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$790,000
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:

$595,000
3 Beds 3 Baths
NEW CONSTRUCTION should be finished by Fall. Pictures updated as construction continues so excuse the mess! Beautiful corner lot in Rolling Woods subdivision on the public side of Lake Anna. Spacious Cape Cod with approximately 2,000 sf has primary bedroom and bathroom on main level with walk-in closet. Two bedrooms, bathroom and large storage room on upper level. Kitchen with island and granite countertops. Separate dining room for family get togethers. The home includes a first-floor laundry room and an attached two-car garage. Buyer may have some choices if offer made prior to builder selections. Large front porch and gorgeous front door! Enjoy the privacy of sitting outside on your rear deck. This home has unique charm and comes with a deeded boat slip in the community common area! Lake Anna is an awesome area to live with lake days, social activities, restaurants, miniature golf, golf course and more. Live your best life in this new home! Attractively priced for new construction.

15400 Drummers Ln, Orange

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

$309,900
3 Beds 2 Baths
Welcome to 14776 Porterfield Drive, a beautifully maintained 3-bedroom, 2 full-bath home conveniently located in the Town of Orange. This inviting property offers comfortable one-level living with a thoughtful layout and numerous updates throughout. The home features a bright and spacious sunroom overlooking the backyard, providing the perfect space to relax, entertain, or enjoy your morning coffee year-round. Step outside onto Trex deck, ideal for outdoor gatherings and low-maintenance enjoyment. Inside, you'll find a well-cared-for home that has been meticulously maintained by its owners. The functional floor plan offers comfortable living spaces, generous bedrooms, and two full bathrooms to accommodate residents and guests alike. One of the property's standout features is its peaceful setting backing directly to a quiet community park, offering scenic views, additional privacy, and easy access to green space and walking opportunities. Located just minutes from shopping, dining, schools, and all that the Town of Orange has to offer, this home combines convenience, comfort, and outdoor enjoyment in one desirable package.

14776 Porterfield Dr, Orange

Listing courtesy of Montague, Miller & Company. Contact:

$275,000
3 Beds 1 Baths
PRICED TO SELL! This remodeled 3BR/1BA ranch offers comfortable one‑level living in a convenient in‑town location with off‑street parking. Step inside to beautifully refinished hardwood floors that run through the living room, hallway, and all bedrooms. A spacious family room with an all‑brick wood‑burning fireplace and brand‑new carpet provides the perfect gathering space. The kitchen blends modern updates with the charm of its original wood cabinetry and features new stainless‑steel appliances and countertop. The remodeled main bath shines with all‑new fixtures, custom tiled tub surround, and luxury vinyl tile flooring. Additional improvements include Comcast cable, an updated electrical panel, and an electric heat pump (2012). The unfinished basement offers excellent potential for future finished space or storage. Enjoy outdoor living on the covered patio overlooking the fully fenced shady backyard—ideal for pets, play, or gardening. Sold strictly “as is.” Inspections are welcome for informational purposes only with an option to void. Homes in this condition and price point are hard to find! Schedule your tour today!

356 Jefferson St, Orange

Listing courtesy of Samson Properties. Contact: 7033788810

$284,000
2 Beds 2 Baths
Welcome to 20322 Gum Tree Road—a charming country retreat nestled on 3.49 private acres. This well-maintained 2-bedroom, 1.5-bath home offers 924 square feet of comfortable living space, perfect for those seeking peaceful rural living with modern conveniences. Inside, you'll find a warm and inviting living a cozy fireplace, creating the perfect gathering space during cooler months. The functional floor plan maximizes every square foot, while the kitchen comes fully equipped with all appliances conveying, making this home move-in ready. Outside, the property offers plenty of room to enjoy nature, garden, or simply relax and take in the surrounding countryside. Multiple sheds provide abundant storage for tools, equipment, hobbies, or workshop space, adding exceptional versatility to the property. Whether you're looking for a full-time residence, weekend getaway, or investment opportunity, this delightful home combines comfort and acreage in a beautiful Orange County setting. Don't miss the opportunity to own this charming property with acreage, outbuildings, and all the essentials for country living.

20322 Gum Tree Rd, Orange

Listing courtesy of Town & Country Elite Realty, LLC.. Contact: 5408457247

$525,000
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:

$849,000
4 Beds 3 Baths
Nestled along the public side of Lake Anna in Frazier’s Landing, this completely furnished waterfront retreat with in-ground swimming pool and hot tub offers the perfect blend of relaxation, recreation, and lakefront living. Set on 1.12 acres with 30 feet of shoreline, a private dock for kayaks, fishing, and swimming, and assigned boat slip #32 in the common area for your larger boat, this lake house is thoughtfully designed for making the most of life on the water. With excellent short-term rental potential, high-speed internet, and a beautiful in-ground swimming pool, this home will be ideal as a full-time residence, weekend getaway, or investment opportunity. Inside, the open floor plan offers more than 2,300 finished square feet with 4 large bedrooms, 3 bathrooms, and other cozy spaces designed for gathering. The primary bedroom includes an en suite bathroom, big soaking tub and walk-in shower. The spacious living area features a gas fireplace with mantle and other 9-foot tray ceiling, while the attached kitchen includes stainless steel appliances, a convenient breakfast bar, and an easy flow into the dining area highlighted by a charming bay window. Large windows throughout the home invite lots of natural light and showcase peaceful views of nature. Outdoor living takes center stage with a hot tub, screened porch, expansive back deck, and a beautiful in-ground pool recently added in 2024, creating the perfect setting for entertaining family and friends (or renters!). Additional highlights include a backyard fire pit, attached two-car garage, paved driveway, storage shed, and two new HVAC systems just installed in 2021 for added comfort and peace of mind. Location is ideal, close to groceries, popular restaurants, The Lake Anna Taphouse, fast food, and other fun amenities. Less than a hour to Richmond, Charlottesville, Fredericksburg and just 80 miles to Washington DC. Whether you're spending the day on the lake, relaxing poolside, or enjoying evenings under the stars, this Lake Anna waterfront home delivers the lifestyle buyers are searching for.

17289 Miss Mollys Ln, Orange

Listing courtesy of Lake Anna Island Realty. Contact:

$225,000
2 Beds 1 Baths
Welcome to this charming one-level home located in the heart of the Town of Orange, Virginia. Perfectly situated on a desirable corner lot, this property offers convenient off-street parking and easy access to local shops, dining, and community amenities. Inside, you’ll find a comfortable two-bedroom, one full bath layout featuring beautiful hardwood floors that add warmth and character throughout the home. The single-level design provides easy living with a practical flow between rooms. Enjoy relaxing mornings and quiet evenings on the inviting covered porch, a perfect space for rocking chairs, plants, or simply unwinding outdoors. Whether you’re a first-time buyer, looking to downsize, or searching for an investment opportunity, this home offers simplicity, charm, and a great location in the Town of Orange, Virginia.

188 Spicers Mill Rd, Orange

Listing courtesy of Montague, Miller & Company. Contact:

$499,900
3 Beds 3 Baths
MOTIVATED TO SELL!! Welcome to Town of Orange and this beautifully maintained home at 614 Clover Ln, offering modern comfort, thoughtful upgrades, and spacious open-concept living. Built just 1.5 years ago, this move-in-ready home combines the feel of new construction with added custom touches throughout. This stunning property features 3 spacious bedrooms, 3 full bathrooms, and a versatile office space that can easily serve as a 4th bedroom, guest room, or flex space to fit your needs. The expansive open floor plan creates the perfect setting for entertaining and everyday living, highlighted by a large primary suite designed for comfort and relaxation. Enjoy outdoor living on both the upper-level and basement-level Trex board decks, providing low-maintenance durability and plenty of space to unwind or host gatherings. The fully finished basement adds exceptional living space, complete with a bedroom and full bathroom—ideal for guests, extended family, or a private retreat. With modern finishes, upgraded features, and a highly desirable layout, this home offers the perfect blend of style, functionality, and convenience in the heart of Orange, VA. Schedule your private showing today and experience all this property has to offer!

614 Clover Ln, Orange

Listing courtesy of Montague, Miller & Company. Contact:

$599,000
4 Beds 4 Baths
BACK ON THE MARKET-- NO FAULT OF THE SELLERS! **FINISHED new construction WATER ACCESS home on Lake Anna with your own **PRIVATE BOAT SLIP in a quiet, golf cart-friendly community! This 4-bedroom, 4-bathroom home offers nearly 4,000 SQ FT on just under 1 ACRE with quality craftsmanship throughout. **Enjoy added PEACE OF MIND with warranty coverage that includes 1 year of comprehensive home protection, 2 years of mechanical, electrical, and plumbing systems coverage, plus a 10-year structural warranty.** The open-concept layout features a spacious kitchen with a LARGE ISLAND and farmhouse sink. The primary suite includes HIS & HERS WALK-IN CLOSETS, an oversized shower with soaking tub, washer & dryer hookups, and private deck access. **The FULLY FINISHED WALKOUT BASEMENT includes a 4th bedroom, full bath, and flexible space for a family room, game room, home theater, or in-law suite. Enjoy the best of Lake Anna living with PRIVATE WATER ACCESS, your own BOAT SLIP, and easy access to boating, fishing, and recreation. Perfect as a primary residence, vacation home, or investment property. Schedule your showing today!

26375 Pennfields Dr, Orange

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 5403717653

$299,000
2 Beds 1 Baths
Welcome home to this charming 2-bedroom, 1-bath home offering comfort, character, and convenience in the heart of the charming town of Orange. Filled with natural sunlight, this inviting home features beautiful hardwood floors and a thoughtfully designed layout perfect for everyday living. The spacious bathroom includes double sinks, a full tub/shower combination, and convenient laundry space complete with washer and dryer. The kitchen is both functional and welcoming, showcasing warm oak cabinetry, stainless steel & black appliances, a center island with bar seating - ideal for casual dining or entertaining. Step directly from the kitchen onto the rear covered deck, creating the perfect spot to relax or enjoy outdoor gatherings. The mostly unfinished walkout basement provides abundant storage space and endless potential for future expansion or customization. Large rear yard, partially fenced and ready for outdoor play and barbecues! Remodeled in 2005, this home combines modern updates with timeless charm. Enjoy in-town convenience with easy access to schools, shopping, restaurants, and local entertainment. Come experience all that the beautiful town of Orange has to offer!

358 Williams Dr, Orange

Listing courtesy of RE/MAX Realty Specialists. Contact:

$949,000
Excellent waterfront investment opportunity at Lake Anna! Over 38+ acres of lovely waterfront property with over 102 feet of stunning shoreline. Developers/builders: rare opportunity to subdivide this lot into numerous lots and build homes on Lake Anna's public side, where buyer demand is high and continues to push the limits. Ample space to install a water access neighborhood common area, boat ramp, and boat slips at the waterfront. See sample subdivision plat and soil work already performed in documents section of listing. Individual buyers: exceptional opportunity to build an exceedingly private waterfront family compound, away from it all in beautiful and historic Orange County (home of James Madison, fourth President of the United States!). Short term rentals are permitted here and generate substantial rental income here at Lake Anna. Ideal location: boat (or drive) to nearby popular waterfront restaurants, The Lake Anna Taphouse, Coffee & Creamery, and more!

Monrovia Rd, Orange

Listing courtesy of Lake Anna Island Realty. Contact:

$389,900
4 Beds 3 Baths
Looking to gain instant equity? This home is being offered for $20,000 less than the appraised property value. Take advantage of this oppourtunity to own a large family home at a great price! Welcome to 235 Daliah Way in charming Orange, Virginia, where peaceful living and small-town character come together. Surrounded by the beauty and history of the area, enjoy scenic views of the Blue Ridge Mountains as you explore everything Orange has to offer. Conveniently located within an hour of Charlottesville and Fredericksburg, and less than two hours from Washington, DC and Richmond, this home offers the perfect balance of quiet living and accessibility, with local restaurants and attractions just minutes away. Inside, you’ll find 4 generously sized bedrooms and 2.5 bathrooms, with all bedrooms and the laundry area thoughtfully located on the upper level. The main floor features an open concept family room and kitchen designed for comfortable everyday living and easy gathering. The primary suite includes a private bathroom and walk-in closets, while the spacious backyard offers plenty of room for pets, play, or relaxing outdoors. Don’t miss the opportunity to make this home your own. Ring doorbell and camera on property.

235 Daliah Way, Orange

Listing courtesy of EXP Realty, LLC. Contact: 5403882541

$539,990
4 Beds 3 Baths
Nestled on a serene 2-acre lot, this exquisite ranch-style home, built in 2006 and set to undergo a major renovation in 2026, offers a perfect blend of luxury and comfort. The exterior showcases a charming brick front and durable vinyl siding, creating an inviting first impression. As you step inside, you are greeted by an open floor plan that seamlessly connects the living spaces, ideal for both entertaining and everyday living. The heart of the home is the spacious family room, which flows effortlessly into the dining area and kitchen, making it perfect for gatherings. Recessed lighting casts a warm glow throughout, highlighting the upgraded countertops and the sleek stainless steel appliances, including a gas range, built-in microwave, and energy-efficient dishwasher. The kitchen also features a cozy table space, perfect for casual meals or morning coffee. This residence boasts four generously sized bedrooms, including a convenient entry-level bedroom that offers flexibility for guests or a home office. The primary suite is a true retreat, complete with a walk-in closet and an en-suite bathroom featuring modern fixtures and finishes. The home's interior is adorned with a harmonious mix of hardwood, ceramic tile, and plush carpeting, providing both elegance and comfort underfoot. A gas fireplace in the family room adds a touch of warmth and ambiance, making it the perfect spot to unwind after a long day. Step outside to discover a delightful deck and porch area, ideal for enjoying the tranquil surroundings or hosting summer barbecues. The expansive yard offers endless possibilities for outdoor activities, gardening, or simply soaking in the beauty of nature. With a two-car attached garage and a circular driveway, parking is a breeze. The property also includes a shed for additional storage, ensuring that everything has its place. This home is not just a residence; it's a lifestyle. Experience the perfect blend of luxury, comfort, and tranquility in a setting that feels like a private retreat while still being close to all the conveniences you desire. Embrace the opportunity to make this exceptional property your own and enjoy the exclusive lifestyle it offers.

9383 Petersburg Ln, Orange

Listing courtesy of United Real Estate Premier. Contact: 5403694460

$545,000
3 Beds 3 Baths
Nestled in the serene Lake Orange Estates, this charming Cape Cod home offers a perfect blend of comfort and functionality. With 3 spacious bedrooms and 2.5 baths, the interior features hardwood and carpeted floors, a cozy family room off the kitchen, and a delightful breakfast area. Enjoy the warmth of the wood stove and the convenience of a main floor laundry. The walk-in closet and ample storage ensure everything has its place. Step outside to a picturesque 5-acre lot, partly wooded and gently sloping, providing a tranquil backdrop of trees and nature. Horse enthusiasts will appreciate the barn, stable, and run-in shed, with plenty of room for riding and grazing. The exterior boasts a welcoming porch and deck, perfect for relaxing or entertaining. Located in a peaceful rural setting, this home combines modern amenities with the charm of country living, making it an ideal retreat for those seeking space and serenity.

12467 Harbor Dr, Orange

Listing courtesy of CENTURY 21 New Millennium. Contact: 7037537910

$278,000
2 Beds 1 Baths
Why Rent? A low-maintenance home that lets you own instead of rent. This charming single-family home offers the perfect alternative to renting—giving you the freedom of homeownership with no HOA and a manageable yard ideal for gardening 🌿, entertaining 🍷, or relaxing by a cozy fire pit 🔥. 📍 Location, location! Enjoy the convenience of being within walking distance to local shops, restaurants, and schools, making everyday living easy and accessible. Step inside to find beautiful hardwood flooring throughout the main living areas, paired with a thoughtfully updated kitchen featuring LVP flooring, butcher block countertops, updated cabinetry, and newer appliances—all completed within the last two years. Major updates provide peace of mind, including a roof just 2 years young 🏡 and windows replaced approximately 3 years ago. Whether you're just starting out, downsizing, or looking for a smart investment 💰, this home delivers comfort, updates, and long-term value in one inviting package. 🛠️ Seller is offering a one-year home warranty for added confidence. 🚪 Don’t miss your chance to stop renting and start building your future—this is the one!

188 Peliso Ave, Orange

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$1,495,000
UNIQUE DEVELOPMENT OPPORTUNITY – ORANGE COUNTY - SUBDIVISION POTENTIAL Rare opportunity includes six (6) adjoining parcels—each with its own tax map number—being sold together for one price. The combined assemblage features approximately 64.32 acres with prime frontage along Route 20 in Orange County, offering excellent visibility and access. One parcel is improved with a classic all-brick Cape Cod residence, along with a barn/stable and board-fenced acreage, providing immediate utility, rental potential, or a base of operations during future development. Tenant would like to stay for 2 or 3 more years if possible. Home is currently renting for $2500/month. The current owner has completed a scope of work plan for a proposed 23-lot subdivision, presenting a clear path forward for a residential development project. Whether pursued as planned or re-imagined, the flexibility of the assemblage opens the door to a variety of possibilities—residential, estate, or phased development. This is a rare chance to acquire multiple contiguous parcels in a high-visibility location, combining existing improvements with long-term upside. This listing is also in the residential section of Bright - MLS# VAOR2013616

25014 Constitution, Orange

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$339,900
3 Beds 2 Baths
Back on the market due to no fault of the seller. Welcome home to this beautifully renovated 3-bedroom, 1.5-bath home with proximity to downtown Orange, Gordonsville, Culpeper and Ruckersville. Inside and out, nearly everything is new! New vinyl siding exterior, new luxury vinyl flooring throughout, with ceramic tile in the full bathroom. The kitchen shines with brand-new white cabinetry, gleaming GRANITE COUNTERTOPS, new stainless steel appliances and recessed LED lighting. The entire interior is freshly painted and soon to be move-in-ready! A new HVAC system adding central air offers peace of mind for years to come! The home features both a living room and a separate family room, (Family Room still under construction - but to be completed: the family room finish-out, a new half bath, and a dedicated laundry closet). One of the home’s most charming features is its front-porch view—an aviation enthusiast's dream! Watch skydivers pop out of the sky from the Orange County Airport, a small local airport right across the street that offers a unique, ever-changing backdrop with beautiful sunsets and distant mountain views. You're just minutes from historic downtown Orange, known for its boutique shops, great local dining, and craft beer. A short drive further brings you to Gordonsville, home to even more restaurants, shopping, and wineries. A thoughtfully updated home in a wonderfully convenient location!

19212 Constitution Hwy, Orange

Listing courtesy of Lake Homes Realty, LLC. Contact: 8665253466

$1,150,000
4 Beds 6 Baths
NEW ROOF June 2026. Estate House located in the bucolic setting of the foothills of the Piedmont area in the Blue Ridge Mountains of Orange Virginia, representing the pleasant aspects of the countryside and life you could be living in and enjoying. Stunning views 5,100 square foot Manor House 4 bedrooms with walk-in closets in each bedroom 6 full baths-4 on the second floor in each bedroom Also, 1 on the first level And the last bathroom in the full walk out basement 3 gas fireplaces-one on each level. New 80-gallon high efficiency hot water heater installed last year. 4 heat pumps total. 3 were replaced 2 years ago-one in the master bedroom, one on the second level, and one on the first level. The other heat pump is in the garage. 35 KW generator. 400 Amp Service Paved driveway and concrete walkways. Outside lights. First Floor: There’s a formal dining room, a formal living room, large den, kitchen with teat-in table area, as well as an island sitting bar area. This floor can be accessed by the front door, and a door directly from the garage, or the back deck. A gas fireplace is in the den. 1 ½ Floor: Mid-level den currently used as an office. Second Floor; Master bedroom-with full Jack and Jill vanity, a 2-person shower, and large soaking tub, walk in closet, and sitting room. Also, another gas fireplace is in the master bedroom. Three other good-sized bedrooms with walk-in closets and full bathrooms are on the second floor Basement: Full walk-out basement accompanied by a full eat in kitchen, with gas stove, and gas log fireplace, a Theatre room / living room, bonus craft/ room, and bar with a small dining area attached, another gas log fireplace- and this area can be assessed from the first floor inside stairs, or outside doors from the back ground level basement patio. Garage: 3 car garage with oversized doors, insulated, drywalled, and painted. The floors have been painted. 4 stall shed row barn: The barn is located on lot 1, and just uphill from a year-round stream for animal grazing. It could also be easily made into a pond. Property was divided into 2 tracts this year with each track being 6.646 acres. House and run in shed are on lot 1. Offered at 1.2 million. CAN ALSO BE DIVIDED INTO A 3 ACRE TRACT AND A 10 ACRE TRACT. Two different ways to divide. Lot 2: 6.646acres will be sold separately. It will have a right of way access easement for access and utilities to the lot, as shown on the plat. Recent 4 bedroom soil work done. Property is in land use. All weather stream also on this property. Offered at $250,000 Up for sale also is 9442 Little Skyline: As an accessory structure / carriage house, to be sold as a separate transaction. It is currently operating as a successful AirBnb on the top floor. The bottom level is a garage. Offered at $200,000 Surrounding area: Woodberry Forest School (2 mi), Montpelier ( 8 mi), Town of Orange (3 mi), Charlottesville & UVA (30 mi), The Inn at Willow Grove is 2 blocks away as the crow flies:):), Madison at the Mills (3 mi), Skydive Orange (8 mi), Fredericksburg (35 mi), Fairfax County (65 mi) , and Washington DC (87 mi)!

9471 Little Skyline Dr, Orange

Listing courtesy of The Greene Realty Group. Contact: 8882785840

$390,000
3 Beds 2 Baths
Completely reimagined from top to bottom, this beautifully renovated all-brick home offers the perfect blend of classic charm and modern upgrades—all on one convenient level with a full basement! Featuring approximately 1,282 square feet on each level, this home provides plenty of space to live, work, and entertain. Step inside to discover a fully gutted and thoughtfully remodeled interior, showcasing brand-new finishes, updated systems, and a fresh, modern feel throughout. The main level offers easy, one-level living, while the full basement provides endless possibilities—whether you need additional living space, storage, or a workshop. Enjoy peaceful mornings or relaxing evenings on the inviting covered front porch, or your own gazebo perfect for taking in the quiet surroundings.Ideally located near James Madison’s Montpelier, this property offers a blend of history, charm, and convenience with easy access to the town of Orange and surrounding areas. Whether you’re looking for a primary residence or a charming retreat, this move-in-ready home is a must-see!

12157 Octonia Rd, Orange

Listing courtesy of Montague, Miller & Company. Contact:

$399,500
4 Beds 3 Baths
Move in ready! Don’t miss your chance to own a brand-new home in the charming, historic town of Orange, Virginia. This 4-bedroom, 3-bath split foyer design, a spacious, level lot with beautiful meadow and mountain views. Inside, the bright, open floor plan features cathedral ceilings and a seamless flow between the living, dining, and kitchen areas that are perfect for everyday living or entertaining. The chef’s kitchen features 42" soft-close cabinets, granite countertops, a large island, and stainless-steel appliances. The primary suite offers a peaceful retreat with a luxurious bath featuring granite double vanities and a walk-in shower. The lower level expands your living space with a generous family room, a full bath, a laundry/utility room, and access to the oversized 2-car garage. Designed with modern finishes and durable luxury vinyl plank flooring, this home perfectly balances style and functionality. With seven new homesites available in this lovely subdivision, now is the ideal time to make your move! Located in walkable downtown Orange, you’ll enjoy nearby shops, restaurants, and conveniences. Orange County is home to James and Dolley Madison’s Montpelier, the annual Fall Steeplechase Races, award-winning wineries, craft breweries, and acclaimed wedding venues. Outdoor enthusiasts will appreciate easy access to Shenandoah National Park for hiking, biking, kayaking, and horseback riding, plus several golf courses just minutes away. Only 40 minutes to Charlottesville, home to the University of Virginia, vibrant arts, and world-class medical facilities.

14098 Spicers Mill Road, Orange

Listing courtesy of Samson Properties. Contact: 5402996001

$410,000
3 Beds 2 Baths
Searching for an affordable, horse-ready farmette in a location that truly works for both everyday living and equestrian life, this is one you don’t want to miss. Set on 5 private acres just minutes from downtown Orange, this property offers a functional setup for horses with the kind of convenience that’s hard to find. The land is fully fenced and cross-fenced with board fencing and electric rope, supported by solar chargers for ease of use. The layout is practical and efficient, making daily care, turnout, and rotation simple whether you have one horse or several. Four solid oak run-in sheds, each with front gates and side double Dutch doors, provide dependable shelter and flexibility throughout the seasons. The barn adds even more value with a concrete floor and 240-volt electric already in place, ideal for a workshop, feed room, or future stall conversion. Inside, two 6x8 kennels with guillotine doors offer additional space for dogs, chickens, or general farm use. The home offers 3 bedrooms and 2 full bathrooms and is ready for its next chapter. While it has solid bones—including hardwood floors in the bedrooms, a newer stove and vent hood, and an HVAC system replaced in 2016—it will need updating and cosmetic attention. For the right buyer, this is a chance to create a home that fits your style while already having the farm infrastructure in place, a combination that’s getting harder to find at this price point. A large deck with a built-in gazebo overlooks the property, giving you a peaceful spot to start your mornings or unwind after time in the saddle. There is also a bonus den or office with its own private entrance, offering flexibility for a home office, mudroom, or additional living space. Location is a standout feature, just about 4 minutes to the town of Orange for restaurants, shops, breweries, and everyday essentials. For equestrians, you’re approximately 25 minutes to HITS Culpeper, 40 minutes to Charlottesville, and just over an hour and a half to the Virginia Horse Center, making this an ideal home base for both local riding and competition. With no HOA and a fully usable setup already in place, this property is perfect for someone who values land and horse infrastructure first and is ready to put their personal touch on the home. Home is being sold as-is. Seller is offering a credit back for repairs and updating. 24-hour notice required for showings.

12101 Greenwood Rd, Orange

Listing courtesy of Real Broker, LLC. Contact: 8504500442

$499,900
4 Beds 3 Baths
***Back on Market due to buyer - FHA appraised at $525k***New Home - only 1 year old - on 2.25 Acres*** 2800 sqft*** Brand New Deck*** Brand New Patio*** Brand New Shed*** 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:

$399,900
4 Beds 3 Baths
Built in 2022, this beautifully appointed residence is ideally situated in the heart of historic, walkable Orange Town and is one of just four recently constructed homes, offering both exclusivity and charm. Located minutes from James Madison’s Montpelier, as well as scenic vineyards, parks, fine dining, boutique shopping, and cultural attractions, the home delivers a lifestyle of convenience and refinement. The walkable setting enhances everyday living and is especially appealing to dog lovers, with nearby green spaces and pet-friendly surroundings. Inside, a light-filled interior showcases expansive windows and a thoughtfully designed open-concept floor plan. The gourmet kitchen is the centerpiece of the home, featuring granite countertops, an oversized island ideal for entertaining, and premium stainless steel appliances. It flows effortlessly into the dining area and an inviting, spacious family room. A versatile flex space near the entry offers the perfect setting for a private home office or an elegant formal dining room. A finished two-car garage provides seamless access to the home through a well-designed mudroom complete with a coat closet and an oversized walk-in pantry—blending practicality with sophistication. Upstairs, the luxurious owner’s suite serves as a private retreat, complemented by three generously sized additional bedrooms, a full bath, and a conveniently located laundry room. The entire second level features brand-new plush carpeting, while recent updates also include fresh designer paint throughout and a newly installed asphalt driveway. The 3D tour reflects the home shortly after construction and may not capture these recent enhancements.

136 S Almond St, Orange

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 5403717653

$365,000
3 Beds 2 Baths
Affordable & Gorgeous New Construction Now Complete!!! ACT NOW!! Beautiful Rambler Tucked Away on 1.18 Acres - Just Outside of the Town of Orange! Open floor plan with vaulted ceiling in the Kitchen/Dining/Great Room area of the home. Rich LVP flooring throughout the entire home. Kitchen displays a large granite center island, gleaming white cabinetry, stainless steel appliances and double sink. Primary Suite complete with walk-in closet and full bath with double vanity. Two additional spacious Bedrooms balance out the opposite end of the home. Both baths offer granite countertops tub/shower combos. Thoughtfully designed utility room offers pantry, coat/storage closet and ample room for a full-sized washer and dryer. Sit for a bit on the covered front porch, adorned with metal pickets and easy to maintain vinyl railings. Relax on the rear deck or invite your friends/family for a backyard BBQ - plenty of space to enjoy! The black gutters/downspouts, shutters and door really make this charming home pop!! Photos are same model/selections as being built. Check out the virtual tour!!

19216 Constitution Hwy, Orange

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

$1,495,000
4 Beds 3 Baths
UNIQUE DEVELOPMENT OPPORTUNITY – ORANGE COUNTY Rare opportunity includes six (6) adjoining parcels—each with its own tax map number—being sold together for one price. The combined assemblage features approximately 64.32 acres with prime frontage along Route 20 in Orange County, offering excellent visibility and access. One parcel is improved with a classic all-brick Cape Cod residence, along with a barn/stable and board-fenced acreage, providing immediate utility, rental potential, or a base of operations during future development. Tenant would like to stay for 2 or 3 more years if possible. Home is currently renting for $2500/month. The current owner has completed a scope of work plan for a proposed 23-lot subdivision, presenting a clear path forward for a residential development project. Whether pursued as planned or re-imagined, the flexibility of the assemblage opens the door to a variety of possibilities—residential, estate, or phased development. This is a rare chance to acquire multiple contiguous parcels in a high-visibility location, combining existing improvements with long-term upside.

25014 Constitution, Orange

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$319,900
4 Beds 1 Baths
Nestled in a serene setting, this charming Cape Cod-style residence exudes warmth and character, offering a perfect blend of classic design and modern comforts. Built in 1940, this home has been thoughtfully maintained, showcasing its timeless appeal while providing a cozy retreat for those who appreciate quality living. Step inside to discover a spacious layout that invites you to unwind. The interior features an entry-level bedroom, ideal for guests or as a private office space, ensuring versatility in how you choose to live. The rich wood flooring throughout adds a touch of elegance, creating a seamless flow from room to room. Natural light pours in through double-hung, insulated vinyl-clad windows, enhancing the inviting atmosphere and providing energy efficiency. The heart of the home is a well-appointed kitchen, equipped with modern appliances, including a washer and dryer for your convenience. This space is perfect for culinary enthusiasts, offering ample room for meal preparation and entertaining. The open layout encourages gatherings, making it easy to connect with loved ones while enjoying the comforts of home. The property boasts four generously sized bedrooms, providing plenty of space for relaxation and personalization. The full bathroom is designed with functionality in mind, ensuring comfort for all who reside here. Outside, the expansive 0.46-acre lot offers a canvas for your outdoor dreams, whether it's creating a lush garden, setting up a cozy patio for al fresco dining, or simply enjoying the tranquility of your surroundings. The off-street parking adds to the convenience, making it easy for you and your guests to come and go. This residence is not just a home; it's a lifestyle. Experience the charm of a classic Cape Cod while enjoying the modern amenities that make everyday living a pleasure. With its inviting ambiance and thoughtful features, this property is ready to welcome you home. Embrace the opportunity to create lasting memories in a space that truly feels like your own. BRAND NEW ROOF! Bring us an offer!

194 Morton St, Orange

Listing courtesy of Cowan Realty, Inc.. Contact: 5408403137