Landlord's Agent in 2026
Jessica Alperstein
Yaffe Real Estate
(443) 791-7770
1 in this area
169 Total Sales
Price improvement! Welcome to Annapolis Overlook, gracefully positioned just moments from Quiet Waters Park, the prestigious United States Naval Academy, and the premier shopping and dining destination at Westfield Annapolis. This sophisticated two-bedroom, two-bath residence offers an expansive, light-filled layout with sweeping sightlines that enhance both flow and function. The dramatic soaring ceilings create an immediate sense of grandeur, while walls of windows bathe the living space in natural light. A striking two-sided wood-burning fireplace serves as a warm and elegant focal point, perfect for intimate evenings at home. The thoughtfully updated kitchen is appointed with granite countertops, a designer tile backsplash, stainless steel appliances, and a sleek undermount sink, balancing refined aesthetics with everyday practicality. The generously proportioned primary suite provides a serene retreat, featuring a wall of windows, dual closets, and access to a private balcony ideal for quiet mornings with coffee or evening unwinding. Just one block from the community pool and surrounded by Annapolis’ finest amenities, this exceptional home offers a rare blend of comfort, style, and convenience. One pet will be considered. Welcome home.
Last Agent to Rent the Property
(410) 902-1100 jessica@yaffeteam.com Yaffe Real Estate Brokerage Phone: 4109021100 Listed on: 02/17/2026
Last Renter's Agent
Unrepresented
datacorrect@brightmls.com Unrepresented
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 04/04/2026 04/04/26 | Rented | $2,250 | 0.0% | -- | |
| 04/01/2026 04/01/26 | Under Contract | -- | -- | -- | |
| 03/06/2026 03/06/26 | Price Changed | $2,250 | -6.3% | $2 / Sq Ft | |
| 02/17/2026 02/17/26 | For Rent | $2,400 | 0.0% | -- | |
| 01/06/2026 01/06/26 | Sold | $302,000 | -1.0% | $241 / Sq Ft | View Prior Sale |
| 10/31/2025 10/31/25 | For Sale | $305,000 | +13.0% | $243 / Sq Ft | |
| 04/17/2025 04/17/25 | Sold | $270,000 | 0.0% | $267 / Sq Ft | View Prior Sale |
| 04/05/2025 04/05/25 | Pending | -- | -- | -- | |
| 04/04/2025 04/04/25 | For Sale | $270,000 | -8.5% | $267 / Sq Ft | |
| 03/19/2025 03/19/25 | Sold | $295,000 | -6.3% | $235 / Sq Ft | View Prior Sale |
| 02/17/2025 02/17/25 | Pending | -- | -- | -- | |
| 02/11/2025 02/11/25 | For Sale | $315,000 | +16.7% | $251 / Sq Ft | |
| 02/29/2024 02/29/24 | Sold | $270,000 | 0.0% | $215 / Sq Ft | View Prior Sale |
| 01/31/2024 01/31/24 | Pending | -- | -- | -- | |
| 01/26/2024 01/26/24 | For Sale | $270,000 | 0.0% | $215 / Sq Ft | |
| 05/01/2022 05/01/22 | Rented | $2,000 | 0.0% | -- | |
| 03/24/2022 03/24/22 | Under Contract | -- | -- | -- | |
| 03/02/2022 03/02/22 | For Rent | $2,000 | 0.0% | -- | |
| 08/27/2021 08/27/21 | Sold | $215,000 | 0.0% | $213 / Sq Ft | View Prior Sale |
| 07/29/2021 07/29/21 | Pending | -- | -- | -- | |
| 07/09/2021 07/09/21 | For Sale | $215,000 | 0.0% | $213 / Sq Ft | |
| 06/11/2021 06/11/21 | Sold | $215,000 | 0.0% | $173 / Sq Ft | View Prior Sale |
| 05/05/2021 05/05/21 | Pending | -- | -- | -- | |
| 05/04/2021 05/04/21 | For Sale | $215,000 | +2.9% | $173 / Sq Ft | |
| 07/30/2019 07/30/19 | Sold | $209,000 | -2.3% | $167 / Sq Ft | View Prior Sale |
| 07/04/2019 07/04/19 | Pending | -- | -- | -- | |
| 06/13/2019 06/13/19 | For Sale | $213,900 | +2.3% | $171 / Sq Ft | |
| 06/10/2019 06/10/19 | Off Market | $209,000 | -- | -- | |
| 06/10/2019 06/10/19 | For Sale | $213,900 | +7.5% | $171 / Sq Ft | |
| 01/31/2019 01/31/19 | Sold | $199,000 | 0.0% | $174 / Sq Ft | View Prior Sale |
| 11/28/2018 11/28/18 | For Sale | $199,000 | -0.5% | $174 / Sq Ft | |
| 04/17/2017 04/17/17 | Sold | $200,000 | +0.1% | $161 / Sq Ft | View Prior Sale |
| 02/28/2017 02/28/17 | Pending | -- | -- | -- | |
| 02/23/2017 02/23/17 | For Sale | $199,900 | +11.1% | $160 / Sq Ft | |
| 05/17/2016 05/17/16 | Sold | $179,900 | 0.0% | $143 / Sq Ft | View Prior Sale |
| 05/01/2016 05/01/16 | Rented | $1,550 | -3.1% | -- | |
| 04/28/2016 04/28/16 | Under Contract | -- | -- | -- | |
| 03/31/2016 03/31/16 | For Rent | $1,600 | 0.0% | -- | |
| 02/25/2016 02/25/16 | Pending | -- | -- | -- | |
| 01/27/2016 01/27/16 | Price Changed | $179,900 | -5.3% | $143 / Sq Ft | |
| 01/16/2016 01/16/16 | For Sale | $189,900 | 0.0% | $151 / Sq Ft | |
| 01/14/2016 01/14/16 | Pending | -- | -- | -- | |
| 12/20/2015 12/20/15 | Price Changed | $189,900 | -7.4% | $151 / Sq Ft | |
| 10/25/2015 10/25/15 | Price Changed | $205,000 | -4.7% | $163 / Sq Ft | |
| 10/09/2015 10/09/15 | For Sale | $215,000 | -- | $171 / Sq Ft |
Landlord's Agent in 2026
Jessica Alperstein
Yaffe Real Estate
(443) 791-7770
1 in this area
169 Total Sales
Seller's Agent in 2026
Jennifer Young
Keller Williams Realty
(703) 651-5655
1 in this area
1,520 Total Sales
U
Tenant's Agent in 2026
Unrepresented
Unrepresented
Buyer's Agent in 2026
Michael Schwartz
Hyatt & Company Real Estate LLC
(410) 925-3125
1 in this area
7 Total Sales
Seller's Agent in 2025
Gene Summers
Real Broker, LLC
(443) 254-3440
2 in this area
58 Total Sales
O
Seller's Agent in 2025
Olakunle Elujoba
Paragon Realty, LLC
2 in this area
8 Total Sales
Source: Bright MLS
MLS Number: MDAA2136896
Ask me questions while you tour the home.