Culpeper VA Historical Real Estate, Homes for Sale

RENOVATED & MOVE-IN READY WITH MULTI-GENERATIONAL LIVING POSSIBILITIES IN THE TOWN OF CULPEPER! This versatile home offers fresh paint and new flooring throughout, along with a flexible floor plan that provides so many options for today’s lifestyle. The upper level features 2 bedrooms and a fresh, updated full bath, a comfortable living room with a cozy gas fireplace, and a bright kitchen with breakfast bar and all appliances conveying. Just off the kitchen is a sunroom that offers wonderful flex space—use it as a dining room, home office, sitting room, playroom or whatever best fits your needs! The adjoining utility room includes a washer and dryer that convey. The finished lower level creates an entirely separate space that is ideal for multi-generational living, extended family, guests or simply additional room to spread out. A spacious family room features new carpet, built-in shelving, a gas stove and a beautiful barn door that opens to a convenient kitchenette. Refrigerator hookup plus an additional washer and dryer hookup are already in place, ready for the buyer to add their own appliances. This level also includes a bedroom with laminate flooring, a second bonus room that could serve as a small bedroom, hobby room or office, and a full bath. Outdoor living is just as inviting with a rear deck off the main level and a patio off the lower level, both overlooking the large backyard. Two storage sheds convey for plenty of additional storage. Whether you need space for extended family, older children, guests, working from home or simply want separate living areas under one roof, this home offers possibilities that are hard to find—right in the Town of Culpeper! Renovated, flexible and ready for its new owners. Move right in and make it yours!

525 First St., Culpeper

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$339,000

2 Beds ⋅ 1 Baths

Welcome to 9054 James Monroe Hwy, a beautifully renovated brick rambler where timeless character, fresh updates, and nearly half an acre come together to create a place that feels instantly like home. Step inside to discover warm hardwood floors and inviting living spaces designed for comfortable everyday living, while the refreshed kitchen shines with new granite countertops and offers a welcoming setting for everything from morning coffee to home-cooked meals. The updated bathroom features a new tiled shower for a fresh, polished touch, and the newly painted exterior enhances the home's classic brick charm and curb appeal. Outside, the expansive lot provides plenty of room to relax, entertain, garden, play, or simply enjoy the extra breathing room that comes with nearly half an acre. Beautifully updated and ideally situated in a convenient Culpeper location, this move-in-ready home offers the perfect combination of charm, space, and modern comfort. Agent is related to owner.

9054 James Monroe Hwy, Culpeper

Listing courtesy of Redfin Corporation. Contact:

$425,000

4 Beds ⋅ 2 Baths

This one is a must and it's waiting for you! Thoughtfully renovated with major improvements completed in 2025 and 2026, this charming home blends classic character with a soft, clean aesthetic and just the right touch of luxury. Come inside to beautifully refinished hardwood floors, fresh interior paint, updated windows, and an abundance of thoughtful improvements throughout. The refreshed kitchen is a standout, featuring quartz countertops, a center island accented by black chandelier lighting, new Frigidaire appliances, updated electrical, and fresh plumbing—creating a polished space ready for everyday living and entertaining. Upstairs, the updated bathroom carries the home's clean, modern feel with stylish black finishes and updated fixtures. Behind the scenes, significant improvements add even more value, including a new roof, new HVAC and gas furnace, upgraded 200-amp electrical service, new PVC plumbing throughout, added attic insulation, and an underground main electrical powerline. And then there's the completely renovated lower level—a beautifully finished extension of the home offering impressive flexibility. Luxury waterproof vinyl flooring, recessed lighting, a new full bathroom, a spacious primary bedroom with large double walk-in closets, and additional living and dining space create an entirely new level of possibilities. A second large finished room offers even more versatility, while a future kitchen area has already been thoughtfully prepared with plumbing and electrical connections. Washer and dryer hookups and additional pantry or storage space complete the lower level. Outside, the home received just as much attention with fresh exterior paint, a power-washed and stained front fence, new lighting and electrical outlets, an updated hose bib, refreshed storage shed, landscaping improvements, and a new mailbox. From the refinished hardwood floors and quartz finishes to the extensive improvements to the home's major systems, this renovation was about more than making it pretty—it was about creating a home that feels fresh, comfortable, polished, and ready for its next chapter. Charming on the outside, beautifully refreshed inside, and full of surprises once you come through the door, this may just be the one you've been waiting to see.

122 Elizabeth St, Culpeper

Listing courtesy of Wolford And Associates Realty LLC. Contact: 5402293660

$399,000

3 Beds ⋅ 2 Baths

Beautifully updated ranch in Culpeper offering comfortable one-level living plus a spacious finished lower level! This 3-bedroom, 2-bath home received an extensive update in 2026, blending fresh finishes with the warmth and character of the original hardwood floors. Recent improvements include new roof shingles, fresh interior, updated lighting and plumbing fixtures, stainless steel kitchen appliances, granite countertops, new bathroom tile surround, and new luxury vinyl plank flooring in select areas. The original hardwood flooring has been preserved in the living room and bedrooms, adding warmth throughout the main level. The finished lower level expands the living space with a generous recreation area, a second fireplace, full bath, and a versatile bonus room with closet space—ideal for a home office, hobby room, guest space, or additional flex space. Outside, enjoy a large deck overlooking the backyard and mature trees, providing plenty of space for outdoor dining, grilling, and entertaining. With two fireplaces, abundant finished living space, extensive 2026 updates, and a convenient Culpeper location, this move-in-ready home offers a wonderful combination of character, functionality, and modern updates.

14476 General Lee Ave, Culpeper

Listing courtesy of CENTURY 21 New Millennium. Contact: (540) 825-1613

$439,500

4 Beds ⋅ 3 Baths

Down town living at its best - Ideal location for taking in all downtown Culpeper has to offer - Close to restaurants, shopping, events, farmers market.... - Charming RENOVATED colonial with 4 spacious bedrooms & 2 1/2 bathrooms - RENOVATED kitchen with newer cabinetry, flooring, backsplash & appliances - Entire interior of home recently painted - New upper level flooring - newer water heater - redesigned front walk way and rear patio - insulated and sealed crawl space - 50yr roofing shingles - replacement windows - fireplace - ample natural light throughout - spacious IN-TOWN lot with fenced rear yard & shed - dual vanity, soaking tub & stand alone tiled shower in master bath - CUTE AS A BUTTON!

617 Briscoe St, Culpeper

Listing courtesy of Samson Properties. Contact: 7033788810

$399,900

4 Beds ⋅ 2 Baths

Welcome home to this beautifully renovated 4-bedroom residence where classic charm meets contemporary style. Thoughtfully updated throughout, this home features an inviting open layout with fresh paint, updated flooring, and designer lighting that creates a bright, modern feel. The stunning kitchen is equipped with crisp white shaker cabinetry, sleek quartz countertops, stainless steel appliances, a stylish tile backsplash, and matte black fixtures, making it both functional and elegant. The remodeled bathroom offers a spa-inspired retreat with a marble-look vanity, oversized mirror, modern lighting, black hardware, and a beautifully tiled walk-in shower. Outside, you’ll appreciate the home’s fresh curb appeal with new landscaping, a welcoming front porch, and a spacious yard perfect for relaxing or entertaining. Features include: 4 spacious bedrooms Fully renovated interior Modern kitchen with stainless steel appliances Designer bathroom with upscale finishes Updated lighting and matte black fixtures throughout Fresh paint and updated flooring Large yard with attractive landscaping Move-in ready This beautifully updated home offers the perfect blend of comfort, style, and functionality. Don’t miss the opportunity to make this your home!

1818 Orange Rd, Culpeper

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$379,900

3 Beds ⋅ 1 Baths

Gorgeous & Affordable! Wonderfully renovated 3 Bed/1 Bath Country Charmer in Culpeper. Enjoy the covered front porch and be amazed at the recent renovation! LVP floors throughout ... updated bath ... new kitchen ... living room ready for a wood stove ... formal dining room and so much more! Large 1.55 acre lot offers a ton of level space for myriad opportunities and endeavors! Need extra space? Don't miss the detached one car garage with a door tall enough to accommodate larger vehicles and a garden shed! No HOA, No Covenants or Restrictions and Your Own Private Driveway! All just moments from downtown Culpeper and an ideal and easy commuting local.

9196 Sperryville Pike, Culpeper

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 5408251800

$324,000

3 Beds ⋅ 2 Baths

Tremendous opportunity for instant equity. All the costly items, such as a new roof, heating system, central air-conditioning, electrical panel box, water system and water heater have all been recently done. Needs interior paint, cleaning and TLC, what is referred to as "Sweat Equity". Exterior is brick front and aluminum siding. Situated on one full acre that backs up to hardwoods. Fronting 140 feet on a paved state-maintained road. Basement walks out to grade level, with windows and expansion potential. Large sun room on the main floor with lots of windows and a propane gas free-standing fireplace. This property is NOT for rent, for sale only. Don't let this one slip through your fingers.

13298 Scotts Mill Rd, Culpeper

Listing courtesy of The Miller Company. Contact: 540-825-1717

$499,000

4 Beds ⋅ 4 Baths

Welcome to the Oaklawn established neighborhood in the Town of Culpeper. Main level offers three bedrooms and two updated baths with tile walk-in showers. Laundry moved to a bedroom to complete the ease of one level living. Upper level with private bedroom with built-in storage cabinets, closets, and updated full bath with shower. Access floored attic by pull-down stairs in garage or walk-in from upper level bath. Living room features built-in shelves and cabinets adjacent to fireplace. Sliding glass door leads to sunroom on rear. Major improvements include York HVAC system approximately 2 years old, roof (40 year dimensional shingles) about 7 years old, Pella windows (2 years old or less), fresh paint throughout, floors upgraded to luxury vinyl plank flooring throughout (except baths and hardwood floors in primary bedroom), updated lighting, bath fixtures, and ceiling fans. Walk-out basement area is unfinished with additional toilet. Conveniently located within walking distance to parks and historic Downtown Culpeper which offers a variety of restaurants and quaint shops. UVA Hospital and Powell Wellness Center (a medically integrated health and fitness center) are minutes away. FIOS high speed internet available. Property sold "AS IS."

1138 Oaklawn Drive, Culpeper

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$940,000

6 Beds ⋅ 5 Baths

Exceptional residence that is stunning and massive. Built in 1915 with an extensive renovation do-over in the last 2 to 3 years. Complete new kitchen with cabinetry, modern conveniences and appliances. Completely new elevator installed that complements the two interior stairways. Standing seam metal roof replaced four years ago. Generac whole house generator. Aquasana water filtration system throughout the house. There's even completely new decking on the wrap-around porches and deck and ramp. Detached three bay garage with 1,400 square feet that also serves as a workshop. Another detached single garage with 288 square feet brings the total garage bays to four. Video surveillance and alarm system.

406 Macoy Ave, Culpeper

Listing courtesy of The Miller Company. Contact: 540-825-1717

$299,999

1 Beds ⋅ 1 Baths

Price Improvement! This property offers tremendous opportunity for those seeking privacy plus convenience right outside the Town of Culpeper. Minutes to stores, schools, parks, and Culpeper's charming Old Town, full of renowned restaurants and shops. This one bedroom one bath cottage sits on just under 5 acres consisting of the perfect mix of cleared and wooded topography with road frontage. Renovate the existing home or bring your own design and build new! Home and all structures are sold in As-Is Condition.

15120 Jefferies Mill Rd, Culpeper

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$2,400,000

3 Beds ⋅ 2 Baths

The Ultimate Country Estate & Family Compound Potential Escape to your own private island of peace and tranquility just moments from the historic Town of Culpeper and Route 29! Perfectly positioned for an effortless commute to Charlottesville, Warrenton, or DC, this stunning 58.5-acre farm offers the ultimate blend of rural serenity and modern convenience—complete with Verizon Fios high-speed internet. Comprised of 4 distinct tax parcels with additional lot cuts available, this property is a rare find, uniquely suited for a multi-generational family compound, working cattle operation, or custom equestrian estate. The sweeping, tree-lined driveway welcomes you to a beautifully updated and loved 1920s farmhouse. Spend your mornings on the expansive covered front porch or unwind on the side screened porch, both offering breathtaking, panoramic pastoral views. The fully fenced acreage (board, wire, and electric fencing) is entirely turn-key for livestock or horses, featuring rich open pastures, a flowing creek, 3 wells, 4 frost-free hydrants, and 3 Ritchie automatic water feeders. Exceptional infrastructure includes massive equipment buildings, hay barns, a substantial garage shop, and countless storage sheds. Whether you dream of a thriving agricultural venture, a boutique Christmas tree farm, or simply a secluded sanctuary to gather your family, this hidden gem is an adventure waiting to be had. Welcome home to the farm you’ve always imagined.

18030 Bel Pre Rd, Culpeper

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$2,400,000

3 Beds ⋅ 2 Baths

The Ultimate Country Estate & Family Compound Potential Escape to your own private island of peace and tranquility just moments from the historic Town of Culpeper and Route 29! Perfectly positioned for an effortless commute to Charlottesville, Warrenton, or DC, this stunning 58.5-acre farm offers the ultimate blend of rural serenity and modern convenience—complete with Verizon Fios high-speed internet. Comprised of 4 distinct tax parcels with additional lot cuts available, this property is a rare find, uniquely suited for a multi-generational family compound, working cattle operation, or custom equestrian estate. The sweeping, tree-lined driveway welcomes you to a beautifully updated and loved 1920s farmhouse. Spend your mornings on the expansive covered front porch or unwind on the side screened porch, both offering breathtaking, panoramic pastoral views. The fully fenced acreage (board, wire, and electric fencing) is entirely turn-key for livestock or horses, featuring rich open pastures, a flowing creek, 3 wells, 4 frost-free hydrants, and 3 Ritchie automatic water feeders. Exceptional infrastructure includes massive equipment buildings, hay barns, a substantial garage shop, and countless storage sheds. Whether you dream of a thriving agricultural venture, a boutique Christmas tree farm, or simply a secluded sanctuary to gather your family, this hidden gem is an adventure waiting to be had. Welcome home to the farm you’ve always imagined.

18030 Bel Pre Rd, Culpeper

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$409,900

4 Beds ⋅ 2 Baths

**APPRAISAL IN HAND TO JUSTIFY ASKING PRICE** ANOTHER $5000 Price Reduction. Seller Subsidies offered** Motivated Seller! Spacious cottage near Downtown Culpeper! Main kitchen, plus separate, additional cooking * and laundry areas make this dwelling a very unique place to call home. Partially finished basement with walk-out access along with ample, walk-in, unfinished storage space. Full, open and finished attic offering additional livable space. Very large fenced yard with garden space and room for your pups. 11x13' Storage shed with electric and 12 x 20 detached garage with electric. Brand new extensive deck with fire pit and gazebo to enjoy your backyard space to the fullest. Two new refrigerators, two new stoves; (1) gas and (1) electric. Updated vanities in bathrooms, new washer/dryer stacker combo, new mini-split, new HVAC, 30-year shingle roof that is approximately 10 years old and extra tile available for future use. Also, available to Buyer are the materials to finish the stair section of the brand new deck. A rare opportunity to find such a great use of space in one dwelling. Book your appointment today! *Buyer to verify additional cooking area with County permitting rules. Motivated Seller.

1121 Jackson St, Culpeper

Listing courtesy of TTR Sotheby's International Realty. Contact: (703) 714-9030

$674,999

4 Beds ⋅ 4 Baths

Welcome home to this gorgeous colonial in the heart of Culpeper! Originally constructed in 1929, the existing home was thoughtfully redeveloped in 2025/26, with the original structure removed to make way for a substantially larger modern residence featuring enhanced amenities and updated construction. A portion of the original crawlspace was retained and incorporated into the new design, while an additional crawlspace was constructed to accommodate the expanded footprint. The result is a unique blend of the property's original foundation elements with an entirely new, thoughtfully designed structure with exceptional craftsmanship and modern finishes. Complete with new plumbing & electrical, step inside to discover brand-new flooring throughout, fresh designer paint, recessed lighting, and an open, inviting layout. The impressive gourmet kitchen is a true showpiece featuring quartz countertops, a ceramic tile backsplash, stainless steel appliances, abundant cabinetry, and plenty of space for cooking and gathering. The home offers two oversized primary suites, each complete with private ensuite baths, plus two additional secondary bedrooms and a spacious hall bath—ideal for family, guests, or flexible living arrangements. Storage is abundant with four walk-in closets. Enjoy the privacy and outdoor space from your brand-new deck—perfect for entertaining, relaxing, or enjoying peaceful Culpeper living all situated on over 1 acre with access to a stream. Move-in ready and designed with quality in every detail—this is a rare opportunity you won’t want to miss!

15264 Nalles, Culpeper

Listing courtesy of Samson Properties. Contact: 5402996001

$400,000

3 Beds ⋅ 3 Baths

Beautiful brick cape cod home ideally located in the heart of Culpeper. This property features major recent upgrades such as new roof, new tankless water heater and new A/C unit. Enjoy a spacious backyard that is perfect for entertaining, gatherings or simply relaxing outdoors. Conveniently situated just minutes from Culpeper's best shopping, dining and local attractions.

1235 S Blue Ridge Ave, Culpeper

Listing courtesy of Belcher Real Estate, LLC.. Contact: (540) 300-9669

$415,000

4 Beds ⋅ 2 Baths

Prime Culpeper location and no HOA! Charming all-brick ranch offering 4 bedrooms and 2 full baths, this home features a versatile layout with the fourth bedroom and second full bath located in the partially finished basement—perfect for guests, a private primary suite, home office, or multigenerational living. The main level features beautiful hardwood floors, fresh paint, granite countertops, and a cozy wood-burning fireplace that creates a warm and inviting atmosphere. The partially finished basement adds valuable living space and flexibility to fit a variety of needs. Situated on a spacious 0.26-acre lot, the large backyard provides plenty of room for entertaining, gardening, pets, and outdoor enjoyment. The timeless brick exterior offers lasting curb appeal and low-maintenance ownership. Enjoy all the benefits of a prime in-town location just minutes from downtown Culpeper's shopping, dining, schools, parks, and commuter routes. Best of all, there is no HOA. Move-in ready and full of charm, this property offers the perfect combination of space, convenience, and value.

1010 Nottingham St, Culpeper

Listing courtesy of CENTURY 21 New Millennium. Contact: (540) 825-1613

$550,000

3 Beds ⋅ 2 Baths

THIS GEM IS BACK ON THE MARKET! Properties with this much history, land, and opportunity rarely come to market—don't miss your chance to write the next chapter of Caynor Place. Step back in time and discover the charm, character, and possibilities of this remarkable property. Dating back to approximately 1836, this 3-bedroom, 2-bath farmhouse is nestled on a total of 16 acres across two parcels (approximately 12 acres and 4 acres), offering a rare opportunity for those seeking a private estate, farmette, investment property, or multi-generational retreat. Rich in history and lovingly restored by previous owners over the decades, the home blends timeless character with recent improvements. Since purchasing in 2023, the current owner has invested in numerous updates, including a new HVAC system adding central air conditioning (main floor), refinished main-level hardwood floors, upgraded electrical outlets, updated lighting, a new water pressure tank, and the addition of a washer, dryer, stove, and dishwasher. The property is currently enrolled in farm and forestry land use programs and is zoned RA (Rural Agricultural), creating a variety of future possibilities for the next owner. A detached garage structure (as-is) is located on the second parcel and provides ideal additional flexibility for storage, workshop space, or potential income opportunities or future in-law suite. With open land, mature trees, lots of wildlife and abundant privacy, this property offers plenty of room to expand your vision. There may even be the potential for a future lot creation near the front entrance area, subject to county approval and any required boundary line adjustments. Whether you're dreaming of a country estate, hobby farm, homestead, or investment opportunity, this one-of-a-kind historic property offers the acreage, character, and potential to bring your vision to life. Property to be sold in "as-is" condition & priced accordingly. Septic pumped 2025.

9083 Caynor Pl, Culpeper

Listing courtesy of RE/MAX Gateway. Contact: (703) 652-5777

$349,900

3 Beds ⋅ 1 Baths

Charming, Fully Renovated & Move-In Ready! Welcome home to this beautifully updated 3BR/1BA ranch offering the perfect blend of modern upgrades and timeless charm. Nestled on a spacious country lot, this one-level home has been thoughtfully renovated from top to bottom and is ready for its new owners to enjoy. Step inside to find gorgeous, refinished hardwood floors, abundant natural light, and a warm, inviting floor plan designed for comfortable everyday living. The bright and spacious living room provides the perfect gathering space for family and friends, while the completely renovated kitchen shines with stylish cabinetry, butcher block countertops, updated flooring, new appliances, and modern lighting. The adjoining dining area offers a cozy space for meals and entertaining. All three bedrooms feature updated lighting and ceiling fans, while the beautifully renovated full bath showcases new flooring, fixtures, and contemporary finishes. Extensive recent improvements provide peace of mind, including a new HVAC system, new appliances, updated lighting and fans throughout, a replaced distribution box, and a full septic inspection and pumping already completed. Outside, you'll love the large, level yard with plenty of room for gardening, pets, recreation, or future outdoor projects. The expansive rear deck is perfect for grilling, entertaining, or simply relaxing and enjoying the peaceful setting. A large storage shed offers additional space for tools, equipment, and hobbies. Conveniently located just minutes from historic downtown Culpeper, shopping, dining, schools, and commuter routes, this move-in-ready home offers affordable country living without sacrificing convenience. Simply unpack and start enjoying all this beautiful home has to offer!

18318 Fox Mountain Ln, Culpeper

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$390,000

Prime corner commercial opportunity in Culpeper County with excellent visibility and frontage along Rixeyville Rd and Chestnut Fork Rd. Existing structure onsite offers flexibility for office, retail, service business, rental income, storage, or future redevelopment. Zoned commercial with well and septic already in place. Property is currently used as residential and offers strong potential for a variety of commercial or mixed-use applications. Buyer also has the opportunity to purchase adjoining property at 14220 Chestnut Fork Rd, creating expanded potential for future business operations, investment, or development along this growing corridor. As-is sale. Excellent accessibility, usable acreage, and high visibility location.

14074 Rixeyville, Culpeper

Listing courtesy of Golston Real Estate Inc.. Contact: (703) 880-3143

$390,000

3 Beds ⋅ 1 Baths

Charming property with commercial zoning and endless potential in the heart of Culpeper County! Situated on a highly visible corner lot along Rixeyville Rd and Chestnut Fork Rd, this unique property offers flexibility for residential living, rental income, office space, retail, or future investment opportunities. The existing home provides immediate usability while the commercial zoning opens the door to a wide variety of future possibilities. Well and septic already in place. Conveniently located with excellent road frontage and accessibility while still maintaining a country setting. Buyer also has the opportunity to purchase adjoining property at 14220 Chestnut Fork Rd, creating expanded potential for future business operations, redevelopment, or investment along this growing corridor. As-is sale. Bring your vision and take advantage of this rare mixed-use opportunity!

14074 Rixeyville, Culpeper

Listing courtesy of Golston Real Estate Inc.. Contact: (703) 880-3143

$360,000

Excellent commercial opportunity in Culpeper County with over 2 acres just off Rixeyville Rd offering visibility, flexibility, and future potential. Existing structure onsite provides opportunities for office, retail, sales center, rental income, storage, or redevelopment. Zoned commercial with well and septic already in place. Property is currently used as residential and is also listed in the residential MLS. Buyer also has the opportunity to purchase adjoining property at 14074 Rixeyville Rd, creating expanded potential for future business operations, investment, or development along this growing corridor. As-is sale. Excellent access to major routes while still offering privacy and usable acreage.

14220 Chestnut Fork, Culpeper

Listing courtesy of Golston Real Estate Inc.. Contact: (703) 880-3143

$360,000

2 Beds ⋅ 1 Baths

Charming country home on 2.29 acres with unique flexibility and investment potential! Conveniently located just off Rixeyville Road, this property offers privacy, open space, and easy access to town and major routes. The existing home provides endless possibilities for residential use, rental income, office space, retail, or future redevelopment opportunities. Zoned commercial while currently used as residential, this versatile property is also being marketed in the commercial MLS, opening the door to a wide range of future business or investment possibilities. Buyer also has the opportunity to purchase the adjoining commercial property at 14074 Rixeyville Rd, creating expanded potential along this growing corridor. The level acreage provides plenty of space for equipment, storage, parking, gardening, or future expansion. Well and septic already in place. Bring your vision and take advantage of this rare opportunity with both residential charm and commercial potential!

14220 Chestnut Fork, Culpeper

Listing courtesy of Golston Real Estate Inc.. Contact: (703) 880-3143

$289,900

3 Beds ⋅ 2 Baths

Charming 3BR/2BA bungalow just minutes from historic downtown, full of character, potential, and opportunity! Nestled on a spacious lot with mature trees, this home offers a welcoming setting with a large private rear yard perfect for gardening, entertaining, outdoor living, or future expansion possibilities. Relax on the inviting front porch or unwind on the rear patio while enjoying the peaceful surroundings. Inside, you’ll find beautiful hardwood floors throughout and a bright living room filled with natural light. The updated eat-in kitchen features granite countertops, updated cabinetry, abundant storage, and plenty of prep space for everyday living and gatherings. The flexible floor plan includes a main-level bedroom with access to a full bath, along with convenient main-level laundry. Upstairs offers additional bedrooms, a full bathroom, and a spacious sitting room that could serve as a home office, playroom, hobby space, or future primary suite retreat. Kitchen and bathrooms were renovated in 2019, providing a great foundation to build upon. Solidly built with tons of charm and endless potential for someone ready to add their own finishing touches and make it shine again. A wonderful opportunity for homeowners, investors, or buyers looking for a property with possibilities in a convenient location close to shopping, dining, and all that downtown has to offer.

11439 Sperryville Pike, Culpeper

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$900,000

Rare main street commercial opportunity in the heart of Culpeper featuring a vacant 3,600 SF office building on two subdivided parcels with potential to combine for additional development flexibility. Positioned along high-visibility Main Street in the heart of downtown Culpeper, 810 South Main Street presents a future flagship location to acquire a vacant commercial asset in one of Northern Virginia’s fastest-growing and most desirable markets. Surrounded by historic charm, thriving local businesses, government offices, and established commercial corridors, this property offers exceptional potential for investors, owner-users, or redevelopment-minded buyers. Culpeper County continues to experience strong economic and population growth, fueling increasing demand for flexible professional and commercial space within the downtown district. Originally constructed in 1929, this free-standing two-level Class B office building is currently 100% vacant with no existing lease obligations—allowing for immediate occupancy, repositioning, or redevelopment opportunities. The flexible NX zoning supports a variety of permitted uses, including office, retail, medical, professional services, and other commercial applications.

810 S Main St, Culpeper

Listing courtesy of CENTURY 21 New Millennium. Contact: (540) 825-1613

$439,000

3 Beds ⋅ 3 Baths

Beautifully updated 3BR/3BA home on a desirable corner lot in the heart of Culpeper! This thoughtfully renovated property blends modern upgrades with classic charm and is truly move-in ready. Interior features include brand new luxury vinyl plank (LVP) flooring throughout, fresh paint, and updated lighting. The fully renovated kitchen boasts granite countertops and stainless steel appliances, offering a clean, modern feel. The spacious layout includes a primary bedroom with en suite bath and attached office—ideal for remote work or flex space. All three full bathrooms provide comfort and functionality for family and guests. Enjoy outdoor living on the large newly constructed deck overlooking the yard—perfect for relaxing or entertaining. Exterior upgrades include new vinyl siding and gutters/downspouts for enhanced curb appeal and low-maintenance living. Detached 2-car garage provides ample parking and storage. Prime location just minutes from downtown Culpeper, with easy access to shopping, dining, and commuter routes. A turnkey opportunity with exceptional value!

909 Hendrick St, Culpeper

Listing courtesy of CENTURY 21 New Millennium. Contact: (540) 825-1613

$649,999

6 Beds ⋅ 4 Baths

Up to 6 Bedrooms - 4 upstairs, 1 office on the main level, and 1 large area downstairs - & 4BA Brick colonial on over 3ac at the end of a culdesac! Convenient location to RT29 and minutes from all town amenities. Centrally located; 45min to Gainesville, 45min Charlottesville, 45 to Fredericksburg, 45min to Lake Anna, and 30 min to great hiking trails like Old Rag Mountain and White Oak! Aside from the stately aesthetics of the brick colonial, there are extensive brick patio and walkways, mature trees & landscaping, gardens which include fruit trees, sheds, and a wonderful metal shop out back! When you're out in the backyard you forget just how close you are to town with the privacy and space to stretch out. The main level features a fantastic layout that flows from Kitchen, to dining, to large foyer, to large living room with brand new floor to ceiling windows overlooking the mature and well landscaped yard, then to a sunroom with tile floors and windows on 2 exterior walls, and finally to the cozy den off the kitchen! Did I mention the master bedroom has a fireplace!? This house has character throughout and offers plenty of space for large families to stretch out. The kitchen has a spacious layout with a cozy breakfast nook, extensive cabinetry and counter space. Owners finished the basement since purchasing and included a fully functional kitchen to be used as a rental or in-law suite with its own private entrance.

19059 Carleton Dr, Culpeper

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$699,900

Rare opportunity to own a recently renovated mixed-use commercial building in the heart of the Town of Culpeper! Position your business for success with prime Main Street exposure while generating additional income from the residential units above. The main level features two commercial suites, each offering flexible space, a shared common area, and a bathroom—ideal for a variety of business uses or convert the main level to two additional residential units. Upstairs, you’ll find two well-appointed apartments, each with 2 bedrooms and 1 full bathroom. One unit is currently leased, providing immediate income, while the other is vacant—perfect for an owner-occupant or additional rental potential. Each unit is independently metered for utilities. This versatile property offers the perfect blend of investment opportunity and owner-user flexibility in one of Culpeper’s most desirable locations. Don’t miss your chance to own a prime mixed-use property in the thriving Town of Culpeper!

1012 S Main St, Culpeper

Listing courtesy of Belcher Real Estate, LLC.. Contact: (540) 300-9669

$699,900

Rare opportunity to own a recently renovated mixed-use commercial building in the heart of the Town of Culpeper! Position your business for success with prime Main Street exposure while generating additional income from the residential units above. The main level features two commercial suites, each offering flexible space, a shared common area, and a bathroom—ideal for a variety of business uses. Upstairs, you’ll find two well-appointed apartments, each with 2 bedrooms and 1 full bathroom. One unit is currently leased, providing immediate income, while the other is vacant—perfect for an owner-occupant or additional rental potential. This versatile property offers the perfect blend of investment opportunity and owner-user flexibility in one of Culpeper’s most desirable locations. Each unit is independently metered for utilities. Don’t miss your chance to own a prime mixed-use property in the thriving Town of Culpeper!

1012 S Main St, Culpeper

Listing courtesy of Belcher Real Estate, LLC.. Contact: (540) 300-9669

$595,000

This property is zoned R-1, however, this property is shown in the comprehensive plan as commercial and the sale is expected to be contingent upon commercial rezoning. Contact agent for more complete information on property. Currently the property is improved by a 1.5 story single family dwelling. The lot is approximately 1.1 acres w/approximately 180 feet of frontage on Madison Road.

701 Madison, Culpeper

Listing courtesy of Kemper Corp. REALTORS, Inc.. Contact:

$580,000

This property is currently zoned R-1. Town of Culpeper Comprehensive Plan and Strategic Vision Plan 2020 support rezoning to Commercial, Mixed Use, and Business uses. Immediately adjacent properties are zoned Commercial, Multi-family Residential, and Light Industrial. The sale is expected to be contingent upon commercial rezoning. Contact agent for more information on the property. Existing improvements include one single-family dwelling. The 1 acre parcel is located 800 ft. off the intersection of Laurel St. and US-29 BUS /Madison Rd.

675 Laurel St, Culpeper

Listing courtesy of Kemper Corp. REALTORS, Inc.. Contact:

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