Sold
Last Sold Price
5 beds3,078 sqft$345/sqft
22153 1st Point Rd, Chestertown, MD 21620
Single FamilyProperty Type
1.91 acresLot Size
1975Year Built
$345/sq ftPrice per sq ft
$350/yrHOA Fees

Description

Experience the waterfront lifestyle like never before in this stunning mid-century modern home, which seamlessly hangs cliffside over the serene waters of the Chesapeake Bay's Fairlee Creek. Offering unparalleled privacy and exclusivity, this extraordinary residence evokes the sensation of floating on a boat, where every moment feels like an escape to a tranquil paradise. The unique design and architecture of this home harmoniously blend with the natural landscape, offering expansive views of the...Experience the waterfront lifestyle like never before in this stunning mid-century modern home, which seamlessly hangs cliffside over the serene waters of the Chesapeake Bay's Fairlee Creek. Offering unparalleled privacy and exclusivity, this extraordinary residence evokes the sensation of floating on a boat, where every moment feels like an escape to a tranquil paradise. The unique design and architecture of this home harmoniously blend with the natural landscape, offering expansive views of the surrounding water and wildlife from nearly every room. Set on a generous almost 2-acre parcel, the property includes not only the main residence but also a second residence, making it the perfect retreat for families or guests. Together, the two homes boast five spacious bedrooms, providing ample room for relaxation and privacy. Whether you’re hosting family gatherings or enjoying peaceful solitude, the expansive living areas, large windows, and open floor plans invite you to savor the beauty of the bay from within the comfort of your home. Step outside, and you’ll find a private beach perfect for sunbathing, swimming, or launching kayaks and paddleboards into the calm waters of Fairlee Creek. The home also includes its own private dock, offering easy access for boating enthusiasts to explore the Bay’s stunning waterways. For those seeking a sense of community, this property provides access to the neighboring Safe Harbor Great Oak Landing, where residents can enjoy a wealth of amenities, including a marina, pool, golf course, dining at waterfront restaurants, and a lively beach bar—ideal for casual gatherings or sunset cocktails. This home is not just a property; it's a lifestyle—a rare and exclusive opportunity to immerse yourself in the beauty and serenity of waterfront living, with all the modern conveniences and luxury amenities you could desire. Whether you’re looking for a full-time residence or a vacation getaway, this mid-century modern home offers the perfect blend of style, comfort, and natural beauty.
  • Listed by: Liddy Campbell 410.708.5433 lcampbell@ttrsir.com • TTR Sotheby's International Realty
Listing closed: 06/27/2025 12:00 AM • Source: BRIGHT, MLS#: MDKE2004460

Recent comparable sales

Median sold price

$1,165,000

Avg days on market

19

Sale-to-list ratio

93.6%

Chestertown, MD

9 comparable properties found

$1,200,000 | 22956 Fairgale Farm Lane, Chestertown, MD 21620
1/83
1

$1,200,000

Sold 11/13/24

5
Bedrooms
6,459
Square Feet
3.95
Acres
$609,000 | 10175 John Carvill Road, Chestertown, MD 21620
1/73
2

$609,000

Sold 08/27/25

5
Bedrooms
3,155
Square Feet
0.92
Acres
a view of a chair and table in the garden
1/51
3

$1,300,000

Sold 09/24/24

5
Bedrooms
3,345
Square Feet
2.66
Acres
$525,000 | 22360 Great Oak Landing Road, Chestertown, MD 21620
1/66
4

$525,000

Sold 05/29/26

5
Bedrooms
2,688
Square Feet
1.01
Acres
a front view of a house with a garden
1/2
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$1,100,000

Sold 06/30/25

5
Bedrooms
2,909
Square Feet
0.14
Acres
$1,165,000 | 119 High Street, Chestertown, MD 21620
1/61
6

$1,165,000

Sold 12/01/25

5
Bedrooms
4,409
Square Feet
0.25
Acres
a view of a terrace with chairs
1/95
7

$1,524,900

Sold 02/17/26

5
Bedrooms
5,241
Square Feet
1.36
Acres
$1,450,000 | 10262 John Carvill Road, Chestertown, MD 21620
1/60
8

$1,450,000

Sold 12/20/24

5
Bedrooms
3,788
Square Feet
2.03
Acres
$960,000 | 10715 Kasota Road, Chestertown, MD 21620
1/50
9

$960,000

Sold 08/27/25

4
Bedrooms
3,401
Square Feet
0.84
Acres

Location

Listing Courtesy of TTR Sotheby's International Realty

Sold By Realty One Group Restore

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Property Information for 22153 1st Point Road

Property Details
  • Taxes: $7,297 / year
  • MLS Type: Residential / Fee Simple
  • County: Kent County
  • Tax ID Number: 1506008097
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: Yes
  • Structure Type: Detached
  • Style: Mid-Century Modern, Bungalow, Ranch/Rambler
  • Levels/Stories: 1
  • Furnished: No
  • Waterfront: Yes
  • Waterfront Features: Sandy Beach
  • Views: Bay, Creek/Stream, Marina, Panoramic, Scenic Vista, Water
  • Garage: No
  • Expected On Market Date: 04-10-2025
  • Subdivision: GREAT OAK ESTATES
  • Subdivision: GREAT OAK ESTATES (KENT MD)
  • Legal Subdivision: GREAT OAK ESTATES
  • Central Air: Yes
  • Basement: No
  • Above Grade Finished SQFT: 3,078.00
  • 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: 1975
  • Lot Size: 1.91 AC / 83,200 SF
Location
Location
  • In City Limits: No
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • SchoolDistrictSource: Listing Agent
  • County: KENT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard, Boat - Powered
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Fairlee Creek
  • Water Body Type: Creek
  • Water Frontage In Feet: 640.0
  • Riparian Rights Y/N: Yes
  • Docks Count: 1
  • Dock Type and Features: Multiple Slip, Private, Storage Area, Pier (Perpendicular)
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Deeded
  • Slips Count: 3
  • Mean Low Water Feet: 3.00
Association / Community Info
Association / Community Info
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: Yes
  • Association Recreation Fee: $350
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $646,200
  • Year Assessed: 2024
  • County Tax: $7,297
  • Improvement Assessed Value: $244,300
  • Land Assessed Value: $401,900
  • Clean Green Assessed: No
  • Land Use Code: R
  • Agricultural Tax Due: No
  • Historic: No
  • Zoning: CAR
  • Tax Lot: 15
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 5
  • # Bathrooms Count Main Level: 6
  • # Bathrooms Full Main Level: 4
  • # Bathrooms Half Main Level: 2
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 3,078.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 3,078.00
  • Total SQFT: 3,078.00
  • Total SQFT Source: Assessor
  • Construction Materials: Other
  • Roof: Flat, Pitched, Shingle
  • Flooring Type: Hardwood, Vinyl, Carpet
  • Foundation Details: Pilings, Pillar/Post/Pier, Slab
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bedrooms-Main Level-4, Bedrooms-Main Level-5, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Full-Main Level-3, Bathrooms Full-Main Level-4, Bathrooms Half-Main Level-1, Bathrooms Half-Main Level-2
  • # Bathrooms Full: 4
  • # Bathrooms Half: 2
  • Other Structure: 2nd House, Garage(s), Shed, Storage Barn/Shed, Utility Building
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Bulkheaded, Premium, Private, Rip-Rapped, Stream/Creek
  • Fencing: Wood
  • Location Type: Creek/Stream
  • Parcel ID: 4508940
  • Additional Parcels: No
Parking
Parking
  • Type Of Parking: Driveway
Interior Features
Interior Features
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Gas/Propane, Metal
  • Appliances: Refrigerator, Oven/Range - Electric, Microwave, Washer, Dryer, Dishwasher, Water Conditioner - Owned
  • Accessibility Features: None
  • Laundry Type: Has Laundry
Exterior Features
Exterior Features
  • Spa: No
  • Outdoor Living Structures: Deck(s), Patio(s), Porch(es)
  • Pool: Yes - Community
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C, Ductless/Mini-Split
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump - Gas BackUp, Central, Wall Unit
  • Heating Fuel: Electric, Propane - Owned
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Septic Exists
  • Internet Services: Fiber Optic
Confidential Data
Listing Office
  • List Agent AOR: Bay Area Association of REALTORS
  • List Agent URL: www.facebook.com/liddycampbellrealtor

Property History for 22153 1st Point Road

DateEvent & SourcePriceAppreciation
Jun 27, 2025

Closed (Public Record)

Public Record #1908141615

$1,062,800
Jun 27, 2025

Closed

BRIGHT #MDKE2004460

$1,062,800
May 18, 2025

Pending

BRIGHT #MDKE2004460

DateEvent & SourcePrice
06/27/2025

Closed (Public Record)

Public Record #1908141615

$1,062,800
06/27/2025

Closed

BRIGHT #MDKE2004460

$1,062,800
05/18/2025

Pending

BRIGHT #MDKE2004460

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

Public Records for 22153 1st Point Road

Taxable ValueLand-Additions-Total-
Tax Record2026$7,823 ($652 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,354 SqFtAbove Grade Finished SqFt1,354 SqFtStories1Lot Size83,200 SqFtStyleSingle Family ResidenceYear Built1975Year Renovated1975ZoningCARCountyKENTAPN06-008097

Schools near 22153 1st Point Road

This home is within Kent County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
H. H. Garnett Elementary School
PublicPK to 5

Kent County Middle School
Public6 to 8

Kent County High School
Public9 to 12

Rock Hall Elementary School
PublicPK to 5

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

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 22153 1st Point Road, Chestertown, MD 21620
$1,062,800
5
3,078
83,200
2.5
4,265
43,560
$1,450,000
5
3,788
88,427
$355,000
3
2,222
39,639
2.5
2,698
50,094
$740,000
4
2,350
62,726

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 TTR Sotheby's International Realty

© 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 06/27/2025 02:09 PM