Winchester, VA Homes for Sale

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  /11

  $869,999 New Construction

  • 5 Beds
  • 3.5 Baths
  • 4,280 Sq Ft

  101 Abrams Pointe Blvd, Winchester, VA 22602

  The open, inviting layout of this ranch-style model home makes entertaining easy—and it boasts designer details like boxed oak stairs, quartz countertops and luxury vinyl flooring. Inside, you’ll find a great room with a gas fireplace, a generous dining room and a gourmet kitchen featuring a center island, double oven, walk-in pantry and modern matte white appliances. An elegant primary suite

  Jay Day LPT Realty, LLC

  101 Abrams Pointe Blvd, Winchester, VA 22602
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  /25

  $79,900

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft

  102 Conrad Ct, Winchester, VA 22603

  Resort-Style Living at Regency Lakes! This spacious manufactured/mobile home offers beautiful water views and a low-maintenance lifestyle. Enjoy your morning coffee or evening sunsets from the large deck overlooking the lake. Inside, the open floor plan features a generous kitchen with an island and abundant cabinet space, perfect for cooking and entertaining. The primary suite includes an

  Heloisa Amar Samson Properties

  102 Conrad Ct, Winchester, VA 22603
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  /34

  $245,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 572 Sq Ft

  177 Dicks Hollow Rd, Winchester, VA 22603

  Newly remodeled 2-bedroom, 1-bath rancher just minutes from Winchester! This charming home features covered front and side porches, a gravel driveway, and a storage building, all situated on a .29-acre lot that backs to trees for added privacy. Inside, you’ll find luxury vinyl plank flooring throughout, stainless steel appliances, and a modern walk-in shower. Enjoy easy one-level living with

  Sheila Pack RE/MAX Roots

  177 Dicks Hollow Rd, Winchester, VA 22603
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  /86

  $2,125,000

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

  1631 Back Mountain Rd, Winchester, VA 22602

  This unique property is the definition of an oasis in the woods. Surrounded by 180 glorious private acres, this home dazzles with grandeur while blending natural elements that mesh with the environment. The handsome hunter green standing seam metal roof with matching accents against wood siding is the ideal look for this 4,166 square foot architectural marvel. Indoors, there’s a thoughtful

  Dan Whitacre Colony Realty

  1631 Back Mountain Rd, Winchester, VA 22602
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  /16

  $309,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft

  511 Grouse Dr, Winchester, VA 22602

  **Estimated completion March 2026** This is a fantastic opportunity to purchase a new construction home and have the ability to select the colors and finishes desired. The purchaser will have the ability to customize the home through numerous optional upgrades. This home will feature upgraded 2x6 exterior framed walls with R-21 insulation for added strength, energy efficiency, and improved

  Benjamin Ashlock Samson Properties

  511 Grouse Dr, Winchester, VA 22602
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  /35

  $590,000

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  157 Oak Dr, Winchester, VA 22603

  Welcome home to 157 Oak Dr. in Winchester, VA—an inviting property offering comfort, thoughtful updates, and a peaceful setting. This home has been refreshed with luxury vinyl plank flooring throughout most of the home and fresh paint, creating a clean, move-in-ready feel. Be Sure to Watch The Video to Experience Even More of This Home!The primary suite has been remodeled, including an

  Phyllis Guthrie Keller Williams Realty

  157 Oak Dr, Winchester, VA 22603
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  /3

  $412,365 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,966 Sq Ft

  117 Bonnings Dr, Winchester, VA 22603

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  117 Bonnings Dr, Winchester, VA 22603
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  /84

  $459,990

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  110 Elaine Dr, Winchester, VA 22602

  WELCOME HOME TO THIS BEAUTIFULLY RE-IMAGINED 3-BED, 2-BATH WINCHESTER GEM! THIS SINGLE FAMILY HOME HAS BEEN RECENTLY & METICULOUSLY RENOVATED FROM THE STUDS OUT (built in 1990). THIS HOME BLENDS TIMELESS CHARM WITH TODAY'S MODERN UPDATES. STEP INSIDE TO DISCOVER AN OPEN, LIGHT-FILLED FLOOR PLAN FEATURING RECESSED LIGHTING THRU OUT, A NEST THERMOSTAT TO REMOTELY CONTROL YOUR HOMES TEMPERATURE, A

  JoAnn Walker Century 21 Redwood Realty

  110 Elaine Dr, Winchester, VA 22602
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  /46

  $629,990 New Construction

  • 4 Beds
  • 3 Baths
  • 3,031 Sq Ft

  AZALEA Plan at Willow Run, Winchester, VA 22601

  Discover the charm of the Azalea at Willow Run, a thoughtfully designed 1,888 square foot ranch home that embodies comfort and accessibility. With three spacious bedrooms and two modern bathrooms, this single-story layout caters to those who appreciate both style and functionality. Step inside to find an inviting foyer that leads to a seamless open floor plan, merging the dining room, family

  D.R. Horton Builder

  105 Trellis View Ln Unit 36405635, Winchester, VA 22601
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  /23

  $374,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  103 Castaway Place, Winchester, VA 22603

  This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

  Brookfield Residential Builder

  103 Castaway Place, Winchester, VA 22603
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  /30

  $350,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft

  628 Cardinal Dr, Winchester, VA 22602

  Welcome to this beautiful 3-bedroom, 2-bathroom split-level home, a brand-new build nestled on a spacious 0.34-acre lot in the Mountain Falls Park community. Enjoy a warm welcome with a cozy covered porch. Inside, the home features luxury vinyl plank flooring throughout, providing a modern, durable finish. The kitchen is a chef's delight, with stainless steel appliances, premium shaker-style

  Sheila Pack RE/MAX Roots

  628 Cardinal Dr, Winchester, VA 22602
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  /9

  $17,000

  • Land
  • 0.42 Acre
  • $40,476 per Acre

  Lot 76 Bear Trail, Winchester, VA 22602

  Looking for a lot in a quiet, rural development where you can enjoy the beauty of nature, listen to the birds, and view an occasional wild turkey or deer? This undeveloped lot in Shawneeland may be just the place for you. With its spring-fed lake, great for fishing or swimming, and mountain trails, Shawneeland is the perfect place to build a getaway retreat or a full-time residence. Located

  Rebecca McTavish Long & Foster Real Estate, Inc.

  Lot 76 Bear Trail, Winchester, VA 22602
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  /8

  $1,400,000

  • Land
  • 5.73 Acres
  • $244,328 per Acre

  1667 N Frederick Pike, Winchester, VA 22603

  Great highway exposure exposure to state route 37 the bypass around the West side of Winchester and and 5222 north or North Frederick Pike entrance at a signalized intersection

  John Scully Colony Realty

  1667 N Frederick Pike, Winchester, VA 22603
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  /2

  $2,525,100

  • Land
  • 8.86 Acres
  • $285,000 per Acre

  0 Kavanaugh Dr Unit VAFV2017570, Winchester, VA 22602

  8.86 Acres of undeveloped commercial land zoned B-2 with excellent US 37 future signage visibility, exposure, and location. All utilities available for connection. Approved uses include self-storage warehouses, distribution warehouses, car washes, new car dealerships, hotels and restaurants.

  Marie DiLorenzo Oakcrest Commercial LLC.

  0 Kavanaugh Dr Unit VAFV2017570, Winchester, VA 22602
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  /20

  $439,900

  • Studio
  • 2,376 Sq Ft

  510 N Loudoun St, Winchester, VA 22601

  All brick 3 unit complex with off street parking and near Old Town Mall..2nd floor has 2BD/1BA with unfinished attic, main floor is 1BR/1BA (Both have rear balcony) and basement unit has access to storage area and includes1BD/1BA. All units have washer/dryer (Basement unit washer/dryer belongs to tenant). Owner/Agent and home inspection report available upon request.

  Dave Spence RE/MAX Roots

  510 N Loudoun St, Winchester, VA 22601
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  $449,000

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  570 Welltown Rd, Winchester, VA 22603

  Built to last but updated and move in ready! This charming brick home has a lot to offer. The location is perfect with quick access to I-81 for commuting, is only minutes away from restaurants, shopping and other amenities, and maybe best of all, it has a separate apartment on the lower level! The basement apartment has a bedroom, a full bathroom, full kitchen, a living area, as well as it's own

  Marielle Fusaro Keller Williams Realty

  570 Welltown Rd, Winchester, VA 22603
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  /29

  $356,000

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft

  111 Meadowview Ct, Winchester, VA 22602

  Step into this well-cared-for home in the peaceful Greenwood Heights neighborhood convenient to Route 50, Route 7, and Winchester. This easy single-floor layout features 3 bedrooms and 1.5 baths and is ideal for those just starting out or looking to downsize. The comfortable floor plan is ready for your personal touch, and the spacious fenced backyard with deck and storage shed are perfect for

  Kathleen Hobbs ERA Oakcrest Realty, Inc.

  111 Meadowview Ct, Winchester, VA 22602
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  /8

  $574,990 New Construction

  • 3 - 5 Beds
  • 2 - 4 Baths
  • 2,137+ Sq Ft

  Rembrandt Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

  The Rembrandt is thoughtfully designed to offer a seamless balance of private and communal spaces, all while prioritizing main-level living. A covered entryway gracefully welcomes you home, leading to a central gathering area encompassing the family room, kitchen, and dining area. The kitchen is a culinary enthusiast's haven, featuring a substantial center island, ample cabinetry, and a

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578844, Winchester, VA 22603
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  /15

  $599,990 New Construction

  • 3 Beds
  • 1 Bath
  • 2,812 Sq Ft

  108 Lawford, Winchester, VA 22603

  Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant

  Brookfield Residential Builder

  108 Lawford, Winchester, VA 22603
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  $469,900

  • 3 Beds
  • 4 Baths
  • 3,359 Sq Ft

  227 Miller St, Winchester, VA 22601

  BE SURE TO WATCH THE VIDEO TOUR! Welcome to 227 Miller Street — a home that instantly feels inviting. Recent improvements include new flooring in both upstairs and downstairs bathrooms (2025), new toilets in all bathrooms (2024), refreshed hardwood floors (2025), a professionally cleaned chimney (2025). The back deck was replaced in 2024, and the home offers multiple outdoor spaces, including a

  Leah Marabella Realty ONE Group Old Towne

  227 Miller St, Winchester, VA 22601
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  /40

  $469,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  117 Wagtail Ln, Winchester, VA 22603

  Welcome to 117 Wagtail Lane, a brand-new Van Metre townhome located in the sought-after 55+ community of Hiatt Point at Snowden Bridge. Designed for low-maintenance living, this thoughtfully crafted home features an open-concept main level filled with natural light and a modern kitchen with stylish finishes—ideal for everyday living and entertaining. The spacious primary suite is located on the

  Lindsay Potter Real Broker, LLC

  117 Wagtail Ln, Winchester, VA 22603
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  $1,095,000

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

  410 Valley View Dr, Winchester, VA 22603

  Fresh to market is this unexpected property that offers the sense of home combined with the amenities of a full-time retreat. This country escape is located within minutes of town with NO HOA. Markets, restaurants, stores, shopping are handy for a quick errand and allows you to get back fast and enjoy a lazy day at the pool. Additional offerings include 9.83 private acres, a fully outfitted

  Angela Duncan MarketPlace REALTY

  410 Valley View Dr, Winchester, VA 22603
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  $449,900

  • 4 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  1105 Henry Dr, Winchester, VA 22602

  Home offers nearly 3000 sqft of finished living space that has Luxury Vinyl flooring through out both levels (absolutely no carpet) that features 4 bedrooms and 2.5 baths situated on over a 1/2 acre (.61) of ground. Upon entering you will find an open floor plan that encompasses a large living room and dining room with canned lighting then pours into the large eat in kitchen (new appliances) that

  James Amick RE/MAX Roots

  1105 Henry Dr, Winchester, VA 22602
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  /2

  $3,200,000

  • Land
  • 451 Acres
  • $7,095 per Acre

  472 Mccubbin, Winchester, VA 22601

  Adrian Small TTR Sotheby's International Realty

  472 Mccubbin, Winchester, VA 22601
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  $1,045,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,875 Sq Ft

  60 Gravenstein Ct, Winchester, VA 22602

  DECORATED MODEL HOMES NOW OPEN!!!SATURDAYS and SUNDAYS from 11am to 5pmCall Sales Manager for Appointment MAIN LEVEL LIVING in an Idyllic Setting - Welcome to Stonymeade ! -2 acre Home Site in Winchester Virginia Base price shown is for the Dogwood MAIN LEVEL LIVING FLOORPLAN and we have many other plans including those with first floor primary suites, farmhouse kitchens, and

  Daniel Boris Pearson Smith Realty, LLC

  60 Gravenstein Ct, Winchester, VA 22602
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  /3

  $3,200,000

  • Land
  • 13.05 Acres
  • $245,211 per Acre

  0 0 Northwestern Pike, Winchester, VA 22602

  Prime opportunity on 13.05 acres in an unbeatable high-visibility location along Route 50 in Winchester, VA. Positioned directly across from major retailers and conveniences—including Walmart, Sheetz, Tractor Supply, Applebee’s, Dunkin’, Bojangles, and the Winchester Medical Center campus—this property offers exceptional exposure and accessibility. Zoned for multiple development possibilities,

  Sarah Reynolds Keller Williams Realty

  0 0 Northwestern Pike, Winchester, VA 22602
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  $850,000 New Construction

  • 5 Beds
  • 3 Baths
  • 3,057 Sq Ft

  Lot 5 Keval Gyan Way, Winchester, VA 22603

  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 town, yet free from the constraints of an HOA. Experience the pinnacle of a large family living in this

  Jim Thomson Realty ONE Group Old Towne

  Lot 5 Keval Gyan Way, Winchester, VA 22603
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  /12

  $895,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 6,339 Sq Ft

  189 Babbs Mountain Rd, Winchester, VA 22603

  Stunning 4 Bed / 3.5 Bath Chalet on 3.26 Acres with Over 6,300 Sq Ft — Minutes from Winchester This exceptional chalet-style home offers over 6,300 sq ft of living space on a private, partially wooded 3.26-acre lot just minutes from Winchester. Designed to capture mountain views, the home features soaring cathedral ceilings, a striking stone fireplace, and walls of windows that flood the great

  Sheila Pack RE/MAX Roots

  189 Babbs Mountain Rd, Winchester, VA 22603
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  $509,990 New Construction

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

  113 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. 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,

  D.R. Horton Builder

  113 Trellis View Ln, Winchester, VA 22602
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  /15

  $399,900 New Construction

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

  7 Comanche Trail, Winchester, VA 22602

  Discover your dream home on a spacious, level lot, available for an end-of-April completion. This stunning new construction boasts a generous 3-bedroom, 2-full-bathroom layout, featuring an impressive list of builder upgrades included at no extra cost. Enjoy elegant hardwood flooring installed throughout the entire home, including all bedrooms, and classic tile in the baths. The gourmet kitchen

  Jim Thomson Realty ONE Group Old Towne

  7 Comanche Trail, Winchester, VA 22602
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  /20

  $389,900

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1885 Rosser Ln, Winchester, VA 22601

  Welcome to 1885 Rosser Lane. Located in one of Winchester's sought after 55+ retirement communities, Willow Lawn Cottages. This cute and cozy 2 bedroom 2 full bath home features spacious one level living with vaulted ceilings, den/office, sunroom, gas fireplace, separate laundry room, walk in closets, 1 car garage and more.

  Misty Miller OliveTree Property Group, LLC

  1885 Rosser Ln, Winchester, VA 22601
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  $604,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,748 Sq Ft

  121 Scented Rose Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 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 dining room seamlessly connects with the living room and kitchen,

  D.R. Horton Builder

  121 Scented Rose Way, Winchester, VA 22602
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  /54

  $999,999 New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  Lot 52A Keval Gyan Way, Winchester, VA 22603

  2-10-26 roof going on with projected end of March completion. At front of Keplinger Estates near the Apple Pie Ridge area.Seize a truly unique opportunity to own a brand-new, luxury estate set on over 7 acres of private, wooded land. While this stunning property sits at the entrance to the prestigious, upper-scale 15-lot Keplinger Estates community, it does not have HOA, offering unparalleled

  Jim Thomson Realty ONE Group Old Towne

  Lot 52A Keval Gyan Way, Winchester, VA 22603
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  /51

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  129 Doonbeg Ct, Winchester, VA 22602

  ENJOY AN AFFORDABLE RETIREMENT! Newer, beautifully maintained 4-bedroom home with open floor plan and upgrades. In Cottage Glen, an age 55-plus community that's convenient to I-81 and Rt. 37 and near restaurants, shopping, services, regional Medical Center and historic downtown Winchester. National publications and TV have hailed Winchester as a prime location for retirement. Tucked away on a

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  129 Doonbeg Ct, Winchester, VA 22602
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  /12

  $394,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  119 Castaway Place, Winchester, VA 22603

  This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

  Brookfield Residential Builder

  119 Castaway Place, Winchester, VA 22603
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  /3

  $37,100

  • Land
  • 3.57 Acres
  • $10,392 per Acre

  0 Remington & Bluebird, Winchester, VA 22602

  John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

  0 Remington & Bluebird, Winchester, VA 22602
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  /59

  $649,000

  • 4 Beds
  • 3.5 Baths
  • 2,864 Sq Ft

  116 Wickham Terrace, Winchester, VA 22602

  116 Wickham Terrace, Winchester, VA 22602 -- This beautifully maintained brick-front Colonial offers a perfect blend of timeless charm, modern comfort, and generous living space. The home features 4 bedrooms, 3.5 baths, and a total of over 5,000 square feet of thoughtfully designed living space, with quality finishes throughout! Step inside to gleaming hardwood floors throughout the main level,

  Lisa Behr Hunt Country Sotheby's International Realty

  116 Wickham Terrace, Winchester, VA 22602
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  /42

  $767,900

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1049 Laurel Grove Rd, Winchester, VA 22602

  This CUSTOM 3-bedroom, 3-bath home is sited on a private, wooded lot offering stunning mountain views and a true sense of seclusion. The property provides a serene, park-like setting that feels worlds away, yet is conveniently located. The main-level primary suite features an elegant bathroom with a walk-in shower and soaking tub. The additional Two bedrooms on the amin floor are large with great

  LESLIE WEBB Long & Foster Real Estate, Inc.

  1049 Laurel Grove Rd, Winchester, VA 22602
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  /3

  $409,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,060 Sq Ft

  Deep Creek II Plan at Village at Valor Crossing - Townhomes, Winchester, VA 22601

  Attached 1-car garage or flex option. Open concept kitchen with optional island opens to country kitchen, sun room, and living room. Alternative main level option available. Optional choices available include a study and a fireplace. Owner’s suite with a generous walk-in closet, dual vanity, and seated shower.

  DRB Homes Builder

  0 Tbd Weems Ln Unit 38608305, Winchester, VA 22601
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  /2

  $459,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,884 Sq Ft

  108 Rawlings Ave, Winchester, VA 22603

  Welcome to this Nice Home, a 4 Bed 2 Bath split foyer home in the wonderful community of Dominion Knolls. This location is close to everything, minutes to Route 81. Great commuter location, with a 1-car garage with storage, a fenced backyard with concrete driveway, and a finished ground-level family Room with an adjacent large laundry/Utility room. New Carpet & Freshly Painted throughout! Must

  Maritza Munoz Samson Properties

  108 Rawlings Ave, Winchester, VA 22603

Showing Results 201 - 240, Page 6 of 9