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For sale
    • Price cut: $295K (7/20)
    $2,685,000

    3733 Thomas Point Rd, Annapolis, MD 21403

    5beds
    5,082sqft
    : 
    $18,504/mo
    Get pre-qualified
    Single Family Residence
    Built in 2005
    0.29 Acres Lot
    $2,571,600 Zestimate®
    $528/sqft
    $-- HOA

    What's special

    Walk-in closetSpacious drivewayNatural lightAdjacent family roomSpacious primary suiteSide-entry two-car garageInviting open floor plan
    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!
    47 days
    |
    1,612
    |
    23
    |

    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#: MDAA2148158MLS Logo

      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: $528/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

        $2,571,600

        $2.44M - $2.70M

        $6,417/mo

        Price history

        DateEventPrice
        7/20/2026Price change$2,685,000-9.9%$528/sqft
        Source: Bright MLS #MDAA2148158 Report a problem
        6/11/2026Listed for sale$2,980,000+635.8%$586/sqft
        Source: Bright MLS #MDAA2148158 Report a problem
        5/5/1995Sold$405,000$80/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax 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

        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

        Getting around

        1 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        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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