Are neighbors friendly in Drayden, MD?

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

Are there community events in Drayden, MD?

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

Are yards well-kept in Drayden, MD?

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

Is there wildlife in Drayden, MD?

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

Is a car needed in Drayden, MD?

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

Would people walk alone at night in Drayden, MD?

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

Is Drayden, MD dog-friendly?

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

Do kids play outside in Drayden, MD?

As of early 2026, 50% of users say kids play outside

Is Drayden, MD walkable to restaurants?

As of early 2026, 33% of users say it's walkable to restaurants

What is 18265 Cherryfield Rd estimated to be worth?

Trulia's estimated value for 18265 Cherryfield Rd in Drayden, MD is $271,000 .

What is the price history for 18265 Cherryfield Rd?

18265 Cherryfield Rd in Drayden, MD last sold for $105,000 in January 1998.

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

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

What are the closest schools to 18265 Cherryfield Rd?

The closest schools to 18265 Cherryfield Rd in Drayden, MD are Leonardtown High School (rated 8/10), Piney Point Elementary School (Pre-K, rated 7/10), Spring Ridge Middle School (rated 5/10).

Does 18265 Cherryfield Rd have air conditioning?

Yes, 18265 Cherryfield Rd in Drayden, MD has air conditioning.

Does 18265 Cherryfield Rd have laundry facilities?

Yes, 18265 Cherryfield Rd in Drayden, MD has in-unit laundry.

OFF MARKET

$271,000

Trulia Estimate

3 Beds
1 Bath
1,550 sqft (on 1.58 acres)

18265 Cherryfield Rd, Drayden, MD 20630

Est. Refi. Payment $1,701/mo*

Refinance Your Home

Currently Off Market - Sold Jan 21, 1998 for $105,000

Home Value

Trulia Estimate

$271K

Since last month

$4K (+1.6%)

Since last year

$2K (+0.7%)

Since last sale

$164K (+156%)

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 +42% in the last 10 years

Month	Estimated value
2026
September 2026	$269K
August 2026	$265K
July 2026	$269K
June 2026	$276K
May 2026	$275K
April 2026	$265K
March 2026	$274K
February 2026	$257K
January 2026	$254K
2025
December 2025	$260K
November 2025	$259K
October 2025	$251K
September 2025	$267K
August 2025	$268K
July 2025	$280K
June 2025	$269K
May 2025	$267K
April 2025	$265K
March 2025	$259K
February 2025	$256K
January 2025	$247K
2024
December 2024	$251K
November 2024	$255K
October 2024	$256K
September 2024	$251K
August 2024	$258K
July 2024	$259K
June 2024	$266K
May 2024	$266K
April 2024	$260K
March 2024	$257K
February 2024	$247K
January 2024	$246K
2023
December 2023	$243K
November 2023	$251K
October 2023	$248K
September 2023	$252K
August 2023	$252K
July 2023	$255K
June 2023	$248K
May 2023	$255K
April 2023	$246K
March 2023	$240K
February 2023	$227K
January 2023	$226K
2022
December 2022	$232K
November 2022	$236K
October 2022	$241K
September 2022	$242K
August 2022	$245K
July 2022	$253K
June 2022	$255K
May 2022	$253K
April 2022	$246K
March 2022	$241K
February 2022	$237K
January 2022	$234K
2021
December 2021	$234K
November 2021	$235K
October 2021	$237K
September 2021	$239K
August 2021	$241K
July 2021	$246K
June 2021	$246K
May 2021	$248K
April 2021	$235K
March 2021	$219K
February 2021	$211K
January 2021	$201K
2020
December 2020	$187K
November 2020	$169K
October 2020	$158K
September 2020	$149K
August 2020	$154K
July 2020	$158K
June 2020	$169K
May 2020	$173K
April 2020	$173K
March 2020	$170K
February 2020	$170K
January 2020	$173K
2019
December 2019	$175K
November 2019	$178K
October 2019	$183K
September 2019	$181K
August 2019	$176K
July 2019	$198K
June 2019	$205K
May 2019	$190K
April 2019	$190K
March 2019	$188K
February 2019	$187K
January 2019	$185K
2018
December 2018	$189K
November 2018	$191K
October 2018	$206K
September 2018	$192K
August 2018	$196K
July 2018	$192K
June 2018	$194K
May 2018	$196K
April 2018	$186K
March 2018	$187K
February 2018	$197K
January 2018	$194K
2017
December 2017	$198K
November 2017	$206K
October 2017	$190K
September 2017	$190K
August 2017	$189K
July 2017	$187K
June 2017	$190K
May 2017	$193K
April 2017	$185K
March 2017	$181K
February 2017	$187K
January 2017	$186K
2016
December 2016	$188K
November 2016	$184K
October 2016	$194K
September 2016	$189K

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
46112 Slye Way, Drayden, MD	0.65	Single-Family Home	$524,900	08/12/26	4	2.5	2,552
18747 Vernon Ct, Drayden, MD	1.33	Single-Family Home	$640,000	05/11/26	4	2.5	3,572
46210 Lisa Marie Ct, Drayden, MD	1.47	Single-Family Home	$660,000	06/15/26	4	3	2,486
46442 Hyatt Ct, Drayden, MD	1.24	Single-Family Home	$635,000	02/26/26	4	3.5	3,534
45903 Burns Dr, Valley Lee, MD	1.94	Single-Family Home	$450,000	05/27/26	3	2	1,964
45810 Aberdeen Ln, Valley Lee, MD	2.05	Single-Family Home	$397,000	12/19/25	3	2	1,350
19005 N Porto Bello Dr, Drayden, MD	1.56	Single-Family Home	$660,000	07/24/26	5	3.5	4,022
19068 Mallard Creek Ct, Valley Lee, MD	1.77	Single-Family Home	$610,000	08/10/26	4	3	2,381
19211 Nelson Ct, Valley Lee, MD	1.74	Single-Family Home	$555,000	06/12/26	4	2.5	2,184
44971 Shore Dr, Tall Timbers, MD	2.17	Single-Family Home	$187,500	02/17/26	4	3	2,280

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
18465 Cherryfield Rd, Drayden, MD 20630	0.45	$250,000	-	-	-	Recently Sold
46112 Slye Way, Drayden, MD 20630	0.65	$524,900	4	2.5	2,552	Recently Sold
18631 Cherryfield Rd, Drayden, MD 20630	0.74	$396,200	3	2	1,864	Off Market
3 Mount Pleasant Farms, Drayden, MD 20630	0.74	-	-	-	-	Off Market
18361 Cherryfield Rd, Drayden, MD 20630	0.78	-	-	-	-	Off Market
Dockside Ln, Drayden, MD 20630	0.78	-	-	-	-	Off Market
1 Mount Pleasant Farms, Drayden, MD 20630	0.79	$190,000	-	-	-	Recently Sold
4 Mount Pleasant Farms, Drayden, MD 20630	0.79	$152,000	-	-	-	Recently Sold
18665 Hebb Way, Drayden, MD 20630	0.83	$165,000	-	-	-	Recently Sold
5 Mount Pleasant Farms, Drayden, MD 20630	0.84	$150,000	-	-	-	Recently Sold
18459 Windmill Point Rd, Drayden, MD 20630	0.86	$240,700	3	2	1,152	Off Market
7 Mount Pleasant Farms, Drayden, MD 20630	0.87	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 18265 Cherryfield Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1959

1.58 acre lot

1,550 sqft

$175/sqft

About this House

This single-family home is located at 18265 Cherryfield Rd, Drayden, MD. 18265 Cherryfield Rd is in Drayden, MD and in ZIP code 20630. This property has 3 bedrooms, 1 bathroom and approximately 1,550 sqft of floor space. This property has a lot size of 1.58 acres and was built in 1959.

18265 Cherryfield Rd, Drayden, MD 20630 is a 3 bedroom, 1 bathroom, 1,550 sqft single-family home built in 1959. It last sold for $105,000 on Jan 21, 1998. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $271,000, with a rent estimate of $2,051/month.

Home Details for 18265 Cherryfield Rd

Interior Features
Heating & Cooling Heating: Baseboard, Heat Pump, Oil, Wood PelletAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Hardwood, Linoleum Vinyl
Interior Details AtticTypes of Rooms: Family Room, Laundry Room, PantryCeiling Fan
Appliances & Utilities DryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: MetalDeckExterior: Other, Vinyl, Wood, BrickLawnPatioPorch
Parking & Garage Parking Spaces: 3Parking: Off Street

Property Information
Year Built Year Built: 1959Year Updated: 2002
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 1.58 acres

Price and Tax history

Date	Event	Price
Jan 21, 1998 Source: N/A	Sold	$105,000

Year	Property tax	Tax assessment
2025	$2,352	$205,400

Additional Cost

Market trends in Drayden

Last updated August 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

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Around this home

Piney Point Elementary School
PK-5
Public
423 Students
St. Mary's County Public Schools
7/10
GreatSchools Rating
Parent Rating Average
One of the best, if not the very best Elementary school in the county. Smallest class sizes, teachers who try and care. You can't ask you more from a public school.
Parent Review
10mo ago
8 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 Drayden

At least 1 Trulia users voted on each feature.

100 % Say neighbors are friendly
100 % Say there are community events
100 % Say yards are well-kept
100 % Say there's wildlife
100 % Say car is needed
100 % Say people would walk alone at night
100 % Say it's dog friendly
50 % Say kids play outside
33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 18265 Cherryfield Rd

What is 18265 Cherryfield Rd estimated to be worth?
Trulia's estimated value for 18265 Cherryfield Rd in Drayden, MD is $271,000.
What is the price history for 18265 Cherryfield Rd?
18265 Cherryfield Rd in Drayden, MD last sold for $105,000 in January 1998.
Is Drayden a buyer's or seller's market?
Drayden is currently a seller's market, based on recent for-sale activity.
What are the closest schools to 18265 Cherryfield Rd?
The closest schools to 18265 Cherryfield Rd in Drayden, MD are Leonardtown High School (rated 8/10), Piney Point Elementary School (Pre-K, rated 7/10), Spring Ridge Middle School (rated 5/10).
Does 18265 Cherryfield Rd have air conditioning?
Yes, 18265 Cherryfield Rd in Drayden, MD has air conditioning.
Does 18265 Cherryfield Rd have laundry facilities?
Yes, 18265 Cherryfield Rd in Drayden, MD has in-unit laundry.

Apartments for Rent

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$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #1d522b748,
Piney Pt, MD 20674
NEW - 1 DAY AGO
PET FRIENDLY
$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #4,
Piney Pt, MD 20674
PET FRIENDLY
$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #6,
Piney Pt, MD 20674
$1,495/mo
1 bd
1 ba
Address Not Disclosed,
Tall Timbers, MD 20690
$1,500/mo
2 bd
1 ba
44868 Blake Creek Rd #1,
Leonardtown, MD 20650
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Drayden
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Off Market Homes Near 18265 Cherryfield Rd

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SOLD
SEP 4, 2026
$400,000
3 bd
2 ba
1,604 sqft
48146 Mallard View Ln,
Saint Inigoes, MD 20684
CENTURY 21 New Millennium
SOLD
AUG 26, 2026
$350,000
2 bd
1 ba
1,168 sqft
16440 Piney Point Rd,
Piney Point, MD 20674
CENTURY 21 New Millennium
SOLD
AUG 26, 2026
$365,000
3 bd
1.5 ba
1,170 sqft
16444 Piney Point Rd,
Piney Point, MD 20674
RE/MAX One
SOLD
AUG 18, 2026
$165,000
18665 Hebb Way,
Drayden, MD 20630
Redfin Corp
SOLD
JUL 29, 2026
$305,000
2 bd
1 ba
1,030 sqft
44328 Tall Timbers Rd,
Tall Timbers, MD 20690
RE/MAX One
SOLD
JUL 17, 2026
$280,000
2 bd
2 ba
1,260 sqft
23510 Franklin D Roosevelt Blvd #304,
Drayden, MD 20630
SOLD
JUL 14, 2026
$375,000
4 bd
4 ba
2,950 sqft
47843 Yaocomico Ln,
Lexington Park, MD 20653
CENTURY 21 New Millennium
SOLD
JUL 10, 2026
$280,000
2 bd
1 ba
800 sqft
17279 Piney Point Rd,
Piney Point, MD 20674
CENTURY 21 New Millennium
SOLD
JUL 9, 2026
$350,000
3 bd
1 ba
1,604 sqft
18792 McKays Beach Rd,
Leonardtown, MD 20650
SOLD
JUN 30, 2026
$245,000
Ellis statesman Ln,
Valley lee, MD 20692
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Drayden
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Homes for sale near 18265 Cherryfield Rd

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OPEN SAT, 1-3PM
1.47 ACRES
$680,000
5 bd
3 ba
3,430 sqft
46461 Porto Bello Ct,
Drayden, MD 20630
CENTURY 21 New Millennium
189 ACRES
$3,500,000
3 bd
2 ba
4,541 sqft
45776 Boothe Rd,
Drayden, MD 20630
Century 21 Redwood Realty
NEW CONSTRUCTION
1.03 ACRES
$679,900
4 bd
2.5 ba
2,643 sqft
46234 Stasha Ct,
Drayden, MD 20630
RE/MAX One
$349,900
3 bd
2.5 ba
1,500 sqft
17863 2nd St,
Tall Timbers, MD 20690
RE/MAX Realty Group
1.14 ACRES
$585,000
4 bd
3.5 ba
3,436 sqft
19335 Greens Crossing Ct,
Great Mills, MD 20634
CENTURY 21 New Millennium
NEW CONSTRUCTION
1.24 ACRES
$599,900
4 bd
2.5 ba
2,343 sqft
19163 Porto Bello,
Drayden, MD 20630
RE/MAX One
0.69 ACRES
$399,900
4 bd
3 ba
2,280 sqft
44971 Shore Dr,
Tall Timbers, MD 20690
Real Broker, LLC
NEW CONSTRUCTION
1.26 ACRES
$776,220
4 bd
3.5 ba
2,253 sqft
19166 N Porto Bello Dr,
Drayden, MD 20630
RE/MAX One
$155,000
2 bd
1 ba
1,120 sqft
17266 Larimer St,
Piney Point, MD 20674
Cummings & Co. Realtors
NEW CONSTRUCTION
$629,900
3 bd
2 ba
2,465 sqft
17480 Lighthouse Commons Dr,
Piney Point, MD 20674
Century 21 Redwood Realty
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