Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!
For sale
$2,980,000
3733 Thomas Point Rd, Annapolis, MD 21403
5beds
5,082sqft
Single Family Residence
Built in 2005
0.29 Acres Lot
$2,805,500 Zestimate®
$586/sqft
$-- HOA
What's special
Walk-in closetSpacious drivewayNatural lightAdjacent family roomSpacious primary suiteSide-entry two-car garageInviting open floor plan
- 1 day |
- 575 |
- 22 |
Zillow last checked:
Listing updated:
Listed by:
Brad Kappel 410-279-9476,
TTR Sotheby's International Realty (410) 280-5600,
Listing Team: Brad Kappel Team
Source: Bright MLS,MLS#: MDAA2148158
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Basement
- Area: 0
Heating
- Forced Air, Heat Pump, Programmable Thermostat, Propane
Cooling
- Ceiling Fan(s), Central Air, Programmable Thermostat, Electric
Appliances
- Included: Microwave, Cooktop, Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Oven, Double Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Water Conditioner - Owned, Tankless Water Heater, Water Treat System, Electric Water Heater, Water Heater
- Laundry: Upper Level
Features
- Additional Stairway, Bar, Soaking Tub, Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Open Floorplan, Eat-in Kitchen, Kitchen - Gourmet, Kitchen Island, Kitchen - Table Space, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), Wine Storage, 2 Story Ceilings, 9'+ Ceilings, Vaulted Ceiling(s)
- Flooring: Hardwood, Ceramic Tile, Wood
- Windows: Window Treatments
- Has basement: No
- Number of fireplaces: 1
Interior area
- Total structure area: 5,082
- Total interior livable area: 5,082 sqft
- Finished area above ground: 5,082
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Storage, Garage Faces Side, Garage Door Opener, Inside Entrance, Oversized, Attached, Driveway
- Attached garage spaces: 2
- Uncovered spaces: 4
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch, Patio
- Exterior features: Extensive Hardscape, Lighting
- Pool features: None
- Has view: Yes
- View description: Creek/Stream, Bay, Panoramic, Scenic Vista, Water
- Has water view: Yes
- Water view: Creek/Stream,Bay,Water
- Waterfront features: Private Dock Site, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
- Body of water: Fishing Creek / Chesapeake Bay
- Frontage length: Water Frontage Ft: 93
Lot
- Size: 0.29 Acres
- Features: Front Yard, Landscaped, Level, No Thru Street, Premium, Rear Yard
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 020257002988150
- Zoning: R2
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Coastal,Colonial
- Property subtype: Single Family Residence
Materials
- HardiPlank Type, Vinyl Siding
- Foundation: Crawl Space
Condition
- New construction: No
- Year built: 2005
Details
- Builder model: Fishing Creek Waterfront
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
- Utilities for property: Fiber Optic
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
- Subdivision: Oakwood
HOA
- Has HOA: No
Location
- Region: Annapolis
Financial & listing details
- Price per square foot: $586/sqft
- Tax assessed value: $2,103,900
- Annual tax amount: $21,277
- Date on market: 6/11/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Inclusions: See Documents For Inclusions / Exclusions
- Ownership: Fee Simple
Estimated market value
$2,805,500
$2.67M - $2.95M
$6,592/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/11/2026 | Listed for sale | $2,980,000+635.8%$586/sqft |
Source:  Bright MLS #MDAA2148158 Report a problem | ||
| 5/5/1995 | Sold | $405,000$80/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,946 -26.2% | $1,914,733 +11% |
| 2024 | $18,895 +12.6% | $1,725,567 +12.3% |
| 2023 | $16,777 +4.6% | $1,536,400 +0.1% |
| 2022 | $16,036 +0.1% | $1,534,500 +0.1% |
| 2021 | $16,016 +0% | $1,532,600 +0.1% |
| 2020 | $16,011 -0.1% | $1,530,700 |
| 2019 | $16,026 +3.3% | $1,530,700 |
| 2018 | $15,521 -4.3% | $1,530,700 -3.8% |
| 2017 | $16,220 | $1,591,300 +1.1% |
| 2016 | -- | $1,573,500 +1.1% |
| 2015 | -- | $1,555,700 +1.2% |
| 2014 | -- | $1,537,900 |
| 2013 | -- | $1,537,900 |
| 2012 | -- | $1,537,900 -16.1% |
| 2011 | -- | $1,832,720 |
| 2010 | -- | $1,832,720 |
| 2009 | -- | $1,832,720 -4.3% |
| 2008 | -- | $1,914,950 +20.6% |
| 2007 | -- | $1,587,600 +26% |
| 2006 | -- | $1,260,250 +151% |
| 2005 | -- | $502,140 -16.2% |
| 2004 | -- | $599,060 +6.7% |
| 2003 | -- | $561,210 +7.2% |
| 2002 | -- | $523,360 +8.3% |
| 2001 | -- | $483,266 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 21403
Nearby schools
GreatSchools rating
- 9/10Hillsmere Elementary SchoolGrades: PK-5Distance: 2 mi
- 4/10Annapolis Middle SchoolGrades: 6-8Distance: 3.7 mi
- 5/10Annapolis High SchoolGrades: 9-12Distance: 6.5 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.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Maryland
- Anne Arundel County
- Annapolis
- 21403
- 3733 Thomas Point Rd
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