Bayside Rd, Leonardtown, MD 20650
FOR SALE
48.9 ACRES

Bayside Rd
Leonardtown, MD 20650

  • 4 Beds
  • 2 Baths
  • 2,130 sqft (on 48.90 acres)

$1,750,000

Est. Mortgage $9,944/mo*

$1,750,000

Est. Mortgage $9,944/mo*
4 Beds
2 Baths
2,130 sqft
(on 48.90 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to Bayside Road. Residents of Leonardtown believe this is THE place to live. This is a beautiful, well-maintained waterfront farm that is located a few minutes from historic Downtown Leonardtown. When you enter the property gates, you will see the most beautiful canopy of trees leading you through the whole farm. The Charming Cape Cod house is situated on 48.9 acres of gorgeous land. The house is well-kept with 4 Bedrooms and 2 Baths; a place-to-relax front porch; the master bedroom and the laundry room (washer and dryer included) are on the entry level. Also, a foundation for a 3,000+ square-foot house has been started near the water and has the electric meter installed. A pier on the farm is on the protected Cecil Creek where boaters and non-boaters can enjoy the tranquility and hours of fishing, crabbing, and just enjoying life. If it's hunting you want, many deer, turkeys, ducks and other waterfowls have been sighted on this sportsman's paradise. A 24-Hour Appointment Notice is necessary for all showings. To show/view the house, call the Listing Agent who will schedule an appointment for/with you.

Home Highlights

Parking
Open Parking
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$822
Listed
180+ days ago

Home Details for Bayside Rd

Interior Features

Interior Details
Basement: UnfinishedNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2130 Square Feet
Appliances & Utilities
Appliances: Dryer, Dishwasher, Oven/Range - Electric, Range Hood, Refrigerator, Cooktop, Washer, Water Heater, Electric Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: Pellet StoveNo Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Carpet
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: Architectural ShingleOther Structures: Above Grade, Below GradeFoundation: BlockNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway
Pool
Pool: None
Frontage
WaterfrontWaterfront: Fishing AllowedOn Waterfront
Water & Sewer
Sewer: Private SewerWater Body: Cecil Creek
Farm & Range
Frontage Length: Water Frontage Ft: 1500
Finished Area
Finished Area (above surface): 2130 Square Feet

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Cape Cod
Building
Construction Materials: Frame, Aluminum SidingNot a New Construction
Property Information
Condition: Very GoodNot Included in Sale: Dinner BellIncluded in Sale: Stove, Dishwasher, Washer, Dryer, Ceiling Fans, Drapery / Curtain Rods, Barns, Storage Sheds, Satellite DishParcel Number: 1903058603

Price & Status

Price
List Price: $1,750,000Price Per Sqft: $822
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: ACTIVE

Location

Direction & Address
City: LEONARDTOWNCommunity: Bayside
School Information
Elementary School: Benjamin BannekerElementary School District: St. Mary's County Public SchoolsJr High / Middle School: LeonardtownJr High / Middle School District: St. Mary's County Public SchoolsHigh School: ChopticonHigh School District: St. Mary's County Public Schools

Agent Information

Listing Agent
Listing ID: MDSM2021304

Building

Building Area
Building Area: 2130 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 48.9 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDSM2021304Water ViewWater View: WaterAbove Grade Unfinished Area: 2130

Additional Information

Source Internet Entire Listing Display: Y
Last check for updates: about 4 hours ago
Listing courtesy of Larry Haley, (301) 839-5118
Haley Family Realty, (301) 686-0545
Source: Bright MLS, MLS#MDSM2021304
Also Listed on Bright MLS.

Market trends in Leonardtown

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$521K
Sale-to-List Price
—
Price per sq ft
$196
Available listings
33
7
MoM

Price History for Bayside Rd

DatePriceEventSource
01/15/2026$1,750,000Listed For SaleBright MLS #MDSM2021304
03/21/2024ListingRemovedBright MLS #MDSM2015330
11/08/2023$1,550,000PriceChange
Bright MLS #MDSM2015330
09/21/2023$1,600,000Listed For SaleBright MLS #MDSM2015330

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Comparable Sales for Bayside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.57
Single-Family Home
$700,000
03/31/26
4
3.5
2,442
0.79
Single-Family Home
$1,300,000
11/13/25
6
3.5
5,888
1.44
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$415,000
10/24/25
3
2
1,344
1.55
Single-Family Home
$402,000
01/06/26
3
2
1,992
1.30
Single-Family Home
$300,000
10/15/25
2
2
1,200
1.77
Single-Family Home
$450,000
05/15/26
4
2
2,114
1.53
Single-Family Home
$406,000
07/25/25
3
2
984

Nearby homes

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Assigned Schools

These are the assigned schools for Bayside Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Leonardtown

At least 38 Trulia users voted on each feature.
  • 91 % Say parking is easy

  • 91 % Say yards are well-kept

  • 86 % Say people would walk alone at night

  • 86 % Say kids play outside

  • 86 % Say car is needed

  • 85 % Say it's dog friendly

  • 75 % Say there's holiday spirit

  • 72 % Say it's quiet

  • 62 % Say there are sidewalks

  • 61 % Say streets are well-lit

  • 61 % Say they plan to stay for at least 5 years

  • 58 % Say there's wildlife

  • 51 % Say neighbors are friendly

  • 43 % Say it's walkable to restaurants

  • 42 % Say there are community events

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mybeachjeweler
    "The dogs are very happy and normally quiet when being walked on the sidewalk in Clark’s Rest Community "
  • Zddnpc8dsh
    "The downtown is a vibrant place, with piped in music and lots of community activities, like First Friday events every month."
  • Mybeachjeweler
    "You can walk your dogs on a lease in ease and children love to wave and pet the dogs if the owner allows. This is a great community for dogs as long as they are not barking all the time. "
  • Vmagostinelli
    "I love first Fridays! I love the town vibe! The wharf is amazing. Most people can’t walk to everything. I feel I’m fortunate!"
  • Mybeachjeweler
    "Dog owners would like this neighborhood as many neighbors have dogs and walk them on leases daily. Dogs are friendly "
  • Mybeachjeweler
    "I see people walking their dogs day and night. All dogs are on a lease and are most friendly to chi "
  • Vmagostinelli
    "It’s an amazing small town with entertainment and great restaurants within walking distance. Located on Breton Bay with great boating and fishing options. "
  • Keith H.
    "Great neighborhood with sidewalks and many families. Good schools and a library just outside the entrance. "
  • Mybeachjeweler
    "I see many walking their dogs on a daily path around the neighborhood everybody has their dog on a leash and we wave"
  • Keith H.
    "Good consistent drive. Traffic moves on major roads. About 15-20 min delay during morning and evening rush hours. "
  • Stillask8in
    "This is a very small town. Most people commute 45 mins to the military base for work. Longest commute of my life. "
  • Roy M.
    "Great schools in the Leonardtown area and lots of history as well. Many different food choices from Seafood Mexican AMERICAN Chinese and the olde town cafe. "
  • Roy M.
    "Local town events and close to water access. Great food lots of shopping and small businesses Everyone is polite and friendly Great schools and local parks Volunteer rescue squad and fire departments and local hospital Local beach communities Golfing "
  • Jennie C.
    "30 minutes from pax naval base, 40 min to Waldorf, 30-45 min from Calvert County. Some local buses available also."
  • Unspecified
    "Easy, multiple routes to the Naval Air Station. From Leonardtown it is easy to get to all restaurants, shopping and entertainment."
  • Unspecified
    "Perfect, close to the base and beautiful downtown Leonardtown. On the golf course with a few hundred yard walk to clubhouse (which has fantastic food and drinks), but most importantly, only a short walk to the Breton Bay Beach and playground which the children (and adults) love!"
  • Destiny A. M.
    "I have two dogs myself and walk them all the time. I like they have side walks for my dogs to walk on but I don’t like that there isn’t a dog park anywhere around here. I feel they should add dog parks around here to make it better for dogs to get the excerise they need and want. "
  • Destiny A. M.
    "Love leonardtown and love the area that I’m in. I love that everything is right here in the square and have so many nice people around me. Everyone in this area knows me and says hi even if they don’t know who you are. "
  • dtscls
    "The townhomes at Breton Bay Landing are all excellently maintained by HOA standards; including the grounds and road maintenance. The community is family friendly and welcoming. The waterfront is beautiful and the nature friendly environment includes eagles, swans, geese and numerous beautiful birds."

LGBTQ Local Legal Protections

Larry Haley, Haley Family Realty, (301) 686-0545
Agent Phone: (301) 839-5118
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, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information 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 the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information
Bayside Rd, Leonardtown, MD 20650 is a 4 bedroom, 2 bathroom, 2,130 sqft single-family home built in 1951. This property is currently available for sale and was listed by Bright MLS on Oct 18, 2024. The MLS # for this home is MLS# MDSM2021304.