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

OFF MARKET

39209 Maycroft Rd
Avenue, MD 20609

3 Baths
3,617 sqft (on 22 acres)

$1,084,900

Trulia Estimate

as of May 24, 2026

Est. Refi. Payment $6,284/mo*

Refinance Your Home

$1,084,900

Trulia Estimate

as of May 24, 2026

Est. Refi. Payment $6,284/mo*

Refinance Your Home

3 Baths

3,617 sqft

(on 22 acres)

Local Information

-- mins to

Commute Destination

Description

"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!

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

No Info

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 39209 Maycroft Rd

Interior Features
Interior Details Basement
Heating & Cooling Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 2
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 History for 39209 Maycroft Rd

Date	Price	Event	Source
11/18/2016	$1,010,000	Sold	N/A
Recording Date 11/18/2016 Contract Date 11/18/2016 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$10,478
Assessment	$957,233

Home facts updated by county records

Comparable Sales for 39209 Maycroft Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
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
22317 Cedar St, Leonardtown, MD	0.87	Single-Family Home	$340,000	08/19/25	3	1.5	1,296
22204 Nomoni St, Leonardtown, MD	0.84	Single-Family Home	$315,000	04/10/26	2	2	1,008
23135 Grampton Rd, Clements, MD	1.80	Single-Family Home	$760,000	10/24/25	5	3.5	4,236
21920 Newtowne Neck Rd, Leonardtown, MD	1.49	Single-Family Home	$520,000	01/30/26	4	2.5	2,291
21940 Maranatha Way, Leonardtown, MD	1.84	Single-Family Home	$925,000	05/30/25	4	3.5	2,814

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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FOR SALE
NEW - 1 DAY AGO
0.46 ACRES
$395,000
5 bd
2.5 ba
2,169 sqft
39944 Lady Baltimore Ave,
Leonardtown, MD 20650
CENTURY 21 New Millennium
FOR SALE
$329,900
3 bd
2 ba
1,287 sqft
22381 Cedar St,
Leonardtown, MD 20650
RE/MAX One
FOR SALE
3.56 ACRES
$799,900
39645 Sweetpea Ln,
Leonardtown, MD 20650
CENTURY 21 New Millennium
FOR SALE
0.28 ACRES
$839,900
4 bd
2.5 ba
3,412 sqft
39577 Potomac Ave,
Leonardtown, MD 20650
RE/MAX One
FOR SALE
0.28 ACRES
$355,000
3 bd
2 ba
1,152 sqft
22281 Nomoni St,
Leonardtown, MD 20650
Coldwell Banker Premier
SOLD
APR 17, 2026
$310,000
3 bd
2 ba
1,886 sqft
39725 Lady Baltimore Ave,
Leonardtown, MD 20650
CENTURY 21 New Millennium
SOLD
APR 10, 2026
$315,000
2 bd
2 ba
1,008 sqft
22204 Nomoni St,
Leonardtown, MD 20650
Redfin Corp
FOR SALE
$774,900
4 bd
3 ba
2,097 sqft
22393 Saint Clements Ave,
Leonardtown, MD 20650
ListWithFreedom.com
SOLD
JAN 30, 2026
$520,000
4 bd
2.5 ba
2,291 sqft
21920 Newtowne Neck Rd,
Leonardtown, MD 20650
RE/MAX One
SOLD
OCT 15, 2025
$300,000
2 bd
2 ba
1,200 sqft
22323 Saint Clements Ave,
Leonardtown, MD 20650
Infinitas Realty Group
FOR SALE
$24,900
Long Leaf Ln,
Leonardtown, MD 20650
Residential Plus Real Estate Services
SOLD
MAR 31, 2026
$700,000
4 bd
3.5 ba
2,442 sqft
39825 Sweetpea Ln,
Leonardtown, MD 20650
RE/MAX One

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Additional Cost

Assigned Schools

These are the assigned schools for 39209 Maycroft Rd.

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

Apartments for Rent

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Homes for sale near 39209 Maycroft Rd

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0.28 ACRES
$839,900
4 bd
2.5 ba
3,412 sqft
39577 Potomac Ave,
Leonardtown, MD 20650
RE/MAX One
$774,900
4 bd
3 ba
2,097 sqft
22393 Saint Clements Ave,
Leonardtown, MD 20650
ListWithFreedom.com
0.28 ACRES
$355,000
3 bd
2 ba
1,152 sqft
22281 Nomoni St,
Leonardtown, MD 20650
Coldwell Banker Premier
$329,900
3 bd
2 ba
1,287 sqft
22381 Cedar St,
Leonardtown, MD 20650
RE/MAX One
NEW - 1 DAY AGO
0.46 ACRES
$395,000
5 bd
2.5 ba
2,169 sqft
39944 Lady Baltimore Ave,
Leonardtown, MD 20650
CENTURY 21 New Millennium
48.9 ACRES
$1,750,000
4 bd
2 ba
2,130 sqft
Bayside Rd,
Leonardtown, MD 20650
Haley Family Realty
1.19 ACRES
$815,000
3 bd
2.5 ba
2,591 sqft
38884 Collinwood Dr,
Abell, MD 20606
RE/MAX One
0.5 ACRES
$589,000
3 bd
2 ba
1,800 sqft
38819 Morris Point Rd,
Abell, MD 20606
RE/MAX One
OPEN SUN, 10-2PM
1 ACRE
$488,000
3 bd
3.5 ba
2,481 sqft
23230 Colton Point Rd,
Avenue, MD 20609
RE/MAX One
NEW - 12 HRS AGO
NEW CONSTRUCTION
1 ACRE
$425,000
3 bd
2 ba
1,252 sqft
21183 Abell Rd,
Abell, MD 20606
RE/MAX One
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Off Market Homes Near 39209 Maycroft Rd

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SOLD
MAY 19, 2026
$1,049,900
9 bd
5 ba
6,476 sqft
40840 Greenwood Ln,
Leonardtown, MD 20650
Samson Properties
SOLD
MAY 13, 2026
$762,250
3 bd
2 ba
2,014 sqft
21225 Georges Ln,
Avenue, MD 20609
EXP Realty, LLC
SOLD
MAY 6, 2026
$750,000
37450 Bushwood Wharf Rd,
Bushwood, MD 20618
SOLD
MAY 5, 2026
$800,000
4 bd
3.5 ba
5,454 sqft
40737 Bobwhite Ln,
Leonardtown, MD 20650
CENTURY 21 New Millennium
SOLD
APR 14, 2026
$595,000
4 bd
3.5 ba
3,410 sqft
21749 Pinehurst Ct,
Leonardtown, MD 20650
CENTURY 21 New Millennium
SOLD
APR 7, 2026
$575,000
3 bd
2.5 ba
2,288 sqft
20960 Olen Mattingly Rd,
Avenue, MD 20609
RE/MAX One
SOLD
MAR 31, 2026
$700,000
4 bd
3.5 ba
2,442 sqft
39825 Sweetpea Ln,
Leonardtown, MD 20650
RE/MAX One
SOLD
MAR 30, 2026
$1,340,000
4 bd
2 ba
2,300 sqft
23745 Colton Point Rd,
Clements, MD 20624
SOLD
MAR 23, 2026
$580,000
5 bd
3.5 ba
2,940 sqft
23593 Mitchell Dr,
Leonardtown, MD 20650
RE/MAX One
SOLD
FEB 9, 2026
$550,000
4 bd
2.5 ba
2,328 sqft
22338 White Oak Rd,
Leonardtown, MD 20650
CENTURY 21 New Millennium
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Avenue
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Homes for rent near 39209 Maycroft Rd

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APPLY INSTANTLY
$1,800/mo
2 bd
1 ba
600 sqft
22411 Oakley Rd,
Avenue, MD 20609
See more homes for rent in
Avenue
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39209 Maycroft Rd, Avenue, MD 20609 is a 3 bathroom, 3,617 sqft unknown built in 1905. This property is not currently available for sale. 39209 Maycroft Rd was last sold on Nov 18, 2016 for $1,010,000. The current Trulia Estimate for 39209 Maycroft Rd is $1,084,900.

39209 Maycroft Rd
Avenue, MD 20609

$1,084,900

$1,084,900

Local Information