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

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OPEN SAT, 12PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Loudoun County, VA:
No HOA. A storybook setting, a charming 1941 stone Colonial, and panoramic views overlooking historic Leesburg make this 2.58-acre property truly special. With its timeless architecture, inviting cottage charm, and distinctive character that simply cannot be replicated in new construction, this lovely home offers a rare blend of classic appeal and modern convenience, less than five minutes by car from downtown Leesburg. Set on a rise, the property features a circular driveway, beautiful landscaping, and a welcoming stone walkway leading to the front entry. Inside, hardwood floors and classic architectural details set the tone. Located at the rear of the home, the classic living room feature

$995,000

4 beds3.5 baths2,936 sq ft

41025 Leesburg Overlook Ln, Leesburg, VA 20176

1941 stone colonial • Panoramic views • Bay window

(703) 408-4261

OPEN OCT 30, 3PM TO 3:15PM

ABOUT THIS HOME
Vintage Home for sale in Loudoun County, VA:
* * * AUCTION * * * List price is STARTING BID only. Price TBD at Live Auction on November 5, 2026, at 3:00 p. m. Eastern. * * * Property Tour: Friday, October 30, 2026 at 3:00 p. m. SHARP. Please contact showing contact in listing for more information. PUBLIC REAL ESTATE AUCTION EVENT The owner has relocated to a more manageable living situation, and their Power of Attorney has contracted us to market & sell this Purcellville home. Don't miss this opportunity to purchase a home in desirable Country Club Hills and transform it to fit your vision. WESTERN LOUDOUN OPPORTUNITY—RENOVATE • MODERNIZE • PERSONALIZE & BID YOUR PRICE! Live On-Site Auction w/ Live R

$200,000

3 beds1 bath933 sq ft

211 N 33 St, Purcellville, VA 20132

Galley-style kitchen • Large living room • 0.23 acre lot

(540) 775-5661

ABOUT THIS HOME
Vintage Home for sale in Loudoun County, VA:
Once upon a time in Purcellville… this sweet farmhouse sits on a coveted . 90 acre lot along G Street in the heart of town. With its welcoming front porch, pine floors, and stone foundation, this charming three-bedroom farmhouse offers both the town and country lifestyle. The large deep property features mature trees shade winding deer paths that lead to a special orchard, lovingly transplanted by the owners from a historic farm along nearby Hughesville Road. Apple, Moon Glow pear, plum, Bing cherry, white peach, Georgia Belle peach, and fig trees bring a little magic to every season. A greenhouse invites winter gardening, while a cabin tucked toward the rear of the wooded property,

$595,000

3 beds1 bath937 sq ft

211 E G St, Purcellville, VA 20132

Special orchard • Cabin • Front porch

(703) 408-4261

OPEN SUN, 12PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Loudoun County, VA:
NEW PRICE - $699,000! A fresh new look and a new opportunity to own this charming 1923 farmhouse on 3.25 acres just minutes from downtown Hamilton and Leesburg. Recent updates include fresh paint, new front porch flooring, and a brand-new septic system. Full of classic farmhouse character, the home features charming details including a wood stove and built-ins, with plenty of outdoor space for entertaining, gardening, animals, or simply enjoying the acreage. The property offers a private, secluded feel while keeping shopping, dining, and major commuter routes just minutes away. Country living without feeling far from everything - now offered under $700K!

$699,000

3 beds1.5 baths1,260 sq ft

39014 Hughesville Rd, Leesburg, VA 20175

Private acres • New paint • Beautiful views

(703) 378-8810

OPEN SUN, 12PM TO 2:30PM

ABOUT THIS HOME
Vintage Home for sale in Loudoun County, VA:
Welcome Home to this 1920 Classic Colonial in the heart of Downtown Leesburg! A rare opportunity to own a piece of history. Location, Location, Location! NO HOA! This charming home has 2 bedrooms, 2 full baths and original Hardwood Pine Floors in the living room and freshly painted!! The back yard is fully fenced with a deck and spacious patio providing outdoor space for al-fresco dining and entertaining as you unwind & relax well into the evening! The deep lot allows room for expansion! The unbeatable location is just steps away from Leesburg’s vibrant historic downtown, you’re moments from award-winning restaurants, local shops, coffee spots, entertainment, W & OD t

$582,000

2 beds2 baths1,160 sq ft

221 South St SE, Leesburg, VA 20175

Fully fenced • Deck and patio • 4,792 sq ft lot

(571) 386-1075

Property at 140 S 29th St, Purcellville, VA 20132, 5 beds, 3 baths

$869,900

5 beds3 baths3,260 sq ft

140 S 29th St, Purcellville, VA 20132

(703) 777-1170

Property at 43086 Lucketts Rd, Leesburg, VA 20176, 4 beds, 1.5 baths

$1,875,000

4 beds1.5 baths2,592 sq ft

43086 Lucketts Rd, Leesburg, VA 20176

(703) 679-1700

Property at 15605 Ashbury Church Rd, Hillsboro, VA 20132, 4 beds, 3.5 baths

$1,299,000

4 beds3.5 baths3,156 sq ft

15605 Ashbury Church Rd, Hillsboro, VA 20132

Property at 331 W Colonial Hwy, Hamilton, VA 20158, 3 beds, 2.5 baths

$699,900

3 beds2.5 baths1,428 sq ft

331 W Colonial Hwy, Hamilton, VA 20158

(703) 443-1757

Property at 303 E Colonial Hwy, Hamilton, VA 20158, 4 beds, 2.5 baths

$799,500

4 beds2.5 baths1,882 sq ft

303 E Colonial Hwy, Hamilton, VA 20158

(540) 338-4171

Property at 130 NE Fort Evans Rd NE, Leesburg, VA 20176, 4 beds, 2 baths

$1,050,000

4 beds2 baths1,562 sq ft

130 NE Fort Evans Rd NE, Leesburg, VA 20176

(703) 669-0099

Property at 37603 Little River Tpke, Middleburg, VA 20117, 5 beds, 3 baths

$1,250,000

5 beds3 baths2,140 sq ft

37603 Little River Tpke, Middleburg, VA 20117

(855) 450-0442

Property at 38936 Old Wheatland Rd, Waterford, VA 20197, 2 beds, 1 bath

$399,000

2 beds1 bath800 sq ft

38936 Old Wheatland Rd, Waterford, VA 20197

(703) 378-8810

Property at 13722 Hiddenhollow Ln, Leesburg, VA 20176, 5 beds, 2.5 baths

$1,150,000

5 beds2.5 baths2,896 sq ft

13722 Hiddenhollow Ln, Leesburg, VA 20176

(703) 229-8935

Property at 34141 Snickersville Tpke, Bluemont, VA 20135, 3 beds, 2 baths

$750,000

3 beds2 baths1,923 sq ft

34141 Snickersville Tpke, Bluemont, VA 20135

(540) 338-7770

Property at 12986 Furnace Mountain Rd, Lovettsville, VA 20180, 3 beds, 3.5 baths

$899,000

3 beds3.5 baths2,424 sq ft

12986 Furnace Mountain Rd, Lovettsville, VA 20180

(703) 777-1170

Property at 10 Church St, Round Hill, VA 20141, 3 beds, 2 baths

$624,900

3 beds2 baths2,249 sq ft

10 Church St, Round Hill, VA 20141

(703) 818-0111

Property at 35121 Bloomfield Rd, Round Hill, VA 20141, 2 beds, 2 baths

$650,000

2 beds2 baths1,210 sq ft

35121 Bloomfield Rd, Round Hill, VA 20141

(855) 450-0442

Property at 35500 Troon Ct, Round Hill, VA 20141, 4 beds, 3.5 baths

$1,440,000

4 beds3.5 baths3,162 sq ft

35500 Troon Ct, Round Hill, VA 20141

(703) 980-5586

Property at 36550 Philomont Rd, Purcellville, VA 20132, 2 beds, 3.5 baths

$1,199,999

2 beds3.5 baths4,800 sq ft

36550 Philomont Rd, Purcellville, VA 20132

(540) 687-6500

Property at 2 Quarter Branch Rd, Lovettsville, VA 20180, 3 beds, 1 bath

$435,000

3 beds1 bath1,412 sq ft

2 Quarter Branch Rd, Lovettsville, VA 20180

(703) 378-8810

Property at 17796 Harmony Church Rd, Hamilton, VA 20158, 4 beds, 2.5 baths

$899,500

4 beds2.5 baths3,087 sq ft

17796 Harmony Church Rd, Hamilton, VA 20158

(540) 338-4171

Property at 43655 Hay Rd, Ashburn, VA 20147, 4 beds, 1.5 baths

$789,900

4 beds1.5 baths2,026 sq ft

43655 Hay Rd, Ashburn, VA 20147

(703) 724-9494

Property at 14681 Rose Hollow Ln, Waterford, VA 20197, 3 beds, 2 baths

$835,000

3 beds2 baths1,440 sq ft

14681 Rose Hollow Ln, Waterford, VA 20197

(703) 818-0111

Property at 13413 Mountain Rd, Lovettsville, VA 20180, 2 beds, 1.5 baths

$535,000

2 beds1.5 baths858 sq ft

13413 Mountain Rd, Lovettsville, VA 20180

(540) 667-9097

Property at 42277 Chestnut Hill Ln, Leesburg, VA 20176, 4 beds, 3 baths

$950,000

4 beds3 baths2,300 sq ft

42277 Chestnut Hill Ln, Leesburg, VA 20176

(855) 450-0442

Property at 39307 Little River Tpke, Aldie, VA 20105, 6 beds, 3 baths

$2,295,000

6 beds3 baths2,675 sq ft

39307 Little River Tpke, Aldie, VA 20105

(703) 777-7772

Property at 15158 Berlin Tpke, Hillsboro, VA 20132, 6 beds, 4.5 baths

$8,400,000

6 beds4.5 baths7,727 sq ft

15158 Berlin Tpke, Hillsboro, VA 20132

(202) 333-1212

Property at 15483 Second St, Waterford, VA 20197, 2 beds, 1.5 baths

$539,000

2 beds1.5 baths1,778 sq ft

15483 Second St, Waterford, VA 20197

(866) 825-7169

Property at 37151 Branchriver, Hillsboro, VA 20132, 4 beds, 3 baths

$688,999

4 beds3 baths2,018 sq ft

37151 Branchriver, Hillsboro, VA 20132

(703) 669-0099

Property at 20202 St Louis Rd, Purcellville, VA 20132, 4 beds, 2.5 baths

$3,200,000

4 beds2.5 baths2,560 sq ft

20202 St Louis Rd, Purcellville, VA 20132

(540) 687-6500

Property at 14127 Harpers Ferry Rd, Hillsboro, VA 20132, 3 beds, 3 baths

$1,150,000

3 beds3 baths3,272 sq ft

14127 Harpers Ferry Rd, Hillsboro, VA 20132

(703) 777-1170

Property at 33195 Millville Rd, Upperville, VA 20184, 4 beds, 4 baths

$2,125,000

4 beds4 baths3,324 sq ft

33195 Millville Rd, Upperville, VA 20184

(540) 687-6500

Property at 301 E Main St, Purcellville, VA 20132, 4 beds, 2 baths

$859,900

4 beds2 baths2,190 sq ft

301 E Main St, Purcellville, VA 20132

(703) 431-4691

Property at 43537 Graves Ln, Ashburn, VA 20147, 3 beds, 1 bath

$1,299,000

3 beds1 bath1,614 sq ft

43537 Graves Ln, Ashburn, VA 20147

(855) 450-0442

Property at 17345 Raven Rocks Rd, Bluemont, VA 20135, 6 beds, 6 baths

$1,625,000

6 beds6 baths4,860 sq ft

17345 Raven Rocks Rd, Bluemont, VA 20135

(571) 386-1075

Property at 37961 Forest Mills Rd, Leesburg, VA 20175, 6 beds, 4 baths

$3,649,500

6 beds4 baths6,321 sq ft

37961 Forest Mills Rd, Leesburg, VA 20175

(703) 999-4747

Property at 37860 Charles Town Pike, Hillsboro, VA 20132, 4 beds, 2 baths

$870,000

4 beds2 baths1,760 sq ft

37860 Charles Town Pike, Hillsboro, VA 20132

(855) 456-4945

Property at 18189 Sands Rd, Purcellville, VA 20132, 6 beds, 4 baths

$1,500,000

6 beds4 baths4,220 sq ft

18189 Sands Rd, Purcellville, VA 20132

(855) 450-0442

Property at 245 W Market St, Leesburg, VA 20176, 3 beds, 1 bath

$695,000

3 beds1 bath1,418 sq ft

245 W Market St, Leesburg, VA 20176

(703) 443-1757

Property at 36660 Heskett, Hillsboro, VA 20132, 4 beds, 3.5 baths

$1,405,000

4 beds3.5 baths4,100 sq ft

36660 Heskett, Hillsboro, VA 20132

(571) 386-1075

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Vintage Homes for Sale in Loudoun County

There are currently 57 vintage homes for sale in Loudoun County at a median listing price of $760K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Loudoun County stay on the market for 47 days and receive 1 offers. This map is refreshed with the newest listings in Loudoun County every 15 minutes.

In the past month, 344 homes have been sold in Loudoun County. In addition to houses in Loudoun County, there were also 190 condos, 703 townhouses, and 2 multi-family units for sale in Loudoun County last month. Find your dream home in Loudoun 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 Loudoun County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Loudoun County. If you're looking to sell your home in the Loudoun County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Loudoun 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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