


178 Winding Trail Lane #5b, Oakland, MD 21550
Listing Courtesy of Railey Realty, Inc.
2 active listings · 19 sold since 2020
2
For Sale
$555K
Median Sale Price
54
Median Days on Market
97.6%
Sold-to-List
$168
Price / Sq Ft
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2025 | $560K | 6 |
| 2024 | $595K | 1 |
| 2023 | $599K | 3 |
| 2022 | $650K | 1 |
| 2021 | $470K | 4 |
| 2020 | $380K | 4 |
At the current trend, the median is modeled to reach about $664K in 2026 (estimate).
At today's ~6.99% 30-year rate, the median $555K home in Timberlake Village, Oakland, MD runs about $3,691/mo with 20% down (principal & interest plus estimated taxes and insurance).
Estimate only — not a loan offer. Actual rate and payment depend on your profile.
Most active agents by closed sales here over the past 18 months.
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There are 2 homes currently for sale in Timberlake Village, Oakland, MD.
The median sale price in Timberlake Village, Oakland, MD is $555K, based on 19 sales since 2020 (ranging from $354K to $616K).
Homes in Timberlake Village, Oakland, MD typically go under contract in about 54 days on market (median).
Over the past 12 months, homes in Timberlake Village, Oakland, MD sold for an average of 97.6% of list price — below asking.
Homes in Timberlake Village, Oakland, MD have sold for a median of $168 per square foot since 2020.
The median sale price in Timberlake Village, Oakland, MD has risen from $380K in 2020 to $560K in 2025. At the current trend, the median is on track for roughly $664K in 2026 (modeled estimate).
The most active agents in Timberlake Village, Oakland, MD over the past 18 months are: Michael N Kennedy (Railey Realty, Inc.) — 3 sales; Nick Fratz-Orr (Railey Realty, Inc.) — 1 sale; Jonathan D Bell (Railey Realty, Inc.) — 1 sale.