Last Sold Price
5 beds2,184 sqft$188/sqft
40077 Big Chestnut Rd, Leonardtown, MD 20650

Description

Huge price reduction! Creative construction of a THREE Bedroom & TWO Bathroom home and a separate TWO Bedroom & ONE Bathroom- all in one home. The home was designed & built this way. Live in one unit and rent the other out to help with your mortgage. The home has been fully UPDATED with LVP flooring & new bathrooms. Rental unit is currently month-to-month with solid tenant. Separate electric meters with shared well & septic systems. Each unit has a 1-car garage as well. NO HOA, yet easy commutes...Huge price reduction! Creative construction of a THREE Bedroom & TWO Bathroom home and a separate TWO Bedroom & ONE Bathroom- all in one home. The home was designed & built this way. Live in one unit and rent the other out to help with your mortgage. The home has been fully UPDATED with LVP flooring & new bathrooms. Rental unit is currently month-to-month with solid tenant. Separate electric meters with shared well & septic systems. Each unit has a 1-car garage as well. NO HOA, yet easy commutes into highly desirable Leonardtown. Schedule your tour today.
LISTING CLOSED: 01/26/2024 12:00 AM

  1. Listed by Dorothy M Bistransin • Redfin Corp
    P: (443) 520-4396 dorothy.bistransin@redfin.com

Property Details for 40077 Big Chestnut Road

Status
MLS #
MDSM2015978
Days on Market
28
Taxes
$3,300 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
2008
Lot Size
0.79 AC / 34,556 SF
Tax ID Number
1903053369
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Traditional
Levels/Stories
3
Waterfront
No
Views
Scenic Vista, Trees/Woods
Garage
Yes
Expected On Market Date
11-21-2023
Subdivision
NONE AVAILABLE
Subdivision
NONE AVAILABLE (SAINT MARYS MD)
Total Parking Spaces
2
Central Air
Yes
Basement
No
Above Grade Finished SQFT
2,184.00
Above Grade Fin SQFT Source
Assessor
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

Recent comparable sales

Median sold price

$485,000

Avg days on market

13

Sale-to-list ratio

98.9%

Leonardtown, MD

9 comparable properties found

$400,000 | 39944 Lady Baltimore Avenue, Leonardtown, MD 20650
1/2
1

$400,000

Sold 06/15/26

5
Bedrooms
2,169
Square Feet
0.46
Acres
front view of a house with a yard
1/3
2

$470,000

Sold 02/11/25

4
Bedrooms
2,028
Square Feet
0.50
Acres
a front view of a house with a yard and garage
1/55
3

$531,000

Sold 07/18/25

5
Bedrooms
2,420
Square Feet
0.38
Acres
a front view of a house with garden
1/2
4

$485,000

Sold 06/30/26

4
Bedrooms
2,507
Square Feet
0.58
Acres
a front view of a house with garden
1/30
5

$440,000

Sold 04/24/26

4
Bedrooms
2,176
Square Feet
0.61
Acres
$549,900 | 23585 Abraham Drive, Leonardtown, MD 20650
1/53
6

$549,900

Sold 12/17/24

5
Bedrooms
4,832
Square Feet
0.38
Acres
$485,000 | 21807 Potomac View Drive, Leonardtown, MD 20650
1/55
7

$485,000

Sold 07/02/26

4
Bedrooms
2,019
Square Feet
0.48
Acres
$589,900 | 40883 Meadow Drive, Leonardtown, MD 20650
1/96
8

$589,900

Sold 10/08/24

5
Bedrooms
2,264
Square Feet
0.73
Acres
$740,000 | 40801 Kiskadee Lane, Leonardtown, MD 20650
1/73
9

$740,000

Sold 09/18/25

5
Bedrooms
6,064
Square Feet
3.18
Acres

Location

Listing Courtesy of Redfin Corp

Sold By Samson Properties

Add your commute

Building Information for 40077 Big Chestnut Road

Stories3Year Built2008Building Size-Lot Size0.79 AC / 34,556 SF

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$2,359 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,084

Property Taxes

$275

HOA Dues

$0

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Property Information for 40077 Big Chestnut Road

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
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2023
  • Tax Assessed Value: $343,800
  • Year Assessed: 2023
  • County Tax: $3,300
  • Improvement Assessed Value: $256,000
  • Land Assessed Value: $111,800
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: RPD
  • Tax Lot: 1
  • Tax Page Number: 124
  • Automatically Update Tax Values Y/N: Yes
  • TaxDataUpdatedYN: No
Lease Information
Lease Information
  • Concessions: Yes
  • Concessions Amount: $7,950
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
All Upper Levels
  • # Bedrooms Count All Upper Levels: 2
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Rooms
  • Stories: Main, Upper 1
Building Info
Building Info
  • Total Finished SQFT: 2,184.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 14990892
Parking
Parking
  • Type Of Parking: Attached Garage, Off Street
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Garage Features: Additional Storage Area, Garage - Front Entry, Oversized
Interior Features
Interior Features
  • Interior Features: 2nd Kitchen, Breakfast Area, Built-Ins, Carpet, Ceiling Fan(s), Combination Kitchen/Dining, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Traditional, Kitchen - Eat-In, Kitchen - Table Space, Primary Bath(s), Walk-in Closet(s)
  • Fireplace: No
  • Appliances: Built-In Microwave, Dishwasher, Dryer, Exhaust Fan, Icemaker, Oven - Single, Refrigerator, Stove, Washer/Dryer Stacked, Water Heater
  • Accessibility Features: None
  • Laundry Type: Has Laundry
Exterior Features
Exterior Features
  • Outdoor Living Structures: Deck(s)
  • 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: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Community Septic Tank, Private Septic Tank
Confidential Data
Listing Office
  • List Agent AOR: Southern Maryland Association of REALTORS

Property History for 40077 Big Chestnut Road

DateEvent & SourcePriceAppreciation
Jan 26, 2024

Closed

BRIGHT #MDSM2015978

$410,000
Jan 17, 2024

Closed (Public Record)

Public Record #1531518433

$410,000

+9.5% / yr

Dec 23, 2023

Pending

BRIGHT #MDSM2015978

DateEvent & SourcePrice
01/26/2024

Closed

BRIGHT #MDSM2015978

$410,000
01/17/2024

Closed (Public Record)

Public Record #1531518433

$410,000

+9.5% / yr

12/23/2023

Pending

BRIGHT #MDSM2015978

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

Public Records for 40077 Big Chestnut Road

Taxable ValueLand-Additions-Total-
Tax Record2025$4,099 ($342 / month)
Home Facts
Beds0Baths3Total Finished SqFt2,184 SqFtAbove Grade Finished SqFt2,184 SqFtStories2Lot Size34,556 SqFtStyleSingle Family ResidenceYear Built2008Year Renovated2008ZoningRPDCountyST. MARY'SAPN03-053369

Schools near 40077 Big Chestnut 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: 40077 Big Chestnut Road, Leonardtown, MD 20650
$410,000
5
2,184
34,556
1.5
2,936
169,013
2.5
3,557
130,680
2.5
1,603
499,633
1.5
2,052
2,656,289

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 Redfin Corp

© 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 01/26/2024 05:51 PM