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16326 Black Oak Rd, Orange
$649,500
4 Beds ⋅ 3 Baths
PACE, UPDATES & SO MANY POSSIBILITIES! This home has so much to offer, inside and out! The main level features an open kitchen and living area, perfect for entertaining, with brand-new kitchen appliances, cabinets, and countertops. Enjoy new flooring upstairs, two nicely sized bedrooms, an updated full bath with a tub/shower combination, and a spacious primary bedroom on the main level. Looking for extra living space? The finished basement offers even more possibilities, featuring a second kitchen with beautiful cabinetry, a living area with a fireplace, a bedroom, a separate laundry, and additional flexible space ideal for an office, hobby room, or extra sleeping area. With abundant closet space and storage throughout, there is room for everything! Major exterior updates include all new siding, roof, whole house generator and windows. Step outside to the fenced backyard, perfect for pets, and enjoy the above-ground pool during the warmer months. The patio and upper-level deck offer great spaces for grilling, entertaining, or simply relaxing outdoors. A new shed provides convenient storage for lawn equipment and tools, while the garage offers space for vehicles, recreational toys, or a workshop. With extensive updates, flexible living space, and plenty of room to enjoy both indoors and out, this home offers so many possibilities! Schedule your showing today and come see everything this property has to offer!

16326 Black Oak Rd, Orange

Listing courtesy of Lake Anna Island Realty. Contact:

19955 Bella Vista Dr, Orange
$999,900
5 Beds ⋅ 5 Baths
EXCEPTIONAL LAKE ANNA VALUE! MOTIVATED SELLER! 2025 CUSTOM-BUILT RAMBLER WITH FINISHED WALKOUT LOWER LEVEL, NEARLY 3 PRIVATE ACRES & YOUR OWN DOCK! Find another waterfront property near this price offering ALL THREE! An incredible opportunity for buyers seeking quality, privacy, and their own peaceful waterfront retreat! NEARLY NEW. TWO FINISHED LEVELS. PRIVATE WATERFRONT. OUTSTANDING VALUE! Built in 2025, this stunning custom home is perfectly situated on nearly 3 wooded acres at the end of a quiet cul-de-sac in Bella Vista Shores, one of Lake Anna's newest luxury communities. With approximately 300 feet of waterfront along a quiet, protected cove on the public side of Lake Anna and YOUR OWN PRIVATE DOCK, this property offers a rare combination of luxury, acreage, and waterfront living! LOVE THE LAKE WITHOUT THE BOAT TRAFFIC! Imagine launching your paddleboard or kayak from your own dock, enjoying peaceful mornings fishing, or exploring the sheltered waters in a small pontoon boat. This calm, protected cove offers a different kind of Lake Anna lifestyle—where privacy, nature, and relaxation take center stage! Inside, soaring ceilings, abundant natural light, a beautiful fireplace, and an expansive open floor plan showcase the home's exceptional craftsmanship. FOUR SPACIOUS BEDROOM SUITES, EACH WITH ITS OWN PRIVATE FULL BATH, provide comfort and privacy for family and guests. The gourmet kitchen features premium finishes, abundant cabinetry, an oversized island, and seamless flow into the dining and great room. The finished walkout lower level offers incredible entertaining space with a custom wet bar, SECOND DISHWASHER, and beverage refrigerator. Additional unfinished space provides room to expand, with drywall and flooring already included! Outdoor living is just as impressive! Relax on the spacious screened porch, entertain on the expansive composite deck, or unwind on the patio overlooking your peaceful wooded retreat. Thoughtful upgrades include whole-house water filtration, water softener, humidifier, advanced air filtration, TWO water heaters, and numerous additional high-end features. Bella Vista Shores offers estate-sized homesites, custom residences, and exceptional privacy, yet is convenient to Lake Anna marinas, waterfront dining, breweries, wineries, and recreation. Tributary Golf Resort is just 9 miles away, and a future community lake-access ramp is planned. THE VALUE IS HARD TO IGNORE! Where else near this price can you find a nearly new 2025 CUSTOM HOME WITH TWO FINISHED LEVELS, almost THREE PRIVATE ACRES, approximately 300 FEET OF WATERFRONT, and YOUR OWN DOCK? Add four ensuite bedrooms, luxury finishes, and the tranquility of a protected cove, and this property truly stands apart! MOTIVATED SELLER! INCREDIBLE OPPORTUNITY! Don't overlook the beauty and benefits of protected cove living. Schedule your private showing and discover just how much more your money can buy at Lake Anna!

19955 Bella Vista Dr, Orange

Listing courtesy of RE/MAX Gateway. Contact:

6313 Chickahominy Ct, Orange
$674,900
4 Beds ⋅ 3 Baths
WATERFRONT/ WATER ACCESS- LAKE ANNA - Welcome to the stunning Clayton model by award-winning Foundation Homes, a sophisticated and functional craftsman-style home that offers ample space for entertaining, available mid-late September. At over 3200 sq ft, this exceptional home features a fully finished lower level with exquisite craftsman finishes throughout, creating the perfect environment for family and friends to gather. As you enter from the inviting craftsman-style front porch, you'll be greeted by an open concept family room boasting soaring cathedral ceilings, and luxury vinyl plank flooring throughout the main floor common areas, a must for the family on the go. The bedrooms have soft, cozy carpet, the perfect contrast for comfortable living. The well-appointed kitchen showcases craftsman finishes and comes complete with high quality, soft close, white shaker-style cabinets, stainless steel appliances including a wall oven, built-in microwave, cooktop range, large under-mount stainless sink, and quartz countertops, and a large island, perfect for family gatherings and making cooking an absolute pleasure. The spacious primary suite offers two closets, dual vanities, a large walk in shower, and a water closet. A separate mudroom and laundry room provide the ideal space for shoes, backpacks, and coats. Hidden along the great room wall, you'll find hardwood, oak-tread steps leading to the fully finished walkout basement. This expansive space includes an oversized media room, large bedroom, full bathroom, spacious recreation room, and plenty of storage for all your holiday and keepsake boxes. Step outside onto the composite back deck and take in the beautiful views and fresh air, or take a short walk to your very own water front area. This lot has about 100 feet of shoreline, perfect for launching a kayak or paddleboard, building a future dock, or just soaking in the sunshine by the water. Pamunkey Point is on the public side of Lake Anna, and is a wonderful place to call home, offering friendly neighbors, golf cart–friendly living, lush wooded surroundings, and private, spacious lots. This water-access, waterfront lot provides the benefits of lake living, allowing you to walk to the water, though the homesite itself offers water views in the winter. Conveniently located approximately 90 minutes from Washington, DC, 30 minutes to Fredericksburg, and 20 minutes to Orange, you’ll enjoy the perfect balance of privacy and accessibility. Just minutes away are local favorites including The Cove, Tim’s at Lake Anna, MooThru Ice Cream, Lake Anna Tap House, Lake Anna Winery, and mini golf, while everyday conveniences such as Food Lion, Dollar General, restaurants, shops, and a veterinary clinic are just about 7 miles away. Pictures are similar to the home, but not exact. Please see chosen selections in Docs for exact choices.

6313 Chickahominy Ct, Orange

Listing courtesy of MacDoc Property Mangement LLC. Contact:

6309 Serenity Ct, Orange
$225,000
Discover a rare opportunity to own a stunning 2.55-acre parcel of land in the coveted Pamunkey Point community, perfectly positioned on the serene shores of Lake Anna. This exceptional property boasts breathtaking views of the lake, creating an idyllic setting for your dream home or weekend retreat. Imagine waking up to the gentle sounds of water lapping against the shore, with 80 feet of private waterfront at your doorstep. This prime location offers unparalleled access to a variety of water activities, including boating, fishing, swimming, and waterskiing. With both private and public access points, your aquatic adventures are just moments away. The community amenities enhance the allure of this property, featuring a well-maintained boat ramp and mooring area, perfect for launching your watercraft and exploring the expansive lake. The association takes care of pier and dock maintenance, ensuring your investment remains pristine. Whether you envision a tranquil escape or an active lifestyle filled with outdoor pursuits, this land offers the perfect canvas. The natural surroundings provide a peaceful retreat while still being conveniently located for easy access to local attractions and amenities. Seize this opportunity to create your own lakeside sanctuary in a community that celebrates the beauty of nature and the joys of waterfront living. Previously approved for a 4 bedroom perc. Your dream lifestyle awaits!

6309 Serenity Ct, Orange

Listing courtesy of Keller Williams Capital Properties. Contact:

18242 Brick Church Rd, Orange
$475,000
3 Beds ⋅ 2 Baths
Welcome to your own private retreat! Beautifully maintained and thoughtfully designed, this charming 3-bedroom, 2-bath ranch-style home is set on a spacious 4.54-acre lot, offering the perfect blend of comfort, privacy, and peaceful country living. Step inside to a warm and inviting open-concept floor plan, with everything conveniently located on one level. The spacious living and dining areas flow seamlessly together, creating an ideal setting for both everyday living and entertaining. A beautiful stone corner fireplace adds character and a cozy focal point to the living space. The well-appointed kitchen is sure to impress, featuring butcher block countertops, a center island with additional prep space, bar seating, abundant cabinetry, and a pantry. Whether you're preparing a family meal or hosting friends, this kitchen combines functionality with inviting style. Retreat to the spacious primary suite, where the private bath offers a relaxing escape with a soaking tub and separate stall shower. Second bedroom offers a sitting room - ideal of guests or an in-law suite. Thoughtful details throughout the home, including crown molding and built-ins, add character and timeless appeal. Outside, the possibilities are endless. Enjoy your morning coffee or evening gatherings on the screened porch or deck, all while taking in the beautiful surroundings. The expansive property offers lush greenery, garden views, and peaceful wooded scenery, creating your very own private oasis. For those needing workspace, hobbies, equipment storage, or simply plenty of room for everything, this property delivers! The impressive collection of outbuildings includes a metal 2-car garage/shop with a pellet stove, a separate 1-car garage/shop, and an additional storage shed. There is also ample parking for family and guests. With its generous acreage, exceptional storage, peaceful setting, and well-maintained interior, this property offers the opportunity to enjoy the tranquility of rural living without sacrificing everyday convenience. Recent updates include a new HVAC system and mini-split installed in 2026. Come experience the space, privacy, and character this special property has to offer. This isn't just a house - it's a place to settle in, slow down, and make lasting memories. Broadband internet available.

18242 Brick Church Rd, Orange

Listing courtesy of RE/MAX Realty Specialists. Contact:

7206 Castaway Beach Rd, Orange
$849,000
4 Beds ⋅ 4 Baths
Lake Anna days can end with an evening around your own fire pit. Welcome to Castaway Cove at 7206 Castaway Beach Road, a completed 2026 home on 2.14 wooded acres in the Rolling Woods community. With four bedrooms, three full baths, one half bath, and 2,918 finished square feet, the home offers private community access to Lake Anna through a boat ramp, docks, and picnic area. The layout features two private bedroom suites on separate levels. The main-level primary suite includes a built-in coffee and wine bar, two walk-in closets, and a bath with dual vanities, a freestanding tub, and a separate tiled shower. Upstairs, a second bedroom has its own en suite bath and walk-in closet. The arrangement offers flexibility for hosting guests, enjoying the home as a private retreat, or exploring its potential as a vacation rental. The large finished room over the garage is currently set up as an indoor playground and game room with a TV, offering a ready-made vision for this flexible space. Two additional bedrooms complete the upper level. A composite deck leads to an expansive stamped-concrete patio and firepit area with three-sided bench seating and integrated lighting. A living koi pond, putting green, and hot tub, (which convey) add even more ways to enjoy the property. The open main level also features a kitchen with quartz countertops, a center island, stainless steel appliances, a pot filler, and a walk-in pantry. The unfinished walk-out basement has plumbing rough-in for a future bathroom, while the two-car garage includes a sealed floor and utility sink. The indoor playground and game room setup, including the TV, is available for separate purchase. All other furnishings, electronics, the golf cart, and indoor and outdoor décor are also available for separate purchase. ** Some exterior photos were edited to present a fully grown lawn.

7206 Castaway Beach Rd, Orange

Listing courtesy of Coldwell Banker Elite. Contact:

25014 Constitution, Orange
$1,285,000
EXCEPTIONAL INVESTMENT & DEVELOPMENT OPPORTUNITY IN ORANGE COUNTY! Here is your chance to secure approximately 64.32 acres comprised of SIX adjoining parcels, each with its own tax map number, all being offered together for one price! With extensive frontage along Route 20, this property offers outstanding visibility, accessibility, flexibility and tremendous future potential. The VALUE IS IN THE LAND and the possibilities it presents. The current owner has already completed a scope of work plan for a proposed 23-lot subdivision, giving a future owner an excellent starting point for exploring residential development. Develop now or hold for the future—the six separate parcels and substantial acreage create numerous possibilities. Consider a residential subdivision, private estate, family compound, multi-generational property, equestrian use, farm, investment holding, or other uses permitted by Orange County. Adding immediate value is an existing classic all-brick Cape Cod home, along with a barn/stable and board-fenced acreage. The home is currently tenant occupied and generating $2,500 per month in rental income, providing income while a buyer evaluates future plans. The tenant would prefer to remain for approximately another 1.5 years, if possible. Opportunities offering this combination of acreage, multiple adjoining parcels, Route 20 frontage, existing improvements, current rental income and potential future development don't come along every day. Whether you're a developer, investor or buyer looking to create a one-of-a-kind family property, this offering deserves a closer look. SIX PARCELS. 64+ ACRES. EXISTING INCOME. DEVELOPMENT POTENTIAL. ONE PRICE. Buy it, use it, develop it, or hold it for the future—the opportunity is here!

25014 Constitution, Orange

Listing courtesy of RE/MAX Gateway. Contact:

25014 Constitution, Orange
$1,285,000
4 Beds ⋅ 3 Baths
EXCEPTIONAL INVESTMENT & DEVELOPMENT OPPORTUNITY IN ORANGE COUNTY! Here is your chance to secure approximately 64.32 acres comprised of SIX adjoining parcels, each with its own tax map number, all being offered together for one price! With extensive frontage along Route 20, this property offers outstanding visibility, accessibility, flexibility and tremendous future potential. The VALUE IS IN THE LAND and the possibilities it presents. The current owner has already completed a scope of work plan for a proposed 23-lot subdivision, giving a future owner an excellent starting point for exploring residential development. Develop now or hold for the future—the six separate parcels and substantial acreage create numerous possibilities. Consider a residential subdivision, private estate, family compound, multi-generational property, equestrian use, farm, investment holding, or other uses permitted by Orange County. Adding immediate value is an existing classic all-brick Cape Cod home, along with a barn/stable and board-fenced acreage. The home is currently tenant occupied and generating $2,500 per month in rental income, providing income while a buyer evaluates future plans. The tenant would prefer to remain for approximately another 1.5 years, if possible. Opportunities offering this combination of acreage, multiple adjoining parcels, Route 20 frontage, existing improvements, current rental income and potential future development don't come along every day. Whether you're a developer, investor or buyer looking to create a one-of-a-kind family property, this offering deserves a closer look. SIX PARCELS. 64+ ACRES. EXISTING INCOME. DEVELOPMENT POTENTIAL. ONE PRICE. Buy it, use it, develop it, or hold it for the future—the opportunity is here!

25014 Constitution, Orange

Listing courtesy of RE/MAX Gateway. Contact:

20492 Shore Dr, Orange
$715,000
4 Beds ⋅ 3 Baths
Welcome to your own private waterfront retreat! Tucked away on 5 beautifully wooded acres, this home offers 4 bedrooms, 3 baths, upscale finishes, privacy, and a lot of natural beauty. Inside, the kitchen is truly the heart of the home, featuring rich wood cabinetry, granite countertops, a large center island, and high-end Sub-Zero and Wolf appliances, including a Sub-Zero built-in refrigerator, Wolf double wall ovens, Wolf gas cooktop, and a whole-house generator. Gleaming hardwood floors run throughout the main living areas, while large windows fill the home with natural light and bring the beauty of the outdoors inside. The spacious bedrooms and three well-appointed bathrooms offer plenty of room for family and guests. Step outside and this property really comes to life. Enjoy your morning coffee on the screened porch, entertain on the expansive deck, or simply sit back and take in the peaceful water views. The wooded setting creates a wonderful sense of privacy while giving you the feeling of having your own little escape from the everyday. A spacious 3 car garage provides plenty of room for vehicles, boats, recreational equipment, and storage, while the generous driveway offers ample parking for family and guests. With 5 acres to explore and your own waterfront setting, there is plenty of space to garden, entertain, enjoy outdoor activities, or simply relax and take in the surroundings. This is the kind of property where you can slow down, enjoy the water, and truly feel at home.

20492 Shore Dr, Orange

Listing courtesy of Lake Anna Island Realty. Contact:

Selling Office: Non Subscribing Office.

20064 Mountain Track Rd, Orange
$420,000
3 Beds ⋅ 2 Baths
Ask about our aggressive buyer incentives. Welcome to 20064 Mountain Track Road, a beautifully renovated farmhouse offering modern charm, comfortable one-level living, and exceptional privacy on 3.06 flat acres in Orange, Virginia. Positioned near the center of the property and surrounded by mature trees and natural beauty, this peaceful retreat offers wonderful views of nature and wildlife from the extended covered front porch and back deck. Step inside to a spacious, open-concept living area where the family room, kitchen, and dining area flow together seamlessly. The family room features a wood-burning fireplace, creating a warm focal point for relaxing or entertaining. Fresh paint, new flooring, recessed lighting, and abundant natural light give the home a bright, updated feel throughout. The fully renovated kitchen features all-new cabinetry, quartz countertops, upgraded stainless steel appliances, and a large center island providing additional prep space, storage, and seating. The open layout keeps the kitchen connected to the dining and living areas, making it ideal for both everyday living and gatherings. The home offers three bedrooms and two full bathrooms. The primary suite features a walk-in closet and a beautifully updated private bathroom with a double vanity and walk-in shower. A new sliding glass door fills the bedroom with natural light and provides access to a future deck location, giving the next owner an opportunity to create an additional private outdoor retreat. Two secondary bedrooms offer closets and ceiling lights, while the second renovated full bathroom provides additional convenience. A spacious mudroom and laundry area adds valuable functionality with plenty of room for coats, everyday necessities, and additional storage. Extensive improvements throughout the home include a brand-new HVAC system, new hot water heater, new windows, fresh interior paint, new flooring, updated stainless steel appliances, and a completely renovated kitchen. The outdoor space offers even more versatility. In addition to the covered front porch and back deck, the property features a large concrete patio previously used for RV parking, providing flexible space for a variety of uses. A storage container is tucked beneath the trees for additional storage, and much of the property is already fenced. There is also a lean-to pole shelter ready for livestock, making the property well suited for horses, goats, or other farm animals with minimal additional setup. The property also includes an existing berm area previously used as a private shooting range, adding another unique recreational feature to the acreage. From the moment you arrive, the setting offers a sense of privacy and relaxation. With 3.06 acres, extensive renovations, one-level living, fenced areas, livestock possibilities, and multiple outdoor spaces, 20064 Mountain Track Road provides a rare combination of modern comfort and peaceful country living. Don't miss out—schedule your showing today!

20064 Mountain Track Rd, Orange

Listing courtesy of Keller Williams Capital Properties. Contact:

Selling Office: Keller Williams Capital Properties.

9271 Little Skyline Dr, Orange
$479,000
3 Beds ⋅ 3 Baths
Completely renovated from top to bottom, this beautifully updated all-brick ranch offers the perfect blend of timeless construction, modern finishes, and low-maintenance living on 2.08 private acres! Featuring 3 bedrooms, 3 full bathrooms, and 1,714 square feet of beautifully renovated main-level living space, this home offers the convenience of one-level living with exceptional possibilities for future expansion. Enjoy beautifully refinished hardwood floors, an updated kitchen with quartz countertops, renovated bathrooms, and a welcoming family room with fireplace. Thoughtful improvements throughout give this home a fresh, modern feel while preserving its original character and quality craftsmanship. One of this home’s outstanding features is the spacious 1,714-square-foot walkout basement, offering tremendous potential for additional living and entertaining space! The basement has been extensively prepared for future finishing, featuring insulated walls, new heating and cooling ductwork, a beautifully finished full bathroom, and epoxy-coated concrete floors. Already heated and cooled, this versatile space offers immediate functionality while allowing the next owner to customize it to suit their needs—whether a recreation room, home gym, workshop, or additional living area. Outside, enjoy 2.08 acres of privacy and room to spread out, along with both an attached two-car garage and a detached two-car garage, providing exceptional space for vehicles, hobbies, and storage. With extensive renovations already completed, solid brick construction, four garage spaces, and a walkout basement offering incredible flexibility, this property presents a wonderful opportunity to enjoy a beautifully updated home with room to make it your own. Move-in ready and waiting for its new owner! PLEASE NOTE: All property visits and showings are by confirmed appointment only and must be accompanied by a licensed real estate agent.

9271 Little Skyline Dr, Orange

Listing courtesy of Montague, Miller & Company. Contact:

22144 Monrovia Rd, Orange
$649,000
3 Beds ⋅ 2 Baths
Welcome to your own private retreat in the beautiful countryside of Orange County. Set on 31.87± secluded acres, this log home offers the perfect blend of comfortable living and outstanding recreational opportunities, all while being conveniently located just minutes from US-522 and within easy reach of Lake Anna, making it an ideal full-time residence, weekend getaway, or hunting retreat. The 1,920-square-foot home features 3 bedrooms and 2 full bathrooms and has been thoughtfully updated by the current owners. Recent improvements include a new roof, all-new appliances, updated fixtures, and stylish finishes throughout, creating a move-in-ready home that perfectly blends rustic charm with modern conveniences. The open and inviting living spaces make it easy to feel at home from the moment you walk through the door. Beyond the home, the property truly shines. Multiple outbuildings provide excellent space for storing equipment, ATVs, tools, hunting gear, firewood, and more, adding both convenience and functionality to the property. A well-established trail system winds throughout the landscape and is wide enough to navigate by truck, ATV, or side-by-side, providing easy access to nearly every corner of the property. Multiple natural springs and a small pond provide a reliable, year-round water source for the abundant wildlife that call the property home, further enhancing its exceptional recreational appeal. Whether you're exploring the woods, checking trail cameras, hauling firewood, or heading to your favorite hunting spot, the trail system makes enjoying and managing the land effortless. The heavily wooded landscape offers outstanding privacy, abundant wildlife, and endless opportunities for hunting, hiking, recreation, and making memories outdoors. Despite its peaceful, secluded setting, the property offers exceptional convenience with easy access to US-522 and is just a short drive from the towns of Orange, Gordonsville, and Louisa, as well as the recreational opportunities of Lake Anna. Enjoy the privacy of country living without sacrificing convenient access to shopping, dining, boating, fishing, and everyday amenities. If you've been searching for a private home on acreage with exceptional recreational potential, meaningful updates, complete seclusion, and a convenient location, this one deserves a spot at the top of your list.

22144 Monrovia Rd, Orange

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

Lot 37 Harbor, Orange
$729,000
3 Beds ⋅ 3 Baths
Discover the perfect balance of refined modern living and peaceful country charm with this exceptional new ‘To Be Built’ home, beautifully situated on 6.07 acres in the desirable Lake Orange subdivision. Centrally located and positioned along a state-maintained road, this property offers the privacy and space you've been searching for without sacrificing convenience. Designed with today's lifestyle in mind, this thoughtfully crafted home features 3 bedrooms, 2.5 baths, with a home office or study. Offering an open-concept floor plan filled with quality finishes and timeless design elements. The gourmet kitchen serves as the heart of the home, boasting granite countertops, a generous 6-foot center island, upgraded cabinetry, a farmhouse sink, and stainless-steel appliances—perfect for gathering with family and friends. Throughout the home, you'll find durable luxury vinyl plank flooring, 9' ceilings, craftsman-style trim, and carefully selected finishes that create a warm and inviting atmosphere. The spacious primary suite provides a private retreat, complete with a luxurious spa-like bath featuring a ceramic tile shower and elegant glass enclosure. Looking for room to grow? The full unfinished walkout basement includes a rough-in for a future bathroom and offers endless possibilities for additional living space, recreation, or storage. The oversized, insulated, and finished two-car garage is equipped with a Level 2 electric vehicle charger and Wi-Fi-enabled garage door openers with battery backup for added convenience and peace of mind. The exterior is equally impressive with architectural shingles, attractive board-and-batten siding accented by shaker details, a covered concrete front porch, and a covered rear deck where you can relax and enjoy the beauty and tranquility of your surroundings. Buyers may have the opportunity to personalize selections and finishes if contracted early enough in the construction process and builder selections remain available. This is an ideal location for commuters, offering easy access to surrounding communities while allowing you to enjoy all that Orange County has to offer. Orange is rich in history and surrounded by scenic countryside, enjoy our many local vineyards & breweries, explore the 124-acre Lake Orange and other nearby attractions including Lake Anna and the Blue Ridge Mountains. Come home to the space, comfort, and lifestyle you've been dreaming of. Photos are similar and may show optional features. Specifications, finishes, and features are subject to change without notice.

Lot 37 Harbor, Orange

Listing courtesy of RE/MAX Realty Specialists. Contact:

236 Caroline St, Orange
$999,000
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

Listing courtesy of EXP Realty, LLC. Contact:

236 Caroline St, Orange
$999,000
7 Beds ⋅ 6 Baths
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

Listing courtesy of EXP Realty, LLC. Contact:

252 Boxley Ln, Orange
$749,000
5 Beds ⋅ 3 Baths
Offered for the first time, 252 Boxley Lane presents a rare opportunity to own a truly distinctive custom residence designed and built by its original owners. Nestled on 2.37 private acres in beautiful Orange County, this one-of-a-kind property combines exceptional craftsmanship, thoughtful design, and timeless character in a setting that offers both privacy and convenience. Boasting 3,788 square feet of living space, this expansive home features 5 bedrooms and 3 full baths, providing ample room for entertaining and guests. Designed with the ease of primarily one-level living in mind, the home’s unique floor plan showcases spacious rooms, abundant natural light, and architectural details that are seldom found in today’s homes. Multiple fireplaces create warm and inviting gathering spaces throughout the residence, while one of the home’s most remarkable features—a custom Japanese-style sunken soaking tub—offers a tranquil retreat and serves as a testament to the originality and vision of its creators. Arrive via the paved driveway and enjoy the convenience of the attached two-car garage. The picturesque 2.37-acre homesite provides a peaceful backdrop with mature landscaping, open space, and room to enjoy the beauty of the surrounding countryside. Lovingly cared for by the same family since its construction, this exceptional home reflects decades of pride of ownership, thoughtful maintenance, a level of quality, individuality, and pride of ownership that is increasingly difficult to find. For buyers seeking something beyond the ordinary, 252 Boxley Lane is a rare and unforgettable offering—a custom-designed home with a story, character, and charm all its own.

252 Boxley Ln, Orange

Listing courtesy of Montague, Miller & Company. Contact:

247 Bootons Ln, Orange
$515,000
4 Beds ⋅ 3 Baths
Tucked into a beautifully wooded & private setting, 247 Bootons Lane offers the perfect combination of privacy, entertaining space, and everyday comfort. This spacious four-bedroom, three-bath home was designed for gathering, relaxing, and enjoying both indoor and outdoor living to the fullest. The property’s standout feature is undoubtedly the incredible outdoor entertaining setup. From the in-ground personal pool to the expansive 13x26 rear deck, this home was built to host gatherings, celebrations, cookouts, and long summer evenings with friends. The outdoor space continues with a screened rear porch that allows for seasonal enjoyment while still feeling connected to the surrounding nature. A covered front porch adds additional charm and functionality, while the backyard provides plenty of room for firepit gatherings, outdoor games, and relaxation. An outdoor cooking and entertaining area further enhances the experience, creating a true backyard retreat atmosphere. Mature trees surrounding the property create a strong sense of privacy and make the entire setting feel tucked away and secluded while still remaining accessible to everyday conveniences. Inside, the home offers generous space and functionality throughout both levels. Guests frequently comment on how beautiful and impressive the home feels from the moment they walk inside. The layout provides flexibility for both everyday living and entertaining large groups comfortably. Storage is another major highlight of the property. The oversized two-car garage spans approximately 900 square feet and features high ceilings, offering excellent space for vehicles, hobbies, tools, recreational equipment, or workshop potential. Additional storage space throughout the home, including a large basement storage room, ensures there is room for everything. The screened porch has become one of the most enjoyed spaces in the home, offering a comfortable place to gather with family while enjoying the surrounding natural setting without interruption from insects or weather concerns. Important system updates provide added peace of mind, including a new water pressure tank installed in 2022, pool pump and filter replacement in 2022, new well pump in 2025, and a brand-new heat pump and AC system installed in 2026. There is also a full hookup for a kitchen in the basement if you see one in your future. Fun, cozy, and truly an oasis, this property has been a place filled with memorable gatherings, celebrations, and time spent with loved ones. Whether relaxing by the pool, hosting large groups, or simply enjoying the peaceful wooded setting, this home offers the kind of atmosphere that makes people want to stay awhile.

247 Bootons Ln, Orange

Listing courtesy of Porch & Stable Realty, LLC. Contact:

Selling Office: Pearson Smith Realty, LLC.

21731 Berry Run Rd, Orange
$225,000
3 Beds ⋅ 2 Baths
Location, Location, Location! If you are looking for privacy and convivence this is the property for you. Welcome to this beautifully maintained 3-bedroom, 2-bath home situated on just over 2 acres of peaceful, private land. Built approximately 5 years ago, this home offers modern comfort with thoughtful design throughout. Step inside to find durable luxury vinyl plank (LVP) flooring and an open, inviting layout ideal for everyday living. The home features exposed beams that add warmth and character, creating a stylish yet comfortable at atmosphere. The spacious kitchen, with a large island and living areas flow seamlessly, while the bedrooms provide ample space and functionality. The kitchen features beautiful cabinets and a farm sink. The primary suite includes a walking closet, a private bath, offering a relaxing retreat, with a soaking tub, separate tile shower and double vanity. Additionally, there are two more guest rooms with large closets and a lovely bathroom with a tub/shower combination to accommodate guests. Outside, enjoy the expansive yard and natural surroundings, perfect for outdoor activities, gardening, or simply taking in the quiet setting. There's a beautiful front deck and rear deck that is perfect for entertaining. The property offers a balance of open space and wooded privacy, giving you room to spread out while still feeling tucked away. If you’re looking for a newer home in excellent condition with acreage and a peaceful setting, this property is must-see.

21731 Berry Run Rd, Orange

Listing courtesy of United Real Estate Premier. Contact:

Selling Office: Century 21 Redwood Realty.

12101 Greenwood Rd, Orange
$425,000
3 Beds ⋅ 2 Baths
HORSE-READY FARMETTE ON 5 ACRES PRICED BELOW NEW APPRAISAL! New roof and gutters just installed. Searching for an affordable farmette where the horse infrastructure is already in place? This 5-acre property just minutes from downtown Orange offers a practical equestrian setup, no HOA, and convenient access to some of Central Virginia’s favorite horse destinations. The property is fully fenced and cross-fenced with board fencing and electric rope supported by solar chargers, making turnout and pasture rotation easy to manage. Four solid oak run-in sheds feature front gates and side double Dutch doors, providing dependable shelter and flexibility throughout the seasons. The barn features a concrete floor and 240-volt electric, offering useful space for feed, tack, equipment, a workshop, or potential future stall conversion. Two 6x8 kennels with guillotine doors provide additional space for dogs, chickens, or other farm needs. The 3-bedroom, 2-bath home offers one-level living with hardwood floors in the bedrooms and an HVAC system replaced in 2016. The home does need cosmetic updating, giving the next owner an opportunity to personalize the space while starting with established farm infrastructure already outside. A bonus den or office with a private entrance provides flexible space for working from home, a mudroom, hobby room, or additional living area. A large deck with a built-in gazebo overlooks the property and creates a peaceful spot for morning coffee or relaxing after a day in the saddle. Located approximately 4 minutes from the town of Orange, you’ll have restaurants, shops, breweries, groceries, and everyday conveniences close by. For equestrians, HITS Culpeper is approximately 25 minutes away, Charlottesville about 40 minutes, and the Virginia Horse Center just over an hour and a half away. Priced below a new appraisal, this is a great opportunity for a buyer who wants acreage, horses at home, and the freedom to update the house to fit their own style. Property is being sold as-is. Please allow 24-hour notice required for showings.

12101 Greenwood Rd, Orange

Listing courtesy of Real Broker, LLC. Contact:

12101 Greenwood Rd, Orange
$425,000
3 Beds ⋅ 2 Baths
HORSE-READY FARMETTE ON 5 ACRES PRICED BELOW NEW APPRAISAL! New roof and gutters just installed. Searching for an affordable farmette where the horse infrastructure is already in place? This 5-acre property just minutes from downtown Orange offers a practical equestrian setup, no HOA, and convenient access to some of Central Virginia’s favorite horse destinations. The property is fully fenced and cross-fenced with board fencing and electric rope supported by solar chargers, making turnout and pasture rotation easy to manage. Four solid oak run-in sheds feature front gates and side double Dutch doors, providing dependable shelter and flexibility throughout the seasons. The barn features a concrete floor and 240-volt electric, offering useful space for feed, tack, equipment, a workshop, or potential future stall conversion. Two 6x8 kennels with guillotine doors provide additional space for dogs, chickens, or other farm needs. The 3-bedroom, 2-bath home offers one-level living with hardwood floors in the bedrooms and an HVAC system replaced in 2016. The home does need cosmetic updating, giving the next owner an opportunity to personalize the space while starting with established farm infrastructure already outside. A bonus den or office with a private entrance provides flexible space for working from home, a mudroom, hobby room, or additional living area. A large deck with a built-in gazebo overlooks the property and creates a peaceful spot for morning coffee or relaxing after a day in the saddle. Located approximately 4 minutes from the town of Orange, you’ll have restaurants, shops, breweries, groceries, and everyday conveniences close by. For equestrians, HITS Culpeper is approximately 25 minutes away, Charlottesville about 40 minutes, and the Virginia Horse Center just over an hour and a half away. Priced below a new appraisal, this is a great opportunity for a buyer who wants acreage, horses at home, and the freedom to update the house to fit their own style. Property is being sold as-is. Please allow 24-hour notice required for showings.

12101 Greenwood Rd, Orange

Listing courtesy of Real Broker, LLC. Contact:

24646 Lands End Dr, Orange
$474,900
4 Beds ⋅ 3 Baths
***Seller will pay to lower your interest rate 2% for first year and 1% following year saving you nearly $15,000 in interest!! Save over $600 a month the first year!*** New Home - only 1 year old - on 2.25 Acres*** 2800 sqft*** Brand New Deck*** Brand New Patio*** Welcome to 24646 Lands End Drive in beautiful Orange, Virginia—where modern farmhouse charm meets functional luxury. This stunning 4-bedroom, 3 full bath ranch-style home offers the perfect blend of style, comfort, and space for today’s growing family. Designed with an open and airy floor plan, this home is filled with natural light and thoughtfully crafted details throughout. The gourmet kitchen features granite countertops, stainless steel appliances, and a farmhouse sink—perfect for both everyday living and entertaining. Exposed natural beams and custom-inspired finishes add warmth and character, giving the home a truly elevated, custom feel. The spacious primary suite is a true retreat, highlighted by a luxurious en-suite bath complete with a freestanding soaking tub and upscale finishes. Hardwood floors, designer light fixtures, and beautifully tiled surfaces enhance the home’s modern appeal. The fully finished basement expands your living space with an additional bedroom, full bath, and a large recreation area—ideal for guests, a home office, or entertainment. This move-in ready home offers the perfect combination of modern design and country charm in a peaceful setting. Don’t miss your opportunity to make this exceptional property your own! Call or email today to schedule your showing!

24646 Lands End Dr, Orange

Listing courtesy of Q Real Estate, LLC. Contact:

no property photo
$745,000
6 Beds ⋅ 3 Baths
MAGNIFICANT home with stunning Lake Anna water views! Must see this 2021 gorgeous custom-built, open-concept property with a fully finished basement. Not one but two expansive outdoor spaces! One huge deck and walk-out ground-level space! The SPACIOUS open-concept living kitchen area is perfect for entertaining family and friends. The kitchen boasts stainless appliances, an AMAZING kitchen island, a Leathered granite and quartz countertops, a tiled backsplash & double pantries. The Primary suite is a truly relaxing retreat that includes a WATER VIEW. Double closets, stately windows exposing the GORGEOUS view, and an en-suite expansive bathroom. The impressive ensuite has 2 vanities, updated fixtures, a corner soaking tub, a shower stall with custom tile, and a tiled rain shower. Two additional bedrooms, a bathroom, and a laundry/mud room with a bench, washer, and dryer are on this main level. The additional space in the walk-out basement is almost too good to be true! The basement offers additional space that can be used for a guest room, office, playroom, or family room. It also includes a kitchenette, and mini refrigerator/freezer. The lower level may be locked off from the rest of the house and is accessed from a separate entrance. The exterior includes 2 rolling acres with a pastoral view in the back and an amazing water view in the front. The 2-car detached garage has a workbench, automatic doors, multiple outlets, a 240V plug, and shelving units. This property is offered with a private boat slip and shared dock. Best of all the property has FiberLink High Speed Internet!

24141 Lands End Dr, Orange

Listing courtesy of Reit. Contact:

Selling Office: Keller Williams Capital Properties.

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