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Rolling Oaks Homes for Sale in Hendersonville, SC

Rolling Oaks reads like an established Hendersonville pocket with a practical, lived-in feel.

Active
1
Pending
1
Recently Sold
25

Active & Pending Listings

About Rolling Oaks

Community overview based on MLS listing data for Rolling Oaks, Hendersonville

First Impressions

Rolling Oaks reads like an established Hendersonville pocket with a practical, lived-in feel. The homes sit on manageable lots, many with level yards, porches, decks, and fenced outdoor space that give the neighborhood an easy, unfussy rhythm. Prices here have generally stayed accessible, and the housing stock ranges from older manufactured homes to newer single-family builds, so the streets feel varied rather than uniform.

"A straightforward Hendersonville community where everyday convenience and usable outdoor space come first."

Home Styles & Community Feel

The architectural mix leans heavily toward single-family residences, with manufactured homes making up a noticeable part of the streetscape. Construction dates stretch from the early 1970s through 2022, which helps explain the neighborhood’s range of finishes and condition levels. Some homes have been renovated with open layouts, updated kitchens, and newer roofs or HVAC systems, while others are ready for substantial work. Common features include front porches, back decks, split-bedroom plans, fenced yards, storage buildings, and occasional workshops or detached garages. Lot sizes are typically modest but comfortable, and the setting often feels wooded or lightly screened by mature trees.

Amenities & Daily Rhythm

Rolling Oaks is not an amenity-heavy subdivision, but it does offer the kind of practical features that matter day to day: level driveways, usable yards, outbuildings, and a few homes with basement or garage space. The overall pace feels residential and grounded, with properties often described as convenient, close to major roadways, and within easy reach of town services. That makes it appealing to buyers who value function, access, and the flexibility to personalize a home over a polished master-planned look.

"The appeal here is simple: room to spread out, room to improve, and a location that keeps Hendersonville within easy reach."

Location & Schools

Rolling Oaks sits in the Hendersonville area near the Mountain Home side of town, with quick access to I-26 and Highway 25/Andrew Jackson Highway. Public remarks place downtown Hendersonville about 5 minutes away on some listings, while downtown Asheville is noted at about 20 to 22 minutes from select homes. Asheville Regional Airport is also mentioned at roughly 10 minutes from the neighborhood. Nearby destinations called out in listing remarks include Fletcher, shopping, dining, and the broader Hendersonville commercial corridor. School assignments commonly point to Mills River Elementary, Rugby Middle, and West Henderson High, and one listing specifically references the Rugby school district. That combination of road access, town proximity, and familiar school zoning helps define Rolling Oaks as a convenient Hendersonville base with a distinctly practical character.

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Nearby Communities

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Recently Sold in Rolling Oaks 25 recently sold in Rolling Oaks, Hendersonville with dates and property details

Recently Sold

25 recently sold in Rolling Oaks, Hendersonville

Property Sold Sold Price Days on Market Size Sold to Ask Sold $/SF
618 Piney Ridge Drive sold home in Hendersonville, SC 618 Piney Ridge Drive 3 bd · 2 ba Feb 20 2025 $190,000 71 1,456 sq ft 100.0% $130
108 Bunny Trail sold home in Hendersonville, SC 108 Bunny Trail 2 bd · 2 ba Sep 19 2023 $228,000 358 1,080 sq ft 95.4% $211
162 Piney Ridge Drive sold home in Hendersonville, SC 162 Piney Ridge Drive 3 bd · 2 ba Aug 11 2023 $250,000 36 1,350 sq ft 108.7% $185
93 Brown Trout Lane 6 sold home in Hendersonville, SC 93 Brown Trout Lane 6 2 bd · 2 ba Nov 22 2022 $210,000 161 1,285 sq ft 100.0% $163
279 Rolling Oaks Drive sold home in Hendersonville, SC 279 Rolling Oaks Drive 3 bd · 2 ba Mar 30 2022 $244,000 26 1,515 sq ft 101.7% $161
223 Bethea Drive sold home in Hendersonville, SC 223 Bethea Drive 3 bd · 2 ba Feb 28 2022 $150,000 164 1,248 sq ft 93.8% $120
213 Piney Ridge Drive sold home in Hendersonville, SC 213 Piney Ridge Drive 2 bd · 1 ba Jan 27 2022 $120,000 42 840 sq ft 96.0% $143
52 Piney Ridge Court sold home in Hendersonville, SC 52 Piney Ridge Court 3 bd · 3 ba Jul 7 2021 $200,000 41 1,418 sq ft 108.1% $141
207 Rolling Oaks Drive sold home in Hendersonville, SC 207 Rolling Oaks Drive 2 bd · 2 ba Dec 7 2020 $155,000 120 960 sq ft 100.0% $161
82 Rolling Oaks Drive 4 sold home in Hendersonville, SC 82 Rolling Oaks Drive 4 2 bd · 2 ba Jul 10 2020 $159,900 30 1,200 sq ft 100.0% $133
202 Bethea Drive sold home in Hendersonville, SC 202 Bethea Drive 3 bd · 1 ba Feb 14 2019 $38,500 170 792 sq ft 79.4% $49
108 Bunny Trail 37 sold home in Hendersonville, SC 108 Bunny Trail 37 2 bd · 2 ba Dec 21 2018 $140,000 115 1,057 sq ft 87.6% $132
179 Bethea Drive sold home in Hendersonville, SC 179 Bethea Drive 3 bd · 2 ba Oct 19 2018 $91,000 49 1,230 sq ft 79.1% $74
34 Bunny Trail sold home in Hendersonville, SC 34 Bunny Trail 2 bd · 2 ba Jun 8 2018 $122,000 55 969 sq ft 94.6% $126
150 Piney Ridge Drive 41 sold home in Hendersonville, SC 150 Piney Ridge Drive 41 3 bd · 1 ba Aug 9 2017 $92,000 85 960 sq ft 96.9% $96
265 Bethea Drive sold home in Hendersonville, SC 265 Bethea Drive 2 bd · 2 ba Jul 31 2017 $95,000 112 1,424 sq ft 105.6% $67
221 Rolling Oaks Drive sold home in Hendersonville, SC 221 Rolling Oaks Drive 3 bd · 2 ba Apr 11 2017 $105,000 73 1,512 sq ft 87.5% $69
207 Bethea Drive 77 sold home in Hendersonville, SC 207 Bethea Drive 77 4 bd · 2 ba Mar 3 2017 $156,000 60 1,904 sq ft 97.6% $82
67 Rolling Oaks Drive sold home in Hendersonville, SC 67 Rolling Oaks Drive Nov 9 2016 $38,000 82 100.0%
171 Rolling Oaks Drive sold home in Hendersonville, SC 171 Rolling Oaks Drive 2 bd · 1 ba Jan 4 2016 $35,000 293 864 sq ft 59.3% $41
684 Holbert Rd sold home in Hendersonville, SC 684 Holbert Rd 2 bd · 2 ba Apr 30 2015 $55,000 360 1,008 sq ft 91.7% $55
365 Piney Ridge Drive sold home in Hendersonville, SC 365 Piney Ridge Drive 2 bd · 2 ba Jul 2 2014 $35,600 23 1,485 sq ft 178.9% $24
315 Rolling Oaks Drive sold home in Hendersonville, SC 315 Rolling Oaks Drive 2 bd · 2 ba Jul 23 2013 $73,900 131 1,140 sq ft 100.0% $65
221 Rolling Oaks Dr sold home in Hendersonville, SC 221 Rolling Oaks Dr 3 bd · 2 ba Jun 5 2013 $80,000 123 1,512 sq ft 89.4% $53
333 Piney Ridge sold home in Hendersonville, SC 333 Piney Ridge 3 bd · 2 ba Mar 28 2013 $78,500 91 1,600 sq ft 98.7% $49

Market Trends

Closed sales from MLS history for Rolling Oaks, Hendersonville

Hendersonville 1 yr ▾ 1.3%

Below trend-line threshold — city median shown for context

$100k $200k $300k $400k 20222023202420252026 $400k Hendersonville Sales closed per quarter peak 3

The Rolling Oaks real estate market shows buyer's market conditions. Homes typically sell within 88 days. With 2 active listings and 0 homes sold in the past year, buyers have more negotiating power and time to decide.

Pricing

Median Price
$92,500
Average Price
$92,500
$/Sq.Ft (Q1)
$60

Property Details

Avg Bedrooms
2.5
Avg Bathrooms
1.8
Avg Lot Size
0.36 acres

Market Activity

Active Listings
2
Sold Last Year
0
Median Days to Sell
88 days

Community Info

Median Year Built
1995
New Construction
0%

Recently Off Market Properties

Listings taken off the market in the past year in Rolling Oaks, Hendersonville

1 property
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