215 Chester Ave, Annapoli...
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Est $ 10,740/mo
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215 Chester Ave, Annapolis, Maryland, 21403
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4
Bed
4
Bath
3421
Sqft
Overview
Property Type
Home
Property Status
Sale
Year Built
2003
Days on RealtySearch
-
Active Status
Pending
Last Sold
$1,100,000 in 2019
EXCITING PRICE IMPROVEMENT! SELLER HAS REDUCED THE PRICE-DON'T MISS THIS GREAT OPPORTUNITY. Immerse yourself in the quintessential Eastport lifestyle with this inviting Craftsman-style residence, ideally located just moments from the water access at Davis Park and the vibrant offerings of Eastport and downtown Annapoli...
More Details
Neighborhood
215 Chester Ave is located in neighborhood in the city of ,MD
Property History
Date
2025-12-13
Event
Price Changed
Price
$1799000
Price/Sq Ft
3421
Source
BrightMLS
Date
2025-11-14
Event
Price Changed
Price
$1895000
Price/Sq Ft
3421
Source
BrightMLS
Date
2025-10-19
Event
Listed
Price
$1950000
Price/Sq Ft
3421
Source
BrightMLS
Date
2024-07-12
Event
Listing removed
Price
$0
Price/Sq Ft
3122
Source
BrightMLS
View More Details
Est
get pre-qualify
215 Chester Ave, Annapolis, Maryland, 21403
Get Free FICO® Credit Score
View On Map
4
Bed
4
Bath
3421
Sqft
Overview
Property Type
Home
Property Status
Sale
Year Built
2003
Days on RealtySearch
-
Active Status
Pending
Last Sold
$1,100,000 in 2019
EXCITING PRICE IMPROVEMENT! SELLER HAS REDUCED THE PRICE-DON'T MISS THIS GREAT OPPORTUNITY. Immerse yourself in the quintessential Eastport lifestyle with this inviting Craftsman-style residence, ideally located just moments from the water access at Davis Park and the vibrant offerings of Eastport and downtown Annapoli...
More Details
Neighborhood
is located in neighborhood in the city of ,
Property History
Date
2025-12-13
Event
Price Changed
Price
$1799000
Price/Sq Ft
Source
View More Details
Request Info
Contact Agent
Submit
Home Details
Description
EXCITING PRICE IMPROVEMENT! SELLER HAS REDUCED THE PRICE-DON'T MISS THIS GREAT OPPORTUNITY. Immerse yourself in the quintessential Eastport lifestyle with this inviting Craftsman-style residence, ideally located just moments from the water access at Davis Park and the vibrant offerings of Eastport and downtown Annapolis. This beautifully maintained home spans three thoughtfully designed levels and features four bedrooms, three and a half baths, an elevator, and comfortable sitting areas on every floor. Highlights include a gourmet kitchen, warm living spaces with a fireplace, rich wood flooring, a generous dining area, and a reverse floor plan that captures light, views, and a relaxed coastal feel-making every day feel like a getaway. The entry level is perfect for hosting family and friends, offering three bedrooms, including a private ensuite with direct access to the deck and hot tub, plus two additional bedrooms served by a hall bath. The second level is devoted to the primary retreat, featuring an open sitting area overlooking the level below, a spacious bedroom, a private deck with peaceful backyard views, and a luxurious spa-inspired bath. The top level serves as the heart of the home, complete with an expansive partially covered balcony where you can enjoy seasonal glimpses of Back Creek from an exceptionally private setting. Outdoor spaces are equally impressive, with a welcoming front porch and a large, fenced rear yard featuring a deck, hot tub, and pergola-ideal for entertaining, grilling, or simply soaking in the Eastport vibe. A detached garage with driveway provides rare and valuable off-street parking for multiple vehicles. Above the garage, a finished space with a separate entrance offers endless flexibility for guests, a home office, studio, or rental opportunity. This property also presents excellent potential as a VRBO or Airbnb, offering year-round income possibilities in one of Annapolis's most sought-after neighborhoods. Buyer should check current licensing regulations for Annapolis. Enjoy leisurely strolls through Eastport's artistic, maritime streets to acclaimed restaurants, pubs, and charming street-end parks, one is right next door. Downtown Annapolis and the Naval Academy are just steps away via the Spa Creek drawbridge or a quick ride on the water taxi. From here, you're also close to premier cruising and fishing waters, with easy access to destinations like Baltimore's Inner Harbor, St. Michaels, Oxford, and Solomon's Island. Conveniently located approximately five miles from Routes 50 and 97, with direct access to Baltimore, BWI, Fort Meade/NSA, and Washington, DC, this home offers the perfect blend of coastal charm, walkable convenience, and sophisticated living. Welcome to Eastport living at its best.
Presented by:
Janet Craig
Brokered by:
Coldwell Banker Realty
Broker Location
,
Monthly Cost Calculator
$ 10,740 / Month
$ Principal & Interest
$ Taxes
$ Home Insurance
$ Mortgage Insurance
$ Maintenance Fee
$ HOA Fee
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Property History
Date
2025-12-13
Event
Price Changed
Price
$1799000
Price/Sq Ft
3421
Source
BrightMLS
Date
2025-11-14
Event
Price Changed
Price
$1895000
Price/Sq Ft
3421
Source
BrightMLS
Date
2025-10-19
Event
Listed
Price
$1950000
Price/Sq Ft
3421
Source
BrightMLS
Date
2024-07-12
Event
Listing removed
Price
$0
Price/Sq Ft
3122
Source
BrightMLS
Date
2024-06-27
Event
Listed
Price
$1697000
Price/Sq Ft
3122
Source
BrightMLS
Date
2019-08-26
Event
Sold
Price
$1100000
Price/Sq Ft
3720
Source
BrightMLS
Date
2019-04-06
Event
Price Changed
Price
$1180000
Price/Sq Ft
3720
Source
BrightMLS
Date
2018-07-26
Event
Listed
Price
$1280000
Price/Sq Ft
3720
Source
BrightMLS
Date
2012-08-30
Event
Listing removed
Price
$650000
Price/Sq Ft
3871
Source
MRIS
Date
2012-04-26
Event
Price Changed
Price
$650000
Price/Sq Ft
3871
Source
MRIS
Date
2012-04-07
Event
Price Changed
Price
$680000
Price/Sq Ft
3871
Source
MRIS
Date
2012-02-14
Event
Price Changed
Price
$715000
Price/Sq Ft
3871
Source
MRIS
Date
2011-10-12
Event
Price Changed
Price
$750000
Price/Sq Ft
3871
Source
MRIS
Date
2011-08-19
Event
Price Changed
Price
$799000
Price/Sq Ft
3871
Source
MRIS
Date
2011-08-12
Event
Price Changed
Price
$849000
Price/Sq Ft
3871
Source
MRIS
Date
2011-07-27
Event
Price Changed
Price
$874000
Price/Sq Ft
3871
Source
MRIS
Date
2011-07-15
Event
Price Changed
Price
$899000
Price/Sq Ft
3871
Source
MRIS
Date
2011-06-26
Event
Price Changed
Price
$950000
Price/Sq Ft
3871
Source
MRIS
Date
2011-06-18
Event
Price Changed
Price
$975000
Price/Sq Ft
3871
Source
MRIS
Date
2011-06-08
Event
Listed
Price
$995000
Price/Sq Ft
3871
Source
MRIS
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