Winchester, VA Homes for Sale

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  $399,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,920 Sq Ft

  1821 Harvest Dr, Winchester, VA 22601

  1821 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA – ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close grey cabinets & drawers, and

  D.R. Horton Builder

  1821 Harvest Dr, Winchester, VA 22601
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  $999,900

  • 5 Beds
  • 5.5 Baths
  • 5,670 Sq Ft

  530 Laurel Grove Rd, Winchester, VA 22602

  If you’re looking for a truly impressive property with unexpected benefits, welcome to 530 Laurel Grove Road. With nearly 6,000 finished square feet and five bedrooms and 5.5 baths, this home allows for easy gathering, relaxing, living, and entertaining—and includes a private in-law suite perfect for multi-generational living, guests, or rental potential. Ensconced in nature on 8.6 acres and

  Dan Whitacre Colony Realty

  530 Laurel Grove Rd, Winchester, VA 22602
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  /4

  $46,999

  • Land
  • 1.35 Acres
  • $34,814 per Acre

  129 Huntcrest Cir, Winchester, VA 22602

  2 lots in 1 Sale! These vacant lots offer an excellent opportunity to build your future home or make a smart investment. Situated in a desirable neighborhood, the combined 1.35 acres feature wooded terrain and public utilities available. Enjoy a peaceful setting while remaining conveniently located near shopping, dining, schools, and major highways, providing easy access to city amenities.

  Joel Hinckley PlatLabs, LLC

  129 Huntcrest Cir, Winchester, VA 22602
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  $579,000

  • 3 Beds
  • 2 Baths
  • 1,839 Sq Ft

  154 Nevermore Dr, Winchester, VA 22602

  Elevated living at its very best! A very rare blend of modern luxury and serene surroundings, this exceptional one-level living home absolutely presents like a model home. Perfectly positioned at the very end of a quiet cul-de-sac, this beauty backs to peaceful wooded views that offer both privacy and tranquility.Step inside to a bright, beautifully appointed interior featuring elegant LVP

  Heloisa Amar Samson Properties

  154 Nevermore Dr, Winchester, VA 22602
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  /2

  $425,000 Open House 4/11

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

  111 Asbury Rd, Winchester, VA 22602

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

  Sharon Farinholt Realty ONE Group Old Towne

  111 Asbury Rd, Winchester, VA 22602
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  /56

  $349,900

  • 4 Beds
  • 2.5 Baths
  • 2,058 Sq Ft

  224 Doe Trail, Winchester, VA 22602

  Welcome home to this spacious 4-bedroom, 2.5-bath ranch nestled on two wooded lots in Shawneeland - which has a lake, playground, beach and more! Situated on over half an acre, this property offers privacy, beautiful natural surroundings, and an abundance of flowers and mature plantings that create a peaceful setting. Inside, you'll find finished living space on both levels, offering flexibility

  Traci Shoberg Samson Properties

  224 Doe Trail, Winchester, VA 22602
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  /2

  $325,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 800 Sq Ft

  221 Broad Ave, Winchester, VA 22602

  Thoughtfully designed for comfortable everyday living, this home offers a warm and inviting feel from the moment you step inside. LVP flooring throughout adds both style and durability, while cathedral ceilings create an open, airy atmosphere in the main living spaces. The kitchen is equipped with seamless appliances for a clean, modern look, and the layout offers flexibility for both daily

  Sarah Reynolds Keller Williams Realty

  221 Broad Ave, Winchester, VA 22602
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  /23

  $349,900 New Construction

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  116 Pinto Trail, Winchester, VA 22602

  The Perfect Starter Home Awaits! 3-26-26 almost done. Granite and septic going in and final clean up grading and seed and straw beginning. Ready for you within 30 days.Comcast/Xfinity available on this street. New plan on almost 1/3 of acre! Affordable new home close to town with full unfinished basement (two double windows and walkout exit with ruff in for future bath) for future needs.

  Jim Thomson Realty ONE Group Old Towne

  116 Pinto Trail, Winchester, VA 22602
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  /2

  $8,500

  • Land
  • 0 Acre

  0 0 Unit VAFV2036674, Winchester, VA 22602

  Kelly Hayes Samson Properties

  0 0 Unit VAFV2036674, Winchester, VA 22602
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  /26

  $305,000

  • 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
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  /35

  $459,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,905 Sq Ft

  Adams II Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

  The Adams II townhome features 1,905 sq. ft. of stylish and flexible living space, including 4 bedrooms, 3.5 bathrooms, and a 1-car rear-load garage. The gourmet kitchen is equipped with quartz countertops, stainless steel appliances, recessed lighting, a generous island, and sleek Duraform cabinetry. The lower-level bonus room offers endless possibilities—use it as a rec room, home office, or an

  D.R. Horton Builder

  1831 Reese Ct Unit 37025141, Winchester, VA 22601
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  /53

  $654,000

  • 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. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out both

  Danielle Spriggs Real Broker LLC

  1400 Valley Ave, Winchester, VA 22601
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  /34

  $419,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,920 Sq Ft

  1813 Harvest Dr, Winchester, VA 22601

  1813 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA – ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close grey cabinets & drawers, and

  D.R. Horton Builder

  1813 Harvest Dr, Winchester, VA 22601
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  /7

  $765,000 New Construction

  • 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 Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

  Daniel Boris Pearson Smith Realty, LLC

  0 Tumble Leaf Ln, Winchester, VA 22602
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  $650,000

  • 4 Beds
  • 3.5 Baths
  • 3,474 Sq Ft

  132 Amherst St, Winchester, VA 22601

  Charming Victorian home in the heart of Winchester’s historic downtown, move-in ready and ideally located just off the Shenandoah Apple Blossom Festival parade route. Rich in character, the foyer, front staircase, living, dining, family room, and main-level bedroom showcase beautiful wood flooring reminiscent of a bygone era. The inviting living room features a bay window and decorative

  Darcy Amburn Colony Realty

  132 Amherst St, Winchester, VA 22601
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  $564,990 New Construction

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

  57 Hydrangea 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,

  Brooks Sears D R Horton Realty of Virginia LLC

  57 Hydrangea Way, Winchester, VA 22602
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  $335,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  1004 S Cameron St, Winchester, VA 22601

  Renovated 3-bedroom detached home for just $335,000!- -Tucked away on a private 7,840 sq. ft. lot in Winchester, this 1920s charmer gives you the one thing condos and townhouses can’t: freedom. No shared walls, no stairs, and absolutely no HOA telling you what color your door can be.- -Step inside and you’ll instantly feel it, the calm of a bright, open living

  Patricia Salgado Metas Realty Group, LLC

  1004 S Cameron St, Winchester, VA 22601
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  $884,000

  • 5 Beds
  • 4.5 Baths
  • 4,438 Sq Ft

  769 Seldon Dr, Winchester, VA 22601

  Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along

  Amanda Slate Keller Williams Realty

  769 Seldon Dr, Winchester, VA 22601
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  $604,990 New Construction

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

  117 Scented Rose Way, Winchester, VA 22602

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

  D.R. Horton Builder

  117 Scented Rose Way, Winchester, VA 22602
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  $255,000

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  138 Parkside Dr, Winchester, VA 22602

  Great investment opportunity! This tenant-occupied property is currently rented for $1,650/month with a lease in place through January 2027, offering immediate income. Ideal for investors looking for a turnkey rental. Seller is motivated, don’t miss this opportunity! Welcome to 138 Parkside Drive, a charming 3-bedroom, 1.5-bath townhome in a quiet, convenient Winchester neighborhood! This home

  Jas Kaur Prime Properties DMV, LLC.

  138 Parkside Dr, Winchester, VA 22602
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  /21

  $529,900

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft

  105 Amberfield Ct, Winchester, VA 22602

  Move in Ready!!! Nestled in the serene enclave of Abram's Chase and located within minutes of Historic downtown Winchester, the hospital, restaurants and shopping. This exquisite Craftsman-style home features 2 bedrooms, a private study and 2 bathrooms. It is designed for those seeking a refined lifestyle in a vibrant senior community, with an age requirement of 55 and above. A quality-built home

  Cynthia Butler Samson Properties

  105 Amberfield Ct, Winchester, VA 22602
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  $1,200,000 Coming Soon

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

  410 Valley View Dr, Winchester, VA 22603

  Discover Your Private Estate: 9.83 Acres of Country Charm with Resort-Style Amenities. NO HOA! Step into the unexpected with this exceptional property, perfectly blending the tranquility of a country retreat with the convenience of being just minutes from town. The inviting entry to the front door welcomes you into a beautifully maintained home, featuring three finished levels, five bedrooms, and

  Brenda Miller Berkshire Hathaway HomeServices PenFed Realty

  410 Valley View Dr, Winchester, VA 22603
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  /13

  $199,000

  • Land
  • 20.05 Acres
  • $9,925 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
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  $1,485,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,484 Sq Ft

  Lot 18 Honeycrisp Way, Winchester, VA 22603

  Remarkable and new to the market Anderson subdivision lots. Located 5 minutes from downtown Winchester and Valley Health Medical Center (2 minutes from James Wood High School) off Apple Pie Ridge. These lots feature panoramic views of the entire Shenandoah Valley from Harper's Ferry to Strasburg to the Western Mountains, providing stunning views from an elevated, very private environment. These 5

  JP Carr Merrifield Realty, LLC

  Lot 18 Honeycrisp Way, Winchester, VA 22603
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  $12,800

  • Land
  • 0.4 Acre
  • $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
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  $1,029,900 New Construction

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

  Lot 1 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 single-level living in this

  Jim Thomson Realty ONE Group Old Towne

  Lot 1 Keval Gyan Way, Winchester, VA 22603
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  $374,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 2,433 Sq Ft

  119 Heirloom Way, 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 Heirloom Way, Winchester, VA 22603
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  $12,900

  • Land
  • 0.25 Acre
  • $51,600 per Acre

  Lot 17 Fox Trail, Winchester, VA 22602

  Are you looking for an affordable approved building lot under 20 minutes to Winchester Medical Center I 81 or I 66 and an overwhelming sense of nature with unparalleled mountain views? Look no further! Mountain Falls Park is known for its close proximity to town, waterfalls, views for miles and a quiet community. This lot is very buildable it is level, has a current survey, recorded plat and a

  Nadeem Helfer Samson Properties

  Lot 17 Fox Trail, Winchester, VA 22602
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  /3

  $482,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,216 Sq Ft

  GLENDALE Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  The Glendale is a new construction home plan featuring 2,216 square feet of living space, 4 bedrooms, 3.5 baths and a 2-car garage. The Glendale gives you the features you’re looking for at the price you want! You’ll immediately feel at home as you enter into the spacious family room. This living space flows nicely into the eat-in kitchen which highlights a peninsula island overlooking the family

  D.R. Horton Builder

  137 Seminole Dr Unit 39403232, Winchester, VA 22602
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  /2

  $379,900 Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,698 Sq Ft

  105 Cranberry Ct, Winchester, VA 22602

  Beautiful 2-bedroom, 2 full bath home located in one of Winchester’s most sought-after 55+ communities, Cross Creek! This freshly painted home with new flooring offers open and spacious one-level living with a cozy fireplace in the living room and a bright, sunny eat-in kitchen featuring abundant cabinetry and plenty of space for a table and chairs. The dining area flows seamlessly into the large

  Lisa Cox Colony Realty

  105 Cranberry Ct, Winchester, VA 22602
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  /43

  $535,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  100 Brockham Ct, Winchester, VA 22602

  Home will be ready this spring, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 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 island, perfect for

  Marisa Varley ERA Oakcrest Realty, Inc.

  100 Brockham Ct, Winchester, VA 22602
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  /2

  $539,000

  • 6 Beds
  • 3.5 Baths
  • 2,539 Sq Ft

  100 Alliance Ct, Winchester, VA 22602

  Come enjoy this beautiful 3-year young home. A spacious open floor plan is perfect for large families or entertaining friends and family. LVP flooring runs throughout the whole house except for a small area in the basement. The stunning kitchen features wrap around cabinets, a large center island and a separate pantry for all of your storage needs. There is also a flex space in the main level,

  Elizabeth Flood Keller Williams Realty

  100 Alliance Ct, Winchester, VA 22602
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  $699,990 New Construction

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

  104 Wappinger Terrace, Winchester, VA 22602

  The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 6,000 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom

  D.R. Horton Builder

  104 Wappinger Terrace, Winchester, VA 22602
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  /3

  $275,000

  • Land
  • 5.79 Acres
  • $47,496 per Acre

  LOT 1 - Handley Dr, Winchester, VA 22603

  Spring Valley Estates. A rare opportunity to find a 5-Acre lots within 5 minutes of downtown Winchester and the Valley Health Medical Center. James Wood High School and Apple Pie Elementary within a mile of this lot. Fully built lot with approved perc on file. Buyer can buy the lot and build their dream house or for future investment purposes. This corner lot is cleared with existing road

  JP Carr Merrifield Realty, LLC

  LOT 1 - Handley Dr, Winchester, VA 22603
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  /25

  $240,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  303 Fox Dr, Winchester, VA 22601

  Major Price Reduction! Welcome to this beautifully renovated 2-bedroom, 1-bath ranch-style home nestled in the peaceful, private community of Wild Acres. Surrounded by trees, this cozy 960 sq ft retreat offers the perfect blend of modern updates and natural charm. Inside, you’ll find a bright, refreshed interior with thoughtful updates throughout. Major improvements—including a new well, septic

  Brandy Clem Johnston and Rhodes Real Estate

  303 Fox Dr, Winchester, VA 22601
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  /34

  $584,990 New Construction

  • 6 Beds
  • 4 Baths
  • 3,127 Sq Ft

  121 Wappinger Terrace, Winchester, VA 22602

  The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 300 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom

  Brooks Sears D R Horton Realty of Virginia LLC

  121 Wappinger Terrace, Winchester, VA 22602
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  /47

  $542,990 New Construction

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

  SALEM Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  Welcome to the Salem floor plan, available at Retreat at Winding Creek, VA. This is one of our most popular floorplans. On the main floor, you will find a formal dining room, laundry room, and powder room. The open-concept kitchen and living areas are perfect for entertaining. The kitchen boasts a breakfast nook, a pantry, and an island with countertop seating. From the breakfast nook, you can

  D.R. Horton Builder

  137 Seminole Dr Unit 36203783, Winchester, VA 22602
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  /2

  $215,000

  • Land
  • 0.92 Acre
  • $233,696 per Acre

  0 7 Building Lots In Shawneeland Unit VAFV2032844, Winchester, VA 22602

  REDUCED by $20k! CALLING ALL BUILDERS!! 7 BUILDING LOTS for $215,000 (being sold as a bundle) located in Shawneeland in Frederick County, VA. . Perc approved certification letter, plat and sewer docs on file for each lot. The lots range in size from 0.40-0.92 acres. Potential home sites for permanent home or weekends and vacations. Enjoy hiking, fishing, swimming in the lake, nature walks and

  Caroline W. Barb, REALTOR Jim Barb Realty, Inc.

  0 7 Building Lots In Shawneeland Unit VAFV2032844, Winchester, VA 22602
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  /45

  $479,900 Open Sat 11:30AM - 1:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  703 S Loudoun St, Winchester, VA 22601

  Location? Check. Beautiful federal-style architecture? Check. A separate dwelling unit? Check. Endless possibilities? Check!!! This amazing property, located within the Historic Winchester District, presents a one-of-a-kind opportunity to own a piece of history - all just minutes from the Old Town mall. The front of the main home dates back to 1856! You will surely fall in love with the wood

  Kristin Crosby Samson Properties

  703 S Loudoun St, Winchester, VA 22601
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  /11

  $599,000

  • Land
  • 15.5 Acres
  • $38,645 per Acre

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602

  This exceptional 15.5-acre buildable lot on Cedar Creek Grade in Winchester, VA offers the perfect canvas for your dream home. With a premier location that balances peaceful seclusion with urban convenience, this property is just minutes away from shopping, restaurants, schools, and more. Its close proximity to Winchester Medical Center also makes it an ideal location for medical professionals or

  Dan Whitacre Colony Realty

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602

Showing Results 281 - 320, Page 8 of 9