21765 Deep Harbor Farm Road

Closed 12/16/21

Sold

Last Sold Price

$525,999

4 beds2 baths1,792 sqft

21765 Deep Harbor Farm Rd, Sherwood, MD 21665

Single FamilyProperty Type

2.05 acresLot Size

1986Year Built

$294/sq ftPrice per sq ft

$125/yrHOA Fees

2 carsParking Spaces

Description

Located in the water access community of Deep Harbor Farm, this spacious rancher offers over 2,000sqft of living space and is sited directly across from the community waterfront lot offering water views of Dun Cove. One-level living at it's best, this stunning home offers a desirable open floor plan. As you enter the front door you are greeted by the an abundance of natural light and beautiful hardwood floors. The living room has a wood burning fireplace and overlooks the front yard and offers views...Located in the water access community of Deep Harbor Farm, this spacious rancher offers over 2,000sqft of living space and is sited directly across from the community waterfront lot offering water views of Dun Cove. One-level living at it's best, this stunning home offers a desirable open floor plan. As you enter the front door you are greeted by the an abundance of natural light and beautiful hardwood floors. The living room has a wood burning fireplace and overlooks the front yard and offers views of Dun Cove. The updated kitchen offers newer cabinetry with granite counters, an island with bar seating and a separate dining area. The sunroom located on the back of the home overlooks the private back yard bordered by trees. The primary suite includes a walk -in closet and a recently updated bathroom with new floors, vanity and lighting. Two additional bedrooms and an office are located off of the hallway as well as an updated 2nd bath including new floor, vanity and lighting. The office space could be concerted back to a 4th bedroom. The home is further improved with a separate laundry room (a 1/2 bath could be added to this space) and an attached 2-car garage. A separate studio is located off of the paved driveway and is complete with heating and air. This is the perfect space for a 2nd office, hobby area, painting studio or future pool house! A rear deck completes this lovely home! New garage door to be installed in the next few weeks

Listed by: Kimberly J Crouch 410.829.7062 kcrouch@bensonandmangold.com • Benson & Mangold, LLC

Listing closed: 12/16/2021 12:00 AM • Source: BRIGHT, MLS#: MDTA2000978

Recent comparable sales

Median sold price

$549,000

Avg days on market

Sale-to-list ratio

97.6%

1/28

$423,300

Sold 03/28/25

3
Bedrooms: 2
Bathrooms: 1,568
Square Feet: 2
Acres

6611 Holly Woods Road, Sherwood, MD 21665

1/39

$495,000

Sold 09/09/26

3
Bedrooms: 2
Bathrooms: 1,680
Square Feet: 2.05
Acres

21869 Albie Road, Sherwood, MD 21665

a view of a yard in front of a house with large trees

1/25

$569,900

Sold 06/26/25

3
Bedrooms: 2
Bathrooms: 2,144
Square Feet: 2.57
Acres

7220 Cabin Cove Road, Sherwood, MD 21665

a view of a big yard with plants and large trees

1/66

$549,000

Sold 06/30/25

3
Bedrooms: 2
Bathrooms: 2,260
Square Feet: 2.05
Acres

6641 Tilghman Island Road, Sherwood, MD 21665

a front view of a house with a yard and trees

1/26

$605,000

Sold 07/03/25

4
Bedrooms: 2
Bathrooms: 1,706
Square Feet: 0.16
Acres

15965 Southwest Bowmen Lane, Sherwood, OR 97140

1/2

$675,000

Sold 07/27/26

4
Bedrooms: 2
Bathrooms: 1,912
Square Feet: 0.19
Acres

14926 Southwest Lowell Lane, Sherwood, OR 97140

a front view of house with yard and green space

1/2

$580,000

Sold 10/30/24

3
Bedrooms: 3
Bathrooms: 2,251
Square Feet: 2
Acres

6695 Holly Woods Road, Sherwood, MD 21665

1/32

$481,900

Sold 02/24/25

4
Bedrooms: 3
Bathrooms: 1,644
Square Feet: 0.04
Acres

21779 Southwest Berkshire Terrace, Sherwood, OR 97140

a front view of a house with a yard and garage

1/42

$526,500

Sold 08/28/25

4
Bedrooms: 3
Bathrooms: 1,707
Square Feet: 0.1
Acres

21125 Southwest Ladyfern Drive, Sherwood, OR 97140

Get preapproved with Rocket Mortgage¹

Location

Homepage
MD
Talbot County
Sherwood
21665
21765 Deep Harbor Farm Rd

Listing Courtesy of Benson & Mangold, LLC

Sold By Chesapeake Bay Real Estate Plus, LLC

Add your commute

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage¹

$2,899 per month

30 year fixed, 6.71% Interest

Principal and Interest

$2,718

Property Taxes

$171

HOA Dues

$10

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Property Information for 21765 Deep Harbor Farm Road

Property Details

Taxes: $2,047 / year
MLS Type: Residential / Fee Simple
County: Talbot County
Tax ID Number: 2105191203
Ownership: Fee Simple
Condo Coop Association: No
HOA: Yes
Structure Type: Detached
Style: Ranch/Rambler
Levels/Stories: 1
Waterfront: No
Garage: Yes
Expected On Market Date: 10-07-2021
Subdivision: DEEP HARBOR FARM
Subdivision: DEEP HARBOR FARM (TALBOT MD)
Legal Subdivision: 21050125
Total Parking Spaces: 2
Central Air: Yes
Basement: No
Above Grade Finished SQFT: 1,792.00
Above Grade Fin SQFT Source: Assessor
Below Grade Finished SQFT: .00
Below Grade Fin SQFT Source: Assessor
Below Grade Unfinished SQFT: .00
Below Grade Unfin SQFT Source: Assessor
Total Below Grade SQFT: .00
Total Below Grade SQFT Source: Assessor
New Construction: No

Building Information

Stories: 1
Year Built: 1986
Lot Size: 2.05 AC / 89,298 SF

Location

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

School District County ID: 121138072466
SchoolDistrictSource: Listing Agent
County: TALBOT

Waterfront / Water Access

Water View: No
Water Access: Yes

Water Oriented: Yes
Navigable Water: Yes
Tidal Water: No
Water Body Name: DUN COVE
Water Body Type: River
Riparian Rights Y/N: No
Docks Count: 0
Mean Low Water Feet: 3.00

Association / Community Info

HOA Condo Coop Fee Includes: Pier/Dock Maintenance
HOA Condo Coop Amenities: Pier/Dock

Senior Community: No
Type of Condo: Home Owner Association

Taxes and Assessment

Tax Year: 2020
Tax Assessed Value: $273,300

Year Assessed: 2021
County Tax: $2,047
Improvement Assessed Value: $171,200
City Town Tax: $0
Land Assessed Value: $102,100
Special Assessment Pymnt: Annually
Clean Green Assessed: No
Land Use Code: 110
Zoning: A2
Tax Lot: 21
Automatically Update Tax Values Y/N: No

Lease Information

Concessions: Yes
Concessions Amount: $300

Rooms

Main

# Bedrooms Count Main Level: 4
# Bathrooms Count Main Level: 2

# Bathrooms Full Main Level: 2

All Lower Levels

# Bedrooms All Lower Levels: 0
# Bathrooms All Lower Levels: 0

# Bathrooms Full All Lower Levels: 0
# Bathrooms Half All Lower Levels: 0

Lower Level 1

# Bedrooms Lower Level: 0
# Bathrooms Lower Level: 0

# Bathrooms Full Lower Level: 0
# Bathrooms Half Lower Level: 0

Lower Level 2

# Bedrooms Lower Level: 0
# Bathrooms Lower Level: 0

# Bathrooms Full Lower Level: 0
# Bathrooms Half Lower Level: 0

Rooms

Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Sun/Florida Room, Laundry, Other, Office, Bathroom 2, Primary Bathroom
Stories: Lower 1, Lower 2, Main

Building Info

Total Finished SQFT: 1,792.00
Total Finished SQFT Source: Assessor

Tax Total Finished SQFT: 1,792.00
Total SQFT: 1,792.00
Total SQFT Source: Assessor
Construction Materials: Vinyl Siding
Roof: Asphalt
Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8007/6477/6131/800764776131_512_384_WM_uHfR7aZHqh60C6G-.jpg
Foundation Details: Block
Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bedrooms-Main Level-4, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2
# Bathrooms Full: 2
# Bathrooms Half: 0
Other Structure: Office/Studio

Lot / Land Information

Lot Size Source: Assessor
Location Type: River

Parcel ID: 5302024

Parking

Type Of Parking: Off Street, Attached Garage
Num of Attached Garage Spaces: 2

Total Garage Spaces: 2
Garage Features: Garage - Side Entry

Interior Features

Interior Features: Breakfast Area, Combination Kitchen/Dining, Primary Bath(s), Wood Floors, Walk-in Closet(s), Upgraded Countertops, Tub Shower, Kitchen - Island, Floor Plan - Open, Family Room Off Kitchen, Ceiling Fan(s)
Fireplace: Yes

Fireplaces Count: 1
Appliances: Dishwasher, Dryer, Microwave, Oven/Range - Electric, Refrigerator, Washer
Accessibility Features: None

Exterior Features

Outdoor Living Structures: Deck(s)
Pool: No Pool

Utilities

Heating: Yes
Cooling Type: Central A/C

Cooling Fuel: Electric
Heating Type: Heat Pump(s)
Heating Fuel: Electric
Hot Water: Bottled Gas
Water Source: Well
Sewer Septic: Private Septic Tank
Internet Services: Broadband

Confidential Data

Listing Office

List Agent AOR: Mid-Shore Board of REALTORS
List Agent URL: www.bensonandmangold.com

Property History for 21765 Deep Harbor Farm Road

Date	Event & Source	Price	Appreciation
Dec 16, 2021	Closed (Public Record) Public Record #1480707328	$525,999	+13.4% / yr
Dec 16, 2021	Closed BRIGHT #MDTA2000978	$525,999	—
Oct 8, 2021	Pending BRIGHT #MDTA2000978		—
Oct 7, 2021	Listed (Active) BRIGHT #MDTA2000978	$449,000	—
Feb 7, 2017	Closed BRIGHT #1003050894	$286,000	—
Feb 6, 2017	Closed (Public Record) Public Record #592201172	$286,000	-2.2% / yr
Dec 1, 2016	Pending BRIGHT #1003050894		—
Jun 11, 2014	Listed (Active) BRIGHT #1003050894	$330,000	—
Apr 5, 2007	Closed (Public Record) Public Record #219109353	$355,000	+8.2% / yr
Apr 5, 2007	Closed BRIGHT #MDTA103102	$355,000	—
Mar 17, 2007	Pending BRIGHT #MDTA103102		—
Nov 2, 2006	Listed (Active) BRIGHT #MDTA103102	$379,900	—
Oct 31, 2006	Withdrawn BRIGHT #MDTA134366	$389,900	—
Oct 31, 2006	Withdrawn BRIGHT #MDTA134366		—
Aug 1, 2006	Listed (Active) BRIGHT #MDTA134366	$410,000	—
Jul 15, 2003	Closed (Public Record) Public Record #125440031	$265,000	—
Jul 11, 2003	Closed BRIGHT #MDTA108936	$265,000	—
May 5, 2003	Pending BRIGHT #MDTA108936		—
Jan 25, 2003	Listed (Active) BRIGHT #MDTA108936	$299,000	—

Date	Event & Source	Price
12/16/2021	Closed (Public Record) Public Record #1480707328	$525,999 +13.4% / yr
12/16/2021	Closed BRIGHT #MDTA2000978	$525,999
10/08/2021	Pending BRIGHT #MDTA2000978	—
10/07/2021	Listed (Active) BRIGHT #MDTA2000978	$449,000
02/07/2017	Closed BRIGHT #1003050894	$286,000
02/06/2017	Closed (Public Record) Public Record #592201172	$286,000 -2.2% / yr
12/01/2016	Pending BRIGHT #1003050894	—
06/11/2014	Listed (Active) BRIGHT #1003050894	$330,000
04/05/2007	Closed (Public Record) Public Record #219109353	$355,000 +8.2% / yr
04/05/2007	Closed BRIGHT #MDTA103102	$355,000
03/17/2007	Pending BRIGHT #MDTA103102	—
11/02/2006	Listed (Active) BRIGHT #MDTA103102	$379,900
10/31/2006	Withdrawn BRIGHT #MDTA134366	$389,900
10/31/2006	Withdrawn BRIGHT #MDTA134366	—
08/01/2006	Listed (Active) BRIGHT #MDTA134366	$410,000
07/15/2003	Closed (Public Record) Public Record #125440031	$265,000
07/11/2003	Closed BRIGHT #MDTA108936	$265,000
05/05/2003	Pending BRIGHT #MDTA108936	—
01/25/2003	Listed (Active) BRIGHT #MDTA108936	$299,000

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

Public Records for 21765 Deep Harbor Farm Road

Taxable ValueLand-Additions-Total-

Tax Record2025$2,641 ($220 / month)

Home Facts

Beds0Baths2Total Finished SqFt2,032 SqFtAbove Grade Finished SqFt2,032 SqFtStories1Lot Size89,298 SqFtStyleSingle Family ResidenceYear Built1986Year Renovated1986ZoningA2CountyTALBOTAPN05-191203

Schools near 21765 Deep Harbor Farm Road

This home is within Talbot County Public Schools.


Rating	School	Type	Grades	Distance
2/10	Tilghman Elementary School	Public - Serves this home	PK to 5	1.7 mi
6/10	St. Michaels Middle/High School	Public - Serves this home	6 to 12	6.6 mi
6/10	Easton High School	Public - Serves this home	9 to 12	14.0 mi


Rating	School	Distance
2/10	Tilghman Elementary School PublicPK to 5 Serves this home	1.7 mi
6/10	St. Michaels Middle/High School Public6 to 12 Serves this home	6.6 mi
6/10	Easton High School Public9 to 12 Serves this home	14.0 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.

Similar Homes

New listings in 21665

1/41

$575,000

4
Bedrooms: 3
Bathrooms: 2,424
Square Feet: 2.05
Acres

6705 Tilghman Island Road, Sherwood, MD 21665

1/63

$995,000

3
Bedrooms: 3
Bathrooms: 3,853
Square Feet: 3.4
Acres

6670 Tilghman Island Road, Sherwood, MD 21665

1/149

$3,500,000

5
Bedrooms: 7
Bathrooms: 5,554
Square Feet: 15.54
Acres

21721 Heavenly Haven Road, Sherwood, MD 21665

Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 21765 Deep Harbor Farm Road, Sherwood, MD 21665	$525,999	4	2	1,792	89,298
21781 Deep Harbor Farm Road, Sherwood, MD 21665	$65,000	–	3	2,515	91,912
21729 Deep Harbor Farm Road, Sherwood, MD 21665	$475,000	–	2	2,614	89,298
6670 Holly Woods Road, Sherwood, MD 21665	$375,000	–	3	2,016	117,612
21750 Deep Harbor Farm Road, Sherwood, MD 21665	$740,000	3	3	–	94,090
21717 Deep Harbor Farm Road, Sherwood, MD 21665	$50,000	–	2.5	2,924	87,556
6640 Holly Woods Road, Sherwood, MD 21665	–	–	2.5	2,214	105,415
6695 Holly Woods Road, Sherwood, MD 21665	$580,000	3	3	2,251	87,120
6671 Holly Woods Road, Sherwood, MD 21665	$320,000	3	3	2,380	87,120
6677 Reeses Pride Road, Sherwood, MD 21665	$292,000	3	2	–	87,556
6691 Reeses Pride Road, Sherwood, MD 21665	$50,000	–	2.5	3,444	87,556
21710 Deep Harbor Farm Road, Sherwood, MD 21665	–	–	2.5	2,328	126,324
6705 Holly Woods Road, Sherwood, MD 21665	$337,000	3	3	2,419	87,120
6655 Reeses Pride Road, Sherwood, MD 21665	$305,000	3	3	2,498	87,556
21730 Deep Harbor Farm Road, Sherwood, MD 21665	$600,000	–	3	2,987	101,930
6713 Holly Woods Road, Sherwood, MD 21665	$440,000	4	3	2,642	87,556

Explore Nearby Homes

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 08/29/2022 03:53 AM

Sherwood, MD

Know your buying power with a preapproval and custom rate in minutes

Explore Nearby Homes

Homes in Nearby 21665 Neighborhoods

Homes in Nearby 21665 Cities

Homes in Nearby 21665 Zip Codes