Leonardtown MD Real Estate & Homes for Rent

Charming Home!!!Welcome to in-town Leonardtown living - where everything you love is just a short walk away. This home offers the rare combination of modern comfort and small-town charm, just steps from the waterfront, local restaurants, and year-round community events that make Leonardtown so special.*** Step outside and experience what sets this home apart: the ability to truly live local. Morning coffee, waterfront walks, weekend events - it's all right here. If you've been looking for a home that offers both convenience and connection, this is it. ***Located just minutes from Leonardtown Wharf, award-winning restaurants, charming boutique shops, local wineries, and scenic parks, you'll experience the best of what St. Mary's County has to offer. Commuting is easy with quick access to major routes and PAX River Naval Air Station

Recently Renovated Cabin on Over 2 Acres in Leonardtown! 3 Spacious Bedrooms; 2 Full Baths; Fully Renovated Kitchen with New Cabinets, Countertops, Appliances; New Flooring! See it Today! Walking Distance to Duke Elementary and Minutes to Leonardtown Middle School and Leonardtown High School! Close to Leonardtown Square, Shopping, Restaurants, Schools, and More! Application fee is $65 per adult and is non-refundable. All adults 18 years of age or older MUST submit a separate application online. Applicants are evaluated based on a combination of factors including credit history, rental history, income, criminal background (where permitted by law), and overall ability to meet lease obligations. Screening criteria are applied consistently to all applicants in accordance with applicable fair housing laws. Income requirements are based on the applicant's financial responsibility for rent. In cases involving housing subsidies, the applicant's portion of rent will be considered. Credit history and background information are reviewed as part of a comprehensive evaluation, and additional supporting documentation may be considered where appropriate. No Smoking or Vaping. Pets Allowed on Case-by-Case Basis, but no cats allowed (may require monthly pet rent).

Owner will consider Pets as follows: 1 dog 75lbs or less, applicant must have at least 700 credit score if you have a Dog. ***Price Adjustment 5/5/2026*** Nestled in the serene enclave of Chestnut Ridge, this exquisite Cape Cod-style residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With a generous 3.04-acre lot, this home provides ample space for relaxation and outdoor enjoyment, all while maintaining a sense of privacy and tranquility. Freshly Painted and New Carpet in the Bedrooms. Step inside to discover a thoughtfully designed layout featuring three spacious bedrooms and two and a half elegantly appointed bathrooms. The heart of the home boasts a cozy fireplace, creating an inviting atmosphere for gatherings or quiet evenings in. The property is equipped with modern conveniences, including a dedicated laundry area (NEW Washer & Dryer being installed on 5/12/26), ensuring that daily tasks are both efficient and effortless. The attached two-car garage, with a front-entry design, offers both functionality and ease of access, while the paved driveway enhances the overall curb appeal. While this home does not feature a pool, the expansive outdoor space invites you to create your own personal oasis. Imagine hosting summer barbecues on the extensively large Deck or enjoying peaceful mornings on your porch, surrounded by the beauty of nature. The lush surroundings provide a perfect backdrop for outdoor activities or simply unwinding after a long day. Available for lease starting March 9, 2026, this property offers flexible leasing options ranging from 12 to 36 months, allowing you to settle into your new home at your own pace. Rent includes essential utilities such as water and sewer, providing peace of mind and convenience. Experience the exclusive lifestyle that Chestnut Ridge has to offer, where luxury meets comfort in a picturesque setting. This residence is not just a house; it's a place to call home, where cherished memories are waiting to be made. Don't miss the opportunity to embrace this exceptional living experience. This home is NON-SMOKING. Don't miss the opportunity to call this Home. Minor exterior items being completed to beautify this home.

Welcome to your charming new home in the heart of historic Leonardtown! This delightful 1-bedroom, 1-bathroom apartment boasts fresh paint and brand-new luxury vinyl plank (LVP) flooring, providing a modern and comfortable living space. Nestled in an amazing location, you'll enjoy the convenience of being within walking distance to an array of fantastic restaurants, shops, and local attractions. Don't miss out on the opportunity to live in a vibrant community with everything you need right at your doorstep!