By Ryan Beals | Sumner County Real Estate | Gallatin & Hendersonville, TN

Chesapeake Harbor closed 8 sales in the past 12 months at a median of $543,000. With homes running 2,651 to 3,340 square feet built between 1998 and 2006, this is one of the larger-home communities in western Hendersonville at a price point that still sits below the direct-waterfront tier.

At a median of $543,000 with 4-to-5-bedroom homes running 2,651 to 3,340 square feet, Chesapeake Harbor delivers more square footage per dollar than most newer Hendersonville communities at similar price points. The 8 closed sales in the past 12 months ranged from $385,000 to $589,900, with all homes built between 1998 and 2006. The neighborhood is lake-adjacent in western Hendersonville, close to Old Hickory Lake and the Indian Lake Boulevard corridor.

Chesapeake Harbor closed 8 sales in the past 12 months at a median of $543,000. For a year-over-year comparison of how that figure has shifted, contact Ryan Beals directly at 629-263-0248. That context is worth having before you make an offer. The HOA in Chesapeake Harbor runs approximately $57 per month, which covers neighborhood maintenance and common area upkeep. That fee is lower than many comparable Hendersonville communities in this price range.

Location and Daily Life

Chesapeake Harbor sits in western Hendersonville, off Coarsey Boulevard near the Old Hickory Lake corridor. The neighborhood is accessible from Indian Lake Boulevard and from Long Hollow Pike, with Vietnam Veterans Boulevard (Highway 386) reachable in about 12 minutes under normal morning conditions. From there, downtown Nashville is typically 40 to 50 minutes, though that range stretches closer to 55 minutes during peak traffic windows.

The streets in Chesapeake Harbor have the feel of a well-established residential community. Homes were built over roughly an 8-year window from 1998 to 2006, which means the neighborhood has a consistent character: brick-heavy exterior construction, larger lots than newer infill communities, and mature landscaping that has had 20-plus years to develop. For buyers who have looked at newer subdivisions closer to Highway 386 and found the lots and setbacks tight, Chesapeake Harbor tends to read differently.

For more context on what $543,000 gets you across different parts of Hendersonville, the What $500,000 Buys in Hendersonville TN guide is worth reviewing. And for how lake-adjacent pricing compares to direct-waterfront in this part of the city, the Old Hickory Lake waterfront homes guide provides the waterfront tier context.

The Homes in Chesapeake Harbor

Chesapeake Harbor homes were built between 1998 and 2006. That relatively narrow window means consistent build quality across the neighborhood, with most homes using similar exterior materials, lot configurations, and floor plan styles. The original construction here was solid, which is one reason the price per square foot range of $115 to $206 stays reasonably tight for an established community.

Square footage runs 2,651 to 3,340 across the 8 closed sales, and the bedroom count is 4 to 5 for every home in the data. That size profile makes Chesapeake Harbor one of the larger-home communities in western Hendersonville at this price point. A family looking for a 4-bedroom home above 2,700 square feet in a lake-adjacent setting with an HOA under $700 per year will find fewer options at this price than the raw inventory count suggests. Most of what competes with Chesapeake Harbor at this size is either older, newer and more expensive, or farther from the lake.

Chesapeake Harbor Market Data: Closed Sales (Rolling 12 Months)

Data from RealTracs MLS. Rolling 12-month period. Closed sales only.

Getting Around Chesapeake Harbor

Chesapeake Harbor connects to Hendersonville's main road network via Coarsey Boulevard and Indian Lake Boulevard. From either street, residents reach Long Hollow Pike and Vietnam Veterans Boulevard (Highway 386) in about 10 minutes. The route to I-65 and downtown Nashville from Chesapeake Harbor is similar to other western Hendersonville lake-area neighborhoods: 12 to 15 minutes to the interstate, 40 to 50 minutes to downtown Nashville under normal conditions, closer to 55 minutes during the 7:15 to 8:30 a.m. peak window.

The buyer profile that tends to fit Chesapeake Harbor is families with children who want 4 to 5 bedrooms in an established community, dual-income households who prioritize square footage and condition over new construction, and buyers who want a lake-area feel without the full waterfront premium. The HOA keeps the common areas maintained without being prohibitively expensive, which matters for buyers comparing Chesapeake Harbor to both HOA-free and high-HOA alternatives nearby.

For school zone context in this part of Hendersonville, the Best School Zones in Hendersonville TN guide covers how the HHS zone and its feeder schools compare across the city.

Amenities Near Chesapeake Harbor

Chesapeake Harbor's lake-adjacent position means Old Hickory Lake is within a few minutes of the neighborhood. Public boat ramps and marina services are nearby for residents who want water access without a private dock. The Indian Lake Village shopping center handles grocery, dining, and daily services for western Hendersonville residents.

Drakes Creek Park and local greenway trails are accessible for outdoor recreation. For families, youth sports programming and parks facilities are available throughout the western Hendersonville area. The neighborhood's established character, combined with its proximity to both the lake and commercial services, is a combination that becomes harder to find as you move toward the newer development corridors closer to Highway 386.

Schools Serving Chesapeake Harbor

Chesapeake Harbor homes are zoned for Walton Ferry Elementary, V.G. Hawkins Middle School, and Hendersonville High School, all within the Sumner County Schools district. The HHS feeder pattern serves the western Hendersonville lake-area neighborhoods, with Walton Ferry Elementary being the primary elementary assignment for this part of the city.

Buyers prioritizing the Beech or Station Camp school zones should note that Chesapeake Harbor is in the HHS feeder pattern. For families where school zone is the primary driver of neighborhood selection, verify all current assignments directly with Sumner County Schools before making any purchase decisions based on zone.

Why Work with Ryan Beals

Chesapeake Harbor is a neighborhood where pricing accuracy depends on knowing the specific property, not just the neighborhood average. With homes built between 1998 and 2006 and only 8 closed sales in the past year, there is not a deep pool of recent comparables to draw from. The gap between the low end ($385,000) and high end ($589,900) of the range is $204,900, and that spread is driven by individual property condition and update level, not just square footage. I grew up in Sumner County and have worked the western Hendersonville market across both the lake-adjacent and inland communities.

My approach with Chesapeake Harbor buyers and sellers is the same: pull the comparables that actually match the specific property's condition and position, not the neighborhood average. If you are thinking about buying, I can help you understand whether the asking price reflects the home's update level accurately. If you are selling, I can help you price to the right buyer in the current market. Call or text me at 629-263-0248.

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