Orange VA Real Estate, Homes for Sale Near Orange

AMAZING OPPORTUNITY! Seller is offering a 2-1 interest rate buydown, reducing the buyer's mortgage rate by 2 percentage points in year one and 1 percentage point in year two! Magnolia Hill combines country living with modern convenience, just minutes from the town of Orange and 35 minutes from Charlottesville. Spanning 38 acres of predominantly open pastureland, the property is ideal for a working farm, equestrian operation, agricultural enterprise, or private country estate. Zoned Agricultural, the land also offers potential for certain commercial uses, subject to county approvals. A scenic paved driveway leads to a recently remodeled all-brick home with three bedrooms and a fully heated and cooled three-car attached garage. Improvements include a new HVAC unit, whole-house water filtration system, and FiberLync high-speed internet, providing modern connectivity without sacrificing rural privacy. The gently rolling acreage offers ample room for livestock, farming, and recreation, complemented by wooded boundaries and a stocked pond. Convenient to Gordonsville, Keswick, and Montpelier, Magnolia Hill offers farm living without sacrificing everyday convenience. Buydown subject to lender terms.

13557 James Madison Highway, Orange

$475,000

3 Beds ⋅ 2 Baths ⋅ VAOR2015334 MLS

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

$649,000

3 Beds ⋅ 4 Baths ⋅ VAOR2015178 MLS

Welcome to 9599 Woodberry Forest Road! This traditional brick home offers the best of both worlds - convenient in-town living combined with a quiet neighborhood setting with privacy and nature. Step outside in one direction and enjoy mature trees and the sounds of a flowing creek that eventually leads toward the Rapidan River; head the other way and enjoy a stroll through the peaceful neighborhood along Glebe Road. Quality built and meticulously maintained, this 3-bedroom, 3.5-bath home has received numerous recent upgrades and is freshly painted throughout. The kitchen features new quartz countertops, new flooring, a new cooktop, double wall ovens, and oak cabinetry. Bathrooms have been remodeled with updated vanities and flooring, including a walk-in tiled shower in the primary suite. Solid oak hardwood floors, crown molding, and chair rail add warmth and custom craftsmanship throughout. The main level features a gas-log stove and custom gas fireplace, while the partially finished basement offers an additional wood-burning fireplace with an oversized hearth - along with a newly remodeled half bath and plenty of bright unfinished space for storage or future expansion. Above, the large unfinished attic provides exceptional storage and potential for a future recreation or bonus room. Additional features include 400-amp electrical service, central heating and air, 6-inch insulated walls, brick and Hardie siding exterior, and copper gutters. A generously sized screened porch and patio provide excellent outdoor entertaining space. The property also offers a paved driveway, 16-foot-wide garage door accommodating oversized vehicles, a 12x24 brick outbuilding with 100-amp service, and an additional 12x12 shed with electric. Enjoy the convenience of the Town of Orange while remaining within comfortable driving distance of Culpeper and Charlottesville, providing easy access to additional shopping, dining, employment, medical services, and recreation. Beautifully maintained and thoughtfully upgraded, this home offers a unique combination of in-town convenience, neighborhood living, privacy, and natural surroundings.

9599 Woodberry Forest Rd, Orange

$409,000

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

$479,000

3 Beds ⋅ 3 Baths ⋅ VAOR2014766 MLS

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

$399,900

4 Beds ⋅ 4 Baths ⋅ VAOR2014830 MLS ⋅ The Bristow BLDG.

Welcome to 4562 Blue Run Rd! This spacious 4-bedroom, 4-bath home offers the perfect blend of comfort, functionality, and peaceful country living with no HOA. A grand foyer welcomes you into an inviting floor plan featuring a formal dining room and an open-concept kitchen with a center island that flows seamlessly into the great room, making it ideal for everyday living and entertaining. The home features two primary suites, including a main-level primary with a private ensuite bath and an expansive upper-level primary retreat with a vaulted ceiling, sitting area, double vanity, and separate shower. Conveniently located just minutes from Charlottesville, the University of Virginia, shopping, dining, and the area's award-winning wineries, this home offers the best of scenic Virginia living with modern convenience. Don't miss this exceptional opportunity��welcome home!

4562 Blue Run Rd, Somerset

$405,000

4 Beds ⋅ 3 Baths ⋅ VAOR2014768 MLS

Welcome home to this beautifully designed 4-bedroom residence featuring a highly desirable open-concept floor plan that offers both comfort and flexibility. The spacious main-level owner's suite provides a private retreat with a large walk-in closet and an en-suite bath featuring dual granite-topped vanities. The home has new carpet, fresh paint, a finished 2-car garage, and a new asphalt driveway. A dedicated home office makes remote work or hobbies convenient while offering pleasant views of the neighborhood sidewalks and nearby playground. The bright, inviting kitchen is perfect for everyday living and entertaining, showcasing granite countertops, soft-close cabinetry, luxury vinyl plank flooring, and abundant natural light. Located in the heart of the historic Town of Orange, this home offers a rare opportunity to own one of only four newer homes within this charming, walkable community. Enjoy the convenience of strolling to local parks, restaurants, antique shops, museums, and community events. Outdoor enthusiasts and history lovers will appreciate the short drive to James Madison's Montpelier, as well as numerous award-winning wineries and vineyards throughout the region. Experience the perfect blend of modern living and small-town charm in one of Central Virginia's most picturesque historic communities.

134 S Almond 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

$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

$365,000

4 Beds ⋅ 3 Baths ⋅ VAOR2014478 MLS

Back on the market! Buyer financing fell through. 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

$749,000

5 Beds ⋅ 3 Baths ⋅ VAOR2014406 MLS

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

$140,000

VAOR2010454 MLS

Location! Location! Location! Located just outside of the Town of Orange limits with state road frontage along Rt 15 south of the town of Orange. Entrance in place, and driveway cut in! Looking for some acreage for privacy, seclusion - this 6.538 acres offers an all wooded parcel with quick access to town amenities. Parcel currently has division rights, verify with County Zoning for particulars.

James Madison Hwy, Orange

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