$1,750,000
4 Beds
2 Baths
2,130 sqft (on 48.90 acres)
Bayside Rd, Leonardtown, MD 20650
Est. Mortgage $10,556/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1951
48.9 acre lot
$822/sqft
Open Parking
Local Information
- Map ViewExplore the area around Bayside Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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.
Last check for updates: about 13 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.
Home Details for Bayside Rd
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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 |
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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 |
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Days on Market: 180+ |
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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 |
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Price List Price: $1,750,000Price Per Sqft: $822 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: ACTIVE |
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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 |
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Listing Agent Listing ID: MDSM2021304 |
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Building Area Building Area: 2130 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 48.9 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, VA Loan |
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Business Information Ownership: Fee Simple |
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BasementMls Number: MDSM2021304Water ViewWater View: WaterAbove Grade Unfinished Area: 2130 |
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Source Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y |
Around this home
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
76 % Say there's holiday spirit
72 % Say it's quiet
62 % Say there are sidewalks
61 % Say streets are well-lit
60 % 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.
Market trends in Leonardtown
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
40
7MoM
Home Value
Trulia Estimate
$969KSince last month
Decreased$32K (-3.2%)Since last year
Increased$96K (+10.9%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +23% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $969K |
| August 2026 | $993K |
| July 2026 | $1M |
| June 2026 | $1.02M |
| May 2026 | $986K |
| April 2026 | $977K |
| March 2026 | $944K |
| February 2026 | $921K |
| January 2026 | $925K |
2025 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.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 | |
1.24 | Single-Family Home | $335,000 | 07/07/26 | 3 | 2 | 1,287 | |
1.24 | Single-Family Home | $595,000 | 06/30/26 | 3 | 3 | 2,688 | |
1.44 | Single-Family Home | $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 | |
1.52 | Single-Family Home | $400,000 | 06/15/26 | 5 | 2.5 | 2,169 | |
1.46 | Single-Family Home | $824,900 | 06/29/26 | 4 | 2.5 | 3,412 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.56 | - | - | - | - | Off Market | |
0.57 | $700,000 | 4 | 3.5 | 2,442 | Recently Sold | |
0.79 | $1,337,000 | 6 | 3.5 | 5,888 | Off Market | |
0.82 | - | 4 | 3.5 | 3,856 | Off Market | |
0.83 | $948,500 | 4 | 3.5 | 3,500 | Off Market | |
0.87 | $480,100 | 5 | 3 | 2,184 | Off Market | |
0.91 | $1,096,700 | 5 | 3.5 | 4,416 | Off Market | |
0.99 | $890,900 | 4 | 2.5 | 2,765 | Off Market | |
1.19 | $321,500 | 3 | 1 | 1,040 | Off Market | |
1.21 | $824,500 | 3 | 2 | 1,876 | Off Market | |
1.24 | $595,000 | 3 | 3 | 2,688 | Recently Sold |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jan 15, 2026 Source: Bright MLS #MDSM2021304 | Listed For Sale | $1,750,000 |
Mar 21, 2024 Source: Bright MLS #MDSM2015330 | ListingRemoved | |
Nov 8, 2023 Source: Bright MLS #MDSM2015330 | PriceChange | $1,550,000 Price decreased by 3% |
Sep 21, 2023 Source: Bright MLS #MDSM2015330 | Listed For Sale | $1,600,000 |
LGBTQ Local Legal Protections
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
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Frequently asked questions about Bayside Rd
- What is the estimated monthly payment for Bayside Rd?Based on a $1,750,000 list price with 20% down at today's rates, the estimated monthly payment for Bayside Rd in Leonardtown, MD is approximately $10,748 (about $9,506 principal & interest, $1,167 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Leonardtown?Residents describe Leonardtown, MD as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Leonardtown, MD.
- What are the closest schools to Bayside Rd?The closest schools to Bayside Rd in Leonardtown, MD are Benjamin Banneker Elementary School (Pre-K, rated 8/10), Chopticon High School (rated 6/10), Leonardtown Middle School (rated 9/10).
- What is Bayside Rd estimated to be worth?Trulia's estimated value for Bayside Rd in Leonardtown, MD is $968,500.
- Does Bayside Rd have air conditioning?Yes, Bayside Rd in Leonardtown, MD has air conditioning.
- Does Bayside Rd have laundry facilities?Yes, Bayside Rd in Leonardtown, MD has in-unit laundry.
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.