41555 Singletree Dr, Leonardtown, MD 20650
Property image
Property image
FOR RENT
PET FRIENDLY

$3,195/mo

  • 4 Beds
  • 2.5 Baths
  • 2,262 sqft

41555 Singletree Dr, Leonardtown, MD 20650

Available now
Cost and fees breakdown
Price may not include required fees and charges.

Home Highlights

Single-Family Home
Attached Garage
Dogs & Cats Allowed
Dishwasher
Washer, Dryer
$3,195 deposit
Forced Air, Central & Central Air

Local Information

  • Map ViewExplore the area around 41555 Singletree Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Luxurious 4BR 2.5FB Colonial style home on an unfinished walk-up basement with a 2 car garage in the Singletree community. You are welcomed home by the 2 story main entry foyer with the living room, family room, kitchen with table space and center island and separate dining room which all share an open floor plan. On the upper level are 3 bedrooms, hall full bath, laundry and a massive vaulted ceiling Primary bedroom suite with walk-in closet and double sink Primary bath vanity. Out back is a large patio area overlooking the rear yard perfect for relaxing. Neutered/spayed pets are considered on case by case basis. The Saint Mary's hospital, various medical offices as well as the Saint Mary's County government campus are all nearby to the community. Enjoy the many amenities offered by the Leonardtown area including downtown Leonardtown and the The Leonardtown Wharf park. The Lexington Park area, including NAS PAX, is approximately a 20 minute drive from the home. Standard lease term is 12 to 24 months. 36 month lease considered on a case-by-case basis.
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Details for 41555 Singletree Dr

Interior Features

Heating & Cooling
Heating: Central, Electric, Forced Air, Natural Gas, Propane, WoodAir ConditioningHeating Fuel: Central
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Wood

Days on Market

Days on Market: 9 days on Trulia

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For DetailsAvailable: nowCats, small dogs allowedDeposit: $3,195

Exterior Features

Parking & Garage
GarageParking: Attached Driveway Garage Open, On Site

Agent Information

Listing Agent
MLS/Source ID: MDSM2033488
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Costs and Fees

Required monthly rent & fees
  • Base rent
    $3,195/mo
Required one-time fees
  • Security deposit
    $3,195
  • Application fee
    Contact for details
  • Administrative fee
    Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
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Rental Market Trends in Leonardtown

Last updated Sep 2026
Trulia Rent Estimate$2,887/mo
Average rent
$2K
$100
MoM
Available listings
23
View rental market trends in Leonardtown, MD

Around this home

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Leonardtown

At least 38 Trulia users voted on each feature.
  • 91 % Say parking is easy

  • 91 % Say yards are well-kept

  • 86 % Say people would walk alone at night

  • 86 % Say kids play outside

  • 86 % Say car is needed

  • 85 % Say it's dog friendly

  • 76 % Say there's holiday spirit

  • 72 % Say it's quiet

  • 62 % Say there are sidewalks

  • 61 % Say streets are well-lit

  • 60 % Say they plan to stay for at least 5 years

  • 58 % Say there's wildlife

  • 51 % Say neighbors are friendly

  • 43 % Say it's walkable to restaurants

  • 42 % Say there are community events

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Carrieibly
    "Don’t have one i’m a biz owner here. Many small businesses in town. Great for boaters and water enthusiasts "
  • Mybeachjeweler
    "The dogs are very happy and normally quiet when being walked on the sidewalk in Clark’s Rest Community "
  • Zddnpc8dsh
    "The downtown is a vibrant place, with piped in music and lots of community activities, like First Friday events every month."
  • Mybeachjeweler
    "You can walk your dogs on a lease in ease and children love to wave and pet the dogs if the owner allows. This is a great community for dogs as long as they are not barking all the time. "
  • Vmagostinelli
    "I love first Fridays! I love the town vibe! The wharf is amazing. Most people can’t walk to everything. I feel I’m fortunate!"
  • Mybeachjeweler
    "Dog owners would like this neighborhood as many neighbors have dogs and walk them on leases daily. Dogs are friendly "
  • Mybeachjeweler
    "I see people walking their dogs day and night. All dogs are on a lease and are most friendly to chi "
  • Vmagostinelli
    "It’s an amazing small town with entertainment and great restaurants within walking distance. Located on Breton Bay with great boating and fishing options. "
  • Keith H.
    "Great neighborhood with sidewalks and many families. Good schools and a library just outside the entrance. "
  • Mybeachjeweler
    "I see many walking their dogs on a daily path around the neighborhood everybody has their dog on a leash and we wave"
  • Keith H.
    "Good consistent drive. Traffic moves on major roads. About 15-20 min delay during morning and evening rush hours. "
  • Stillask8in
    "This is a very small town. Most people commute 45 mins to the military base for work. Longest commute of my life. "
  • Roy M.
    "Great schools in the Leonardtown area and lots of history as well. Many different food choices from Seafood Mexican AMERICAN Chinese and the olde town cafe. "
  • Roy M.
    "Local town events and close to water access. Great food lots of shopping and small businesses Everyone is polite and friendly Great schools and local parks Volunteer rescue squad and fire departments and local hospital Local beach communities Golfing "
  • Jennie C.
    "30 minutes from pax naval base, 40 min to Waldorf, 30-45 min from Calvert County. Some local buses available also."
  • Unspecified
    "Easy, multiple routes to the Naval Air Station. From Leonardtown it is easy to get to all restaurants, shopping and entertainment."
  • Unspecified
    "Perfect, close to the base and beautiful downtown Leonardtown. On the golf course with a few hundred yard walk to clubhouse (which has fantastic food and drinks), but most importantly, only a short walk to the Breton Bay Beach and playground which the children (and adults) love!"
  • Destiny A. M.
    "I have two dogs myself and walk them all the time. I like they have side walks for my dogs to walk on but I don’t like that there isn’t a dog park anywhere around here. I feel they should add dog parks around here to make it better for dogs to get the excerise they need and want. "
  • Destiny A. M.
    "Love leonardtown and love the area that I’m in. I love that everything is right here in the square and have so many nice people around me. Everyone in this area knows me and says hi even if they don’t know who you are. "
  • dtscls
    "The townhomes at Breton Bay Landing are all excellently maintained by HOA standards; including the grounds and road maintenance. The community is family friendly and welcoming. The waterfront is beautiful and the nature friendly environment includes eagles, swans, geese and numerous beautiful birds."

Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
Sep 1, 2026
Source: Bright MLS #MDSM2033488
Listed For Rent
$3,195
Jul 18, 2025
Source: Zillow Rentals
ListingRemoved
$3,195
Jul 10, 2025
Source: Zillow Rentals
Listed For Rent
$3,195
Oct 4, 2017
Source: Agent Provided
ListingRemoved
$2,150
Sep 27, 2017
Source: Agent Provided
PriceChange
$2,150
Price decreased by 2%
CENTURY 21 New Millennium
Joycelyn E ClarkYoung
Phone Number: (240) 837-3930

Frequently asked questions about 41555 Singletree Dr

  • What income do you need to rent 41555 Singletree Dr?
    Most landlords look for monthly gross income of about 3× rent, or roughly $115K per year to rent 41555 Singletree Dr in Leonardtown, MD at $3,195/mo.
  • What is the pet policy at 41555 Singletree Dr?
    41555 Singletree Dr in Leonardtown, MD allows cats and small dogs.
  • How does the rent for 41555 Singletree Dr compare to similar 4+ bedroom houses in Leonardtown?
    41555 Singletree Dr in Leonardtown, MD rents about 11% below the area average for 4+ bedroom houses in Leonardtown ($3,600/mo).
  • What are the closest schools to 41555 Singletree Dr?
    The closest schools to 41555 Singletree Dr in Leonardtown, MD are Leonardtown Elementary School (Pre-K, rated 7/10), Leonardtown High School (rated 8/10), Leonardtown Middle School (rated 9/10).
  • Does 41555 Singletree Dr have laundry facilities?
    Yes, 41555 Singletree Dr in Leonardtown, MD has in-unit laundry.
  • Does 41555 Singletree Dr have a garage?
    Yes, 41555 Singletree Dr in Leonardtown, MD has a garage.

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$115,020 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

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41555 Singletree Dr, Leonardtown, MD is a 4 bedroom, 3 bathroom, 2,262 sqft single-family home built in 2003. 41555 Singletree Dr was listed for rent for $3,195/month on Sep 1, 2026. This property is pet friendly.