Nestled in the picturesque surroundings of 20995 Chestnut Ridge Drive, this exquisite property offers a perfect blend of elegance and comfort. With a spacious and thoughtfully designed interior, this residence provides a serene retreat for those seeking a refined living experience. As you approach the property, the manicured landscaping and welcoming facade set the tone for what awaits inside. The entryway opens into a well-lit foyer, adorned with tasteful accents that create an immediate sense of warmth. Hardwood floors flow seamlessly throughout the main living areas, complementing the neutral color palette that enhances the overall sense of sophistication. The heart of this home is undoubtedly the gourmet kitchen, equipped with modern stainless steel appliances, granite countertops, and ample cabinet space. Whether you're a seasoned chef or someone who enjoys the occasional culinary adventure, this kitchen is sure to inspire your inner gastronome. The adjacent dining area is perfect for hosting intimate dinners or entertaining guests. The living room is a comfortable haven, featuring large windows that allow natural light to flood the space. A cozy fireplace adds a touch of charm, creating an inviting atmosphere for relaxation or socializing with loved ones. From the living room, sliding glass doors lead to a private patio, ideal for al fresco dining or enjoying a morning cup of coffee while taking in the scenic views. The master suite is a true retreat, boasting a spacious layout, a walk-in closet, and an ensuite bathroom with luxurious fixtures. Additional bedrooms provide flexibility for guests, a home office, or a hobby room, ensuring that every resident can tailor the space to their unique needs. This residence goes beyond the interior, offering outdoor spaces designed for both tranquility and recreation. The well-manicured backyard provides a private oasis, featuring lush greenery and a well-maintained lawn. It's the perfect setting for outdoor activities, from weekend barbecues to leisurely strolls in the fresh air. Conveniently located amenities and services are within easy reach, ensuring that daily essentials and entertainment options are just a short distance away. The property also benefits from its proximity to parks, schools, and major transportation routes, making it an ideal choice for those seeking both convenience and a peaceful living environment. In summary, 20995 Chestnut Ridge Drive is not just a residence; it's a refined lifestyle. Immerse yourself in the comfort of a thoughtfully designed home, surrounded by the beauty of its natural setting. This rental opportunity is a rare gem, promising a harmonious blend of luxury, functionality, and a strong sense of home. Don't miss the chance to make this address your own – schedule a viewing today and step into a world of unparalleled living.
Single-familyProperty Type
1996Year Built
$250Est. Price/Sq.Ft.
3 spacesParking
Listed by Conor Loughran• CENTURY 21 New Millennium
•301-862-2169 (broker)
•tommy.higgins@c21nm.com (broker)
Bought with Tanya Redding• CENTURY 21 New Millennium
Beautiful custom built home located in established neighborhood of Chestnut Ridge in Leonardtown. Home has been meticulously maintained with lots of upgrades inside and out. On the main level you will find beautiful hardwood floors, upgraded kitchen to include soft close cabinets with under cabinet lighting, granite countertops and stainless appliances, dining area and living room. There is an additional large family room off the kitchen with surround system, gas stone faced fireplace, full bath and not to mention your own custom built bar with granite countertops. Upstairs are three bedrooms, two full baths and laundry area. Home sits on a nice level 2+acre lot which backs to trees. A stamped concrete walkway leads around back to a welcoming patio and deck for entertaining. Home is ready for new owners so call today to schedule!
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
—
Baths
3
Stories
2
Lot width
—
Lot depth
—
Lot size
2.39 Acres
Year renovated
—
Sq. Ft.
2,149
Year built
1996
Style
Single Family Residential
County
St. Mary's County
APN
03 047326
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 16, 2026.
May 20, 2020 • Final
Bldg detach acc
Work on a shed.
Addition
May 8, 2018 • Active
Residential accessory structure
Work on a shed.
ADU
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
# of Total Garage and Parking Spaces: 3
Driveway - # of Spaces: 3
Driveway
Interior
Bedroom Information
# of Bedrooms On 1st Upper Level: 3
Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 2
# of Bathrooms (Full): 3
Interior Information
Living Area Sq.Ft. Source: Assessor
Fireplace Information
Has Fireplace
# of Fireplaces: 1
Basement Information
Basement: No
Exterior
Property Information
Total Below Grade Sq. Ft.: 0
Ownership Interest: Other
Year Built Source: Assessor
Building Information
Construction Materials: Vinyl Siding
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Pets Allowed: Yes
Pet Restrictions: Case by Case Basis
Structure Type: Detached
Lot Information
Tidal Water: No
Above Grade Information
Finished Sq.Ft.: 2,149
Finished Sq.Ft. Source: Assessor
Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor
Financial
Tax Information
Tax Assessed Value: $369,900
Tax Year: 2023
Tax Annual Amount: $3,448
Utilities
Utilities Information
Cooling Type: Heat Pump(s)
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Septic Exists
Water Source: Well
Location
Homeowners Association Information
HOA Fee: $110
HOA Fee Frequency: Annually
School Information
School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent
Location Information
Outside City Limits
Directions: Rt 5 to Chestnut Ridge Dr. First home on the right.
Public facts
Beds: —
Baths: 3.0
Sq. Ft.: 2,149
Stories: 2.0
Lot Size: 2.39 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: —
County: St. Mary's County
APN: 03 047326
Home facts updated by county records on Oct 16, 2026
Around this home
Schools
Piney Point Elementary School
Public PreK-5 • Assigned • 5.5mi
7/10
Leonardtown Middle School
Public 6-8 • Assigned • 3.1mi
9/10
Leonardtown High School
Public 9-12 • Assigned • 2.8mi
8/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
9/10 Heat Factor
7 days above 101° expected this year, 17 days in 30 years
6/10 Wind Factor
53% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Leonardtown, MD • 20650
Average low and high temperatures (°F)
40
26
45
30
62
41
70
50
75
57
86
67
88
71
80
65
78
62
69
50
59
42
46
31
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.5 hours in
June and 4.9 hours in December, which is comparable to the
U.S. average for solar exposure.
9.5 hrs
4.9 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$511,000 – $618,000
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