Homes for Sale near The Independent School of Winchester

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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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  /50

  $749,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 5,802 Sq Ft

  1205 Caroline St, Winchester, VA 22601

  **Do Not Miss This One!** Don’t miss this rare opportunity in the heart of Winchester! Offered for the first time since it was custom built in 2001, this stunning all-brick ranch sits on a beautifully landscaped and private 0.94-acre lot that feels like your own personal park complete with a stand of walnut trees. With nearly 3,000 square feet of thoughtfully designed space on the main level,

  

  Jim Shebest

  Coldwell Banker Realty

  (540) 802-5378

  1205 Caroline St, Winchester, VA 22601
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  /99

  $869,500

  • 4 Beds
  • 4.5 Baths
  • 6,368 Sq Ft

  1517 Brookdale Ct, Winchester, VA 22601

  A rare opportunity to own the largest model in the Morlyn Hills neighborhood--more than 6500 square feet when including the fully finished basement. Situated on a premier lot and in immaculate, move-in-ready condition, this home is competitively priced and an exceptional value. This home features 4 bedrooms, 4.5 baths, and an impressive array of upgrades throughout.From the moment you enter

  

  Brock Harris

  Samson Properties

  (540) 596-5570

  1517 Brookdale Ct, Winchester, VA 22601
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  /8

  $690,000

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  1950 Melvor Ln, Winchester, VA 22601

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  Kim Kroner

  Washington Dulles Real Estate Group

  (540) 453-8579

  1950 Melvor Ln, Winchester, VA 22601
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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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  /42

  $344,900

  • 3 Beds
  • 1.5 Baths
  • 1,178 Sq Ft

  107 E Monmouth St, Winchester, VA 22601

  Price Reduction!! Charming Historic Home in Downtown Winchester – Move-In Ready!If you love timeless craftsmanship—think original wood floors, custom built-ins, and vintage doors—but still want the ease of modern living, this beautifully updated downtown Winchester home is calling your name!From the moment you step onto the inviting covered porch and through the front door, you’ll

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 619-5037

  107 E Monmouth St, Winchester, VA 22601
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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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  /2

  $399,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,394+ Sq Ft

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

  Covered front porch leads into the foyer. Attached 1 car garage or optional flex room or study. Open concept kitchen located next to the country kitchen and living room. Box bay rear window and 10' x 14' deck. Owner’s suite with large walk-in closet, dual vanity, and oversized seated shower in owner’s bath. Fireplace option available in select homes.

  

  DRB Homes

  Builder

  0 Tbd Weems Ln Unit 36470375, Winchester, VA 22601
• 

  $452,539 New Construction

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

  0 Homesite 20 Monteith Dr Unit 36425637, Winchester, VA 22601

  End Of Row Townhome With 1 Car Garage, Gourmet Kitchen & Rear Deck! This home has a Gourmet Kitchen: cooktop with chimney style hood, wall microwave, wall oven, upgraded gourmet Energy Star stainless steel appliances, Refrigerator is a French 2 door style, the kitchen island is extended to comfortably seat 4, a box bay window in the rear of the home for extra lighting, and a 10 ft. x 14 ft. deck.

  

  DRB Homes

  Builder

  0 Homesite 20 Monteith Dr Unit 36425637, Winchester, VA 22601
• 

  $433,880 New Construction

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

  0 Homesite 117 Monteith Dr Unit 36422335, Winchester, VA 22601

  3 Level End of Row Townhome With 1 Car Garage & Rear Deck! Beautiful open concept living 3 level town home built on concrete slab with a walk-out lower level. Finished Rec Room - 13 ft. 1 in. x 11 ft. 1 in. with a door to the outside/backyard. The living room area is 15 ft. 3 in. x 17 ft., open kitchen layout with an extended island, a box bay window and 10 ft. x 14 ft. deck in the rear of home.

  

  DRB Homes

  Builder

  0 Homesite 117 Monteith Dr Unit 36422335, Winchester, VA 22601
• 

  $429,340 New Construction

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

  0 Homesite 114 Monteith Dr Unit 36422292, Winchester, VA 22601

  3 Level Townhome With Over 1,600 Finished sq. ft., 1 Car Garage & Rear Deck! Bedford II, 3 level townhome features a partial stone front with 1 car garage. This home features 3 Bedrooms and 3.5 Baths. It is fully finished top to bottom. The front door leads directly into the spacious lower level including 9 ft. ceilings, foyer with a double coat closet, access to the garage with a garage door

  

  DRB Homes

  Builder

  0 Homesite 114 Monteith Dr Unit 36422292, Winchester, VA 22601
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  /23

  $168,000

  • Land
  • 10 Acres
  • $16,800 per Acre

  0 Gough Rd Unit LotWP002 20612085, Winchester, VA 22602

  Enjoy rural living and fun on this building lot in the Long Ridge Estates community. This prime building lot is located off of Gough Road in the High View Manor area of the county. This parcel has a septic certification letter on record with the county health department for a four-bedroom septic system. Access is secured via a 50 ft deeded access easement, which has already been installed and

  Chad Pangle Whitetail Properties Real Estate

  0 Gough Rd Unit LotWP002 20612085, Winchester, VA 22602
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  /48

  $534,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,285 Sq Ft

  257 Jefferson St, Winchester, VA 22601

  Charming Craftsman in West Whitlock Avenue – Walk to John Handley!Welcome to 257 Jefferson Street, a beautifully maintained 3-bedroom, 1 full and 2 half bath Craftsman-style home located in the highly desirable West Whitlock Avenue subdivision. This 2,285 sq ft gem offers timeless charm, modern updates, and a prime location within walking distance to the prestigious John Handley High

  Kathrin Donovan Keller Williams Realty

  257 Jefferson St, Winchester, VA 22601
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  /80

  $679,900

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

  1153 Merrimans Ln, Winchester, VA 22602

  Welcome to this one-owner Cape Cod on sought-after Merrimans Lane, just steps from Roscommons. Thoughtfully designed and custom built, this home offers timeless style and comfortable living.Step inside to find gleaming hardwood floors, a well-appointed kitchen with a sunny breakfast area, and a lovely sunroom with direct access to the Trex deck—perfect for enjoying the peaceful views of

  Traci Shoberg RE/MAX Roots

  1153 Merrimans Ln, Winchester, VA 22602
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  /90

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  2623 Middle Rd, Winchester, VA 22601

  Welcome home to 2623 Middle Rd! Located near all that Winchester has to offer, Middle Rd is a lovely private oasis to come home to. With a myriad of upgrades including a gorgeous screened in back porch, this home offers many conveniences, a spacious layout and bedrooms, and plenty of room for entertainment, hobbies, and whatever you can dream of. Outfitted with a new greenhouse and shed, both

  Nicole Lewis Coldwell Banker Premier

  2623 Middle Rd, Winchester, VA 22601
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  /36

  $565,000

  • 3 Beds
  • 2 Baths
  • 2,517 Sq Ft

  101 Dutton Place, Winchester, VA 22601

  Welcome to 101 Dutton Place— Location, Location, Location! + One Level living! Nestled just inside the Frederick County line in the highly sought-after Merrimans Estates community. This beautifully maintained ranch-style home is ideally situated on a peaceful and meticulously landscaped 1.26-acre lot, minutes from WMC Hospital, downtown Winchester & major commuter routes! Step through

  Lisa Behr Coldwell Banker Premier

  101 Dutton Place, Winchester, VA 22601
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  /35

  $575,000

  • 3 Beds
  • 2 Baths
  • 2,233 Sq Ft

  143 Harvest Ridge Dr, Winchester, VA 22601

  Welcome to 143 Harvest Ridge Drive located in the highly desirable VILLAGE AT HARVEST RIDGE, a 55+ community in Winchester, Virginia. The address says Winchester, but the home is located in Frederick County, just outside of the Winchester City limits making it convenient for shopping, dining out, and medical appointments. This home is elegant, well designed, and meticulously maintained. The

  Elizabeth Page Boxwell MarketPlace REALTY

  143 Harvest Ridge Dr, Winchester, VA 22601
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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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  /49

  $669,000

  • 4 Beds
  • 2.5 Baths
  • 3,512 Sq Ft

  2321 Stoneridge Rd, Winchester, VA 22601

  Must see colonial in Harvest Ridge on just over 0 .4 acre in the city of Winchester. The open foyer invites you into this spacious home boasting over 3500 sq.ft. plus a full walk-out basement, ready to finish for additional square footage. Large living and dining rooms with hardwood, den or office. Large kitchen features granite counters, stainless steel appliances, and a breakfast area that

  John Schroth Colony Realty

  2321 Stoneridge Rd, Winchester, VA 22601
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  /114

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 1,798 Sq Ft

  720 S Kent St, Winchester, VA 22601

  Welcome to the beautifully preserved American Foursquare where music legend Patsy Cline once lived with her mother—and later, with her husband, Charlie Dick. Built in 1931, this four-bedroom, one-and-a-half-bath home blends timeless character with thoughtful updates, all wrapped in the charm of one of Winchester’s most historic neighborhoods.Inside, you’ll find nearly 1,800 square feet of

  Krissy Cruse Pearson Smith Realty, LLC

  720 S Kent St, 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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  /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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  /49

  $599,000

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  1019 Berryville Ave, Winchester, VA 22601

  1019 Berryville Avenue, Winchester, VA 22601 is a Fully-rented triplex located just minutes from Old Town Winchester and Shenandoah University. This approximately 3,000 sq. ft. property is configured as three fully independent residential and commercial units. All units have private entrances, full kitchens, and separate electric. Middle unit may be used for commercial space. Units have been

  Pamela Debnam Houwzer, LLC

  1019 Berryville Ave, Winchester, VA 22601
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  /56

  $549,900

  • 4 Beds
  • 3 Baths
  • 3,998 Sq Ft

  419 Westside Station Dr, Winchester, VA 22601

  “Classic and Contemporary” - Welcome to this beautifully maintained contemporary home nestled in one of Winchester's most hidden but premium neighborhoods. Offering nearly 4,000 square feet of finished living space across three thoughtfully designed levels, this 4-bedroom, 3-bath residence combines stylish updates with unique architectural details. Step inside to discover a warm and

  Mark Francis ICON Real Estate, LLC

  419 Westside Station Dr, Winchester, VA 22601
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  /36

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,328 Sq Ft

  224 Lauck Dr, Winchester, VA 22603

  Custom Home in Historic Star Fort: Timeless Charm Meets modern Comfort for Discerning Buyers.This impeccably designed 3-bedroom, 2.5-bath home is a harmonious blend of classic elegance and contemporary convenience. Boasting cherry wood flooring throughout the main living areas, high-quality tile in the kitchen and bathrooms, and carpeted bedrooms, this home is as stylish as it is practical.

  Gidget Smallwood Coldwell Banker Premier

  224 Lauck Dr, Winchester, VA 22603
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  /61

  $564,000

  • 4 Beds
  • 2.5 Baths
  • 3,263 Sq Ft

  1380 Magruder Ct, Winchester, VA 22601

  $15,000 PRICE REDUCTION!!!Rare opportunity in a most desirable location...walk to the Museum of the Shenandoah Valley and Winchester Medical Center!! Close to Old Town Winchester and other shopping. Well maintained colonial style home in highly sought after Downs at Meadow Branch community. Bright and airy with lots of natural light, 4 bedroom, 2.5 baths with incredibly large primary suite.

  Stuart Wolk ERA Oakcrest Realty, Inc.

  1380 Magruder Ct, Winchester, VA 22601
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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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  /26

  $525,000

  • 3 Beds
  • 3 Baths
  • 1,809 Sq Ft

  257 Jefferson St, Winchester, VA 22601

  Jonathan Minerick Homecoin.com

  257 Jefferson St, Winchester, VA 22601
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  /17

  $429,855 New Construction

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

  HOMESITE 115 Monteith Dr, Winchester, VA 22601

  *OFFERING UP TO 15K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF PREFERRED LENDER AND TITLE. CONTACT CO LISTING AGENT/CONSULTANT FOR DETAILS* Beautiful open concept living 3 level town home built on concrete slab with a walk-out basement. Finished Rec Room - 13'1" x 11'1" with a door to the outside/backyard. The living room area is 15'3" x 17', open kitchen layout with an

  Brittany Newman DRB Group Realty, LLC

  HOMESITE 115 Monteith Dr, Winchester, VA 22601
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  /38

  $449,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  1819 Reese Ct, Winchester, VA 22601

  1819 Reese Court is an attractive new 3-level townhome with full brick front in Winchester, VA for an August move-in. Our modern Adams floorplan features a 1-car garage, and along with a bedroom and full bathroom on the first floor. Stained oak stairs lead you to the main level with LVP flooring. The kitchen is equipped with beautiful quartz countertops, sasparilla cabinets, and stainless-steel

  

  D.R. Horton

  Builder

  1819 Reese Ct, Winchester, VA 22601
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  /38

  $449,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  1823 Reese Ct, Winchester, VA 22601

  1823 Reese Court is an attractive new 3-level townhome with a full brick front in Winchester, VA ready for an August move-in. Our modern Adams floorplan features a 1-car garage, along with 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, white cabinets, and stainless-steel

  

  D.R. Horton

  Builder

  1823 Reese Ct, Winchester, VA 22601
• 

  

  /40

  $449,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,904 Sq Ft

  1815 Reese, Winchester, VA 22601

  1815 Reese Court is an attractive new 3-level townhome with full brick front in Winchester, VA, scheduled for an August move-in. Our modern Adams floorplan features a 1-car garage, a bedroom, and a full bathroom on the first floor. Stained oak stairs lead you to the main level with LVP flooring. The kitchen is equipped with beautiful quartz countertops, stone grey cabinets, and stainless-steel

  

  D.R. Horton

  Builder

  1815 Reese, Winchester, VA 22601
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  /33

  $449,990 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
• 

  

  /40

  $449,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  ADAMS Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

  The Adams I townhome offers 1,889 sq. ft. of thoughtfully designed living space, featuring 4 bedrooms, 3.5 bathrooms, and a convenient 1-car front-load garage. The modern kitchen showcases quartz countertops, stainless steel appliances, a spacious island, recessed lighting, and upgraded cabinets. Enjoy the flexibility of a finished lower-level bonus space—perfect for a rec room, home office, or

  

  D.R. Horton

  Builder

  1831 Reese Ct Unit 37025140, Winchester, VA 22601
• 

  /2

  $606,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  DOVER Plan at Willow Run, Winchester, VA 22601

  The Dover by D.R. Horton is a stunning new construction, ranch home plan featuring 1,958 square feet of living space, 3 bedrooms, 2 bathrooms and a 2-car garage. The foyer welcomes you in with two versatile bedrooms, sharing a well-appointed full bathroom. As you continue down the foyer, you’ll find a spacious office, coat closet, and laundry room. At the heart of the home is the kitchen,

  

  D.R. Horton

  Builder

  105 Trellis View Ln Unit 36406788, Winchester, VA 22601
• 

  

  /3

  $611,990 New Construction

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

  BRISTOL Plan at Willow Run, Winchester, VA 22601

  We're excited to introduce the Bristol, our stunning new ranch design! This floorplan starts at 1,748 square feet and features 3 bedrooms, 2 bathrooms, and a 2-car garage.Step into a welcoming foyer that guides you past two cozy secondary bedrooms and into the main living area, where the family room, charming dining nook, and beautifully designed kitchen come together. The kitchen boasts

  

  D.R. Horton

  Builder

  105 Trellis View Ln Unit 36406038, Winchester, VA 22601
• 

  

  /35

  $399,999 Open House 8/17

  • 2 Beds
  • 1.5 Baths
  • 1,630 Sq Ft

  125 E Clifford St, Winchester, VA 22601

  Step into the past with this beautifully preserved home, believed to be built in the 1840s, located in the heart of downtown, complete with a historical plaque. Full of timeless charm, this 3-bedroom, 1-bath residence features original hand-hewn log beams, wide-plank wood floors, and authentic period details throughout. Enjoy a warm, inviting living space with exposed wood beams that highlight

  Leigh Phillips MarketPlace REALTY

  125 E Clifford St, Winchester, VA 22601
• 

  

  /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
• 

  

  /20

  $499,900

  • 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
• 

  

  /13

  $349,999 Open Sat 11AM - 3PM

  • 5 Beds
  • 2 Baths
  • 1,584 Sq Ft

  505 Green St, Winchester, VA 22601

  Charming 3-Level Split Home in the Heart of Winchester!This split level home could be your forever home! Surrounded by parks, top-rated schools, and everyday amenities. Quick access to Route 7 and Interstate 81 commuting is breeze! Upstairs, you’ll find three generously sized bedrooms and a full bathroom, offering a peaceful seperate area. The main level boasts a warm and

  Julissa Rodriguez Vaze Realty

  505 Green St, Winchester, VA 22601

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