OFF MARKET

Off Market Dec 2021 for $525K

$621,217

Est. refi paymentEst. refi $3,506/mo

•

1,792

sq ft

21765 Deep Harbor Farm Rd, Sherwood, MD 21665

About this home

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 *

Single-familyProperty Type

1986Year Built

2.05 acresLot Size

$347Est. Price/Sq.Ft.

2 car garageParking

Listed by Kimberly Crouch • Benson & Mangold, LLC

•410-745-0415 (broker)

•info@bensonandmangold.com (broker)

Bought with Mo McHugh • Chesapeake Bay Real Estate Plus, LLC

•410-829-3603 (broker)

•dawnlednum@gmail.com (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDTA2000978

Redfin Estimate

$621,217

$95K since sold in December 2021$108K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30% lower than the average sale price ($887K) of 6 comparable homes.

SOLD JAN 15, 2026
$787,500
A
4 beds2.5 baths2,493 sq ft
24420 Mallard, St Michaels, MD 21663
SOLD MAY 6, 2026
$450,000
B
4 beds2 baths1,848 sq ft
22539 Indian Point Rd, Bozman, MD 21612
SOLD AUG 31, 2026
$995,000
C
3 beds2.5 baths2,016 sq ft
8684 Sewell Point Rd, Wittman, MD 21676
SOLD SEP 4, 2026
$1,550,000
D
3 beds2 baths2,160 sq ft
23776 Mount Pleasant Lndg, St Michaels, MD 21663
SOLD MAY 1, 2026
$740,000
E
3 beds2 baths1,518 sq ft
23869 Mount Misery Rd, St Michaels, MD 21663
SOLD FEB 25, 2026
$799,000
F
4 beds2 baths1,724 sq ft
22769 Almost Neavitt Rd, Bozman, MD 21612

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Earn from this home

Sell

$201,474

Est. take-home

List your home with Redfin and save $6,212

Refinance

Est. cash available

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Rent

$2,819/mo

Redfin rental estimate

List your home for rent

Market trends in 21665, MD

Last updated August 2026

Sale-to-List Price

97.9%

2.5% MoM

Median sale price

$441K

$1M MoM

Avg. days on market

149d

142 days MoM

Recently sold homes

1 MoM

Provided by Redfin

Sale history for 21765 Deep Harbor Farm Rd

Date

Event

Price

BRIGHT MLS #MDTA2000978

Dec 16, 2021

Sold

$525,999

$294/sq ft

Oct 8, 2021

Pending

—

Oct 7, 2021

Listed

$449,000

$251/sq ft

MRIS #TA8374278

Feb 7, 2017

Sold

$286,000

$160/sq ft

Dec 9, 2016

Pending

—

Dec 1, 2016

Delisted

—

Jun 1, 2016

Price Changed

$181/sq ft

Jun 11, 2014

Listed

$184/sq ft

BRIGHT MLS #1003050894

Feb 7, 2017

Sold

$286,000

$160/sq ft

Dec 1, 2016

Listing Removed

—

Jun 11, 2014

Listed

$325,000

$181/sq ft

Public Records

Apr 12, 2007

Sold

$355,000

$198/sq ft

MRIS #TA6235501

Mar 17, 2007

Delisted

—

Nov 2, 2006

Listed

$209/sq ft

MRIS #TA6141707

Oct 31, 2006

Delisted

—

Aug 1, 2006

Listed

Public Records

Jul 15, 2003

Sold

$265,000

$148/sq ft

MRIS #TA4417775

May 5, 2003

Delisted

—

Jan 25, 2003

Listed

$156/sq ft

Public Records

Oct 15, 1996

Sold

$189,000

$105/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2026

$2,721 (+3.1%)

2025

$2,641 (+2.7%)

2024

$2,571 (+6.7%)

$102,100 + $275,800

$377,900

2023

$2,408 (+8.9%)

2022

$2,211 (+2.4%)

2021

$2,160 (+3.4%)

$102,100 + $171,200

$273,300

2020

$2,090 (−9.4%)

$102,100 + $171,200

$273,300

2019

$2,307 (+9.3%)

$102,100 + $171,200

$273,300

2018

$2,110 (+11.5%)

2017

$1,893 (+13.6%)

2015

$1,666 (−6.9%)

$120,200 + $131,200

$251,400

2014

$1,789 (+3.3%)

$168,200 + $141,000

$309,200

2013

$1,732 (+9.2%)

2012

$1,586 (−0.8%)

2011

$1,599 (+2.3%)

2010

$1,562 (+1.1%)

2009

$1,545

Tax history for 21765 Deep Harbor Farm Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,721 (+3.1%)

2025

$2,641 (+2.7%)

2024

$2,571 (+6.7%)

$102,100 + $275,800

$377,900

2023

$2,408 (+8.9%)

2022

$2,211 (+2.4%)

2021

$2,160 (+3.4%)

$102,100 + $171,200

$273,300

2020

$2,090 (−9.4%)

$102,100 + $171,200

$273,300

2019

$2,307 (+9.3%)

$102,100 + $171,200

$273,300

2018

$2,110 (+11.5%)

2017

$1,893 (+13.6%)

2015

$1,666 (−6.9%)

$120,200 + $131,200

$251,400

2014

$1,789 (+3.3%)

$168,200 + $141,000

$309,200

2013

$1,732 (+9.2%)

2012

$1,586 (−0.8%)

2011

$1,599 (+2.3%)

2010

$1,562 (+1.1%)

2009

$1,545

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

2.05 Acres

Year renovated

—

Sq. Ft.

2,032

Year built

1986

Style

Single Family Residential

County

Talbot County

APN

05 191203

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 26, 2026.

Resource Conservation District

The RC District is characterized by natural environments (wetlands, forests, or abandoned fields) and resource development activities (agriculture, forestry, fisheries, or aquaculture). This district conserves the irreplaceable agricultural, forested, and natural environmental character of the County. Agricultural activities shall be preserved, encouraged and protected. Development activities are to be in the form of large lots or clustered lots outside of habitat protection areas, without public water or sewer service. Development in this district shall: Maintain and, wherever possible, improve the quality of runoff and groundwater entering the Chesapeake Bay and its tributary streams; Conserve and protect agricultural lands and uses; Protect environmentally sensitive lands and Preserve rural character through conservation of open space and agricultural lands.

Permitted uses

Include but are not limited to:

Agriculture
Greenhouse / nursery
Livestock production
Day care facility
Housing-Group
Housing-Single unit
Infrastructure
Fire house
Police station
Communications tower

Property details

Parking

Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Side Entry
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Off Street, Attached Garage

Interior

Bedroom Information
# of Bedrooms On Main Level: 4

Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full): 2

Interior Information
Appliances: Dishwasher, Dryer, Microwave, Oven/Range - Electric, Refrigerator, Washer
Interior Features: Breakfast Area, Combination Kitchen/Dining, Master Bath(s), Wood Floors, Walk-in Closet(s), Upgraded Countertops, Tub Shower, Kitchen - Island, Floor Plan - Open, Family Room Off Kitchen, CeilngFan(s)
Living Area Sq.Ft. Source: Assessor

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Sun/Florida Room, Laundry, Office, Bathroom 2, Master Bathroom

Fireplace Information
Has Fireplace
# of Fireplaces: 1

Basement Information
Basement: No

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $171,200
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Vinyl Siding
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s)
Roof: Asphalt
Structure Type: Detached
Other Structures: Office/Studio

Lot Information
Navigable Water
Tidal Water: No

Land Information
Land Assessed Value: $102,100

Above Grade Information
Finished Sq.Ft.: 1,792
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $2,047
Tax Assessed Value: $273,300
Tax Year: 2020
Tax Annual Amount: $2,047

Assessments Information
Special Assessment Payment: Annually
Year Assessed: 2021

Utilities

Utilities Information
Broadband
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Bottled Gas
Sewer Septic: Private Septic Tank
Water Source: Well

Location

Homeowners Association Information
HOA/Condo/Coop Fee Includes: Pier/Dock Maintenance
HOA/Condo/Coop Amenities: Pier/Dock
HOA Fee: $125
HOA Fee Frequency: Annually

School Information
School District Name: TALBOT COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: Rt 33 to Sherwood, left on Deep Harbor Farm Road, house almost to end across from the community pier.
Location Type: River
Mean Low Water Feet: 3

Waterfrontage Information
Water Access
Water Oriented
Water Body Type: River
Water Body Name: DUN COVE

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 2,032
Stories: 1.0
Lot Size: 2.05 acres
Style: Single Family Residential
Year Built: 1986
Year Renovated: —
County: Talbot County
APN: 05 191203

Home facts updated by county records on Aug 26, 2026

Around this home

Schools

Tilghman Elementary School

Public PreK-5 • Assigned • 1.7mi

2/10

St. Michaels Middle/High School

Public 6-12 • Assigned • 6.5mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

6/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

9/10 Heat Factor

7 days above 104° expected this year, 15 days in 30 years

6/10 Wind Factor

65% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Sherwood, MD • 21665

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.3 hours in June and 4.9 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

4.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$591,000 – $715,000

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Home values near 21765 Deep Harbor Farm Rd

Data from public records.

Address	Redfin Estimate
21729 Deep Harbor Farm Rd, Sherwood, MD - Beds \| 2 Baths \| 2614 Sq. Ft.	$689,754
21750 Deep Harbor Farm Rd, Sherwood, MD 3 Beds \| 2.5 Baths \| 3433 Sq. Ft.	$1,351,743

Address	Redfin Estimate
21781 Deep Harbor Farm Rd, Sherwood, MD - Beds \| 3 Baths \| 2515 Sq. Ft.	$639,634
21710 Deep Harbor Farm Rd, Sherwood, MD - Beds \| 2.5 Baths \| 2328 Sq. Ft.	$749,775

Address	Redfin Estimate
21730 Deep Harbor Farm Rd, Sherwood, MD - Beds \| 3 Baths \| 2987 Sq. Ft.	$1,262,776
6611 Holly Woods Rd, Sherwood, MD 3 Beds \| 2 Baths \| 1568 Sq. Ft.	$489,455

Property information provided by BRIGHT MLS when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21665, MD

Sale history for 21765 Deep Harbor Farm Rd

Tax history for 21765 Deep Harbor Farm Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 21765 Deep Harbor Farm Rd

More real estate resources