492

Winchester, VA Homes for Sale

Section Image Section Image
  • /80

    $655,000

    • 4 Beds
    • 3.5 Baths
    • 3,556 Sq Ft

    185 Hannah Ct, Winchester, VA 22603

    Welcome to this stunning 1997 Colonial set on 2 private acres, offering a perfect blend of main-level convenience and exceptional entertainment spaces. The main floor features a primary bedroom suite with a private bath, a light-filled living room with a cozy stone fireplace, a formal dining room, main-floor laundry, mud room, and an eat-in kitchen with stainless steel appliances. The upper level

    Joey Badgett-Gonzalez Berkshire Hathaway HomeServices PenFed Realty

    185 Hannah Ct, Winchester, VA 22603
  • /33

    $395,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    123 Etnam St, Winchester, VA 22602

    Well-maintained colonial available in one of Winchester’s premier subdivisions, Pembridge Heights. The main level features a formal dining room just off the foyer, perfect for family gatherings, which flows into the eat-in kitchen with LVP flooring, stainless steel appliances, a tile backsplash, custom wood cabinetry, and access to the deck overlooking a semi-flat backyard with a koi pond. The

    Paul Sneeringer Keller Williams Realty

    123 Etnam St, Winchester, VA 22602
  • /21

    $399,900

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,162 Sq Ft

    101 Fay St, Winchester, VA 22602

    **PRICE DROPED, SELLER MOTIVATED**Discover this well-appointed 3-bedroom, 3-bathroom single-family home offering approximately 2,150+ square feet of comfortable living space on a generous 0.44-acre lot. Designed with an open floor plan and practical updates, this residence balances everyday convenience with flexible living options in a highly accessible Winchester location.Main Level:

    Minhkhoa Tran Fairfax Realty Premier

    101 Fay St, Winchester, VA 22602
  • /23

    $449,990

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

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

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

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578850, Winchester, VA 22603
  • /36

    $319,900

    $5K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,692 Sq Ft

    315 Copperfield Ln, Winchester, VA 22602

    *PRICE ADJUSTMENT *Welcome to this beautifully remodeled end-unit townhouse offering three spacious levels of comfortable living. The main level features a refreshed kitchen with brand-new cabinets, new flooring, and recessed lighting, creating a bright and inviting space for everyday living and entertaining.Upstairs, you’ll find two generously sized rooms, each with its own full

    JORGE CABRERA Spring Hill Real Estate, LLC.

    315 Copperfield Ln, Winchester, VA 22602
  • /36

    $599,500

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    479 Perry Rd, Winchester, VA 22602

    GREAT LOCATION CLOSE TO TOWN - 5 ACRES THAT POSSIBLY COULD BE SUBDIVIDED - HARDWOOD FLOORING - OPEN FLOOR PLAN - HAS A FLUE FOR WOOD OR PELLET STOVE - THIS PLACE IS READY FOR SOME NEW OWNERS THESE FOLKS HAVE OWNED THE HOME SINCE 1982 !!!! GREAT VIEWS AND SITS UP ON A HILL GIVING SOME PRIVACY !! THE SHED HAS A FULL CELLAR UNDERNEATH PERFECT FOR CANNING OR BAD STORMS

    Thomas Dawe Winchester Real Estate Connection

    479 Perry Rd, Winchester, VA 22602
  • /52

    $559,900

    $10K PRICE DROP
    • 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 ½ 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
  • /32

    $495,000

    Open Sun 1PM - 3PM $35K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,505 Sq Ft

    108 Morgan St, Winchester, VA 22601

    OPEN HOUSE 08/30/2026 FROM 1:00 PM - 3:00 PMWelcome to this charming historic home in Old Town Winchester. This spacious 3-bedroom Colonial blends timeless character with modern comfort in a convenient downtown location. Thoughtfully updated with today’s buyer in mind, this inviting residence offers upgraded amenities while preserving its classic appeal.Ideally situated within

    Stacey Rowe Real Broker LLC

    108 Morgan St, Winchester, VA 22601
  • /71

    $575,000

    • 3 Beds
    • 3 Baths
    • 2,586 Sq Ft

    3150 Apple Pie Ridge Rd, Winchester, VA 22603

    Located on highly desired Apple Pie Ridge Road with fabulous scenic mountain VIEWS, HORSES ARE ALLOWED at this charming split-foyer home offers over 2,500 finished square feet of comfort and style. With 3 spacious Bedrooms and 3 full Bathrooms, the interior features a very inviting open floor plan. Filled with abundant natural light, the eat-in kitchen is equipped with modern appliances,

    Bridget Aikens Colony Realty

    3150 Apple Pie Ridge Rd, Winchester, VA 22603
  • /42

    $425,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,992 Sq Ft

    703 S Loudoun St, Winchester, VA 22601

    ***4.25% INTEREST RATE AVAILABLE*** Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s

    John Ginty Samson Properties

    703 S Loudoun St, Winchester, VA 22601
  • /23

    $542,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,476 Sq Ft

    2465 Saffron Crest Dr, Winchester, VA 22603

    Easy living starts here—Construct this thoughtfully designed main‐level living home and have the opportunity to personalize your style with your choice of flooring, cabinets, countertops, and fixtures and move in early next year!The main level features low‐maintenance LVP flooring throughout, vaulted ceilings in the family room, and a spacious primary suite with a deluxe bath showcasing a

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    2465 Saffron Crest Dr, Winchester, VA 22603
  • /2

    $8,500

    • Land
    • 0 Sq Ft

    0 0 Unit VAFV2036674, Winchester, VA 22602

    Kelly Hayes Samson Properties

    0 0 Unit VAFV2036674, Winchester, VA 22602
  • /26

    $295,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 984 Sq Ft

    110 Duwamish Trail, Winchester, VA 22602

    Charming and Move-In Ready Ranch in a Peaceful Setting!Welcome home to this beautifully refreshed single-level ranch nestled on a spacious, tree-lined lot. This inviting home features a bright and functional layout with updated finishes throughout. The kitchen offers grey cabinetry, granite countertops, and stainless steel appliances, creating a clean and modern space perfect for everyday

    Tina Jacobin Main Street Realty

    110 Duwamish Trail, Winchester, VA 22602
  • /27

    $249,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    8 Brookland Ct Unit 8, Winchester, VA 22602

    Fully Renovated 2026 | Turnkey 2BR/2BA Condo in Park PlaceWelcome to 136-8 Brookland Ct—where style, comfort, and convenience come together. This stunning second-floor condo has been completely renovated in 2026, offering a like-new feel without the wait!Step inside to discover all-new flooring, appliances, lighting, fixtures, vanities, doors, and countertops—every detail

    Amy Longerbeam RE/MAX Roots

    8 Brookland Ct Unit 8, Winchester, VA 22602
  • /12

    $389,900

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

    126 Maury Way, Winchester, VA 22602

    Welcome to this lovely and charming home located in the sought-after active adult community of Winchester Landing. Thoughtfully designed to highlight elegant architecture, stylish finishes, and countless upgrades. This home blends sophistication with comfort, creating a lifestyle that feels both refined and effortlessly relaxed.Step inside to a light-filled open layout that seamlessly

    Rodolfo Balarezo LPT Realty, LLC

    126 Maury Way, Winchester, VA 22602
  • /26

    $374,990

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 1,756 Sq Ft

    HOMESITE 8 Monteith Dr, Winchester, VA 22601

    Open House this Saturday & Sunday from 2-4 PM!End of Row Townhome with 3 Bedrooms & 3.5 Bathrooms! All Three Levels Finished! Explore Winchester’s new luxury townhome community. This three level end unit home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with

    DRB Homes Builder
    HOMESITE 8 Monteith Dr, Winchester, VA 22601
  • /15

    $89,000

    • Land
    • 5.02 Acres
    • $17,729 per Acre

    0 Pack Horse Road Lot B Unit VAFV2042704, Winchester, VA 22603

    The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 5 acre lot B is wooded, has an old cabin (do not enter and at one time had electric), has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a

    Dave Spence RE/MAX Roots

    0 Pack Horse Road Lot B Unit VAFV2042704, Winchester, VA 22603
  • /31

    $384,900

    • 3 Beds
    • 2.5 Baths
    • 1,509 Sq Ft

    109 Nootka Way, Winchester, VA 22602

    *Excellent commuter location in a brand-new community conveniently situated just off Route 7 as you enter Winchester, offering easy access to major commuter routes, shopping, dining, and all that Winchester has to offer.Welcome to 109 Nootka Way, a beautifully maintained end-unit SMART townhome offering the perfect blend of modern style, comfort, and low-maintenance living. Built just a

    Jessica Seminaro Samson Properties

    109 Nootka Way, Winchester, VA 22602
  • /15

    $210,000

    $10K PRICE DROP
    • Land
    • 5.39 Acres
    • $38,961 per Acre

    TBD (0) Cather Ln, Winchester, VA 22602

    Searching for the ideal place to build your dream home? This awesome 5.39 acre parcel delivers stunning views and a convenient location just minutes from town. Situated right off Rt 50 with easy access to Rt 37 and Interstate 81, you’ll be close to gas stations, restaurants, shopping, the hospital, and so much more—offering the perfect blend of peaceful country living and everyday convenience.

    Brian Doman Preslee Real Estate

    TBD (0) Cather Ln, Winchester, VA 22602
  • /49

    $320,000

    • 4 Beds
    • 2 Baths
    • 2,034 Sq Ft

    410 S Cameron St, Winchester, VA 22601

    Step into a home where timeless character and modern opportunity come together. This spacious property is filled with antique charm and unique details throughout.Featuring 4 bedrooms, 2 full bathrooms, and several versatile flex spaces, this home can easily adapt to your needs or offer increased income potential with a renovation. Enjoy the outdoor living opportunities with a private

    Heloisa Amar Samson Properties

    410 S Cameron St, Winchester, VA 22601
  • /32

    $239,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    1576 Brookland Terrace Unit 6, Winchester, VA 22602

    Fantastic location! This spacious second-floor condo offers more square footage than most units in the community and features an open, light-filled layout, and durable flooring throughout with NO carpet. The thoughtfully designed floor plan includes a large living room, separate dining area, two generously sized bedrooms, and two full bathrooms. The primary suite offers a private bath, a large

    Kim Hurst MarketPlace REALTY

    1576 Brookland Terrace Unit 6, Winchester, VA 22602
  • /64

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,982 Sq Ft

    307 Canyon Rd, Winchester, VA 22602

    Welcome to 307 Canyon Road in Winchesters sought-after Senseny Glen community. This move-in-ready ranch style home offers open-concept main-level living boasting hardwood floors, plush carpet, a cozy gas fireplace, and an abundance of natural light throughout! The kitchen includes ample cabinetry and pantry storage, a large island for breakfast seating, all positioned perfectly with the dining

    Lisa Behr Hunt Country Sotheby's International Realty

    307 Canyon Rd, Winchester, VA 22602
  • /8

    $775,000

    New Construction $10K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 3,150 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 Chestnut model with standard 10' Main Level CeilingsModel 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
  • /29

    $265,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,734 Sq Ft

    11 W Germain St, Winchester, VA 22601

    Step inside this historic home in the heart of Winchester and discover a home that offers far more than you might expect. Generously sized rooms provide plenty of space to relax, or enjoy your favorite hobbies, while a light-filled sunroom creates the perfect spot for morning coffee, reading, plants, or simply slowing down and enjoying the day.Inside, you'll find two comfortable bedrooms, a

    Magnolia Halkowitz ERA Oakcrest Realty, Inc.

    11 W Germain St, Winchester, VA 22601
  • /29

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    775 Pack Horse Rd, Winchester, VA 22603

    Completely remodeled and move-in ready, this charming property at 775 Pack Horse Road in Frederick County, VA offers the perfect blend of modern updates and peaceful country living. Situated on a picturesque setting, the home has been thoughtfully renovated throughout, featuring updated finishes, refreshed interiors, and attention to detail in every room. Enjoy the convenience of a detached

    Amanda Slate Keller Williams Realty

    775 Pack Horse Rd, Winchester, VA 22603
  • /85

    $725,000

    • 5 Beds
    • 4 Baths
    • 4,408 Sq Ft

    223 Fairfield Dr, Winchester, VA 22602

    Beautifully remodeled with exceptional care and attention to detail by its current owners, this stunning 5-bedroom, 3-bath home offers over 4,400 finished square feet on a private 0.35-acre corner lot with NO HOA. Thoughtfully designed for comfortable everyday living, the home features four bedrooms on the upper level and a fifth bedroom on the main level with convenient access to a full bath,

    Antonella Costa Samson Properties

    223 Fairfield Dr, Winchester, VA 22602
  • /58

    $674,900

    • 4 Beds
    • 3.5 Baths
    • 3,924 Sq Ft

    146 Darby Dr, Winchester, VA 22602

    Beautiful brick-front home in sought-after Ravenwing offering three finished levels and exceptional space throughout! This 4-bedroom, 3.5-bath home features a welcoming main level with formal living and dining rooms, plus a cozy family room with a gas fireplace—perfect for relaxing or entertaining.Dual staircases lead to the expansive upper level, highlighted by two owner’s suites, each with

    Traci Shoberg Samson Properties

    146 Darby Dr, Winchester, VA 22602
  • /41

    $598,990

    New Construction
    • 3 Beds
    • 2 - 3 Baths
    • 3,213 Sq Ft

    Drexel Plan at Abrams Pointe, 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

    Maronda Homes Builder
    161 Williamson Rd Unit 38167756, Winchester, VA 22602
  • /27

    $479,990

    New Construction $47K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,168 Sq Ft

    122 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
    122 Trellis View Ln, Winchester, VA 22602
  • /22

    $399,900

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft

    103 Tonto Trail, Winchester, VA 22602

    Home nearing completion. Limited time builder offering $10,000 in closing costs with acceptable offer.Within 30 days of completionStunning 3BR/3BA home on over 1/3 acre lot with available Xfinity internet (not all streets have it). Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury

    Jim Thomson Realty ONE Group Old Towne

    103 Tonto Trail, Winchester, VA 22602
  • /4

    $660,435

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,822 Sq Ft

    Lot 213 Williamson, Winchester, VA 22602

    The Carlisle home design by Maronda Homes offers the perfect balance of style, space, and flexibility—designed to meet the needs of modern families and active lifestyles. Featuring 4 to 6 bedrooms, 2.5 to 5 bathrooms, and 3,614 square feet of living space, the Carlisle provides room to grow without sacrificing comfort or function.From the welcoming front entry to the spacious open-concept layout,

    Maronda Homes Builder
    Lot 213 Williamson, Winchester, VA 22602
  • /36

    $319,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    151 Mccormick Cir Unit 203, Winchester, VA 22602

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

    RoxAnn Grimes RE/MAX Roots

    151 Mccormick Cir Unit 203, Winchester, VA 22602
  • /60

    $589,900

    • 4 Beds
    • 3.5 Baths
    • 2,680 Sq Ft

    141 Poe Dr, Winchester, VA 22602

    Discover this impressive Hopewell home, ready for quick move-in! Included features: a quiet study with French doors; a spacious great room with an electric fireplace; a dining nook; an open kitchen with a center island; a main-floor powder room; a convenient laundry; a luxurious primary suite showcasing added windows, a private bath with double sinks and an immense walk-in closet; and an extra

    Brian Shim Livewell Realty, LLC

    141 Poe Dr, Winchester, VA 22602
  • /58

    $399,000

    Open Sat 11AM - 1:30PM
    • 3 Beds
    • 1.5 Baths
    • 1,725 Sq Ft

    633 Pennsylvania Ave, Winchester, VA 22601

    OPEN HOUSE SATURDAY AUGUST 29TH FROM 11-1:30 pm. Charming 1932 Craftsman Near Downtown Winchester! Step into this classic 1932 Craftsman home, where timeless historic character perfectly meets modern updates. Stunning original craftsman style windows in every room. Boasting an abundance of original woodwork and original wood floors throughout, this home radiates warmth, style, and craftsmanship.

    Karen O'Hare Colony Realty

    633 Pennsylvania Ave, Winchester, VA 22601
  • /13

    $179,000

    $20K PRICE DROP
    • Land
    • 20.05 Acres
    • $8,928 per Acre

    951 Bobcat Trail, Winchester, VA 22602

    Breathtaking Views and Endless Possibilities! Discover your own slice of paradise on this stunning 20.05-acre property! With a 3-bedroom perc already in place, drainfield and distribution box installed, and electric at the property, you're just a septic tank away from breaking ground. Part of the lot is already cleared, making it the perfect spot to build your dream home, weekend getaway, or cozy

    Sharon Farinholt Realty ONE Group Old Towne

    951 Bobcat Trail, Winchester, VA 22602
  • /53

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,974 Sq Ft

    735 Redbud Rd, Winchester, VA 22603

    Situated directly across from historic Third Battle of Winchester Park, this charming brick ranch offers a rare opportunity to enjoy more than six miles of scenic walking trails, interpretive markers, and historic monuments just steps from your front door. Conveniently located with quick access to Routes 7, 11, and I-81, the property combines peaceful surroundings with exceptional accessibility.

    Jeff Boppe Long & Foster Real Estate, Inc.

    735 Redbud Rd, Winchester, VA 22603
  • /10

    $80,000

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    105 Mulligan Ln Unit C374, Winchester, VA 22603

    Welcome to Regency Lakes an all age active and vibrant community. We have a spacious 2009 3 bed, 2 bath home for sale featuring 1792.00 sq ft of beautifully designed living space. Located in Winchester, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find a beautiful stone gas fireplace, open-concept floor plan, high ceilings, and tons of natural

    Kristina Kelly Regency Lakes

    105 Mulligan Ln Unit C374, Winchester, VA 22603
  • /2

    $12,800

    • Land
    • 17,424 Sq Ft
    • $32,000 per Acre

    0 Budwood Trail Unit 11620368, Winchester, VA 22602

    Nice level corner wooded lot. Corner of Budwood and Rockwood Follow your GPS to the corner point. All measurements are taken from government sources. Such as the actual .4. acres is actually .398 acres rounded up.

    John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

    0 Budwood Trail Unit 11620368, Winchester, VA 22602
  • /60

    $1,150,000

    New Construction $50K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 5,425 Sq Ft

    Lot 1 Keval Gyan Way, Winchester, VA 22603

    Four months build time from contract. Foundation dug and construction to begin soon. To have finished basement. 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

    Jim Thomson Realty ONE Group Old Towne

    Lot 1 Keval Gyan Way, Winchester, VA 22603
  • /31

    $279,000

    • 2 Beds
    • 1 Bath
    • 1,577 Sq Ft

    611 Fawn Dr, Winchester, VA 22602

    Welcome to this beautifully updated 2-bedroom, 1-bath cottage, perfectly tucked away on two picturesque, serene lots surrounded by mature trees. Offering the perfect blend of charm, privacy, and possibility, this inviting home has been thoughtfully rebuilt and improved over the years and is truly move-in ready.Step inside to find beautiful wood flooring, soaring ceilings in the bedrooms, an

    Katy Donovan Keller Williams Realty

    611 Fawn Dr, Winchester, VA 22602

Showing Results 361 - 400, Page 10 of 13

How to Buy a Home How to Finance a Home How to Sell a Home