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$295,000
3 Beds 1 Baths VAOR2015184 MLS
Nestled in the charming Town of Gordonsville, this delightful farmhouse-style home, built in 1930 and set to undergo major renovations in 2026, offers a perfect blend of classic character and modern comfort. With three spacious bedrooms and a well-appointed full bathroom, this residence is designed for both relaxation and functionality. Step inside to discover a warm and inviting interior featuring luxury vinyl plank flooring that flows seamlessly throughout the traditional floor plan. The family room, conveniently located off the kitchen, creates an ideal space for gatherings and everyday living. The kitchen boasts upgraded countertops and an efficient layout, complete with ample table space for casual dining. Enjoy the convenience of electric stainless steel appliances, including an oven/range and refrigerator, while the main floor laundry hookups add to the home's practicality. The exterior of the property is equally appealing, showcasing durable vinyl siding and an outbuilding that offers additional storage or creative potential. The 0.19-acre lot provides a cozy outdoor space, perfect for gardening or enjoying the fresh air. A community pool nearby invites you to relax and socialize during the warmer months, enhancing the sense of community. Located in the heart of Gordonsville, this home benefits from a vibrant neighborhood atmosphere. Residents enjoy easy access to local parks, where you can take leisurely strolls or engage in outdoor activities. The community is known for its friendly spirit and offers a variety of public services that cater to residents' needs. The neighborhood's welcoming vibe and community events foster connections among residents, making it a wonderful place to call home. With its blend of historical charm and modern updates, this property is a true gem in Gordonsville. Whether you're looking for a peaceful retreat or a lively community, this home offers the best of both worlds. Embrace the opportunity to create lasting memories in a space that feels just right.

113 Cobb St, Gordonsville

$889,900
4 Beds 4 Baths VAOR2015154 MLS
Nestled in a peaceful cove with stunning main lake views and sensational sunsets, this exceptional waterfront home offers the perfect blend of privacy, comfort, and lakefront living. With 112 feet of waterfrontage and two platforms at the water’s edge, there are plenty of spaces to relax, entertain, fish, jump from the dock, or simply soak in the beauty of the lake. Inside, the home is thoughtfully designed for both everyday living and hosting guests. Gleaming hardwood floors adorn the two separate living areas on the main level, one with a cozy fireplace, and offer flexible spaces for gathering, relaxing, or entertaining, along with the dining area and well-appointed kitchen featuring an island and stainless steel appliances. The screened porch accessible from the dining area offers the perfect spot to enjoy morning coffee, stunning sunsets, and peaceful water views. And the main level primary suite provides convenience and comfort with its private en suite bath. The main level also features an additional bedroom, a full bath, and laundry room. Ascending the stairs, you’ll find two spacious bedrooms with captivating lake views and a full bath, providing comfortable accommodations for family and guests alike. The lower level expands your living space even more with a rec room and a full bath. The rec room opens to a second screened porch, perfect for enjoyment or protecting those water toys you'll be using often. There are other storage spaces on this level, as well. Whether you’re searching for a full-time residence or the perfect lake retreat, this waterfront gem offers breathtaking views, generous waterfront access, and endless opportunities to enjoy lake life at its finest. Located in a private, gated, secure community, Lake of the Woods offers anything and everything you could want. Home to two lakes (the 550-acre main lake and a 35-acre "fishing lake"), a golf course, an equestrian center, a fire and rescue department, and a church all within the gates, Lake of the Woods has it all. Whether your passion is boating, water skiing, kayaking, golfing, horseback riding, or simply taking in the breathtaking views from the clubhouse while enjoying a fabulous meal, from your deck or yard, or from one of the beaches, you won't be disappointed! Perhaps you'd like a game of bridge or volunteer your time and talents...Lake of the Woods offers more than 60 clubs and organizations from which you may choose to become involved. Located in Orange County, we are fortunate to enjoy low real estate taxes. Coupled with home prices ranging from $300,000+ to over $2,000,000, Lake of the Woods is the perfect community for full-time residents and weekenders. But don't take my word for it, please come see for yourself! I will gladly give you a tour of Lake of the Woods by boat and by car so that you may experience what's to love in Lake of the Woods! Virtual/AI staging used in some photos.

314 Birchside Cir, Locust Grove

$425,000
3 Beds 2 Baths VAOR2015128 MLS
Nestled in the charming Town of Orange, this delightful all-brick ranch offers a wonderful blend of comfort, character, and functionality. Featuring three spacious bedrooms and two full bathrooms, the thoughtfully designed layout provides easy, one-level living with plenty of room to relax and entertain. The bright, well-appointed kitchen flows seamlessly into a cozy breakfast area, creating an inviting space for casual meals and morning gatherings. A separate dining room and generously sized living room provide additional space for hosting family and friends. Two beautiful brick fireplaces add warmth and character to the home—one in the living room and another in the separate semi-detached addition. The versatile addition offers endless possibilities and could easily serve as a home office, gym, hobby room, or additional storage space. A charming glass-enclosed breezeway connects the spaces and provides a wonderful spot for year-round lounging, relaxing, or entertaining while enjoying views of the surrounding property. Outside, the generous open lot offers a cleared front yard and a peaceful rear yard, providing plenty of space for outdoor activities, gardening, or simply enjoying the tranquility of your surroundings. A circular asphalt driveway and attached carport offer ample parking for both residents and guests.The inviting front porch is the perfect place to unwind while taking in panoramic views. Conveniently located near local amenities, this well-loved home offers a peaceful retreat with the space, flexibility, and charm to create lasting memories.

905 Madison Rd N, Orange

$345,000
3 Beds 3 Baths VAOR2014890 MLS
Welcome home to this beautifully maintained all-brick residence, ideally situated on a quiet cul-de-sac directly across from the Town of Orange's historic Veterans Park. Enjoy picturesque views of mature hardwoods, paved walking trails, and one of the area's most peaceful settings, all while being just a short walk to Orange Elementary School, local restaurants, shopping, breweries, and the charm of historic downtown Orange. Lovingly cared for by its current owners, this move-in ready home has benefited from numerous recent improvements, with a detailed list available upon request. Offering three bedrooms and three full bathrooms, the thoughtful floor plan provides exceptional flexibility for today's lifestyle. The spacious primary suite features a private en-suite bath, while a separate living area with its own private entrance, zero entry shower, and rear access offers endless possibilities as a home office, den, guest suite, in-law space, or hobby room. Inside, you'll appreciate the warmth of hardwood floors throughout, an inviting fireplace with gas logs, an updated kitchen, renovated bathrooms, main-level laundry, and recent upgrades including electrical, plumbing, newer roof and all new windows. The full unfinished basement provides abundant storage or future expansion potential and offers added peace of mind with professionally installed French drains, keeping the space consistently dry + there is a shower in the basement to rinse off after a day of gardening. Outside, the oversized lot—approximately one and a half town lots—creates a park-like setting with mature landscaping, flowering shrubs, ornamental trees, and seasonal blooms. A paved driveway, attached carport, additional paved parking on the adjoining lot, and a garden shed complete the property's exceptional functionality. Conveniently located just 20 minutes from Culpeper and Lake Anna, 35 minutes to Charlottesville, and approximately 45 minutes to Fredericksburg, this home offers the perfect combination of small-town charm, everyday convenience, and quality craftsmanship. From its desirable location to its extensive updates, this is a rare opportunity to own a truly special home offering single-level living with 3 bedrooms, 3 baths and a laundry room, all in the heart of Orange.

294 Newton Street, Orange

$274,900
3 Beds 1 Baths VAOR2015068 MLS Orange BLDG.
Location, character, convenience, and a home that has been well cared for! Welcome to 255 Montevista Ave, a charming and well-maintained one-level ranch nestled in the established Johnson Village neighborhood in the heart of Orange. This inviting 3-bedroom home offers the ease of single-level living along with the character buyers appreciate, including beautiful original hardwood floors and a bright, welcoming living area. The updated kitchen is a true highlight, featuring granite countertops, custom cabinetry, stainless steel appliances, and a movable butcher-block island that provides excellent workspace and storage. A convenient rear mudroom adds practical everyday living space and includes the washer and dryer. All three bedrooms are comfortably sized, while the fully fenced backyard provides a private place for pets, gardening, entertaining, or simply enjoying the outdoors. A storage shed adds even more utility. Updates include gutters replaced, new floor and painting in the kitchen, updated HVAC condenser, and many more improvements made recently to this house. Perhaps the greatest feature is the location. Orange Elementary School is immediately across the street, while the established neighborhood provides a wonderful sense of community and easy access to the best of small-town Orange. Enjoy the ability to walk to historic Downtown Orange for local restaurants, shops, arts, community events, and the rich history that gives this area its distinctive character. For buyers looking for a home that combines comfortable one-level living, thoughtful updates, outdoor space, an established neighborhood, and an exceptional location, 255 Montevista Ave is a wonderful opportunity to make yourself at home in Orange.

255 Montevista Ave, Orange

$395,000
3 Beds 2 Baths VAOR2014404 MLS
Tucked away on a spacious .70-acre lot in the Town of Orange, this rock-solid 1960s home offers that hard-to-find combination of privacy, lush green space, and convenience. Mature surroundings create a peaceful, tucked-away feel, yet you’re just minutes from downtown Orange, schools, shopping, dining, and everyday necessities. Inside, the home blends the character and quality of an established property with thoughtful updates, including a beautifully renovated kitchen, a new roof in 2025, and a new mini-split system in 2026. The partially finished basement adds valuable flexible space—perfect for a den, home office, hobby area, workout space, or guest retreat. Step outside and enjoy a generous yard with plenty of room to garden, entertain, play, or simply relax and take in the natural beauty. It’s a wonderful setting for anyone who wants a little elbow room without giving up the convenience of being in town. The location makes exploring Central Virginia easy! Enjoy convenient access to Charlottesville, Culpeper, Fredericksburg, Routes 29 and I-64, UVA, and the region’s many wineries, breweries, historic destinations, outdoor recreation, and scenic countryside. There’s truly so much to do and so little time! Solid construction, meaningful updates, flexible living space, a beautiful lot, and a central Orange location—this inviting home offers comfort, convenience, and an opportunity to make it your own. (Room Sizes are rounded up; please view floor plans and or interactive floorplan video for more accurate dimensions)

10226 Glebe Rd, Orange

$465,000
5 Beds 2 Baths CVR-2622018 MLS
History and heart, beautifully preserved. Welcome to 406 E Baker St, a tastefully remodeled circa-1900 home set on just over an acre (1.02 acres) in the historic town of Gordonsville, Virginia. This 5-bedroom, 2-bathroom home offers a total of 2900 square feet across four stories plus a basement — a rare blend of turn-of-the-century character and thoughtful modern updates. Step through the large entry foyer into a home where tall ceilings carry the eye upward through all three stories. The kitchen has been fully updated with new appliances, and fresh paint runs through the interior and exterior, giving the home a crisp, move-in-ready feel. Yet the details that made this house special in 1900 are still here to enjoy: an original winding wooden staircase, classic pocket doors, and two fireplaces that anchor the living spaces in warmth and history. Outdoor living is just as generous. Three large porches — front, side, and back — wrap the home and open onto a gorgeous, sprawling backyard, ideal for entertaining, gardening, or simply enjoying Virginia's changing seasons. Set just a short walk from Main Street, 406 E Baker St puts you close to Gordonsville's historic downtown shops, restaurants, and wineries, with easy access to Route 15/33 and I-64, and about a 20-mile drive to Charlottesville. The home falls within the Orange County Public Schools district. Homes that pair authentic 1900 craftsmanship with a tasteful modern remodel rarely come up in Gordonsville — schedule your private showing today. The property also includes an additional dwelling/trailer that offers potential for renovation and possible future rental or income-producing use. New HVAC, and Water heater

406 E Baker St, Gordonsville

$400,000
3 Beds 2 Baths VAOR2014872 MLS
Just a short walk to the lakefront beach, this charming 3-bedroom, 2-bath retreat offers the perfect blend of relaxation, recreation, and investment potential. Whether you're searching for a full-time residence, weekend getaway, or a property with short-term rental possibilities where permitted, this home is ready to impress. The entry level is designed for fun and flexibility, featuring a spacious game room with a pool table, two comfortable bedrooms , a full bath, and a convenient kitchenette with laundry, on the main level making it ideal for hosting guests or creating a private retreat. Upstairs, you'll find the private primary suite offers a peaceful escape with its own en suite bath and an inviting open concept living area with a beautifully appointed kitchen, dining space, and a cozy fireplace that creates the perfect gathering place after a day on the lake. Located in the sought-after gated Lake of the Woods community, you'll enjoy an incredible resort-style lifestyle with access to two lakes, sandy beaches, swimming pools, marinas, an 18-hole golf course, tennis and pickleball courts, walking trails, parks, an equestrian center, fitness center, clubhouse dining, and year-round community events. From boating, kayaking, fishing, and paddleboarding to lakeside dining and sunset strolls, every day feels like a vacation. This is more than a home. It's your opportunity to own a piece of lake life with endless possibilities. Schedule your private tour today and start making memories that last a lifetime.

405 Cornwallis Ave, Locust Grove

$999,000
7 Beds 6 Baths VAOR2014482 MLS
Nestled in the heart of Orange, Virginia, Chestnut Hill is a serene, picturesque property awaiting its next chapter. Once a nationally recognized and cherished bed and breakfast, this historic gem offers an extraordinary opportunity to restore it to its former glory—or reimagine it entirely. With Seven bedrooms and six bathrooms, nearly three acres of land, sidewalk access to local schools, shopping, and restaurants, as well as a private driveway and ample parking, the potential is truly endless. The property also features two outbuildings that provide additional versatility. Though the home has faced challenges, including a fire that required extensive renovations, its foundation remains strong, ready for a visionary owner to bring it back to life. Thoughtful renovations, modern updates, and curated landscaping could transform Chestnut Hill into a breathtaking retreat once again. Whether you envision it as a boutique bed and breakfast, a private residence, or any other inspired use, the possibilities are limitless with the proper approvals. Since the restoration is only partially complete, there’s a unique opportunity to customize the space to perfectly suit your needs. Imagine the possibilities—restoring it to its former status as a nationally recognized destination, creating a timeless retreat for guests seeking memorable stays, or reimagining the space for personal or professional purposes. With the right vision, this historic property can be transformed to achieve its full potential. Seize this chance to make your mark on an award-winning historic property. Chestnut Hill is ready to inspire your creativity and vision. Contact us today to explore the potential of this remarkable property and take the first step toward turning opportunity into reality.

236 Caroline St, Orange

$999,000
VAOR2014484 MLS
Nestled in the heart of Orange, Virginia, Chestnut Hill is a serene, picturesque property awaiting its next chapter. Once a nationally recognized and cherished bed and breakfast, this historic gem offers an extraordinary opportunity to restore it to its former glory—or reimagine it entirely. With six bedrooms and six bathrooms, nearly three acres of land, sidewalk access to local schools, shopping, and restaurants, as well as a private driveway and ample parking, the potential is truly endless. The property also features two outbuildings that provide additional versatility. Though the home has faced challenges, including a fire that required extensive renovations, its foundation remains strong, ready for a visionary owner to bring it back to life. Thoughtful renovations, modern updates, and curated landscaping could transform Chestnut Hill into a breathtaking retreat once again. Whether you envision it as a boutique bed and breakfast, a private residence, or any other inspired use, the possibilities are limitless with the proper approvals. Since the restoration is only partially complete, there’s a unique opportunity to customize the space to perfectly suit your needs. Imagine the possibilities—restoring it to its former status as a nationally recognized destination, creating a timeless retreat for guests seeking memorable stays, or reimagining the space for personal or professional purposes. With the right vision, this historic property can be transformed to achieve its full potential. Seize this chance to make your mark on an award-winning historic property. Chestnut Hill is ready to inspire your creativity and vision. Contact us today to explore the potential of this remarkable property and take the first step toward turning opportunity into reality.

236 Caroline St, Orange

$369,999
4 Beds 3 Baths VAOR2014540 MLS
HUGE $10K PRICE IMPROVEMENT -- UNIQUE OPPORTUNITY TO ASSUME A 5.25% RATE (UNTIL APRIL 2031) VA LOAN IF APPROVED WITH THE CURRENT LENDER! SELLER WILL ALLOW NON-VA ELIGIBLE BUYERS TO ASSUME THIS LOAN! Step back in time without sacrificing modern comfort in this beautifully restored circa 1878 National Folk Farmhouse, perfectly blending historic charm with today's conveniences. This fully renovated 2,112 square foot 4-bedroom, 2.5-bath home showcases timeless character alongside extensive updates throughout. The heart of the home is the stunning new kitchen featuring granite countertops, a farmhouse sink, stainless steel appliances, and abundant workspace for cooking and entertaining. Spacious living areas, updated baths, and thoughtfully preserved architectural details create a warm and inviting atmosphere. Outside, you'll find a private backyard retreat complete with extensive hardscaping, a brick patio, tranquil koi pond, pergola, privacy fencing, and an expansive concrete driveway. A storage shed provides additional space for tools and equipment. RV enthusiasts will appreciate the dedicated 30-amp RV outlet along with convenient exterior 120-volt outlets. Major improvements include a new roof (May 2026), heat pumps installed in 2013 and 2017, and a water heater replaced in 2016. Solar panels are available for purchase separately if desired by the buyer; otherwise, they will be removed prior to closing. Experience the perfect combination of historic elegance, modern upgrades, and exceptional outdoor living at this one-of-a-kind Gordonsville property.

500a Knighting Rd, Gordonsville

$354,000
3 Beds 2 Baths VAOR2013938 MLS
Full of character and timeless charm, 195 Dabney Street offers a beautifully maintained home with classic architectural details, inviting living spaces, and a location just minutes from the heart of Orange. Originally built in 1950, this three-level home blends original features with thoughtful updates, creating a space that feels both warm and functional. Inside, you’ll find hardwood flooring, arched openings, and a layout that offers a natural flow while still maintaining defined spaces throughout the home. One of the standout features is the formal dining room, a bright and inviting space with beautiful hardwood floors and natural light that makes it ideal for everyday meals or hosting gatherings. The living room offers a comfortable setting for relaxing or spending time with family and friends, providing just the right balance of openness and coziness. The kitchen connects easily to the main living areas and leads out to a small deck, perfect for outdoor cooking or casual entertaining. A side porch adds an additional space to unwind, while the backyard has been thoughtfully transformed into a garden setting, complete with a fully fenced yard that offers both function and privacy. Upstairs and additional levels provide flexibility for bedrooms, storage, or additional living space, making the home adaptable to a variety of needs. Recent updates include a new HVAC system in 2025, added shelving in the laundry room (2024), and improvements to the basement, including the addition of a door for easier access. The location offers the best of small-town living with everyday convenience. Quietly situated yet close to downtown, parks, shopping, and dining, the area provides a strong sense of community with a welcoming, neighborhood feel. Cozy, charming, and full of personality, this home has been a place of comfort and happiness, a space where memories have been made and where the next chapter is ready to begin!

195 Dabney Street, Orange

$325,000
3 Beds 3 Baths VAOR2014486 MLS
Step into the charm of small-town living with all the modern updates you've been looking for. Ideally located in the town of Orange, this home offers a blend of historic character and contemporary comfort. Inside, you'll find an updated interior featuring three spacious bedrooms and three full bathrooms, including a bedroom and full bath on the main level. The conditioned cellar space is partially finished with great storage space and offers so many options to finish the space into a gym, craft room, or the ultimate wine cellar and hang out area. With a newer roof (2018), water heater (2021), HVAC (2026) and new laundry and kitchen appliances (2026- with a 2 year warranty), this is your chance to own a home that is move-in ready, but still has room for you to add your creative touch. Whether you're enjoying a short stroll to downtown dining, relaxing on the back deck, or entertaining friends and family, this home offers the perfect balance of space and location at a great updated price. The listing consists of 2 lots totaling over 0.35 acres. Please note that the Town of Orange has an easement that extends from the driveway behind lot 1 and extends to historic Greenock Manor- the mowed lawn past the easement belongs to the Manor. (old plat is in docs- do your due diligence to understand the lot). The easement is not in use, but cannot be permanently changed/adapted. Please do your due diligence. The cellar space is a true cellar and only accessible by the outside entrance. Fireplace is coal burning and has not been used by seller- at time of their purchase, inspector noted the liner is terracotta and intact, but no longer to code for burning coal. Fireplace can be converted.

293 Caroline St, Orange

$365,000
4 Beds 3 Baths VAOR2014478 MLS
Live upstairs and let the lower level help offset your mortgage! 189 Newton Street offers something increasingly hard to find—a beautifully updated home paired with a fully separate 1-bedroom, 1-bath apartment, creating exceptional flexibility for rental income, multigenerational living, extended family, long-term guests, or a private work-from-home setup. The main residence features 3 spacious bedrooms and 2 full bathrooms, combining timeless character with thoughtful modern updates. High ceilings, gleaming hardwood floors, recessed lighting, and replacement windows create bright and inviting living spaces. The remodeled kitchen is equally impressive with granite countertops, stainless steel appliances, a farmhouse sink, soft-close cabinetry and drawers, and tile flooring. What truly sets this property apart is the separate lower-level apartment. With 1 bedroom, 1 full bathroom, its own living space, kitchen, private entrance, and separate laundry, it functions independently from the main residence. Rent the lower level to help offset your monthly housing costs, keep it available as a private suite for extended family or guests, or take advantage of the additional space for your own needs. For buyers looking for a home that can potentially generate income, this is a feature that can make a meaningful difference in the cost of homeownership. Set on a generous corner lot with a spacious yard, the property also offers separate laundry areas for each level and numerous recent improvements, including a freshly painted exterior, a new air handler installed in 2025, and a smart Ecobee thermostat. Whether you're a homeowner looking for a creative way to offset your mortgage, an investor seeking income potential, or a household needing a true multigenerational living arrangement, 189 Newton Street offers a level of versatility most traditional single-family homes simply can't match. One property, two distinct living spaces, and countless possibilities.

189 Newton St, Orange

$315,000
3 Beds 2 Baths VAOR2014380 MLS
Nestled among the trees in the sought-after Lake of the Woods community, this charming three-level cottage-style home offers character, comfort, and an exceptional resort-style lifestyle. Featuring 3 bedrooms and 1.5 baths, this move-in ready home includes a recently remodeled full bath, new washer and dryer, and a new stove. Step inside to a light-filled living space highlighted by soaring vaulted wood-paneled ceilings, expansive windows, and a classic white brick fireplace that creates a warm and inviting atmosphere. The unique cottage-inspired architecture blends beautifully with the surrounding natural setting, offering peaceful views and abundant natural light throughout the year. Just minutes from the home, enjoy convenient access to one of the community's private lake beaches, with several additional beach areas located throughout the neighborhood. Life in Lake of the Woods means access to an unmatched collection of amenities, including two lakes for boating, fishing, swimming, and kayaking, a championship golf course, clubhouse with waterfront dining, bar, and seasonal live entertainment, fitness center, outdoor pool, tennis and basketball courts, walking and jogging trails, equestrian center with riding trails and horse shows, campgrounds, playgrounds, sports fields, parks, and numerous community events throughout the year. The community clubhouse also features a sauna, game room with pool and ping-pong tables, library, meeting spaces, and gathering areas overlooking the lake. Whether you're relaxing on the beach, enjoying a sunset cruise, playing a round of golf, or taking advantage of the many recreational opportunities, this gated Orange County community offers an exceptional lifestyle for every interest.

207 Cumberland Cir, Locust Grove

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