5009 Cherry Point Road

Closed 2/12/19

Last Sold Price

$550,000

7 beds6 baths3,544 sqft$155/sqft

5009 Cherry Point Rd, Woolford, MD 21677

Description

A waterfront paradise consisting of 7+ acres, about 1200 feet of waterfront and two docks. The main house has 7 bedrooms and there are 4 rooms and a bath over the garage. Great for a family or company retreat. Also was a good rental property generating more than $60K per year. This is definitely a one of a kind waterfront property in Dorchester County.A waterfront paradise consisting of 7+ acres, about 1200 feet of waterfront and two docks. The main house has 7 bedrooms and there are 4 rooms and a bath over the garage. Great for a family or company retreat. Also was a good rental property generating more than $60K per year. This is definitely a one of a kind waterfront property in Dorchester County.

LISTING CLOSED: 02/12/2019 12:00 AM

Listed by James L Slattery • Benson & Mangold, LLC
P: (443) 786-0234 jim@cbchesapeake.com

Property Details for 5009 Cherry Point Road

Status

Closed

MLS #

1000330142

Days on Market

270

Taxes

$5,705 / year

HOA Fees

Condo/Co-op Fees

Property Type

Single Family

MLS Type

Residential / Fee Simple

Year Built

1919

Lot Size

7.40 AC / 322,344 SF

County

Dorchester County

Tax ID Number

1016000884

Ownership

Fee Simple

Condo Coop Association

HOA

Yes

Structure Type

Detached

Style

Colonial

Levels/Stories

Waterfront

Yes

Waterfront Features

Sandy Beach, Private Dock Site

Views

River, Water

Garage

Yes

Subdivision

MCKEIL POINTE

Subdivision

MCKEIL POINTE (DORCHESTER MD)

Legal Subdivision

MCKEIL POINTE

Municipality

Woolford

Total Parking Spaces

Central Air

Yes

Basement

Above Grade Finished SQFT

3,544.00

Above Grade Fin SQFT Source

Estimated

New Construction

Property Condition

Very Good

Recent comparable sales

Median sold price

$825,000

Avg days on market

Sale-to-list ratio

87.3%

1/56

$1,295,000

Sold 02/14/25

5
Bedrooms: 4
Bathrooms: 3,853
Square Feet: 2.47
Acres

4903 Mallard Cove, Woolford, MD 21677

1/65

$825,000

Sold 11/15/24

4
Bedrooms: 4
Bathrooms: 3,420
Square Feet: 3.49
Acres

1554 Taylors Island Road, Woolford, MD 21677

1/3

$455,000

Sold 07/23/25

1
Bedrooms: 1
Bathrooms: 672
Square Feet: 1.32
Acres

1334 Bell Lane, Woolford, MD 21677

$600,000

Sold 10/28/25

Unavailable
Bedrooms: 2
Bathrooms: 2,928
Square Feet: 14.85
Acres

5019 Brooks Road, Woolford, MD 21677

1/48

$870,000

Sold 07/11/25

4
Bedrooms: 4
Bathrooms: 2,959
Square Feet: 1.76
Acres

1617 Deep Water Road, Woolford, MD 21677

1/29

$358,200

Sold 05/05/25

2
Bedrooms: 1
Bathrooms: 816
Square Feet: 2.52
Acres

1326 Bell Lane, Woolford, MD 21677

1/69

$900,000

Sold 01/10/25

4
Bedrooms: 4
Bathrooms: 5,784
Square Feet: 2.34
Acres

4913 Lee Terrace, Woolford, MD 21677

$750,000

Sold 10/28/25

Unavailable
Bedrooms: 3
Bathrooms: 2,172
Square Feet: 14.05
Acres

5021 Brooks Road, Woolford, MD 21677

1/133

$1,290,000

Sold 12/01/25

4
Bedrooms: 3
Bathrooms: 4,445
Square Feet: 22.86
Acres

4906 Timbermarsh Lane, Woolford, MD 21677

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Location

Listing Courtesy of Benson & Mangold, LLC

Sold By Benson & Mangold, LLC

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Building Information for 5009 Cherry Point Road

Stories2Year Built1919Building Size-Lot Size7.40 AC / 322,344 SF

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$3,271 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,796

Property Taxes

$475

HOA Dues

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Property Information for 5009 Cherry Point Road

Location

In City Limits: No
School District Name: DORCHESTER COUNTY PUBLIC SCHOOLS

School District County ID: 121139665361
SchoolDistrictSource: Listing Agent
County: DORCHESTER

Waterfront / Water Access

Water View: Yes
Water Access: No

Water Oriented: Yes
Navigable Water: No
Water Body Name: FISHING CREEK
Water Body Type: River
Water Frontage In Feet: 1200.0
Riparian Rights Y/N: No
Distance To Body Of Water: .00
Distance To Body Of Water Units: Blocks
Remarks Distance To Body Of Water: Less than 1 Block

Association / Community Info

Senior Community: No
Type of Condo: Home Owner Association

Taxes and Assessment

Tax Year: 2017
Tax Assessed Value: $496,900

Year Assessed: 2018
County Tax: $5,705
Improvement Assessed Value: $236,500
Land Assessed Value: $260,400
Section: 1
Zoning: R
Tax Lot: 4
Automatically Update Tax Values Y/N: Yes
TaxDataUpdatedYN: No

Lease Information

Concessions: Yes
Concessions Amount: $10,000

Rooms

Main

# Bedrooms Count Main Level: 2
# Bathrooms Count Main Level: 2

# Bathrooms Full Main Level: 1
# Bathrooms Half Main Level: 1

All Upper Levels

# Bedrooms Count All Upper Levels: 5
# Bathrooms Count All Upper Levels: 4

# Bathrooms Full All Upper Levels: 3
# Bathrooms Half All Upper Levels: 1

Upper Level 1

# Bedrooms Count Upper Level: 5
# Bathrooms Count Upper Level: 4

# Bathrooms Full Upper Level: 3
# Bathrooms Half Upper Level: 1

Rooms

Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Bedroom 1, Other
Stories: Main, Upper 1

Building Info

Year Major Reno Remodel: 1992
Total Finished SQFT: 3,544.00

Total Finished SQFT Source: Estimated
Tax Total Finished SQFT: 3,544.00
Total Finished SQFT Units: Square Feet
Total SQFT: 3,544.00
Total SQFT Source: Estimated
Construction Materials: Vinyl Siding
Roof: Shingle
Ext Main Mid-res: http://bright-media.brightmls.com/bright/images/0000/3007/5904/6553/300759046553_512_384_WM_LEaygWCzgHSi2hAX.jpg
Wall and Ceiling Types: Dry Wall, Masonry
Flooring Type: Wood
Foundation Details: Crawl Space
Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bedrooms-Upper Level 1-5, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3, Bathrooms Half-Upper Level 1-1
# Bathrooms Full: 4
# Bathrooms Half: 2
Dock Type: Pier (Perpendicular)
Dock Slip Conveyance: Physical Dock/Slip Conveys
Other Structure: Guest House, Shed

Lot / Land Information

Lot Size Source: Assessor
Lot Features: Private

Lot Size Area: 322,344.00
Sign On Property: Yes
Location Type: River
Parcel ID: 5324036

Parking

Type Of Parking: Driveway, Detached Garage
Num of Detached Garage Spaces: 2

Total Garage Spaces: 2
Parking Features: Gravel Driveway
Garage Features: Garage - Front Entry

Interior Features

Interior Features: Attic, Combination Kitchen/Living, Dining Area, Kitchen - Eat-In, Built-Ins, Chair Railings, Window Treatments, Double/Dual Staircase, Wood Floors, Floor Plan - Traditional
Fireplace: Yes

Fireplaces Count: 3
Appliances: Washer/Dryer Hookups Only, Dishwasher, Dryer - Front Loading, Microwave, Oven/Range - Electric, Refrigerator, Washer, Water Heater
Accessibility Features: Ramp - Main Level
Door Features: Sliding Glass, Storm
Window Features: Double Pane, Screens

Exterior Features

Exterior Features: Outside Shower, Tennis Court(s)
Outdoor Living Structures: Deck(s), Screened, Porch(es)

Pool: Yes - Personal
Personal Pool Features: In Ground

Utilities

Utilities: Phone Connected, Propane, Water Available
Heating: Yes

Cooling Type: Heat Pump(s), Window Unit(s), Central A/C
Cooling Fuel: Electric
Heating Type: Central, Wood Burn Stove, Baseboard - Electric
Heating Fuel: Electric, Wood
Hot Water: Electric
Water Source: Well
Sewer Septic: Septic Exists
Electric Service: Other

Confidential Data

Listing Office

List Agent URL: www.cbchesapeake.com

Property History for 5009 Cherry Point Road

Date	Event & Source	Price	Appreciation
Feb 12, 2019	Closed BRIGHT #1000330142	$550,000	—
Feb 6, 2019	Closed (Public Record) Public Record #639393778	$550,000	—
Dec 20, 2018	Pending BRIGHT #1000330142		—
Apr 2, 2018	Listed (Active) BRIGHT #1000330142	$695,000	—
Oct 10, 2017	Expired BRIGHT #1000100039	$775,000	—
Oct 27, 2015	Listed (Active) BRIGHT #1000100039	$995,000	—
Jan 16, 2013	Withdrawn BRIGHT #1009526634		—
Feb 4, 2012	Listed (Active) BRIGHT #1009526634	$995,000	—

Date	Event & Source	Price
02/12/2019	Closed BRIGHT #1000330142	$550,000
02/06/2019	Closed (Public Record) Public Record #639393778	$550,000
12/20/2018	Pending BRIGHT #1000330142	—
04/02/2018	Listed (Active) BRIGHT #1000330142	$695,000
10/10/2017	Expired BRIGHT #1000100039	$775,000
10/27/2015	Listed (Active) BRIGHT #1000100039	$995,000
01/16/2013	Withdrawn BRIGHT #1009526634	—
02/04/2012	Listed (Active) BRIGHT #1009526634	$995,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5009 Cherry Point Road

Taxable ValueLand-Additions-Total-

Tax Record2025$7,019 ($585 / month)

Home Facts

Beds0Baths4.5Total Finished SqFt3,544 SqFtAbove Grade Finished SqFt3,544 SqFtStories2Lot Size322,344 SqFtStyleSingle Family ResidenceYear Built1919ZoningRRCountyDORCHESTERAPN16-000884Fireplace TypeHas Fireplace

Schools near 5009 Cherry Point Road

This home is within Dorchester County Public Schools.


Rating	School	Type	Grades	Distance
10/10	South Dorchester School	Public - Serves this home	PK to 8	9.1 mi
2/10	Cambridge-South Dorchester High School	Public - Serves this home	9 to 12	6.5 mi
NR	Dorchester County Career And Technology Center	Public - Choice school	9 to 12	6.4 mi
NR	Judith P. Hoyer Early Childhood Center	Public - Choice school	PK to 5	7.3 mi


Rating	School	Distance
10/10	South Dorchester School PublicPK to 8 Serves this home	9.1 mi
2/10	Cambridge-South Dorchester High School Public9 to 12 Serves this home	6.5 mi
NR	Dorchester County Career And Technology Center Public9 to 12 Choice school	6.4 mi
NR	Judith P. Hoyer Early Childhood Center PublicPK to 5 Choice school	7.3 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 5009 Cherry Point Road, Woolford, MD 21677	$550,000	7	6	3,544	322,344
5012 Cherry Point Road, Woolford, MD 21677	$360,000	–	–	–	187,308
5004 Cherry Point Road, Woolford, MD 21677	–	–	4	3,506	400,752
5005 Cherry Point Road, Woolford, MD 21677	$435,000	3	3	–	207,781
5011 Cherry Point Road, Woolford, MD 21677	–	–	3	3,272	380,279
5113 Brooks Road, Woolford, MD 21677	$857,025	3	3	3,552	352,836
5035 Brooks Road, Woolford, MD 21677	$760,000	3	3	2,167	252,648
5110 Brooks Road, Woolford, MD 21677	$632,000	4	5	2,850	209,088
5119 Brooks Road, Woolford, MD 21677	$1,700,000	4	6	4,632	191,664
5114 Brooks Road, Woolford, MD 21677	–	–	3	3,202	161,172
5040 Brooks Road, Woolford, MD 21677	$1,500,000	4	6	5,000	337,590
5021 Brooks Road, Woolford, MD 21677	$750,000	–	3	2,172	612,018
5118 Brooks Road, Woolford, MD 21677	$600,000	2	3	2,936	113,256
5019 Brooks Road, Woolford, MD 21677	$600,000	–	2	2,928	646,866
5123 Brooks Road, Woolford, MD 21677	$605,000	3	3	–	169,884
4934 Timbermarsh Lane, Woolford, MD 21677	–	–	3	3,264	396,396

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Benson & Mangold, LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 05/14/2020 10:15 PM

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