Sold
Last Sold Price
5 beds3,180 sqft$145/sqft
39730 Red Oak Rd, Leonardtown, MD 20650
Single FamilyProperty Type
3.58 acresLot Size
1999Year Built
$145/sq ftPrice per sq ft
3 carsParking Spaces

Description

Location, privacy, and convenience all wrapped up in this gorgeous Cape Cod! Situated on over 3.5 acres and just minutes from downtown Leonardtown. Featuring 5 spacious bedrooms and 3 full baths. You'll love the modern country kitchen with stainless steel appliances. Updated bathrooms, gleaming hardwood floors, expansive deck and conditioned crawl space. Need a first floor bedroom? You'll find that here along with a main floor full bath. There is an over sized two car garage with plenty of space...Location, privacy, and convenience all wrapped up in this gorgeous Cape Cod! Situated on over 3.5 acres and just minutes from downtown Leonardtown. Featuring 5 spacious bedrooms and 3 full baths. You'll love the modern country kitchen with stainless steel appliances. Updated bathrooms, gleaming hardwood floors, expansive deck and conditioned crawl space. Need a first floor bedroom? You'll find that here along with a main floor full bath. There is an over sized two car garage with plenty of space for vehicles, bikes, and storage. If that isn't enough, the detached garage is the perfect spot for a workshop and includes a 2nd story storage area. This home also features a RV and generator hook up! The spacious and open back yard is surrounded by mature trees and is the perfect spot for entertaining or relaxing and enjoying nature Just around the corner from the popular Vintage Source and a just a short drive away from Newtown Neck State Park. Don't miss your chance to own this home!
  • Listed by: Sarah M Mulford 410.279.6341 sarah@thelibertyhometeam.com • RE/MAX One
Listing closed: 08/24/2021 12:00 AM • Source: BRIGHT, MLS#: MDSM2000384

Recent comparable sales

Median sold price

$560,000

Avg days on market

27

Sale-to-list ratio

98.3%

Leonardtown, MD

9 comparable properties found

$540,000 | 40855 Spring House Lane, Leonardtown, MD 20650
1/79
1

$540,000

Sold 06/04/26

5
Bedrooms
3,464
Square Feet
0.40
Acres
$615,000 | 21822 Riviera Court, Leonardtown, MD 20650
1/77
2

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Sold 07/13/26

5
Bedrooms
3,384
Square Feet
0.45
Acres
$400,000 | 39944 Lady Baltimore Avenue, Leonardtown, MD 20650
1/2
3

$400,000

Sold 06/15/26

5
Bedrooms
2,169
Square Feet
0.46
Acres
a view of a house with a patio
1/54
4

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Sold 03/25/25

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Square Feet
0.63
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a front view of a house with a yard
1/58
5

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Sold 04/24/26

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3,482
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0.45
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front view of a house with a yard
1/71
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Sold 07/02/25

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3,664
Square Feet
0.98
Acres
$580,000 | 23593 Mitchell Drive, Leonardtown, MD 20650
1/77
7

$580,000

Sold 03/23/26

5
Bedrooms
2,940
Square Feet
0.32
Acres
$550,000 | 23246 Clarks Rest Road, Leonardtown, MD 20650
1/61
8

$550,000

Sold 02/18/25

5
Bedrooms
3,024
Square Feet
0.16
Acres
$589,900 | 40883 Meadow Drive, Leonardtown, MD 20650
1/96
9

$589,900

Sold 10/08/24

5
Bedrooms
2,264
Square Feet
0.73
Acres

Location

Listing Courtesy of RE/MAX One

Sold By Residential Plus Real Estate Services

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Property Information for 39730 Red Oak Road

Property Details
  • Taxes: $3,571 / year
  • MLS Type: Residential / Fee Simple
  • Tax ID Number: 1903046745
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Cape Cod
  • Levels/Stories: 2
  • Waterfront: No
  • Garage: Yes
  • Expected On Market Date: 07-23-2021
  • Subdivision: LEONARDTOWN
  • Subdivision: LEONARDTOWN (SAINT MARYS MD)
  • Legal Subdivision: ST CLEMENTS WOODS
  • Total Parking Spaces: 3
  • Central Air: Yes
  • Basement: No
  • Above Grade Finished SQFT: 3,180.00
  • Above Grade Fin SQFT Source: Estimated
  • Below Grade Finished SQFT: .00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: .00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: .00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: No
Building Information
  • Stories: 2
  • Year Built: 1999
  • Lot Size: 3.58 AC / 155,945 SF
Location
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
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2020
  • Tax Assessed Value: $345,467
  • Year Assessed: 2021
  • County Tax: $3,229
  • Improvement Assessed Value: $231,600
  • City Town Tax: $0
  • Land Assessed Value: $122,900
  • Clean Green Assessed: No
  • Land Use Code: 010
  • Section: 1
  • Zoning: RNC
  • Tax Lot: 1
  • Tax Page Number: 37
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Concessions: No
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 4
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 4
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Stories: Main, Upper 1
Building Info
Building Info
  • Total Finished SQFT: 3,180.00
  • Total Finished SQFT Source: Estimated
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 14990423
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage, Detached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Num of Detached Garage Spaces: 1
  • Total Garage Spaces: 3
  • Garage Features: Garage - Front Entry, Garage Door Opener
Interior Features
Interior Features
  • Interior Features: Floor Plan - Open, Kitchen - Country
  • Appliances: Stainless Steel Appliances
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Propane - Leased, Electric
  • Hot Water: Bottled Gas
  • Water Source: Well
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Southern Maryland Association of REALTORS
  • List Agent URL: thelibertyhometeam.com

Property History for 39730 Red Oak Road

DateEvent & SourcePriceAppreciation
Aug 24, 2021

Closed (Public Record)

Public Record #1471743456

$460,000

+12.8% / yr

Aug 24, 2021

Closed

BRIGHT #MDSM2000384

$460,000
Jul 19, 2021

Active Under Contract

BRIGHT #MDSM2000384

DateEvent & SourcePrice
08/24/2021

Closed (Public Record)

Public Record #1471743456

$460,000

+12.8% / yr

08/24/2021

Closed

BRIGHT #MDSM2000384

$460,000
07/19/2021

Active Under Contract

BRIGHT #MDSM2000384

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

Public Records for 39730 Red Oak Road

Taxable ValueLand-Additions-Total-
Tax Record2025$5,027 ($419 / month)
Home Facts
Beds0Baths3Total Finished SqFt2,663 SqFtAbove Grade Finished SqFt2,663 SqFtStories2Lot Size155,945 SqFtStyleSingle Family ResidenceYear Built1999Year Renovated1999ZoningRNCCountyST. MARY'SAPN03-046745

Schools near 39730 Red Oak Road

This home is within St. Mary's County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Benjamin Banneker Elementary School
PublicPK to 5

Leonardtown Middle School
Public6 to 8

Chopticon High School
Public9 to 12

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

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 39730 Red Oak Road, Leonardtown, MD 20650
$460,000
5
3,180
155,945
4,000
$262,650
2
1,591
16,280
2
1,324
10,340
1
1,910
14,000
2
1,335
23,160

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 RE/MAX One

© 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 08/27/2022 04:55 AM