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Single family home for sale at 3733 Thomas Point Rd, Annapolis, MD 21403 | MLS# MDAA2148158 | Listing updated on 2026-09-14
Photo 1 of Single family home for sale at 3733 Thomas Point Rd, Annapolis, MD 21403 | MLS# MDAA2148158 | Listing updated on 2026-09-14
Photo 2 of Single family home for sale at 3733 Thomas Point Rd, Annapolis, MD 21403 | MLS# MDAA2148158 | Listing updated on 2026-09-14
Photo 3 of Single family home for sale at 3733 Thomas Point Rd, Annapolis, MD 21403 | MLS# MDAA2148158 | Listing updated on 2026-09-14
Photo 4 of Single family home for sale at 3733 Thomas Point Rd, Annapolis, MD 21403 | MLS# MDAA2148158 | Listing updated on 2026-09-14
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$2,495,000

Monthly Est:$12,419

  • Beds Icon5 Beds
  • Beds Icon
    5 Baths
  • Beds Icon5,082sqft

3733 Thomas Point Rd, Annapolis, MD 21403

$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 fr
ame 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 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Anne Arundel Md County

  • City

    Annapolis

  • 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

DateEventPrice

09/14/2026

Source: mls_logoBright MLS-NJ #MDAA2148158

Price Decreased

$2,495,000 -7.08%

$491/sqft

07/20/2026

Source: mls_logoBright MLS-NJ #MDAA2148158

Price Decreased

$2,685,000 -9.90%

$528/sqft

06/11/2026

Source: mls_logoBright MLS-NJ #MDAA2148158

Listed for Sale

$2,980,000

$586/sqft

Nearby Homes

Based on information from Bright MLS through Oct 09, 2026, 02:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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