About this home

Welcome to 36061 Roosevelt Boulevard, a solid brick raised rambler nestled in the established Mill Point Shores community of Chaptico, Maryland. This three-bedroom, two-full-bath home offers 1,780 square feet of above-grade living space and sits on a quarter-acre lot, providing a peaceful setting with room to personalize and add value. Built in 1945, the home features classic brick construction, a functional one-level layout, and a spacious interior footprint that is increasingly hard to find at this price point. The living area is anchored by a brick fireplace, creating a warm focal point, while the home's generous room sizes allow for flexible use-whether as a primary residence, second home, or investment opportunity. Central air conditioning and electric heating are already in place, and the property is serviced by a private well and septic system. The exterior includes a deck overlooking the yard, offering outdoor living potential for entertaining or quiet relaxation. The lot provides ample space for landscaping, gardening, or outdoor improvements. While the home is in average condition, it presents a strong opportunity for cosmetic updates and modernization to suit today's tastes, making it ideal for buyers seeking sweat equity or investors looking for a renovation project. Residents of Mill Point Shores enjoy access to community amenities, including a clubhouse, fishing areas, and beach access, adding lifestyle value without waterfront pricing. The location offers a balance of privacy and convenience, with proximity to Leonardtown, Mechanicsville, and regional commuter routes, as well as nearby waterways that define the character of southern St. Mary's County. The property is being sold AS-IS, and the seller will consider all offers. Whether you are a homeowner looking to create your own retreat, an investor seeking value-add potential, or a buyer looking to enter a desirable water-privileged community, this property represents a compelling opportunity in today's market. Schedule your showing and explore the possibilities that 36061 Roosevelt Boulevard has to offer.

Facts and features

Schools

• Dynard Elementary School

  elementary · K-5 · 4.2 mi

  9

• Margaret Brent Middle School

  middle · 6-8 · 6.9 mi

  6

• Chopticon High School

  high · 9-12 · 6.9 mi

  6

• Benjamin Banneker Elementary School

  elementary · K-5 · 8.4 mi

  8

• Mechanicsville Elementary School

  elementary · K-5 · 9.0 mi

  6

• Leonardtown Middle School

  middle · 6-8 · 12.6 mi

  9

Price history

• Mar 30, 2026 · Price Changed$189,900
• Jan 16, 2026 · Listed$199,900
• Oct 11, 2024 · Listing Removed—
• Jun 17, 2024 · Price Changed$190,000
• Feb 10, 2024 · Price Changed$205,000
• May 1, 2023 · Listed$220,000

Tax history

• 2025$1,628 tax · $184,033 assessed
• 2024$1,573 tax · $157,967 assessed
• 2023$1,542 tax · $129,200 assessed
• 2022$1,511 tax · $126,500 assessed
• 2021$1,480 tax · $123,800 assessed
• 2020$1,479 tax · $123,800 assessed
• 2019$1,453 tax · $123,800 assessed
• 2018$1,549 tax · $133,100 assessed

Home value

$194,600

• Cotality$194,600
• Collateral Analytics$188,000
• Quantarium$283,583

Where it is