Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and living areas—perfect for everyday living and entertaining. Just off the living room, enjoy an enclosed deck that adds extra flexible space and a great place to relax or entertain. This level also includes three spacious bedrooms and an updated full bathroom. Downstairs, the home continues to impress with tiled flooring throughout, heated floors, and a large primary suite with a private full bathroom, plus walkout access to an enclosed patio featuring a heated exercise pool or hot tub. Outside, the property offers a large cleared lot with beautiful landscaping, an irrigation system, and a shed for additional storage. Hillsmere Shores is known for its exceptional community amenities including a marina, multiple boat ramps and kayak launches, a beach, playground, and access to Quiet Waters Park, with the Key School conveniently located right across the street. An electric vehicle charger is also included, adding even more value and convenience—this move-in ready home is a rare opportunity to enjoy a renovated property and an unmatched Annapolis lifestyle.
Pending
$635,000
100 Carroll Dr, Annapolis, MD 21403
4beds
1,935sqft
Single Family Residence
Built in 1960
0.26 Acres Lot
$632,500 Zestimate®
$328/sqft
$-- HOA
What's special
Completely renovated open-concept layoutIrrigation systemShed for additional storageNew appliancesLuxury vinyl flooring throughoutThree spacious bedroomsHeated floors
- 49 days |
- 987 |
- 40 |
Zillow last checked:
Listing updated:
Listed by:
Timothy Caropreso 443-510-5918,
Keller Williams Flagship 410-729-7700,
Listing Team: Team Caropreso, Co-Listing Team: Team Caropreso,Co-Listing Agent: Vincent M Caropreso 410-384-4800,
Keller Williams Flagship
Source: Bright MLS,MLS#: MDAA2146848
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Basement
- Area: 960
Heating
- Central, Propane
Cooling
- Central Air, Ceiling Fan(s), Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Instant Hot Water, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Water Conditioner - Owned, Tankless Water Heater, Water Heater
Features
- Attic, Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Family Room Off Kitchen, Open Floorplan, Kitchen Island, Kitchen - Gourmet, Primary Bath(s), Recessed Lighting
- Flooring: Luxury Vinyl, Ceramic Tile
- Doors: Storm Door(s)
- Windows: Double Pane Windows, Casement
- Basement: Finished,Heated,Interior Entry,Exterior Entry,Sump Pump,Full,Improved,Walk-Out Access,Windows
- Has fireplace: No
Interior area
- Total structure area: 1,935
- Total interior livable area: 1,935 sqft
- Finished area above ground: 975
- Finished area below ground: 960
Property
Parking
- Total spaces: 3
- Parking features: Driveway
- Uncovered spaces: 3
Accessibility
- Accessibility features: None
Features
- Levels: Split Foyer,Two
- Stories: 2
- Patio & porch: Enclosed, Patio
- Exterior features: Extensive Hardscape, Flood Lights, Rain Gutters, Underground Lawn Sprinkler
- Has private pool: Yes
- Pool features: Heated, Lap, Private
- Spa features: Hot Tub
- Fencing: Partial
- Waterfront features: Bay
- Body of water: South River
Lot
- Size: 0.26 Acres
- Features: Cleared, Landscaped, Level
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 020241210637550
- Zoning: R2
- Zoning description: R
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Block
- Roof: Architectural Shingle
Condition
- Excellent
- New construction: No
- Year built: 1960
- Major remodel year: 2026
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Well
- Utilities for property: Propane
Community & HOA
Community
- Subdivision: Hillsmere Estates
HOA
- Has HOA: No
Location
- Region: Annapolis
Financial & listing details
- Price per square foot: $328/sqft
- Tax assessed value: $418,133
- Annual tax amount: $4,843
- Date on market: 5/28/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
- Inclusions: Exercise Pool, Tesla Vehicle Charger
- Ownership: Fee Simple
Estimated market value
$632,500
$601,000 - $664,000
$3,636/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/2/2026 | Pending sale | $635,000$328/sqft |
Source:  Bright MLS #MDAA2146848 Report a problem | ||
| 6/10/2026 | Listed for sale | $635,000$328/sqft |
Source: Bright MLS #MDAA2146848 Report a problem | ||
| 6/9/2026 | Pending sale | $635,000$328/sqft |
Source: Bright MLS #MDAA2146848 Report a problem | ||
| 5/28/2026 | Listed for sale | $635,000+0%$328/sqft |
Source: Bright MLS #MDAA2146848 Report a problem | ||
| 5/26/2026 | Listing removed | $634,900$328/sqft |
Source: Bright MLS #MDAA2126696 Report a problem | ||
| 4/27/2026 | Price change | $634,900-2.2%$328/sqft |
Source: Bright MLS #MDAA2126696 Report a problem | ||
| 3/16/2026 | Price change | $649,000-7.3%$335/sqft |
Source: Bright MLS #MDAA2126696 Report a problem | ||
| 3/5/2026 | Listed for sale | $700,000$362/sqft |
Source: Bright MLS #MDAA2126696 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $524 -88.2% | $418,133 +2.6% |
| 2024 | $4,463 +2.9% | $407,567 +2.7% |
| 2023 | $4,335 +6% | $397,000 +1.4% |
| 2022 | $4,090 +1.4% | $391,433 +1.4% |
| 2021 | $4,032 +1.4% | $385,867 +1.5% |
| 2020 | $3,978 +7.1% | $380,300 |
| 2019 | $3,716 +11.2% | $380,300 +15.4% |
| 2018 | $3,341 +7.8% | $329,500 +8.4% |
| 2017 | $3,100 | $304,100 +6.1% |
| 2016 | -- | $286,700 +6.5% |
| 2015 | -- | $269,300 +6.9% |
| 2014 | -- | $251,900 |
| 2013 | -- | $251,900 |
| 2012 | -- | $251,900 -6.2% |
| 2011 | -- | $268,610 |
| 2010 | -- | $268,610 |
| 2009 | -- | $268,610 -23.8% |
| 2008 | -- | $352,320 +18.6% |
| 2007 | -- | $297,076 +22.8% |
| 2006 | -- | $241,833 +29.6% |
| 2005 | -- | $186,590 +12.2% |
| 2004 | -- | $166,300 +13.9% |
| 2003 | -- | $146,010 +16.1% |
| 2002 | -- | $125,720 |
| 2001 | -- | $125,720 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 21403
Nearby schools
GreatSchools rating
- 9/10Hillsmere Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 4/10Annapolis Middle SchoolGrades: 6-8Distance: 2 mi
- 5/10Annapolis High SchoolGrades: 9-12Distance: 4.8 mi
Schools provided by the listing agent
- District: Anne Arundel County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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A local agent can set up tours, give advice and negotiate with sellers.
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