9+ Foot Ceilings, High Loft Ceiling With Custom Wooden Decorative Beams And Floor To Ceiling Fireplace In Main Living Room With Decorative Wood Trim And Mantle, Kitchen To Living Room Space With Full

    Tracy Link Coldwell Banker Premier

    121 Windrow Ct, Winchester, VA 22602

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