Are neighbors friendly in Avenue, MD?

As of early 2026, 100% of users say neighbors are friendly

Are there community events in Avenue, MD?

As of early 2026, 100% of users say there are community events

Is parking easy in Avenue, MD?

As of early 2026, 100% of users say parking is easy

Is a car needed in Avenue, MD?

As of early 2026, 100% of users say car is needed

Would people walk alone at night in Avenue, MD?

As of early 2026, 100% of users say people would walk alone at night

Do kids play outside in Avenue, MD?

As of early 2026, 100% of users say kids play outside

Is Avenue, MD dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Does Avenue, MD show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Are yards well-kept in Avenue, MD?

As of early 2026, 100% of users say yards are well-kept

As of early 2026, 100% of users say it's quiet

Is there wildlife in Avenue, MD?

As of early 2026, 100% of users say there's wildlife

Do residents of Avenue, MD plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

What is 39209 Maycroft Rd estimated to be worth?

Trulia's estimated value for 39209 Maycroft Rd in Avenue, MD is $1,139,200 .

What is the price history for 39209 Maycroft Rd?

39209 Maycroft Rd in Avenue, MD last sold for $1,010,000 in November 2016.

Is Avenue a buyer's or seller's market?

Avenue is currently a seller's market, based on recent for-sale activity.

What are the closest schools to 39209 Maycroft Rd?

The closest schools to 39209 Maycroft Rd in Avenue, MD are Chopticon High School (rated 6/10), Dynard Elementary School (Pre-K, rated 9/10), Margaret Brent Middle School (rated 6/10).

OFF MARKET

39209 Maycroft Rd
Avenue, MD 20609

3 Baths
3,617 sqft (on 22 acres)

$1,139,200

Trulia Estimate

as of Aug 22, 2026

Est. Refi. Payment $6,624/mo*

Refinance Your Home

$1,139,200

Trulia Estimate

as of Aug 22, 2026

Est. Refi. Payment $6,624/mo*

Refinance Your Home

3 Baths

3,617 sqft

(on 22 acres)

Home Value

Trulia Estimate

$1.14M

Since last month

$34K (-2.8%)

Since last year

$42K (-3.4%)

Since last sale

$170K (+16.9%)

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 +18% in the last 10 years

Month	Estimated value
2026
August 2026	$1.18M
July 2026	$1.21M
June 2026	$1.18M
May 2026	$1.09M
April 2026	$1.13M
March 2026	$1.08M
February 2026	$1.09M
January 2026	$1.11M
2025
December 2025	$1.17M
November 2025	$1.22M
October 2025	$1.17M
September 2025	$1.25M
August 2025	$1.22M
July 2025	$1.31M
June 2025	$1.24M
May 2025	$1.17M
April 2025	$1.15M
March 2025	$1.2M
February 2025	$1.16M
January 2025	$1.17M
2024
December 2024	$1.16M
November 2024	$1.18M
October 2024	$1.22M
September 2024	$1.22M
August 2024	$1.2M
July 2024	$1.32M
June 2024	$1.42M
May 2024	$1.41M
April 2024	$1.36M
March 2024	$1.37M
February 2024	$1.31M
January 2024	$1.31M
2023
December 2023	$1.31M
November 2023	$1.28M
October 2023	$1.31M
September 2023	$1.35M
August 2023	$1.37M
July 2023	$1.39M
June 2023	$1.34M
May 2023	$1.17M
April 2023	$1.17M
March 2023	$1.16M
February 2023	$1.14M
January 2023	$1.11M
2022
December 2022	$1.09M
November 2022	$1.13M
October 2022	$1.14M
September 2022	$1.15M
August 2022	$1.17M
July 2022	$1.2M
June 2022	$1.26M
May 2022	$1.26M
April 2022	$1.24M
March 2022	$1.23M
February 2022	$1.2M
January 2022	$1.18M
2021
December 2021	$1.18M
November 2021	$1.19M
October 2021	$1.2M
September 2021	$1.18M
August 2021	$1.19M
July 2021	$1.23M
June 2021	$1.13M
May 2021	$982K
April 2021	$1.04M
March 2021	$980K
February 2021	$973K
January 2021	$961K
2020
December 2020	$948K
November 2020	$951K
October 2020	$917K
September 2020	$900K
August 2020	$891K
July 2020	$884K
June 2020	$882K
May 2020	$882K
April 2020	$884K
March 2020	$899K
February 2020	$888K
January 2020	$943K
2019
December 2019	$1.02M
November 2019	$1.1M
October 2019	$1.12M
September 2019	$1.1M
August 2019	$1.11M
July 2019	$1.1M
June 2019	$1.09M
May 2019	$1.09M
April 2019	$1.09M
March 2019	$1.1M
February 2019	$1.08M
January 2019	$1.1M
2018
December 2018	$1.1M
November 2018	$1.09M
October 2018	$1.08M
September 2018	$1.07M
August 2018	$1.07M
July 2018	$1.09M
June 2018	$1.1M
May 2018	$1.08M
April 2018	$1.08M
March 2018	$1.07M
February 2018	$1.06M
January 2018	$1.05M
2017
December 2017	$1.03M
November 2017	$1.04M
October 2017	$1.03M
September 2017	$1.03M
August 2017	$1.03M
July 2017	$1.02M
June 2017	$1.01M
May 2017	$1.01M
April 2017	$1M
March 2017	$1M
February 2017	$998K
January 2017	$1M

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
38980 Hodges Rd, Avenue, MD	0.31	Single-Family Home	$2,640,000	06/22/26	3	4.5	5,492
39577 Potomac Ave, Leonardtown, MD	0.72	Single-Family Home	$824,900	06/29/26	4	2.5	3,412
39771 Lady Baltimore Ave, Leonardtown, MD	1.11	Single-Family Home	$475,000	03/09/26	4	3	1,796
39825 Sweetpea Ln, Leonardtown, MD	1.32	Single-Family Home	$700,000	03/31/26	4	3.5	2,442
22305 Rocky Point Farm Ln, Leonardtown, MD	0.97	Single-Family Home	$336,000	08/26/25		2	2,300
Breton St, Leonardtown, MD	0.99	Single-Family Home	$310,000	04/22/26	4	5	3,000
22323 Saint Clements Ave, Leonardtown, MD	0.78	Single-Family Home	$300,000	10/15/25	2	2	1,200
22281 Nomoni St, Leonardtown, MD	0.89	Single-Family Home	$340,000	07/31/26	3	2	1,152
22204 Nomoni St, Leonardtown, MD	0.84	Single-Family Home	$315,000	04/10/26	2	2	1,008
22381 Cedar St, Leonardtown, MD	0.98	Single-Family Home	$335,000	07/07/26	3	2	1,287

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
38980 Hodges Rd, Avenue, MD 20609	0.31	$2,640,000	3	4.5	5,492	Recently Sold
22465 Ellis Rd, Avenue, MD 20609	0.44	$1,119,700	4	5.5	4,872	Off Market
39031 Hodges Rd, Avenue, MD 20609	0.50	$1,249,900	3	2.5	3,439	Off Market
39015 Hodges Rd, Avenue, MD 20609	0.52	$1,878,400	5	6	6,494	Off Market
39114 Dent Rd, Avenue, MD 20609	0.64	$681,100	3	3	1,616	Off Market
39577 Potomac Ave, Leonardtown, MD 20650	0.72	$824,900	4	2.5	3,412	Recently Sold
22321 Leonard St, Leonardtown, MD 20650	0.73	$272,100	2	1	768	Off Market
22323 Saint Clements Ave, Leonardtown, MD 20650	0.78	$307,900	2	2	1,200	Off Market
39653 Potomac Ave, Leonardtown, MD 20650	0.79	$939,700	3	3	3,150	Off Market
Saint Clements Ave, Leonardtown, MD 20650	0.80	-	-	-	-	Off Market
22340 Gore St, Leonardtown, MD 20650	0.83	$368,300	3	2.5	1,292	Off Market
22204 Nomoni St, Leonardtown, MD 20650	0.84	$315,000	2	2	1,008	Recently Sold

Local Information

Map ViewExplore the area around 39209 Maycroft Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Year Built

1905

Lot Size

22 acres

Living Area

3,617 sqft

Price/Sqft

$315

About this House

"MAYCROFT" Exceptional Waterfront Estate/Tree Farm. 22 acres (8 residential, 14 acres forest) on St. Clements Bay with 1,952 ft.+ - of shoreline. Beautiful old 5 bedroom/2.5 bath.Home featuring 10' tall ceilings, plaster walls, wooden built-ins, moldings, leaded glass windows, barn, gazebo, work/boat shop, wash house/garden shed, tool shed, guest house, 2 piers. Professional pictures soon!

39209 Maycroft Rd, Avenue, MD 20609 is a 3 bathroom, 3,617 sqft unknown built in 1905. It last sold for $1,010,000 on Nov 18, 2016. It is currently off market. The Trulia Estimate is $1,139,200, with a rent estimate of $1,955/month.

Home Details for 39209 Maycroft Rd

Interior Features
Interior Details Basement
Levels, Entrance, & Accessibility Stories: 2
Heating & Cooling Air Conditioning
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: SlateExterior: OtherFoundation Type: Piers

Property Information
Year Built Year Built: 1905
Property Type / Style Property Type: Unknown

Community
Units in Building: 1

Lot Information
Lot Area: 22.00 acres

Price and Tax history

Date	Event	Price
Nov 18, 2016 Source: N/A	Sold	$1,010,000

Year	Property tax	Tax assessment
2025	$10,478	$957,233

Additional Cost

Market trends in Avenue

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

Dynard Elementary School
PK-5
Public
400 Students
St. Mary's County Public Schools
9/10
GreatSchools Rating
Parent Rating Average
My son has been attending since the 5th grade. He loves the school, the teachers, and his friends. Only three incidents with other kids and it was resolved fast. The school has very few African American, Hispanic, and biracial kids. It is a small school, and that's what I love about it. Very loving and dedicated teachers. My son has learned so much, the librarian inspired him to become and avid reader.
Parent Review
3y ago
1 Reviews

View nearby schools on GreatSchools

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 Avenue

At least 1 Trulia users voted on each feature.

100 % Say neighbors are friendly
100 % Say there are community events
100 % Say parking is easy
100 % Say car is needed
100 % Say people would walk alone at night
100 % Say kids play outside
100 % Say it's dog friendly
100 % Say there's holiday spirit
100 % Say yards are well-kept
100 % Say it's quiet
100 % Say there's wildlife
50 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 39209 Maycroft Rd

What is 39209 Maycroft Rd estimated to be worth?
Trulia's estimated value for 39209 Maycroft Rd in Avenue, MD is $1,139,200.
What is the price history for 39209 Maycroft Rd?
39209 Maycroft Rd in Avenue, MD last sold for $1,010,000 in November 2016.
Is Avenue a buyer's or seller's market?
Avenue is currently a seller's market, based on recent for-sale activity.
What are the closest schools to 39209 Maycroft Rd?
The closest schools to 39209 Maycroft Rd in Avenue, MD are Chopticon High School (rated 6/10), Dynard Elementary School (Pre-K, rated 9/10), Margaret Brent Middle School (rated 6/10).

Apartments for Rent

Skip to last item

Results are loading

Skip to first item

Off Market Homes Near 39209 Maycroft Rd

Skip to last item

SOLD
JUL 30, 2026
$854,000
4 bd
3 ba
3,142 sqft
37050 Willie Cheseldine Rd,
Bushwood, MD 20618
Franzen Realtors, Inc.
SOLD
JUL 13, 2026
$615,000
5 bd
3.5 ba
3,384 sqft
21822 Riviera Ct,
Leonardtown, MD 20650
RE/MAX One
SOLD
JUN 30, 2026
$595,000
3 bd
3 ba
2,688 sqft
23008 Hopton Ln,
Leonardtown, MD 20650
RE/MAX One
SOLD
JUN 30, 2026
$900,000
5 bd
3.5 ba
3,246 sqft
21045 Oakland Hall Rd,
Avenue, MD 20609
Century 21 Redwood Realty
SOLD
JUN 29, 2026
$824,900
4 bd
2.5 ba
3,412 sqft
39577 Potomac Ave,
Leonardtown, MD 20650
RE/MAX One
SOLD
JUN 26, 2026
$599,900
4 bd
2.5 ba
3,300 sqft
40704 Chance Way,
Leonardtown, MD 20650
Century 21 Redwood Realty
SOLD
JUN 18, 2026
$669,900
3 bd
2.5 ba
3,098 sqft
41249 Brenda Ct,
Leonardtown, MD 20650
CENTURY 21 New Millennium
SOLD
MAY 28, 2026
$961,000
3 bd
3 ba
2,490 sqft
40003 Tippit Rd,
Leonardtown, MD 20650
EXP Realty, LLC
SOLD
MAY 28, 2026
$865,000
4 bd
2 ba
2,586 sqft
40171 Little Woods Ln,
Leonardtown, MD 20650
CENTURY 21 New Millennium
SOLD
MAY 19, 2026
$1,049,900
9 bd
5 ba
6,476 sqft
40840 Greenwood Ln,
Leonardtown, MD 20650
Samson Properties
See more homes for sale in
Avenue
Take a look

Skip to first item

Homes for sale near 39209 Maycroft Rd

Skip to last item

$749,000
4 bd
3 ba
2,097 sqft
22393 Saint Clements Ave,
Leonardtown, MD 20650
Allfirst Realty, Inc.
5.97 ACRES
$1,167,000
4 bd
3 ba
2,472 sqft
21485 Canoe Neck Way,
Abell, MD 20606
ExecuHome Realty
48.9 ACRES
$1,750,000
4 bd
2 ba
2,130 sqft
Bayside Rd,
Leonardtown, MD 20650
Haley Family Realty
OPEN SAT, 12-2PM
1.19 ACRES
$775,000
3 bd
2.5 ba
2,591 sqft
38884 Collinwood Dr,
Abell, MD 20606
RE/MAX United Real Estate
COMING SOON 9/30
0.47 ACRES
$450,000
3 bd
2 ba
1,400 sqft
22715 Saint Winifreds Ln,
Avenue, MD 20609
RE/MAX Realty Group
3.88 ACRES
$1,590,000
5 bd
3.5 ba
2,993 sqft
40115 Combs Creek Way,
Leonardtown, MD 20650
CENTURY 21 New Millennium
1 ACRE
$488,000
3 bd
3.5 ba
2,481 sqft
23230 Colton Point Rd,
Avenue, MD 20609
RE/MAX One
OPEN SAT, 10-1PM
1.23 ACRES
$499,000
1 bd
1 ba
392 sqft
39020 Sonnie Way,
Clements, MD 20624
EXP Realty, LLC
3.1 ACRES
$375,000
3 bd
1 ba
2,352 sqft
38330 Hatchet Thicket Rd,
Avenue, MD 20609
The Southside Group Real Estate
See more homes for sale in
Avenue
Take a look

Skip to first item

Skip to last item

Results are loading

Skip to first item

39209 Maycroft Rd
Avenue, MD 20609

$1,139,200

$1,139,200