400 River Road

Closed 12/28/21

Circular driveway for easy approach to door

Nice lawn to the river, sprinkler system

Living room with access to waterfront patio

Wow look at this space upstairs with balcony

Circular Driveway to this classic Georgian Style

Wonderful lawn for all kinds of activities

130 ' pier with jet ski lifts and 10lb lift

Tallship sailing back to Chestertown wharf

Last Sold Price

$1,810,000

5 beds6 baths7,932 sqft$228/sqft

400 River Rd, Chestertown, MD 21620

Description

Spectacular classic Georgian style 5 bedroom home located on .88 acres with approximately 150' of waterfront on Chester River. As one enters the home, the immense hallway directs you to French doors on to a brick porch, yard and then dock on the Chester River. The 130' dock holds 4 boat lifts, one 12,000pd lift. Nothing was spared in the construction of this extraordinary home. All brick exterior built with flood plain construction. Heated heart pine floors and custom tile, heart pine built in cabinets,...Spectacular classic Georgian style 5 bedroom home located on .88 acres with approximately 150' of waterfront on Chester River. As one enters the home, the immense hallway directs you to French doors on to a brick porch, yard and then dock on the Chester River. The 130' dock holds 4 boat lifts, one 12,000pd lift. Nothing was spared in the construction of this extraordinary home. All brick exterior built with flood plain construction. Heated heart pine floors and custom tile, heart pine built in cabinets, spacious kitchen with breakfast bar, separate dining room and informal eating area off the kitchen. Two staircases leading to the 4 bedrooms, 3 with ensuite bathrooms, large gathering area and spacious TV room which is currently used as. First floor master suite, with large master bath, custom built in closets. and access to the waterside porch. Office with built in cabinets. Separate entrance by the waterside to a powder room and laundry area. Kitchen is also accessed by the garage. Too many amenities to mention. A must see. Enjoy the site of all different size vessels as they sail or power pass while sitting on the wonderful brick patio. It is a short boat ride to the other side of the river to park at the Chestertown Wharf and to go to dinner or motor over to the Country Club for a game of golf. This is perfect location along the river.

LISTING CLOSED: 12/28/2021 12:00 AM

Listed by Ashton M Kelley • Gunther-McClary Real Estate
P: (410) 708-8144 akelleyre@gmail.com

Property Details for 400 River Road

Status

Closed

MLS #

MDQA2000065

Days on Market

Taxes

$11,500 / year

HOA Fees

Condo/Co-op Fees

Property Type

Single Family

MLS Type

Residential / Fee Simple

Year Built

2004

Lot Size

0.89 AC / 38,594 SF

County

Queen Anne's County

Tax ID Number

1802006421

Ownership

Fee Simple

Condo Coop Association

HOA

Structure Type

Detached

Style

Georgian

Levels/Stories

Waterfront

Yes

Waterfront Features

Sandy Beach

Views

River

Garage

Yes

Subdivision

SKIPPER LANDS

Subdivision

SKIPPER LANDS (QUEEN ANNES MD)

Legal Subdivision

SARAH SKIPPER LANDS

Total Parking Spaces

Central Air

Yes

Basement

Above Grade Finished SQFT

7,932.00

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

Property Condition

Excellent

Recent comparable sales

Median sold price

$1,100,000

Avg days on market

Sale-to-list ratio

88.8%

a view of a lake with houses in the back

1/94

$1,550,000

Sold 11/07/25

5
Bedrooms: 4
Bathrooms: 4,167
Square Feet: 0.47
Acres

7961 Quaker Neck Road, Chestertown, MD 21620

1/61

$1,165,000

Sold 12/01/25

5
Bedrooms: 5
Bathrooms: 4,409
Square Feet: 0.25
Acres

119 High Street, Chestertown, MD 21620

1/77

$1,362,500

Sold 10/16/24

4
Bedrooms: 5
Bathrooms: 5,195
Square Feet: 0.39
Acres

201 North Water Street, Chestertown, MD 21620

1/2

$1,100,000

Sold 06/30/25

5
Bedrooms: 4
Bathrooms: 2,909
Square Feet: 0.14
Acres

209 North Water Street, Chestertown, MD 21620

1/83

$1,200,000

Sold 11/13/24

5
Bedrooms: 5
Bathrooms: 6,459
Square Feet: 3.95
Acres

22956 Fairgale Farm Lane, Chestertown, MD 21620

1/45

$560,000

Sold 04/21/25

5
Bedrooms: 4
Bathrooms: 2,408
Square Feet: 0.80
Acres

7938 Radcliffe Road, Chestertown, MD 21620

a front view of a house with a garden and trees

1/71

$550,000

Sold 12/05/25

5
Bedrooms: 4
Bathrooms: 3,877
Square Feet: 0.86
Acres

302 Rosin Drive, Chestertown, MD 21620

1/88

$1,062,800

Sold 06/27/25

5
Bedrooms: 6
Bathrooms: 3,078
Square Feet: 1.91
Acres

22153 1st Point Road, Chestertown, MD 21620

1/81

$385,000

Sold 12/20/24

5
Bedrooms: 2
Bathrooms: 2,240
Square Feet: 0.76
Acres

221 River Road, Chestertown, MD 21620

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Location

Listing Courtesy of Gunther-McClary Real Estate

Sold By KW Greater West Chester

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Building Information for 400 River Road

Stories2Year Built2004Building Size-Lot Size0.89 AC / 38,594 SF

Payment Calculator

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$10,158 per month

30 year fixed, 6.55% Interest

Principal and Interest

$9,200

Property Taxes

$958

HOA Dues

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Property Information for 400 River Road

Location

In City Limits: No
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS

School District County ID: 121137777627
SchoolDistrictSource: Listing Agent
County: QUEEN ANNES

Waterfront / Water Access

Water View: Yes
Water Access: Yes

Water Access Features: Boat - Powered, Canoe/Kayak, Private Access
Water Oriented: Yes
Navigable Water: Yes
Tidal Water: Yes
Water Body Name: Chester
Water Body Type: River
Water Frontage In Feet: 150.0
Riparian Rights Y/N: Yes
Docks Count: 1
Dock Type and Features: Multiple Slip, Pier (Perpendicular), Private
Dock/Slip Conveys Y/N: true
Dock/Slip Conveyance: Physical Dock/Slip Conveys
Slips Count: 4
Mean Low Water Feet: 3.00

Association / Community Info

Senior Community: No

Taxes and Assessment

Tax Year: 2020
Tax Assessed Value: $1,192,800

Year Assessed: 2021
County Tax: $11,440
Improvement Assessed Value: $887,100
City Town Tax: $0
Land Assessed Value: $305,700
Clean Green Assessed: No
Land Use Code: 110
Refuse Fee: $0
Zoning: NC-20
Tax Lot: 27
Automatically Update Tax Values Y/N: Yes

Lease Information

Concessions: No

Rooms

Main

# Bedrooms Count Main Level: 1
# Bathrooms Count Main Level: 3

# Bathrooms Full Main Level: 1
# Bathrooms Half Main Level: 2

All Upper Levels

# Bedrooms Count All Upper Levels: 4
# Bathrooms Count All Upper Levels: 3

# Bathrooms Full All Upper Levels: 3

Upper Level 1

# Bedrooms Count Upper Level: 4
# Bathrooms Count Upper Level: 3

# Bathrooms Full Upper Level: 3

Rooms

Room List: Living Room, Dining Room, Kitchen, Family Room, Breakfast Room, Laundry, Office, Bonus Room
Stories: Main, Upper 1

Building Info

Total Finished SQFT: 7,932.00
Total Finished SQFT Source: Assessor

Tax Total Finished SQFT: 7,932.00
Total SQFT: 7,932.00
Total SQFT Source: Assessor
Main Entrance Orientation: South
Construction Materials: Brick, Spray Foam Insulation, Stick Built
Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8011/2651/2872/801126512872_512_384_WM_bC07-WpAs1oys5Mr.jpg
Foundation Details: Crawl Space, Flood Vent
Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bathrooms Half-Main Level-2, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3
# Bathrooms Full: 4
# Bathrooms Half: 2
Other Structure: Above Grade, Below Grade

Lot / Land Information

Lot Size Source: Assessor
Lot Features: Bulkheaded, Landscaping, Flood Plain, No Thru Street

Location Type: River
Parcel ID: 4513169

Parking

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

Total Garage Spaces: 2
Garage Features: Garage - Front Entry, Garage - Rear Entry, Inside Access

Interior Features

Interior Features: Built-Ins, Attic, Additional Stairway, Cedar Closet(s), Ceiling Fan(s), Combination Kitchen/Dining, Dining Area, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Gourmet, Pantry, Sprinkler System, Wainscotting, Walk-in Closet(s), Wine Storage, Wood Floors
Fireplace: Yes

Fireplaces Count: 2
Fireplace Features: Brick, Gas/Propane, Mantel(s)
Appliances: Built-In Microwave, Built-In Range, Dishwasher, Dryer, Oven - Wall, Oven/Range - Gas, Washer, Water Heater - Tankless
Accessibility Features: None, 36"+ wide Halls
Laundry Type: Main Floor

Exterior Features

Spa: No
Exterior Features: Outside Shower, Lawn Sprinkler, Private Beach

Outdoor Living Structures: Patio(s), Brick, Balcony
Pool: No Pool

Utilities

Utilities: Propane
Heating: Yes

Cooling Type: Central A/C, Heat Pump(s)
Cooling Fuel: Electric
Heating Type: Heat Pump(s), Radiant
Heating Fuel: Propane - Owned, Wood, Electric
Hot Water: Propane, Tankless
Water Source: Well
Sewer Septic: Private Septic Tank

Confidential Data

Listing Office

List Agent AOR: Bay Area Association of REALTORS

Property History for 400 River Road

Date	Event & Source	Price	Appreciation
Dec 28, 2021	Closed (Public Record) Public Record #1481379410	$1,810,000	+6.3% / yr
Dec 28, 2021	Closed BRIGHT #MDQA2000065	$1,810,000	—
Nov 14, 2021	Pending BRIGHT #MDQA2000065		—
Oct 14, 2021	Listed (Active) BRIGHT #MDQA2000065	$1,800,000	—
Oct 16, 2001	Closed (Public Record) Public Record #79879743	$530,000	—
Oct 12, 2001	Closed BRIGHT #MDQA115688	$530,000	—
Sep 7, 2001	Pending BRIGHT #MDQA115688		—
Mar 5, 2001	Withdrawn BRIGHT #MDQA132978	$665,000	—
Mar 5, 2001	Listed (Active) BRIGHT #MDQA115688	$665,000	—
Mar 5, 2001	Listed (Active) BRIGHT #MDQA132978	$665,000	—

Date	Event & Source	Price
12/28/2021	Closed (Public Record) Public Record #1481379410	$1,810,000 +6.3% / yr
12/28/2021	Closed BRIGHT #MDQA2000065	$1,810,000
11/14/2021	Pending BRIGHT #MDQA2000065	—
10/14/2021	Listed (Active) BRIGHT #MDQA2000065	$1,800,000
10/16/2001	Closed (Public Record) Public Record #79879743	$530,000
10/12/2001	Closed BRIGHT #MDQA115688	$530,000
09/07/2001	Pending BRIGHT #MDQA115688	—
03/05/2001	Withdrawn BRIGHT #MDQA132978	$665,000
03/05/2001	Listed (Active) BRIGHT #MDQA115688	$665,000
03/05/2001	Listed (Active) BRIGHT #MDQA132978	$665,000

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

Public Records for 400 River Road

Taxable ValueLand$508,500Additions$1,246,000Total$1,754,500

Tax Record2023$13,000 ($1,083 / month)

Home Facts

Beds0Baths4.5Total Finished SqFt7,932 SqFtAbove Grade Finished SqFt7,932 SqFtStories2Lot Size38,594 SqFtStyleSingle Family ResidenceYear Built2004ZoningNC-20CountyQUEEN ANNE'SAPN02-006421Fireplace TypeHas Fireplace

Schools near 400 River Road

This home is within Queen Anne's County Public Schools.


Rating	School	Type	Grades	Distance
4/10	Church Hill Elementary School	Public - Serves this home	PK to 4	5.4 mi
5/10	Sudlersville Middle School	Public - Serves this home	5 to 8	11.4 mi
4/10	Queen Anne's County High School	Public - Serves this home	9 to 12	10.6 mi
NR	Kent School	Private - Nearby school	PK to 8	1.9 mi
NR	Chestertown Christian Academy	Private - Nearby school	PK to 12	2.3 mi
NR	Radcliffe Creek School	Private - Nearby school	K to 8	2.3 mi


Rating	School	Distance
4/10	Church Hill Elementary School PublicPK to 4 Serves this home	5.4 mi
5/10	Sudlersville Middle School Public5 to 8 Serves this home	11.4 mi
4/10	Queen Anne's County High School Public9 to 12 Serves this home	10.6 mi
NR	Kent School PrivatePK to 8 Nearby school	1.9 mi
NR	Chestertown Christian Academy PrivatePK to 12 Nearby school	2.3 mi
NR	Radcliffe Creek School PrivateK to 8 Nearby school	2.3 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: 400 River Road, Chestertown, MD 21620	$1,810,000	5	6	7,932	38,594
336 River Road, Chestertown, MD 21620	–	–	3	3,212	30,056
406 River Road, Chestertown, MD 21620	$750,000	3	5	5,200	26,615
410 River Road, Chestertown, MD 21620	$920,000	5	4	3,428	25,264
330 River Road, Chestertown, MD 21620	–	–	3	2,303	47,916
329 River Road, Chestertown, MD 21620	–	–	2	2,067	18,295
326 River Road, Chestertown, MD 21620	–	–	3	2,428	29,969
401 River Road, Chestertown, MD 21620	–	–	2	1,624	43,560
418 River Road, Chestertown, MD 21620	$380,000	–	3	2,055	25,047
322 River Road, Chestertown, MD 21620	$800,000	–	2	1,428	28,575
405 River Road, Chestertown, MD 21620	$295,000	3	3	2,467	63,162
108 Primrose Road, Chestertown, MD 21620	$392,500	3	2	1,722	41,936
318 River Road, Chestertown, MD 21620	$795,000	3	1	1,636	22,259
313 River Road, Chestertown, MD 21620	$380,000	4	3	2,080	21,214
133 Primrose Road, Chestertown, MD 21620	–	–	3	2,061	52,708
112 Primrose Road, Chestertown, MD 21620	$377,000	3	2	–	33,919

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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 Gunther-McClary Real Estate

© 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 08/26/2022 07:35 PM

[Chestertown, MD]

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