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$2,495,000
Monthly Est:$12,419
5 Beds
- 5 Baths
4 full baths + 1 half bath
5,082sqft
3733 Thomas Point Rd, Annapolis, MD 21403
$2,495,000
$12,419/moEst:
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Single Family Residence
Built in 2005
$-- HOA
12,540 sqft lot
$491/sq.ft
Description
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!
- Houzeo last checked: 4 hours ago
- Listing updated: September 14, 2026 at 8:05 pm
- Listing Provided by: Bradley R Kappel (410) 279-9476 | TTR Sotheby's International Realty (410) 280-5600
- Source: Bright MLS-NJ | MLS#: MDAA2148158

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
2005
HOA Fees
-
Finished Area
5,082 sqft
Lot Size
12,540 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDAA2148158
MLS Status
ACTIVE-BRIGHT
Days on Market
96

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 5
Interior
Appliances
Built In Microwave, Cooktop, Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/freezer, Oven Wall, Oven Double, Refrigerator, Stainless Steel Appliances, Washer, Water Conditioner Owned, Water Heater Tankless
Interior Features
Additional Stairway, Bar, Bathroom Soaking Tub, Bathroom Walk In Shower, Breakfast Area, Built Ins, Ceiling Fan(s), Combination Dining/living, Combination Kitchen/dining, Combination Kitchen/living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan Open, Kitchen Eat In, Kitchen Gourmet, Kitchen Island, Kitchen Table Space, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk In Closet(s), Water Treat System, Wet/dry Bar, Window Treatments, Wine Storage, Wood Floors
Flooring
Hardwood, Ceramic Tile
Sewer
Public Sewer
Heating
Forced Air, Heat Pump Gas Back Up, Programmable Thermostat
Cooling
Ceiling Fan(s), Central A/c, Programmable Thermostat
Exterior Features
Extensive Hardscape, Exterior Lighting
Construction
Year Built
Year Built: 2005
Home type
Single Family Residence
Construction Materials
Hardi Plank Type, Vinyl Siding
Foundation Details
Crawl Space
Architectural Style
Coastal, Colonial
Utilities & Energy
Water Source
Well
Security Features
Carbon Monoxide Detectors, Smoke Detector
Other Features
Lot Features
Front Yard, Landscaping, Level, No Thru Street, Premium, Rear Yard
Patio And Porch Features
Porch, Patio
Subdivision Name
Oakwood
Price History
| Date | Event | Price |
|---|---|---|
09/14/2026 Source: | Price Decreased | $2,495,000 -7.08% $491/sqft |
07/20/2026 Source: | Price Decreased | $2,685,000 -9.90% $528/sqft |
06/11/2026 Source: | Listed for Sale | $2,980,000 $586/sqft |
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