This home's estimate is 8.8% higher than the average sale price ($652K) of 5 comparable homes.
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20871 Chestnut Ridge Dr, Leonardtown, MD 20650
About this home
Best In Class! Custom Built. Upgrades Galore. Anderson DH Windows, Solid Wood Doors, Oak Hardwoods, Finished walkout Basement, Gunnite Inground pool with Spa, 6'x104 Wrap Porch, 12x12 Covered Porch overlook Pool, Two Geothermal Heat Pump Systems (5 Wells) for Energy Efficient, Master Bath w. 2 Person Soak Jet Tub, New Kitchen w. Granite Counter, New Appliances, Shows Great!
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Market trends in 20650, MD
Last updated October 2026
Buyer's Market
Seller's Market
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Provided by Redfin
Sale history for 20871 Chestnut Ridge Dr
$110/sq ft
$110/sq ft
$114/sq ft





$110/sq ft
$114/sq ft
$74/sq ft
$8/sq ft
** Price available after signing in.
Tax history for 20871 Chestnut Ridge Dr
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Parking Information
- # of Attached Garage Spaces: 2
- Garage Features: Garage - Side Entry, Garage Door Opener, Additional Storage Area
- # of Total Garage and Parking Spaces: 2
- Has Garage
- # of Garage Spaces: 2
- Garage, Asphalt Driveway
- Off Street, Driveway, Attached Garage
Interior
- Bedroom Information
- # of Bedrooms On 1st Upper Level: 4
- # of Bedrooms On 1st Lower Level: 1
- Bathroom Information
- # of Bathrooms (Full) On 1st Upper Level: 2
- # of Bathrooms (Half) On Main Level: 1
- # of Bathrooms (Full) On 1st Lower Level: 1
- # of Bathrooms (Half): 1
- # of Bathrooms (Full): 3
- Interior Information
- Appliances: Washer/Dryer Hookups Only, Cooktop, Cooktop - Down Draft, Dishwasher, Disposal, Dryer, Exhaust Fan, Humidifier, Oven - Single, Oven - Wall, Oven/Range - Electric, Refrigerator, Surface Unit, Washer
- Door Features: French, Insulated, Six Panel, Sliding Glass, Storm
- Interior Features: Breakfast Area, Family Room Off Kitchen, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Dining Area, Kitchen - Eat-In, Master Bath(s), Window Treatments, Upgraded Countertops, Wood Stove, Wood Floors, WhirlPool/HotTub, Recessed Lighting, Floor Plan - Open, Floor Plan - Traditional
- Living Area Sq.Ft. Source: Estimated
- Wall & Ceiling Types: Dry Wall
- Room Information
- Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Game Room, Family Room, Basement, Foyer, Breakfast Room, Bedroom 1, Great Room, Laundry, Storage Room, Workshop, Attic
- Fireplace Information
- Has Fireplace
- # of Fireplaces: 1
- Equipment, Mantel(s), Screen
- Basement Information
- Basement: Yes
- Connecting Stairway, Outside Entrance, Rear Entrance, Sump Pump, Daylight, Partial, Full, Heated, Improved, Partially Finished, Walkout Level, Windows, Workshop
Exterior
- Property Information
- Total Below Grade Sq. Ft.: 1450
- Improvement Assessed Value: $300,600
- Ownership Interest: Fee Simple
- Property Condition: Very Good
- Year Built Source: Estimated
- Building Information
- Construction Not Completed
- Construction Materials: Combination, Brick, Vinyl Siding
- Other Structures: Above Grade, Below Grade
- Outdoor Living Structures: Brick, Patio(s), Porch(es), Wrap Around
- Roof: Asphalt, Shingle
- Structure Type: Detached
- Window Features: Bay/Bow, Casement, Vinyl Clad, Double Pane, Insulated, Screens, Skylights, Wood Frame
- Exterior Information
- Bump-outs, Extensive Hardscape, Flood Lights, Hot Tub, Sidewalks
- Fencing: Decorative, Partially, Vinyl
- Pool Information
- Personal Pool
- In Ground
- Lot Information
- Lot Features: Backs to Trees, Irregular, Landscaping, Premium, No Thru Street, Partly Wooded, Trees/Wooded, Secluded, Private
- Topography: Level, Rolling, Topo Plat
- Tidal Water: No
- Land Information
- Land Assessed Value: $126,400
- Above Grade Information
- Finished Sq.Ft.: 2,996
- Finished Sq.Ft. Source: Estimated
- Below Grade Information
- Unfinished Sq.Ft.: 350
- Unfinished Sq.Ft. Source: Estimated
- Finished Sq.Ft.: 1,100
- Finished Sq.Ft. Source: Estimated
Financial
- Tax Information
- County Tax: $4,137.63
- Tax Assessed Value: $427,000
- Tax Year: 2012
- Tax Annual Amount: $4,346.86
- Assessments Information
- Special Assessment Payment: Annually
- Year Assessed: 2012
Utilities
- Utilities Information
- Central Air
- Cooling Type: Ceiling Fan(s), Central A/C, Geothermal, Whole House Fan, Zoned
- Cooling Fuel: Electric, Geothermal
- Central, Forced Air, Geothermal Heat Pump, Heat Pump(s), Hot Water, Zoned
- Heating Fuel: Electric, Geo-thermal, Wood
- Hot Water: 60+ Gallon Tank, Electric, Other, Tankless
- Sewer Septic: Gravity Sept Fld, Septic Exists
- Under Ground, Cable TV Available
- Water Source: Well
Location
- Homeowners Association Information
- HOA Fee: $110
- HOA Fee Frequency: Annually
- Location Information
- Directions: Route 5 to Chestnut Ridge Drive (Chestnut Ridge Entrance), Property on Right on Chesnut Ridge Drive, Long Paved Driveway back to house.
- Road Responsibility: City/County, Public
- Road Surface Type: Paved
Public facts
- Beds: —
- Baths: 3.5
- Sq. Ft.: 4,096
- Stories: 2.0
- Lot Size: 3.28 acres
- Style: Single Family Residential
- Year Built: 1992
- Year Renovated: —
- County: St. Mary's County
- APN: 03 047571
Around this home
Schools
- K - 12
- Preschool & daycare
Public PreK-5 • Assigned • 5.5mi
Public 6-8 • Assigned • 3.0mi
Public 9-12 • Assigned • 2.7mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Estimated 80%+ chance of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 101° expected this year, 17 days in 30 years
54% chance of strong winds in next 30 years
0 unhealthy days expected this year, 1 days in 30 years
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.
Nearby similar homes
New listings for sale in 20650
Home values near 20871 Chestnut Ridge Dr
| Address | Redfin Estimate |
|---|---|
4 Beds | 3.5 Baths | 3683 Sq. Ft. | $572,873 |
- Beds | 3.5 Baths | 4704 Sq. Ft. | $706,752 |
4 Beds | 3 Baths | 2386 Sq. Ft. | $565,381 |
3 Beds | 3.5 Baths | 3076 Sq. Ft. | $646,954 |
3 Beds | 2 Baths | 1848 Sq. Ft. | $512,791 |
- Beds | 2 Baths | 2184 Sq. Ft. | $611,011 |
3 Beds | 2.5 Baths | 1440 Sq. Ft. | $477,085 |
| Address | Redfin Estimate |
|---|---|
- Beds | 2.5 Baths | 2348 Sq. Ft. | $481,042 |
- Beds | 2.5 Baths | 1628 Sq. Ft. | $508,603 |
3 Beds | 2 Baths | 1620 Sq. Ft. | $513,620 |
- Beds | 3 Baths | 3254 Sq. Ft. | $610,895 |
- Beds | 1.5 Baths | 1280 Sq. Ft. | $333,108 |
- Beds | 3.5 Baths | 2934 Sq. Ft. | $623,941 |
3 Beds | 2 Baths | 1698 Sq. Ft. | $368,407 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 3 Baths | 2498 Sq. Ft. | $589,124 |
3 Beds | 3 Baths | 2149 Sq. Ft. | $522,874 |
- Beds | 2.5 Baths | 2416 Sq. Ft. | $504,690 |
- Beds | 3.5 Baths | 3771 Sq. Ft. | $631,074 |
- Beds | 1 Baths | 912 Sq. Ft. | $274,060 |
- Beds | 2 Baths | 1814 Sq. Ft. | — |
5 Beds | 2.5 Baths | 2600 Sq. Ft. | $334,476 |
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