Chestertown MD Real Estate & Land for Sale

39 Properties Found

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Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2006032
Type:
Land
Lot size:
0.52 Acres
Courtesy: Chesapeake Real Estate Associates, LLC 443-215-4663
View additional info

ADDITIONAL INFORMATION

Half acre+ secluded wooded lot. There used to be a house on the property but county does not have well or septic records so buyer would need to perform perc test to build. There appears to be electric run to lot and there is a 16' right of way to access. Buyer to do any due diligence. Could be a great hunting property surrounded by woods and farmland!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005988
Type:
Land
Lot size:
2.6 Acres
Courtesy: Taylor Properties 301-970-2447
View additional info

ADDITIONAL INFORMATION

Property record consists of two lots for a total of 2.6 Acres zoned Village. Please notify listing agent if you intend to walk the property.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005966
Type:
Land
Subdivision:
Chesapeake Landing
Lot size:
1.51 Acres
Courtesy: Berkshire Hathaway HomeServices Homesale Realty 717-757-7811
View additional info

ADDITIONAL INFORMATION

Largest privately held parcel in Chesapeake Landing. 8 Lots each more than 10,000 sq ft. for a total 1.51 acres. Tax map 27, lots 254-257 & 297-300 (2 contiguous lots). The site is level & wooded. Raw land near Worton's Marina. Community has a boat ramp and offers easy access to the Chesapeake Bay. Chesapeake Landing has a voluntary HOA giving you access to the boat ramp, marina and a slip for an extra fee. Owner planned to build a home on the land then decided to stay in PA. Beautiful property.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005844
Type:
Land
Lot size:
3.92 Acres
Courtesy: Chesapeake Real Estate Associates, LLC 443-215-4663
View additional info

ADDITIONAL INFORMATION

Nearly 4 Acres of Wooded Privacy! Bring your vision to life on this beautiful, almost 4-acre parcel surrounded by nature. The water and sewer allocation has already been paid—a $16,200 value! The lot is mostly level with a few natural clearings throughout, offering several great options for a home site. The rear portion of the property is designated palustrine forested shrub wetlands, though it’s been observed dry even after rain. Enjoy the peace and quiet of the woods, with plenty of deer and wildlife all around. Buyer will need to install a driveway and connect to utilities.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDQA2015588
Type:
Land
Lot size:
0.48 Acres
Courtesy: Select Land & Homes, LLC 410-810-3900
View additional info

ADDITIONAL INFORMATION

This corner lot offers a rare opportunity to build just minutes from Downtown Chestertown. Located on a quiet street and close to the Chester River, this property combines a peaceful setting with everyday convenience. The lot is perc approved and has site plans—see documents for details. With close proximity to Chestertown’s shops, galleries, and restaurants, it’s the perfect setting for those looking to enjoy small-town living with easy access to Middletown, Easton, and Annapolis.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005902
Type:
Land
Subdivision:
Chester River Landing
Lot size:
0.09 Acres
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

Buildable waterfront lot in the Chester River Landing community. This prime location captures panoramic views of the Chester River! Just steps away from deep water boat slips, which are available for lease or purchase. Perfect location to build your dream home on the water. The Chester River Landing community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club. Enjoy the close proximity to ample shops, dining options, and Chestertown’s year-round farmers market.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005786
Type:
Land
Lot size:
0.34 Acres
Courtesy: Samson Properties 703-378-8810
View additional info

ADDITIONAL INFORMATION

Build Your Dream Home on Two Expansive Lots in Chesapeake Landing! 15,000 SQFT of prime land combining Lots 191 & 192 on the south side of Clarissa Road, Block 2 of Chesapeake Landing, all under one tax ID. This is a rare opportunity to design and build your custom home in a sought-after community where nearby homes are selling in the high $600Ks! Enjoy the charm of Chestertown living, just minutes from Historic Downtown Chestertown, the scenic Chesapeake Bay, and Washington College. Conveniently close to local parks, restaurants, and waterfront amenities, this location combines tranquility with accessibility. Don’t miss this incredible chance to secure your lot and bring your dream home to life. Opportunities like this don’t come often—act now and make your vision a reality!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDQA2014990
Type:
Land
Lot size:
0.99 Acres
Courtesy: The Parker Group 302-217-6692
View additional info

ADDITIONAL INFORMATION

This property, situated on a 0.99-acre lot, offers a blank canvas for your vision. Located in Queen Anne's County, you can take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details, zoning, and permitted uses. Don’t miss this opportunity to secure a piece of land in Kent County with room to make it your own.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005586
Type:
Land
Lot size:
0.55 Acres
Courtesy: Rosendale Realty 410-758-0333
View additional info

ADDITIONAL INFORMATION

Lot 60, 61, 62. No perc on file at this time. Property was tested years ago and did not perc.Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually, community members have access to both Worton Wharf and Mill Creek Marinas. Ramps provide small craft access to Worton Creek.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005564
Type:
Land
Subdivision:
Chesapeake Landing
Lot size:
0.34 Acres
Courtesy: The Hogans Agency 800-446-4267
View additional info

ADDITIONAL INFORMATION

Lots 287 and 288 on Tonopah Rd. in Chestertown. 15,000 sq/ft, .344 acres. Approved perc site on file. The HO Association is voluntary. For an annual fee of $40 water access is offered to the boat ramp and Worton Creek. Marina and Boat slips are available through application for an extra fee. Check with Listing Agent for more information about the community.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005550
Type:
Land
Lot size:
0.9 Acres
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 410-464-5500
View additional info

ADDITIONAL INFORMATION

Vacant land along the Johnsontown Rd, Chestertown, MD and is conveniently located at the corner of Johnsontown Rd and Willow Oak Lane.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005542
Type:
Land
Lot size:
0.61 Acres
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
View additional info

ADDITIONAL INFORMATION

Wooded lot located in the waterfront community of Chesapeake Landing. There is a voluntary HOA that you can join for a fee to join to gain access to the boat ramp and Marina. Lot backs up to farm land.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005472
Type:
Land
Lot size:
0.34 Acres
Courtesy: Compass 410-220-5745
View additional info

ADDITIONAL INFORMATION

Welcome to your serene retreat on Cogar Road in charming Chestertown, MD! Nestled on a generous 15,000 square foot lot, this delightful home offers a perfect blend of comfort and leisure. Enjoy the vibrant community atmosphere with access to a fabulous clubhouse and a picturesque marina. Whether you're looking to unwind at home or explore the great outdoors, this property is your gateway to a relaxed lifestyle. Don't miss the opportunity to make it yours!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005470
Type:
Land
Lot size:
0.34 Acres
Courtesy: Compass 410-220-5745
View additional info

ADDITIONAL INFORMATION

Welcome to your serene retreat on Tonopah Road in charming Chestertown, MD! Nestled on a generous 15,000 square foot lot, this delightful home offers a perfect blend of comfort and leisure. Enjoy the vibrant community atmosphere with access to a fabulous clubhouse and a picturesque marina. Whether you're looking to unwind at home or explore the great outdoors, this property is your gateway to a relaxed lifestyle. Don't miss the opportunity to make it yours!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005262
Type:
Land
Lot size:
0.34 Acres
Courtesy: Chesapeake Real Estate Associates, LLC 443-215-4663
View additional info

ADDITIONAL INFORMATION

All offers considered! Investors- this lot could possibly have public utilities available in the future! Currently a recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not currently buildable.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005260
Type:
Land
Subdivision:
Chesapeake Landing
Lot size:
0.34 Acres
Courtesy: Chesapeake Real Estate Associates, LLC 443-215-4663
View additional info

ADDITIONAL INFORMATION

All offers considered! Investors- this lot could possibly have public utilities available in the future! Currently a recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not currently buildable.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005218
Type:
Land
Lot size:
3 Acres
Courtesy: Doug Ashley Realtors, LLC 410-810-0010
View additional info

ADDITIONAL INFORMATION

E Georgetown Rd - Parcel 70, Chestertown MD consists of 3 acres. Public water/sewer hookup is available through Kent County. Call listing agent for more information regarding this offering. Loads of opportunities for a private wooded oasis. Located about 15 minutes from Chestertown or Rock Hall.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005184
Type:
Land
Lot size:
0.34 Acres
Courtesy: Compass 410-220-5745
View additional info

ADDITIONAL INFORMATION

Discover your own piece of paradise in Lenapah, Chestertown, MD! This expansive 14,500 square foot lot offers endless possibilities for your dream home or investment vision. Nestled in a serene setting, this raw land is ready for your creative touch. Embrace the tranquility of nature while being just a short drive from local amenities. Whether you’re looking to build your dream oasis or a savvy investment, this property is a must-see opportunity!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005156
Type:
Land
Subdivision:
Chestertown
Lot size:
87.34 Acres
Courtesy: The Land Group 410-934-3478
View additional info

ADDITIONAL INFORMATION

Potential for Residential Development! 87 Acre land tract that is annexed into the town of Chestertown and is served with municipal services. The property is zoned residential (R-3 and R-4) and has been previously studied for residential development. The 44± acres of farmland are surrounded by a forested buffer that may nicely serve the future layout and privacy of a residential community. Site plans and previous preliminary designs are available for review to guide future planning on the property.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005120
Type:
Land
Lot size:
2 Acres
Courtesy: RE/MAX Allegiance 703-237-9500
View additional info

ADDITIONAL INFORMATION

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2005076
Type:
Land
Lot size:
2 Acres
Courtesy: RE/MAX Allegiance 703-237-9500
View additional info

ADDITIONAL INFORMATION

Beautiful 2-Acre Lot – Build Your Dream Home! Come and experience the charm of this picturesque 2-acre lot, perfectly priced and ready for your dream home. Nestled among scenic farms and mature trees, this serene setting offers the perfect blend of privacy and natural beauty. Located just minutes from the water, you'll enjoy easy access to nearby Tolchester Beach—only about 2 miles west—and the beautiful Chester River, which flows right through Chestertown. Whether you're looking for a peaceful retreat or a place to create your forever home, this is an opportunity you don’t want to miss!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2004974
Type:
Land
Lot size:
1.37 Acres
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
View additional info

ADDITIONAL INFORMATION

(Lot 2 - .685 acres & Lot 3 - .689 acres) Conveniently located slightly off 291, in a private area on a dead-end road, this property is close to Chestertown and minutes away from route 301. Lots sit high off the road level and adorned with young saplings. Soil evaluation from 2011 approved for 3 beds and a 2,000 sq ft home, located just outside the critical area. Lots being sold together!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2004882
Type:
Land
Subdivision:
Chestertown
Lot size:
0.34 Acres
Courtesy: Ashland Auction Group LLC 410-488-3124
View additional info

ADDITIONAL INFORMATION

ONLINE AUCTION: Bidding begins 3/16/2026 @ 10:00 AM. Bidding ends 3/18/2026 @ 12:35 PM. List Price is Suggested Opening Bid. Deposit: $5,000. This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to all the attractions in Chestertown, Maryland. Easy access to major traffic artery, Chestertown Road.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2004834
Type:
Land
Lot size:
2 Acres
Courtesy: The Hogans Agency 800-446-4267
View additional info

ADDITIONAL INFORMATION

2-acre wooded parcel on L Road. Short distance to Chestertown and amenities. See Documents for additional information. Out of Town Seller will pay for perk testing with Buyer making local arrangements. Seller has paperwork from the County to proceed when needed.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2004758
Type:
Land
Lot size:
0.34 Acres
Courtesy: Ashland Auction Group LLC 410-488-3124
View additional info

ADDITIONAL INFORMATION

POST AUCTION: MAKE AN OFFER! Deposit: $5,000. Lot of Land located in Chestertown, Maryland within Kent County. Property is in close proximity to all the attractions in Chestertown, Maryland. Property is Vacant. Easy Access to Major Traffic Artery Chestertown Road.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.



Chestertown Real Estate

Chestertown is located in Maryland. Chestertown, Maryland has a population of 5,557. Chestertown is less family-centric than the surrounding county with 10.61% of the households containing married families with children. The county average for households married with children is 15.86%.

The median household income in Chestertown, Maryland is $44,665. The median household income for the surrounding county is $64,451 compared to the national median of $69,021. The median age of people living in Chestertown is 39.1 years.

Chestertown Weather

The average high temperature in July is 87 degrees, with an average low temperature in January of 25.4 degrees. The average rainfall is approximately 45.1 inches per year, with 13.9 inches of snow per year.

Chestertown Map

Chestertown Real Estate Market Conditions

  • Median sales price

    $444,150
    14.5%
    change since last quarter
  • # Active listings

    109
    30-day change

Chestertown Schools and Demographics

Education near Chestertown, MD

City County
High School Graduates 88.37 90.6
College Degree - 2 year 5.13 5.64
College Degree - 4 year 42.33 37.48
Graduate Degree 16.24 9.64
Expenditures per Student 19,095 19,095
Students per Teacher 10.4 10.4

Elementary Schools near Chestertown, MD

Grades Students P/T Ratio ZIP
Centreville Elementary School PK - 02 550 17.4 21617
Church Hill Elementary School PK - 04 314 15.2 21623
H. H. Garnett Elementary PK - 05 233 11.5 21620
Kennard Elementary School 03 - 05 513 17.7 21617
Rock Hall Elementary School PK - 05 187 14.3 21661
Worton Elementary School PK - 05 277 12.7 21678

Middle Schools near Chestertown, MD

Grades Students P/T Ratio ZIP
Centreville Middle School 06 - 08 537 14.9 21617
Kent County Middle School 06 - 08 439 12.9 21620

High Schools near Chestertown, MD

Grades Students P/T Ratio ZIP
Kent County High School 09 - 12 594 13.8 21678
Queen Anne's County High School 09 - 12 1,102 14.3 21617

Demographics near Chestertown, MD

City County
Neighborhood Type Small Town
Population 5,557 19,335
Population Density 2,016 70
Median Age 39.1 47.1
People per Household 1.7 2.1
Median Household Income 44,665 64,451
Average Income per Capita 28,645 39,658

Real estate near Chestertown