Chestertown MD Homes for Rent

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Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.5 Acres
Baths:
MLS#:
MDKE2004060

ADDITIONAL INFORMATION

Type:
Single Family-Detached
Sq.Ft.:
1,512
Status:
Active
Beds:
3
Lot size:
0.41 Acres
Year built:
2024
Baths:
3.00
MLS#:
MDQA2009842
Subdivision:
Pear Tree Point

ADDITIONAL INFORMATION

Located within the much desired Queen Anne's County School District!! Brand new construction, just freshened up for fall with new shrubs and a newly seeded lawn - Three (3) bedrooms and Two and a half (2.5) baths. Water views of the Chester River and an open-concept layout. Stainless steel appliances in the kitchen, a main-level master suite with a walk-in closet and ensuite. Upstairs, you'll find two more generously sized bedrooms and an additional full bathroom. High speed internet is available. The home is located at the end of a quiet, private street. Minutes to downtown Chestertown. Queen Anne's County Impact Fees have been paid by the Seller.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.34 Acres
Baths:
MLS#:
MDKE2004034
Subdivision:
Chesapeake Landing

ADDITIONAL INFORMATION

Perc approved building lot - see info under documents. Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually community members have access to all the community amenities.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
1.9 Acres
Baths:
MLS#:
MDKE2003924

ADDITIONAL INFORMATION

Location (3 fairway lots available), Location (minutes from historic Chestertown), Location (easy access to pristine waterways of Maryland s eastern shore). Two other interior lots available including two corner locations. Lot 4 overlooks two greens on on hole #10 the other on # 5 with fairway boarders on two sides. Prestwick offers the best in eastern shore living with the small town charm of Chestertown Md, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the areas finest builders

Type:
Twin Home
Sq.Ft.:
2,200
Status:
Active
Beds:
3
Lot size:
0.07 Acres
Baths:
3.00
MLS#:
MDKE2003948
Subdivision:
Chester River Landing

ADDITIONAL INFORMATION

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Type:
Twin Home
Sq.Ft.:
2,200
Status:
Active
Beds:
3
Lot size:
0.07 Acres
Baths:
3.00
MLS#:
MDKE2003936
Subdivision:
Chester River Landing

ADDITIONAL INFORMATION

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
1.95 Acres
Baths:
MLS#:
MDKE2003918

ADDITIONAL INFORMATION

Lot 9 overlooks the 5th hole tee box and the picturesque par 3 water hole # 4. Prestwick offers the best in eastern shore living with the small town charm of Chestertown Md, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the area s finest builders.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
1.18 Acres
Baths:
MLS#:
MDKE2003922
Subdivision:
Prestwick

ADDITIONAL INFORMATION

Lot 3 located at the midway point of Fairway #10, a perfect spot to enter the back nine and head to the club house for lunch or dinner (membership required) Prestwick offers the best in eastern shore living with the small town charm of Chestertown Md, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the area s finest builders.

Type:
Twin Home
Sq.Ft.:
1,964
Status:
Active
Beds:
3
Lot size:
0.05 Acres
Baths:
3.00
MLS#:
MDKE2003932
Subdivision:
Chester River Landing

ADDITIONAL INFORMATION

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Type:
Twin Home
Sq.Ft.:
1,964
Status:
Active
Beds:
3
Lot size:
0.06 Acres
Baths:
3.00
MLS#:
MDKE2003934
Subdivision:
Chester River Landing

ADDITIONAL INFORMATION

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.34 Acres
Baths:
MLS#:
MDKE2003874

ADDITIONAL INFORMATION

POST AUCTION: MAKE AN OFFER! Lot of Land located outside of Chestertown, Maryland within Kent County. Nearby attractions include Warton Creek Marina, Warton Creek, Attractions along Chesapeake Bay, & +/- 7 Miles to downtown Chestertown, Maryland. Easy Access to Major Traffic Artery Fairlee Road. Deposit: $5,000.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.34 Acres
Baths:
MLS#:
MDKE2003870

ADDITIONAL INFORMATION

POST AUCTION: MAKE AN OFFER! Deposit: $5,000. Lot of land located in the Chestertown area of Kent County, MD. JUST MINUTES to the many attractions of the downtown Chestertown area. Easy access to major traffic artery Fairlee Rd. +/- 15,000 SF. Vacant lot of land.

Type:
Other
Sq.Ft.:
787
Status:
Active
Beds:
2
Year built:
1886
Baths:
1.00
MLS#:
MDKE2003742
Subdivision:
Chestertown Historic District

ADDITIONAL INFORMATION

A stately 1800’s waterfront Victorian home, rich in history enters a new chapter in life with 6 condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. This unit offers a 2 Bed 1 bath has a brand new kitchen, with island and upgraded bathroom along with up and down river views. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. Deeded slips are also available for purchase, with boat lifts! This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Walk to downtown restaurants and shops. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. Take in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Maryland’s scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region.

Type:
Other
Sq.Ft.:
652
Status:
Active
Beds:
1
Year built:
1886
Baths:
1.00
MLS#:
MDKE2003722
Subdivision:
Chestertown Historic District

ADDITIONAL INFORMATION

A stately 1800’s waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated with with upgraded bathrooms and brand new kitchens. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Walk to downtown restaurants and shops. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. Take in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Maryland’s scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region. This unit offers a 1 Bed 1 bath has a brand new kitchen, with island, and upgraded bathroom along with up and down river views.

Type:
Single Family-Detached
Sq.Ft.:
4,804
Status:
Active
Beds:
3
Lot size:
9.58 Acres
Year built:
2010
Baths:
4.00
MLS#:
MDQA2009012
Subdivision:
None Available

ADDITIONAL INFORMATION

Every so often a property like 240 Round Top Landing Road, Chestertown hits the market that checks all the boxes. This Chester River waterfront estate is situated on 10 acres , offering deep water, pier, 25' x 50 ' in-ground pool, screened porch , 3 bedroom/3.5 bath main house and a carriage house. The architectural design and the superb craftsmanship are evident as soon as you enter the driveway. Beautiful trees(Peach,Pear, Pines, Poplars, Sycamores, Magnolias' Crepe Myrtles) enhance the park-like setting. Notable features are geo-thermal heat; gas and wood burning fireplaces, chef's kitchen; first floor spacious primary bedroom suite , and open living areas. As far as the exterior, the stucco siding is either over brick or block so no stucco is over frame. Some poplar siding on main house and cedar siding on carriage house.

Type:
Office
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
2.32 Acres
Year built:
1891
Baths:
MLS#:
MDKE2003776

ADDITIONAL INFORMATION

Three floors of premium office space are available for lease at Radcliffe Mill. This listing encompasses the top three floors of office space. Radcliffe Mill underwent restoration in 2007 for owner-occupant use, and this space is now being offered for lease for the first time. The ground floor public area features charming features from the historic preservation of the property. A private, secure elector entrance leases to the second and third floors. Total of 8 private offices, a large conference room, aspacious open office area for cubicles, or to build more offices, a data room, kitchen/breakroom, multiple restrooms, and storage rooms, Radcliffe Mill offers unparalleled office space in Chestertown. Rent is $18/sq ft NNN or $23 inclusive of all utilities (except internet), maintenance and taxes. Internet is available for a separate fee. Strategically positioned at the head of the Rail Trail leading to downtown Chestertown and Washington College, and on the road to Rock Hall, Radcliffe Mill stands as an award-winning restoration of a Kent County landmark. Its historic restoration in 2007 preserved original features while integrating modern amenities and ensuring handicapped accessibility. Radcliffe Mill boasts ample parking and easy access to downtown Chestertown and Washington College by car, bike, or foot. Businesses opening or expanding into Radcliffe Mill may benefit from various grant and tax credit programs. Contact listing agent for further details. Two-year or longer lease term preferred. Rent for this space excludes CAM and utilities.

Type:
Office
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
2.32 Acres
Year built:
1891
Baths:
MLS#:
MDKE2003772

ADDITIONAL INFORMATION

Strategically positioned at the head of the Rail Trail leading to downtown Chestertown and Washington College, and on the road to Rock Hall, Radcliffe Mill stands as an award-winning restoration of a Kent County landmark. Its historic restoration in 2007 preserved original features while integrating modern amenities and ensuring handicapped accessibility. Radcliffe Mill boasts ample parking and easy access to downtown Chestertown and Washington College by car, bike, or foot. Four floors of premium office space are currently available for lease at Radcliffe Mill. The second floor office suite of the main Mill building encompasses three private offices, one which has a separate private meeting room, an expansive open workspace, a data room kitchen/break room, multiple storage rooms, and a bathroom. Businesses opening or expanding into Radcliffe Mill may benefit from various grant and tax credit programs. Contact listing agent for further details. Two-year or longer lease term preferred. Rent for this space includes CAM and all utilities except internet.

Type:
Office
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
2.32 Acres
Year built:
1891
Baths:
MLS#:
MDKE2003766

ADDITIONAL INFORMATION

Strategically positioned at the head of the Rail Trail leading to downtown Chestertown and Washington College, and on the road to Rock Hall, Radcliffe Mill stands as an award-winning restoration of a Kent County landmark. Its historic restoration in 2007 preserved original features while integrating modern amenities and ensuring handicapped accessibility. Radcliffe Mill boasts ample parking and easy access to downtown Chestertown and Washington College by car, bike, or foot. Four floors of premium office space are currently available for lease at Radcliffe Mill. This office suite on the third and fourth floors of the main Mill building encompasses four private offices, an open workspace, kitchenette, conference room, copy room, and dedicated bathroom facilities. Businesses opening or expanding into Radcliffe Mill may benefit from various grant and tax credit programs. Contact listing agent for further details. Two-year or longer lease term preferred. Rent for this space includes CAM and all utilities except internet.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.09 Acres
Baths:
MLS#:
MDKE2003590
Subdivision:
Tolchester Estates

ADDITIONAL INFORMATION

One parcel comprised of 2 cleared lots in Tolchester Estates. The community is on the Chesapeake Bay and the residents have access to the beach and there is a marina close by. County states water/sewer allocation is available. Buyer to confirm with due diligence.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
1.51 Acres
Baths:
MLS#:
MDKE2003654
Subdivision:
Chesapeake Landing

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.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.7 Acres
Baths:
MLS#:
MDKE2003624

ADDITIONAL INFORMATION

Exciting opportunity awaits with this open lot located in Fairlee, Md. This parcel of land offers the perfect canvas for your dream home or investment project. .69 acres provides ample space for your vision to flourish. The property is allocated for public water and sewer, so the new owner won’t have to worry about drilling a well or paying for and maintaining a septic system! Allocations are available and buyer will be responsible for paying that fee. This Lot is perfectly situated off the main road and offers the ideal peace and privacy to relax from a long day. Property is deeded with a Right of Way.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
2.3 Acres
Baths:
MLS#:
MDQA2008920

ADDITIONAL INFORMATION

Opportunity to claim your own 2.3 acres of waterfront situated amidst the serene beauty of Truslow farm. This parcel represents one of the last untouched waterfront canvases on the Chester River, eagerly awaiting your imagination to bring it to life as your dream home or waterfront escape. Located just across the river from the vibrant events of the Sultana, Downrigging, Tea Party festivals, and more, you'll have a front-row seat to the action from your comfortable spot across the river. Immerse yourself in the excitement while still enjoying the tranquility of your own private retreat. Schedule your showing today and start envisioning the endless possibilities that await on this remarkable waterfront property.

Type:
Other
Sq.Ft.:
2
Status:
Active
Beds:
n/a
Lot size:
1.56 Acres
Year built:
1900
Baths:
MLS#:
MDKE2003606
Subdivision:
Historic District Chestertown

ADDITIONAL INFORMATION

Extraordinary development opportunity in downtown historic Chestertown. Large parcel of land (1.56+/- acres) zoned C-2 (half R1 and half R5 zoning) many permitted uses such as Muliple-Family dwelling, Townhouses, professional and business offices, non-profit museums, and others. Includes 1 building (Warehouse) and property fronts on three streets. Excellent location-- just a few blocks to the Chester River water frontage, Parks, shops, restaurants, galleries and Washington College.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.42 Acres
Baths:
MLS#:
MDKE2003512
Subdivision:
Chesapeake Landing

ADDITIONAL INFORMATION

Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually, community members have access to both Worton Wharf and Mill Creek Marinas. Lot failed percolation Test in March of 1989.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.33 Acres
Baths:
MLS#:
MDKE2003416
Subdivision:
Tolchester Estates

ADDITIONAL INFORMATION

Water oriented community of Tolchester Estates. Public record says Montgomery but the correct address is Elm Road. Approved for sewer allocation. Please see recent survey in documents.

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51–75 of 96 properties displayed
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

The median home value in Chestertown, MD is $314,000. This is higher than the county median home value of $301,300. The national median home value is $338,100. The average price of homes sold in Chestertown, MD is $314,000. Approximately 42.33% of Chestertown homes are owned, compared to 50.71% rented, while 6.96% are vacant. Chestertown real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Chestertown real estate agent to arrange a tour today!

Chestertown, Maryland 21620 has a population of 5,557. Chestertown 21620 is more family-centric than the surrounding county with 21.45% 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 21620 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 21620 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 Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    96
    30-day change

Chestertown Schools and Demographics

Education near Chestertown, MD

Metric 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

School 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
Galena Elementary School PK - 05 190 17.4 21635
H. H. Garnett Elementary PK - 05 233 11.5 21620
Kennard Elementary School 03 - 05 513 17.7 21617
Millington Elementary School PK - 05 186 13.2 21651
Rock Hall Elementary School PK - 05 187 14.3 21661
Worton Elementary School PK - 05 277 12.7 21678

Middle Schools near Chestertown, MD

School 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

School 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 21620

Metric Zip Code City
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