Winchester Homes for Sale with View

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  /46

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 2,859 Sq Ft

  247 Mcguire Rd, Winchester, VA 22603

  Tucked away on a private 2.7-acre wooded lot, this stunning all-brick colonial has been fully renovated from top to bottom. Inside, 3/4" solid ash, 5"wide herringbone flooring flows throughout, accented by designer lighting, crown molding, and elegant chair rail trim. The chef’s kitchen is a true showstopper—featuring a massive island, striking white and gold appliances, and custom finishes. The

  

  Lori Bales

  Keller Williams Realty

  (540) 701-5541

  247 Mcguire Rd, Winchester, VA 22603
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  /54

  $517,000 Open Sat 11AM - 12:30PM

  • 3 Beds
  • 2 Baths
  • 2,302 Sq Ft

  101 Delaware Trail, Winchester, VA 22602

  Open House Saturday! Outdoor activities are everywhere you turn at this completely renovated home in Winchester. Hiking, swimming, biking, and kayaking are all close by. As you sit on the beautiful deck, you can listen to the birds while you have your coffee. There are stunning views out of every window of this open concept home. Come see this home for yourself and fall in love.

  

  Kimberly Pace

  EXP Realty, LLC

  (540) 240-9877

  101 Delaware Trail, Winchester, VA 22602
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  /41

  $549,000

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

  1420 Fishel Rd, Winchester, VA 22602

  Nestled away in the trees, this updated retreat on 2.67 acres offers the perfect blend of peace, privacy, and one-level living. Inside, you’ll find 3 bedrooms, 2 renovated baths, brand-new flooring, and fresh paint throughout. The bright eat-in kitchen with island and stainless appliances flows into a spacious sitting room, enclosed rear porch with A/C, and a covered front porch for year-round

  

  Katherine (Kat) Wetzel

  Century 21 Redwood Realty

  (540) 779-1383

  1420 Fishel Rd, Winchester, VA 22602
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  /53

  $633,000

  • 4 Beds
  • 3 Baths
  • 3,959 Sq Ft

  320 Linden Dr, Winchester, VA 22601

  *2-1 Buydown being offered. Contact Agent for Details!* Experience generational refined living in this stunning luxury home just minutes from Winchester Medical Center. Designed for both elegance and comfort, this residence boasts exquisite crown moldings, rich wood floors, wainscoting, and cathedral ceilings throughout. The main level offers one-level living with an entry-level bedroom, a

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 274-0212

  320 Linden Dr, Winchester, VA 22601
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  /34

  $870,000

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft

  601 Fall Run Ln, Winchester, VA 22602

  Prepare to be captivated by the beauty and tranquility of this exceptional custom-built home, nestled on 20.10 acres with breathtaking mountain views. Offering desirable one-level living, this nearly new (under 3 years old) home boasts a gorgeous covered porch and an expansive deck perfect for savoring the stunning surroundings.Step inside to discover a meticulously designed open-plan

  Theo Theologis Slones Real Estate

  601 Fall Run Ln, Winchester, VA 22602
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  /44

  $850,000

  • 5 Beds
  • 4.5 Baths
  • 6,122 Sq Ft

  939 Buckner Dr, Winchester, VA 22601

  Listed well below market value, this stunning all-brick home in the sought-after Meadow Branch community was built in 2000 and has undergone extensive renovations in 2023 and 2024. The main-level bedroom includes a spacious, newly updated ensuite featuring an oversized marble-tiled shower, dual vanities, and a custom walk-in closet designed by ClosetsByDesign. The beautifully reimagined kitchen

  Kiran K. Morzaria Parekh Redfin Corporation

  939 Buckner Dr, Winchester, VA 22601
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  /56

  $619,900

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  281 Light Rd, Winchester, VA 22603

  Century 21 Redwood Realty makes no representation as to the accuracy or reliability of information provided in the listing. Buyer should verify information provided, that is material to the Buyer’s decisions, as they relate to this property. Any provided documents should be researched and verified. ** Price Improvement!! Property previously appraised for just under $647,000! Now

  Jennifer Watt Century 21 Redwood Realty

  281 Light Rd, Winchester, VA 22603
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  /96

  $858,375

  • 3 Beds
  • 3.5 Baths
  • 4,469 Sq Ft

  650 Gough Rd, Winchester, VA 22602

  A "MacKenzie-Childs" inspired home awaits you and is better than new. Much detail put into this home where French country meets whimsical! Some highlights are as follows: Almost 2.75 acres of peaceful views/setting. Professional hardscaping and landscaping to include paver patio and walkways, BBQ station and fire pit area, new shed with herb garden station behind it and covered rear deck has

  Jim Thomson Realty ONE Group Old Towne

  650 Gough Rd, Winchester, VA 22602
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  /52

  $650,000

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

  1301 Front Royal Pike, Winchester, VA 22602

  UNIQUE AND HISTORIC! UNPACK THE POTENTIAL OF THIS 214-YEAR-OLD SHENANDOAH VALLEY HOME AND TURN IT INTO AN ELEGANT SHOWPLACE! If houses could talk, this one would speak volumes. Built in 1811, during the nation's infancy, it later bore witness to the Civil War in which it was said to have been a hospital. In 1864, it was a division headquarters for George Armstrong Custer. The flat roof

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  1301 Front Royal Pike, Winchester, VA 22602
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  /94

  $718,999

  • 6 Beds
  • 3.5 Baths
  • 4,365 Sq Ft

  122 Poe Dr, Winchester, VA 22602

  Welcome to your dream home to own this immaculate 6-Bedroom with amazing Blue Ridge Views. This beautiful home built 2023 has been adorably well cared for and nestled in one of Winchester’s most coveted neighborhoods. This home is the largest model offered by Richmond American Homes – the Yorktown with add-on Sun-Room extension. With 6 spacious bedrooms, 3.5 luxurious bathrooms, and an array of

  Mohammad Bhatti Samson Properties

  122 Poe Dr, Winchester, VA 22602
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  /70

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  251 Heather Hill Ln, Winchester, VA 22603

  Priced below appraised value! Have you been looking for peace and serenity, then you've found it. This gorgeous property offers 10 acres (there are two different parcels included in this sale. Parcels that are included are: 19-3-7 (house parcel, 5 acres), and 19-3-10 (garage, pole barn parcel, 5 acres) The lovely Chalet offers 3 bedrooms and 2 full bathrooms. The main level of the home

  Amber Jenkins Century 21 Redwood Realty

  251 Heather Hill Ln, Winchester, VA 22603
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  /50

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 4,167 Sq Ft

  132 Cahille Dr, Winchester, VA 22602

  Elegant Colonial with Theater Room, Stone Water Features & Luxury Upgrades in Raven Pointe Welcome to your dream home in the highly sought-after Raven Pointe neighborhood! This beautifully maintained 4-bedroom, 3.5-bath colonial, built in 2005, offers nearly 4,000 sq ft of luxurious living space on a serene 0.28-acre lot. Thoughtfully designed for both entertaining and everyday comfort, this home

  Jonathan Minerick Homecoin.com

  132 Cahille Dr, Winchester, VA 22602
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  /56

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,581 Sq Ft

  1080 Old Bethel Church Rd, Winchester, VA 22603

  Notice: Private Property/Working Homestead, Do NOT enter/walk property without appointment. Turnkey Homestead on 5+ Acres | Updated 4BR Home with Farm InfrastructureWelcome to this versatile and well-maintained property located in the pastoral countryside of Frederick County, VA. Situated on 5.07 acres, this 4-bedroom, 3.5-bath home offers modern updates, flexible living spaces, and a

  Samantha Armel EXP Realty, LLC

  1080 Old Bethel Church Rd, Winchester, VA 22603
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  /48

  $574,900

  • 4 Beds
  • 3.5 Baths
  • 2,602 Sq Ft

  1629 Pondview Dr, Winchester, VA 22601

  Discover tranquility and spacious living in this exceptional 4-bedroom, 3.5-bath home, with a main-level primary suite, ideally situated on one half of an acre backing to picturesque trees and wide-open fields. From the moment you step inside, you'll appreciate the meticulously maintained interior and inviting open floor plan. The living room features a cathedral ceiling and a cozy gas fireplace,

  Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

  1629 Pondview Dr, Winchester, VA 22601
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  /41

  $540,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  129 Jalapa Trail, Winchester, VA 22602

  Brand new everything, Roof, appliances, water treatment , bathrooms, deck, Sunroom, flooring Motivated Seller The perfect retreat for everyone, Welcome to your dream home in the heart of the Virginia Mountains , yet only 7 miles to the new Medical Center in Winchester. The property has access to the community lake, picnic grounds, play ground and loads of nature trails for hiking and nature

  Leslie Woods-Hulse Century 21 Redwood Realty

  129 Jalapa Trail, Winchester, VA 22602
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  /51

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  3336 Hunting Ridge Rd, Winchester, VA 22603

  IMPROVED PRICE! Come home to this beautifully designed POOL HOUSE featuring 4-bedrooms, 3-baths, just in time for summer! This modern home is perfect for those who appreciate privacy and natural beauty, while situated on a gorgeous 5-acre lot. With spacious living areas, sleek finishes, and an open floor plan, this home is the epitome of contemporary modern living.The well-lit kitchen is

  Karl Achstetter Keller Williams Realty

  3336 Hunting Ridge Rd, Winchester, VA 22603
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  /2

  $574,999

  • 4 Beds
  • 3.5 Baths
  • 3,824 Sq Ft

  102 Caliber Ct, Winchester, VA 22603

  Beautiful 4-Bedroom Home with Mountain Views – No HOA!Discover this stunning 4-bedroom, 3.5-bath home tucked away in a peaceful cul-de-sac, offering breathtaking northeast-facing views of the mountains and city skyline from the inviting front porch. Designed with both comfort and function in mind, the open-concept main level features a spacious living area, a well-appointed kitchen, and a

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  102 Caliber Ct, Winchester, VA 22603
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  /57

  $609,990 New Construction

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

  113 Mascouten St, Winchester, VA 22602

  Introducing the Salem floorplan at The Retreat at Winding Creek! The first-floor owners' bedroom house you've been waiting for! On the main floor, you will find a formal dining room, laundry room, and half bath. The open-concept kitchen and living areas are perfect for entertaining. The kitchen has stainless steel appliances by Whirlpool with granite countertops. Upstairs are four additional

  Brooks Sears D R Horton Realty of Virginia LLC

  113 Mascouten St, Winchester, VA 22602
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  /57

  $604,990 New Construction

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

  107 Mascouten St, Winchester, VA 22602

  Introducing the Salem floorplan at The Retreat at Winding Creek! The first-floor owners bedroom house you've been waiting for! On the main floor, you will find a formal dining room, laundry room, and half bath. The open-concept kitchen and living areas are perfect for entertaining. The kitchen has stainless steel appliances by Whirlpool with granite countertops. Upstairs are four additional

  Brooks Sears D R Horton Realty of Virginia LLC

  107 Mascouten St, Winchester, VA 22602
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  /55

  $299,900 Open Sun 1PM - 3PM

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

  104 Seabreeze Ln, Winchester, VA 22602

  Welcome home to this 3-bedroom, 1.5-bath townhome offering comfort, space, and convenience—just minutes from Rt 7 and I-81, perfect for commuters. This well-maintained home features vinyl siding and a welcoming traditional floor plan. The spacious living room boasts a modern gray accent wall and flows seamlessly into the open kitchen and dining area. Enjoy cooking and entertaining with a kitchen

  Tana Hoffman Sager Real Estate

  104 Seabreeze Ln, Winchester, VA 22602
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  /57

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  321 Cedar Grove Rd, Winchester, VA 22603

  Bring the animals! Your new farmette awaits! Adorable 3 bedroom, 2 bath rancher on 5.58 acres with NO HOA! Inside, you'll find 1728 sq. ft. of living space complete with formal dining room, large living room with wood beams on the ceiling. Large rear deck for entertaining and a fenced in yard. One car detached garage with new roof. There are apple trees in the front yard and blueberry bushes

  Alan Good Colony Realty

  321 Cedar Grove Rd, Winchester, VA 22603
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  /64

  $255,000 Open Sat 1PM - 2:30PM

  • 3 Beds
  • 1 Bath
  • 946 Sq Ft

  208 Opossum Trail, Winchester, VA 22602

  Welcome to this charming two-story home nestled in a peaceful country setting, surrounded by mature trees, vibrant flower beds, and a majestic weeping willow that graces the front yard. The cozy and convenient main-level primary suite features a spacious double-door walk-in closet, and the open floor plan offers the perfect blend of comfort and function—flooded with natural light and ideal for

  Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

  208 Opossum Trail, Winchester, VA 22602
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  /22

  $395,000

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

  1399 Chestnut Grove Rd, Winchester, VA 22603

  One Level home on a private 5 acre lot. Bring your horses, goats, chickens - this is the perfect farmette! Absolutely beautiful setting that includes a paddock and a barn/shed. New roof April 2025. New Laminate flooring in kitchen. Only 10 minutes from downtown Winchester and convenient to grocery, farmers’ markets, and the hospital. House is full of character and has an open floor plan! The

  Emma Kerns MarketPlace REALTY

  1399 Chestnut Grove Rd, Winchester, VA 22603
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  /18

  $17,000

  • Land
  • 0.46 Acre
  • $36,957 per Acre

  LOT 43 Tomahawk Trail, Shawneeland, VA 22602

  Looking for a quiet lot to build your dream home with mountain views? Look no further! Nestled off of a paved road sits almost a half of an acre of possibilities. With two lakes, one containing a sandy beach, and a community playground, Shawneeland offers peaceful living for those who wish to be surrounded by nature. Less than 10 miles from the city, it’s close enough to shopping, dining and

  Amanda Toothman Dandridge Realty Group, LLC

  LOT 43 Tomahawk Trail, Shawneeland, VA 22602
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  /41

  $355,000

  • 3 Beds
  • 2.5 Baths
  • 1,719 Sq Ft

  415 Quail Dr, Winchester, VA 22602

  Welcome to this beautiful 4 years young, 3-bedroom, 2 1/2-bath split foyer home, perfectly nestled on a peaceful dead-end road. Set on a spacious 1/2-acre lot with serene, wooded views, this home offers the perfect blend of comfort, privacy, and modern style.Step inside to discover luxury vinyl plank flooring throughout the entire home—durable, stylish, and low-maintenance. The heart of the

  Kerry Wysong Long & Foster Real Estate, Inc.

  415 Quail Dr, Winchester, VA 22602
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  /37

  $389,000

  • 3 Beds
  • 3.5 Baths
  • 2,083 Sq Ft

  104 Metcalf Terrace, Winchester, VA 22602

  Nestled in the charming Freedom Manor community, this beautifully designed Colonial townhouse offers a perfect blend of comfort and modern living. Built in 2021, the home features an inviting open floor plan that seamlessly connects the family room, dining area, and a stylish kitchen equipped with upgraded countertops and stainless steel appliances, including a built-in microwave and

  Wendy Conner Coldwell Banker Premier

  104 Metcalf Terrace, Winchester, VA 22602
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  /8

  $85,000

  • Land
  • 1.38 Acres
  • $61,594 per Acre

  Lots 182, 183, 184 Rockwood Trail, Shawneeland, VA 22602

  WOW! Opportunities like this DO NOT come up often!! This sale includes THREE lots on the premium "view side" of Rockwood Trail, totaling nearly 1.4 acres (estimated). Go take a look and see the view potential on these lots. It's going to make you swoon!! Imagine the possibilities and schedule your showing today!Note: Buyer should consult Frederick County Planning Department and the VA

  Kristin Crosby Samson Properties

  Lots 182, 183, 184 Rockwood Trail, Shawneeland, VA 22602
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  /63

  $849,990

  • 4 Beds
  • 3.5 Baths
  • 3,942 Sq Ft

  756 Brookneil Dr, Winchester, VA 22602

  Some homes are lived in. Others are lived for. This one? It's the kind of place you wait for—the kind you watch for, and when it finally hits the market, you clear your calendar to see it.Set deep into over 9 private wooded acres, at the very end of a quiet cul-de-sac, this completely rebuilt ranch-style home in Winchester offers something you rarely find anymore: total privacy, modern

  Alexander Bracke Real Broker, LLC

  756 Brookneil Dr, Winchester, VA 22602
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  /51

  $1,195,000

  • 7 Beds
  • 4.5 Baths
  • 6,380 Sq Ft

  207 Westview Dr, Winchester, VA 22603

  Welcome to 207 Westview Drive, a secluded sanctuary nestled on just over six wooded acres in the heart of the Shenandoah Valley—mere minutes from the charm of Historic Old Town Winchester. With over 6,600 square feet of beautifully finished living space, this one-of-a-kind property offers the perfect blend of luxury, comfort, and natural beauty. Tucked deep into the trees, yet close to shops,

  Carolyn Young Samson Properties

  207 Westview Dr, Winchester, VA 22603
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  /25

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  553 Highland Ave, Winchester, VA 22601

  Completely remodeled! Come enjoy ALL new everything, new electric, new windows, luxury floors, freshlypainted walls and brand-new custom kitchen and bathrooms, and all new plumbing and electricthroughout, nothing has been left untouched! New Mini Split HVAC system. Large living room opens into a gorgeous wrap aroundpeninsula kitchen with brand new Samsung appliances, granite

  Lawrence Lessin Homes By Owner, Inc.

  553 Highland Ave, Winchester, VA 22601
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  /72

  $695,000

  • 5 Beds
  • 4 Baths
  • 4,387 Sq Ft

  3949 N Frederick Pike, Winchester, VA 22603

  You will feel the peace and harmony the moment you come up the drive, this is your new home place. Almost 4 unrestricted acres for you to spread your wings. The sweet spots here will truly tug at your heart, the hammock area for lazy day reading, the fire pit with the most incredible mountain views in the fall and winter months, The four wheeler trails begging for fun and memories!! The

  Kristen Kerns Roberts Realty Group, LLC

  3949 N Frederick Pike, Winchester, VA 22603
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  /78

  $689,900

  • 5 Beds
  • 4 Baths
  • 4,037 Sq Ft

  114 Renee Ln, Winchester, VA 22602

  Welcome to 114 Renee Lane – Where Elegance Meets Everyday ComfortThis beautifully appointed home offers the perfect blend of space, sophistication, and modern convenience. Boasting 5 bedrooms and 4 full bathrooms, including a main-level bedroom and full bath ideal for guests or multi-generational living, this residence is designed to accommodate today’s lifestyles.Step inside to

  Laura White ERA Oakcrest Realty, Inc.

  114 Renee Ln, Winchester, VA 22602
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  /5

  $25,000

  • Land
  • 0.51 Acre
  • $49,020 per Acre

  LOT 85 Mimosa, Winchester, VA 22602

  Mimosa Trail- Beautiful Mountain Views. Build your dream home on this Large .51 acre Lot. 3 bedroom Perc, Certification Letter and Plat. Breathtaking Mountain Views, Quiet Rural area still close to Hospital, Shopping, Schools, Rt.37 & I 81. Enjoy the amenities, Fishing Lake & Ponds, Beach area, Recreational Park area, Picnic Pavilion, Golf pads, Ball Field & Streams.

  Gina Griffith MarketPlace REALTY

  LOT 85 Mimosa, Winchester, VA 22602
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  /40

  $465,000

  • 4 Beds
  • 2 Baths
  • 1,092 Sq Ft

  1709 Reaves St, Winchester, VA 22601

  Please take off shoes and give feedback. Step into this beautifully cared-for home featuring new roof (2023) New HVAC System (2024) new LVP floors throughout the basement a spacious, inviting layout. The large kitchen offers plenty of room for meal prep and flows effortlessly into the dining and living rooms — perfect for family gatherings and entertaining. The finished basement boasts a

  Alexandra Brown Berkshire Hathaway HomeServices PenFed Realty

  1709 Reaves St, Winchester, VA 22601
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  /6

  $115,000

  • Land
  • 5.00 Acres
  • $23,000 per Acre

  Lot 15 Pine Crest Ln, Gainesboro, VA 22603

  Terrific five acre lot in a great location! Lot 15 in the Chestnut Grove Estates subdivision. No HOA. Nearly 300 ft of paved road frontage! Perc has been located and just needs county approval. Excellent opportunity in beautiful western Frederick County.

  Amanda White Nova Home Hunters Realty

  Lot 15 Pine Crest Ln, Gainesboro, VA 22603
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  /40

  $699,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,342 Sq Ft

  200 Sweetbriar Ln, Winchester, VA 22603

  Welcome to your dream escape! This custom-built cabin on 7.02 acres in Winchester, VA offers the perfect blend of peace, privacy, and high-end living. Whether you're seeking a serene getaway or a functional farmette, this property has it all — with a mix of open pasture and woods, it’s ideal for animals, gardening, or simply soaking in nature.Step inside to find gleaming hardwood floors

  Lori Hoffman Realty ONE Group Old Towne

  200 Sweetbriar Ln, Winchester, VA 22603
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  /32

  $499,900

  • 4 Beds
  • 4 Baths
  • 1,627 Sq Ft

  201 Parkway St, Winchester, VA 22601

  Freshly Renovated Charmer in Winchester!Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. Recent Updates Include:Fresh interior paint throughoutRenovated kitchen and bathUpdated fixtures and finishesClean, move-in ready conditionThis home offers the perfect blend

  Cherish Green Coldwell Banker Elite

  201 Parkway St, Winchester, VA 22601
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  /52

  $300,000

  • 2 Beds
  • 4 Baths
  • 2,438 Sq Ft

  102 Duwamish Trail, Winchester, VA 22602

  If you are looking for a home with privacy and a peaceful rural feel but only 15 minutes to Winchester then this home is for you! Set in a natural habitat, 102 Duwamish Trail has a vintage feel and could be a weekend getaway or your primary residence away from the city. No HOA! There is an open feel to the main level which has a versatile floor plan. There is a sunroom, a family room & a

  Dorothy Beach Samson Properties

  102 Duwamish Trail, Winchester, VA 22602
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  /27

  $339,000

  • 4 Beds
  • 3 Baths
  • 2,056 Sq Ft

  425 Beechcroft Rd, Winchester, VA 22601

  Looking for one level living in a sturdy, large (over 2000+/- SF) brick rancher close to all amenities? Restaurants and stores all within a couple of miles including Jim Barnett Park (swimming pools, yay). Easy access to major commuter routes. Relax on the huge front porch or rear covered patio in the private, fully fenced backyard. Semi-open floor plan in the main area bracket the kitchen

  Laurel Murray Samson Properties

  425 Beechcroft Rd, Winchester, VA 22601
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  /62

  $765,000

  • 4 Beds
  • 4.5 Baths
  • 5,183 Sq Ft

  1877 Clayton Ridge Dr, Winchester, VA 22601

  Nestled at the end of a quiet cul-de-sac and backing to serene wetlands and a protected preserve, this expansive colonial offers over 5,000 square feet of refined living space on nearly half an acre—providing both privacy and picturesque views. Boasting 4 generously sized bedrooms and 4.5 bathrooms, this home features a comfortable and functional main level layout perfect for everyday living and

  Dave Spence RE/MAX Roots

  1877 Clayton Ridge Dr, Winchester, VA 22601

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