23635 Maypole Road

Closed 8/31/22

Sold

Last Sold Price

$2,500,000

18,538,265 Lot Size425.58 Acres

23635 Maypole Rd, Leonardtown, MD 20650

LandProperty Type

425.58 acresLot Size

Description

Chance to own unique property with high acreage. This property contains 3 fields. Multiple Barns. This property could fit all the needs for a hunter/farmer or for someone to create a family compund. This property now has the ability for 7 lots thorughout the whole parcel. If public sewer became present, the property could be subject to more lots. Zoned RPD. No TDR's. Property goes on both sides of Maypole Rd.Chance to own unique property with high acreage. This property contains 3 fields. Multiple Barns. This property could fit all the needs for a hunter/farmer or for someone to create a family compund. This property now has the ability for 7 lots thorughout the whole parcel. If public sewer became present, the property could be subject to more lots. Zoned RPD. No TDR's. Property goes on both sides of Maypole Rd.

Listed by: Tyler Lee Wood 301.643.2496 woodsoldmyhome@gmail.com • Chesapeake Fine Homes, LLC.

Listing closed: 08/31/2022 12:00 AM • Source: BRIGHT, MLS#: MDSM2003258

Recent comparable sales

Median sold price

$145,000

Avg days on market

223

Sale-to-list ratio

76.1%

1/19

$175,000

Sold 02/02/26

Unavailable
Bedrooms: Unavailable
Bathrooms: Unavailable
Square Feet: 3.53
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Kiskadee Lane, Leonardtown, MD 20650

1/19

$11,500

Sold 04/20/26

Unavailable
Bedrooms: Unavailable
Bathrooms: Unavailable
Square Feet: 1.23
Acres

Hollywood, Leonardtown, MD 20650

an aerial view of a wooden house with a swimming pool

1/5

$180,000

Sold 12/03/24

Unavailable
Bedrooms: Unavailable
Bathrooms: Unavailable
Square Feet: 1.3
Acres

24749 Trailside Lane, Leonardtown, MD 20650

1/9

$145,000

Sold 09/20/24

Unavailable
Bedrooms: Unavailable
Bathrooms: Unavailable
Square Feet: 1.38
Acres

40606 Crimson Way, Leonardtown, MD 20650

$2,846,154

Sold 02/18/26

Unavailable
Bedrooms: Unavailable
Bathrooms: 10,112
Square Feet: Unavailable
Acres

26020 Point Lookout Road, Leonardtown, MD 20650

$477,000

Sold 05/06/25

Unavailable
Bedrooms: Unavailable
Bathrooms: Unavailable
Square Feet: 0.75
Acres

25765 Point Lookout Road, Leonardtown, MD 20650

1/13

$135,000

Sold 05/09/25

Unavailable
Bedrooms: Unavailable
Bathrooms: Unavailable
Square Feet: 4.8
Acres

42500 St Margarets Drive, Leonardtown, MD 20650

1/3

$12,000

Sold 11/13/24

Unavailable
Bedrooms: Unavailable
Bathrooms: Unavailable
Square Feet: 0.12
Acres

Waterside Drive, Leonardtown, MD 20650

1/5

$75,000

Sold 12/09/24

Unavailable
Bedrooms: Unavailable
Bathrooms: Unavailable
Square Feet: 1.16
Acres

40435 Old Breton Beach Road, Leonardtown, MD 20650

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Location

Listing Courtesy of Chesapeake Fine Homes, LLC.

Sold By RE/MAX One

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$12,770 per month

30 year fixed, 6.55% Interest

Principal and Interest

$12,707

Property Taxes

$62

HOA Dues

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Property Information for 23635 Maypole Road

Property Details

Taxes: $749 / year
MLS Type: Land / Fee Simple
County: St. Mary's County
Tax ID Number: 1903005402
Ownership: Fee Simple
HOA: No
Waterfront: No
Views: Trees/Woods
Garage: No
Subdivision: NONE AVAILABLE
Subdivision: NONE AVAILABLE (SAINT MARYS MD)
Central Air: No
Construction Completed: No

Building Information

Lot Size: 425.58 AC

Location

In City Limits: No
School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS

School District County ID: 121138839208
SchoolDistrictSource: Listing Agent
County: SAINT MARYS

Waterfront / Water Access

Water View: No
Water Access: No

Water Oriented: No
Navigable Water: No
Tidal Water: No
Riparian Rights Y/N: No

Taxes and Assessment

Tax Year: 2022
Tax Assessed Value: $73,800

Year Assessed: 2022
County Tax: $707
Improvement Assessed Value: $12,700
Clean Green Assessed: No
Agricultural Tax Due: Yes
Zoning: RPD
Zoning Dscrp: Allowed 7 lots as it sits today. If public sewer is tied into property there is potenital for more lots.
Tax Page Number: 392
Automatically Update Tax Values Y/N: Yes
TaxDataUpdatedYN: No

Lease Information

Concessions: No

Building Info

Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8012/2938/4746/801229384746_512_384_WM_aIjoapxstgrhTgXX.jpg
Other Structure: Barn

Possible Use: Agriculture, Mixed Use, Recreational, Residential, Sand/Gravel/Dirt, Hunting

Lot / Land Information

Farm Information

Farm Land Preservation Y/N: No

Lot / Land Information

Lot Size Source: Assessor
Current Use: Agriculture

Soil Types: Clay, Sandy
Road Surface Type: Gravel
Road Responsibility: Private, City/County
Road Frontage Length: 3,000.00
Parcel ID: 14987359
Additional Parcels: No

Utilities

Water Source: None
Sewer Septic: No Septic System

Confidential Data

Listing Office

List Agent AOR: Southern Maryland Association of REALTORS

Property History for 23635 Maypole Road

Date	Event & Source	Price	Appreciation
Aug 31, 2022	Closed BRIGHT #MDSM2003258	$2,500,000	—
Jul 15, 2022	Pending BRIGHT #MDSM2003258		—
Jul 15, 2022	Active Under Contract BRIGHT #MDSM2003258		—
Jan 4, 2022	Price Change BRIGHT #MDSM2003258	$3,500,000	—
Dec 6, 2021	Listed (Active) BRIGHT #MDSM2003258	$4,000,000	—
Sep 22, 2001	Closed BRIGHT #MDSM125938	$1,100,000	—
Jul 23, 2001	Pending BRIGHT #MDSM125938		—
Jul 3, 2001	Listed (Active) BRIGHT #MDSM125938	$1,100,000	—

Date	Event & Source	Price
08/31/2022	Closed BRIGHT #MDSM2003258	$2,500,000
07/15/2022	Pending BRIGHT #MDSM2003258	—
07/15/2022	Active Under Contract BRIGHT #MDSM2003258	—
01/04/2022	Price Change BRIGHT #MDSM2003258	$3,500,000
12/06/2021	Listed (Active) BRIGHT #MDSM2003258	$4,000,000
09/22/2001	Closed BRIGHT #MDSM125938	$1,100,000
07/23/2001	Pending BRIGHT #MDSM125938	—
07/03/2001	Listed (Active) BRIGHT #MDSM125938	$1,100,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 23635 Maypole Road

Taxable ValueLand-Additions-Total-

Tax Record2023$763 ($64 / month)

Home Facts

Total Finished SqFt2,608 SqFtAbove Grade Finished SqFt2,608 SqFtStories2Lot Size18,538,264 SqFtStyleMiscellaneous AgriculturalYear Built1870ZoningRPDCountyST. MARY'SAPN03-005402Fireplace TypeHas Fireplace

Schools near 23635 Maypole Road

This home is within St. Mary's County Public Schools.


Rating	School	Type	Grades	Distance
6/10	Benjamin Banneker Elementary School	Public - Serves this home	PK to 5	1.1 mi
8/10	Leonardtown Middle School	Public - Serves this home	6 to 8	4.2 mi
6/10	Chopticon High School	Public - Serves this home	9 to 12	3.7 mi
NR	Dr. James A. Forrest Career And Technology Center	Public - Nearby school	9 to 12	4.3 mi
10/10	Chesapeake Charter School	Charter - Choice school	K to 8	10.6 mi
NR	Loveville Mennonite School	Private - Nearby school	1 to 7	2.1 mi


Rating	School	Distance
6/10	Benjamin Banneker Elementary School PublicPK to 5 Serves this home	1.1 mi
8/10	Leonardtown Middle School Public6 to 8 Serves this home	4.2 mi
6/10	Chopticon High School Public9 to 12 Serves this home	3.7 mi
NR	Dr. James A. Forrest Career And Technology Center Public9 to 12 Nearby school	4.3 mi
10/10	Chesapeake Charter School CharterK to 8 Choice school	10.6 mi
NR	Loveville Mennonite School Private1 to 7 Nearby school	2.1 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 23635 Maypole Road, Leonardtown, MD 20650	$2,500,000	–	–	–	18,538,265
23639 Maypole Road, Leonardtown, MD 20650	–	–	–	–	–
23747 Maypole Road, Leonardtown, MD 20650	$60,684	–	–	–	–
23715 Maypole Road, Leonardtown, MD 20650	–	–	1.5	1,120	65,340
23961 Maypole Road, Leonardtown, MD 20650	–	–	2	2,634	186,001
40750 Fawns Rest Way, Leonardtown, MD 20650	–	–	5.5	4,789	556,697
23956 R G Way, Leonardtown, MD 20650	–	–	2	952	261,360
40735 Fawns Rest Way, Leonardtown, MD 20650	$90,000	–	2.5	2,365	57,499
26730 Radio Station Way, Leonardtown, MD 20650	$325,000	–	2	1,968	261,360
26606 Point Lookout Road, Leonardtown, MD 20650	$127,800	–	–	2,174	2,793,503
23818 Maypole Road, Leonardtown, MD 20650	–	–	–	–	–
40725 Fawns Rest Way, Leonardtown, MD 20650	$525,000	3	3	2,644	53,579
40740 Fawns Rest Way, Leonardtown, MD 20650	$360,000	5	3	2,470	46,609
40744 Fawns Rst Way, Leonardtown, MD 20650	$731,084	4	3	3,313	52,272
26737 Radio Station Way, Leonardtown, MD 20650	–	–	–	11,940	–
23960 R R G S Way, Leonardtown, MD 20650	$625,000	4	3	2,788	282,269

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Chesapeake Fine Homes, LLC.

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 08/31/2022 12:44 PM

Leonardtown, MD

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