Stephenson, VA Homes

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  /7

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot C Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr RE/MAX Roots

  Lot C Cather Ln, Winchester, VA 22602
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  /8

  $9,700 Sold Aug 13, 2025

  • Land
  • 0.52 Acre
  • $18,654 per Acre

  • 14 Days On Market

  151 Tomahawk Trail, Winchester, VA 22602

  Potential Building Lot 151 Tomahawk Trail .52 acres. Breath taking Mountain Views coming & going. Quiet rural area still close to Hospital, Schools & Shopping. Enjoy the amenities, Fishing Lake & Ponds & streams. Recreational Park / Picnic area, golf pads, Playground, Beach Area & Road Maintenance

  Gina Griffith MarketPlace REALTY

  151 Tomahawk Trail, Winchester, VA 22602
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  /27

  Est $254,288 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 985 Sq Ft

  104 Inca Trail, Winchester, VA 22602

  104 Inca Trail, Winchester, VA 22602
• 

  

  

  /21

  $99,900

  • Land
  • 0.65 Acre
  • $153,692 per Acre

  222 Siler Ln, Winchester, VA 22603

  UPDATE--NEW PRICE. Seller says SELL...UNRESTRICTED LAND and a BRAND NEW WELL installed by SHIRLEY WELL DRILLING - 11 GPM. SELLING AT ASSESSED VALUE for 2025 ($83,000.00) plus cost of well ($ 16,900) Engineering report complete for drain field and all conveys $1,450.00 value- conveys. New Survey done -$800,00 Value-The lot has been leveled for a beautiful home site (cost $ 16,000.,00).

  Erick Erdal Long & Foster Real Estate, Inc.

  222 Siler Ln, Winchester, VA 22603
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  /43

  $275,000 Sold Aug 07, 2025

  • 1,288 Sq Ft
  • $214/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  1000 Hickory Trail, Winchester, VA 22602

  Hickory Trail... WHAT A FIND!!! This home shows nicely and simply needs a little TLC, whether an investor, a DIY Enthusiast, or whatever your goals may be, this home has so many possibilities without a ton of work, so much so, there's simply not enough space to list them all! Inside you'll find spacious living, high ceilings in the living room and dine in kitchen, sizeable bedrooms and lovely

  Nicole Lewis Coldwell Banker Premier

  1000 Hickory Trail, Winchester, VA 22602
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  /37

  Est $344,340 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,360 Sq Ft

  107 Inca Trail, Winchester, VA 22602

  107 Inca Trail, Winchester, VA 22602
• 

  

  /25

  $285,900

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft

  230 Shenandoah Trail, Winchester, VA 22602

  ONE LEVEL LIVING in a quiet and peaceful setting ! Enjoy the custom open floor plan joining the large country kitchen (with direct access to a full bath, laundry and entertaining deck) to the inviting living room featuring a brick fireplace with wood burning stove and bay window. In addition, there is a light filled family room with exterior access, two bedrooms and a second full bath located in

  Wayne Wilson Thomas and Talbot Estate Properties, Inc.

  230 Shenandoah Trail, Winchester, VA 22602
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  /12

  $389,900 Sold Aug 07, 2025

  • 1,850 Sq Ft
  • $211/SF
  • 197 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2025

  124 Powhatan Trail, Winchester, VA 22602

  Large 1/2 acre lot low in community with Comcast access. Brand new 3 bed, 1,850 sq ft, 3 full baths, 2 car garage, open floor plan, family rm and kitchen with vault. HW floors entire main floor and stairs, tile floors in all baths, upgraded cabinets. BUILDER BONUS HARDWOOD IN BEDROOMS, BUILDER BONUS GRANITE IN KITCHEN, BUILDER BONUS KITCHEN ISLAND, FINISHED REC ROOM (1,850 SQ FT-BIGGEST BANG

  Jim Thomson Realty ONE Group Old Towne

  124 Powhatan Trail, Winchester, VA 22602
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  /22

  Est $123,667 Not Listed For Sale

  1204 Hickory Trail, Winchester, VA 22602

  1204 Hickory Trail, Winchester, VA 22602
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  /148

  $960,000

  • 5 Beds
  • 5.5 Baths
  • 6,256 Sq Ft

  150 Ewell Dr, Winchester, VA 22602

  Welcome to Equestrian Estates, a sought-after Winchester community with no HOA, where this stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of beautifully finished living space on nearly 3 acres. Originally built in 2007 and extensively updated in 2020, the home showcases high-end finishes throughout, including fully renovated bathrooms with luxury details such as smart toilets,

  Reed Jimenez Hunt Country Sotheby's International Realty

  150 Ewell Dr, Winchester, VA 22602
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  /15

  $159,900 Sold Jul 29, 2025

  • 861 Sq Ft
  • $186/SF
  • 222 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1971

  236 Doe Trail, Winchester, VA 22602

  This private property on a nice quarter-acre corner lot has a new roof, kitchen cabinets, and counter tops, new drywall where needed with insulation in walls. New electric baseboard heat, lights updated and electric brought to code. New laminate flooring throughout. Plumbing has been repaired as needed and winterized. Existing stove, refrigerator, and stackable washer and dryer stay.

  Liz McDonald Dandridge Realty Group, LLC

  236 Doe Trail, Winchester, VA 22602
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  /21

  Est $333,638 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,037 Sq Ft

  1611 Tomahawk Trail, Winchester, VA 22602

  1611 Tomahawk Trail, Winchester, VA 22602
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  /74

  $668,000

  • 3 Beds
  • 2.5 Baths
  • 2,348 Sq Ft

  280 Plow Run Ln, Winchester, VA 22602

  Now available: a custom-built, one-level home situated on 3.02 peaceful acres. This property boasts a highly convenient country location, less than nine miles from Winchester Medical Center. Constructed in 2017, this elegant home offers a functional floor plan with a contemporary flair. Entryway leads into an open living area featuring nine-foot ceilings and gorgeous hardwood floors, seamlessly

  Angela Duncan MarketPlace REALTY

  280 Plow Run Ln, Winchester, VA 22602
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  /33

  $259,000 Sold Jul 28, 2025

  • 1,000 Sq Ft
  • $259/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  455 Marple Rd, Winchester, VA 22603

  **Active Pending Release** New list price at recent appraised value, septic repairs and new distribution box installed. 3 beds, 2 baths, detached garage on 1 acre just 10 minutes from Downtown Winchester! Enter the heart of this renovated home from a sizable front porch. The open concept living/dining/kitchen offers natural light, hard surface floors, butcher block countertops, bar seating and a

  Anna Fox NextHome Realty Select

  455 Marple Rd, Winchester, VA 22603
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  /52

  Est $355,648 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  110 Huron Trail, Winchester, VA 22602

  110 Huron Trail, Winchester, VA 22602
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  /44

  $329,900

  • 1 Bed
  • 1 Bath
  • 1,348 Sq Ft

  242 Footstone Ln, Winchester, VA 22603

  Peaceful Country Retreat on 4.7 Acres – Minutes from WinchesterThis private country home combines solid craftsmanship with serene mountain views. Located on a quiet gravel lane with a road maintenance agreement, the property features a durable stone-and-brick exterior and hardwood floors throughout. Inside, two stone fireplaces—including one in the primary bedroom—add warmth and character.

  Kristina Towns Weichert Realtors - Blue Ribbon

  242 Footstone Ln, Winchester, VA 22603
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  /73

  $450,000 Sold Jul 25, 2025

  • 2,964 Sq Ft
  • $152/SF
  • 86 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1801

  306 Burnt Church Rd, Winchester, VA 22603

  Welcome to this charming Circa 1801-Farmette, nestled on approximately 7.5 unrestricted acres just outside the City of Winchester. This property offers the perfect blend of historic character and rural tranquility, with convenient access to shopping, dining, and major commuter routes, including Rt. 37 and I-81. Enjoy the open space for gardening, raising poultry, or embracing a country

  Sue Goodwin Long & Foster Real Estate, Inc.

  306 Burnt Church Rd, Winchester, VA 22603
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  /39

  Est $328,146 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft

  102 Killbuck Trail, Winchester, VA 22602

  102 Killbuck Trail, Winchester, VA 22602
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  /129

  $1,129,000

  • 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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  /51

  $405,000 Sold Jul 25, 2025

  • 2,012 Sq Ft
  • $201/SF
  • 54 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  545 Deer Run Dr, Winchester, VA 22602

  BACK ON THE MARKET AT NO FAULT OF THE SELLER! BUYER'S FINANCING FELL THROUGH! Peaceful Country Living on Three Secluded Acres – Just Minutes from Downtown WinchesterWelcome to 545 Deer Run, where privacy, charm, and convenience come together. Nestled on three acres, this warm and welcoming home offers a serene escape from the everyday—yet it’s only minutes from the restaurants, shops,

  Kaaren Lofgren Samson Properties

  545 Deer Run Dr, Winchester, VA 22602
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  /31

  Est $319,504 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  107 Tonto Trail, Winchester, VA 22602

  107 Tonto Trail, Winchester, VA 22602
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  /5

  $1,450,000

  • Land
  • 189 Acres
  • $7,672 per Acre

  1389 Back Mountain Rd, Winchester, VA 22602

  203 +/- acres of pristine rural land at 1389 Back Mountain Road in Frederick County with pastoral mountain views. Features include rolling topography and scenic Hogue Creek. Please see attached exhibits for aerial views, location map, topography, water features and building sites. Priced to sell at only $7,143. per acre.

  H. Paige Manuel Oakcrest Commercial LLC.

  1389 Back Mountain Rd, Winchester, VA 22602
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  /26

  $220,000 Sold Jul 24, 2025

  • 686 Sq Ft
  • $321/SF
  • 102 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1957

  104 Blackfeet Trail, Winchester, VA 22602

  THIS UPDATED REMODELED AND ADORABLE COTTAGE SITS ON 1/2 ACRE OF WOODS. FEATURING SPACIOUS KITCHEN WITH QUARTZ COUNTERS, STAINLESS STEEL APPLIANCES, MODERN TILE BLACKSPLASH, SPACIOUS BEDROOMS, NEW CUSTOM PAINT, UPDATED BATHROOM, NEW FLOORING, NEW LIGHTING, FIREPLACE AND MUCH MORE! Close to schools, Shopping, and commuter routes. Roads maintained. No HOA! Home is in sanitary district with fees

  Jose Flores Epic Realty, LLC.

  104 Blackfeet Trail, Winchester, VA 22602
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  /39

  Est $268,069 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  301 Duwamish Trail, Winchester, VA 22602

  301 Duwamish Trail, Winchester, VA 22602
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  /10

  $225,000

  • Land
  • 20.05 Acres
  • $11,222 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

  Sharon Farinholt Realty ONE Group Old Towne

  951 Bobcat Trail, Winchester, VA 22602
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  /34

  $402,500 Sold Jul 18, 2025

  • 1,475 Sq Ft
  • $273/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  350 Poorhouse Rd, Winchester, VA 22603

  Located in a quiet and well-established Area convenient to shopping, Historic downtown Winchester, Valley Health and Schools. The ease of one-level living, a flexible floor plan, and a generous 2+ Acre lot with a pond make this house a home! This 3-bedroom, 2-bath ranch-style home features a traditional layout with defined living spaces, including a front living room, and a dedicated dining

  LESLIE WEBB Long & Foster Real Estate, Inc.

  350 Poorhouse Rd, Winchester, VA 22603
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  /22

  Est $305,722 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  225 Susquehanna Trail, Winchester, VA 22602

  225 Susquehanna Trail, Winchester, VA 22602
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  /20

  $7,000

  • Land
  • 0.24 Acre
  • $29,167 per Acre

  LOT 92 Southwood Dr, Whitacre, VA 22625

  Membership lot located in the 240-acre gated Lake Holiday Estates! Come bring your boat and lease a dock slip at the marina! Just 90 minutes from DC and 20 minutes from Winchester. Relax and enjoy the many amenities that Lake Holiday has to offer: 2 sandy beaches, fishing pier, clubhouse, fitness room, dog parks, playgrounds, picnic areas, disc golf and various sports courts. Lake Holiday is a

  Lisa Cox Colony Realty

  LOT 92 Southwood Dr, Whitacre, VA 22625
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  /26

  $235,000 Sold Jul 18, 2025

  • 704 Sq Ft
  • $334/SF
  • 34 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1988

  1502 Tomahawk Trail, Winchester, VA 22602

  BACK ON THE MARKET!! Nestled about 20 minutes from downtown Winchester, this charming two-bedroom home may be just what you need to escape city life! Perfect for a primary residence or a part-time getaway, the property is nestled on two lots equaling nearly one acre. Once inside, you'll feel right at home with warm and inviting wood tones. The open living-dining area provides a comfortable space

  Kristin Crosby Samson Properties

  1502 Tomahawk Trail, Winchester, VA 22602
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  /41

  Est $233,632 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  141 Rappahannock Trail, Winchester, VA 22602

  141 Rappahannock Trail, Winchester, VA 22602
• 

  

  /20

  $8,000

  • Land
  • 0.27 Acre
  • $29,630 per Acre

  LOT 43 Forest Dr, Whitacre, VA 22625

  Membership lot located in the 240-acre gated Lake Holiday Estates! Come bring your boat and lease a dock slip at the marina! Just 90 minutes from DC and 20 minutes from Winchester. Relax and enjoy the many amenities that Lake Holiday has to offer: 2 sandy beaches, fishing pier, clubhouse, fitness room, dog parks, playgrounds, picnic areas, disc golf and various sports courts. Lake Holiday is a

  Lisa Cox Colony Realty

  LOT 43 Forest Dr, Whitacre, VA 22625
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  /11

  $6,500 Sold Jul 18, 2025

  • Land
  • 0 Acre

  • 62 Days On Market

  Lot 152 Christie Ln, Whitacre, VA 22625

  Membership lot! This lot gives you full access to the amenities at Lake Holiday! Bring your boat, kayaks and self to enjoy the 240 acre private gated lake community, beaches, sports courts, clubhouse, disc golf course, and tons more! Membership lots are actual lots, but you cannot build a home on them, and cannot camp on them. For locals they are great for day trips to the lake, for swimming,

  Misty Weaver Samson Properties

  Lot 152 Christie Ln, Whitacre, VA 22625
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  /53

  Est $269,531 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  229 Shenandoah Trail, Winchester, VA 22602

  229 Shenandoah Trail, Winchester, VA 22602
• 

  

  /52

  $199,000

  • 3 Beds
  • 3 Baths
  • 2,090 Sq Ft

  123 Old Bethel Ln, Winchester, VA 22603

  Come make an offer! Motivated seller! This property has more to offer than meets the eye: a great lot, full WALK-OUT basement. Easily renovate it or remove the double wide and add something new. All offers will be considered (currently listed below assessed value!!!). There is a fully functioning septic system and well with newer pressure tank and pump. The home includes three bedrooms, three

  Fawn Deitsch RE/MAX Gateway

  123 Old Bethel Ln, Winchester, VA 22603
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  /5

  $90,000 Sold Jul 17, 2025

  • Land
  • 3.5 Acres
  • $25,714 per Acre

  • 41 Days On Market

  310 Burnt Church Rd, Winchester, VA 22603

  Gorgeous Residential Lot ON SALE! 3.5 Acres, 10 minutes from downtown Winchester, 5 minutes from Martin's Grocery in Sunnyside and Valley Health Center. Good topo, partially cleared with some mature oaks, surrounded by open forest, absolutely beautiful! Seller will complete perk test at its expense as a contingency to a contract! Asking $124,900 but reasonable offers welcome! Bonus: Buyer may

  Gillian Greenfield Coldwell Banker Premier

  310 Burnt Church Rd, Winchester, VA 22603
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  /47

  Est $282,683 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  141 Geronimo Trail, Winchester, VA 22602

  141 Geronimo Trail, Winchester, VA 22602
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  /8

  $82,500

  • Land
  • 1.38 Acres
  • $59,783 per Acre

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

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

  Kristin Crosby Samson Properties

  Lots 182, 183, 184 Rockwood Trail, Shawneeland, VA 22602
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  /39

  $489,900 Sold Jul 10, 2025

  • 2,490 Sq Ft
  • $197/SF
  • 34 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2007

  602 S Lakeview Dr, Cross Junction, VA 22625

  Spacious 4 bedroom 4.5 bath house just a 5 minute walk down to Lake Holiday, a 240 acre lake in a gated community. 3 finished levels, approximately 3500 finished sq ft. Freshly painted, new carpet and LVP installed. Spacious kitchen with stainless appliances and granite tops. Living room has brand new LVP flooring and a gas fireplace. Upstairs you will find 4 bedrooms and 3 full baths. Bedrooms

  Jacquelyn Rizzari MarketPlace REALTY

  602 S Lakeview Dr, Cross Junction, VA 22625
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  /36

  Est $285,842 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  109 Gannentaha Trail, Winchester, VA 22602

  109 Gannentaha Trail, Winchester, VA 22602
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  /8

  $25,000

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

  LOT 85 Mimosa, Winchester, VA 22602

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

  Gina Griffith MarketPlace REALTY

  LOT 85 Mimosa, Winchester, VA 22602

Showing Results 121 - 160, Page 4 of 18