OFF MARKET

Off Market Nov 2014 for $975K

$1,495,823

Est. refi paymentEst. refi $3,869/mo

•

4.5 ba

•

3,912

sq ft

416 Pear Tree Point Rd SE, Chestertown, MD 21620

About this home

Single-familyProperty Type

1956Year Built

0.92 acresLot Size

$382Est. Price/Sq.Ft.

Listed by Matthew Hogans • The Hogans Agency

•800-446-4267 (broker)

•info@hogans.com (broker)

Bought with Richard Budden • Coldwell Banker Chesapeake Real Estate Company

•410-778-0330 (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #1002825638

Redfin Estimate

$1,495,823

$521K since sold in November 2014$94K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 56.9% higher than the average sale price ($953K) of 6 comparable homes.

SOLD AUG 14, 2026
$1,200,000
A
4 beds3 baths2,292 sq ft
202 Royston Shores Rd, Chestertown, MD 21620
SOLD AUG 14, 2026
$1,900,000
B
5 beds4.5 baths4,305 sq ft
7989 Quaker Neck Rd, Chestertown, MD 21620
SOLD JUN 26, 2026
$1,050,000
C
5 beds3 baths2,956 sq ft
231 Richard Dr, Chestertown, MD 21620
SOLD DEC 5, 2025
$550,000
D
5 beds4 baths3,877 sq ft
302 Rosin Dr, Chestertown, MD 21620
SOLD APR 17, 2026
$495,000
E
4 beds3 baths3,984 sq ft
201 Greenwood Ave, Chestertown, MD 21620
SOLD AUG 16, 2026
$525,000
F
3 beds3 baths2,824 sq ft
Preston Ln, 2, Kennedyville, MD 21620

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Earn from this home

Sell

$832,878

Est. take-home

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Refinance

Est. cash available

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Rent

$4,277/mo

Redfin rental estimate

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Market trends in 21620, MD

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.0%

1.0% MoM

Median sale price

$362K

$17K MoM

Avg. days on market

46d

14 days MoM

Recently sold homes

9 MoM

New listings for sale

VIDEO TOUR
$38,200,000
4 beds2 baths2,330 sq ft
8184 Rock Hall Rd, Chestertown, MD 21620
(410) 778-3779
$1,195,000
2 beds1 bath806 sq ft
302 S Mill St, Chestertown, MD 21620
(410) 778-0330
COMING SOON
$345,000
3 beds1.5 baths1,398 sq ft
217 Edmore Rd, Chestertown, MD 21620
(410) 810-0010
$369,000
2 beds1.5 baths1,036 sq ft
101 S College Ave, Chestertown, MD 21620
(410) 810-0010
$649,000
4 beds3 baths2,864 sq ft
22400 Great Oak Landing Rd, Chestertown, MD 21620
(410) 778-0330
FOR SALE BY OWNER
$435,000
3 beds2 baths1,956 sq ft
233 Duke of Kent St, Chestertown, MD 21620
$524,900
3 beds2.5 baths2,076 sq ft
1003 Twin Ct, Chestertown, MD 21620
(410) 778-3779
$295,000
1 bed1 bath— sq ft
117 N Water St Unit 3B, Chestertown, MD 21620
(410) 778-0330
COMING SOON
$304,000
3 beds2 baths1,232 sq ft
7464 Shortall St, Chestertown, MD 21620
(410) 476-2201
$299,900
3 beds1 bath1,056 sq ft
124 Wilton Rd, Chestertown, MD 21620
(410) 810-0010
See all

Provided by Redfin

Sale history for 416 Pear Tree Point Rd SE

Date

Event

Price

MRIS #QA8265488

Nov 24, 2014

Sold

$975,000

$249/sq ft

Oct 14, 2014

Pending

—

Oct 7, 2014

Relisted

—

Sep 22, 2014

Pending

—

Aug 11, 2014

Price Changed

$249/sq ft

Feb 4, 2014

Listed

$294/sq ft

+19

BRIGHT MLS #1002825638

Nov 24, 2014

Sold

$975,000

$249/sq ft

Oct 13, 2014

Listing Removed

—

Feb 4, 2014

Listed

$975,000

$249/sq ft

MRIS #QA8030368

Jan 31, 2014

Delisted

—

Nov 12, 2013

Price Changed

Aug 7, 2013

Price Changed

Mar 14, 2013

Listed

BRIGHT MLS #1009772642

Jan 31, 2014

Listing Removed

—

Mar 14, 2013

Listed

$1,195,000

$305/sq ft

Public Records

Aug 11, 2005

Sold

$1,175,000

$300/sq ft

MRIS #QA5195675

Jun 21, 2005

Delisted

—

Mar 29, 2005

Listed

$300/sq ft

Public Records

Jul 31, 2003

Sold

$610,000

$156/sq ft

MRIS #QA4512784

May 15, 2003

Listed

$161/sq ft

May 15, 2003

Delisted

—

MRIS #KE4512597

May 15, 2003

Listed

May 15, 2003

Delisted

—

Public Records

Aug 9, 1991

Sold

$220,000

$56/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$11,648 (+10.0%)

2024

$10,588 (+16.1%)

$495,700 + $728,100

$1,223,800

2023

$9,118 (+9.3%)

2022

$8,343 (−1.8%)

2021

$8,492

$375,700 + $497,200

$872,900

2020

$8,492 (−0.7%)

$375,700 + $497,200

$872,900

2019

$8,549 (+4.9%)

$375,700 + $497,200

$872,900

2018

$8,146 (+5.2%)

$415,200 + $463,600

$878,800

2017

$7,744 (+5.5%)

2016

$7,342

$292,500 + $460,500

$753,000

2015

$7,342 (−24.1%)

$292,500 + $460,500

$753,000

2014

$9,678

$392,500 + $604,100

$996,600

2013

$9,678 (+0.6%)

2012

$9,618 (−6.5%)

2011

$10,288 (+18.1%)

2010

$8,712 (+23.2%)

2009

$7,072

Tax history for 416 Pear Tree Point Rd SE

Year

Property tax

Land + Additions

Assessment*

2025

$11,648 (+10.0%)

2024

$10,588 (+16.1%)

$495,700 + $728,100

$1,223,800

2023

$9,118 (+9.3%)

2022

$8,343 (−1.8%)

2021

$8,492

$375,700 + $497,200

$872,900

2020

$8,492 (−0.7%)

$375,700 + $497,200

$872,900

2019

$8,549 (+4.9%)

$375,700 + $497,200

$872,900

2018

$8,146 (+5.2%)

$415,200 + $463,600

$878,800

2017

$7,744 (+5.5%)

2016

$7,342

$292,500 + $460,500

$753,000

2015

$7,342 (−24.1%)

$292,500 + $460,500

$753,000

2014

$9,678

$392,500 + $604,100

$996,600

2013

$9,678 (+0.6%)

2012

$9,618 (−6.5%)

2011

$10,288 (+18.1%)

2010

$8,712 (+23.2%)

2009

$7,072

*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
Permits

Beds

—

Baths

Stories

2.5

Lot width

—

Lot depth

—

Lot size

0.92 Acres

Year renovated

—

Sq. Ft.

3,186

Year built

1956

Style

Single Family Residential

County

Queen Anne's County

APN

07 003587

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 18, 2026.

NC-20

Neighborhood Conservation-20 District

There are several varieties of NC Districts. The NC Districts are intended to preserve the character, density, and scale of existing residential neighborhoods. The NC Districts allow existing neighborhoods to conform to this Chapter 18:1, and they allow for in-fill development to be compatible with the surrounding area. NC Districts are designated for existing residential developments as follows: NC-20: 20,000 sq ft average lot size.; All NC District regulations apply to NC Districts with a T designation on the Zoning Maps; except that single-wide manufactured homes are a permitted use within NC-T Districts.

Permitted uses

Include but are not limited to:

Equestrian facility
Housing-Single unit
Housing-Multiple units
Public service
Recreation
Housing-Mobile home park

Property details

Parking

Parking Information
Off Street

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 4
# of Bedrooms On Main Level: 1

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Half): 1
# of Bathrooms (Full): 4

Interior Information
Appliances: Cooktop, Cooktop - Down Draft, Dishwasher, Dryer, Dryer - Front Loading, Energy Efficient Appliances, Exhaust Fan, Freezer, Microwave, Oven - Self Cleaning, Oven - Wall, Refrigerator, Washer, Washer - Front Loading, Water Conditioner - Owned
Door Features: Six Panel, Insulated
Entry Location: Hall
Interior Features: Attic, Kitchen - Gourmet, Built-Ins, Chair Railings, Crown Moldings, Window Treatments, Upgraded Countertops, Recessed Lighting, Floor Plan - Traditional
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall

Room Information
Living Room, Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Den, Bedroom 1, Study, Exercise Room, In-Law/auPair/Suite, Laundry, Maid/Guest Quarters, Utility Room, Workshop

Fireplace Information
Has Fireplace
# of Fireplaces: 1

Basement Information
Basement: No

Exterior

Property Information
Accessibility Features: Doors - Lever Handle(s)
Improvement Assessed Value: $604,100
Ownership Interest: Fee Simple
Year Built Source: Estimated

Building Information
Construction Materials: Stucco, Vinyl Siding
Foundation Details: Block
Other Structures: Above Grade
Outdoor Living Structures: Patio(s), Enclosed, Porch(es), Screened
Roof: Asphalt, Shingle, Metal
Structure Type: Detached
Window Features: Screens, Low-E, Insulated, Double Pane
Other Structures: Cabana/Pool House, Shed Shop

Exterior Information
Outside Shower, Private Beach, Sidewalks

Pool Information
Personal Pool
In Ground

Lot Information
Lot Features: Landscaping, Secluded, Private
Navigable Water
Topography: Level
Has Water View

Land Information
Land Assessed Value: $392,500

Dock Information
Dock Type and Features: Pier
# of Docks: 1
Dock/Slip Conveys: Yes
Dock Type: Pier
Dock Slip Conveyance: Physical Dock/Slip Conveys

Above Grade Information
Finished Sq.Ft.: 3,912
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
County Tax: $9,557.39
Tax Assessed Value: $996,600
Tax Year: 2013
Tax Annual Amount: $9,558.39

Assessments Information
Year Assessed: 2014

Utilities

Utilities Information
Cooling Type: Heat Pump(s), Wall Unit
Cooling Fuel: Electric
Hot Water, Baseboard
Heating Fuel: Bottled Gas/Propane
Hot Water: Tankless
Sewer Septic: Septic Exists
Water Source: Well

Location

Location Information
Directions: Rt. 213 to Round Top Rd. Turn left onto Pear Tree Point Road. Property on right. Sign posted.
Location Type: River
Mean Low Water Feet: 3
Road Responsibility: State

Waterfrontage Information
Distance To Body Of Water: Less than 1 Block
Water Access
Sandy Beach
On Waterfront
Water Oriented
Water Body Type: River
Water Body Name: CHESTER RIVER

Public facts

Beds: —
Baths: 4.0
Sq. Ft.: 3,186
Stories: 2.5
Lot Size: 0.92 acres
Style: Single Family Residential
Year Built: 1956
Year Renovated: —
County: Queen Anne's County
APN: 07 003587

Home facts updated by county records on Jul 18, 2026

Around this home

Schools

Church Hill Elementary School

Public PreK-4 • Assigned • 5.7mi

5/10

Sudlersville Middle School

Public 5-8 • Assigned • 9.5mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 13.0mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk 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

8/10 Heat Factor

7 days above 105° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Chestertown, MD • 21620

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 9.2 hours in June and 4.7 hours in December, which is comparable to the U.S. average for solar exposure.

9.2 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.42M – $1.72M

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Home values near 416 Pear Tree Point Rd SE

Data from public records.

Address	Redfin Estimate
464 Pear Tree Point Rd, Chestertown, MD - Beds \| 1 Baths \| 1008 Sq. Ft.	$571,574
400 Pear Tree Point Rd, Chestertown, MD - Beds \| 2 Baths \| 2224 Sq. Ft.	$586,017

Address	Redfin Estimate
437 Pear Tree Point Rd, Chestertown, MD - Beds \| 2 Baths \| 1680 Sq. Ft.	$422,158
456 Pear Tree Point Rd, Chestertown, MD 3 Beds \| 2 Baths \| 1834 Sq. Ft.	$860,176

Address	Redfin Estimate
301 Pear Tree Point Rd, Chestertown, MD - Beds \| 1 Baths \| 1120 Sq. Ft.	$278,566
311 Pear Tree Point Rd, Chestertown, MD - Beds \| 2 Baths \| 1568 Sq. Ft.	$333,620

Property information provided by BRIGHT MLS when last listed in 2014. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21620, MD

Sale history for 416 Pear Tree Point Rd SE

Tax history for 416 Pear Tree Point Rd SE

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21620

Home values near 416 Pear Tree Point Rd SE

More real estate resources