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!

New Antique Home Listing in Charlottesville!

Belmont Ave

Year Built: 1900

Great house in an optimal location! A superb victorian on one of the best streets and block of the desirable North Belmont neighborhood. The 3 bedroom 2 bath house 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 brand new floor plan, features, appliances and fixtures. New high end storm windows. Walk around the tree lined block to the popular Downtown Belmont, neighborhood parks, local schools, or stroll just several more blocks to downtown Charlottesville and the pedestrian mall. Rare opportunity for a unique, exceptional property. Location x3! The real deal!

Details about Belmont Ave

$985,000.

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

New Antique Home Listing in Albemarle!

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!

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!

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. Located only 14 Minutes from I-64. Located approximately 30 minutes from Charlottesville and 40 Minutes to Richmond.

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

$650,000.

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

New Antique Home Listing in Mathews!

Brighton Ln

Year Built: 1911

Discover the epitome of waterfront living with this exceptional 6.7-acre property nestled along the picturesque East River in Port Haywood, Virginia. Boasting unparalleled views and serene surroundings, this is where tranquility meets timeless charm.Welcome home to a meticulously maintained farmhouse offering 2 bedrooms and 1 bathroom, where every detail exudes warmth and character. From the inviting front porch to the cozy interior spaces, this home beckons you to unwind and embrace the simple pleasures of country living. One could put in their own dock with direct access to the East River. Whether you're savoring the stunning sunsets from your waterfront oasis or exploring the lush grounds, there's no shortage of opportunities to reconnect with nature and create lasting memories. With direct access to the East River, Mobjack Bay, and the Chesapeake Bay beyond, this home offers endless possibilities for water enthusiasts. Whether you're casting a line for the day's catch, embarking on a leisurely kayak adventure, or simply soaking in the waterfront vistas, every day is an opportunity to embrace the beauty of coastal living.

Details about Brighton Ln

$449,000.

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

New Antique Home Listing in Mathews!

Mobjack Farm

Year Built: 1911

Embrace the charm of historic Mathews, Virginia, with this captivating waterfront farmhouse nestled along the serene East River, just off the picturesque Mobjack Bay. Welcome to a timeless retreat where the allure of country living meets the allure of waterfront bliss.This enchanting property boasts a classic 1911, 3-bedroom farmhouse, exuding character and warmth at every turn. Imagine waking up to panoramic views of the tranquil river and basking in the gentle whispers of nature from your own two private docks. With its rich history and rustic charm, this farmhouse invites you to create memories that will last a lifetime. Spanning across 22 sprawling acres of prime land, this farm offers ample space for your agricultural dreams to flourish. Whether you're envisioning a thriving orchard, a vibrant vineyard, or simply relishing in the joys of sustainable living, the possibilities are endless. With its fertile soil and idyllic surroundings, this is a haven for both seasoned farmers and aspiring homesteaders alike. Beyond its own borders, this property grants you exclusive access to the Chesapeake Bay and beyond. Explore the endless waterways, indulge in water sports, or embark on a leisurely cruise along the bay.

Details about Mobjack Farm

$649,000.

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!

Lewis Mountain Rd

Year Built: 1920

Nestled in the highly coveted Lewis Mountain neighborhood, this home offers unparalleled convenience. Beautifully renovated and updated 4 bed, 3.5 bath city bungalow exuding historic charm and modern comfort in one of the most desirable neighborhoods. Sunlight fills the spacious interiors, highlighting the original details alongside contemporary upgrades. Airy and open front porch with new roof and a gorgeous, flat & fenced backyard — perfect for outdoor entertaining and gardening. Tucked away in this neighborhood of historic homes, a stone’s throw from all the University has to offer. Walk to UVA games, concerts, restaurants, UVA hospital and more. Historic Downtown Mall, Barracks, as well as Farmington and Boarshead County Clubs - all just only minutes away. A dream home.

Details about Lewis Mountain Rd

$1,250,000.

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

Unique Property! 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!

New Antique Home Listing in Charlottesville!

10th St

Year Built: 1922

This beautiful brick classic American foursquare is ideally located in midtown just a short walk from the University of Virginia, The Dairy Market and other Preston Ave attractions, the prized restaurants on West Main St, and the Downtown Mall. Tasteful updates marry perfectly with the home's stunning period details, such as newly refinished hardwood floors, beautiful restored trim work, glass paned french doors, high ceilings, and more. Private parking in the rear of the home (room for 4 cars!) offers easy entry into the renovated kitchen which features custom built-in cabinetry and a beautiful soapstone island with gas range and 2 Fisher Paykel dishwasher drawers. The grand entry foyer is a room of its own and leads to the inviting living room with gorgeous handcarved mantle above the woodburning stove. Upstairs are 3 main bedrooms (and a potential 4th currently being used as an office) as well as the full bath and a charming sleeping porch to the rear. Ample storage in both the walkup attic and basement. The quiet and fully fenced yard to the rear, a 100 year old rose arbor, and a sweet porch swing offer a welcome refuge to unwind at the end of the day. New AC unit 2023, exterior of home recently repainted 2024, & much more.

Details about 10th St

$600,000.

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!

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!

University Cir

Year Built: 1928

OPEN SAT 2-4! Don't miss this truly special property on an iconic circle just steps from the University! Spectacular Georgian Revival-style home feat. flemish bond brick exterior, slate roof, diamond shaped leaded glass windows + multiple porches. Inside, CHARACTER at every turn in a grand 4-over-4 design w/ gracious spaces, dramatic 10' CEILINGS, heartpine floors + built-ins. Recent RENOVATED KITCHEN + REIMAGINED PRIMARY SUITE inc. new stunning bathroom. 3 add'l bedrooms, sleeping porch + reading nook complete the 2nd flr. Incredible potential to finish huge WALK-UP ATTIC with soaring ceilings (13 ft at ridge) or use now for storage. Bright TERRACE LEVEL APARTMENT is ideal for add'l income or au pair/guest quarters. Fantastic grassy backyard perfect for entertaining or play. Ample off-street parking plus detached GARAGE. These homes rarely come available!

Details about University Cir

$1,895,000.

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

Lexington Ave

Year Built: 1928

Nestled in walkable North Downtown, this renovated historic gem boasts of charm and modern amenities. Situated on an elevated, professionally landscaped lot, the allure of this property is evident from the moment you step onto the inviting front porch. As you enter the foyer, you're greeted by the grandeur of nine and a half-foot ceilings, original hardwood floors, and the abundant natural light streaming through large windows. This meticulously crafted 3-bedroom residence offers a rare and luxurious first-floor owner's suite, complete with a generously-sized walk-in closet, a rejuvenating walk-in shower, and the cozy ambiance of a gas fireplace. The main living space boasts a desirable open floor plan and a newly renovated kitchen, providing the perfect setting for both intimate gatherings and lively entertaining. The converted porch offers a versatile flex space for an office, play nook, or hobby corner. Additionally, ample walk-in attic storage provides convenience and practicality, ensuring that every inch of space is utilized efficiently. Ample off street parking with Tesla charger in place. *R-B zoning. The unseen systems have not been forgotten with brand new HVAC (2023), water heater (2019), boiler (2016) and newer roof.

Details about Lexington Ave

$995,000.

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