Newhouse
1/38
$2,137/mo
$325,0003bd·2ba·1,539sf
610 Harvey Winters Drive, Oakland, MD 21550
Listing Courtesy of Taylor-Made Deep Creek Sales
Homes for Sale in Highland Estates, Oakland, MD
1 active listing · 5 sold since 2020
1
For Sale
$285K
Median Sale Price
56
Median Days on Market
103.4%
Sold-to-List
$151
Price / Sq Ft
Newest homes for sale in Highland Estates, Oakland, MD
See all 1 on the mapHighland Estates, Oakland, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2025 | $293K | 2 |
| 2024 | $475K | 1 |
| 2020 | $231K | 2 |
At the current trend, the median is modeled to reach about $412K in 2026 (estimate).
Cost to buy in Highland Estates, Oakland, MD
At today's ~6.63% 30-year rate, the median $285K home in Highland Estates, Oakland, MD runs about $1,840/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.
Top agents in Highland Estates, Oakland, MD
Most active agents by closed sales here over the past 18 months.
- Tyler S. BurchBurch Real Estate Group, LLC1 sale
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Highland Estates, Oakland, MD real estate FAQ
How many homes are for sale in Highland Estates, Oakland, MD?
There is 1 home currently for sale in Highland Estates, Oakland, MD.
How much do homes sell for in Highland Estates, Oakland, MD?
The median sale price in Highland Estates, Oakland, MD is $285K, based on 5 sales since 2020 (ranging from $196K to $442K).
How fast do homes sell in Highland Estates, Oakland, MD?
Homes in Highland Estates, Oakland, MD typically go under contract in about 56 days on market (median).
Do homes in Highland Estates, Oakland, MD sell above asking?
Over the past 12 months, homes in Highland Estates, Oakland, MD sold for an average of 103.4% of list price — at or above asking.
What is the price per square foot in Highland Estates, Oakland, MD?
Homes in Highland Estates, Oakland, MD have sold for a median of $151 per square foot since 2020.
Is the Highland Estates, Oakland, MD housing market heating up or cooling down?
The median sale price in Highland Estates, Oakland, MD has risen from $231K in 2020 to $293K in 2025. At the current trend, the median is on track for roughly $412K in 2026 (modeled estimate).
Who are the top real estate agents in Highland Estates, Oakland, MD?
The most active agents in Highland Estates, Oakland, MD over the past 18 months are: Tyler S. Burch (Burch Real Estate Group, LLC) — 1 sale.