Ranch/Rambler

23745 BAYSIDE ROAD

LEONARDTOWN , MD 20650

MLS#: MDSM2026368

$399,900

Status: Active
Listing number: MDSM2026368
Listing provided by: RE/MAX United Real Estate
Listing agent phone: None
Last update: a day ago
Browse Properties
NONE AVAILABLE - Residential

Property

Beds

3

Full Baths

2

1/2 Baths

None

Year Built

1975

Sq.Footage

1,344

*Offer Deadline for Friday, September 12th, no later than 6PM.* Privacy, peace and pristine are all words that describe 23745 Bayside Road. This three bedroom, two bath rambler has been fully updated with today's modern finishes and custom features like wood pantry shelving & other great features, giving you style in every room. Nestled on one acre of extremely private land with a long winding driveway, this home welcomes you with an abundance of natural light, brand new LVP flooring throughout the main level and so much more. The kitchen shines as the centerpiece, complete with white cabinetry, stainless steel appliances, and granite countertops overlooking your large living room. Both bathrooms have been beautifully renovated with today’s trends in mind and the newer HVAC system ensures year-round comfort. A spacious unfinished basement with painted floors, and one-car garage provides plenty of storage and potential for customization. Fresh landscaping and professional power washing add to the properties excellent curb appeal. With no HOA you’ll have the freedom to enjoy YOUR property YOUR way. Located just minutes from Leonardtown shops, dining and waterfront experiences. This home offers privacy without sacrificing inconvenience. Don’t miss the opportunity to make this your next home, schedule a private tour today!

Features & Amenities

Interior

  • Other Interior Features

    Ceiling Fan(s), Recessed Lighting, Open Floorplan

  • Total Bedrooms

    3

  • Bathrooms

    2

  • Above Grade Finished Area

    1344.0

  • Basement YN

    YES

  • Cooling YN

    YES

  • Cooling

    Central Air, Heat Pump, Ceiling Fan(s), Electric

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Exhaust Fan, Electric, Heat Pump

  • Main Level Bedrooms

    3

  • Pet friendly

    N/A

Exterior

  • Garage

    Yes

  • Garage spaces

    1

  • Construction Materials

    Frame

  • Parking

    Gravel, Garage, Driveway, Basement, Attached

  • Pool

    Yes

  • Pool Features

    None

  • Waterfront YN

    NO

  • View

    Trees/Woods

Area & Lot

  • Lot Size(acres)

    1.0

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Ranch/Rambler

Price

  • Sales Price

    $399,900

  • Tax Amount

    2036.0

  • Sq. Footage

    1, 344

  • Price/SqFt

    $297

HOA

  • Association

    NO

School District

  • Elementary School

    N/A

  • Middle School

    LEONARDTOWN

  • High School

    CHOPTICON

Property Features

  • Foundation Details

    Slab

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Water Source

    Well

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 fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

SAINT MARYS

Elementary School

Middle School

LEONARDTOWN

High School

CHOPTICON

Listing Courtesy of Delaney I Burgess , RE/MAX United Real Estate

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.
*Offer Deadline for Friday, September 12th, no later than 6PM.* Privacy, peace and pristine are all words that describe 23745 Bayside Road. This three bedroom, two bath rambler has been fully updated with today's modern finishes and custom features like wood pantry shelving & other great features, giving you style in every room. Nestled on one acre of extremely private land with a long winding driveway, this home welcomes you with an abundance of natural light, brand new LVP flooring throughout the main level and so much more. The kitchen shines as the centerpiece, complete with white cabinetry, stainless steel appliances, and granite countertops overlooking your large living room. Both bathrooms have been beautifully renovated with today’s trends in mind and the newer HVAC system ensures year-round comfort. A spacious unfinished basement with painted floors, and one-car garage provides plenty of storage and potential for customization. Fresh landscaping and professional power washing add to the properties excellent curb appeal. With no HOA you’ll have the freedom to enjoy YOUR property YOUR way. Located just minutes from Leonardtown shops, dining and waterfront experiences. This home offers privacy without sacrificing inconvenience. Don’t miss the opportunity to make this your next home, schedule a private tour today!

23745 BAYSIDE ROAD

Message successfully sent.

What would you like to know?

Related Properties

Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s crabbing, fishing, kayaking, or canoeing, this location is an outdoor enthusiast’s paradise. Enjoy the sights and sounds of ospreys, fish, and abundant wildlife right from your doorstep. Key features include: ✔ Approximate water depth: 2.5 ft at low tide, 4.5 ft at high tide ✔ Seawall refurbished in 2020 for added shoreline protection ✔ Private pier with an electric boat lift—perfect for boating adventures Don’t miss this rare chance to own a piece of paradise with endless potential. Whether you’re looking for an investment, vacation retreat, or future dream home, this waterfront gem is a must-see!
#MDSM2022922

LEONARDTOWN

20798 WATERSIDE DRIVE

2 Beds

1 Baths

1,018 Sq.Ft.

$450,000

MLS#: MDSM2022922

Welcome to the Academy Hills of Leonardtown. The main level features a traditional floor plan, recent upgrades including new carpet August 2025, stainless steel kitchen appliances, 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 2025—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.

$475,000

MLS#: MDSM2025890

***Immediate Delivery***Builder Incentive, Settle in 2025, Receive $6,000 in Builder Credit plus $12,500 in Closing Help OR $6,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 87 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies and coat hooks, plus a versatile room that can function as a fourth bedroom, guest suite, or recreation room, complete with a full bath and closet. The main level boasts a spacious and open kitchen with Quartz countertops, brushed nickel fixtures, a center island, large walk-in pantry, and breakfast nook. The open-concept family room flows seamlessly from the kitchen to a 14x12 maintenance-free deck overlooking a fenced backyard—perfect for outdoor entertaining. Upstairs, retreat to the owner’s suite with tray ceiling, walk-in closet, and a luxurious Deluxe Signature Shower by QBHI featuring floor-to-ceiling tile, dual showerheads, a built-in seat, ledge, shelving niche, and recessed lighting. Two additional bedrooms, a full hall bath, and a convenient laundry room complete the upper level. Community amenities include sidewalks, a swimming pool, recreation center, pickleball and tennis courts, and playgrounds—all located in the heart of charming Leonardtown, Maryland. Come experience the unmatched quality and thoughtful design that sets Quality Built Homes apart. Schedule your tour today!
#MDSM2026194

LEONARDTOWN

23670 DRAGONFLY LANE

4 Beds

3 Baths

2,554 Sq.Ft.

$445,900

MLS#: MDSM2026194

***QUICK DELIVERY INCENTIVE....Settle in 2025 and receive $10,000 Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 89 Oakley D1 New Construction – Oakley D1 End Unit at Meadows at Town Run II 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous living areas, abundant natural light, and the perfect blend of functionality and style. The main level welcomes you with a finished rec room or optional 4th bedroom, complete with a full bath and access to your backyard—ideal for guests, a private office, or a second living space. The oversized one-car garage and wide driveway provide ample parking and storage options. Upstairs, you'll find 9’ ceilings, luxury vinyl plank flooring, and a beautifully appointed kitchen with 42” upgraded maple cabinetry, slide-out dovetail drawers, soft-close features, and granite countertops. The large center island, walk-in pantry, stainless steel GE appliances, and open-concept layout make this a true entertainer’s dream. The adjoining dining and family rooms lead out to a 14x12 maintenance-free deck overlooking your vinyl-fenced backyard. The upper level includes a luxurious owner’s suite with a tray ceiling, walk-in closet, and ensuite bath featuring dual vanities and QBHI’s signature deluxe tiled shower with bench, dual showerheads, and recessed lighting. Two additional bedrooms, a full hall bath, and a separate laundry room complete the top floor. Additional highlights include: finished and painted oversized garage, smart home technology with touchscreen IQ Pro command center, Skybell video doorbell, and smart thermostat, sodded and landscaped yard, stone-to-grade front (per elevation), concrete front porch, and seamless gutters, 6’ vinyl fenced backyard with gate. Community amenities include clubhouse, pool, playground, tennis courts, and pickleball courts.
#MDSM2026206

LEONARDTOWN

23682 DRAGONFLY LANE

4 Beds

3 Baths

2,966 Sq.Ft.

$469,900

MLS#: MDSM2026206

***Immediate Delivery***Builder Incentive, Settle in 2025, Receive $6,000 in Builder Credit plus $12,500 in Closing Help OR $6,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 88 Madison D2: New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town Run II in Leonardtown, MD. This 3-level, 2,604 sq ft interior unit offers flexible living space, starting with a main-level entry that opens into a finished rec room or 4th bedroom with a full bath, perfect for a guest suite or home office. Upstairs, enjoy 9’ ceilings, luxury vinyl plank flooring, and an open-concept kitchen featuring 42" upgraded maple cabinets, upgraded granite countertops, a large center island, walk-in pantry, and stainless steel GE appliances. The kitchen flows seamlessly into the dining area and oversized family room, with access to a 14x12 maintenance-free deck overlooking your private, fenced-in backyard. The upper level boasts a spacious owner’s suite with tray ceiling, walk-in closet, and a luxurious ensuite bath with dual vanities and QBHI’s signature deluxe tiled shower. Two additional bedrooms, a full hall bath, and a convenient laundry room complete the top floor. Additional features include: Oversized 1-car garage and 2-car wide driveway, finished and painted garage with drywall, smart home technology with IQ Pro command center, Skybell camera doorbell, and smart thermostat Low-maintenance exterior with stone-to-grade front (per elevation), sodded yard, vinyl fencing, and landscaping package. Community amenities include sidewalks, recreation center, pool, playground, pickleball, and tennis courts, all in the heart of charming Leonardtown.
#MDSM2026204

LEONARDTOWN

23676 DRAGONFLY LANE

4 Beds

3 Baths

2,604 Sq.Ft.

$445,900

MLS#: MDSM2026204

- 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