Lot 29 Connemara Overlook Drive, Hendersonville
Listing courtesy of Howard Hanna Beverly-Hanks. sarah.smith@howardhannatate.com
828-382-9611
Frisbee Real Estate, LLC
Picking a subdivision that actually fits your lifestyle—well, that's not always as straightforward as it sounds. You have to weigh everything from the vibe of the community to the nitty-gritty of daily living.
Trenholm Woods in Hendersonville, North Carolina, is a single-family home community in the village of Flat Rock built between 1984 and 2004. Homes here range from about 2,470 to 7,809 square feet, and the monthly HOA fees are $67.
The subdivision is in the village of Flat Rock but sits close to downtown Hendersonville, plus you've got the Blue Ridge Mountains just a hop away and Carl Sandburg Home within walking distance. It's one of those spots where you get a bit of everything—urban perks and mountain access.
Trenholm Woods could be a fit if you want a quiet, established neighborhood with custom homes and tree-lined streets. There's a certain charm in being so close to both mountain escapes and city conveniences, but it's worth asking yourself if the modest HOA and the limited number of homes for sale work for you.
It's tucked in Henderson County, so you get quick trips to downtown Hendersonville but still feel like you're living in a residential bubble surrounded by trees and nature.
Trenholm Woods has its own personality, shaped by decades of residents and a mix of homes built from the mid-80s to early 2000s. The $800 annual HOA fee keeps things tidy and the neighborhood looking good.
The vibe here is pretty close-knit, but not in an overbearing way. Tree-lined streets make it a nice place for a stroll, and you might bump into neighbors out walking or chatting on the sidewalk.
You'll find a mix of families and retirees, most of whom seem to appreciate the peace and quiet. Community events pop up now and then, but how involved you get is really up to you.
People care about appearances—common areas are maintained, and that low, steady HOA hints at shared priorities. If you're more private, the bigger lots mean you can keep to yourself if that's your style.
It's not a place where everyone's in your business. You can be as social or as private as you want, honestly.
Homes here are a mixed bag in terms of size, from 2,470 to 7,809 square feet. Built between 1984 and 2004, so expect some homes to have that vintage flair—maybe a little updating here and there, depending on your taste.
Architecturally, there's no cookie-cutter look. You'll see a range of styles, and most lots are wooded, giving you some nice privacy. As of the latest info, most listings are resales, and there's at least one lot for sale at $125,000.
Some of the bigger, upgraded homes have sold for over $3,000,000. What you need in terms of space and budget will pretty much decide what fits.
The Blue Ridge Mountains aren't right outside your door, but they're close enough for regular outdoor adventures—think hiking, biking, or just soaking in the views.
Within the neighborhood, mature trees and landscaping give it a lush, green feel. If you've got kids, there is Flat Rock Park nearby for outdoor play.
Downtown Hendersonville is just a few minutes away, so you don't have to pick between nature and convenience. If you're looking for total mountain seclusion, though, this isn't quite that—it's more about access and views than being off the grid.
Living in Trenholm Woods means you get a blend of nature and city perks. The real estate market here has its own quirks, so it's smart to look at how prices and availability line up with your plans.
Knowing where the neighborhood sits in relation to Hendersonville's shops, restaurants, and other essentials is key to figuring out if it meshes with your routine.
Trenholm Woods is in the Flat Rock area, so you get that wooded privacy but you're not far from the action. Near Carl Sandburg Home, Flat Rock Playhouse and the Village of Flat Rock. Downtown Hendersonville shopping, dining, and cultural spots are just a short drive away.
With the Blue Ridge Mountains nearby, you've got options for hiking and scenic drives when you want to get outside. The area includes theaters, farmers markets, and some historic sites too.
Most errands will require a car—this isn't a walkable, mixed-use neighborhood. It's residential first and foremost.
The layout really leans into wooded lots and single-family homes, which is great if your family wants space and privacy. Many homes have walk-out basements and main-level bedrooms, so they're flexible for different living situations.
Henderson County public schools serve this area, but it's worth double-checking current assignments and ratings—they can change.
Lots here are generous, and the living space is nothing to sneeze at. The $800 HOA fee helps keep things running smoothly without being a budget-buster.
Homes for sale in Trenholm Woods right now (see below for a current list)
Inventory is tight—probably because most of the homes were built between 1984 and 2004, so it's a pretty established spot.
Recent sales data paints an interesting picture:
| Year | Number of Sales | Median Sale Price |
|---|---|---|
| 2021 | 1 | $725,000 |
| 2022 | 1 | $1,585,000 |
| 2023 | 2 | $2,050,000 |
There's been a big jump in median sale prices from 2021 to 2023.
But with just a handful of sales each year, those numbers can swing a lot depending on the property.
Take 30 Trenholm Woods Drive—it sold in August 2023 for $850,000, which is a good bit below the median.
Clearly, prices can vary a lot in this neighborhood.
Don't expect to see many homes come up for sale here, honestly.
It's a close-knit, established area, so people tend to stick around.
“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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