Upperville, VA Houses for Sale

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  $685,000 Open House 9/13

  • 3 Beds
  • 2.5 Baths
  • 2,049 Sq Ft

  7292 Starling Dr, Warrenton, VA 20186

  Bright and welcoming Cape Cod on nearly 3 acres! This 3-bedroom, 2.5-bath home offers a hard-to-find main level primary suite with a luxury bath and walk-in closet. The gourmet kitchen features custom cabinetry, stainless steel appliances, and granite counters, opening to a spacious great room with cathedral ceilings, a fireplace, and double sliding doors leading to the rear deck. Upstairs,

  

  Amber Castles

  CENTURY 21 New Millennium

  (540) 584-8364

  7292 Starling Dr, Warrenton, VA 20186
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  $819,900

  • 5 Beds
  • 3.5 Baths
  • 4,126 Sq Ft

  7085 Bramble Way, Warrenton, VA 20187

  Welcome to 7085 Bramble Way – a beautifully renovated Cape Cod tucked into a quiet cul-de-sac in the highly desirable Ivy Hill neighborhood. Backing to a large open grassy common space, this home offers both privacy and community charm. A paved driveway, stamped concrete walkways, and a covered front porch framed by fresh landscaping create a picture-perfect welcome.Inside, you’ll find

  

  Amber Castles

  CENTURY 21 New Millennium

  (540) 502-4819

  7085 Bramble Way, Warrenton, VA 20187
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  $1,099,000 Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 5,744 Sq Ft

  7323 Bayfield Ln, Warrenton, VA 20187

  A premiere Warrenton setting off Lake Airy provides an ideal location for this executive estate! Almost 6,000 sq ft on 2.41 acres in a non HOA subdivision! Photos to come !

  

  Mary Ann Bendinelli

  Weichert, REALTORS

  (540) 590-5373

  7323 Bayfield Ln, Warrenton, VA 20187
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  $950,000 Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 4,276 Sq Ft

  6288 Redwinged Blackbird Dr, Warrenton, VA 20187

  Linh Aquino Redfin Corporation

  6288 Redwinged Blackbird Dr, Warrenton, VA 20187
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  $680,000

  • 4 Beds
  • 3.5 Baths
  • 2,464 Sq Ft

  8183 Major Watters Ct, Warrenton, VA 20187

  Charming 4-bedroom, 3.5-bathroom Colonial built in 2022, this home delivers nearly 2,464 sq ft of refined living space in sought-after Warrenton’s 20187 zip code. Step inside and be wowed by gleaming hardwood floors, soft neutral tones, and a light-filled layout. A convenient half-bath on the main level ensures comfort and functionality for everyday living and entertaining guests.The

  Nicole Canole KW Metro Center

  8183 Major Watters Ct, Warrenton, VA 20187
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  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  8413 James Madison Hwy, Warrenton, VA 20186

  Located just outside the southern edge of Warrenton town limits, this charming brick colonial offers classic character, modern updates, and exceptional flexibility. Built in 1940 and thoughtfully updated over the years, the home spans three levels and features timeless architectural details throughout. The lower level includes a fully separate in-law apartment—perfect for multi-generational

  Chuck Cornwell CHC Inc

  8413 James Madison Hwy, Warrenton, VA 20186
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  $1,600,000

  • 4 Beds
  • 3.5 Baths
  • 2,832 Sq Ft

  8385 James Madison Hwy, Warrenton, VA 20186

  Nestled just outside the southern edge of Warrenton town limits, this rare 31+ acre property offers the perfect blend of privacy, character, and convenience. A solidly built stone home, dating back to 1939, anchors the land with timeless charm and sturdy craftsmanship. Zoned R-1, the property is predominantly wooded, with beautiful clearings that offer room to roam, recreate, or explore future

  Chuck Cornwell CHC Inc

  8385 James Madison Hwy, Warrenton, VA 20186
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  $2,450,000

  • 4 Beds
  • 3.5 Baths
  • 3,826 Sq Ft

  8105 Willboyd Ct, Marshall, VA 20115

  NEW PRICE! Income Producing! When entering this beautiful property, you enter a tranquil oasis, removed from the hustle and bustle of everyday life. An original 1912 Farmhouse is the cornerstone of this 58-acre property. Driving between the carefully manicured vineyards on either side of you —you start to get that excited feeling. This one could be the home and vineyard you’ve been imagining!

  Janine Aquino Washington International Service Executives, LLC

  8105 Willboyd Ct, Marshall, VA 20115
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  $989,900

  • 6 Beds
  • 5 Baths
  • 4,323 Sq Ft

  9427 Blue Jay Ct, Warrenton, VA 20187

  **Welcome to this Stunning 6 Bedroom/5 Bath Craftsman Style Home in Sought-After Warrenton Chase Subdivision!** This St. Lawrence Model was built in 2023 and is situated on a .66 acre cul-de-sac lot that backs to woods. The home features beautiful stone & siding, an inviting large front porch, 2-car sideload garage and on-grid solar panels to save on utility bills. The main level offers an open

  Vanessa Sfreddo CENTURY 21 New Millennium

  9427 Blue Jay Ct, Warrenton, VA 20187
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  $1,250,000

  • 6 Beds
  • 4.5 Baths
  • 5,597 Sq Ft

  7534 Cannoneer Ct, Warrenton, VA 20186

  7534 Cannoneer Court, Warrenton, VA - Custom All-Brick ManorTucked away at the end of a quiet cul-de-sac, this stately all-brick custom home sits on a private lot in the heart of Warrenton, just outside town limits. This 6-bedroom, 4.5 bath home offers over 5,600 square feet of living space across three expansive levels and combines timeless craftsmanship and modern updates resulting in a

  Jeremy Downs Long & Foster Real Estate, Inc.

  7534 Cannoneer Ct, Warrenton, VA 20186
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  $1,299,000

  • 5 Beds
  • 5 Baths
  • 5,436 Sq Ft

  9124 Green Rd, Warrenton, VA 20187

  Welcome to your very own 29.87-acre slice of country paradise! This all-brick rambler has room for everyone—and everything. With 5 bedrooms, 5 full baths, and even a second kitchen on the lower level, there’s space for multigenerational living, weekend guests, or just a good old-fashioned Sunday feast.The walk-out basement opens to a beautiful patio, while upstairs you’ll find a

  Bonnie Ramey River Fox Realty, LLC

  9124 Green Rd, Warrenton, VA 20187
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  $995,000

  • 5 Beds
  • 5 Baths
  • 5,000 Sq Ft

  7333 Fox Call Ln, Warrenton, VA 20186

  Perched on a picturesque 10+ acre lot with breathtaking mountain views, this one of a kind main-level living home is the gem of the sought after community that is Piney Mountain. The welcoming exterior features a long circular driveway leading to multiple parking areas and a walk-way to a stone patio and covered front porch ready for countless hours of relaxation while rocking your worries away

  Abel Aquino Redfin Corporation

  7333 Fox Call Ln, Warrenton, VA 20186
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  /98

  $1,150,000

  • 6 Beds
  • 5.5 Baths
  • 7,341 Sq Ft

  7887 Wellington Dr, Warrenton, VA 20186

  OPEN HOUSE SUNDAY 1:00-3:00! BACK ON MARKET, BUYER'S HOME-SALE CONTINGENCY EXPIRED. Gorgeous, all-brick home in sought-after Waterloo North! This thoughtfully designed and impeccably maintained home has something for everyone. This spacious home offers a wonderful blend of beauty and comfort. The main level master suite provides a respite from stress with a newly renovated bathroom, sitting

  Patricia Brown CENTURY 21 New Millennium

  7887 Wellington Dr, Warrenton, VA 20186
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  $1,450,000

  • 5 Beds
  • 4.5 Baths
  • 5,545 Sq Ft

  9163 Old Waterloo Rd, Warrenton, VA 20186

  Pastoral elegance meets modern comfort at this spectacular 10 acre property in Waterloo Farms! This 5-bedroom, 4.5-bath home offers the perfect blend of refined living and country charm just minutes from downtown Warrenton, VA. From the moment you arrive, you’re greeted with sweeping views of rolling pastureland—an ever-changing backdrop for both everyday life and special gatherings.The

  David Ochsman Compass

  9163 Old Waterloo Rd, Warrenton, VA 20186
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  $1,020,000

  • 4 Beds
  • 4.5 Baths
  • 4,143 Sq Ft

  6589 Bob White Dr, Warrenton, VA 20187

  Stunning Move-In Ready Home in the Sought-After Warrenton Chase Community. Welcome to this beautifully upgraded St. Lawrence model, nestled on a spacious .61-acre lot in the highly desirable Warrenton Chase community. Offering 4 bedrooms, 4.5 bathrooms, and a wealth of luxurious finishes, this home is designed for both relaxation and entertaining. With an exceptional layout, it's the perfect

  Joann Aizaz Long & Foster Real Estate, Inc.

  6589 Bob White Dr, Warrenton, VA 20187
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  $849,900

  • 5 Beds
  • 4.5 Baths
  • 4,313 Sq Ft

  7400 Poplar Point Ln, Warrenton, VA 20186

  This home is being sold by a relocation company and has been professionally inspected. Buyers can expect a streamlined closing process, as the relocation company has already taken care of title work and pre-sale preparation. Bring your animals and ideas to create your Mini-Farmette! This secluded 5 to 6 bedroom 4.5 bath Colonial sits on 10+ Acres w/ Bonus Suite & Creek Access! Beautifully updated

  Jennifer Young Keller Williams Realty

  7400 Poplar Point Ln, Warrenton, VA 20186
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  $1,250,000

  • 5 Beds
  • 4.5 Baths
  • 4,426 Sq Ft

  7563 Foxview Dr, Warrenton, VA 20186

  MOTIVATED SELLERS – This 4,400 sq. ft., 5-bedroom, 4.5-bath custom home on 3.75 acres offers comfort, style, and flexible living arrangements for families of any size. Sparkling chandeliers and custom built-in shelving with ambient lighting highlight every room, with beautiful views from every window. The in-ground custom pool with waterfall provides a stunning space for relaxation and

  Kaylynn Semple Pearson Smith Realty LLC

  7563 Foxview Dr, Warrenton, VA 20186
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  /16

  $1,950,000

  • 4 Beds
  • 3 Baths
  • 2,894 Sq Ft

  273 Waterloo St, Warrenton, VA 20186

  This listing includes 273 Waterloo St., 296 Church St. and parcels 6984-15-4184, 6984-15-6256, 6984-15-4341 and 6984-15-4170 for a total of 2 houses and 4+ acres in the town of Warrenton and walking distance to Main St. Opportunities like this are disappearing fast particularly in such proximity to Main St which has grown ever so popular. Currently a serene and natural setting with meadows,

  Tray Allen Allen Real Estate

  273 Waterloo St, Warrenton, VA 20186
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  $925,000

  • 4 Beds
  • 3.5 Baths
  • 3,272 Sq Ft

  8268 Meadows Rd, Warrenton, VA 20186

  Rare opportunity to own in Bellevue Farms for under $1M. The star of the show here is the wonderful land - 10+-acres of gently rolling pasture with pond and board fencing! Beautiful views across neighboring farms. The most perfect little barn currently has 2-stalls with room for 2 more. Center aisle with hot and cold water, wash rack and tack room. Home has been meticulously maintained by the

  Tray Allen Allen Real Estate

  8268 Meadows Rd, Warrenton, VA 20186
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  $1,100,000

  • 5 Beds
  • 4 Baths
  • 5,039 Sq Ft

  8501 Country Club Ln, Warrenton, VA 20186

  A true country charmer with OVER $100K IN UPGRADES made to this beautiful home! Nestled on just under 2.5 private acres in the heart of Fauquier County, this extraordinary 5-bedroom, 4-bath craftsman home offers a rare blend of timeless character and modern comfort. From the moment you arrive, you’ll be captivated by the expansive wraparound Trex deck, peaceful natural surroundings, and views of

  Keysha Washington Samson Properties

  8501 Country Club Ln, Warrenton, VA 20186
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  $975,000

  • 5 Beds
  • 3.5 Baths
  • 4,341 Sq Ft

  7736 Warrenton Chase Dr, Warrenton, VA 20187

  Welcome Home! Bring an Offer and this, Move in Ready, Exceptional 5-bedroom, 3.5-bath Landon model, Offering Over 4,300 square feet of beautifully finished living space on a 0.61-acre lot backing to mature trees, could be yours!Step inside to find rich hardwood floors flowing throughout the main level. Just off the entry is a formal dining room, ideal for hosting gatherings and special

  Julie Boes Knisely Century 21 Redwood Realty

  7736 Warrenton Chase Dr, Warrenton, VA 20187
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  $1,050,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 7,207 Sq Ft

  519 Cardinal Ln, Warrenton, VA 20186

  BACK ON THE MARKET - No issues other than a home sale contingency deadline expiration. Welcome to this stunning brick colonial tucked away on a quiet cul-de-sac in Warrenton's Cardinal Fields neighborhood; your hidden gem, just minutes from downtown! With 4 bedrooms, 4.5 baths, and luxury living across all three levels, this home is a literal true dream come true!The main level, elegantly

  Keysha Washington Samson Properties

  519 Cardinal Ln, Warrenton, VA 20186
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  $925,000

  • 5 Beds
  • 4.5 Baths
  • 5,242 Sq Ft

  9010 Stone Crest Dr, Warrenton, VA 20186

  Open Saturday August 16, 2025 from noon to 2:00 PM.High-End, Oasis with over $200k++ in Upgrades, Pet Perks & Premier Yard. This beautifully crafted home combines sophisticated, nature-inspired finishes with thoughtful features. Boasting over $200,000 in professional upgrades, every element has been carefully curated to reflect exceptional quality, comfort and style. Perfectly situated

  Becky Miller Piedmont Fine Properties

  9010 Stone Crest Dr, Warrenton, VA 20186
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  $1,150,000

  • 7 Beds
  • 8 Baths
  • 4,666 Sq Ft

  8019 Shipmadilly Ln, Warrenton, VA 20186

  Beautiful Custom built retreat with expansive front porch. The residence features 7 Spacious Bedrooms, 6 Full Bathrooms and two half baths. Primary bedroom with huge walk-in closet is on the main level. Spacious kitchen with all stainless-steel appliances. A smart refrigerator with wifi connection. All hardwood floors on the main level. Upper level provides 4 Spacious bedrooms and 3 Full

  Mandy Cole Samson Properties

  8019 Shipmadilly Ln, Warrenton, VA 20186
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  $2,350,000

  • 4 Beds
  • 3.5 Baths
  • 3,280 Sq Ft

  7312 Oak Ln, Marshall, VA 20115

  WELCOME TO THE COUNTRY WHERE THE WILDLIFE AND ROLLING PASTURES GREET YOU. BREATH IN THE FRESH COUNTRY AIR WHILE ENJOYING THE PEACE, TRANQUILITY & PRIVACY THIS LOVELY HORSE FARM OFFERS. BEAUTIFUL PASTORIC VIEWS WITH A BACKDROP OF AN OPEN SKYLINE AND THE BLUERIDGE MOUNTAINS IN SIGHT. THIS RANCH STYLE FARM HOUSE AT THE END OF A COUNRY LANE WELCOMES YOU WITH A LARGE COMFY FRONT PORCH COMPLETE WITH

  Beth Kramer CENTURY 21 New Millennium

  7312 Oak Ln, Marshall, VA 20115
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  $1,549,000

  • 5 Beds
  • 5 Baths
  • 5,708 Sq Ft

  8300 Falcon Glen Rd, Warrenton, VA 20186

  Welcome to 8300 Falcon Glen Rd, a timeless and elegant estate nestled in the rolling hills of Warrenton, Virginia. This exceptional 5-bedroom, 3-full bathroom, 2-half bathroom residence is more than just a home—it’s a retreat, a sanctuary, and a place where rural charm meets understated luxury. Positioned within the prestigious Bellevue Farms community, the property offers commanding views of the

  Scott Buzzelli Corcoran McEnearney

  8300 Falcon Glen Rd, Warrenton, VA 20186
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  $935,000

  • 4 Beds
  • 2 Baths
  • 2,848 Sq Ft

  535 Winchester St, Warrenton, VA 20186

  Step into history with this beautifully preserved 1917 Craftsman home in charming and historic Warrenton, Virginia. Boasting nearly 3000 square feet of living space, this architectural gem is rich with original details and timeless character.From the moment you enter, you'll be captivated by the craftsmanship: the rich patina of original hardwood floors, built-in cabinetry, coffered ceilings

  Carole Taylor TTR Sothebys International Realty

  535 Winchester St, Warrenton, VA 20186
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  $974,900 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,993 Sq Ft

  575 Solgrove Rd, Warrenton, VA 20186

  This newly constructed home is completed and at a reduced price! Pictures are now of actual home! Basement is partially finished with a 3 car garage! Asphalt driveway. Located in the Town of Warrenton close to all the shops and restaurants. Situated on 0.70 acres plus this home provides the best of rural living while still being in a planned community. Including 4 bedroom, 4.5 baths, and over

  Adarsh Parbadia Chrismarr Properties LLC

  575 Solgrove Rd, Warrenton, VA 20186
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  $925,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,060 Sq Ft

  9100 Piney Mountain Rd, Warrenton, VA 20186

  Immediate delivery now available in Clearview Estates, located just minutes from downtown Warrenton. The property sits on a stunning 3+ acre homesite that includes a pond. The Hoover Floorplan features a covered front porch and a 2-car side-entry garage. Inside, the main level welcomes you with a 2-story foyer and includes a chef’s kitchen, a gas fireplace in the family room, and a

  Dick Bryan New Home Star Virginia, LLC

  9100 Piney Mountain Rd, Warrenton, VA 20186
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  $775,000

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  8210 Lee Hwy, Warrenton, VA 20186

  This home is for the person who loves to create. A one level home with a large kitchen, huge primary bedroom, beautiful hardwood floors, deck with gazebo and patio and garages galore!! If you work on cars, have a woodshop, art studio, whatever you may want to do this home has plenty of space for you to create and enjoy your craft or business. Sitting on 4 acres with a quaint stream running

  Cynthia Weakland CENTURY 21 New Millennium

  8210 Lee Hwy, Warrenton, VA 20186
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  $524,900

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft

  7057 Blackwell Rd, Warrenton, VA 20187

  Priced To Sell Fast! Charming Updated 2 Level Colonial, Spacious Kitchen with QUARTZ Counters, Stainless Steel Appliances, Island, Modern Tile Backsplash, Spacious Bedrooms, Updated Bathrooms, New Flooring, New Lighting, Hardwood Floors, New Custom Paint, Covered Front Porch, Storage Shed, Private 1 Acre Lot, Much More!! Close to Schools, Shopping, Metro, and Commuter Routes. This Will Not Last!

  Matthew Altizer ANR Realty, LLC

  7057 Blackwell Rd, Warrenton, VA 20187
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  $6,495,000

  • 5 Beds
  • 8 Baths
  • 9,996 Sq Ft

  7484 Wilson Rd, Warrenton, VA 20186

  Experience the magic of Rosewood, a Virginia Hunt Country Estate unlike any other. Unassuming from the public road, a paved drive meandering through the woods gives way to the magnificent gated entrance. Through the massive gates, a sweeping lawn, lake with lighted fountain and a winding, lamp-lit paved drive leads you home - Rosewood’s 116 acres offer absolute privacy and a lifestyle

  Tray Allen Allen Real Estate

  7484 Wilson Rd, Warrenton, VA 20186
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  $485,000

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  449 Falmouth St, Warrenton, VA 20186

  Welcome to a home that blends classic charm with modern updates in the heart of historic Old Town Warrenton. Step inside to discover gorgeous quartz countertops, durable and stylish LVP flooring, and a fully remodeled interior with new drywall, paint, and bathrooms. This home is truly move-in ready.Enjoy a bright and open layout filled with natural light, a cozy design with 3 bedrooms and

  Sarah Reynolds Keller Williams Realty

  449 Falmouth St, Warrenton, VA 20186
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  $699,000

  • 3 Beds
  • 3.5 Baths
  • 2,214 Sq Ft

  129 Fairfax St, Warrenton, VA 20186

  Welcome to this beautiful colonial, offering the perfect blend of modern day elegance and comfort. Upon entering you will notice the home's pristine condition and welcoming atmosphere making it a top pick . Nestled on a beautifully maintained lot in a popular community, this home is ready to be called your own. Warm wood flooring flows throughout the main and upper levels. The open floor

  Diane Rulka Weichert, REALTORS

  129 Fairfax St, Warrenton, VA 20186
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  $775,000

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  9467 Old Waterloo Rd, Warrenton, VA 20186

  Surrounded by trees on nearly 5 landscaped, park-like acres, this charming Cape Cod is a rare offering in the heart of Virginia's hunt country. This turn-key property has been thoughtfully curated around enjoying having horses at home. The house sits in the center of the property, with gently rolling pastures out every window. Inside, you’ll find an inviting, open-concept floor plan with

  Julie Maley United Real Estate Premier

  9467 Old Waterloo Rd, Warrenton, VA 20186
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  $715,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3 Baths
  • 3,256 Sq Ft

  28 Piedmont St, Warrenton, VA 20186

  Come inside and find out......Welcome to this lovely 2-story "retreat" located in the Town of Warrenton, offering almost an acre of oasis! This home has it all!! You will appreciate the hardscaping and gorgeous plantings of flowers, trees, and even thornless blackberry vines and a garden space!!! This home has been extremely well maintained and features an open floor plan with quiet spaces

  Kara Joseph RE/MAX Gateway

  28 Piedmont St, Warrenton, VA 20186
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  /17

  $795,000

  • 5 Beds
  • 5.5 Baths
  • 3,422 Sq Ft

  7296 Burke Ln, Warrenton, VA 20186

  Bring your vision to life with this partially finished 5,000 SF Ranch style home nestled on a private and picturesque 10-acre oasis. Offering the perfect canvas for customization. The existing structure offers a solid foundation with much of the heavy lifting already complete, including framing and major systems underway. Offering 5 generously sized bedroom suites, each with a private

  Virginia Smith Arlington Realty, Inc.

  7296 Burke Ln, Warrenton, VA 20186
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  /37

  $529,895

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft

  7057 Blackwell Rd, Warrenton, VA 20187

  Priced To Sell Fast! Charming Updated 2 Level Colonial, Spacious Kitchen with QUARTZ Counters, Stainless Steel Appliances, Island, Modern Tile Backsplash, Spacious Bedrooms, Updated Bathrooms, New Flooring, New Lighting, Hardwood Floors, New Custom Paint, Covered Front Porch, Storage Shed, Private 1 Acre Lot, Much More!! Close to Schools, Shopping, Metro, and Commuter Routes. This Will Not Last!

  Matthew Altizer ANR Realty, LLC

  7057 Blackwell Rd, Warrenton, VA 20187
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  $830,000

  • 4 Beds
  • 4 Baths
  • 2,228 Sq Ft

  9235 Lees Ridge Rd, Warrenton, VA 20186

  5 Acre Lot With a Four (4) Bedroom Home in Warrenton (Fauquier County) *Mortgage Financing Buy-Down Option Available *Property Features Three Finished Levels With All Bedrooms on the Upper Level *Horses/Livestock Are Allowed (RA Zoning - Residential Agricultural) *Wooden Barn Structure with Separate Equipment Storage Area *Additional Detached High-Ceiling Two (2) Car Garage *In-Ground

  Timothy Kotlowski Long & Foster Real Estate, Inc.

  9235 Lees Ridge Rd, Warrenton, VA 20186
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  $469,000

  • 4 Beds
  • 3 Baths
  • 1,872 Sq Ft

  20 N Calhoun St, Warrenton, VA 20186

  LOCATION, convenience and quality of life in historic Old Town Warrenton! This is one of only two houses tucked away on N. Calhoun street so it offers a quieter setting just steps away from shops, restaurants, festivals, walking and biking trails, the farmers market and all the fun that's to be had in historic Old Town. This would make a FANTASTIC investment property. Its unique layout offers

  Kim Hawkins United Real Estate Horizon

  20 N Calhoun St, Warrenton, VA 20186

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