20503 Chestnut Ridge Dr

1,848 Sq. Ft.
$17 / Sq. Ft.
1,848
Sq. Ft.
$17
per Sq. Ft.

Description

Nestled in the serene enclave of Chestnut Ridge, this exquisite Cape Cod-style residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With a generous 3.04-acre lot, this home provides ample space for relaxation and outdoor enjoyment, all while maintaining a sense of privacy and tranquility. Freshly Painted and New Carpet in the Bedrooms. Step inside to discover a thoughtfully designed layout featuring three spacious bedrooms and two and a half...Nestled in the serene enclave of Chestnut Ridge, this exquisite Cape Cod-style residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With a generous 3.04-acre lot, this home provides ample space for relaxation and outdoor enjoyment, all while maintaining a sense of privacy and tranquility. Freshly Painted and New Carpet in the Bedrooms. Step inside to discover a thoughtfully designed layout featuring three spacious bedrooms and two and a half elegantly appointed bathrooms. The heart of the home boasts a cozy fireplace, creating an inviting atmosphere for gatherings or quiet evenings in. The property is equipped with modern conveniences, including a dedicated laundry area with hookups, ensuring that daily tasks are both efficient and effortless. The attached two-car garage, with a front-entry design, offers both functionality and ease of access, while the paved driveway enhances the overall curb appeal. While this home does not feature a pool, the expansive outdoor space invites you to create your own personal oasis. Imagine hosting summer barbecues on the extensively large Deck or enjoying peaceful mornings on your porch, surrounded by the beauty of nature. The lush surroundings provide a perfect backdrop for outdoor activities or simply unwinding after a long day. Available for lease starting March 9, 2026, this property offers flexible leasing options ranging from 12 to 36 months, allowing you to settle into your new home at your own pace. Rent includes essential utilities such as water and sewer, providing peace of mind and convenience. Experience the exclusive lifestyle that Chestnut Ridge has to offer, where luxury meets comfort in a picturesque setting. This residence is not just a house; it's a place to call home, where cherished memories are waiting to be made. Don't miss the opportunity to embrace this exceptional living experience. This home is non-smoking and the owner is not accepting Pets at the present time. Minor exterior items being completed to beautify this home.
  1. Listed by Julius L Camp • Coldwell Banker Premier
    P: (240)-434-8356 jay@accuratemobile.net

Property Details for 20503 Chestnut Ridge Drive

Tax ID Number
1903053466
Ownership
Other
HOA
No
Structure Type
Detached
Style
Cape Cod
Levels/Stories
2
Waterfront
No
Garage
Yes
LISTING UPDATED: 03/27/2026 10:16 PM

Property Details for 20503 Chestnut Ridge Drive

StatusActive
MLS #MDSM2029810
Days on Market22
Rental Incentives-
Costs & Fees-
Available Date03/09/2026
Lease Term-
Furnished-
Compass TypeRental
MLS TypeResidential Lease / Other
Year Built1993
Lot Size3.04 AC / 132,422 SF
CountySt. Mary's County

Location

Listing Courtesy of Coldwell Banker Premier
Add your commute

Building Information for 20503 Chestnut Ridge Drive

Building/Complex20503 Chestnut Ridge DrFloor-Stories2Pet Policy-Pet Policy DetailsNo PetsYear Built1993Building Size-Lot Size3.04 AC / 132,422 SF

Property Information for 20503 Chestnut Ridge Drive

Location
Location
  • 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
  • Property Manager Y/N: Yes
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Zoning: RESIDENTIAL
  • Automatically Update Tax Values Y/N: No
Lease Information
Lease Information
  • Date Available: 03-09-2026
  • Security Deposit: $2,700
  • Minimum Lease in Months: 12
  • Maximum Lease in Months: 36
  • Pets Allowed: No
  • Smoking Allowed: No
  • Owner Pays: Water, Sewer Maintenance, Sewer
  • Tenant Pays: Electricity, Exterior Maintenance, Frozen Waterpipe Damage, Gutter Cleaning, Hot Water, Lawn/Tree/Shrub Care, Light Bulbs/Filters/Fuses/Alarm Care, Minor Interior Maintenance, Pest Control, Trash Removal, Utilities - All
  • Rent Includes: Water, Sewer
  • Application Fee: $50
  • Rent Spree Online Application: No
  • Repair Deductible: $100
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 2
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Dining Room, Bedroom 2, Kitchen, Family Room, Bedroom 1, Bathroom 1, Half Bath
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Bedroom 1
  • Room Level: Main
  • Room Exists: Yes
Room 2
  • Room Type: Bathroom 1
  • Room Level: Main
  • Room Exists: Yes
Room 3
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
Room 4
  • Room Type: Family Room
  • Room Level: Main
  • Room Exists: Yes
Room 5
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
Room 6
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
Room 7
  • Room Type: Bedroom 1
  • Room Level: Upper 1
  • Room Exists: Yes
Room 8
  • Room Type: Bedroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
Room 9
  • Room Type: Bathroom 1
  • Room Level: Upper 1
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 1,848.00
  • Total Finished SQFT Source: Estimated
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
Parking
Parking
  • Type Of Parking: Attached Garage
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Parking Features: Paved Driveway
  • Garage Features: Garage - Front Entry
Interior Features
Interior Features
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Accessibility Features: Other
  • Laundry Type: Hookup
Exterior Features
Exterior Features
  • Spa: No
  • Pool: No Pool
Utilities
Utilities
  • Utilities: Cable TV Available
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: On Site Septic
Confidential Data
Listing Office
  • List Agent AOR: Southern Maryland Association of REALTORS

Property History for 20503 Chestnut Ridge Drive

DateEvent & SourcePriceAppreciation
Mar 8, 2026

Listed (Active)

BRIGHT #MDSM2029810

$2,700
Dec 26, 2022

Closed

BRIGHT #MDSM2010606

$1,950
Dec 14, 2022

Pending

BRIGHT #MDSM2010606

$1,950
Dec 14, 2022

Lease Out

BRIGHT #MDSM2010606

Nov 18, 2022

Listed (Active)

BRIGHT #MDSM2010606

$1,950
Jan 2, 2020

Closed

BRIGHT #MDSM166296

$1,900
Jan 2, 2020

Lease Out

BRIGHT #MDSM166296

Dec 31, 2019

Pending

BRIGHT #MDSM166296

$1,900
Nov 24, 2019

Listed (Active)

BRIGHT #MDSM166296

$1,900
Jul 29, 2017

Closed

BRIGHT #1001115075

$1,750
Jul 29, 2017

Lease Out

BRIGHT #1001115075

Jun 28, 2017

Listed (Active)

BRIGHT #1001115075

$1,750
May 1, 2012

Closed

BRIGHT #1003810324

$1,850
May 1, 2012

Lease Out

BRIGHT #1003810324

Jan 7, 2012

Listed (Active)

BRIGHT #1003810324

$1,975
Jan 12, 2011

Closed

BRIGHT #1005084962

$1,975
Jan 12, 2011

Lease Out

BRIGHT #1005084962

Dec 8, 2010

Listed (Active)

BRIGHT #1005084962

$2,000
DateEvent & SourcePrice
03/08/2026

Listed (Active)

BRIGHT #MDSM2029810

$2,700
12/26/2022

Closed

BRIGHT #MDSM2010606

$1,950
12/14/2022

Pending

BRIGHT #MDSM2010606

$1,950
12/14/2022

Lease Out

BRIGHT #MDSM2010606

11/18/2022

Listed (Active)

BRIGHT #MDSM2010606

$1,950
01/02/2020

Closed

BRIGHT #MDSM166296

$1,900
01/02/2020

Lease Out

BRIGHT #MDSM166296

12/31/2019

Pending

BRIGHT #MDSM166296

$1,900
11/24/2019

Listed (Active)

BRIGHT #MDSM166296

$1,900
07/29/2017

Closed

BRIGHT #1001115075

$1,750
07/29/2017

Lease Out

BRIGHT #1001115075

06/28/2017

Listed (Active)

BRIGHT #1001115075

$1,750
05/01/2012

Closed

BRIGHT #1003810324

$1,850
05/01/2012

Lease Out

BRIGHT #1003810324

01/07/2012

Listed (Active)

BRIGHT #1003810324

$1,975
01/12/2011

Closed

BRIGHT #1005084962

$1,975
01/12/2011

Lease Out

BRIGHT #1005084962

12/08/2010

Listed (Active)

BRIGHT #1005084962

$2,000

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

Schools near 20503 Chestnut Ridge Drive

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
Piney Point Elementary School
PublicPK to 5

Leonardtown Middle School
Public6 to 8

Leonardtown 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.

20503 Chestnut Ridge Drive is available for rent in Leonardtown, MD 20650. This property was listed on March 8, 2026 by Coldwell Banker Premier, it's currently listed at $2,600. It has been on the market for a total of 22 days and was last rented on December 26, 2022. This listing's school district is St. Mary's County Public Schools. Nearby schools include Piney Point Elementary School, Leonardtown Middle School and Leonardtown High School. 20503 Chestnut Ridge Drive is a 3-bed, 3-bath, 1,848 sqft a property built in 1993.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker Premier

© 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 03/27/2026 10:16 PM