Charlottesville 20th Century Homes for Sale

Awesome Valley View Farm

Year Built: 1900

AWESOME well maintained farmhouse sits on over 86 expansive acres! This property embodies the idyllic farm setting you've always envisioned, complete with stunning Blue Ridge Mountain views. Farmhouse features 2600+ sqft, spacious detached garage with bonus room, silo, barn, wooded areas, lush pastures with tree-lined fencing, ponds, and abundant wildlife for hunting enthusiasts. The main house welcomes you with a broad front porch offering a perfect vantage point for enjoying sunsets. Inside, you'll find soaring ceilings, generously sized rooms, and mountain views from nearly every room. Foyer leads to cozy living room that seamlessly transitions into an eat-in kitchen. Formal dining room showcases views of Massanutten, while a first-floor bedroom and bathroom add convenience. The mudroom, also on first level, includes laundry closet, and a back staircase leading to the primary bedroom upstairs. The second floor houses a total of 3 bedrooms, including a primary bedroom en-suite. Relax in the evenings in the hot tub or by the firepit on the back patio to unwind. This property is conveniently located near various outdoor activities, wineries, and Massanutten Resort. FULLY FURNISHED & TURN KEY Owner financing/lease purchase only.

Details about Awesome Valley View Farm

$1,395,000.

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

South Spotswood Trl

Year Built: 1900

Spectacular investment opportunity with the announcement of future Amazon data center campus in Louisa County's technology overlay district. Amazon web services will create hundreds of jobs for area. Located within a mile of Gordonsville, this property offers 72.71 acres of which 60 acres are tillable, 3 ponds, and a 2-story farmhouse with 3 bedrooms and 1.5 baths. Location would be perfect for event venue, vineyard, brewery, horse farm or subdivision. Several massive mature oak trees are located on the property. Outbuildings include an old tobacco barn and grain bins that will hold up to 6,000 bushels. Predominately open rolling land currently used for crops. Views of Cameron Mountain can be enjoyed from the rear field. Property has Three-Phase power in place.

Details about South Spotswood Trl

$1,399,000.

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

Thoroughfare Farm

Year Built: 1900

Thoroughfare Farm-Exceptional 69-acre property with stunning (deed protected) views of the Blue Ridge Mountains in front and Thoroughfare Mountain behind. The fully renovated C.1900 house has all the charm of an older home, while being completely updated with modern amenities. Whether you are looking for a forever home or a weekend retreat this property has it all. Easily accessible from Route 29, yet totally private, with a heated pool, hot tub, fire pits and incredible views in all directions. The house has an easy open flow with very generous rooms, a large deck and enormous screen porch that overlooks the pool and Thoroughfare Mountain. A 4-stall barn (currently home to miniature goats and chickens), large shed, lovely gardens and a one-acre spring fed pond complete the picture. 8 acres of manicured lawns and the rest in cow pasture, hay, and woods, currently taken care of by a local farmer who can convey! Roof, windows, well, pool heater and filter, appliances, and hot tub all new in the last 5 years. Extensive road frontage and subdividable. Can be sold furnished, partially furnished, or unfurnished. Significant short term vacation rental history.

Details about Thoroughfare Farm

$1,445,000.

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

Belmont Ave

Year Built: 1900

Great house in an optimal location! A flagship victorian on one of the best blocks of the desirable neighborhood of North Belmont. The 3 bedroom 2 bath house has wonderful sunny rooms and spaces, and features a copper roof with integral gutters, metal siding, paved driveway, rear deck, wrap around porch, attic and basement space, and dual fuel zoned central AC/heat. Freshly renovated by architect owner with new floor plan, features, appliances and fixtures. New storm windows for the entire house. Walk around the tree lined block to the popular downtown Belmont, neighborhood parks, and local schools and churches, or stroll just several more blocks to downtown Charlottesville. Rare opportunity for an exceptional property. The real deal!

Details about Belmont Ave

$875,000.

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

Spring Cove

Year Built: 1904

Spring Cove ~ Peace and tranquility can be found at this quaint country retreat with several great building sites offering spectacular Blue Ridge Mountain views overlooking two spring-fed ponds. The property is cradled by mountain woodlands reaching to high elevations. A small modest cottage sits at the edge of one pond with views over a second pond with a panoramic Blue Ridge Mountain view. This property offers several homesites for a main house and additional dwellings. The possibilities are endless. The homestead is flanked by fresh mountain streams on each side. Truly a haven for wildlife with mostly mature hardwood forest with some areas of pine as well. Property climbs to the top of Gibson Mountain at 2220+/- feet in elevation. 600-acre Patricia Ann Byrom Park is nearby with great access to the Shenandoah National Park. 2024 Albemarle County Assessment = $1,597,700. Property is under land-use taxation.

Details about Spring Cove

$1,100,000.

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!

New Antique Home Listing in Albemarle!

Mayfield

Year Built: 1905

Introducing Mayfield, a picturesque Virginia farmhouse set on a tranquil knoll amidst 5+ acres in North Garden. Built in 1905, this charming residence exudes New England-style elegance, offering stunning pastoral views of neighboring farms from every vantage point. Named after Eleanor May, the esteemed previous owner and the first female professor appointed at UVA’s Darden Business School in 1970, Mayfield embodies a rich legacy of refinement and sophistication. Eleanor's influence is evident in the architect-designed additions, handcrafted built-in cabinetry, and mature specimen trees she planted, imparting a classic New England sensibility to the property. Recent enhancements by the current owner include the addition of dry stack stone walls along the tree-lined drive and perennial borders surrounding the house. Conveniently located just 12 miles from the Rotunda, 5 miles from the Batesville Store with live music, and 1 mile east of Pippin Hill Vineyard, Mayfield offers a rare opportunity to embrace the epitome of Virginia living.

Details about Mayfield

$1,250,000.

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

Advance Mills Rd

Year Built: 1905

Step into a world of living history within this meticulously updated and renovated classic farmhouse. Surrounding the home is a haven of privacy & stunning hardwoods, and a rich variety of plantings. The expansive porches, decking & patios embrace the residence, affording multiple vistas of the lush yards & glimpses of the shared pond nestled just beyond the rear yard. The detached garage is accessible to house by patio. Upon entering the home via the covered front porch, the sense of history is evident by the fireplaces and the charm of historic homes. The kitchen merges w/the dining area & sunroom that offers a view of the backyard. The 1st floor is the primary bedroom and is joined by an updated bath. The main staircase leads to the 2nd floor foyer & opens the way to 3 additional bedrooms and a full bath. The largest of these could easily double as an upstairs family room for more living space. An additional staircase connects the larger bedroom to the kitchen area at the rear of the home, adding a touch of character. Exceptional upkeep and profound care; the current owners have meticulously maintained the property. The grounds also feature multiple outbuildings, enhancing the overall appeal and functionality of the property.

Details about Advance Mills Rd

$799,500.

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!

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

$2,000,000.

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

Yanceyville Rd

Year Built: 1910

This property is located in-between I-64 and the town of Louisa, a perfect location for a commuter to Richmond or Charlottesville to enjoy a large tract of land and a classic farmhouse. You can make this into your dream farmhouse and enjoy over 127 acres of unique land which includes a large creek, rolling hills, and loblolly pine planted in 2011. There is a small creek on the property which runs into a much larger Beaver Creek that runs the whole length property. The house, built in 1910, can be accessed by driveway at 4006 Yanceyville Rd and also can be accessed on the backside of the property off of CCC Rd which is off of Mt Airy Rd. The house has been well up-kept for its age. This is perfect place for someone looking to put their own personal touch on a home with over 1700 sqft and 127 acres. It has large rooms and 9 ft ceilings, new water heater, and electrical panel. Equipped with a heat pump and central a/c. Stairs leading up to an open attic that has potential for more finished space. Tenant is currently living in the residence, please text/call to make an appointment to view the property. Home sold “as-is”. Located only 14 Minutes from I-64.

Details about Yanceyville Rd

$599,000.

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!

Oak Hall

Year Built: 1918

Historic, nearly 52-ac waterfront sporting country estate, "Oak Point Farm" is ideally situated on the coveted North River, just minutes from historic Gloucester Courthouse and access to the Mobjack & Chesapeake Bays. A classic Greek Revival Mano, "Oak Hall" (c. 1918) has 5 bedrooms/4.5 baths, including a large master with ensuite bath and walk-in closet as well as an independent guest/in-law apt above a 3 bay garage. 10 (9 gas) fireplaces including classic oyster roasting fireplace in garage. Dependencies and Amenities: 2 bedroom/1 full bath guest cottage with full kitchen, guest lodging w/ full bath, salt water pool, 1800 lin. ft on the North River with a grandfathered permit for large deepwater access dock.

Details about Oak Hall

$2,500,000.

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

$1,499,000.

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!

Old Fifteen Rd

Year Built: 1920

Over 8 acres of mostly open (some fenced) property with an updated two-story Colonial home as well as studio apartment above garage! New Kitchen Remodel (WOW!!) and New Replacement Windows, and recently Updated Bathrooms, too! Two zone HVAC, Wood Floors, Front and Rear porches, and a Slate Roof to tie in old with new, classic with modern conveniences, and peace with accessibility. Garage and Studio Apartment were added in 2019, and the HVAC is served by Mini Split system. Property is commutable to Charlottesville and Richmond, or you can easily work from home. The studio apartment would make a great office or AirBnB! Home has 3 bedrooms, with 2 full bathrooms and nearly 2500 sq feet of large, open, sunny rooms, and studio has bath, kitchen, bed/living area, and stack-able laundry. Property has a fenced area and is currently home to a family of goats. So bring your furry friends and experience country living here!

Details about Old Fifteen Rd

$439,900.

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

Blue Ridge Ave

Year Built: 1920

Superb location in the Heart of Crozet with MOUNTAIN VIEWS! Great value for a CHARMING home within walking distance to downtown Crozet. This ONE LEVEL LIVING home has lots of updates...New siding, refinished front porch, new windows, vapor barrier & insulation in crawl space, new flooring, new paint, refinished bathroom, gutters & downspouts, and facia board, all completed 2017-2018 timeframe. The roof, HVAC and kitchen remodel completed in 2003. The home is mostly fenced in and sits on over half an acre with detached garage, workshop, garden house, and shed. Home also conveys with above-ground POOL with new liner(2023), new pump & control board(2022). DESIRABLE WESTERN SCHOOL DISTRICT! Come see this wonderful property in this charming Crozet neighborhood!

Details about Blue Ridge Ave

$442,500.

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

$699,000.

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

Altamont St

Year Built: 1920

Beautiful light-filled North Downtown home with stunning sunset views (420 Altamont St) and a separate City lot (424 Altamont St) with two off-street parking spots, sold together. 3 BR, 1.5 BA, two stories on a basement. 5 minute walk to Downtown Mall. 9' high main floor ceilings. Ting internet. Meticulously maintained with original wood floors and brass details, front porch on quiet street, sunny garden area, plenty of basement storage with work space. Gas powered steam radiator heat, wood-burning fireplace, 2024 electric panel, and 2015 roof. See attached plat and new zoning code. Both lots are R-A and in the Architectural Design Control District. City allows a Boundary Lot Adjustment to turn lots 90 degrees to create one lot spanning Altamont St and another separate lot along McIntire Rd. Both lots can also be combined to add onto existing house or maintain as is with large wooded backyard.

Details about Altamont St

$750,000.

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

Jefferson Park Ave

Year Built: 1923

Rare opportunity to own a piece of Charlottesville history. 1st time on the market! Nestled in the heart of Fry Springs's neighborhood, this well cared for 100 yr old stone bungalow is a true gem. 2 Bedrooms/1 Bath offers a blend of vintage and modern comfort. Lg rooms, high ceilings, original woodwork, oak flooring and plaster walls throughout. The 21 windows placed throughout the home floods each room with natural light. Entering the home from the 243 sq ft covered front porch, you are welcomed with the original stone fireplace which is the focal point of the LR. Recent updates include - new HVAC system, new electric water heater and a new 50 yr faux slate roof, house rewired in '82, water/sewer lines in house replaced in early 2000's, spacious DR and spacious sunroom make for many enjoyable hours entertaining. The 1 car garage with a studio is grandfathered and could make for office space or artist studio. Off St. parking and partially fenced. Located in highly desirable neighborhood near the grounds of UVA, and steps to stadium and UVA hospital, Historic Downtown Ch'ville & Barracks Rd Shopping Center. Great potential for renovation awaits those looking for a truly unique and one of a kind property.

Details about Jefferson Park Ave

$679,900.

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

Monticello Ave

Year Built: 1925

Charming farmhouse in the heart of Belmont! Amazing and desirable location walkable to downtown Charlottesville, downtown Belmont, Clark Elementary School, and Belmont Park; central to UVA Hospital, The Wool Factory, and easy access to I-64. A covered front porch complete with swing welcomes you and your guests. Large, nearly level, fenced back yard with a lovely shady tree is perfect for entertaining and pets. House is spacious and full of natural light. A quirky upstairs offers 2 bedrooms plus an office/study/playroom/nursery attached to one of the bedrooms. 2 full bathrooms and off-street parking. Home is move-in ready, Whole house was remodeled in 2008, and with a few cosmetic upgrades it can be a real cozy home. Electrical panel upgraded in 2023, was intended for a jacuzzi but can easily be changed to an electric car charging system.

Details about Monticello Ave

$420,000.

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

New Antique Home Listing in Charlottesville!

Cherry Ave

Year Built: 1925

An exciting investment opportunity to own a property with side street access that allows up to 6 units in the new R-B zoning. Due to its excellent location, the property has been a very successful rental. Walking distance to downtown, UVA, West Main and Smith Aquatic Fitness Center. Cherry Ave is located on a bus route. It is a short drive to I-64 and 5th street station. There are four, potentially five(smaller vehicles) off-street parking spaces, making this a very desirable rental. Home has been well maintained and loved by long-term tenants. This spacious downtown home features hardwood floors, a metal roof, AC, updated windows, large bedrooms and a master bedroom on the first floor. This home has a large backyard and a garage/workshop/storage area with power.

Details about Cherry Ave

$500,000.

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

Linden St

Year Built: 1925

Beautifully restored 'Farmhouse', in the City. Relaxing walk, or bike-ride, to UVA, the Medical Center, and to Downtown. Four bedrooms, all with walk-in closets - two have en-suite bathrooms, including one on the main floor and the other has a soaking tub and separate walk-in shower. This is a quiet location with great mountain views - very peaceful ambiance in which to relax. Front porch and large deck at the side of the house which is also accessed by French doors from the Family room, looking to the views. Original wood floors are refinished. The large gourmet kitchen, with Stainless-Steel appliances, has a HUGE pantry, and separate Laundry room. You'll enjoy the spaciousness of this characterful, charming, private and accommodating home which was originally a one story and a second floor was added in the recent past.

Details about Linden St

$635,000.

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

New Antique Home Listing in Charlottesville!

9th St

Year Built: 1925

Great development opportunity with RN-A zoning which allows a property owner to get up to three units on one lot by preserving the existing building on the site while building a new one. They could get up to six units on the lot if the bonus units are affordable to households at 60% of the local Area Median Income. There is a curb cutout already on the 2nd lot! 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

$699,000.

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

Upper Rivermont Ave Historic District

Year Built: 1925

This home is truly an Architectural gem! Designed by the prominent Craighill & Cardwell with all the attention to detail. Located in a most sought after location on the corner of Rivermont Avenue and Lee Circle. Charming iron fence leads you to an inviting covered entry. There is a separate side lot that is included full of wonderful boxwood and gardens. Gracious entry foyer flanked by large living and dining rooms plus light filled sunroom with fireplace. Special features include extensive moldings, hardwoods, walk up attic and high ceilings. Kitchen boosts butlers pantry and breakfast area with fireplace. Den with soaring ceilings, bookcases and stone fireplace. Upstairs has 4 wonderful bedrooms with large windows and another on main with bath. All bedrooms have easy access to bathrooms. Basement has lots of great storage. Exterior has recently been painted and slate and metal roofs have had recent updates. This is your opportunity to live on the Avenue in the heart of Peakland!

Details about Upper Rivermont Ave Historic District

$750,000.

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