Google street view image for 23040 Hollywood Rd, Leonardtown, MD 20650

Off market dec 2025 for $257K

$520,625

Est. refi paymentEst. refi $1,738/mo

—

•

2.5 ba

•

3,143

sq ft

23040 Hollywood Rd, Leonardtown, MD 20650

About this home

23040 Hollywood Rd is a 3,143 square foot house on a 4.38 acre lot with 2.5 bathrooms. - it last sold on December 30, 2025 for $257,520. Based on Redfin's Leonardtown data, we estimate the home's value is $520,625.

Single-familyProperty Type

1867Year Built

4.38 acresLot Size

$166Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$520,625

$263K since sold in December 2025$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18% lower than the average sale price ($635K) of 6 comparable homes.

SOLD JUN 18, 2026
$669,900
A
3 beds2.5 baths3,098 sq ft
41249 Brenda Ct, Leonardtown, MD 20650
SOLD JUN 26, 2026
$599,900
B
4 beds2.5 baths3,300 sq ft
40704 Chance Way, Leonardtown, MD 20650
SOLD JUN 19, 2026
$550,000
C
3 beds2.5 baths3,478 sq ft
23773 Meredith Ct, Leonardtown, MD 20650
SOLD JUN 23, 2026
$620,000
D
5 beds3 baths3,030 sq ft
41585 Austin Ct, Leonardtown, MD 20650
SOLD AUG 31, 2026
$976,000
E
4 beds2.5 baths2,550 sq ft
41402 Philip Ln, Leonardtown, MD 20650
SOLD SEP 30, 2026
$395,000
F
4 beds2 baths2,474 sq ft
40743 Magee Dr, Leonardtown, MD 20650

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Earn from this home

Sell

$285,656

Est. take-home

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Refinance

Est. cash available

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Market trends in 20650, MD

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

101.2%

+0.5% MoM

Median sale price

$480K

$55K MoM

Avg. days on market

39d

10 days MoM

Recently sold homes

16 MoM

New listings for sale

COMING SOON
$585,000
5 beds3 baths2,666 sq ft
23591 Gunnell Dr, Leonardtown, MD 20650
(410) 286-9632
REDFIN OPEN NOV 7, 12PM TO 2PM
$489,900
3 beds2.5 baths1,976 sq ft
22301 White Oak Rd, Leonardtown, MD 20650
$79,900
— beds— baths1,542 sq ft
21944 Point Lookout Rd, Leonardtown, MD 20650
(443) 968-9595
COMING SOON
$467,000
3 beds2.5 baths1,568 sq ft
22630 Quiet Ln, Leonardtown, MD 20650
(301) 884-9493
COMING SOON
$2,200,000
4 beds3 baths4,395 sq ft
22395 Newtowne Neck Rd, Leonardtown, MD 20650
(443) 975-7555
$290,000
3 beds2 baths1,568 sq ft
43905 Lanedon Dr, Leonardtown, MD 20650
(301) 702-4200
$650,000
4 beds3.5 baths3,264 sq ft
41427 Osborne Ln, Leonardtown, MD 20650
(443) 771-8009
$440,000
3 beds3.5 baths2,379 sq ft
41608 Briarwood Cir, Leonardtown, MD 20650
(301) 298-2892
COMING SOON
$685,000
5 beds3.5 baths4,271 sq ft
23603 Margrave Dr, Leonardtown, MD 20650
(888) 860-7369
$299,500
3 beds1.5 baths1,218 sq ft
42163 Blacksmith Shop Rd, Leonardtown, MD 20650
(301) 862-2169
See all

Provided by Redfin

Sale history for 23040 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,337 (+5.1%)

2024

$4,126 (+6.2%)

$131,900 + $240,700

$372,600

2023

$3,885 (+2.9%)

2022

$3,777 (+13.0%)

2021

$3,342 (+0.8%)

$131,900 + $189,800

$321,700

2020

$3,314 (+0.8%)

2019

$3,287 (+22.4%)

2018

$2,686 (+0.7%)

$126,900 + $187,200

$314,100

2017

$2,667 (−17.6%)

$126,900 + $187,200

$314,100

2015

$3,237 (+22.4%)

$141,900 + $176,100

$318,000

2014

$2,644 (+0.3%)

$141,900 + $194,100

$336,000

2013

$2,637 (+0.2%)

2012

$2,631 (+0.3%)

2011

$2,623

2010

$2,623 (−2.5%)

2009

$2,690

Tax history for 23040 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,337 (+5.1%)

2024

$4,126 (+6.2%)

$131,900 + $240,700

$372,600

2023

$3,885 (+2.9%)

2022

$3,777 (+13.0%)

2021

$3,342 (+0.8%)

$131,900 + $189,800

$321,700

2020

$3,314 (+0.8%)

2019

$3,287 (+22.4%)

2018

$2,686 (+0.7%)

$126,900 + $187,200

$314,100

2017

$2,667 (−17.6%)

$126,900 + $187,200

$314,100

2015

$3,237 (+22.4%)

$141,900 + $176,100

$318,000

2014

$2,644 (+0.3%)

$141,900 + $194,100

$336,000

2013

$2,637 (+0.2%)

2012

$2,631 (+0.3%)

2011

$2,623

2010

$2,623 (−2.5%)

2009

$2,690

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Baseboard Hot Water

Fireplace Information
# of Fireplaces: 1
Fireplace Type: 2 Story Brick
Has Fireplace

Exterior

Exterior Information
Building Construction Quality: Good
Exterior Wall: Frame
Building Type: Single Family

Pool Information
Pool Type: Concrete
Has Pool

Property Information
Living Sq. Ft: 3,143
Building Sq. Ft: 3,143
# of Stories: 2
Stories Type: 2
Legal Description: 4.381 ACRES E/S MD RT 245 LEONARDTOWN

Lot Information
# of Buildings: 1
Land Sq. Ft: 190,793
Municipality Name: LEONARDTOWN
Acres: 4.38
Zoning Code: RSF
State Use Description: RESIDENTIAL

Utility Information
Sewer Type: Private

Financial

Assessor Information
Assessment Year: 2026
Tax District County: 03

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 3,143
Stories: 2.0
Lot Size: 4.38 acres
Style: Single Family Residential
Year Built: 1867
Year Renovated: —
County: St. Mary's County
APN: 03 007456

Home facts updated by county records on Oct 16, 2026

Around this home

Schools

Captain Walter Francis Duke Elementary

Public PreK-5 • Assigned • 0.9mi

9/10

Leonardtown Middle School

Public 6-8 • Assigned • 2.2mi

9/10

Leonardtown High School

Public 9-12 • Assigned • 2.5mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

9/10 Heat Factor

7 days above 102° expected this year, 17 days in 30 years

6/10 Wind Factor

44% 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

In this area, properties receive around 9.5 hours in June and 4.9 hours in December, which is comparable to the U.S. average for solar exposure.

9.5 hrs

4.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$495,000 – $599,000

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Nearby similar homes

$560,000

4 beds3 baths2,730 sq ft

22010 Society Hill Rd, Leonardtown, MD 20650

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NEW CONSTRUCTION

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Lot 5 - 42096 Wildflower Dr, Leonardtown, MD 20650

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NEW CONSTRUCTION

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Lot 3 - 42108 Wildflower Dr, Leonardtown, MD 20650

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5 beds3.5 baths2,993 sq ft

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$469,900

3 beds2 baths1,710 sq ft

41495 Garrett Ct, Leonardtown, MD 20650

(301) 884-9493

$306,900

3 beds1 bath1,000 sq ft

24040 Hollywood Rd, Hollywood, MD 20636

(301) 645-1700

New listings for sale in 20650

COMING SOON

$585,000

5 beds3 baths2,666 sq ft

23591 Gunnell Dr, Leonardtown, MD 20650

(410) 286-9632

REDFIN OPEN NOV 7, 12PM TO 2PM3D WALKTHROUGH

$489,900

3 beds2.5 baths1,976 sq ft

22301 White Oak Rd, Leonardtown, MD 20650

$79,900

— beds— baths1,542 sq ft

21944 Point Lookout Rd, Leonardtown, MD 20650

(443) 968-9595

COMING SOON

$467,000

3 beds2.5 baths1,568 sq ft

22630 Quiet Ln, Leonardtown, MD 20650

(301) 884-9493

COMING SOON

$2,200,000

4 beds3 baths4,395 sq ft

22395 Newtowne Neck Rd, Leonardtown, MD 20650

(443) 975-7555

$290,000

3 beds2 baths1,568 sq ft

43905 Lanedon Dr, Leonardtown, MD 20650

(301) 702-4200

$650,000

4 beds3.5 baths3,264 sq ft

41427 Osborne Ln, Leonardtown, MD 20650

(443) 771-8009

$440,000

3 beds3.5 baths2,379 sq ft

41608 Briarwood Cir, Leonardtown, MD 20650

(301) 298-2892

COMING SOON

$685,000

5 beds3.5 baths4,271 sq ft

23603 Margrave Dr, Leonardtown, MD 20650

(888) 860-7369

Home values near 23040 Hollywood Rd

Data from public records.

Address	Redfin Estimate
22970 Hollywood Rd, Leonardtown, MD - Beds \| 2.5 Baths \| 2208 Sq. Ft.	$466,513
22980 Hollywood Rd, Leonardtown, MD - Beds \| 1.5 Baths \| 1938 Sq. Ft.	$379,158

Address	Redfin Estimate
22990 Hollywood Rd, Leonardtown, MD 3 Beds \| 2 Baths \| 1558 Sq. Ft.	$452,453
23055 Hollywood Rd, Leonardtown, MD - Beds \| 1.5 Baths \| 1766 Sq. Ft.	$345,623

Address	Redfin Estimate
23060 Hollywood Rd, Leonardtown, MD - Beds \| 2.5 Baths \| 3306 Sq. Ft.	$463,618
23005 Hollywood Rd, Leonardtown, MD - Beds \| 2 Baths \| 3400 Sq. Ft.	$803,253

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 20650, MD

Sale history for 23040 Hollywood Rd

Tax history for 23040 Hollywood Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 20650

Home values near 23040 Hollywood Rd

More real estate resources