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Newest Homes for Sale in Winchester, VA

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  • /34

    $653,990 New Construction

    • 4 Beds
    • 3 Baths
    • 1,865 Sq Ft

    234 Hydrangea Way, Winchester, VA 22602

    Experience effortless living in our Willow Run Active Adult community! Our Clifton floorplan is a thoughtfully designed 1,865 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The kitchen opens to a large great room with two windows that let in

    D.R. Horton Builder
    234 Hydrangea Way, Winchester, VA 22602
  • /27

    $459,990 New Construction

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

    123 Trellis View Ln, Winchester, VA 22602

    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, complete with a 2-car garage. This stunning 1,492 sq. ft. residence features three bedrooms and two baths on the main level, with the finished loft offering an additional 676 sq ft of

    D.R. Horton Builder
    123 Trellis View Ln, Winchester, VA 22602
  • /3

    $674,990 New Construction

    • 4 Beds
    • 3 Baths
    • 3,166 Sq Ft

    156 Williamson Rd, Winchester, VA 22602

    The Drexel home design is a spacious and versatile single-family home designed to suit a variety of lifestyles. With 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features main-level living with three bedrooms, including a private master suite with a walk-in closet and en-suite bathroom, along with two full bathrooms and a 2-car

    Builder Photo

    Maronda Homes

    Builder

    156 Williamson Rd, Winchester, VA 22602
  • /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
  • /62

    $509,000

    • 4 Beds
    • 3 Baths
    • 1,935 Sq Ft

    4494 Cedar Creek Grade, Winchester, VA 22602

    Escape to Your Private Almost 3-Acre Oasis: The Ultimate Modern Homestead!Rarely does a property offer the perfect synergy of a high-end interior renovation and a fully functional hobby farm. Nestled on a lush, 2.87-acre lot, this stunning 4-bedroom, 3-full bath home has been reimagined from top to bottom. As you enter the circular driveway lined with budding spring trees, you’ll feel the

    Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

    4494 Cedar Creek Grade, Winchester, VA 22602
  • /23

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft

    514 Cather Ave, Winchester, VA 22601

    Welcome to this beautifully maintained home where classic charm meets modern versatility! Built in 1948, this property offers warmth, character, and flexible living spaces designed to fit today’s lifestyle. Step inside to a spacious main level featuring a bright and inviting family room, a dedicated dining area, and an eat-in kitchen—perfect for everyday living and entertaining. This home offers

    Agent Photo

    Paula Keiper

    EXP Realty, LLC

    (540) 452-9510

    514 Cather Ave, Winchester, VA 22601
  • /13

    $429,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,094 Sq Ft

    104 Swansong Place, Winchester, VA 22603

    The three-level Skyline model masterfully combines a traditional exterior with a contemporary, open-concept floor plan. On the main level, you’ll find an expansive living room, bathed in natural light from numerous windows, flows effortlessly into the dining area and kitchen. The kitchen is designed with an L-shaped countertop and an island that borders the dining room. A cozy nook serves as a

    Brookfield Residential Builder
    104 Swansong Place, Winchester, VA 22603
  • /28

    $329,000 Open Sat 3PM - 5PM

    • 1,132 Sq Ft

    419 Stone Meadow Ct, Winchester, VA 22601

    Tucked away on a quiet cul-de-sac in the desirable Stonecrest Village community, 419 Stone Meadow Court offers a perfect blend of comfort, style, and convenience. Built in 1997 and thoughtfully maintained by its single in-residence owner, this charming home features easy one-level living with a spacious, light-filled layout ideal for both everyday living and entertaining. Recent updates include

    Alice Shank Samson Properties

    419 Stone Meadow Ct, 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
  • /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
  • /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
  • /94

    $950,000

    • 6 Beds
    • 4.5 Baths
    • 4,714 Sq Ft

    226 Summerfield Dr, Winchester, VA 22602

    Nestled in the charming and sought-after Raven Pointe neighborhood,adjacent to farmland yet 7 minutes from Old Town Winchester, thisstunning Colonial home offers a perfect blend of modern comfort andtimeless elegance. This spacious residence boasts 4,714 finishedsquare feet, providing ample room for both relaxation andentertainment. Front porch entrance greets guests with a

    Rebecca Sims Century 21 Redwood Realty

    226 Summerfield Dr, Winchester, VA 22602
  • /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
  • /39

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 2,353 Sq Ft

    111 Asbury Rd, Winchester, VA 22602

    Located on the east side of Winchester, this split-level home offers both comfort and convenience with easy access to Route 7 for commuting to Northern Virginia, I-81, and nearby shopping and dining.The home features a functional layout with additional finished living space on the lower level, including a bedroom and half bath, making it ideal for guests, a home office, or a private

    Sharon Farinholt Realty ONE Group Old Towne

    111 Asbury Rd, 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
  • /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
  • 112 Zinnia Ln, Winchester, VA 22603

    $549,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    112 Zinnia Ln, 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
    112 Zinnia Ln, Winchester, VA 22603
  • /34

    $579,990 New Construction

    • 5 Beds
    • 4 Baths
    • 2,511 Sq Ft

    119 Wappinger Terrace, Winchester, VA 22602

    The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 3200 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
    119 Wappinger Terrace, Winchester, VA 22602
  • /34

    $584,990 New Construction

    • 5 Beds
    • 4 Baths
    • 2,511 Sq Ft

    121 Wappinger Terrace, Winchester, VA 22602

    The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 3200 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 Wappinger Terrace, Winchester, VA 22602
  • /2

    $400,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 1,011 Sq Ft

    605 Dunlap St, Winchester, VA 22601

    Perfectly home on a quiet lot embraced by mature, stately trees, this 5-bedroom, 2 full-bathroom home offers both seclusion and incredible proximity to Winchester's finest amenities, schools, shopping, and major commuter routes. This residence has been completely reimagined, blending the enduring strength, high-end modern finishes. The moment you enter, you are greeted by the seamless flow of

    Alexandra Brown Spring Hill Real Estate, LLC.

    605 Dunlap St, Winchester, VA 22601
  • /2

    $465,000 Coming Soon

    • 1,771 Sq Ft

    303 Asbury Rd, Winchester, VA 22602

    Nestled in the charming Pioneer Heights, this delightful Colonial-style custom home offers a perfect blend of comfort and functionality. With 1,771 square feet of living space, this residence invites you to create lasting memories. The warm ambiance is enhanced by a cozy fireplace, perfect for those chilly evenings spent with loved ones. Set on a generous half acre lot, the outdoor space provides

    Brad Meletti Samson Properties

    303 Asbury Rd, Winchester, VA 22602
  • /48

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 4,419 Sq Ft

    151 Darby Dr, Winchester, VA 22602

    Lovely contemporary home in the established Ravenwing subdivision, featuring a highly desirable main-level primary suite and a layout you’ll instantly fall in love with. The well-designed floor plan offers spacious second-floor bedrooms, a finished basement complete with a kitchenette, and a screened rear porch overlooking a fenced yard. Enjoy peaceful views of the picturesque common area and

    Dave Spence RE/MAX Roots

    151 Darby Dr, 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
  • /94

    $795,000

    • 5 Beds
    • 4 Baths
    • 4,075 Sq Ft

    274 Woodside Ln, Winchester, VA 22603

    Welcome to 274 Woodside - a secluded house on 5.06 acres with tons of storage! This 4,310 SF rambler style home has 2 masters (one up and one down), 4 bathrooms (2 on the main floor have heated floors), a huge kitchen with tons of cabinets, a large island with a 5 burner propane cooktop, and a pantry cabinet with pull-out shelves for storage, two fireplaces - one propane and one wood-burning

    Cindy Butler Virginia Property Group, Inc.

    274 Woodside Ln, Winchester, VA 22603
  • /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
  • /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
  • /52

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 2,428 Sq Ft

    104 Monet Terrace, Winchester, VA 22602

    Located in an established cul-de-sac this 4 bedrooms, 2 1⁄2 bath, home has an unfinished basement. Also a deep two vehicle garage and storage building with a fenced yard and rear covered porch. The kitchen has Corian counters and loads of beautiful cabinets, an arch pass through, and hardwood floors. The house has crown molding, chair rail, wainscoting and hardwood floors throughout the main

    Janet Jackson MarketPlace REALTY

    104 Monet Terrace, Winchester, VA 22602
  • /2

    $679,000 New Construction

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

    0 Tumble Leaf Ln, Winchester, VA 22602

    CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Living Evergreene model with standard 13' Family Rm Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

    Daniel Boris Pearson Smith Realty, LLC

    0 Tumble Leaf 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
  • /26

    $799,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    169 Cather Ln, Winchester, VA 22602

    Estimated completion August 2026. Photos shown are of a similar home previously constructed by the builder. Finishes and features may vary. Welcome to 169 Cather Lane, a spacious rancher situated on 5 beautiful pastoral acres with stunning views and an unbeatable location just minutes from town. Built by local builder Scott & Scott Construction, this home offers the perfect blend of quality

    Kaitlyn Behr Samson Properties

    169 Cather Ln, Winchester, VA 22602
  • /23

    $449,990 New Construction

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

    124 Trellis View Ln, Winchester, VA 22602

    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. 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, ideal for

    D.R. Horton Builder
    124 Trellis View Ln, Winchester, VA 22602
  • /8

    $350,000 New Construction

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

    720 Panther Dr, Winchester, VA 22602

    Seller offering $5,000 toward buyer’s closing costs, a great opportunity to reduce upfront expenses. Welcome to 720 Panther Dr, Winchester, VA – a stunning new construction home scheduled for completion in May 2026. This beautifully designed 3-bedroom, 2-bathroom residence showcases exceptional upgrades throughout, offering the perfect blend of modern luxury and everyday comfort. The stylish

    Abby Walters Preslee Real Estate

    720 Panther Dr, Winchester, VA 22602
  • /47

    $409,990 New Construction

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

    123 Lakota St, Winchester, VA 22602

    Don't miss this fantastic Adams end-unit townhome with included deck, washer and dryer, and blinds! The Adams offers 4 bedrooms, 3.5 baths, and a 1-car garage spread across three levels with a total of 1,889 square feet. The main level features 9-foot ceilings, luxury vinyl plank flooring, white cabinets with granite countertops, and stainless steel appliances by Whirlpool. With all the smart

    D.R. Horton Builder
    123 Lakota St, Winchester, VA 22602
  • /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

    $365,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft

    113 Deer Trail, Winchester, VA 22602

    Welcome home to this beautifully updated 3 bed, 2 bath property in Winchester! Step inside to an open-concept kitchen complete with a center island, brand new stainless steel appliances, and stylish finishes—ideal for both everyday living and entertaining. The home has been freshly painted and boasts new LVP flooring throughout the main living areas and new carpet in the bedrooms, creating a

    Caleb Fowler Samson Properties

    113 Deer Trail, Winchester, VA 22602

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