41535 Singletree Dr, Leonardtown, MD 20650
Property image
Property image
SOLD
DEC 22, 2025

41535 Singletree Dr
Leonardtown, MD 20650

  • 4 Beds
  • 2.5 Baths
  • 2,262 sqft (on 0.26 acres)

$510,000

Last Sold: Dec 22, 2025
4% below list $530K
$225/sqft
Est. Refi. Payment $2,967/mo*

$510,000

Last Sold: Dec 22, 2025
4% below list $530K
$225/sqft
Est. Refi. Payment $2,967/mo*
4 Beds
2.5 Baths
2,262 sqft
(on 0.26 acres)

Local Information

  • Map ViewExplore the area around 41535 Singletree Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
0.26 acres
Living Area
2,262 sqft
Price/Sqft
$225/sqft
Parking
2 Car Garage
HOA
$33/Monthly

About this House

Welcome home to 41535 Singletree Dr. This beautiful colonial offers 4 bedrooms and 2.5 baths with laminate hardwood floors throughout the first level. New carpet has been installed throughout the second level. The kitchen features quartz countertops and opens to a living room with a cozy gas fireplace, as well as a formal dining room and sitting area, perfect for gatherings and everyday living. Upstairs, you’ll find four spacious bedrooms, while outside, a level lot and deck provide space for cooking out and private entertaining. Located within walking distance to Leonardtown’s shops, restaurants, waterfront, and hospital, and served by sought-after Leonardtown schools. This property also has a 2.25% assumable VA mortgage, offering qualified buyers a valuable opportunity to secure exceptional financing terms in today’s market.
41535 Singletree Dr, Leonardtown, MD 20650 is a 4 bedroom, 3 bathroom, 2,262 sqft single-family home built in 2002. It last sold for $510,000 on Dec 22, 2025 (4% below the $530,000 asking price). More recently, it was listed as a rental in March 2023 with an asking price of $2,700 per month. That rental listing was removed on March 19, 2023. It is currently off market. The Trulia Estimate is $519,400, with a rent estimate of $2,939/month.

Home Details for 41535 Singletree Dr

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2262 Square Feet
Appliances & Utilities
Appliances: Microwave, Refrigerator, Cooktop, Water Heater, Gas Water HeaterLaundry: Hookup,Washer/Dryer Hookups OnlyMicrowaveRefrigerator
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas/Propane, Glass Doors, Mantel(s)Has a Fireplace
Windows, Doors, Floors & Walls
Window: ScreensDoor: Sliding GlassFlooring: Engineered Wood, Carpet, Vinyl, Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Engineered Wood, Carpet, Vinyl, Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: CompositionOther Structures: Above Grade, Below GradeFoundation: Crawl SpaceNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Garage Faces Front,Driveway,Attached
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2262 Square Feet

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: Very GoodParcel Number: 1903060101

Price & Status

Price
List Price: $530,000Price Per Sqft: $225/sqft
Status Change & Dates
Off Market Date: Tue Dec 23 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: LEONARDTOWNCommunity: Jordan At Singletree
School Information
Elementary School: LeonardtownElementary School District: St. Mary's County Public SchoolsJr High / Middle School: LeonardtownJr High / Middle School District: St. Mary's County Public SchoolsHigh School: LeonardtownHigh School District: St. Mary's County Public Schools

Building

Building Area
Building Area: 2262 Square Feet

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $400/Annually

Lot Information

Lot Area: 0.26 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, VA Loan, USDA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDSM2027210Municipality: LeonardtownAbove Grade Unfinished Area: 2262

Additional Information

Source Internet Automated Valuation Display: YSource Internet Consumer Comment: NSource Internet Entire Listing Display: YSource Internet Address Display: Y
Last check for updates: about 3 hours ago
Listed by Karen Taylor, (240) 298-6955
JPAR Real Estate Professionals
Co-Listing Agent: Melanie A Humphrey, (904) 294-3043
JPAR Real Estate Professionals
Bought with: Alice Flerlage, (240) 299-9359, Real Broker, LLC
Source: Bright MLS, MLS#MDSM2027210

Price History for 41535 Singletree Dr

DatePriceEventSource
12/22/2025$510,000Sold
Bright MLS #MDSM2027210
10/26/2025$530,000ContingentBright MLS #MDSM2027210
09/12/2025$530,000Listed For SaleBright MLS #MDSM2027210
03/19/2023ListingRemovedZillow Rentals
03/10/2023$2,700Listed For RentZillow Rentals
04/12/2018$353,900Sold
N/A
02/11/2018$353,900Listed For SaleAgent Provided
12/05/2014$338,000Sold
N/A
11/11/2014$340,000PendingAgent Provided
10/25/2014$340,000Listed For SaleAgent Provided
07/20/2014$2,100ListingRemovedN/A
05/03/2014$2,175PriceChange
N/A
03/19/2014$2,200Listed For RentN/A
08/27/2008$350,000Sold
N/A
08/02/2008$374,900PriceChange
Agent Provided
04/05/2008$389,900Listed For SaleAgent Provided
09/12/2002$204,690Sold
N/A
05/01/2002$46,000Sold
N/A

Market trends in Leonardtown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$540K
$19.15K
MoM
Sale-to-List Price
100.0%
Price per sq ft
$199
$3
MoM
Available listings
23
10
MoM
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Property Tax and Assessment

Year2025
Tax$5,023
Assessment$413,300
Home facts updated by county records

Comparable Sales for 41535 Singletree Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.20
Single-Family Home
$535,000
03/20/26
4
2.5
2,222
0.03
Single-Family Home
$545,000
09/26/25
3
2
2,102
0.22
Single-Family Home
$475,000
11/14/25
4
2.5
2,230
0.19
Single-Family Home
$500,000
04/17/26
3
2
2,010
0.12
Single-Family Home
$620,000
06/23/26
5
3
3,030
0.16
Single-Family Home
$434,000
06/26/26
3
2
1,910
0.15
Single-Family Home
$565,000
12/05/25
5
3.5
3,575
0.16
Single-Family Home
$566,515
06/18/26
4
3.5
3,308
0.31
Single-Family Home
$510,000
12/17/25
4
3.5
2,827

Nearby homes

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Assigned Schools

These are the assigned schools for 41535 Singletree Dr.
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

  • 75 % Say there's holiday spirit

  • 72 % Say it's quiet

  • 62 % Say there are sidewalks

  • 61 % Say streets are well-lit

  • 61 % 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."

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Homes for sale near 41535 Singletree Dr

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Off Market Homes Near 41535 Singletree Dr

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information