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MLS ID #MDAA2144856
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  1. Home
  2. /Annapolis, MD
  3. /Annapolis Overlook
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Annapolis Overlook

Community constructed 1991-2002

BUILDINGS (OVER 5 UNITS)
Gallery0
BUILDINGS (2-5 UNITS)
Gallery8
SINGLE UNITS
Gallery9

Annapolis Overlook

About Annapolis Overlook

Annapolis Overlook has 28 homes in nine single-unit buildings and no multi-unit buildings. The community offers 2-bedroom and 3-bedroom unit types. Unit sizes range from 958 to 1,010 square feet across the 2-bedroom and 3-bedroom homes. The pet policy allows dogs, cats, and other pets and sets a number limit. Residents have access to a Fitness Center and an Exercise Room. The community includes a Swimming Pool and a Pool - Outdoor. The association provides a Club House, a Community Center, and a Recreational Center. Outdoor amenities include Common Grounds, a Jog/Walk Path, a Picnic Area, and Tot Lots/Playground. The association assigns Reserved/Assigned Parking for residents. Residents may use the Picnic Area and Tot Lots/Playground for outdoor play.

About Annapolis Overlook

Annapolis Overlook has 28 homes in nine single-unit buildings and no multi-unit buildings. The community offers 2-bedroom and 3-bedroom unit types. Unit sizes range from 958 to 1,010 square feet across the 2-bedroom and 3-bedroom homes. The pet policy allows dogs, cats, and other pets and sets a number limit. Residents have access to a Fitness Center and an Exercise Room. The community includes a Swimming Pool and a Pool - Outdoor. The association provides a Club House, a Community Center, and a Recreational Center. Outdoor amenities include Common Grounds, a Jog/Walk Path, a Picnic Area, and Tot Lots/Playground. The association assigns Reserved/Assigned Parking for residents. Residents may use the Picnic Area and Tot Lots/Playground for outdoor play.
Community ImageView Listing
MLS ID #MDAA2144856
Community ImagesMLS ID #MDAA2144856
Community ImagesMLS ID #MDAA2144856
Community ImagesMLS ID #MDAA2143694

Buildings In Annapolis Overlook

No buildings found in this community.

Annapolis Overlook Market Stats Last 12 months

AVG. LISTED PRICE$276,580($225 /sqft.)

AVG. SALE PRICE$304,764($232 /sqft.)
YEAR OVER YEAR LIST PRICE0.00%

YEAR OVER YEAR SALE PRICETrending Up7.51%
TOTAL LISTINGS5 Listed

TOTAL SOLD12 Sold
AVERAGE DAYS ON MARKET29 days
AVERAGE HOA FEES PER SQFT$5 /monthly

Market StatsLast 12 months

AVG. LISTED PRICE
$276,580($225 /sqft.)

AVG. SALE PRICE
$304,764($232 /sqft.)
YEAR OVER YEAR LIST PRICE0.00%

YEAR OVER YEAR SALE PRICETrending Up7.51%
TOTAL LISTINGS5 Listed

TOTAL SOLD12 Sold
AVERAGE DAYS ON MARKET29 days
AVERAGE HOA FEES PER SQFT$5 /monthly

Annapolis Overlook Inventory & Sale History

Property
D - 10 IRONSTONE CT UNIT D-
1680Square Feet
2Beds
3Baths
-Days on Market
Sold For $365,000Listed on Mar 26, 2026
Property
10 IRONSTONE CT-
1694Square Feet
3Beds
3Baths
-Days on Market
Sold For $345,000Listed on Aug 15, 2024
Property
E - 50 AMBERSTONE CT E-
1620Square Feet
3Beds
3Baths
-Days on Market
Sold For $360,000Listed on Aug 22, 2025
Property
G - 60 AMBERSTONE CT UNIT G-
1632Square Feet
3Beds
3Baths
26Days on Market
Sold For $370,000Listed on Nov 15, 2024
Listing

D - 10 IRONSTONE CT UNIT D

-

Sold for $365,000

2 Beds    3 Bath    1680 sqft

Sold on Mar 26, 2026| days on market

Listing

10 IRONSTONE CT

-

Sold for $345,000

3 Beds    3 Bath    1694 sqft

Sold on Aug 15, 2024| days on market

Annapolis Overlook Amenities

Exercise Room
Exercise Room
Security System
Security System
Picnic Area
Picnic Area
Smoke Detector(s)
Smoke Detector(s)
Exercise Room
Exercise Room
Security System
Security System
Picnic Area
Picnic Area
Smoke Detector(s)
Smoke Detector(s)

Annapolis Overlook Policies

Pets allowed
Pets not allowed
BBQ allowed
BBQ not allowed
Sublet allowed
Sublet not allowed
Short term rental not allowed
Short term rental not allowed

The Neighborhood: Hillsmere Shores, Annapolis

Hillsmere Shores is a small waterfront community with tree-lined streets, water views, and easy access to outdoor paths. The area has parks and trails that allow walking, biking, and quiet time by the shore. Local shops, cafes, grocery stores, and services meet daily needs within a short drive. The district provides spots for boating, beach access, and outdoor play near the water. Drivers use local roads to reach main highways, and commuters can drive to nearby towns easily. Public buses run on key routes, and the area connects to larger regional destinations by car.

Frequently Asked Questions About Annapolis Overlook

How many buildings are there in Annapolis Overlook?

Annapolis Overlook has 17 buildings in total: 8 buildings with 2 to 5 units, and 9 buildings with single unit properties.

How much does property typically cost in Annapolis Overlook?

In Annapolis Overlook, the average sales price is $304,764 and the average listed price is $276,580.

What amenities can I expect in buildings in Annapolis Overlook?

Buildings in Annapolis Overlook include amenities like Club House, Recreational Center, Exercise Room, Tot Lots/Playground, Jog/Walk Path, Fitness Center, Swimming Pool, Pool - Outdoor, Reserved/Assigned Parking, Common Grounds, Community Center, and Picnic Area.

What is the average HOA fee in buildings in Annapolis Overlook?

The average HOA fee in Annapolis Overlook is $5 per square foot.

What is the parking situation like in Annapolis Overlook buildings?

Parking in Annapolis Overlook includes features such as Free Parking, Reserved/Assigned Parking.
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  1. Home
  2. /Annapolis, MD
  3. /Annapolis Overlook
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