3733 Thomas Point Road

Annapolis, MD
$ 2,685,000 Beds 5 Baths 4.5 Sq 5,082 Virtual Tour
Monthly Estimate* How much can I afford?

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!

ACTIVE

  • Price
  • $ 2,685,000
  • City
  • Annapolis
  • Bedrooms
  • 5
  • Full Bathrooms
  • 4
  • County
  • ANNE ARUNDEL
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.29 Acres
  • Zip
  • 21403
  • Sqr Footage
  • 5,082
  • Year Built
  • 2005
  • Taxes
  • $ 21277
  • Style
  • Coastal,Colonial
  • MLS#
  • MDAA2148158
Listed By: Bradley R Kappel with TTR Sotheby's International Realty - 4102805600;
Data Source: Bright MLS

Features

General

Living Area 5082
Sewer Public Sewer
Heating Forced Air,Heat Pump - Gas BackUp,Programmable Thermostat
Cooling Ceiling Fan(s),Central A/C,Programmable Thermostat
Possession Settlement
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 - Ta
Zoning R2
Garage Spaces 2.00
Patio/Porch Features Porch(es),Patio(s)
Architectural Style Coastal,Colonial
Security Features Carbon Monoxide Detector(s),Smoke Detector
Construction Materials HardiPlank Type,Vinyl Siding
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Year Built 2005
View Creek/Stream,Bay,Panoramic,Scenic Vista,Water
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Waterfront Features Private Dock Site
Accessibility None
County ANNE ARUNDEL
New Construction No
Property Type Residential
HOA No
Subdivision Name OAKWOOD
Garage Y/N Yes
Water Access Y/N Yes
Other Structures Above Grade,Below Grade
Full Baths 4
Status ACTIVE
Directions Take Forest Dr. and turn right onto Arundel on the Bay Road. Where the road splits,stay to the right to go onto Thomas Point Road. Continue on Thomas Point Road,home is on your left. Welcome Home!
City ANNAPOLIS
Body of Water Fishing Creek/Chesapeake Bay
Senior Community Y/N No
Lot Size Units Square Feet
Lot Size Square Feet 12540.00
Tax Assessed Value 2103900.0
Tax Annual Amount 21277.0
Structure Type Detached
Condo/Coop Association fee Y/N No
Bathrooms Full Main Level 1
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 528.34
Acceptable Financing Cash,Conventional
Vacation Rental Y/N No
Virtual Tour https://youtu.be/GXdYnORVgjI
Total SQFT 5082
Standard Status Active
Year Built Source Assessor
Legal Subdivision OAKWOOD
Tax Lot 5
Association Recreation Fee 125.00
Association Recreation Fee Yes

Interior Features

Interior Amenities 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
Heating Fuel Propane - Leased
Flooring Hardwood,Ceramic Tile
Total Fireplaces 1
Hot Water Tankless,Electric,Propane
Basement (Y/N) No
Heating Y/N Yes
Fireplace Y/N Yes
Above Grade Finished Area 5082
Half Baths 1
Central Air Y/N Yes
Total Bedrooms 5
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
LivingAreaSource Assessor
Laundry Type Upper Floor
Below Grade Unfin Area Units Square Feet
Below Grade Unfin SQFT Source Assessor
Below Grade Finished Area Source Assessor
Bedrooms Count All Upper Levels 4
Bedrooms Count Upper Level 1 4
Bathrooms Half Main Level 1
Bathrooms Full Upper Level 1 3
Bathrooms Full All Upper Levels 3
Bathrooms Count Upper Level 1 3.00
Bathrooms Count All Upper Levels 3
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 5

Exterior Features

Exterior Amenities Extensive Hardscape,Exterior Lighting
Pool No Pool
Lot Features Front Yard,Landscaping,Level,No Thru Street,Premium,Rear Yard
Water Source Well
Inclusions see documents for inclusions/exclusions
Total Parking Spaces 6
Garage Features Additional Storage Area,Garage - Side Entry,Garage Door Opener,Inside Access,Oversized
Type of Parking Attached Garage,Driveway
Land Use Code R
Foundation Details Crawl Space
Water View Y/N Yes
Lot Size Acres 0.29
Water Body Type Creek
Lot Size Source Assessor
Waterfront Y/N Yes
Builder Model Fishing Creek Waterfront
Water Access Features Boat - Powered,Canoe/Kayak,Fishing Allowed,Personal Watercraft (PWC),Private Access,Sail,Swimming Allowed,Waterski/Wakeboard
Number of Docks 1
Land Assessed Value 661000.00
Navigable Water Y/N Yes
Number of Slips 3
Water Oriented Y/N Yes
# of Attached Garage Spaces 2
Dock/Slip Conveys YN Yes
Dock Type and Features Hoist/Lift Electric,Multiple Slip

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Columbia, MD office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

6/11/2026 Listed $2,980,000
7/20/2026 10% - $2,685,000

Property vs Zip Code Average in 21403

Price
AVG $1.71M
$2.69M
Taxes
AVG $11,084
$21,277
Year Built
AVG 1980
2005
Visits
AVG 597
725
Data Provided by Inside Real Estate®

In The Neighborhood

Areas That We Cover

3733 Thomas Point Road Annapolis, MD is a Single Family Home for sale at $2685000 with 5082 sqft and a lot size of 0.29 Acres Acre(s). 3733 Thomas Point Road Annapolis has 5 bedrooms, 4 baths and was built in 2005. The property's zip code is 21403 which is in Annapolis, MD

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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