Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the living and dining spaces to the covered balcony — protected on three sides for year-round enjoyment — while the incredible cross breeze throughout the home makes temperate months especially enjoyable indoors. Inside, nearly every surface has been updated with brand-new finishes, including luxury vinyl plank flooring, new carpet, new soft-close cabinetry, quartz countertops, stainless steel appliances, fresh paint, and fully renovated bathrooms. The spacious primary suite offers a walk-in closet and private en suite bath for added comfort and convenience. Residents of Greystone Court enjoy secured building entry, beautifully maintained common grounds and green space, a fantastic outdoor pool, fitness center, and abundant guest parking. The unit also includes two parking spaces — one assigned and one permit parking space. Ideally located with easy access to Downtown Annapolis, Washington D.C., and all major commuter routes, this home also places you moments from shopping, dining, and everyday conveniences. Modern, move-in ready, and perfectly located — this is condo living at its best.
Under contract
Price cut: $5.1K (5/24)
$299,900
40 Greystone Ct APT L, Annapolis, MD 21403
2beds
1,229sqft
Condominium
Built in 1996
-- sqft lot
$295,300 Zestimate®
$244/sqft
$315/mo HOA
What's special
Cozy wood-burning fireplaceSecured building entryBrand-new finishesWalk-in closetFully renovated bathroomsFresh paintStainless steel appliances
- 73 days |
- 272 |
- 18 |
Zillow last checked:
Listing updated:
Listed by:
Kara Shaffer 443-926-3287,
Engel & Volkers Annapolis (443) 292-6767,
Co-Listing Agent: Meghan K Carpenter 410-303-9172,
Engel & Volkers Annapolis
Source: Bright MLS,MLS#: MDAA2144856
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 2
Basement
- Area: 0
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
- Laundry: Dryer In Unit, Washer In Unit, In Unit
Features
- Combination Dining/Living, Open Floorplan, Primary Bath(s), Upgraded Countertops
- Flooring: Carpet
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Wood Burning, Screen
Interior area
- Total structure area: 1,229
- Total interior livable area: 1,229 sqft
- Finished area above ground: 1,229
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Assigned, Off Street
- Details: Assigned Parking
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Pool features: Community
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 020601890072595
- Zoning: R3
- Special conditions: Standard
Construction
Type & style
- Home type: Condo
- Architectural style: Colonial
- Property subtype: Condominium
- Attached to another structure: Yes
Materials
- Vinyl Siding
Condition
- New construction: No
- Year built: 1996
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Pool
- Security: Fire Sprinkler System
- Condo and coop fee: $315 monthly
- Subdivision: Annapolis Overlook
HOA
- Has HOA: No
- Amenities included: Common Grounds, Fitness Center, Pool
- Services included: Common Area Maintenance, Maintenance Structure, Maintenance Grounds, Management, Pool(s), Snow Removal
Location
- Region: Annapolis
- Municipality: Annapolis
Financial & listing details
- Price per square foot: $244/sqft
- Tax assessed value: $221,200
- Annual tax amount: $2,964
- Date on market: 5/7/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Condominium
Estimated market value
$295,300
$281,000 - $310,000
$2,206/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/12/2026 | Contingent | $299,900$244/sqft |
Source:  Bright MLS #MDAA2144856 Report a problem | ||
| 5/24/2026 | Price change | $299,900-1.7%$244/sqft |
Source: Bright MLS #MDAA2144856 Report a problem | ||
| 5/7/2026 | Listed for sale | $305,000+80.5%$248/sqft |
Source: Bright MLS #MDAA2144856 Report a problem | ||
| 1/21/2025 | Listing removed | $2,250$2/sqft |
Source: Bright MLS #MDAA2099812 Report a problem | ||
| 12/4/2024 | Listed for rent | $2,250$2/sqft |
Source: Bright MLS #MDAA2099812 Report a problem | ||
| 6/3/2015 | Sold | $169,000+20.7%$138/sqft |
Source: Public Record Report a problem | ||
| 3/5/2013 | Listing removed | $140,000$114/sqft |
Source: Century 21 New Millennium #AA8011797 Report a problem | ||
| 2/16/2013 | Listed for sale | $140,000-35.8%$114/sqft |
Source: Century 21 New Millennium #AA8011797 Report a problem | ||
| 4/14/2008 | Sold | $218,000+128.3%$177/sqft |
Source: Public Record Report a problem | ||
| 10/28/1994 | Sold | $95,500$78/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,839 +2.6% | $206,867 +7.4% |
| 2024 | $2,767 +8.1% | $192,533 +8% |
| 2023 | $2,559 +1.9% | $178,200 |
| 2022 | $2,511 | $178,200 |
| 2021 | $2,511 -3.4% | $178,200 -3.3% |
| 2020 | $2,599 +2.2% | $184,300 |
| 2019 | $2,543 +3.8% | $184,300 +4.7% |
| 2018 | $2,450 +9.1% | $176,100 +2.4% |
| 2017 | $2,245 | $172,000 +2.4% |
| 2016 | -- | $167,900 +2.5% |
| 2015 | -- | $163,800 +2.6% |
| 2014 | -- | $159,700 |
| 2013 | -- | $159,700 |
| 2012 | -- | $159,700 -16.2% |
| 2011 | -- | $190,490 |
| 2010 | -- | $190,490 |
| 2009 | -- | $190,490 -8.8% |
| 2008 | -- | $208,930 +16.5% |
| 2007 | -- | $179,286 +19.8% |
| 2006 | -- | $149,643 +24.7% |
| 2005 | -- | $120,000 +7.8% |
| 2004 | -- | $111,332 +8.4% |
| 2003 | -- | $102,666 +9.2% |
| 2002 | -- | $94,000 |
| 2001 | -- | $94,000 |
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: 1.3 mi
- 4/10Annapolis Middle SchoolGrades: 6-8Distance: 0.4 mi
- 5/10Annapolis High SchoolGrades: 9-12Distance: 3.5 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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