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New Construction Homes in Chester, MD

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  • 131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    /17

    Four Seasons at Kent Island - Single Family Community

    $752,990 - $969,990

    Chester, MD 21619

    • 2 - 5 Beds
    • 2,010+ Sq Ft

    Welcome to K. Hovnanian’s® Four Seasons at Kent Island, a luxury 55+ community on Maryland's scenic Chesapeake Bay. Experience the best of island living in this Chester, MD community, with resort-style amenities, a welcoming atmosphere, and gorgeous single-family homes. Choose between 4 designer-curated interior Looks — Elements, Loft, Farmhouse, or Classic— and enjoy a polished, expressive

    K. Hovnanian Homes Builder
    Four Seasons at Kent Island - Single Family
  • 131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    /17

    Four Seasons at Kent Island - Single Family Community

    $701,990 - $829,990

    Chester, MD 21619

    • 4 Beds
    • 2,791+ Sq Ft

    Welcome to K. Hovnanian’s® Four Seasons at Kent Island, a luxury 55+ community on Maryland's scenic Chesapeake Bay. Experience the best of island living in this Chester, MD community, with resort-style amenities, a welcoming atmosphere, and gorgeous single-family homes. Choose between 4 designer-curated interior Looks — Elements, Loft, Farmhouse, or Classic— and enjoy a polished, expressive

    K. Hovnanian Homes Builder
    Four Seasons at Kent Island - Single Family
  • 131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    /17

    Four Seasons at Kent Island - Single Family Community

    $858,990 - $1,400,000

    Chester, MD 21619

    • 3 - 5 Beds
    • 2,772+ Sq Ft

    Welcome to K. Hovnanian’s® Four Seasons at Kent Island, a luxury 55+ community on Maryland's scenic Chesapeake Bay. Experience the best of island living in this Chester, MD community, with resort-style amenities, a welcoming atmosphere, and gorgeous single-family homes. Choose between 4 designer-curated interior Looks — Elements, Loft, Farmhouse, or Classic— and enjoy a polished, expressive

    K. Hovnanian Homes Builder
    Four Seasons at Kent Island - Single Family
  • 141 Switchgrass, Chester, MD 21619

    Four Seasons at Kent Island Condos Community

    $504,990 - $1,069,990

    Chester, MD 21619

    • 2 - 3 Beds
    • 1,900+ Sq Ft

    Discover K. Hovnanian’s® Four Seasons at Kent Island, a lively community of new condominiums in Chester, MD. Make your move to this active adult 55+ community on Maryland's Chesapeake Bay, offering island-living with new waterfront condos with resort-style amenities. Choose from 3, single-story floorplans of up to 2,602 sq. ft., 3 beds, 2.5 baths, and a 1-car garage. Select plans feature a

    K. Hovnanian Homes Builder
    Four Seasons at Kent Island Condos
  • 102 Warbler Way Unit 2912, Chester, MD 21619
    102 Warbler Way Unit 2912, Chester, MD 21619
    102 Warbler Way Unit 2912, Chester, MD 21619
    /63

    $629,990 Condo Unit

    102 Warbler Way Unit 2912, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    Welcome to the Magothy, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office

    Mary Anne Kowalewski KOVO Realty

    102 Warbler Way Unit 2912, Chester, MD 21619
  • 102 Warbler Way Unit 2934, Chester, MD 21619
    102 Warbler Way Unit 2934, Chester, MD 21619
    102 Warbler Way Unit 2934, Chester, MD 21619
    /44

    $969,990 Condo Unit

    102 Warbler Way Unit 2934, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting

    Mary Anne Kowalewski KOVO Realty

    102 Warbler Way Unit 2934, Chester, MD 21619
  • 102 Warbler Way Unit 2921, Chester, MD 21619
    102 Warbler Way Unit 2921, Chester, MD 21619
    102 Warbler Way Unit 2921, Chester, MD 21619
    /44

    $869,990 Condo Unit

    102 Warbler Way Unit 2921, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting

    Mary Anne Kowalewski KOVO Realty

    102 Warbler Way Unit 2921, Chester, MD 21619
  • 127 Flycatcher Way, Chester, MD 21619
    127 Flycatcher Way, Chester, MD 21619
    127 Flycatcher Way, Chester, MD 21619
    /49

    $1,000,000 Custom Home

    127 Flycatcher Way, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a

    Mary Anne Kowalewski KOVO Realty

    127 Flycatcher Way, Chester, MD 21619
  • 1757 Harbor Dr, Chester, MD 21619
    1757 Harbor Dr, Chester, MD 21619
    1757 Harbor Dr, Chester, MD 21619
    /64

    $1,238,875 Custom Home

    1757 Harbor Dr, Chester, MD 21619

    • 4 Beds
    • 3.5 Baths

    *****Immediate Delivery*****WATERFRONT DEEP WATER ****Schedule showoing today! The Blue Heron is a new home design offered by Lacrosse Homes. The single family design features now one but TWO decks -- one from the second floor great room and the second from the third level primary bedroom suite. Take in all the beautiful sights and sounds of a Coastal Maryland lifestyle in this home built for

    George Bailey Keller Williams Flagship

    1757 Harbor Dr, Chester, MD 21619
  • 0 Parks Rd, Chester, MD 21619
    0 Parks Rd, Chester, MD 21619
    0 Parks Rd, Chester, MD 21619
    /15

    $275,000 Lot/Land

    0 Parks Rd, Chester, MD 21619

    • 29,620 Sq Ft
    • $404,412 per Acre

    Kent Island Waterfront on Cox Creek!! Public Sewer available, road frontage is 45ft. This is a flag lot with opening on the waterfront of 108 ft. This property does not have a pier, so please do not go on pier. This is the perfect lot to build your dream home. The natural environment has wildlife and waterfowl and as well as good fishing and crabbing. If you want a piece of the shore-life this is

    Linda Austin Long & Foster Real Estate, Inc.

    0 Parks Rd, Chester, MD 21619
  • 0 Lot #1 Harley Ln, Chester, MD 21619
    0 Lot #1 Harley Ln, Chester, MD 21619
    0 Lot #1 Harley Ln, Chester, MD 21619
    /6

    $159,900 Lot/Land

    0 Lot #1 Harley Ln, Chester, MD 21619

    • 12,632 Sq Ft
    • $551,379 per Acre

    2 Great Building Lots - Sewer Approved on Kent Island , Sewer fee is paid for - Harley Lane Lot #1 Parcel 63 comes with working Well $159,900. An Adjacent Lot #2 Parcel 64 is available. Sewer is also approved with fee paid. $149,900. These approved Lots are registered with Queen Annes County. *****The Harley Lane 2 lot sub division was created by adding 2 lots on land owned on Good hand creek

    Thomas Hennerty NetRealtyNow.com, LLC

    0 Lot #1 Harley Ln, Chester, MD 21619
New Homes Maryland Chester

New Homes & Communities in Chester

Frequently Asked Questions

What warranties come with a new construction home?
Most Builders provide a 1-year workmanship warranty, a 2-year systems warranty, and a 10-year structural warranty.
What upgrades are included in a new build vs what is considered extras?
Builders in Chester, MD usually offer a base package and optional upgrades such as flooring, countertops, and appliances.
Do new construction homes in Chester, MD hold their value?
Yes, especially in fast-growing areas of Chester, MD. Resale values are supported by population growth, job opportunities, and desirable schools.
What happens if I find issues after moving in to new build?
Builders typically provide a post-move in warranty service to address punch list items.

Popular Homebuilders in Chester, MD

There are 1 homebuilders developing in new home communities in Chester, MD.

Builder Communities Average List Price
K. Hovnanian Homes 4 $886,116
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