23745 Bayside Road

Closed 10/24/25
Closed 10/24/25
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Sold
Last Sold Price
$415,000
3 beds1,344 sqft
23745 Bayside Rd, Leonardtown, MD 20650
Single FamilyProperty Type
1 acresLot Size
1975Year Built
$309/sq ftPrice per sq ft
1 carParking Spaces

Description

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...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!
  • Listed by: Delaney I Burgess 301.938.0100 delaney@delaneyburgessrealtor.com • RE/MAX United Real Estate
Listing closed: 10/24/2025 12:00 AM • Source: BRIGHT, MLS#: MDSM2026368

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Recent comparable sales

Median sold price

$375,000

Avg days on market

42

Sale-to-list ratio

97.8%

Leonardtown, MD

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22381 Cedar Street, Leonardtown, MD 20650

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39880 Lady Baltimore Avenue, Leonardtown, MD 20650

$340,000 | 22281 Nomoni Street, Leonardtown, MD 20650
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$335,000 | 39834 Big Pine Trail, Leonardtown, MD 20650
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Location

Listing Courtesy of RE/MAX United Real Estate

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Principal and Interest

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Property Taxes

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Property Information for 23745 Bayside Road

Property Details
  • Taxes: $2,036 / year
  • MLS Type: Residential / Fee Simple
  • County: St. Mary's County
  • Tax ID Number: 1903026132
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Ranch/Rambler
  • Levels/Stories: 2
  • Waterfront: No
  • Views: Trees/Woods
  • Garage: Yes
  • Subdivision: NONE AVAILABLE
  • Subdivision: NONE AVAILABLE (SAINT MARYS MD)
  • Total Parking Spaces: 1
  • Central Air: Yes
  • Basement: Yes
  • Above Grade Finished SQFT: 1,344.00
  • Above Grade Fin SQFT Source: Assessor
  • Below Grade Finished SQFT: .00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: 1,344.00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: 1,344.00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: No
  • Property Condition: Excellent, Very Good
Building Information
  • Stories: 2
  • Year Built: 1975
  • Lot Size: 1.00 AC / 43,560 SF
Location
Location
  • In City Limits: No
  • School District Name: ST. MARYS COUNTY PUBLIC SCHOOLS
  • School District County ID: 803197649142
  • SchoolDistrictSource: 3rd Party
  • Middle Or Junior School: LEONARDTOWN (SAINT MARYS MD)
  • MiddleSchoolSource: 3rd Party
  • High School: CHOPTICON (SAINT MARYS MD)
  • HighSchoolSource: 3rd Party
  • County: SAINT MARYS
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $224,500
  • Year Assessed: 2025
  • County Tax: $2,036
  • Improvement Assessed Value: $110,500
  • Land Assessed Value: $114,000
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: RPD
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
Rooms
  • Room List: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Bathroom 2, Primary Bathroom
  • Stories: Main
Rooms Information
Room 1
  • Room Type: Family Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank
Room 2
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank
Room 3
  • Room Type: Primary Bedroom
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 4
  • Room Type: Bedroom 2
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 5
  • Room Type: Bedroom 3
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 6
  • Room Type: Primary Bathroom
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank
Room 7
  • Room Type: Bathroom 2
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank
Room 8
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank
Building Info
Building Info
  • Year Major Reno Remodel: 2024
  • Total Finished SQFT: 1,344.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 1,344.00
  • Total SQFT: 2,688.00
  • Total SQFT Source: Assessor
  • Construction Materials: Frame
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8041/5189/7236/804151897236_512_384_WM_TxcskD_-nfBARpOx.jpg
  • Basement Type: Unfinished, Walkout Level, Space For Rooms, Side Entrance, Outside Entrance, Interior Access
  • Foundation Details: Slab
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2
  • # Bathrooms Full: 2
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 14988901
  • Additional Parcels: No
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 1
  • Total Garage Spaces: 1
  • Parking Features: Gravel Driveway
  • Garage Features: Garage - Rear Entry, Basement Garage, Garage - Side Entry
Interior Features
Interior Features
  • Interior Features: Attic, Ceiling Fan(s), Dining Area, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Country, Primary Bath(s), Recessed Lighting, Upgraded Countertops
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Brick, Other
  • Appliances: Built-In Microwave, Dishwasher, Exhaust Fan, Icemaker, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Water Heater
  • Accessibility Features: None
  • Laundry Type: Basement, Hookup
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump - Electric BackUp
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Private Septic Tank
Confidential Data
Listing Office
  • List Agent AOR: Southern Maryland Association of REALTORS

Property History for 23745 Bayside Road

DateEvent & SourcePriceAppreciation
Oct 24, 2025

Closed (Public Record)

Public Record #1920931383

$415,000

+4.0% / yr

Oct 24, 2025

Closed

BRIGHT #MDSM2026368

$415,000—
Sep 13, 2025

Pending

BRIGHT #MDSM2026368

—
DateEvent & SourcePrice
10/24/2025

Closed (Public Record)

Public Record #1920931383

$415,000

+4.0% / yr

10/24/2025

Closed

BRIGHT #MDSM2026368

$415,000
09/13/2025

Pending

BRIGHT #MDSM2026368

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 23745 Bayside Road

Taxable ValueLand-Additions-Total-
Tax Record2025$2,566 ($214 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,344 SqFtAbove Grade Finished SqFt1,344 SqFtStories1Lot Size43,560 SqFtStyleSingle Family ResidenceYear Built1975Year Renovated1975ZoningRPDCountyST. MARY'SAPN03-026132

Schools near 23745 Bayside Road

This home is within St. Mary's County Public Schools.
Rating
School
Type
Grades
Distance
Benjamin Banneker Elementary School
Public - PK to 5
Leonardtown Middle School
Public - 6 to 8
Chopticon High School
Public - 9 to 12
Dr. James A. Forrest Career And Technology Center
Public - 9 to 12
Rating
School
Distance
Benjamin Banneker Elementary School
PublicPK to 5

Leonardtown Middle School
Public6 to 8

Chopticon High School
Public9 to 12

Dr. James A. Forrest Career And Technology Center
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 23745 Bayside Road, Leonardtown, MD 20650
$415,000
3
1,344
43,560
23635 Bayside Road, Leonardtown, MD 20650
–
–
1
992
12,314,413
23610 Bayside Road, Leonardtown, MD 20650
–
–
2
1,752
137,650
23614 Bayside Road, Leonardtown, MD 20650
–
–
2
728
64,033
39285 Montpelier Lane, Leonardtown, MD 20650
–
–
2
1,568
96,703
23598 Bayside Road, Leonardtown, MD 20650
–
–
2
1,784
193,842

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Listing Courtesy of RE/MAX United Real Estate

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 10/28/2025 04:45 PM