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Boat Dealers in Chestertown, MD

4 of the 5 boat, RV, motorcycle and trailer dealers we list in Chestertown are boat sales and brokerages.

Boat dealers range from full-service marinas carrying new factory-backed models to independent brokerages specializing in pre-owned inventory. A map pin shows the location, but it will not tell you if a shop focuses on freshwater pontoon boats, offshore center consoles, or heavy-duty aluminum fishing rigs. Choosing the right dealer often comes down to their on-site rigging services, winter storage options, and whether they handle trade-ins or consignment.

  1. Chesapeake Boat Lift Services

    7015 Church Hill Rd, Chestertown, MD 21620-2801

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  2. Landon Marine, Inc.

    8110 Brices Mill Rd, Chestertown, MD 21620

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  3. Miller's Marine Service

    21529 Tolchester Beach Rd, Chestertown, MD 21620-4240

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  4. Mears Point Yacht Sales

    22170 Great Oak Landing Rd, Chestertown, MD 21620-4101

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Verify inventory before driving out. Showroom stock turns over quickly during peak seasons, so call ahead to confirm the specific hull sizes, outboard brands, or pre-owned listings you want to inspect are currently on the lot.

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Good to know

What is the difference between buying from a dealer and a private seller?

Dealers typically offer structured financing, handle title transfers and registration paperwork, and often provide short-term warranties or pre-delivery inspections. Buying privately may offer lower upfront prices, but you assume all responsibility for mechanical surveys and clear title verification.

Do boat dealers accept trade-ins or sell on consignment?

Many established dealers accept trade-ins toward new or newer used models, provided the trade passes a hull and engine inspection. Others operate consignment programs where they market your vessel on their lot for a percentage fee, usually ranging from 10% to 15% of the final sale price.

Should I get a professional marine survey when buying from a dealer?

For larger or higher-value pre-owned boats, hiring an independent accredited marine surveyor is a standard safeguard. Even if a dealer conducts an in-house safety check, an independent survey gives you an unbiased assessment of the hull, transom, electrical systems, and powertrain before you sign.