Vintage homes for sale & real estate in Madison County, VA

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ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
Nestled on a sprawling 20-acre lot, this charming farmhouse-style residence offers a perfect blend of rustic elegance and modern convenience. Built circa 1900, the home showcases traditional architectural elements with wood siding and a welcoming porch that invites you to unwind. Inside, discover a thoughtfully designed floor plan featuring three bedrooms and two full bathrooms, ideal for comfortable living. The heart of the home is the country-style kitchen, complete with upgraded countertops, a self-cleaning oven, and a cozy breakfast area that encourages leisurely meals. The combination kitchen/dining space flows seamlessly into the living area, where a brick wood-burning fireplace creat

$695,000

3 beds2 baths1,996 sq ft

150 Doc Carpenter Ln, Madison, VA 22727

20 acre lot • 6 parking spots • Built 1900

(540) 948-6655

ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
Discover Edgewood, a historic farm offering 453± acres of Blue Ridge Mountain views and extensive Rapidan river frontage. Full of character, the farm is thoroughly improved and features multiple dwellings, well preserved historic outbuildings, and an event barn. It borders the Rapidan River for 2.4± miles, has two stocked ponds, and 270± acres of fenced pasture. Superbly positioned just 10 minutes outside of Orange, while Charlottesville is 45 minutes away. Both Richmond and Washington, D. C. can be reached in approximately 90 minutes. Property is not under conservation easement.

$5,575,000

5 beds4.5 baths13,455 sq ft

575 Arcadian Way, Orange, VA 22960

Stocked ponds • Multiple dwellings • Event barn

ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
Step back in time with this 1910 farmhouse, set on over two scenic acres in the heart of Madison County. Offering 2–3 bedrooms and 2 full bathrooms, this charming home blends timeless character with modern convenience. Inside, you'll find hardwood floors that speak to the home’s historic roots, along with updates to major systems for peace of mind. The spacious living area is filled with natural light, while the kitchen features updated appliances, vintage cabinetry, and an adjoining dining space perfect for everyday living or entertaining. A flexible room off the main living space can serve as a third bedroom, home office, or cozy den. Outside, enjoy the wide-open space, matu

$395,000

2 beds2 baths1,664 sq ft

21 Bright Acres Ct, Brightwood, VA 22715

Updated appliances • Flexible room • 1910 farmhouse

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
This newly renovated 3-bed, 2-bath home in Madison County makes it easy to picture your life here, waking up to panoramic mountain views, sipping coffee on your deck, and coming back to a space that feels warm and effortless. Inside, the granite countertops and luxury vinyl plank flooring throughout add a clean, modern feel that’s both beautiful and practical for everyday living. The open layout provides you with ample space to breathe, relax, and make the home your own from the very start. With updated finishes, spacious rooms, and those incredible views right outside your door, this is the kind of place where settling in feels natural.

$399,000

3 beds2 baths1,502 sq ft

399 Shelby Rd, Madison, VA 22727

0.58 acre lot • 3 parking spots • Built 1950

(540) 341-1000

ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
As is! Diamond in the rough! Handy man special. Please read complete description. 3 bedroom 1 bath with partially finished basement. The home was well taken care of by the owners but due to being vacant and having no electricity there has been damage to the basement due to the sump pump not turning on. The upgraded siding, soffit and storm windows has given noticeable protection while the home was vacant. The basement has taken on water at some point and has left it pretty damp and moldy. Washer/dryer, window ac units and oil furnace were in working order prior to electric service being removed. Return this fixer upper to the Madison Gem it once was. Reach out to agent if you need assistan

$199,000

3 beds1 bath1,128 sq ft

4571 Elly Rd, Aroda, VA 22709

Upgraded siding • Storm windows • 1 acre lot

Property at 150 N Main St, Madison, VA 22727, 4 beds, 2.5 baths

$439,000

4 beds2.5 baths2,990 sq ft

150 N Main St, Madison, VA 22727

(540) 341-1000

Property at 5912 & 5928, 2 Hoover Rd W, Reva, VA 22735, 3 beds, 1 bath

$772,200

3 beds1 bath1,632 sq ft

5912 & 5928, 2 Hoover Rd W, Reva, VA 22735

Property at 2188 Seville Rd, Madison, VA 22727, 3 beds, 2 baths

$810,000

3 beds2 baths2,605 sq ft

2188 Seville Rd, Madison, VA 22727

(540) 675-1190

Property at TBD Mount Pisgah Church Dr, Orange, VA 22960, 3 beds, 1 bath

$129,000

3 beds1 bath— sq ft

TBD Mount Pisgah Church Dr, Orange, VA 22960

(540) 825-1613

Property at Undisclosed address, Locust Dale, VA 22948, 3 beds, 2 baths

$303,000

3 beds2 baths1,690 sq ft

Undisclosed address, Locust Dale, VA 22948

(703) 539-7062

Property at 242 Madison Mls, Orange, VA 22960, 4 beds, 3 baths

$745,000

4 beds3 baths1,910 sq ft

242 Madison Mls, Orange, VA 22960

(540) 672-3233

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ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
WOW-Come see this charming 3 bedroom 2 full bath vinyl sided ranch home waiting for you to update and revitalize-located near shopping and main roads. The eat-in kitchen is open with electric range. The primary bedroom is well proportioned with wood floors-the remaining bedrooms are also good sized-bathrooms feature tub/shower combinations-the detached shed is there for extra storage. This property may qualify for Seller Financing (Vendee). If Property was built prior to 1978, Lead Based Paint Potentially Exists.

$199,000

3 beds2 baths1,442 sq ft

234 Landon Ln, Orange, VA 22960

Vinyl sided ranch • Eat-in kitchen • Detached shed

(804) 730-4046

ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
Historic Main Street Opportunity in Stanardsville! This iconic Main Street property is a true piece of Stanardsville history, nestled at the heart of Town Hill. Zoned Residential/Commercial, it offers limitless potential—whether you envision a home, a business, a restaurant, a tap house, or a brewery, the possibilities are endless. The structure boasts solid bones and some mechanical upgrades, ready for your vision to bring it into the next chapter of Stanardsville’s story.

$267,000

3 beds2 baths1,920 sq ft

276 Main St, Stanardsville, VA 22973

Mechanical upgrades • 0.94 acre lot • Built 1900

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
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, new 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 currently under construction). At this price, the seller will complete the space to inclu

$350,000

3 beds1.5 baths1,272 sq ft

19212 Constitution Hwy, Orange, VA 22960

0.27 acre lot • Garage • Built 1960

(866) 525-3466

ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
Charming 2-Bedroom Home on Nearly 2 Acres – Move-In Ready & Under $300K Discover peaceful country living with modern updates in this beautifully renovated 2 bed, 1 bath home set on almost 2 acres. The adorable vintage-inspired kitchen delivers warm country charm, while the updated bathroom features a stylish tile shower. Recent upgrades include a newer roof, siding, windows, HVAC, well, and flooring—giving you the confidence of a move-in–ready home with long-term value. The inviting large front porch and spacious back deck offer perfect spots to relax and enjoy the serene surroundings. Outdoors, you’ll find a huge yard ideal for children, pets, and play, plus a

$285,000

2 beds1 bath728 sq ft

9208 Sperryville Pike, Culpeper, VA 22701

New siding • Newer roof • New hvac

(540) 675-1190

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
Timeless Charm Meets Modern Comfort – Nearly 4,000 Sq. Ft. of Inspired Living. This stunning home beautifully blends historic character with modern updates. Originally built in 1927 and thoughtfully expanded in 2004, it has been carefully refreshed in recent years to offer the best of both worlds. Current owner put some amazing touches to the home to give it an estate feel. For the weekend getaway or fulltime living. The main level welcomes you with a gracious foyer, a spacious family room, and a versatile den ideal for a home office or guest space. The expansive dining room—with its cozy wood stove—can also serve as a second living area. A bright kitchen and breakfast noo

$860,000

4 beds4.5 baths2,441 sq ft

560 Richmond Rd, Amissville, VA 20106

Versatile den • Modern updates • Gracious foyer

(571) 386-1075

ABOUT THIS HOME
Vintage Home for sale in Madison County, VA:
Your opportunity to own a Shenandoah Valley Farm featuring 2 Homes located on 66.95 acres of secluded mix of wooded recreational land and pasture. Great views to the east of the Shenandoah National Park. Once a working vineyard, the improvements include a unique architectural designed workshop/barn, a 1913 farmhouse featuring 3 bedrooms 1 bathroom and 1586 square feet but in need of complete renovation, a bank barn and a manufactured home with a Well. The Mix of fenced pasture and woodland makes this an excellent opportunity to create the farm or recreational oasis you have dreamed of. Abundant Wildlife and varied habitat makes for excellent hunting! House and improvements Sold As Is

$1,000,000

0 beds— baths— sq ft

326 & 328 Running Pine Rd, Luray, VA 22835

Bank barn • Manufactured home • Fenced pasture

Property at 729 Celt Rd, Stanardsville, VA 22973

$299,000

— beds— baths1,416 sq ft

729 Celt Rd, Stanardsville, VA 22973

(540) 825-9898

Property at 214 Chapel Rd, Stanley, VA 22851, 3 beds, 1 bath

$329,900

3 beds1 bath1,961 sq ft

214 Chapel Rd, Stanley, VA 22851

(540) 743-4663

Property at 9305 Spotswood Trl, Stanardsville, VA 22973, 3 beds, 2 baths

$365,000

3 beds2 baths1,500 sq ft

9305 Spotswood Trl, Stanardsville, VA 22973

Property at 358 Main St, Orange, VA 22960, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,810 sq ft

358 Main St, Orange, VA 22960

(540) 672-1100

Property at 143 Lakewood Rd, Luray, VA 22835, 4 beds, 2 baths

$615,000

4 beds2 baths2,146 sq ft

143 Lakewood Rd, Luray, VA 22835

(540) 743-4545

Property at 61451 Elmwood Farm Rd, Orange, VA 22960, 6 beds, 5.5 baths

$2,900,000

6 beds5.5 baths6,203 sq ft

61451 Elmwood Farm Rd, Orange, VA 22960

Property at 354 Berry St, Orange, VA 22960, 3 beds, 1 bath

$308,777

3 beds1 bath1,629 sq ft

354 Berry St, Orange, VA 22960

(540) 369-6025

Property at 9422 Little Skyline Dr, Orange, VA 22960, 4 beds, 2 baths

$112,500

4 beds2 baths1,504 sq ft

9422 Little Skyline Dr, Orange, VA 22960

Property at 255 Montevista Ave, Orange, VA 22960, 3 beds, 1 bath

$285,000

3 beds1 bath1,018 sq ft

255 Montevista Ave, Orange, VA 22960

(703) 679-1700

Property at 505 Mechanic St, Luray, VA 22835, 4 beds, 2 baths

$585,000

4 beds2 baths1,524 sq ft

505 Mechanic St, Luray, VA 22835

(540) 743-4545

Property at 194 Morton St, Orange, VA 22960, 4 beds, 1 bath

$329,900

4 beds1 bath1,800 sq ft

194 Morton St, Orange, VA 22960

(540) 672-1100

Property at 467 Vista View Rd, Stanley, VA 22851, 4 beds, 3 baths

$639,900

4 beds3 baths2,661 sq ft

467 Vista View Rd, Stanley, VA 22851

(681) 252-3002

Property at 590 N Madison Rd, Orange, VA 22960, 3 beds, 2.5 baths

$1,995,000

3 beds2.5 baths3,070 sq ft

590 N Madison Rd, Orange, VA 22960

(540) 373-0100

Property at 140 S Court St, Luray, VA 22835

$135,000

— beds— baths— sq ft

140 S Court St, Luray, VA 22835

(540) 743-4663

Vintage Homes for Sale in Madison County

There are currently 11 vintage homes for sale in Madison County at a median listing price of $470K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Madison County stay on the market for 45 days and receive 1 offers. This map is refreshed with the newest listings in Madison County every 15 minutes.

In the past month, 13 homes have been sold in Madison County. Find your dream home in Madison County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Madison County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Madison County. If you're looking to sell your home in the Madison County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Madison County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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