Newhouse
1/14
$5,556/mo
$845,0004bd·3ba·2,229sf
100 Oak Drive, Annapolis, MD 21403
Listing Courtesy of Innovative Properties, Inc.
Homes for Sale in Hillsmere Estates, Annapolis, MD
3 active listings · 225 sold since 2020
3
For Sale
$585K
Median Sale Price
9
Median Days on Market
100.5%
Sold-to-List
$280
Price / Sq Ft
Newest homes for sale in Hillsmere Estates, Annapolis, MD
See all 3 on the mapHillsmere Estates, Annapolis, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $800K | 19 |
| 2025 | $700K | 21 |
| 2024 | $633K | 34 |
| 2023 | $612K | 31 |
| 2022 | $525K | 41 |
| 2021 | $535K | 49 |
| 2020 | $488K | 30 |
At the current trend, the median is modeled to reach about $810K in 2027 (estimate).
Cost to buy in Hillsmere Estates, Annapolis, MD
At today's ~6.63% 30-year rate, the median $585K home in Hillsmere Estates, Annapolis, MD runs about $3,777/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 Hillsmere Estates, Annapolis, MD
Most active agents by closed sales here over the past 18 months.
- Wendy T OliverColdwell Banker Realty7 sales
- Celeste A BlessinColdwell Banker Realty2 sales
- Bradley R KappelTTR Sotheby's International Realty2 sales
- Jennifer A KlarmanLong & Foster Real Estate, Inc.1 sale
- Martha S JanneyColdwell Banker Realty1 sale
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Hillsmere Estates, Annapolis, MD real estate FAQ
How many homes are for sale in Hillsmere Estates, Annapolis, MD?
There are 3 homes currently for sale in Hillsmere Estates, Annapolis, MD.
How much do homes sell for in Hillsmere Estates, Annapolis, MD?
The median sale price in Hillsmere Estates, Annapolis, MD is $585K, based on 225 sales since 2020 (ranging from $414K to $1.1M).
How fast do homes sell in Hillsmere Estates, Annapolis, MD?
Homes in Hillsmere Estates, Annapolis, MD typically go under contract in about 9 days on market (median).
Do homes in Hillsmere Estates, Annapolis, MD sell above asking?
Over the past 12 months, homes in Hillsmere Estates, Annapolis, MD sold for an average of 100.5% of list price — at or above asking.
What is the price per square foot in Hillsmere Estates, Annapolis, MD?
Homes in Hillsmere Estates, Annapolis, MD have sold for a median of $280 per square foot since 2020.
Is the Hillsmere Estates, Annapolis, MD housing market heating up or cooling down?
The median sale price in Hillsmere Estates, Annapolis, MD has risen from $488K in 2020 to $800K in 2026. At the current trend, the median is on track for roughly $810K in 2027 (modeled estimate).
Who are the top real estate agents in Hillsmere Estates, Annapolis, MD?
The most active agents in Hillsmere Estates, Annapolis, MD over the past 18 months are: Wendy T Oliver (Coldwell Banker Realty) — 7 sales; Celeste A Blessin (Coldwell Banker Realty) — 2 sales; Bradley R Kappel (TTR Sotheby's International Realty) — 2 sales.
