109

Homes for Sale near Daniel Morgan Middle School

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  • /142

    $760,000

    • 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. Create wealth with this income producing opportunity.The main level features a generously sized

    Amanda Slate Keller Williams Realty

    769 Seldon Dr, Winchester, VA 22601
  • /10

    $750,000

    • Studio
    • 3,484 Sq Ft

    224 Sharp St, Winchester, VA 22601

    Rare Historical Winchester Investment Opportunity – Three Properties in One LocationAn outstanding investment opportunity awaits in the heart of Winchester City. This unique portfolio comprises three properties positioned along the same street, offering exceptional potential for developers, investors, or those seeking a landmark project for multi-unit rentals or commercial development. Both

    Stacey Rowe Real Broker LLC

    224 Sharp St, Winchester, VA 22601
  • /2

    $260,000

    Coming Soon Aug 29
    • 2 Beds
    • 1.5 Baths
    • 1,068 Sq Ft

    103 E Germain St, Winchester, VA 22601

    Welcome to 103 E Germain St, a charming end-of-row townhouse just blocks from downtown Winchester! Enjoy easy access to restaurants, shops, breweries, entertainment, and historic attractions while enjoying low-maintenance living. The bright main level features an open floor plan, beautiful hardwood flooring, a spacious living room, kitchen, and dining area, plus a convenient half bath. Upstairs

    RoxAnn Grimes RE/MAX Roots

    103 E Germain St, Winchester, VA 22601
  • /26

    $429,000

    • 4 Beds
    • 2 Baths
    • 1,844 Sq Ft

    1310 Whittier Ave, Winchester, VA 22601

    Turn-key and move-in ready! This beautifully updated 4-bedroom, 2-bath home features a modern kitchen with recently updated appliances, a new HVAC system, and a new hot water heater for added peace of mind. Enjoy the spacious backyard, perfect for outdoor entertaining, along with convenient off-street parking and the freedom of no HOA. Nestled in an established neighborhood with large yards and a

    Sarah Hott Realty ONE Group Old Towne

    1310 Whittier Ave, Winchester, VA 22601
  • /64

    $359,000

    $16K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,474 Sq Ft

    805 Pennsylvania Ave, Winchester, VA 22601

    Lovingly maintained, this charming brick rancher is the perfect starter home or investment opportunity! The main level offers three comfortable bedrooms, one full bath, a bright eat-in kitchen, and a spacious living room filled with natural light. The full unfinished basement provides endless potential for additional finished living space, while an existing hobby room is already in place—perfect

    Sherry Santmyer Hunt Country Sotheby's International Realty

    805 Pennsylvania Ave, Winchester, VA 22601
  • /45

    $320,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    913 Orchard Hill Dr, Winchester, VA 22601

    New roof, new windows, all brick exterior, wood burning fireplace, screened porch. Perfect opportunity for buyers to bring the interior of the property to neighborhood standards and enhance the value through sweat equity. This home has a great floor plan and an enviable location in beautifully maintained, established area. Located with easy access to amenities, shopping and commuter

    Dallas Croft Samson Properties

    913 Orchard Hill Dr, Winchester, VA 22601
  • /2

    $199,900

    • Land
    • 6,969 Sq Ft
    • $1,249,375 per Acre

    1415 Ramseur Ln, Winchester, VA 22601

    Steve DuBrueler Coldwell Banker Premier

    1415 Ramseur Ln, Winchester, VA 22601
  • /2

    $240,000

    Coming Soon Aug 28
    • 2 Beds
    • 1 Bath
    • 757 Sq Ft

    17 Glaize Ave, Winchester, VA 22601

    Welcome to this charming Winchester home, coming soon!This adorable 2-bedroom, 1-bath property offers 757 square feet of cozy living space and plenty of character. Enjoy the inviting front porch, spacious yard, and convenient location. Whether you’re a first-time buyer, downsizing, or looking for an investment opportunity, this home is worth a look. More details and professional photos coming

    Tina Purcell Pearson Smith Realty, LLC

    17 Glaize Ave, Winchester, VA 22601
  • /63

    $330,000

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

    805 S Kent St, Winchester, VA 22601

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

    Carolina Mosquera Weichert, REALTORS

    805 S Kent St, Winchester, VA 22601
  • /17

    $295,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    1314 S Braddock St, Winchester, VA 22601

    1314 S Braddock St is a one-story Winchester single-family home with a functional single-level layout. The kitchen is equipped with stainless steel appliances for everyday cooking and cleanup. The bathroom includes a tub and shower for daily use, and a dedicated laundry area with a stacked washer and dryer keeps utility tasks out of the main living space. Multiple bedrooms provide flexible room

    Jacqueline Moore Open Door Brokerage, LLC

    1314 S Braddock St, Winchester, VA 22601
  • /65

    $559,000

    $41K PRICE DROP
    • Studio
    • 3,511 Sq Ft

    1400 Valley Ave, Winchester, VA 22601

    Versatile on Valley!So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. Each Unit has 3 bedrooms and 1.5 baths. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income

    Danielle Spriggs Samson Properties

    1400 Valley Ave, Winchester, VA 22601
  • /52

    $369,990

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 1,756 Sq Ft

    229 Monteith Dr, Winchester, VA 22601

    The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room. ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED

    Brittany Newman DRB Group Realty, LLC

    229 Monteith Dr, Winchester, VA 22601
  • /23

    $127,750

    • Land
    • 8.11 Acres
    • $15,752 per Acre

    0 Wolf Spring Trail Unit VAFV2043748, Winchester, VA 22602

    Rare opportunity to own three adjoining fully wooded parcels in the quiet and peaceful Shawneeland community. Numerous residential and recreational possibilities exist with ownership of these tracts. Located just a few miles west of Winchester in the Rosenberger area of the county. Access is secured via extensive road frontage on paved Wolf Spring Trail. Utilities are close by making for easy and

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Wolf Spring Trail Unit VAFV2043748, Winchester, VA 22602
  • /52

    $569,000

    • 4 Beds
    • 4 Baths
    • 2,489 Sq Ft

    687 Woodland Ave, Winchester, VA 22601

    ONE-OF-A-KIND HOME WITH INCREDIBLE FLEXIBILITY! This custom all-brick Winchester home offers a layout you simply don't find every day—4 bedrooms, 4 full baths, two main-level bedrooms, flexible private living spaces, a detached 2-car garage and NO HOA!Step inside to a bright, welcoming floor plan featuring beautiful hardwood floors, abundant natural light, custom built-ins and a cozy gas

    Katy Donovan Keller Williams Realty

    687 Woodland Ave, Winchester, VA 22601
  • /33

    $348,000

    $12K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft

    302 Wentworth Dr, Winchester, VA 22601

    Enjoy one-level living in this spectacularly located brick rambler, nestled in a quiet residential neighborhood while remaining conveniently close to Route 11 with easy access to I-81. The property currently has a long term month-to-month tenant paying under market value, offering flexibility for an owner-occupant or an investor seeking rental income with potential for increased rent. Situated on

    Heloisa Amar Samson Properties

    302 Wentworth Dr, Winchester, VA 22601
  • /35

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    112 W Germain St, Winchester, VA 22601

    100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025!This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern upgrades in the heart of downtown Winchester. Completely taken down to the studs and rebuilt in 2025, every detail was thoughtfully executed—nothing was overlooked. Proudly recognized with the 2025 Preservation of Historic

    Amanda Magana RE/MAX Roots

    112 W Germain St, Winchester, VA 22601
  • /32

    $399,900

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft

    118 1/2 E Cork St, Winchester, VA 22601

    Seeking the perfect blend of historic character and modern urban living? This exceptional Urban Lofts Condominium is just one and a half blocks from Old Town Winchester Walking Mall, offering easy access to restaurants, boutiques, entertainment, and vibrant downtown living. Originally built in the early 1900s, this beautifully updated home showcases exposed brick walls, timeless architectural

    Janet Flaherty Keller Williams Realty

    118 1/2 E Cork St, Winchester, VA 22601
  • /19

    $381,690

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

    652 Arden Ct, Winchester, VA 22601

    652 Arden Court is an attractive new 3 level townhome with brick backing to trees in Winchester's premier Meadow Branch community for September move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances.

    D.R. Horton Builder
    652 Arden Ct, Winchester, VA 22601
  • /69

    $639,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,179 Sq Ft

    1529 Dalton Place, Winchester, VA 22601

    Welcome to 1529 Dalton Place, an exceptional home tucked away on a quiet cul-de-sac in one of Winchester's most desirable locations. Offering 4 spacious bedrooms, 3.5 bathrooms, and an expansive floor plan, this beautifully designed residence delivers the perfect blend of comfort, style, and functionality. From the moment you enter, you'll appreciate the generous room sizes throughout, including

    RoxAnn Grimes RE/MAX Roots

    1529 Dalton Place, Winchester, VA 22601
  • /89

    $539,000

    $71K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,140 Sq Ft

    1202 Handley Ave, Winchester, VA 22601

    Nestled on one of Winchester's most sought-after streets, this distinctive mid-century contemporary home offers a rare blend of character, space, and convenience just moments from downtown dining, shopping, and entertainment. Designed for comfortable main-level living, the home combines timeless architectural appeal with thoughtful functionality. The main level features a spacious primary suite

    Leah Marabella Realty ONE Group Old Towne

    1202 Handley Ave, Winchester, VA 22601
  • /34

    $359,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,219 Sq Ft

    1856 Melvor Ln, Winchester, VA 22601

    Move-in ready and designed for easy one-level living, 1856 Melvor Lane offers an updated 2-bedroom, 2-bath home on a desirable corner lot in an established 55+ community in Winchester.Step inside to an open floor plan with cathedral ceilings and abundant natural light. Luxury vinyl plank flooring extends throughout most of the home, complemented by fresh interior paint and updated

    Natasha Roberts Realty ONE Group Old Towne

    1856 Melvor Ln, Winchester, VA 22601
  • /40

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,307 Sq Ft

    153 Fox Dr, Winchester, VA 22601

    Welcome home to this beautifully maintained 3-bedroom, 2-bath home offering comfort, convenience, and exceptional outdoor living. Ideally located just minutes from shopping, schools, the hospital, and other everyday amenities, this home combines a prime location with thoughtful updates.Inside, you'll find two recently remodeled bathrooms featuring modern finished and stylish upgrades. The

    Amber Jenkins Century 21 Redwood Realty

    153 Fox Dr, Winchester, VA 22601
  • /40

    $409,900

    • 3 Beds
    • 2 Baths
    • 2,326 Sq Ft

    63 Riflemen Ln, Winchester, VA 22601

    Nestled in the charming Morganside community, this delightful split-level home offers a perfect blend of comfort and functionality. Built in 1997, this well-maintained residence boasts 2,300+ square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming atmosphere, featuring three spacious bedrooms and two full bathrooms. The thoughtfully

    Dave Spence RE/MAX Roots

    63 Riflemen Ln, Winchester, VA 22601
  • /38

    $449,990

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

    1819 Reese Ct, Winchester, VA 22601

    1819 Reese Court is a move-in ready 3-level townhome with full brick front in Winchester, VA. 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 appliances. The upper

    D.R. Horton Builder
    1819 Reese Ct, Winchester, VA 22601
  • /8

    $289,900

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    2640 Limestone Ct, Winchester, VA 22601

    Nestled in the charming City of Winchester, this exquisite end-of-row townhouse has undergone a remarkable transformation, with major renovations completed in 2026 that elevate it to a new standard of luxury living. The timeless Colonial architectural style, complemented by a classic brick exterior, exudes elegance and warmth, inviting you to experience a lifestyle of comfort and sophistication.

    Meridee Powars Link Realty Services LLC

    2640 Limestone Ct, Winchester, VA 22601
  • /31

    $328,500

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

    608 Dunlap St, Winchester, VA 22601

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

    Richard Butcher Coldwell Banker Premier

    608 Dunlap St, Winchester, VA 22601
  • /21

    $262,000

    $7K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    321 N Kent St, Winchester, VA 22601

    Attention investors...24 month lease in place and new HVAC! Wonderful opportunity to own in downtown Winchester! Walking distance to the Old Town Mall restaurants, shopping, the library and more. Easy access to Rt. 7 and 81. The main level has a nice open floor plan, consisting of kitchen, dining and living areas. The main level also features a half bath and bonus room, perfect for an office or

    Amy Capitano MarketPlace REALTY

    321 N Kent St, Winchester, VA 22601
  • /82

    $1,239,000

    • 4 Beds
    • 7.5 Baths
    • 5,662 Sq Ft

    1022 Heth Place, Winchester, VA 22601

    This amazing property is ready for you! Located close to Winchester Medical Center, Churches, Shopping, Historic Downtown Winchester, John Kerr Elementary School, and John Handley High School. This property is beautifully landscaped with plush gardens, a koi pond, waterfalls, a large pool, pool room, large deck overlooking the property, and a fenced backyard lined with mature trees for privacy.

    Cynthia Butler Samson Properties

    1022 Heth Place, Winchester, VA 22601
  • /73

    $615,000

    Open Sat 12PM - 2PM
    • 5 Beds
    • 3.5 Baths
    • 3,626 Sq Ft

    922 Wayne Dr, Winchester, VA 22601

    Welcome home to this beautifully updated brick-front residence in the City of Winchester, where a thoughtful floor plan, generous living spaces with 9' ceilings on the main and upper levels, and meaningful improvements come together across three finished levels.The main level is designed for connection and comfort, beginning with a two-story foyer that opens into an airy, open-concept layout.

    Katrina Smith Samson Properties

    922 Wayne Dr, Winchester, VA 22601
  • /40

    $359,990

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 1,756 Sq Ft

    237 Monteith Dr, Winchester, VA 22601

    The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room***OFFERING UP TO $5K IN CLOSING

    Brittany Newman DRB Group Realty, LLC

    237 Monteith Dr, Winchester, VA 22601
  • /13

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,161 Sq Ft

    519 Virginia Ave, Winchester, VA 22601

    This charming house has great potential. It is located directly across from the Virginia Avenue School campus, close to downtown Winchester. The exterior was recently painted and a new roof installed in 2025. This home would be great "Handyman's Delight" as the interior needs quite a bit of attention as the bath and kitchen are outdated. The 100 amp electric service was updated in 1993, water

    Katherine Solenberger Colony Realty

    519 Virginia Ave, Winchester, VA 22601
  • /23

    $424,990

    New Construction $5K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,094 Sq Ft

    126 Swansong Place, Winchester, VA 22603

    BUILDER OFFERING BELOW MARKET RATE FINANCING ON THIS MOVE IN READY HOME!!Exceptional value for a 4‑bedroom END‑UNIT townhome is ready for move‑in! Brand‑new construction offers modern style and comfort with oak stairs with upgraded railings and durable LVP flooring throughout the main level. Backing to open space in the newest section of Snowden Bridge, this spacious home includes a flexible

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    126 Swansong Place, Winchester, VA 22603
  • /30

    $379,900

    • 2 Beds
    • 1.5 Baths
    • 1,186 Sq Ft

    711 E Cork St, Winchester, VA 22601

    This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

    Marco Novillo Spring Hill Real Estate, LLC.

    711 E Cork St, Winchester, VA 22601
  • /22

    $599,950

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

    446 N Loudoun St, Winchester, VA 22601

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

    Lawrence Lessin Homes By Owner, Inc.

    446 N Loudoun St, Winchester, VA 22601
  • /31

    $649,500

    • 3 Beds
    • 2 Baths
    • 2,450 Sq Ft

    1400 Gordon Place, Winchester, VA 22601

    One level living in The Downs at Meadow Branch, a sought after community convenient to shopping, medical center, and Old Town Winchester. Expansive all-brick home offers 3 bedrooms, 2 bathrooms, attached 2-car garage and 2450 square feet of living space! What's better than an idyllic 1/5 acre corner lot... how about an idyllic 1/5 acre corner lot you don't have to mow? HOA fees include lawn

    Stacy Rodgers Berkshire Hathaway HomeServices PenFed Realty

    1400 Gordon Place, Winchester, VA 22601
  • /2

    $325,000

    $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,678 Sq Ft

    719 National Ave, Winchester, VA 22601

    Priced to sell! A true Federal‐style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it features high ceilings, original hardwood floors, solid wood doors and trim, and a beautiful covered front porch—timeless details that showcase the home’s enduring character. Designed with good bones and a layout that adapts to many

    Windy Harris Hunt Country Sotheby's International Realty

    719 National Ave, Winchester, VA 22601
  • /50

    $1,179,000

    • 4 Beds
    • 5 Baths
    • 4,970 Sq Ft

    1004 Heth Place, Winchester, VA 22601

    Stepping onto the Southern style covered front porc.h you enter the large foyer with a Schoenbek chandelier. There is a living room to the left which opens to a separate dining room with a hand painted blue and gold ceiling. The kitchen is eating size with granite counter and large island. Double doors lead to a small back porch and stairs to the patio. The first floor family room has a gas

    Kathryn Hallett Long & Foster Real Estate, Inc.

    1004 Heth Place, Winchester, VA 22601
  • /24

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,186 Sq Ft

    1853 Rosser Ln, Winchester, VA 22601

    Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms and 2 full bathrooms. The open floor plan feels bright and spacious, with vaulted ceilings, plenty of natural light, and luxury vinyl plank flooring throughout. The kitchen includes granite countertops, updated cabinets,

    Sarena Baker Realty FC, LLC

    1853 Rosser Ln, Winchester, VA 22601
  • /97

    $1,100,000

    • 6 Beds
    • 6 Baths
    • 6,789 Sq Ft

    1030 Breckinridge Ln, Winchester, VA 22601

    Welcome to this inviting, beautifully maintained 6-bedroom, 4-full-bathroom, 2-half-bathroom all-brick home in the desirable Meadow Branch subdivision in Winchester, Virginia. Offering over 6,000 square feet of finished living space, this impressive residence combines generous room sizes, timeless construction, exceptional storage, and comfortable living spaces designed for both everyday life and

    Joleen Haymaker Samson Properties

    1030 Breckinridge Ln, Winchester, VA 22601
  • /59

    $524,900

    $50K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    660 Beehive Way, Winchester, VA 22601

    Enjoy city living in this spacious and light-filled home featuring 5 bedrooms and 3.5 baths. Fresh new carpeting has been installed on the upper level and in the family room, complemented by hardwood floors throughout the main living areas.The kitchen is equipped with stainless steel appliances, double ovens, and a center island—perfect for cooking and entertaining. Formal living and

    Traci Shoberg Samson Properties

    660 Beehive Way, Winchester, VA 22601

Showing Results 41 - 80, Page 2 of 3

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