Coming soon
#MDSM2025776, Jennifer Norris, Listing office: EXP Realty, LLC
$615,000 List price
20591 Chestnut Ridge Dr Leonardtown, MD 20650
5 beds
3 full, 1 partial
3,061 sqft
2.1 acres
$201 / sqft
House
Property details
About 20591 Chestnut Ridge Dr
Welcome to this well-built colonial in the picturesque Chestnut Ridge neighborhood! With over 3,000 finished square feet, 5 bedrooms, and 3.5 bathrooms, this home is full of charm, character, and thoughtful craftsmanship. Situated on 2.11 serene acres, the home features a classic brick exterior, a welcoming front porch, and a spacious two-car garage. Inside on the main level, you'll find two comfortable living areas, a dedicated dining space, and a kitchen with granite countertops, stainless steel appliances, and plenty of room to make it your own. Step right out onto the back deck to enjoy the peaceful outdoor setting. All five bedrooms are located on the second and third floors, offering privacy and space for everyone. The rooms are generously sized, including a spacious primary suite and a versatile bonus room above the garage—perfect for a home office, playroom, or guest retreat. The unfinished basement adds even more flexibility, offering excellent storage or future expansion potential. New Roof in 2018. Enjoy the quiet setting, timeless design, and endless potential this Chestnut Ridge gem offers—ready for its next chapter. Don’t miss your chance to own a home with this much space, land, and value—schedule your private showing today!
Highlights
Home typeSingle Family Residence
HeatingHeat Pump, Zoned
StatusActive
(ACTIVE)
(ACTIVE)
CoolingCeiling Fan(s), Central Air, Zoned
Size3,061 sqft
BasementYes
Lot size2.11 Acres
Year built1995
ParkingGarage Door Opener,Garage - Side Entry,Inside Access, Paved Driveway, Driveway,Attached Garage
MLS #MDSM2025274
Garage2 spaces
FireplaceWood
ViewTrees/Woods
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 3
- Appliances: Cooktop, Dishwasher, Dryer, Exhaust Fan, Ice Maker, Oven, Refrigerator, Washer
- Basement: Yes
- Interior: Upgraded Countertops, Wood Floors, Carpet, Bathroom - Tub Shower, Walk-in Closet(s), Bathroom - Soaking Tub, Bathroom - Stall Shower, Pantry, Ceiling Fan(s), Combination Kitchen/Dining, Dining Area, Kitchen - Gourmet, Primary Bath(s)
- Fireplace: Wood
- Total Bedroom Count: 5
- Garage Space: 2 spaces
- Parking: Garage Door Opener,Garage - Side Entry,Inside Access, Paved Driveway, Driveway,Attached Garage
- View: Trees/Woods
- Exterior: Secure Storage
- Architectural Style: Colonial
- Heating: Heat Pump, Zoned
- Cooling: Ceiling Fan(s), Central Air, Zoned
- List Price: $615,000
- Price/SqFt: $200
- HOA Amount: $100 Annually
- Annual Tax Amount: $4,638
- Tax Year: 2024
- Lot: Trees, Front Yard, Level, Back Yard, Side Yard(s), Wooded
- Directions: GPS is correct
- Year Built: 1995
- Living Area: 3,061 SqFt
- Municipality: Unincorporated
- Lot Size: 2.11 Acres
- MLS Number: MDSM2025274
- MLS Name: BRIGHT
- Office Name: EXP Realty, LLC
- Office Phone: (888) 860-7369
- Office Email: md.broker@exprealty.net
- Listing Agent: Lauren Coble Garner
- Agent Phone: (240) 925-5158
- Agent Email: laurengarnerhomes@gmail.com
Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement.
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.
BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/2/2025, 8:45:34 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Aug 11, 2021 | Home Sold | $535,000 |
| Jun 29, 2009 | Home Sold | $425,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $483,900 | $4,638 |
| 2023 | $440,400 | $4,638 |
| 2022 | $396,900 | $3,809 |
| 2021 | $381,833 | $3,460 |
| 2020 | $366,767 | $3,843 |
| 2018 | $351,700 | $3,727 |
| 2017 | $351,700 | $3,708 |
History based on county public records data.
Nearby schools
8
Evergreen Elementary School
Public District PK-5
4.6 mi
•43765 Wildewood Parkway
6
Piney Point Elementary School
Public District PK-5
5.1 mi
•44550 Tall Timbers Rd
3
George Washington Carver Elementary School
Public District PK-5
5.4 mi
•46155 Carver School Blvd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $102,151. Typical income of Leonardtown, MD residents is between $35k-100k annually. Typical family type is married, no kids. Most residents in this area have post secondary degree education.
How much money do the neighbors make?
12%
<35k
37%
35k-100k
35%
100k-200k
16%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
26%
Single, No Kids
8%
Single, with Kids
37%
Married, No Kids
29%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
13%
<11 yrs old
10%
12-17 yrs old
13%
18-34 yrs old
51%
35-64 yrs old
13%
65+ yrs old
What do the neighbors do for fun?
Hunting
NASCAR
Figure Skating
Where do the neighbors shop?
Dick's Sporting Goods
Dillards
Wal-Mart
Where do the neighbors go to eat?
Texas Roadhouse
Cracker Barrel
Hardee's
What do the neighbors drive?
Subaru
Cadillac
Ram
What do the neighbors listen to?
New Country
News/Talk/Information
Classic Country
All data provided by Home Junction and Claritas
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Frequently asked questions
About 20591 Chestnut Ridge Dr
The listing price of 20591 Chestnut Ridge Dr property is $615,000.
The property 20591 Chestnut Ridge Dr is a house located in Leonardtown, Maryland, 20650.
Active Listing: 20591 Chestnut Ridge Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 20591 Chestnut Ridge Dr are: Evergreen Elementary School (GreatSchools Rating 8/10), Piney Point Elementary School (GreatSchools Rating 6/10), George Washington Carver Elementary School (GreatSchools Rating 3/10), Leonardtown Middle School (GreatSchools Rating 7/10), Chesapeake Charter School (GreatSchools Rating 8/10), Esperanza Middle School (GreatSchools Rating 7/10), Leonardtown High School (GreatSchools Rating 6/10), Great Mills High School (GreatSchools Rating 4/10), Chopticon High School (GreatSchools Rating 5/10).
According to the records, the last property tax for 2024 is $4,638 (source: MLS/based on county public records data).
The last sale was on August 11, 2021 for $535,000 (source: MLS/tax record).
The property at 20591 Chestnut Ridge Dr has 5 bedrooms and 3 full and 1 half bathrooms.
The property 20591 Chestnut Ridge Dr is 3,061 SqFt (source: MLS/tax record).
The year of construction for 20591 Chestnut Ridge Dr is 1995.
This home is located at 20591 Chestnut Ridge Dr in Leonardtown, MD and zip code 20650. This 3,061 square foot home, which was built in 1995, sits on a 2.11 acre lot. Features: 5 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since June 3, 2025 and is currently priced at $615,000.
In June 2025 in Leonardtown, MD there were 61.5% more homes for sale than in May. In June 2025 median list price was $630,000 and the average listing age was 127 days.
From Rocket Homes Real Estate and based on county public records data.