Off Market3951d on market

23335 Maypole Rd

Leonardtown, MD, 20650 • 20650 • Saint Marys County

$333,200

$274/sqft

1.5Baths

1,215Sqft

0.71 acLot

1969Built

Property DNA

1 highlights

Conventional Style

Built 1969 · 57 years of history

Market activity

Demand and pricing signals for this listing

2 views

People checking out this listing

3951 days on market

Established listing

$274/sqft

Price per square foot

About this home

Single Family · Built 1969

This is a 1215 square foot, 1.5 bathroom, single family home. This home is located at 23335 Maypole Rd, Leonardtown, MD 20650.

Estimated monthly payment

Based on current rates

$2,053/month

Principal & Interest$1,608

Property Tax$333

Insurance$111

Down payment20% ($66,640)

3%50%

Est. 6.06% rate · 30yr fixed · $266,560 loan

Full calculator →

At a glance

Key facts and listing details

TypeSingleFamily

Year Built1969

HeatingHeat pump

ParkingGarage

Lot0.71 Acres

Property

Home typeSingle Family

StyleConventional

Year built1969

Systems

HeatingHeat pump

RoofShake / Shingle

Constructionbrick

Parking & Outdoor

ParkingGarage

Lot0.71 Acres

Location & Tax

Neighborhood20650

Annual tax$2,683

Parcel03056058

Features & details

4 categories of property features

Interior Features

Heating

Heat pump

Exterior Features

Exterior

Brick

Parking

Garage

Construction

brick

Listing insights

Market data and value estimates

StatusOff Market

Days on market3951

Est. value$333,200

Est. rent$1,913/mo

Tax rate0.80%

Price/sqft$274

Last sold$170,000

Tour days6

How are the schools in Leonardtown?

3 schools rated nearby

Benjamin Banneker Elementary School

Primary • Public • PK-5

1.7 mi

Leonardtown Middle School

Middle • Public • 6-8

3.5 mi

Chopticon High School

High • Public • 9-12

4.3 mi

Location

Leonardtown, MD, 20650

Expand map

Price history

1 event

DateEventPrice$/sqftSource

Jun 15, 2015Sold$170,000$140Public Record

Sold$170,000

Jun 15, 2015•$140/sqft•Public Record

Tax history

25 years of records

YearTax paidAssessed value

Apr 10, 2025$2,683$233,700

Apr 10, 2024$2,146$223,600

Apr 10, 2023$2,049$213,500

Apr 10, 2022$1,952$203,400

Apr 10, 2021$1,938$201,867

Apr 10, 2020$1,923$200,333

Apr 10, 2019$1,908$198,800

Apr 10, 2018$1,908$198,800

Apr 10, 2017$1,926$198,800

Apr 10, 2016$2,074$200,700

Apr 10, 2015$2,074$198,767

Apr 10, 2014$2,074$196,833

Apr 10, 2013—$194,900

Apr 10, 2012—$194,900

Apr 10, 2011—$194,900

Apr 10, 2010—$257,640

Apr 10, 2009—$224,822

Apr 10, 2008—$192,006

Apr 10, 2007—$159,190

Apr 10, 2006—$143,922

Apr 10, 2005—$128,656

Apr 10, 2004—$113,390

Apr 10, 2003—$109,320

Apr 10, 2002—$105,250

Apr 10, 2001—$101,180

Nearby homes

Off Market

$374,000

3 bd2 ba1,260 sqft

23315 Maypole Rd, Leonardtown, MD

Off Market

$487,300

2 bd4 ba2,179 sqft

23395 Maypole Rd, Leonardtown, MD

Off Market

$475,600

3 bd2 ba2,132 sqft

23305 Maypole Rd, Leonardtown, MD

Off Market

$160,800

1 ba768 sqft

23300 Maypole Rd, Leonardtown, MD

Recently Sold

$280,000

3 bd2 ba1,947 sqft

23295 Maypole Rd, Leonardtown, MD

Off Market

$88,600

23305 Maypole Rd, Leonardtown, MD

Recently Sold

$275,000

40985 Greenhill Ln, Leonardtown, MD

Off Market

$536,000

3 bd3 ba2,289 sqft

23388 Maypole Rd, Leonardtown, MD

Neighborhood details

Local context around this listing

Leonardtown, MD • Saint Marys County

Nearby cities

CaliforniaChapticoCharlotte HallDraydenGreat MillsHollywoodLeonardtownLexington Park

Nearby zip codes

2062620627206502065620660

Similar homes

For Sale

4 bd2 ba1,628 sqft

41318 Medleys Neck Rd, Leonardtown, MD

For Sale

$315,000

2 bd2 ba1,192 sqft

22175 Bayside Rd, Leonardtown, MD

For Sale

$350,000

3 bd1 ba1,000 sqft

24040 Hollywood Rd, Hollywood, MD

For Sale

$360,000

3 bd2 ba1,152 sqft

22281 Nomoni St, Leonardtown, MD

For Sale

3 bd2 ba1,152 sqft

21050 Olen Mattingly Rd, Avenue, MD

For Sale

$359,900

3 bd2 ba1,328 sqft

29911 Woodland Cir, Mechanicsville, MD

For Sale

3 bd2 ba1,152 sqft

21535 Forest Run Dr, Lexington Park, MD

For Sale

$450,000

3 bd2 ba1,128 sqft

18866 Russell Rd, Leonardtown, MD

For Sale

$299,500

3 bd2 ba1,332 sqft

8480 Chesley Dr, Lusby, MD

26951 Mechanicsville Rd, Mechanicsville, MD

For Sale

$385,000

3 bd2 ba1,324 sqft

26951 Mechanicsville Rd, Mechanicsville, MD

For Sale

$265,000

5 bd1 ba1,791 sqft

24072 Hollywood Rd, Hollywood, MD

For Sale

$362,000

3 bd2 ba1,460 sqft

1302 S Glebe Rd, Montross, VA

For Sale

$370,000

3 bd2 ba1,508 sqft

45031 Irvin St, Hollywood, MD

For Sale

$300,000

2 bd2 ba896 sqft

20436 Bowles Rd, Coltons Point, MD

For Sale

$309,900

3 bd1 ba960 sqft

12995 Rousby Hall Rd, Lusby, MD

For Sale

$329,999

3 bd2 ba1,568 sqft

307 Beacon Ct, Montross, VA

For Sale

$324,900

3 bd1 ba960 sqft

8264 Sycamore Rd, Lusby, MD

For Sale

$349,900

3 bd2 ba1,590 sqft

18323 Oakland Dr, Cobb Island, MD

For Sale

$349,000

2 bd1 ba1,092 sqft

419 Seagull Ln, Lusby, MD

For Sale

$410,000

3 bd2 ba1,506 sqft

44199 Saint Andrews Ln, California, MD

Tour This Home

Pick a date

Preferred time

Apr 10, 2026

No obligation · Same-day confirmation · Takes 30 seconds

Need a different time? Request custom scheduling

Have a Question?

Get details on this property, the neighborhood, or the buying process.

Ask About This Property

We typically respond within a few hours

Download property brochure

Photos, details & neighborhood info in one PDF

Get brochure

Free · No sign-up required

Get pre-approved

Know your budget & strengthen your offer

Check eligibility

Value estimates

Live

Est. value$333,200

Est. rent$1,913/mo

30yr rate est.6.06%

Affordability$1,954/mo

Own a home nearby?

See what it's worth in today's market

Get estimate

Schedule Tour Ask

No obligation · Same-day response