For sale

$369,000

Est. $2,292/mo —

•

1,092

sq ft

22231 Bayside Rd, Leonardtown, MD 20650

About this home

Welcome to 22231 Bayside Road in Leonardtown, MD! This beautifully remodeled 3-bedroom, 2.5-bath home is move-in ready and packed with updates! Featuring a brand-new kitchen, new flooring throughout, and a new HVAC system, this home offers modern comfort with a fresh, inviting feel. The updated kitchen provides a beautiful space for cooking and entertaining, while the spacious pantry offers plenty of additional storage. With three generously sized bedrooms, two full bathrooms, and a convenient half bath, the layout provides both comfort and functionality for everyday living. Enjoy the peace of mind that comes with major updates already completed! Conveniently located in Leonardtown with easy access to shopping, dining, schools, and local amenities. Don't miss your opportunity to own this beautifully renovated home.

Single-familyProperty Type

1949Year Built

0.5 acresLot Size

$338Price/Sq.Ft.

Listed by Chris Carr • HomeZu

•855-885-4663 (broker)

•support@simplechoicerealty.com (broker)

Listing updated: Nov 6, 2026 at 03:21am

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDSM2034526

Payment calculator

$2,292 per month

Principal and interest$1,989

Property taxes

$199

HOA dues

Home insurance

$105

Utilities

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Affordability tools

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Open houses

No upcoming open houses.

Nearby open houses (5)

OPEN NOV 12, 11AM TO 4PM
$454,900
4 beds3.5 baths— sq ft
Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650
$71 HOA • Garage • Community pool
(443) 771-8009
OPEN NOV 12, 11AM TO 4PM3D WALKTHROUGH
$454,900
4 beds3.5 baths2,604 sq ft
Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
$71 HOA • Garage • Community pool
(443) 771-8009
OPEN NOV 12, 12PM TO 12:15PM
$454,900
4 beds3.5 baths2,554 sq ft
Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650
$71 HOA • Garage • Community pool
(443) 771-8009
OPEN NOV 14, 10AM TO 12PM
$399,000
4 beds3 baths1,792 sq ft
42205 Ridge Rd, Mechanicsville, MD 20659
0.23 acre lot • Built 1955 • Listed 112 days
(240) 222-3200
REDFIN OPEN NOV 14, 12PM TO 2PM3D WALKTHROUGH
$589,900
4 beds3.5 baths2,736 sq ft
23354 Lindsay Dr, Leonardtown, MD 20650
7,982 sq ft lot • 2 garage spots • Community pool

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Around this home

Schools

K - 12
Preschool & daycare

Benjamin Banneker Elementary School

Public PreK-5 • Assigned • 3.7mi

8/10

Leonardtown Middle School

Public 6-8 • Assigned • 4.4mi

9/10

Chopticon High School

Public 9-12 • Assigned • 5.7mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

22231 Bayside Rd · $369,000

Strong offer

$380K and above

75% chance or better to win

Why $380K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 49 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Butler’s pantry
Recessed lighting
Upgraded countertops

Bedrooms
3 bedrooms: 1 on the main level and 2 on the upper level

Bathrooms
2 full bathrooms: 1 on the main level and 1 on the upper level
1 half bathroom on the main level

Kitchen
Dishwasher
Gas oven/range
Icemaker
Microwave

Laundry & utility
Washer
Dryer

Flooring
Laminate flooring

Heating & cooling
Central heating
Central air conditioning
Electric cooling

Sale and tax history for 22231 Bayside Rd

Sale History
Tax History

Date

Event

Price

BRIGHT MLS #MDSM2011002

Jan 24, 2023

Sold

$161,000

$147/sq ft

Jan 7, 2023

Pending

—

Jan 1, 2023

Listed

$150,000

$137/sq ft

+17

Craftsman style 3BR/2BA charming home that is a diamond in the rough, has original hardwood floors, oil heat, no air conditioning, Large flat corner lot, House needs updating and remodeling, Main level has 1 primary bedroom and full bath, separate living and dining room, Enclosed front porch and rear room ideal for a mud room, Upper level has 2 bedrooms and a full hall bath, on Public sewer and Well Water.

Year

Property tax

Land + Additions

Assessment*

2025

$2,354 (+5.7%)

2024

$2,228 (+6.9%)

$102,500 + $107,800

$210,300

2023

$2,084 (+4.0%)

2022

$2,004 (+3.5%)

2021

$1,936 (+3.6%)

$102,500 + $84,900

$187,400

2020

$1,868 (+3.8%)

2019

$1,800 (+0.1%)

2018

$1,798 (+1.1%)

$92,500 + $75,400

$167,900

2017

$1,779 (+2.7%)

$92,500 + $75,400

$167,900

2015

$1,733 (+29.5%)

$97,500 + $72,800

$170,300

2014

$1,338 (+0.3%)

$97,500 + $77,500

$175,000

2013

$1,335 (+0.3%)

2012

$1,331 (−1.0%)

2011

$1,344

2010

$1,344 (+5.0%)

2009

$1,280

Public record

Beds

—

Baths

Stories

1.5

Lot width

—

Lot depth

—

Lot size

0.5 Acres

Year renovated

—

Finished Sq. Ft.

1,092

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,092

Year built

1949

Style

Single Family Residential

County

St. Mary's County

APN

03 000419

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 16, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 103° expected this year, 17 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Leonardtown, MD • 20650

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

99/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Leonardtown. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.4 hrs

6.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 22231 Bayside Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $310,000 and $461,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $310K to $461K.

SOLD AUG 28, 2026
$327,500 Last sold price
3 beds1 bath1,104 sq ft
39111 Maycroft Rd, Avenue, MD 20609
$41/sq ft
larger lot
24 years newer
SOLD OCT 23, 2026
$427,500 Last sold price
3 beds2 baths1,400 sq ft
22715 Saint Winifreds Ln, Avenue, MD 20609
48 years newer
SOLD JUN 15, 2026
$400,000 Last sold price
5 beds2.5 baths2,169 sq ft
39944 Lady Baltimore Ave, Leonardtown, MD 20650
$154/sq ft
48 years newer
SOLD APR 17, 2026
$310,000 Last sold price
3 beds2 baths1,886 sq ft
39725 Lady Baltimore Ave, Leonardtown, MD 20650
$174/sq ft
smaller lot
2 years older
SOLD SEP 30, 2026
$395,000 Last sold price
4 beds2 baths2,474 sq ft
40743 Magee Dr, Leonardtown, MD 20650
$178/sq ft
larger lot
26 years newer
SOLD AUG 20, 2026
$461,000 Last sold price
3 beds2 baths2,196 sq ft
40582 Port Pl, Leonardtown, MD 20650
$128/sq ft
larger lot
15 years newer

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(301) 918-5662

Early Access listings

EARLY ACCESSCOMPASS COMING SOON

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EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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EARLY ACCESSCOMPASS COMING SOON

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EARLY ACCESSREDFIN COMING SOON

$245,000

1 bed1 bath834 sq ft

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EARLY ACCESSCOMPASS COMING SOON

$599,000

2 beds2 baths1,085 sq ft

1321 Euclid St NW #202, Washington, DC 20009

EARLY ACCESSWFP COMING SOON

$1,580,000

5 beds5 baths5,900 sq ft

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Metal roof • Huge front porch • Expansive acreage

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Land— sq ft

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New listings for sale in 20650

$369,000

3 beds2.5 baths1,092 sq ft

22231 Bayside Rd, Leonardtown, MD 20650

Brand new kitchen • New flooring • New hvac system

(855) 885-4663

$467,000

3 beds2.5 baths1,568 sq ft

22630 Quiet Ln, Leonardtown, MD 20650

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(301) 884-9493

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21784 Potomac View Dr, Leonardtown, MD 20650

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5 beds2.5 baths2,652 sq ft

21747 Potomac View Dr, Leonardtown, MD 20650

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5 beds2.5 baths2,601 sq ft

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3 beds3.5 baths3,422 sq ft

22503 Sparrow Ct, Leonardtown, MD 20650

0.9 acre lot • 2 garage spots • Built 1990

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4 beds3 baths4,395 sq ft

22395 Newtowne Neck Rd, Leonardtown, MD 20650

12807 acre farm • Charming rambler • 128.07 acre lot

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Details provided by BRIGHT MLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (5)

Interested in buying?

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 22231 Bayside Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 22231 Bayside Rd

Early Access listings

Nearby similar homes

New listings for sale in 20650

More real estate resources