OFF MARKET

Off Market Jun 2022 for $865K

$1,105,302

Est. refi paymentEst. refi $5,548/mo

•

2,782

sq ft

408 Pear Tree Point Rd, Chestertown, MD 21620

About this home

An exceptional architect-designed property with broad views of the Chester River and an easy, gentle slope to the water and dock, yet house and majority of parcel safely out of the flood zone. There are interior details not yet finished; much of the materials, such as trim and hardware, have been purchased and are present on the property. The hard work has been done, and it is exquisite, with thoughtful design features throughout, including a free-standing fireplace, a graceful curved staircase, windows perfectly facing the expansive waterviews beyond, framing the outdoor vistas as works of art. You will love the open floor plan with the gourmet kitchen open to dining and living, a bedroom and full bath on the first floor, as well as a study designed to be an easy bedroom option. The second floor features a spacious primary bedroom as well as a home office which was also designed to be used as a guest room, if desired. Magnificent views of the river from all rooms, including the sumptuous primary bath with the pampering 6 ft. long soaking tub. When finishing this bathroom, a new owner may elect to have radiant flooring installed, as all necessary equipment for that has been purchased. Enjoy keeping your boat (or two) at the dock, because you are just a quick ride down the beautiful Chester River to historic Chestertown. This home is worth your effort to customize and complete the final touches. Located just under an hour and a half to Philadelphia, South Jersey, Wilmington, and DC, it will make the perfect second-home or full-time residence for the waterfront connoisseur.

Single-familyProperty Type

1965Year Built

0.64 acresLot Size

$397Est. Price/Sq.Ft.

Listed by Lynn Hilfiker • Gunther-McClary Real Estate

•410-639-2118 (broker)

Bought with Erika Dailey • Exit Results Realty

•410-705-6296 (broker)

•admin@hyattcompany.com (broker)

Redfin checked: 3 minutes ago

•Source:BRIGHT MLS #MDQA2003708

Redfin Estimate

$1,105,302

$240K since sold in June 2022$54K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 62.9% higher than the average sale price ($678K) 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 16, 2026
$525,000
B
3 beds3 baths2,824 sq ft
Preston Ln, 2, Kennedyville, MD 21620
SOLD APR 17, 2026
$495,000
C
4 beds2.5 baths2,220 sq ft
515 N Kent St, Chestertown, MD 21620
SOLD JUN 26, 2026
$1,050,000
D
5 beds3 baths2,956 sq ft
231 Richard Dr, Chestertown, MD 21620
SOLD JUL 22, 2026
$365,000
E
3 beds2 baths1,934 sq ft
521 N Kent St, Chestertown, MD 21620
SOLD JUL 16, 2026
$435,000
F
3 beds2.5 baths1,784 sq ft
215 Fairview Dr, Chestertown, MD 21620

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Earn from this home

Sell

$402,773

Est. take-home

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Refinance

Est. cash available

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Rent

$3,328/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 408 Pear Tree Point Rd

Date

Event

Price

Public Records

Jun 22, 2022

Sold

$865,000

$311/sq ft

BRIGHT MLS #MDQA2003708

Jun 21, 2022

Listing Removed

—

Jun 20, 2022

Sold

$865,000

$311/sq ft

Jun 15, 2022

Pending

—

Jun 7, 2022

Contingent

—

Jun 3, 2022

Listed

$849,000

$305/sq ft

BRIGHT MLS #MDQA2000894

Oct 28, 2021

Listing Removed

—

Sep 21, 2021

Listed

$887,000

$319/sq ft

Public Records

Jan 29, 2007

Sold

$99,000

$36/sq ft

Public Records

Nov 17, 1999

Sold

$200,000

$72/sq ft

MRIS #QA2725272

Aug 12, 1999

Delisted

—

Apr 16, 1999

Listed

$72/sq ft

Public Records

Nov 15, 1993

Sold

$200,000

$72/sq ft

** Price available after signing in.

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2025

$8,001 (+11.4%)

$465,700 + $362,300

$828,000

2024

$7,182 (+12.9%)

$353,600 + $489,400

$843,000

2023

$6,364 (+14.8%)

2022

$5,545 (−1.8%)

2021

$5,645

$273,600 + $308,700

$582,300

2020

$5,645 (−9.6%)

$273,600 + $308,700

$582,300

2019

$6,242 (+3.8%)

$273,600 + $308,700

$582,300

2018

$6,012 (+4.0%)

$327,100 + $317,500

$644,600

2017

$5,781 (+4.2%)

2016

$5,550

$266,500 + $306,000

$572,500

2015

$5,550 (−23.5%)

$266,500 + $306,000

$572,500

2014

$7,250 (+4.3%)

$366,500 + $388,900

$755,400

2013

$6,948 (+4.8%)

2012

$6,630 (+6.9%)

2011

$6,201 (+5.4%)

2010

$5,884 (+6.3%)

2009

$5,538

Tax history for 408 Pear Tree Point Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,001 (+11.4%)

$465,700 + $362,300

$828,000

2024

$7,182 (+12.9%)

$353,600 + $489,400

$843,000

2023

$6,364 (+14.8%)

2022

$5,545 (−1.8%)

2021

$5,645

$273,600 + $308,700

$582,300

2020

$5,645 (−9.6%)

$273,600 + $308,700

$582,300

2019

$6,242 (+3.8%)

$273,600 + $308,700

$582,300

2018

$6,012 (+4.0%)

$327,100 + $317,500

$644,600

2017

$5,781 (+4.2%)

2016

$5,550

$266,500 + $306,000

$572,500

2015

$5,550 (−23.5%)

$266,500 + $306,000

$572,500

2014

$7,250 (+4.3%)

$366,500 + $388,900

$755,400

2013

$6,948 (+4.8%)

2012

$6,630 (+6.9%)

2011

$6,201 (+5.4%)

2010

$5,884 (+6.3%)

2009

$5,538

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.64 Acres

Year renovated

—

Sq. Ft.

2,782

Year built

1965

Style

Single Family Residential

County

Queen Anne's County

APN

07 000618

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
Gravel Driveway
Driveway

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 2
# of Bedrooms On Main Level: 2

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

Interior Information
Appliances: Dishwasher, Dryer - Electric, Exhaust Fan, Refrigerator, Washer, Water Conditioner - Owned, Water Heater, Oven - Wall, Cooktop, Built-In Range
Flooring Type: Solid Hardwood
Interior Features: CeilngFan(s), Central Vacuum, Entry Level Bedroom, Exposed Beams, Floor Plan - Open, Master Bedroom - Bay Front, Recessed Lighting, Skylight(s), Soaking Tub, Walk-in Closet(s), Wood Floors
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: Cathedral Ceilings, Beamed Ceilings

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Bedroom 1, Laundry, Utility Room, Workshop, Bathroom 1, Bathroom 2, Half Bath
Laundry Type: Upper Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Free Standing, Mantel(s)

Basement Information
Basement: Yes
Outside Entrance, Workshop, Walkout Stairs, Interior Access

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 576
Accessibility Features: Level Entry - Main
Improvement Assessed Value: $308,700
Ownership Interest: Fee Simple
Property Condition: Good
Year Built Source: Assessor
Year Major Reno/Remodel: 2000

Building Information
Construction Materials: HardiPlank Type
Foundation Details: Permanent, Block
Main Entrance Orientation: South
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Porch(es)
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Roof: Architectural Shingle
Structure Type: Detached
Window Features: Casement, Screens, Skylights, Double Pane, Energy Efficient, Transom
Other Structures: Garage(s)

Exterior Information
Outbuilding(s)

Lot Information
Lot Features: Landscaping, Pipe Stem, Sloping
Navigable Water
Has Water View
Water Frontage In Feet: 90
Tidal Water: Yes

Land Information
Land Assessed Value: $273,600

Dock Information
Dock Type and Features: Private, Pier, Multiple Slip
Dock/Slip Conveyance: Exclusive Use
# of Docks: 1
Dock/Slip Conveys: Yes

Above Grade Information
Finished Sq.Ft.: 2,782
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft.: 576
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
Agricultural Tax Due: No
County Tax: $5,585
Tax Assessed Value: $582,300
Tax Year: 2021
Tax Annual Amount: $5,585

Assessments Information
Year Assessed: 2022

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Forced Air, Central, Zoned, Radiant
Heating Fuel: Propane - Owned, Electric
Hot Water: Bottled Gas, Propane
Sewer Septic: On Site Septic
Water Source: Well

Location

School Information
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: SOUTH ON ROUTE 213, LEFT ON ROUND TOP ROAD, LEFT ON PEAR TREE POINT ROAD.
Location Type: River
Mean Low Water Feet: 3

Waterfrontage Information
Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Swimming Allowed, Sail
Water Access
Private Dock Site
On Waterfront
Water Oriented
Water Body Type: River
Water Body Name: Chester River

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 2,782
Stories: 2.0
Lot Size: 0.64 acres
Style: Single Family Residential
Year Built: 1965
Year Renovated: —
County: Queen Anne's County
APN: 07 000618

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 • 9.4mi

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

$1.05M – $1.27M

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Home values near 408 Pear Tree Point Rd

Data from public records.

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

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

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

Property information provided by BRIGHT MLS when last listed in 2022. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21620, MD

Sale history for 408 Pear Tree Point Rd

Tax history for 408 Pear Tree Point Rd

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 408 Pear Tree Point Rd

More real estate resources