Charlottesville 20th Century Homes for Sale

Five Petals

Year Built: 1900

LOCATION, LOCATION, LOCATION! Renovated TRIPLEX in large house PLUS A DETACHED COTTAGE making a total of 4 RENTALS. COTTAGE is a successful short term rental on the back of the .20 acre landscaped lot. Cottage offers great privacy, one level living, laundry room, off street parking. Two of the three units in triplex are also short term rentals, nicely furnished,(will convey furnished)great for travel nurses/UVA professors (30-90 day leases),working professionals great rental history. The 4th unit a 2 bed/1 bath is rented unfurnished offers a nice large front porch, updated bath/kitchen, HVAC. All three FURNISHED rentals convey FULLY furnished (leases into spring 2025) each have one off street deeded parking spot. Property has been very well maintained. New City zoning, property allows up to 6 units By-Right, OR reconfigure to a single family keeping the Cottage as a rental. Walk to DT, Belmont Restaurants. Cottage was built in 2015 by Class A contractor w/permit. Many Updates & improvements in units. Flat landscaped .20 acre lot, all units have great privacy, own entrances/porches, no shared mechanicals. Property has been successfully rented since 2014, guaranteed income into spring 2025 with leases in place. Excellent condition

Details about Five Petals

$1,495,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Cedar Springs Farm

Year Built: 1900

Cedar Springs Farm is located in one of the most desirable and scenic areas of Central Virginia. There are several local wineries and brewery's close by. Graves Mountain Lodge and the Shenandoah National Park are within a few minutes drive. It is a rarity that such an uniquely exceptional property is available to the market. Nestled in Dulaney Hollow, and adjacent to a spring, is a circa 1900 two story farmhouse, in good condition. The five bedroom, one bath, house has a standing seam metal roof, wood siding, stone foundation and patio. In addition there are two wood burning fireplaces. A natural spring provides water to the house, and there is a septic system drainfield. Being strictly sold in "AS IS" condition. Frontage on two State roads. Property is in Forestal and Agricultural Land Use Taxation. Several small creeks, springs and pond on property. Very private yet accessible farm with un-paralleled rolling pastures and views of Old Rag Mountain, from several potential building sites.

Details about Cedar Springs Farm

$2,250,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Sedwick

Year Built: 1900

Recorded as 100 acres. Sellers selling as recorded without any adjustment for acres and houses and buildings being sold "as is" There is a small pond on the property as well as sheds and other buildings. Showings only by appointment with agent. Most all wooded with trail up the ridge. Hunting rights are leased. Ideal retreat or private living with state maintained road much of which has been recently paved.

Details about Sedwick

$525,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Greenfields Farm

Year Built: 1904

Greenfields is an historic Southern Albemarle hunting & farming estate ideally suited to outdoor enthusiasts incl' equestrians, wing shooters (turkey, dove, ducks, released quail), deer hunters & anyone who might want to take advantage of the fertile croplands. The centerpiece of this storied property is a c.1905 manor home offering 12ft ceilings, incredible woodwork, massive windows, endless fireplaces & also modern luxuries incl' his & per primary suite bathrooms & an expansive, modern kitchen. There are 3 modern, 1 bedroom aprtmnts in excellent cond. for guests or staff. In an area of noted farms & estates 25 mins from Charlottesville. Along Ballenger Creek sits the remains of Boiling Springs Grist Mill (photos in slide show), constructed in 1780 to grind local landowners' corn & whole wheat w/ millstones imported from Italy. During the Civil War Sherman's troops intended to burn the mill down however then owner WH 'Buck' Langhorne's slave Peter Jefferson poignantly & successfully pleaded that it be spared. The mill & Greenfields Farm have been owned or visited by many prominent Virginians well into the mid 1900's incl. Nancy Astor, 1st female member of the English House of Commons. 2 div. rights. Add'l 258 acres avail.

Details about Greenfields Farm

$4,250,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

High Fields

Year Built: 1908

Discover the charm of this picturesque 42-acre farm, just a scenic 10-mile drive from Charlottesville. Nestled amidst rolling pastures and tranquil woodlands, this property boasts a serene creek meandering through its expanse, alongside an enchanting antique farmhouse (c.1908). Step inside to find a tastefully updated kitchen, featuring modern wood cabinets and stainless steel appliances, complemented by three beautifully renovated bathrooms and four generously-sized bedrooms. Breathtaking elevated plateau, offering panoramic vistas of the Blue Ridge Mountains. Wake up to awe-inspiring sunrises and winding down with stunning sunsets from your future dream home perched on this majestic vantage point. Additionally, the property features a substantial barn, perfect for various agricultural pursuits, making it an ideal setting for those seeking a manageable-sized farm with the convenience of close proximity to town.

Details about High Fields

$1,695,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

La Abra Farm

Year Built: 1910

La Abra Farm, an 80 acre family farm offered for the first time in 50 years. Site of Virginia's oldest winery, Mountain Cove (winery business sold separately), La Abra is well situated to meet your farming needs. In addition, the property has a Special Use Permit for 20 self-contained RV farm stay sites! The land is composed of three distinct parcels with approximately 28 acres of woodland, 44 acres of pasture and 8 acres of fenced vineyard. The farm is well watered by streams including Dillard Creek. The 4 bedroom, 2 bath renovated farmhouse is complemented by a full array of farm outbuildings. You'll find a 27 x 72 stone "wine cellar" with room for farm events that's accompanied by a 17 x 25 farm office/visitor center, a significant 18 x 40 building used by the winery for production, as well as a variety of vintage farm buildings such as a corn crib, tobacco barn, two story office and more.

Details about La Abra Farm

$1,395,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Hillcrest Mansion & Inn

Year Built: 1910

Imagine waking up to stunning mountain view? Embrace history and opportunity at the Hillcrest Mansion Inn, a turn-of-the-century gem in Virginia's breathtaking mountains. This versatile property thrives as a successful B&B with 7 ensuite guest rooms, each promising an unforgettable stay. Imagine inheriting a turnkey operation boasting excellent reviews and a loyal clientele. But the possibilities extend beyond hospitality. Convert the mansion into a luxurious private residence, unwinding in a bygone era while enjoying modern comforts like high-speed Wi-Fi. A separate owner's quarters in the carriage house ensures privacy. The true star? The location. Hillcrest boasts mesmerizing mountain views, while charming Clifton Forge offers a vibrant small-town atmosphere. Adventure awaits just moments away: explore the George Washington National Forest, delve into history at the C&O Railway Heritage Center, or soak in the Warm Springs Pools. Hillcrest Mansion Inn – your chance to own a piece of Virginia's legacy. Live in a luxurious mountain setting, operate a thriving B&B, or create a private haven. Contact us today to explore the possibilities! Ask for improvement list - ~300K in noted renovations!

Details about Hillcrest Mansion & Inn

$1,988,888.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

New Antique Home Listing in Charlottesville!

Avon St

Year Built: 1910

City of Charlottesville Downtown Location. Super Cute 3 Bed 2 Bath Main Home & User Friendly "WorkShop" with Kitchenette & Bathroom; detached in the rear yard! The primary home has a large eat in Kitchen w Granite Counters, Stainless Appliances & Beautiful Tile Shower in the Main Level Full Bathroom. Large Laundry Mud Room off the giant rear deck. Huge Yard, Privacy Fence & separate access to Workshop. Maintain cash flow or occupy while re-designing the property for it's maximum potential! The REAL Value would be in the rezoning opportunities you can learn about here with the Charlottesville Zoning New Rules: https://charlottesville.gov/268/Zoning The alley is Able to Be Used!! The Gravel Driveway is a shared Alley and 1211 Avon is able to take advantage of the driveway access as well!! Seller Prefers a Quick & Clean Closing. Property Being sold AS IS!!!

Details about Avon St

$465,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

1st St

Year Built: 1910

Welcome to this charming historical home nestled 3 blocks from the Downtown Mall! This cute gem has captivating features and is ready for move in. It presents a fantastic opportunity for those seeking a prime location and the chance to customize their dream space. Step onto the private deck and soak in the serene surroundings. The Craftsman style and delightful coke bottle door windows exude unparalleled charm that will make you fall in love at first sight. Embrace the cozy atmosphere and appreciate the elegant moldings and stunning hardwood floors that grace the interior. With so much to offer, this home eagerly awaits your personal touch.

Details about 1st St

$635,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Hillview Farm

Year Built: 1911

Step back in time and experience the charm and beauty of this 1911 farmhouse that has been fully renovated in 2000. This picturesque home boasts three bedrooms, two bathrooms, and is surrounded by mature trees and landscape that will take your breath away. The equine facility is fully equipped and ready for horses with 15 matted stalls featuring rubber brick aisle, PVC safety bars, and six laned paddocks. Riders choose between a river bottom sand surface in the arena, or the turf jump field. The property offers unbelievable 365° mountain views of North Mountain, Green Hill, and the “saddle” between the House Mountains. Whether you're sipping your morning coffee on the back patio, or enjoying the sunset from the front porch, you'll never tire of the natural beauty that surrounds you. The original milking barn was renovated into a 1 bedroom 1 bath apartment that also has an attached lounge and half bath. Don't miss out on this one-of-a-kind property that perfectly blends history, modern amenities, and natural beauty. Come see for yourself and make this farmhouse your own piece of paradise.

Details about Hillview Farm

$1,200,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Creoch

Year Built: 1912

Creoch--Ideally located just 5 miles west of Charlottesville along the beautiful Garth Rd. corridor, this unique Albemarle estate features a grand 5-bedroom brick manor house (c.1912), a spacious 4-bedroom guest house/2nd dwelling, and a cozy 1-bedroom cottage, all on 17 picturesque acres. Privately situated at the end of a quiet country lane, the rolling acreage includes a large, fenced pasture, spring-fed pond, hardwood forest, and mountain views. The main house of over 6000 sq. ft. is an authentic Elizabethan half-timbered Tudor, with antique and reclaimed materials from the surrounding region, including hand hewn oak timbers, 200-year-old handmade brick, roofing slate and wood flooring. Inside, this magnificent home is formal in scale and proportion, yet charmingly unpretentious, warm and welcoming. The 2nd dwelling, appealingly private from the main house, has evolved into a comfortable home of 3700 sq. ft., with fine materials, generous spaces, and delightful pool area. Both homes are lushly landscaped. With magnificent scenery from an unspoiled viewshed surrounded by over 500 protected acres, Creoch’s peaceful location is absolutely unbeatable. Offered for sale for the first time in 45 years.

Details about Creoch

$3,950,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Buck Mountain Rd

Year Built: 1915

A rare find, this charming Earlysville Farmhouse rests on two pastural acres with a sprinkling of hardwoods for summer shade. Lovingly maintained, restored and modernized, this four bed, two bath home checks every box, offering tremendous flexibility as one bedroom and one full bath are located on the ground floor -as is the generously sized living room, dining room and remodeled kitchen with newer countertops and sink. Outside you'll find park-like yard space, a barn/garage and a new garden shed but you'll likely spend your evenings on the deep western facing front porch, the perfect spot to enjoy stunning sunset mountain views over the neighboring farmland. Standing seam metal roof and windows replaced in 2013 when the majority of the restoration work was completed. Some floors and interior doors refinished in the last 2 years. Located only minutes from the airport, NGIC and the Hollymead Towncenter.

Details about Buck Mountain Rd

$525,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Stunning Historic Home In Downtown Charlottesville

Year Built: 1920

Extremely rare opportunity to live on one of Downtown Charlottesville’s premiere streets just a few scenic blocks from city parks, restaurants and shopping. 1920’s character abounds in this charming light-filled home that offers original woodwork, moldings and hardwood floors, dramatic foyer with fireplace, tall ceilings, deep welcoming front porch, and a truly remarkable backyard oasis with swimming pool and wonderful entertaining spaces. 5 bedrooms and 3.5 baths, including a first floor primary suite/bath, and an elevator that services the main level and partially finished basement. With a little creativity, the walk out basement could become an in-law suite, nanny space, or teen hang out. Beautifully landscaped yard features large shade trees, mature plantings, plenty of lawn, and three off-street parking spaces! So much to love about this gorgeous home as it is, with endless opportunities awaiting a new owner’s personal touches. Offered for sale for the first time in over 40 years, this stunning residence presents a unique opportunity in an unbeatable location. Easy access to Main Street, UVA Hospital, UVA Grounds, Interstate 64, and the 250 corridor.

Details about Stunning Historic Home In Downtown Charlottesville

$1,395,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Batesville Rd

Year Built: 1920

Great small home, 1920's vintage, currently leased through 6/15/2024; the property consist of 123.13 acres. 120.13 acres in conservation easement with the potential for 2 dwellings and associated allowed dependencies. 8233 Batesville Road is a adjacent parcel, TM 84, parcel 11 containing 3 acres. Great woodland and creek area reaches up the mountain ridge behind the property. Two gorgeous knolls behind the existing home can accommodate new construction. 24 hours notice needed to show. Good timber value on the property in a forestry lease. See documents for additional information. See MLS # 650773 for additional information and photos.

Details about Batesville Rd

$1,750,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Howardsville Rd

Year Built: 1920

Welcome to your dream country estate! Nestled on 23 sprawling acres, this charming property offers the perfect blend of modern amenities and rustic charm. As you approach the house, you'll be greeted by the grandeur of a magnificent magnolia tree and a majestic maple tree adorning the front yard, setting a picturesque scene. Step inside to discover a meticulously maintained 4-bedroom, 2-bathroom home that's sure to impress. The spacious living room boasts elegant plantation shutters, inviting you to relax in style, while the warm wood floors add a touch of sophistication. Adjacent to the living room is a cozy dining room featuring a charming bumpout, ceiling fan, and more of those beautiful wood floors. Prepare to be wowed by the recently renovated kitchen, a chef's delight with granite countertops, a massive center island equipped with a wine fridge and rack, stainless steel appliances, and a convenient gas stove. Whether you're hosting a dinner party or whipping up a quick meal, this kitchen has everything you need. For those cozy evenings in, retreat to the den or unwind on the covered deck complete with fans and access to the hot tub and fenced dog yard, where your furry friends can roam freely.

Details about Howardsville Rd

$674,999.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Lee Hwy

Year Built: 1920

Restored farmhouse on 4+ acres in beautiful Rappahannock Co. Features main level gallery style living and dining rooms, 4 season sunroom, entry hall, and farmhouse style kitchen. Upper floor features 2 spacious bedrooms and newly renovated bathroom. Terrace level features Bedroom, Bath/Laundry, sunroom, large den/rec room. Property is zoned Agriculture and is located in the Commercial District. Shown by appointment only. Tenant Occupied. Owner/Licensee.

Details about Lee Hwy

$725,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Valley St

Year Built: 1920

Premier location in downtown Scottsville: 135 feet of store-frontage on Valley Street. Built in 1920, this is a mixed-use building with three apartments on the second floor and presently two separate store fronts. With over 13,000 square feet combined, this is one of the largest buildings in the downtown of Scottsville, and truly the town's centerpiece.

Details about Valley St

$800,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Buck Rd

Year Built: 1920

It's about the land. These three parcels comprise an amazing opportunity close to downtown Crozet! Build your dream home on land that has not been on the market in decades. Walking distance to Downtown Crozet, Mint Springs and so much more! The house itself needs work, and could be a great spot to fix up and live in while building your dream home, or fix up and rent as an income property

Details about Buck Rd

$970,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

9th St

Year Built: 1925

Back on Market! Great development opportunity with RN-A zoning which allows a property owner to get up to SIX units on one lot by preserving the existing building. Curb cut out already in place. The RN-A zoning district allows for a total of 2 dwelling units as a permitted use. An additional 4 dwelling units are also permitted as long as those units are affordable units. The affordable units must remain that way for 30 years and the rate in which you rent them for is dictated by the City. Walking distance to Dairy Market makes this a great opportunity! Home remodeled in 2005 and new tin roof installed at that time. Has been used as a rental for University students.

Details about 9th St

$489,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Linden St

Year Built: 1925

Unique Farm house styled home in prime location just ~1 mile from the University of Virginia Hospital, Downtown Mall, or Wegman's shopping center! Featuring classic hardwood floors and an expansive floorpan, this home has everything you need to make your own. There is a bright and open living room adjacent to the kitchen and a bedroom and full bathroom on the first floor, along with three additional bedrooms upstairs. The bedroom on the main level could also be utilized as a home office or study!

Details about Linden St

$585,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Chestnut St

Year Built: 1925

A unique opportunity to own multiple dwellings and a separate, unimproved, buildable lot in the heart of Downtown Belmont. Investor and/or renovation specialists dream! A spacious main home boasts 5 bedrooms, 3 bathrooms with second story balconies and mountain views. A cottage on the rear of the lot, provides an opportunity for endless possibilities featuring 1 bedroom and 1 bathroom, beautiful hardwood floors and private balcony off the master bedroom. The separate, buildable lot at 304 is zoned R2 per the city ordinance with the capacity to support a structure multiple stories tall! A five minute walk to the heart of Belmont’s renowned restaurant scene and 15 minute walk to the historic downtown mall.

Details about Chestnut St

$790,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Locust Ave

Year Built: 1929

Unbeatable location and move-in ready home on coveted Locust Ave in North Downtown Charlottesville. This classic brick home with great natural lighting on three levels has all the charm and character of an older home, beautifully balanced with renovated kitchen, baths, and energy efficient upgrades. Original woodwork, crown moldings, 9 foot ceilings, and built-in bookshelves. Professionally landscaped yard with mature plantings offers room for relaxation and entertaining. The home is perfectly situated on the lot for a thoughtful expansion. Exceptional primary suite with French doors easily convertible into two separate bedrooms if desired. A separate entrance and full basement bath are perfect for an in-law suite or convertible to a separate rental unit. Four private, off-street parking spots. Home is set up for Xfinity WiFi and Ting fiber internet is hardwired with connections & raceways for ethernet cables between cabinets on all three floors. Friendly and accessible community with wide streets and sidewalks. Quick access to UVA close proximity to Downtown. Recent upgrades: Energy efficient insulation (2024), New Roof (2022), replacement windows, Renovated Bathrooms (2023 and 2019), Exterior Painted (2022), new custom exterior

Details about Locust Ave

$949,900.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!