Homes for Sale in Windswept Estates, Annapolis, MD
No homes on the market right now — but 11 have sold here since 2020. Homes move fast; get notified first.
0
For Sale
$930K
Median Sale Price
6
Median Days on Market
94.7%
Sold-to-List
$187
Price / Sq Ft
Windswept Estates, Annapolis, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2025 | $900K | 1 |
| 2024 | $950K | 2 |
| 2023 | $1.1M | 1 |
| 2022 | $898K | 4 |
| 2021 | $855K | 2 |
| 2020 | $680K | 1 |
At the current trend, the median is modeled to reach about $1.1M in 2026 (estimate).
Cost to buy in Windswept Estates, Annapolis, MD
At today's ~6.63% 30-year rate, the median $930K home in Windswept Estates, Annapolis, MD runs about $6,004/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 Windswept Estates, Annapolis, MD
Most active agents by closed sales here over the past 18 months.
- Connie M. FitzgeraldRE/MAX Closers1 sale
Be first when a home hits the market in Windswept Estates, Annapolis, MD
Homes here sell fast and rarely come up. Turn on instant alerts and we'll email you the moment a new one is listed.
Windswept Estates, Annapolis, MD real estate FAQ
How many homes are for sale in Windswept Estates, Annapolis, MD?
There are no homes for sale in Windswept Estates, Annapolis, MD right now. 11 have sold here since 2020 — the market moves fast, so set up an alert to hear the moment one is listed.
How much do homes sell for in Windswept Estates, Annapolis, MD?
The median sale price in Windswept Estates, Annapolis, MD is $930K, based on 11 sales since 2020 (ranging from $723K to $1.1M).
How fast do homes sell in Windswept Estates, Annapolis, MD?
Homes in Windswept Estates, Annapolis, MD typically go under contract in about 6 days on market (median).
Do homes in Windswept Estates, Annapolis, MD sell above asking?
Over the past 12 months, homes in Windswept Estates, Annapolis, MD sold for an average of 94.7% of list price — below asking.
What is the price per square foot in Windswept Estates, Annapolis, MD?
Homes in Windswept Estates, Annapolis, MD have sold for a median of $187 per square foot since 2020.
Is the Windswept Estates, Annapolis, MD housing market heating up or cooling down?
The median sale price in Windswept Estates, Annapolis, MD has risen from $680K in 2020 to $900K in 2025. At the current trend, the median is on track for roughly $1.1M in 2026 (modeled estimate).
Who are the top real estate agents in Windswept Estates, Annapolis, MD?
The most active agents in Windswept Estates, Annapolis, MD over the past 18 months are: Connie M. Fitzgerald (RE/MAX Closers) — 1 sale.