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New Construction Homes for Sale in Chester, MD

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  • 131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    /16

    K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series Community

    $752,990 - $1,099,990

    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
    K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series
  • 131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    /16

    K. Hovnanian’s® Four Seasons at Kent Island - 35' River Series Community

    $636,990 - $889,990

    Chester, MD 21619

    • 2 - 4 Beds
    • 1,690+ 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
    K. Hovnanian’s® Four Seasons at Kent Island - 35' River Series
  • 131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    131 Flycatcher, Chester, MD 21619
    /16

    K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series Community

    $858,990 - $1,456,462

    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
    K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series
  • 141 Switchgrass, Chester, MD 21619
    141 Switchgrass, Chester, MD 21619
    141 Switchgrass, Chester, MD 21619
    /11

    K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos Community

    $499,990 - $1,003,673

    Chester, MD 21619

    • 2 - 3 Beds
    • 1,900+ 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
    K. Hovnanian’s® Four Seasons at Kent Island - Luxury 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

    $649,990 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
  • 0 Harbor Dr, Chester, MD 21619
    0 Harbor Dr, Chester, MD 21619
    0 Harbor Dr, Chester, MD 21619
    /12

    $519,900 Custom Home

    0 Harbor Dr, Chester, MD 21619

    • 1,250 Sq Ft

    House is now substantially constructed. Builder has finished the lower level and included a bathroom! Lots of extra space and upgrades at this new home! Settle in 30-60 days. LVP floors, granite countertops, stainless steel appliances, etc.

    DJ Dauses Coldwell Banker Waterman Realty

    0 Harbor Dr, 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

    $989,990 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
  • 110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    /52

    $699,990 Condo Unit

    110 Warbler Way Unit 3032, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    The Chester offers a thoughtfully designed open floorplan with a projected settlement date of October 2026. Ideal for modern living, this home features 2 bedrooms, 2.5 baths, and a 1-car garage. The main living area is anchored by an electric fireplace, while a dry bar adds both function and style for entertaining. A dedicated home office with lighted French doors provides a flexible space

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3032, 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

    $889,990 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

    $1,100,000 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
  • 110 Warbler Way Unit 3031, Chester, MD 21619
    110 Warbler Way Unit 3031, Chester, MD 21619
    110 Warbler Way Unit 3031, Chester, MD 21619
    /44

    $849,990 Condo Unit

    110 Warbler Way Unit 3031, Chester, MD 21619

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

    The Severn is thoughtfully designed for comfort and everyday entertaining, with a projected settlement of November 2026. This home offers 3 bedrooms, 2.5 baths, and a 1-car garage, all wrapped in a smart, functional layout. Inside, you’ll find stylish touches like an electric fireplace and a built-in dry bar, perfect for hosting or winding down at home. The owner’s suite is a true retreat,

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3031, Chester, MD 21619
  • 1757 Harbor Dr, Chester, MD 21619
    1757 Harbor Dr, Chester, MD 21619
    1757 Harbor Dr, Chester, MD 21619
    /64

    $1,167,890 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
  • 110 Warbler Way Unit 3021, Chester, MD 21619
    110 Warbler Way Unit 3021, Chester, MD 21619
    110 Warbler Way Unit 3021, Chester, MD 21619
    /44

    $749,990 Condo Unit

    110 Warbler Way Unit 3021, Chester, MD 21619

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

    The Severn is thoughtfully designed for comfort and everyday entertaining, with a projected settlement of November 2026. This home offers 3 bedrooms, 2.5 baths, and a 1-car garage, all wrapped in a smart, functional layout. Inside, you’ll find stylish touches like an electric fireplace and a built-in dry bar, perfect for hosting or winding down at home. The owner’s suite is a true retreat,

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3021, Chester, MD 21619
  • 102 Warbler Way Unit 2911, Chester, MD 21619
    102 Warbler Way Unit 2911, Chester, MD 21619
    102 Warbler Way Unit 2911, Chester, MD 21619
    /63

    $649,990 Condo Unit

    102 Warbler Way Unit 2911, 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 2911, 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

    • 0.68 Acre
    • $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

    Linda Austin Long & Foster Real Estate, Inc.

    0 Parks Rd, Chester, MD 21619
  • 0 Newtown Rd, Chester, MD 21619
    0 Newtown Rd, Chester, MD 21619
    0 Newtown Rd, Chester, MD 21619
    /7

    $230,000 Lot/Land

    0 Newtown Rd, Chester, MD 21619

    • 1.68 Acres
    • $136,905 per Acre

    ***Recent development, there is an expired Perk with the county. Buyer must verify and renew with the county health dept!!!*** Looking for peace and serenity, look no further! You won't find a better opportunity on the eastern shore, total of just over 1.10 acres (per the tax record)! This acreage is a total of 2 tax ID numbers being sold as a package. Buyer to verify perc, well, engineering,

    Rob Carter Douglas Realty, LLC

    0 Newtown 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

    • 0.29 Acre
    • $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.

Home Trends in Chester, MD

On average, homes in Chester, MD sell after 201 days on the market compared to the national average of 55 days. The median sale price for homes in Chester, MD over the last 12 months is $649,900, up 12% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$649,900
Median Single Family Sale Price
$684,900
Median Townhouse Sale Price
$372,500
Median 2 Bedroom Sale Price
$549,900
Median 1 Bedroom Sale Price
$294,500
Average Price Per Sq Ft
$298
Number of Homes for Sale
77
Last 12 months Home Sales
213
Months of Supply
4.30
Median List Price
$676,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%

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 $899,884
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