Colonial

20814 DEER WOOD PARK DRIVE

LEONARDTOWN , MD 20650

MLS#: MDSM2024842

$599,000

Status: Active
Listing number: MDSM2024842
Listing provided by: CENTURY 21 New Millennium
Listing agent phone: None
Last update: 21 hours ago
Browse Properties
CHESTNUT HILLS - Residential

Property

Beds

4

Full Baths

2

1/2 Baths

1

Year Built

1996

Sq.Footage

3,412

Price per SqFt

N/A

This spacious 4-bedroom Colonial offers the perfect blend of charm, comfort, and privacy on a beautifully treed 4 acre lot. The first floor features a private office/den, formal living room, and elegant dining room. The large kitchen includes a cozy breakfast nook and opens to a step-down family room with a slider leading to a screened-in porch—ideal for indoor-outdoor living. Upstairs, the expansive primary suite includes a full en suite bathroom, accompanied by three additional generously sized bedrooms and another full bath. Full basement to finish as you would like. New paint and carpet thru out. Roof replaced in 2018, geothermal replaced in 2012 and windows replaced in 2022, A long driveway leads to a 2-car garage, and the property includes two storage sheds—perfect for hobbies or extra space. Don't miss the opportunity to own this serene retreat in one of the area's most desirable neighborhoods!

Features & Amenities

Interior

  • Other Interior Features

    Ceiling Fan(s), Walk-In Closet(s), Open Floorplan, Soaking Tub

  • Total Bedrooms

    4

  • Bathrooms

    2

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Vinyl Siding

  • Parking

    Garage Door Opener, Garage, Driveway, Attached

Area & Lot

  • Lot Size(acres)

    4.1

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Colonial

Financial

  • Sales Price

    $599,000

  • Tax Amount

    4193.0

Property Features

  • Association

    YES

  • Association Fee

    259.0

  • Association Fee Frequency

    Annually

  • Association Fee Includes

    N/A

  • Senior Community YN

    No

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA dues:

$

Total loan payment:

$

Total interest amount:

$

Location

County

SAINT MARYS

Elementary School

Middle School

LEONARDTOWN

High School

LEONARDTOWN

Listing Courtesy of Cynthia M Crispell , CENTURY 21 New Millennium

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent MarylandSandbox

FOUNDER

MarylandSandbox

Call Maryland today to schedule a private showing.

(980) 000-0000

maryland.sandbox@realhub365.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
This spacious 4-bedroom Colonial offers the perfect blend of charm, comfort, and privacy on a beautifully treed 4 acre lot. The first floor features a private office/den, formal living room, and elegant dining room. The large kitchen includes a cozy breakfast nook and opens to a step-down family room with a slider leading to a screened-in porch—ideal for indoor-outdoor living. Upstairs, the expansive primary suite includes a full en suite bathroom, accompanied by three additional generously sized bedrooms and another full bath. Full basement to finish as you would like. New paint and carpet thru out. Roof replaced in 2018, geothermal replaced in 2012 and windows replaced in 2022, A long driveway leads to a 2-car garage, and the property includes two storage sheds—perfect for hobbies or extra space. Don't miss the opportunity to own this serene retreat in one of the area's most desirable neighborhoods!

20814 DEER WOOD PARK DRIVE

Message successfully sent.

What would you like to know?

Related Properties

Introducing a stunning 4-bedroom, 2.5-bathroom detached home to be built with exceptional quality by Graham & Co Custom Creations. Building a custom home allows you to choose between the standard home on a crawl space or opt for a basement foundation for an additional cost, giving you the opportunity to personalize this beautiful dwelling to your exact needs. If there is some other details you want to add or change you have the ability to do so! Don’t miss this opportunity to own a truly unique home that combines style, functionality, and future potential.
#MDSM2021276

LEONARDTOWN

41810 CHELSEY FAYE LANE

4 Beds

2 Baths

2,650 Sq.Ft.

$675,000

MLS#: MDSM2021276

Warm, charming with style on CHELSEY FAYE. The Chelsey Model Home is a modestly sized one story design that is loaded with all the necessities. Beautiful white siding and stained timber accents are perfect material choices for the farmhouse style. Offering an open main level with one large space for living and dining. The family room has a high ceiling. Enjoy the cozy ambiance of this home with a warming fireplace. The owner's suite is private & separate from the other bedrooms. Perfect for relaxation & tranquility. The owner's bath features a large shower and ample closet space. Bedroom three is a flexible space that doubles as a work space. The optional upper level adds another sleeping space and a large bonus room. The bonus room can be utilized as simple storage or finished for a recreation or exercise room; the choice is yours! Graham & Co Custom Builder. Board and Batten is optional. Custom Build- floor plan can be modified. New Construction Home to Be Built. Custom Builder. Second story is optional
#MDSM2016780

LEONARDTOWN

41815 CHELSEY FAYE

3 Beds

2 Baths

1,627 Sq.Ft.

$530,000

MLS#: MDSM2016780

Spacious brick rambler overlooking lake and golf course on full, walk-out basement with attached 2 car garage. Kitchen boasts brand new stainless appliances, pantry and lovely lake view! Lots of table space in the kitchen area or the formal dining area. Both family room and rec room have wood burning fireplaces. This Mid-century/Modern open floorplan is a delight! Cozy family room off of kitchen, generous bonus room and spacious living room allow everyone extra elbow room. Hardwood floors throughout almost the entire home. Master bedroom overlooks the lake and opens on to deck that runs the entire length of the home facing the lake. Low maintenance yard is a bonus. Optional Breton Bay Community Association, beach, pool, tennis and golf are at your fingertips.
#MDSM2025464

LEONARDTOWN

22186 MONTEREY PLACE

4 Beds

2 Baths

4,167 Sq.Ft.

$510,000

MLS#: MDSM2025464

Welcome to 40461 Old Breton Beach Road—a breathtaking waterfront retreat on the shores of the Potomac River in Leonardtown, Maryland. Nestled in one of Southern Maryland’s most scenic and peaceful communities, this coastal-style home offers the perfect blend of charm, functionality, and panoramic water views that will leave you speechless. Perfect for a primary or rental. From the moment you arrive, you'll be captivated by the stunning setting and relaxed elegance. Step inside to discover an open floor plan featuring wood floors, and an abundance of natural light that pours through large windows and the glass-enclosed porch—perfect for soaking in the serene river views all year long. The heart of the home is the beautifully appointed kitchen, complete with granite countertops, a center island, and views that make meal prep a joy. A cozy loft adds flexible living space, ideal for a home office, guest quarters, or a quiet reading nook. The oversized 3-car garage provides ample space for vehicles, tools, and water toys. Outside, the private pier with a boat lift makes launching your adventures on the Potomac effortless—whether you're into fishing, crabbing, kayaking, or sunset cruising. Located just minutes from historic Leonardtown, you’ll enjoy easy access to local shops, restaurants, and wineries, while still feeling worlds away in your private waterfront oasis. Whether you’re looking for a weekend getaway or a full-time escape, this home offers the ultimate waterfront lifestyle.
#MDSM2025400

LEONARDTOWN

40461 OLD BRETON BEACH ROAD

3 Beds

2 Baths

2,040 Sq.Ft.

$700,000

MLS#: MDSM2025400

TWO HOUSES FOR THE PRICE OF ONE!** Perfect for a multi-family (in-laws, grown kids) or generating significant rental income. **MAIN HOUSE** offers 2,000 sq ft of single-story living with 3 bedrooms, 2 baths, expansive living & dining areas, hardwood floors, and tons of natural light. Laundry/mud room with a half bath and pantry off the 2-car garage is a bonus. **TWO-STORY GARAGE APARTMENT** boasts 1,900 sq ft of combined living/dining areas, full kitchen, and a separate bedroom/office on the first floor, and a large master suite with jacuzzi tub and walk-in closet on the second. Home overlooks a huge backyard with wooded views, 2 sheds, and a massive 40 ft deck for entertaining. Front of home has carpet-like zoysia grass, a large driveway for ample parking, and a country porch to watch the sunset. All of this on a full acre in a private cul-de-sac with no HOA! **CONVENIENT LOCATION** 3 miles from Leonardtown shopping, restaurants, winery, and golf; 15 miles from NAS Patuxent River and Solomons Island; and 50 miles from Washington D.C. military installations and other area attractions. **BUYERS INCENTIVES** include negotiable Exmark zero-turn lawn mower, Columbia snowblower, interest rate buydown, or closing costs. Lots of bang for the buck! Don’t let this one get away!
#MDSM2026148

LEONARDTOWN

23650 ROCKY RIDGE COURT

4 Beds

3 Baths

3,914 Sq.Ft.

$599,000

MLS#: MDSM2026148

Welcome home to this beautifully updated Colonial located in a charming and quiet Leonardtown neighborhood—just minutes from local restaurants, shopping, and all the conveniences of town living. Freshly painted throughout and featuring brand-new carpet, this 4-bedroom, 2.5-bath gem is move-in ready and full of modern upgrades. The heart of the home is a gourmet kitchen with upgraded stainless steel appliances, granite countertops, and ample cabinet space—perfect for both everyday living and entertaining. Upstairs, you’ll find a HUGE primary suite complete with a en-suite bath and 2 closets, along with three additional spacious bedrooms and bathroom. The basement is unfinished but already roughed in! Finish, or not, to your liking! Step outside to enjoy a large, beautiful deck overlooking a fully fenced backyard. Added Bonus...Home has Hardwire Ethernet lines in every room of the house!! Don’t miss your chance to own this well-maintained home in a sought-after location in Leonardtown. Schedule your private showing today!
#MDSM2024680

LEONARDTOWN

23674 JM GOUGH COURT

4 Beds

2 Baths

3,857 Sq.Ft.

$550,000

MLS#: MDSM2024680

Nestled on a serene and private 3.29-acre lot—plus an additional 0.5-acre parcel—20919 Ridge Path Way offers the perfect balance of seclusion and convenience in the heart of Leonardtown. This professionally upgraded 4-bedroom, 3.5-bath home delivers both peace of mind and high-end comfort with all major systems and appliances less than 5 years old. Step inside and experience a beautifully reimagined interior where thoughtful updates have brought fresh life to the kitchen and bathrooms. Whether you're preparing meals in the upgraded kitchen or relaxing in one of the spacious living areas, you'll appreciate the quality finishes, abundant natural light, and seamless flow throughout. The expansive lot provides ample space for outdoor enjoyment, gardening, recreation, or even future additions. With a combined total of 3.79 acres of usable land, you’ll have room to roam, entertain, or simply relax in nature’s embrace. Located just minutes from NAS Patuxent River, as well as Leonardtown's best shopping, dining, waterfront parks, and entertainment, this home is ideally situated for those seeking privacy without sacrificing convenience. Key Features: 4 spacious bedrooms and 3.5 modernized bathrooms Professionally updated kitchen and baths All major systems and appliances less than 5 years old 3.29-acre primary lot plus additional 0.5-acre parcel Private, usable land ideal for recreation or relaxation Prime location near NAS Pax River, shopping, restaurants, and parks Whether you're commuting to work, entertaining friends, or enjoying quiet evenings under the stars, 20919 Ridge Path Way is the home that truly has it all.
#MDSM2025994

LEONARDTOWN

20919 RIDGE PATH WAY

4 Beds

3 Baths

3,465 Sq.Ft.

$599,000

MLS#: MDSM2025994

Pride of ownership shines throughout this beautifully maintained Hayden model located in Leonard’s Grant community. From the moment you step inside, you'll be welcomed by neutral paint, beautiful flooring—including gleaming hardwoods, brand-new carpet, and luxury vinyl plank in the finished basement. The gourmet kitchen is truly the heart of the home, featuring updated appliances including a brand-new Bosch dishwasher, a custom-built pantry, and a stylish built-in coffee bar. The open-concept layout flows effortlessly into the spacious great room. Upstairs offers three generous bedrooms, including a spacious primary suite with a custom walk-in closet. The luxurious en suite bathroom features dual vanities, a large shower, a corner soaking tub, a towel warmer, and a bidet. The upstairs laundry room is complete with high-end washer and dryer for added convenience. All bathrooms in the home have been upgraded with new, high-efficiency exhaust fans. The finished basement provides even more living space with a built-in wet bar, wine fridge, a theater area, a fourth bedroom, full bath, and plenty of unfinished storage space. New LVP flooring gives the space a fresh look. Outdoor living is just as impressive. The fully fenced backyard features a low-maintenance composite deck topped with a stylish pergola, complete with ceiling fan and lighting—ideal for relaxing or entertaining. Meticulously maintained raised garden beds complete the space, perfect for anyone with a green thumb. Additional highlights include a whole-house water filtration system and freshly cleaned air ducts for added comfort and peace of mind. Don't love to maintain your yard?? No problem! This home is a village series and the front yard is mowed, edged and weed wacked throughout the season! This home truly has it all—style, space, and upgrades throughout. Don’t miss your chance to own this exceptional property in one of the area’s most desirable neighborhoods. Schedule your private tour today!
#MDSM2026078

LEONARDTOWN

41460 CHALLEDON WAY

4 Beds

3 Baths

3,928 Sq.Ft.

$630,000

MLS#: MDSM2026078

Welcome to the Academy Hills of Leonardtown. Just minutes from historic downtown Leonardtown, this impeccably maintained Colonial blends timeless charm with modern upgrades. The main level features a traditional floor plan, recent upgrades including stainless steel appliances—highlighted by a brand-new refrigerator, oven, and microwave—plenty of cabinet space, a formal dining room, and a convenient powder room. Major system updates include a brand-new Roof and a new HVAC system for added peace of mind. Upstairs, newly installed banisters, the high-ceiling primary suite offers a relaxing retreat with dual walk-in closets and a luxurious en-suite bath featuring a corner soaking tub, separate shower, and double vanity. Three additional bedrooms share a beautiful full bath with a tub located in the hallway. The fully fenced backyard boasts an expansive deck with fresh stain and railings—ideal for entertaining or relaxing outdoors. Additional improvements include attic insulation, fresh paint, and refreshed landscaping. With a two-car garage, spacious layout, and proximity to Leonardtown’s waterfront, restaurants, shops, and community events, this home offers the perfect balance of comfort, style, and convenience.
#MDSM2025890

LEONARDTOWN

41900 NAZARETH COURT

4 Beds

2 Baths

3,622 Sq.Ft.

$495,000

MLS#: MDSM2025890

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here