New Luxury Home Communities in Chestertown

The Chestertown, MD area is a great place to buy a luxury home. With over 5 builders across 7 communities you’ll find a great selection of high-end homes in communities with upscale amenities.

In your new luxury home you will enjoy fine architectural details as well as thoughtful interior design and high quality products and appliances. From hardwood flooring to granite countertops and connectivity to the internet of things, your luxury home will be unique to you. Enjoy the latest in building technologies and eco-friendly appliances to help save you money and keep your home running efficiently for years to come.

Chestertown is a growing market for luxury homes. Whether your budget starts at $349,990 or extends beyond $719,900 there’s an option for you in the high-end market. Luxury homes run the gamut of sizes from 1,670 to 4,988 square feet. Whether your family is large or small, upgrading or downsizing, the luxury market is a great place to begin your search.

Distance

Radius

Exact

25 mi

Exact Location

Cancel Update

Price

Price


to


Cancel Update

Beds & Baths

Bedrooms
Bathrooms

Cancel Update

Schools

School Districts

    Cancel Update

    More

    Home Type
    Home Status
    Special Offers
    Garages
    Living Areas
    Stories/Floors
    Master Bedroom
    Amenities




    Cancel Update



    7 Communities

    All Quick Move-In

    All Hot Deals

    Chestertown, MD Communities

    Chester River Landing by Covell Communities

    Chester River Landing by Covell Communities in Eastern Shore Maryland
    homes in Chester River Landing by Covell Communities
    Covell Communities in Chestertown, MD

    From $479,900 - $614,900

    100 Landing Lane
    Chestertown, MD 21620

    Map

    Builder Community
    4 homes match your search

    Nearby Communities

    Gibson's Grant by Koch Homes

    Gibson's Grant by Koch Homes in Eastern Shore Maryland
    homes in Gibson's Grant by Koch Homes
    Koch Homes in Chester, MD

    From $471,900 - $603,900

    110 John Gibson Dr
    Chester, MD 21619

    Map

    Builder Community
    8 homes match your search

    19.4 Miles Away

    Greenleigh by Williamsburg Homes LLC

    Greenleigh by Williamsburg Homes LLC in Baltimore Maryland

    Grand Opening

    homes in Greenleigh by Williamsburg Homes LLC
    Williamsburg Homes LLC in Middle River, MD

    From $474,900 - $719,900

    505 Heritage Street
    Middle River, MD 21220

    Map

    Builder Community
    5 homes match your search

    20.6 Miles Away

    Gibson's Grant by Covell Communities

    Gibson's Grant by Covell Communities in Eastern Shore Maryland
    homes in Gibson's Grant by Covell Communities
    Covell Communities in Chester, MD

    From $489,900 - $649,900


    Chester, MD 21619

    Map

    Builder Community
    19 homes match your search

    21.2 Miles Away

    Laurel Ridge - The Glen by Toll Brothers

    Laurel Ridge - The Glen by Toll Brothers in Baltimore Maryland
    homes in Laurel Ridge - The Glen by Toll Brothers
    Toll Brothers in Abingdon, MD

    From $499,995 - $599,995

    703 Dowers Road
    Abingdon, MD 21009

    Map

    Builder Community
    1 home matches your search

    • Deal
    • Green

    22.7 Miles Away

    The Estates At St. Anne's by Ryan Homes

    The Estates At St. Anne's by Ryan Homes in Wilmington-Newark Delaware

    Close Out

    homes in The Estates At St. Anne's by Ryan Homes
    Ryan Homes in Middletown, DE

    From $429,990 - $479,990

    307 Galloway Street
    Middletown, DE 19709

    Map

    Builder Community
    2 homes match your search

    23.1 Miles Away

    The Preserve at Deep Creek Single Family Homes by Ryan Homes

    The Preserve at Deep Creek Single Family Homes by Ryan Homes in Wilmington-Newark Delaware
    homes in The Preserve at Deep Creek Single Family Homes by Ryan Homes
    Ryan Homes in Middletown, DE

    From $349,990 - $399,990

    127 Tywyn Dr
    Middletown, DE 19709

    Map

    Builder Community
    1 home matches your search

    24.6 Miles Away

    Popular Searches Near Chestertown, MD

    keyboard_arrow_down
    \