Overlook Condominiums Charlottesville VA For Sale
Affordable Charlottesville Condos in Pantops Near State Farm and Sentara Martha Jefferson Hospital
No properties found
Recently Sold Overlook Charlottesville VA Condos
1604 Monticello Ave H Charlottesville, Virginia
2 Beds 2 Baths 829 SqFt
1606 Monticello Ave G Charlottesville, Virginia
2 Beds 2 Baths 829 SqFt
1604 Monticello Ave F Charlottesville, Virginia
2 Beds 2 Baths 829 SqFt
1610 Monticello Ave C Charlottesville, Virginia
2 Beds 2 Baths 870 SqFt
1602 Monticello Ave E Charlottesville, Virginia
2 Beds 2 Baths 829 SqFt
Monticello Overlook Condominiums Charlottesville VA consists of 19, older, affordable, two-bedroom condos located on the side of Pantops Mountain within walking distance of Sentara Martha Jefferson Hospital and State Farm.
Development Size: 19 condominiums
Condo Sizes: 2 beds/ 2 baths
Square Footage: 926-1,251 sq ft
Garage: none
Year Built: 1985
2025 HOA Fees: $384 a moth with a $71 set-up/ transfer fee.
2025 HOA Fees Cover: Trash Pick-up, pool maintenace, Water & Sewer, Exterior Maintenance, and Area Maintenance
HOA Management: BlueSky Property Management
2025 Sales: 0
2023-2025 Sales: 4
Median Sales Price: $241,000
Median Days on the Market: 2
Amenities: pool and dog walk.
Parks Nearby: Darden Towe Park
Charlottesville Public Schools that serve Overlook Charlottesville Condominiums are Stone-Robinson Elementary, Burley Middle, and Monticello High schools.
Location: East side of Charlottesville on the side of Pantops Mountain.
Directions: Route 250 East towards Pantops, right onto Riverbend Drive, go .14 miles and take left onto South Pantops Drive, then .58 miles to property on the right. There is a sign at the parking lot entrance.
Discovering Overlook Condominiums: Your Gateway to Pantops Living
By Toby Beavers, Charlottesville Realtor since 2003
After more than two decades helping folks find their perfect Charlottesville condo, I’ve developed a deep appreciation for communities that offer genuine value without sacrificing location. Overlook Condominiums in Pantops (on the eastside of Charlottesville) consistently stands out as one of those hidden gems that savvy buyers often overlook, until they discover what this well-maintained community truly offers.
Overlook Condominiums Charlottesville VA for Sale – Built for Convenience
Nestled on South Pantops Drive and constructed during the 1980s, Overlook Condominiums delivers something increasingly rare in today’s market: maintenance-free living within walking distance of major employers. I’ve watched Pantops transform over my career, and this community has remained a stable, attractive option through every market cycle.
The entire development features a consistent floorplan, two bedrooms and two bathrooms with screened porches, which creates a cohesive neighborhood feel. Units typically range from approximately 1,000 to 1,300 square feet, offering comfortable living spaces perfect for professionals, small families, or those looking to downsize without sacrificing quality.
The Pantops History & Advantage
Understanding Pantops means appreciating its unique history. Thomas Jefferson purchased land here in 1777, naming it “Pantops”, derived from Greek words meaning “all seeing”, a reference to the area’s commanding views. That historical perspective remains relevant today, as residents continue enjoying those same sweeping vistas of the Blue Ridge Mountains that Jefferson admired centuries ago.
The story of Pantops mirrors Charlottesville’s evolution, with former farmland gradually developing into a thriving suburban community. What sets this area apart is how development occurred thoughtfully, preserving natural beauty while creating accessible amenities.
Overlook Condominiums – Unbeatable Location Benefits
The walkability factor here is exceptional. Residents can walk to State Farm’s regional operations and Sentara Martha Jefferson Hospital, two of Central Virginia’s largest employers. For my clients working in healthcare or insurance, this proximity translates to genuine quality-of-life improvements, imagine eliminating your daily commute entirely.
Pantops Shopping Center sits just minutes away, offering Giant supermarket, Starbucks, dry cleaning services, and numerous restaurant options. I’ve had countless buyers tell me that convenient grocery shopping ranks high on their priority list, and Overlook Condominiums for sale delivers admirably.

Darden Towe Park provides trails leading to Riverview Park along the Rivanna River, creating natural recreation opportunities right in your backyard. The river itself offers kayaking, fishing, and peaceful outdoor experiences that help balance the convenience of suburban living with nature’s tranquility.
Views That Inspire
One aspect that consistently impresses prospective buyers is the scenery. From various vantage points in Pantops, you can enjoy spectacular views of the Blue Ridge Mountains. Many Overlook units feature these vistas, particularly from those screened porches, perfect for morning coffee or evening relaxation while taking in the mountain backdrop.
Living at elevation on Pantops Mountain means you’re treated to sunsets that paint the sky behind those ancient peaks, creating daily moments of natural beauty that never grow old. After twenty-tw0 plus years showing properties across Charlottesville, I can confidently say these views rival anything you’ll find in our area.

Community Amenities and Character
Overlook maintains a community pool where residents gather during summer months, fostering neighborly connections in an increasingly disconnected world. The community is recognized for its manicured surroundings and well-maintained structures, reflecting pride of ownership that extends throughout the development.
This maintenance quality matters enormously. I’ve seen communities deteriorate when residents don’t invest in upkeep, but Overlook has consistently maintained high standards, protecting property values and ensuring a pleasant living environment.
Smart Investment Considerations
Recent sales have ranged from approximately $162,000 to $272,000, positioning Overlook as an accessible entry point into Charlottesville-area real estate. For buyers priced out of downtown or newer developments, this represents an opportunity to establish roots in a desirable location without overextending financially.
The condominium format means lower maintenance responsibilities, no lawn mowing, no exterior repairs to coordinate, while HOA fees cover common area upkeep. For busy professionals or those seeking simplified homeownership, this arrangement offers significant lifestyle advantages.
Why Overlook Condominiums Charlottesville VA for Sale Works
Throughout my career, I’ve learned that the best new Charlottesville condos combine practical benefits with intangible qualities that make a house feel like home. Overlook Condominiums for sale achieves this balance beautifully.
The location provides daily convenience, the views inspire appreciation for our beautiful region, and the community maintains standards that preserve long-term value.
Whether you’re relocating to Charlottesville for employment at State Farm or Martha Jefferson, downsizing after years in a larger home, or seeking an affordable entry into this market, Overlook deserves serious consideration.
It’s not the flashiest option, but it consistently delivers what matters most: comfortable living in a well-positioned, well-maintained community.
If you’re interested in exploring what Overlook Condominiums Charlottesville VA for sale might offer, I’d welcome the opportunity to show you around and discuss how this community might fit your specific needs and goals.
Toby Beavers has served Charlottesville-area condo buyers and sellers, bringing local expertise and market knowledge to every transaction.
Toby, a savvy Charlottesville realtor since 2003, may be reached by text or phone at 434-327-2999
