Winchester, VA Homes for Sale with Acreage

• 

  

  

  /24

  $150,000

  • Land
  • 10 Acres
  • $15,000 per Acre

  0 Fall Run Ln Unit 15 ACRES TOTAL, Winchester, VA 22602

  Private access (gated) to get to the 10 acre and 5 acre lots. Take the gravel lane (gate is not locked) for about the length of 2 football fields to where the land begins. This private lane ends at the land. There are 2 nice utility sheds and an outhouse facility!, next to a campsite. (The firewood stays) The land is nicely wooded with tall hardwoods. There is an ATV trail along the left edge of

  Edward Beightol Cedar Creek Real Estate

  0 Fall Run Ln Unit 15 ACRES TOTAL, Winchester, VA 22602
• 

  

  

  /122

  $1,050,000

  • 4 Beds
  • 4 Baths
  • 5,069 Sq Ft

  1460 Pitcock Ln, Winchester, VA 22602

  Escape to Your Private Retreat – Just 10 Minutes from Winchester!Don’t miss the 3D tour attached to this listing! Welcome to a truly one-of-a-kind property offering 27.65 secluded acres across three parcels, complete with towering trees, a tranquil pond, and breathtaking natural surroundings. This charming log home is rich with character and history—originally relocated here in the 1960s,

  Sheila Pack RE/MAX Roots

  1460 Pitcock Ln, Winchester, VA 22602
• 

  

  

  /15

  $220,000

  • Land
  • 5.39 Acres
  • $40,816 per Acre

  TBD (0) Cather Ln, Winchester, VA 22602

  Searching for the ideal place to build your dream home? This awesome 5.39 acre parcel delivers stunning views and a convenient location just minutes from town. Situated right off Rt 50 with easy access to Rt 37 and Interstate 81, you’ll be close to gas stations, restaurants, shopping, the hospital, and so much more—offering the perfect blend of peaceful country living and everyday convenience.

  Brian Doman Preslee Real Estate

  TBD (0) Cather Ln, Winchester, VA 22602
• 

  

  

  /28

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  775 Pack Horse Rd, Winchester, VA 22603

  Completely remodeled and move-in ready, this charming property at 775 Pack Horse Road in Frederick County, VA offers the perfect blend of modern updates and peaceful country living. Situated on a picturesque setting, the home has been thoughtfully renovated throughout, featuring updated finishes, refreshed interiors, and attention to detail in every room. Enjoy the convenience of a detached

  Amanda Slate Keller Williams Realty

  775 Pack Horse Rd, Winchester, VA 22603
• 

  

  

  /65

  $550,000

  $35K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,465 Sq Ft

  450 Fishel Rd, Winchester, VA 22602

  Welcome to this 3-bed, 3-and-a-half-bath all-brick estate offering the perfect blend of privacy, space, and convenience, set on 4 picturesque wooded acres just 15 minutes from Winchester and close to major commuter routes. The main level features a welcoming living room with a gas fireplace, a formal dining room, a spacious kitchen with Corian counters, and convenient first-floor laundry.

  Kristin Higy Dandridge Realty Group, LLC

  450 Fishel Rd, Winchester, VA 22602
• 

  

  /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
• 

  

  /47

  $1,029,900

  New Construction $70K PRICE DROP

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

  Lot 1 Keval Gyan Way, Winchester, VA 22603

  Model available to see. 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

  Jim Thomson Realty ONE Group Old Towne

  Lot 1 Keval Gyan Way, Winchester, VA 22603
• 

  

  /33

  $699,900

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,050 Sq Ft

  405 Spring Valley Dr, Winchester, VA 22603

  NO HOA!!! Square footage: total: 4,050/ above ground: 2,688. Basement partially finished 812 sq ft. Detached Office/bonus room 550 sq ft. Built in 1971, this 4 Bed/2.5 Bath home is located on over 2 wooded acres features built-ins, upgraded countertops, new water treatment system, new HVAC, hardwood floors throughout the main level, 2 fireplaces, French doors, bay windows, and many upgrades. Two

  Ralph Harvey ListWithFreedom.com

  405 Spring Valley Dr, Winchester, VA 22603
• 

  

  /6

  $599,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  171 Amberwood Ln, Winchester, VA 22602

  Coming Soon! 171 Amberwood Ln, a fully remodeled log cabin retreat set on 5 acres of natural beauty and just minutes from Winchester City. This property is a true reflection of pride in ownership, featuring an open-concept living space while boasting 3 bedrooms, and 2 full baths, plus dedicated laundry and a large foyer to welcome and host. Not a single detail was overlooked. This remodel

  Lisa Behr Hunt Country Sotheby's International Realty

  171 Amberwood Ln, Winchester, VA 22602
• 

  

  /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
• 

  

  /17

  $475,000

  • Land
  • 89.87 Acres
  • $5,285 per Acre

  0 Shockeysville Rd Unit VAFV2041652, Winchester, VA 22603

  Approximately 90-acre wooded parcel offering abundant space for recreation, hunting, and enjoying nature, with Little Brush Creek bordering the property. This private retreat features approximately 2,500 feet of creek frontage and has been recently surveyed. The property is accessed by frontage on Shockyeville Road or established easement and offers a peaceful, remote setting while still being

  Brandi Marcum Pearson Smith Realty, LLC

  0 Shockeysville Rd Unit VAFV2041652, Winchester, VA 22603
• 

  

  /11

  $249,900

  • Land
  • 7.1 Acres
  • $35,197 per Acre

  384 Frog Hollow Rd, Winchester, VA 22603

  7 scenic acres with no restrictions and endless potential. Offering over 450' feet of road frontage, this beautiful parcel features a gentle slope and a thoughtfully prepared layout for future development. A partially cleared area is ready for a potential homesite, with an additional cleared septic location already in place. Current owner is in the process of obtaining well and septic

  Jennifer Sacco RE/MAX Roots

  384 Frog Hollow Rd, Winchester, VA 22603
• 

  

  /81

  $639,900

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft

  2983 Millwood Pike, Winchester, VA 22602

  Welcome home to this charming and well-maintained retreat nestled on a private, tree-lined lot offering the perfect blend of comfort, character, and outdoor enjoyment. From the inviting front porch to the spacious 2-car garage, this property is filled with features buyers will love. Hardwood floors flow throughout the entryway, living room, dining area, primary suite, and upper level, while

  James King RE/MAX Roots

  2983 Millwood Pike, Winchester, VA 22602
• 

  

  /3

  $3,025,000

  • Land
  • 27.09 Acres
  • $111,665 per Acre

  0 Renaissance Dr, Winchester, VA 22602

  27.09 +/- acres in the direct path of Light Industrial-Zoned land. The subject property is in the comprehensive plan to be zoned Light Industrial for warehousing, distribution, self-storage warehousing or light manufacturing. The 27.09 +/- acre site has excellent proximity and access to US 11, Route 37. and I-81. The property provides location, visibility, and exposure. All utilities are

  H. Paige Manuel Oakcrest Commercial LLC.

  0 Renaissance Dr, Winchester, VA 22602
• 

  

  /46

  $950,000

  New Construction

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

  Lot 12 Keval Gyan Way, Winchester, VA 22603

  Model available to see! 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

  Jim Thomson Realty ONE Group Old Towne

  Lot 12 Keval Gyan Way, Winchester, VA 22603
• 

  

  /35

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  330 Wardensville Grade, Winchester, VA 22602

  Experience the perfect blend of peaceful country charm and modern convenience in this beautifully remodeled 3-bedroom, 1.5-bath home offering comfortable two-level living and true move-in-ready appeal. Thoughtfully updated throughout, this home features all new windows, siding, and roof installed in 2022, along with a HVAC system installed in 2021 with warranty coverage for added peace of mind.

  Stacey Rowe Real Broker LLC

  330 Wardensville Grade, Winchester, VA 22602
• 

  

  /15

  $30,000

  • Land
  • 1.53 Acres
  • $19,608 per Acre

  Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602

  Attention Builders! 4 Pack of contiguous building lots in Wilde Acres -Mountain Falls Park, you have the opportunity to construct your very own mountain top retreat. Mountain Falls Park is conveniently located, just a short drive away from Stephens City or downtown Winchester, VA, providing an easy commute while still offering the seclusion and serenity of the mountains. Immerse yourself in

  Nadeem Helfer Samson Properties

  Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602
• 

  

  /23

  $99,500

  • Land
  • 5.49 Acres
  • $18,124 per Acre

  0 Whispering Knolls Dr, Winchester, VA 22603

  Discover the perfect blend of privacy and natural beauty with this 5.49-acre parcel on Whispering Knolls Dr in Winchester, VA. Nestled among scenic country roads, this property offers a peaceful setting to build your dream home. Located approximately 6 miles from I-81, it provides a manageable commute while still offering the charm of rural living. Winchester Medical Center is less than 10 miles

  Theresa Marshall Samson Properties

  0 Whispering Knolls Dr, Winchester, VA 22603
• 

  

  /12

  $369,900

  • Land
  • 11.49 Acres
  • $32,193 per Acre

  Lot 1 Tavistock Dr, Winchester, VA 22602

  Beautiful 11.49 acre Lot, approved for 3 bedroom perk, Tavistock Estates one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town!

  Gillian Greenfield Coldwell Banker Premier

  Lot 1 Tavistock Dr, Winchester, VA 22602
• 

  

  /56

  $1,275,000

  $55K PRICE DROP

  • Land
  • 140.54 Acres
  • $9,072 per Acre

  0 Wardensville Grade Unit VAFV2040642, Winchester, VA 22602

  If you’ve been searching for space to breathe, this is it.Spanning 140.54 acres of wide-open and wooded land, this incredible property on Wardensville Grade offers the kind of peace, privacy, and freedom that’s getting harder to find. The moment you step onto the land, you’ll feel it, room to breathe, space to roam, and endless possibilities in every direction.There’s a beautiful homesite

  Kristi Cooper Realty ONE Group Old Towne

  0 Wardensville Grade Unit VAFV2040642, Winchester, VA 22602
• 

  /2

  $695,000

  New Construction $16K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,850 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 Main Level Living Evergreene model with standard 13' Family Rm 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
• 

  /2

  $199,900

  $50K PRICE DROP

  • Land
  • 5.01 Acres
  • $39,900 per Acre

  Lot 7 Oak, Winchester, VA 22603

  Build Your Vision at the End of the LaneDiscover a rare opportunity to create a custom estate in an established community of luxury homes (up to 4,000 sq. ft.). Located at the quiet end of the street, this lot offers the perfect blend of privacy and prestige. Enjoy the peace of a secluded setting without sacrificing convenience—you are minutes from town with effortless access to Route 50.

  Jim Thomson Realty ONE Group Old Towne

  Lot 7 Oak, Winchester, VA 22603
• 

  

  /90

  $490,000

  $27K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,962 Sq Ft

  235 Peppermint Spring Ln, Winchester, VA 22603

  Discover Your Private Retreat: 235 Peppermint Spring LaneNestled in the serene landscape of Winchester, Virginia, 235 Peppermint Spring Lane offers a rare combination of spacious country living and modern convenience. This charming single-family home sits on a sprawling 6.67-acre lot, providing a peaceful sanctuary backing to conservation land just minutes from the vibrant energy of historic

  Andrew Hensley Samson Properties

  235 Peppermint Spring Ln, Winchester, VA 22603
• 

  

  /3

  $79,900

  • Land
  • 6.06 Acres
  • $13,185 per Acre

  0 Four Wheel Dr Unit VAFV2041542, Winchester, VA 22602

  All wooded in private area with other nice homes. About 30 minutes south west of hospital, Wal-Mart. No HOA that allows you to do anything with your property. Older 3BR Perc expired. You could potentially renew it. Ideal to build a dream home and unlimited options. Last mile is a deeded dirt road. Listing agent has interest in the property

  Ravinder Avala Premium Realty, LLC

  0 Four Wheel Dr Unit VAFV2041542, Winchester, VA 22602
• 

  

  /17

  $1,550,000

  • Land
  • 152.44 Acres
  • $10,168 per Acre

  152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602

  An unparalleled opportunity to own one of the most accessible yet private properties near the city of Winchester. Just under an hour and half from Dulles International Airport it is the perfect weekend escape in the countryside or full time residence. As you meander through the forest on the beautiful drive to the property you will become enchanted with your surroundings. This is one of 3

  Nadeem Helfer Samson Properties

  152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602
• 

  

  /50

  $565,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,414 Sq Ft

  3336 Hunting Ridge Rd, Winchester, VA 22603

  Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back yard with above ground

  Leslie Carter Carter Real Estate, Inc.

  3336 Hunting Ridge Rd, Winchester, VA 22603
• 

  

  /86

  $1,025,000

  $175K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,497 Sq Ft

  466 Merrimans Ln, Winchester, VA 22601

  An extraordinary and rarely available offering within the city limits, 466 Merrimans Lane presents a stately brick residence set on an impressive 2.03 acre lot—an uncommon blend of privacy, space, and convenience in an in-town setting. This classic home features three generously sized bedrooms and three-and-a-half baths, with a traditional floor plan designed for both comfortable everyday living

  Laura White ERA Oakcrest Realty, Inc.

  466 Merrimans Ln, Winchester, VA 22601
• 

  

  /5

  $899,900

  New Construction $50K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 2,488 Sq Ft

  Lot 11 Keval Gyan Way, Winchester, VA 22603

  Model available to see! 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 (new PIN OAK model); 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

  Jim Thomson Realty ONE Group Old Towne

  Lot 11 Keval Gyan Way, Winchester, VA 22603

Showing Results 81 - 108, Page 3 of 3