Active Listing  ·  148 days on market

101 Winding Oak Dr

Johnson City, TX 78636
$499,500
3 Bed 3 Bath 2,096 sqft $238/sqft Built 2007 0.41 acres 2-Car Garage Pool Oak Forest

Welcome to 101 Winding Oak Drive in the desirable Oak Forest subdivision of Johnson City. This beautifully maintained 3-bedroom, 3-bath home offers over 2,000 square feet of comfortable living space surrounded by plenty of large, mature oak trees that provide shade, privacy, and classic Hill Country charm. Conveniently located just minutes from Johnson City schools, shopping, dining, and everyday amenities, the property offers both accessibility and a peaceful neighborhood setting. Recent updates include fresh interior and exterior paint, new ceiling fans throughout, a new water heater (2026), and a brand-new roof (2026), providing peace of mind for years to come. Inside, you'll find high ceilings, durable concrete flooring throughout the main living areas, cozy carpet in the bedrooms, and a welcoming fireplace that serves as the centerpiece of the living room. The thoughtfully designed kitchen features a large center island, pantry, and ample storage, making it ideal for both everyday living and entertaining. The spacious primary suite offers dual vanities, a large walk-in closet, and a nicely designed walk-in shower. Additional bedrooms also feature large closets, providing generous storage throughout the home. Combining modern updates, functional design, and a beautiful oak-studded setting, this move-in-ready property delivers the best of Hill Country living just moments from the heart of Johnson City.

At $238/sqft, this home is 69% below the Johnson City active market average of $761/sqft, potentially representing value relative to comparable properties currently on the market. View Austin market report →

Location

101 Winding Oak Dr, Johnson City, TX 78636

Property Details

Price $499,500
Status Active Listing
Beds 3
Full Baths 3
Half Baths ,
Living Area 2,096 sqft
Lot Size 0.41 acres (17,859.6 sqft)
Year Built 2007
Garage 2 spaces
Stories ,
Type Residential · Single Family Residence
Subdivision Oak Forest
County Blanco
Zip Code 78636
$/sqft $238/sqft
Days on Market ,
HOA $50/Annually
Annual Tax Est. $11,265.48
Pool Yes
Waterfront ,
New Construction ,
MLS # ACT231850643
List Date May 29, 2026
Elementary School Lyndon B Johnson
Middle School Lyndon B Johnson
High School Lyndon B Johnson (Johnson City ISD)
School District ,

Luke Allen (TREC #788149) has deep knowledge of Johnson City and surrounding markets. Whether you're buying, selling, or just researching comparable sales, reach out for a no-pressure conversation.

Schedule a Call →

Price History

How This Ask Has Moved

Original list price versus what this home is asking today. Straight from the ACTRIS MLS feed, no interpretation.

Original ask · May 29, 2026 $565,000
Previous ask $539,000
Current ask $499,500
▼ Reduced $65,500 (-11.6%) from original ask

Source: ACTRIS MLS. Price change timestamp reflects the most recent adjustment on record; the feed does not expose intermediate steps between the original ask and today's ask.

Similar Homes on the Market in Johnson City

Comparable Listings Right Now

Homes currently for sale in Johnson City with similar bedroom count, size, and price range, giving you real-time context for how this property's asking price compares to the active market.

AddressList Price$/sqftBeds/BathsSqftDOMListed
504 N Ave N None
None
$575,000 $354 3 bd / 2 ba 1,623 sqft , 2026-07-13
607 Liveoak Dr
Ranchers Estates
$595,000 $366 3 bd / 3 ba 1,624 sqft , 2026-05-21
402 E Ash Dr
Johnson City
$400,000 $250 3 bd / 2 ba 1,600 sqft , 2026-05-09
300 E Bluebonnet Ln
Johnson City
$599,000 $293 4 bd / 4 ba 2,042 sqft , 2026-06-03

Source: ACTRIS MLS, live listings. Similar by ±1 bed, ±35% price, ±35% sqft. Contact Luke for a formal comparative market analysis.

Investment Analysis

Rental Income Potential

The numbers below use conservative Austin-market assumptions. They are estimates, not a guarantee. Actual rents vary by condition, timing, and management. Read our full Austin rental property guide →

Est. Monthly Rent
$2,398/mo
0.48% rule · conservative Austin est.
Gross Yield
5.76%
Annual rent ÷ purchase price
Cap Rate (est.)
3.46%
NOI after 40% vacancy + expenses
Down Payment
$99,900
20% conventional investment loan

Monthly Cash Flow Breakdown (20% down · 7.25% rate)

Estimated Gross Rent+$2,398
Principal + Interest−$2,726
Property Tax (~2.1% TX avg)−$874
Insurance (~0.5%)−$208
Est. Monthly Cash Flow $-1,410

At current rates and prices, many Austin luxury properties run neutral or slightly negative on pure cash flow, appreciation and equity paydown are the primary return drivers. BRRRR and off-market acquisitions can improve day-one cash flow. Learn about the BRRRR method in Austin →

Commute & Employment

Major Employers Near Johnson City, TX

Johnson City sits within commuting range of Austin's major tech, manufacturing, and corporate campuses. Approximate drive times from this area:

Tesla Gigafactory 15-25 min E
Apple Campus (Domain) 20-30 min N
Google / Meta / Indeed 10-15 min downtown
Dell Medical School / UT Austin 10-20 min
Samsung Austin Semiconductor 25 min N

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About the Author
Luke Allen, Austin TX Realtor, TREC #788149
Luke Allen
Licensed Austin TX Realtor · TREC #788149 · Full-time since 2019
★★★★★ 5.0 on Google · 30 Reviews

Luke Allen is a full-time Austin TX Realtor with the Austin Marketing + Development Group brokerage. He works with buyers, sellers, and investors across every Austin ISD and the surrounding neighborhoods, from Downtown and East Austin to Round Rock, Cedar Park, and the Hill Country. Every page on this site is written and maintained by Luke. This page was last updated on September 15, 2026.

📞 (254) 718-2567 [email protected] More about Luke →