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Newest Homes for Sale in Winchester, VA

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  • /83

    $2,200,000

    • 5 Beds
    • 4.5 Baths
    • 5,884 Sq Ft

    2230 Jones Rd, Winchester, VA 22602

    Set on 21.5 acres just minutes from downtown Winchester, this 5-bedroom home offers over 5,800 finished square feet with a blend of space, functionality, and outdoor living in a highly convenient location. Combining usable land, thoughtful improvements, and indoor and outdoor entertaining spaces, this property offers a rare opportunity close to town amenities. While a neighboring property's drive

    Jennifer Sacco RE/MAX Roots

    2230 Jones Rd, Winchester, VA 22602
  • /19

    $141,500

    • Land
    • 11.1 Acres
    • $12,748 per Acre

    0 Hodges Lot 14 Ln, Winchester, VA 22603

    Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Hodges Lot 14 Ln, Winchester, VA 22603
  • /20

    $154,650

    • Land
    • 12.9 Acres
    • $11,988 per Acre

    0 Hodges Lot 11 Ln, Winchester, VA 22603

    Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Hodges Lot 11 Ln, Winchester, VA 22603
  • /12

    $99,500

    • Land
    • 5.5 Acres
    • $18,091 per Acre

    0 Ln, Winchester, VA 22603

    Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Ln, Winchester, VA 22603
  • /2

    $646,090

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    2450 Cardigan Way, Winchester, VA 22603

    This 5‐bedroom Torrington home with a main‐level primary suite is still available to personalize—choose your own flooring, quartz countertops, cabinets, and fixtures, and move in early next year!The main level features luxury vinyl plank flooring and an open, light‐filled layout. The gourmet kitchen is appointed with stainless steel appliances, a statement range hood, quartz countertops, and

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    2450 Cardigan Way, Winchester, VA 22603
  • /31

    $328,500

    $31K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    608 Dunlap St, Winchester, VA 22601

    Charming 3-bedroom, 1-bath ranch-style home in a highly convenient Winchester location! This well-maintained home is in great condition and has been freshly painted, offering a clean, move-in ready feel. Featuring beautiful hardwood floors throughout and a fully fenced backyard—perfect for pets, entertaining, or relaxing evenings. Central heating and air conditioning for year-round comfort.

    Richard Butcher Coldwell Banker Premier

    608 Dunlap St, Winchester, VA 22601
  • /22

    $599,950

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,948 Sq Ft

    446 N Loudoun St, Winchester, VA 22601

    Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking

    Lawrence Lessin Homes By Owner, Inc.

    446 N Loudoun St, Winchester, VA 22601
  • /42

    $598,000

    $27K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,996 Sq Ft

    1564 Perry Rd, Winchester, VA 22602

    Discover the perfect blend of comfort and contemporary living in this stunning detached home, nestled on a generous 1.35-acre lot. Built in 2009, this residence boasts a modern architectural style that harmonizes with its serene surroundings, offering a peaceful retreat from the hustle and bustle of everyday life. Step inside to find a spacious layout that invites you to create lasting memories.

    Nate Vogel Century 21 Redwood Realty

    1564 Perry Rd, Winchester, VA 22602
  • /34

    $350,000

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

    411 Cardinal Dr, Winchester, VA 22602

    Back on the market at no fault of the seller or the property. The previous buyer was unable to satisfy their home sale contingency, creating a new opportunity for interested buyers. Schedule your showing today!Welcome to 411 Cardinal Dr., a newly completed home offering 3 bedrooms, 2 bathrooms, and thoughtfully designed one-level living. This property features an open layout with durable

    Abby Walters Preslee Real Estate

    411 Cardinal Dr, Winchester, VA 22602
  • /31

    $824,900

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,943 Sq Ft

    230 Conifer Ln, Winchester, VA 22602

    WOW - what a price improvement - schedule your viewing now!! Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space

    Traci Shoberg Samson Properties

    230 Conifer Ln, Winchester, VA 22602
  • /65

    $559,000

    $41K PRICE DROP
    • 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. Each Unit has 3 bedrooms and 1.5 baths. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income

    Danielle Spriggs Samson Properties

    1400 Valley Ave, Winchester, VA 22601
  • /58

    $585,000

    $5K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 2,672 Sq Ft

    220 Snappy Ln, Winchester, VA 22602

    Stunning two-level home sits on a flat, picturesque 5 acres, with spacious 6-bedroom, 4-bathroom This single-family home offering about 2,672 sq ft of living space.The main level features a bright living room, a well-equipped kitchen with ample counter space, multiple dining areas, and generously sized bedrooms. A large deck provides easy outdoor access and is perfect for

    Mauricio Argandona Fairfax Realty Select

    220 Snappy Ln, Winchester, VA 22602
  • /48

    $519,900

    $39K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,279 Sq Ft

    104 Wagtail Ln, Winchester, VA 22603

    BETTER THAN NEW—MOVE IN NOW! Welcome to 104 Wagtail Lane, a beautifully upgraded 2025 end-unit villa offering a premium location, exceptional privacy, main-level living, and a long list of upgrades already completed for you. Located in the gated 55+ community of Hiatt Pointe at Snowden Bridge, this home combines the ease of new construction with the advantage of being completely finished and

    Katy Donovan Keller Williams Realty

    104 Wagtail Ln, Winchester, VA 22603
  • /42

    $429,900

    $60K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,745 Sq Ft

    430 Babbs Mountain Rd, Winchester, VA 22603

    Desirable location off of Apple Pie Ridge. With some TLC, this 3-bedroom, 2.5-bath home set on 2.68 wooded acres just minutes from Winchester Medical Center, offering a private, peaceful setting with everyday convenience. Enjoy the outdoors from the covered front porch or rear deck—perfect for relaxing or entertaining. Inside, the spacious kitchen features a center island, stainless steel

    Sheila Pack RE/MAX Roots

    430 Babbs Mountain Rd, Winchester, VA 22603
  • /33

    $399,000

    $26K PRICE DROP
    • 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
  • /23

    $94,500

    $5K PRICE DROP
    • Land
    • 5.49 Acres
    • $17,213 per Acre

    0 Whispering Knolls Dr, Winchester, VA 22603

    *Price Improvement* Discover the perfect blend of privacy and natural beauty with this 5.49-acre parcel on Whispering Knolls Dr in Winchester, VA. Nestled among scenic country roads, this property offers a peaceful setting to build your dream home. Located approximately 6 miles from I-81, it provides a manageable commute while still offering the charm of rural living. Winchester Medical Center is

    Theresa Marshall Samson Properties

    0 Whispering Knolls Dr, Winchester, VA 22603
  • /11

    $1,499,000

    • Land
    • 2.45 Acres
    • $611,837 per Acre

    821,829,839, and 851 Fox Dr, Winchester, VA 22603

    Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

    Agent Photo

    Jim Shebest

    Coldwell Banker Realty

    821,829,839, and 851 Fox Dr, Winchester, VA 22603
  • /63

    $330,000

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

    805 S Kent St, Winchester, VA 22601

    Very well-maintained 2-level home offering 4 bedrooms and 2 full baths in the heart of Winchester. This home features a functional layout with a blend of classic charm and thoughtful updates throughout. Pride of ownership shows inside and out, with comfortable living spaces, a fully fenced yard, and a private driveway for off-street parking. Conveniently located near downtown, shopping, and

    Carolina Mosquera Weichert, REALTORS

    805 S Kent St, Winchester, VA 22601
  • /51

    $224,900

    $34K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    8 Brookland Ct Unit 8, Winchester, VA 22602

    2 Bed, 2 bath condominium. New appliances, including water heater and heat pump. Gas fireplace, open concept with separate dining room. Patio/ porch with french doors and skylights in living room allow tons of natural light. Primary suite includes walk-in closet. Conveniently located off rt 7 and 81.

    Vicki Broy RE/MAX Roots

    8 Brookland Ct Unit 8, Winchester, VA 22602
  • /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
  • /29

    $359,900

    $29K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,263 Sq Ft

    224 Hawk Trail, Winchester, VA 22602

    Welcome home to this charming retreat nestled in the Shawneeland community of Winchester, Virginia. This beautifully reimaged rambler has been fully remodeled. The 3-bedroom, 2-bathroom home offers the perfect blend of modern finishes and relaxed mountain community living – ready for you to move-in and enjoy!Step outside and breathe it all in. A delightful front porch sets the tone the

    Joelle Graham Weichert, REALTORS

    224 Hawk Trail, Winchester, VA 22602
  • /2

    $24,900

    • Land
    • 20,473 Sq Ft
    • $52,979 per Acre

    Lot 162 Bobcat Trail, Winchester, VA 22602

    Imagine creating your own mountain getaway atop Great North Mountain. Tucked among the trees in Shawneeland, this just-under-half-acre lot offers a peaceful wooded setting, privacy, and the potential for beautiful westerly mountain views.The property includes a relatively level area that may offer possibilities for a future homesite. With thoughtful planning and clearing, envision a cozy

    Natasha Roberts Realty ONE Group Old Towne

    Lot 162 Bobcat Trail, Winchester, VA 22602
  • /77

    $649,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,120 Sq Ft

    256 Brookneil Dr, Winchester, VA 22602

    PRICE REDUCTION ALERT! This is your chance to own the private retreat buyers have been waiting for. 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

    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

    PLEASE NOTE THAT THERE IS AN ELECTRIC FENCE. PLEASE MAKE SURE IT'S CLOSED BEHIND YOU WHEN ENTERING AND EXITING PROPERTY. MUST HAVE AN APPOINTMENT AND BE ACCOMPANIED BY AN AGENT TO SEE THIS PROPERTY. A truly rare opportunity to own over 150 acres in Frederick Co., VA , just a few miles west of the scenic Shenandoah Valley—where rolling pasture, privacy, and possibility come together. 950 Stony

    Jennifer Watt Century 21 Redwood Realty

    950 Stony Hill Rd, Winchester, VA 22603
  • /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
  • /78

    $410,000

    $85K PRICE DROP
    • Land
    • 20 Acres
    • $20,500 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
  • /83

    $825,000

    $64K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    107 Launchris Dr, Winchester, VA 22602

    Looking for a home that gives you space, style, privacy, and the freedom to make it your own? Welcome to this stately Colonial set on nearly an acre of beautiful, private land—where timeless architecture meets the upgrades today's buyers want.The seller has invested more than $150,000 in improvements, 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
  • /47

    $599,900

    $50K PRICE DROP
    • 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
  • /11

    $20,000

    $15K PRICE DROP
    • Land
    • 35,283 Sq Ft
    • $24,691 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
  • /7

    $680,000

    New Construction $1K PRICE INCREASE
    • 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 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
  • /65

    $799,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,331 Sq Ft

    123 Stetson St, Winchester, VA 22603

    No HOA!! Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both

    Agent Photo

    Brett Sowder

    RE/MAX Roots

    123 Stetson St, Winchester, VA 22603
  • /9

    $9,500

    • Land
    • 23,958 Sq Ft
    • $17,273 per Acre

    LOTS 8 & 9 Elk Trail, Winchester, VA 22602

    Great opportunity to own two beautiful wooded lots full of mature trees and plenty of privacy! These adjoining parcels offer a wonderful chance to connect with nature and enjoy peaceful surroundings. Located just about 30 minutes from downtown Winchester, you get the perfect mix of country calm and town convenience. Whether you’re thinking about outdoor fun, future plans, or simply an investment,

    Kristin Crosby Samson Properties

    LOTS 8 & 9 Elk Trail, Winchester, VA 22602
  • /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
  • /50

    $799,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,256 Sq Ft

    201 Nathaniel Dr, Winchester, VA 22603

    Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. This thoughtfully designed home features an open-concept layout filled with abundant natural sunlight and beautiful wooded views throughout.The main living area showcases engineered hardwood flooring, a spacious living room and dining area, and

    Renee Waymire Samson Properties

    201 Nathaniel Dr, Winchester, VA 22603
  • /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
  • /28

    $400,000

    $29K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,432 Sq Ft

    115 E Monmouth St, Winchester, VA 22601

    Welcome to this 2 level house, the spacious patio backyard will be the perfect spot to relax and enjoy a relaxing day. Located near multiple stores and parks. Schedule your showing today!

    Mafe Zambrano Inmobiliaria De Las Casas LLC

    115 E Monmouth St, Winchester, VA 22601
  • /17

    $199,900

    $15K PRICE DROP
    • Land
    • 15,681 Sq Ft
    • $555,278 per Acre

    506 Fairmont Ave, Winchester, VA 22601

    NEW CITY LOT! This newly configured lot in the heart of downtown Winchester has been expanded and is ready for you to build your dream home. Featuring a width of approximately 100 feet, you have plenty of space to accommodate nearly any home of your choice. As a bonus, the driveway will be on the neighboring lot, which allows even more buildable space. Additionally, you do not have to worry about

    Dan Whitacre Colony Realty

    506 Fairmont Ave, Winchester, VA 22601
  • /58

    $489,990

    New Construction $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,971 Sq Ft

    251 Rossmann Blvd, Winchester, VA 22602

    The home is vacant, move-in ready, with a full basement, preselected upgrades, and a one-year home warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community, with room to grow in the improved basement. The inviting, open-concept main level features a

    Marisa Varley ERA Oakcrest Realty, Inc.

    251 Rossmann Blvd, Winchester, VA 22602
  • /59

    $484,990

    New Construction $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,023 Sq Ft

    619 Farmington Blvd, Winchester, VA 22602

    The home is vacant, move-in ready, with a full basement and includes pre-selected upgrades and a new-construction warranty. 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

    Marisa Varley ERA Oakcrest Realty, Inc.

    619 Farmington Blvd, Winchester, VA 22602
  • /40

    $299,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    406 Raccoon Dr, Winchester, VA 22602

    Back on market, no fault of seller! Seller has replaced main beam and has replaced several logs. Tucked away in the peaceful Wilde Acres neighborhood, this beautiful home offers the perfect balance of privacy, character, and comfort. Inside, you’re welcomed by stunning wide-plank heart pine flooring that brings warmth and timeless character to the living space. A newly updated shower adds a

    STEVEN REESE EXP REALTY LLC - STAFFORD

    406 Raccoon Dr, Winchester, VA 22602

Showing Results 361 - 400, Page 10 of 13

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