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 18631 Cherryfield Rd estimated to be worth?

Trulia's estimated value for 18631 Cherryfield Rd in Drayden, MD is $395,300 .

What is the price history for 18631 Cherryfield Rd?

18631 Cherryfield Rd in Drayden, MD last sold for $380,000 in May 2025.

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 18631 Cherryfield Rd?

The closest schools to 18631 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 18631 Cherryfield Rd have air conditioning?

Yes, 18631 Cherryfield Rd in Drayden, MD has air conditioning.

Does 18631 Cherryfield Rd have laundry facilities?

Yes, 18631 Cherryfield Rd in Drayden, MD has laundry facilities.

OFF MARKET

$395,300

Trulia Estimate

3 Beds
2 Baths
1,864 sqft (on 1.72 acres)

18631 Cherryfield Rd, Drayden, MD 20630

Est. Refi. Payment $2,365/mo*

Refinance Your Home

Currently Off Market - Sold May 27, 2025 for $380,000

Home Value

Trulia Estimate

$395K

Since last month

$900 (+0.2%)

Since last year

$9K (+2.2%)

Since last sale

$14K (+3.8%)

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 +60% in the last 10 years

Month	Estimated value
2026
August 2026	$394K
July 2026	$394K
June 2026	$396K
May 2026	$395K
April 2026	$393K
March 2026	$393K
February 2026	$391K
January 2026	$398K
2025
December 2025	$398K
November 2025	$390K
October 2025	$387K
September 2025	$385K
August 2025	$386K
July 2025	$384K
June 2025	$382K
May 2025	$380K
April 2025	$383K
March 2025	$384K
February 2025	$381K
January 2025	$372K
2024
December 2024	$373K
November 2024	$376K
October 2024	$373K
September 2024	$370K
August 2024	$374K
July 2024	$379K
June 2024	$383K
May 2024	$382K
April 2024	$375K
March 2024	$369K
February 2024	$357K
January 2024	$350K
2023
December 2023	$353K
November 2023	$360K
October 2023	$359K
September 2023	$363K
August 2023	$363K
July 2023	$369K
June 2023	$372K
May 2023	$367K
April 2023	$356K
March 2023	$351K
February 2023	$340K
January 2023	$339K
2022
December 2022	$343K
November 2022	$349K
October 2022	$354K
September 2022	$355K
August 2022	$356K
July 2022	$363K
June 2022	$365K
May 2022	$364K
April 2022	$356K
March 2022	$347K
February 2022	$336K
January 2022	$331K
2021
December 2021	$333K
November 2021	$334K
October 2021	$336K
September 2021	$340K
August 2021	$342K
July 2021	$345K
June 2021	$345K
May 2021	$336K
April 2021	$336K
March 2021	$316K
February 2021	$318K
January 2021	$314K
2020
December 2020	$307K
November 2020	$307K
October 2020	$317K
September 2020	$265K
August 2020	$284K
July 2020	$281K
June 2020	$277K
May 2020	$275K
April 2020	$271K
March 2020	$272K
February 2020	$277K
January 2020	$276K
2019
December 2019	$274K
November 2019	$275K
October 2019	$275K
September 2019	$275K
August 2019	$274K
July 2019	$274K
June 2019	$270K
May 2019	$268K
April 2019	$265K
March 2019	$262K
February 2019	$258K
January 2019	$252K
2018
December 2018	$247K
November 2018	$244K
October 2018	$249K
September 2018	$262K
August 2018	$261K
July 2018	$266K
June 2018	$260K
May 2018	$258K
April 2018	$257K
March 2018	$255K
February 2018	$257K
January 2018	$250K
2017
December 2017	$252K
November 2017	$254K
October 2017	$261K
September 2017	$254K
August 2017	$256K
July 2017	$258K
June 2017	$259K
May 2017	$254K
April 2017	$252K
March 2017	$250K
February 2017	$250K
January 2017	$251K
2016
December 2016	$252K
November 2016	$250K
October 2016	$251K
September 2016	$253K
August 2016	$246K

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	0.13	Single-Family Home	$524,900	08/12/26	4	2.5	2,552
46210 Lisa Marie Ct, Drayden, MD	0.76	Single-Family Home	$660,000	06/15/26	4	3	2,486
45903 Burns Dr, Valley Lee, MD	1.25	Single-Family Home	$450,000	05/27/26	3	2	1,964
46442 Hyatt Ct, Drayden, MD	0.66	Single-Family Home	$635,000	02/26/26	4	3.5	3,534
45810 Aberdeen Ln, Valley Lee, MD	1.36	Single-Family Home	$397,000	12/19/25	3	2	1,350
18747 Vernon Ct, Drayden, MD	0.91	Single-Family Home	$640,000	05/11/26	4	2.5	3,572
19211 Nelson Ct, Valley Lee, MD	1.04	Single-Family Home	$555,000	06/12/26	4	2.5	2,184
19005 N Porto Bello Dr, Drayden, MD	0.86	Single-Family Home	$660,000	07/24/26	5	3.5	4,022
19201 Nelson Ct, Valley Lee, MD	1.00	Single-Family Home	$591,500	09/04/25	4	3.5	2,953

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
18361 Cherryfield Rd, Drayden, MD 20630	0.07	-	-	-	-	Off Market
3 Mount Pleasant Farms, Drayden, MD 20630	0.13	-	-	-	-	Off Market
46112 Slye Way, Drayden, MD 20630	0.13	$524,900	4	2.5	2,552	Recently Sold
4 Mount Pleasant Farms, Drayden, MD 20630	0.12	$152,000	-	-	-	Recently Sold
5 Mount Pleasant Farms, Drayden, MD 20630	0.15	$150,000	-	-	-	Recently Sold
18665 Hebb Way, Drayden, MD 20630	0.16	$165,000	-	-	-	Recently Sold
1 Mount Pleasant Farms, Drayden, MD 20630	0.19	$190,000	-	-	-	Recently Sold
7 Mount Pleasant Farms, Drayden, MD 20630	0.22	-	-	-	-	Off Market
18465 Cherryfield Rd, Drayden, MD 20630	0.28	$250,000	-	-	-	Recently Sold
45928 Drayden Rd, Valley Lee, MD 20692	0.37	$327,000	-	-	-	Recently Sold
Dockside Ln, Drayden, MD 20630	0.49	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 18631 Cherryfield Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1978

Lot Size

1.72 acres

Living Area

1,864 sqft

Price/Sqft

$212

Parking

Garage

About this House

This house on a hill has benefited from years of TLC. Serene front deck leads to an enclosed front porch. Enter into the eat-in Kitchen or the Living room with built-in custom shelving. Two bedrooms and bath on this main level. Stairs lead to the lower level with an office/3rd bedroom (egress window is small by today's standard), a family room and a thoughtfully designed bath/ laundry combination. Also an entrance from the driveway into the lower level. Over sized 2 car detached Garage.

18631 Cherryfield Rd, Drayden, MD 20630 is a 3 bedroom, 2 bathroom, 1,864 sqft single-family home built in 1978. It last sold for the $380,000 asking price on May 27, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $395,300, with a rent estimate of $2,341/month.

Last check for updates: about 8 hours ago

Listed by Ms. Cynthia Cartwright, (240) 298-0861

CENTURY 21 New Millennium

Bought with: Boyd Grainger, (301) 643-6446, Exit Landmark Realty

Source: Bright MLS, MLS#MDSM2023434

Home Details for 18631 Cherryfield Rd

Interior Features
Interior Details Basement: Connecting Stairway,Partial,Full,Heated,Improved,Partially Finished,Side Entrance,Walk-Out AccessNumber of Rooms: 1Types of Rooms: Living Room
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 1864 Square Feet
Appliances & Utilities Utilities: Phone Available, Electricity AvailableAppliances: Microwave, Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Freezer, Ice Maker, Oven/Range - Electric, Refrigerator, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigerator
Heating & Cooling Heating: Baseboard,OilHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Baseboard
Fireplace & Spa No FireplaceNo Spa
Windows, Doors, Floors & Walls Flooring: Tile/Brick, Carpet, Laminate
Levels, Entrance, & Accessibility Stories: 2Number of Stories: 2Levels: TwoAccessibility: NoneFloors: Tile Brick, Carpet, Laminate
View No View

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: Porch, EnclosedOther Structures: Above Grade, Below GradeExterior: Satellite Dish, Extensive Hardscape, OtherFoundation: BlockNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 5No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 7Parking: Oversized,Detached,Driveway
Pool Pool: None
Frontage Not on Waterfront
Water & Sewer Sewer: On Site Septic
Farm & Range Not Allowed to Raise Horses
Finished Area Finished Area (above surface): 1008 Square FeetFinished Area (below surface): 856 Square Feet

Property Information
Year Built Year Built: 1978
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Raised Ranch/Rambler
Building Construction Materials: Vinyl SidingNot a New ConstructionNo Additional Parcels
Property Information Condition: ExcellentIncluded in Sale: Ceiling Fans, Clothes Washer & Dryer, Dishwasher, Exhaust Fans, Existing W / W Carpet, Microwave, Refrigerators, Satellite Dish, Screens, Shades, Stove.Parcel Number: 1902002094

Price & Status
Price List Price: $380,000
Status Change & Dates Off Market Date: Tue May 27 2025Possession Timing: Coin w/Sell Sett, Seller Rent Back

Active Status
MLS Status: CLOSED

Location
Direction & Address City: DRAYDENCommunity: None Available
School Information Elementary School District: St. Marys County Public SchoolsJr High / Middle School: Spring RidgeJr High / Middle School District: St. Marys County Public SchoolsHigh School: LeonardtownHigh School District: St. Marys County Public Schools

Building
Building Area Building Area: 2016 Square Feet

Community
Not Senior Community

HOA
No HOA

Lot Information
Lot Area: 1.72 Acres

Listing Info
Special Conditions: Standard

Offer
Contingencies: Home Inspection, Financing ApprovalListing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, Rural Development, USDA Loan, VA Loan

Business
Business Information Ownership: Fee Simple

Miscellaneous
BasementMls Number: MDSM2023434Above Grade Unfinished Area: 1008

Price and Tax history

Date	Event	Price
May 27, 2025 Source: Bright MLS #MDSM2023434	Sold	$380,000
May 16, 2025 Source: Bright MLS #MDSM2023434	Pending	$380,000
Apr 24, 2025 Source: Bright MLS #MDSM2023434	Contingent	$379,900
Apr 18, 2025 Source: Bright MLS #MDSM2023434	Listed For Sale	$379,900

Year	Property tax	Tax assessment
2025	$3,068	$272,700

Additional Cost

Market trends in Drayden

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

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
9mo 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

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Frequently asked questions about 18631 Cherryfield Rd

What is 18631 Cherryfield Rd estimated to be worth?
Trulia's estimated value for 18631 Cherryfield Rd in Drayden, MD is $395,300.
What is the price history for 18631 Cherryfield Rd?
18631 Cherryfield Rd in Drayden, MD last sold for $380,000 in May 2025.
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 18631 Cherryfield Rd?
The closest schools to 18631 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 18631 Cherryfield Rd have air conditioning?
Yes, 18631 Cherryfield Rd in Drayden, MD has air conditioning.
Does 18631 Cherryfield Rd have laundry facilities?
Yes, 18631 Cherryfield Rd in Drayden, MD has laundry facilities.

Apartments for Rent

Skip to last item

$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #1d522b748,
Piney Pt, MD 20674
$1,795/mo
2 bd
1 ba
Address Not Disclosed,
Tall Timbers, MD 20690
$1,495/mo
1 bd
1 ba
Address Not Disclosed,
Tall Timbers, MD 20690
NEW - 1 DAY AGO
PET FRIENDLY
$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #4,
Piney Pt, MD 20674
$1,500/mo
2 bd
1 ba
44868 Blake Creek Rd #1,
Leonardtown, MD 20650
PET FRIENDLY
$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #6,
Piney Pt, MD 20674
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Drayden
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Off Market Homes Near 18631 Cherryfield Rd

Skip to last item

SOLD
AUG 12, 2026
$524,900
4 bd
2.5 ba
2,552 sqft
46112 Slye Way,
Drayden, MD 20630
RE/MAX One
SOLD
JUL 30, 2026
$419,000
4 bd
3 ba
2,160 sqft
20166 Manor Dr,
Park Hall, MD 20667
The Southside Group Real Estate
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 22, 2026
$220,000
3 bd
2 ba
1,300 sqft
20827 Primrose Ct,
Lexington Park, MD 20653
Real Broker, LLC
SOLD
JUL 21, 2026
$410,000
3 bd
2 ba
3,246 sqft
48050 Freehold Dr,
Lexington Park, MD 20653
SOLD
JUL 20, 2026
$326,000
5 bd
2.5 ba
2,612 sqft
18091 Point Lookout Rd,
Park Hall, MD 20667
Infinitas Realty Group
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
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Drayden
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Homes for sale near 18631 Cherryfield Rd

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OPEN SUN, 11-2PM
1.47 ACRES
$680,000
5 bd
3 ba
3,430 sqft
46461 Porto Bello Ct,
Drayden, MD 20630
CENTURY 21 New Millennium
NEW CONSTRUCTION
1.09 ACRES
$635,900
3 bd
2.5 ba
2,240 sqft
19103 Windsor Ct,
Drayden, MD 20630
RE/MAX One
NEW CONSTRUCTION
1.03 ACRES
$679,900
4 bd
2.5 ba
2,643 sqft
46234 Stasha Ct,
Drayden, MD 20630
RE/MAX One
NEW CONSTRUCTION
1.24 ACRES
$599,900
4 bd
2.5 ba
2,343 sqft
19163 Porto Bello,
Drayden, MD 20630
RE/MAX One
NEW CONSTRUCTION
1.26 ACRES
$776,220
3 bd
3.5 ba
2,253 sqft
19166 N Porto Bello Dr,
Drayden, MD 20630
RE/MAX One
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
COMING SOON 9/30
42 ACRES
$2,250,000
4 bd
3 ba
4,228 sqft
45433 Drayden Rd,
Valley Lee, MD 20692
Century 21 Redwood Realty
13.62 ACRES
$970,000
3 bd
2 ba
2,590 sqft
46200 Greens Rest Way,
Great Mills, MD 20634
CENTURY 21 New Millennium
1.03 ACRES
$482,000
4 bd
2 ba
2,108 sqft
44939 Shore Dr,
Tall Timbers, MD 20690
Century 21 Redwood Realty
1.72 ACRES
$1,900,000
4 bd
3.5 ba
5,747 sqft
19393 N Snow Hill Manor Rd,
Lexington Park, MD 20653
Long & Foster Real Estate, Inc.
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