Chester, MD Homes for Sale

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  $649,990 New Construction

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

  102 Warbler Way Unit 2911, Chester, MD 21619

  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
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  $300,000 Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,069 Sq Ft

  102 Merganser Ct, Chester, MD 21619

  Come see this spacious, coastal inspired condo at Bayside on Kent Island. This 2 BR/2 Bath home offers all the benefits of first floor,one level living. A welcoming entrance whispers, " stay awhile" with a sunny patio area overlooking a lush lawn and water views. Inside you will notice plenty of windows, light, and an open-concept design that creates the perfect mood for that "laid back" Kent

  Carol Delayo Chaney Homes, LLC

  102 Merganser Ct, Chester, MD 21619
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  $395,000

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  1838 Sherman Dr, Chester, MD 21619

  Nestled in the heart of Chester, Maryland on the beautiful Eastern Shore, this charming rancher offers comfort and convenience. Inside, a bright and inviting interior features neutral tones, modern finishes, and a functional layout ideal for everyday living. The light-filled dining area overlooks the backyard and flows into the galley kitchen, complete with stainless steel appliances, ample

  Bret Merson Keller Williams Realty Centre

  1838 Sherman Dr, Chester, MD 21619
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  $294,900

  • 1 Bed
  • 1 Bath
  • 724 Sq Ft

  6 G Queen Victoria Way, Chester, MD 21619

  Price Improvement!! Marina-front and perfectly sized for easy living or a weekend escape. This one-bedroom one-bath condo offers approximately 724 square feet with an open floor plan and a geourgous view. Walk into a bright living area that flows seemlessly into the adjacent kitchen, creating an inviting and functional space for everyday living or entertaining. The kitchen has been updated with

  Julia Stevens Realty Navigator

  6 G Queen Victoria Way, Chester, MD 21619
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  $699,000

  • 2 Beds
  • 2 Baths
  • 2,025 Sq Ft

  249 Warbler Way, Chester, MD 21619

  **OPEN HOUSE SATURDAY 3/28/26! 10am to 12pm** No waiting on the Builder here! This almost brand new Jenkins II Model was built just last year and boasts soaring, coffered and vaulted ceilings in the 2,025 sf of spaciousness! The generously sized primary suite & spa like bath with a huge walk-in-closet, double vanities & walk-in-shower is sure to make you feel like Royalty! The 2nd bedroom & full

  Pamela Ackermann-Doll RE/MAX Executive

  249 Warbler Way, Chester, MD 21619
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  /22

  $989,990 New Construction

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

  110 Boatswain Way Unit 44, Chester, MD 21619

  Open-concept kitchen, dining area, & great room designed for effortless flow. Gourmet kitchen with ample cabinetry for streamlined storage & prep. Dry bar creates a dedicated space for serving & display. Fireplace adds warmth & character to the great room. Owner’s suite with sitting room, walk-in closet & private bath. Frameless shower door delivers a sleek, spa-like touch in the owner’s bath.

  K. Hovnanian Homes Builder

  110 Boatswain Way Unit 44, Chester, MD 21619
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  $1,389,667 New Construction

  • 3 Beds
  • 3 Baths
  • 2,772 Sq Ft

  123 Flycatcher Way, Chester, MD 21619

  Well-equipped kitchen with stacked dark stained cabinetry & glass uppers. Cozy fireplace adds warmth & character to spacious great room. Tranquil primary suite with generous walk-in closet. Productive home office for studying or reading. Private Extra Suite, great for overnight guests. Inviting screened patio for outdoor entertaining. Second floor loft provide addtionial living space.

  K. Hovnanian Homes Builder

  123 Flycatcher Way, Chester, MD 21619
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  $159,900

  • Land
  • 0.29 Acre
  • $551,379 per Acre

  0 Lot #1 Harley Ln, Chester, MD 21619

  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
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  $883,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,601 Sq Ft

  Munich ESP Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619

  Extra Suite Plus for multi-generational living. Striking kitchen with large center island and corner pantry. Spacious great room with tons of windows for natural sun light. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with split vanities and optional freestanding tub. Private home office off foyer for working from home. Large covered patio for enjoying the outdoors.

  K. Hovnanian Homes Builder

  131 Flycatcher Way Unit 36455262, Chester, MD 21619

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