5,159

Queen Annes, MD Homes in ZIP Code 21619

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  • /61

    $799,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,453 Sq Ft

    194 Sailcloth Way, Chester, MD 21619

    Welcome to your dream home situated on a coveted premium lot that backs to the woods giving you endless views of wildlife. The first-floor living is ideal for all homeowners and offers you a large primary bedroom, an office/2nd bedroom and a completely open concept on the main level. The kitchen boasts custom cabinets, stainless steel appliances, double oven, gas range with exhaust hood and

    Ross Hunsberger Coldwell Banker Realty

    194 Sailcloth Way, Chester, MD 21619
  • /26

    $999,900 Sold Jul 23, 2025

    • 1,900 Sq Ft
    • $526/SF
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    218 Switchgrass Way Unit 32, Chester, MD 21619

    Private home office offers a quiet & functional workspace.Gourmet kitchen features a center island & built-in wall oven.Dining area with a dry bar adds convenience for hosting.Great room includes an electric fireplace & balcony access.Sliding glass doors connect indoor & outdoor living spaces.Owner's suite with private balcony creates a serene

    K. Hovnanian Homes

    218 Switchgrass Way Unit 32, Chester, MD 21619
    • /69

      Est $624,180 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft

      201 Gibson Cir, Chester, MD 21619

      201 Gibson Cir, Chester, MD 21619
  • /34

    $847,500

    • 3 Beds
    • 3 Baths
    • 2,583 Sq Ft

    124 Nauset Ln, Chester, MD 21619

    Turnkey Luxury with Over $175K in Upgrades – Four Seasons at Kent IslandThis beautifully enhanced Killarney with Loft model in Phase I offers the ultimate in resort-style living, featuring over $100K in builder upgrades and $75K in custom renovations.The gourmet kitchen impresses with a 10’ white quartz island, dry bar, SMART stainless appliances, InstaHot water dispenser, and

    Jennifer Thomas RE/MAX Executive

    124 Nauset Ln, Chester, MD 21619
  • /17

    $814,900 Sold Jul 23, 2025

    • 2,602 Sq Ft
    • $313/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    201 Switchgrass Way Unit 34, Chester, MD 21619

    Home office with double doors for privacy.Great room with an electric fireplace for warmth & charm.Large central island anchors the gourmet kitchen.Dry bar in dining area creates a perfect hosting space.Owner’s suite with a serene sitting room & balcony access.Dual walk-in closets for organized living.Owner’s bath with sleek dual vanities & spacious

    K. Hovnanian Homes

    201 Switchgrass Way Unit 34, Chester, MD 21619
    • /31

      Est $360,388 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft

      1817 Stevens Dr, Chester, MD 21619

      1817 Stevens Dr, Chester, MD 21619
  • /38

    $805,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 3,065 Sq Ft

    104 Woods Rd, Chester, MD 21619

    FANTASTIC HOME! THE COMPLETE PACKAGE AND THEN MORE! TWO PRIMARY BEDROOM/BATH SUITES! BOTH WITH GIANT WALK IN CLOSETS! EACH PRIMARY BATH HAS A STEP IN SHOWER, DOUBLE STONE VANITY PLUS SOAKING TUB! THIS HOME HAS A TOTAL OF 5 BEDROOMS PLUS 3 AND ONE HALF BATHS! PLENTY OF SPACE FOR THE HOME OFFICE! THE OPEN KITCHEN IS FULLY UPDATED WITH ISLAND, STAINLESS STEEL DOUBLE OVENS, COOKTOP, DRAWER

    Temple Peirce Cummings & Co. Realtors

    104 Woods Rd, Chester, MD 21619
  • /26

    $679,900 Sold Jul 23, 2025

    • 1,900 Sq Ft
    • $358/SF
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    211 Switchgrass Way Unit 42, Chester, MD 21619

    Private home office for working or reading.Chef-worthy gourmet kitchen & spacious island perfect for meal prepping.Elegant dining area with convenient dry bar, perfect for entertaining.Open, airy great room with electric fireplace & tray ceiling.Serene owner's suite with crown moulding and balcony access.Glamorous owner's spa bath featuring split vanities.Relaxing

    K. Hovnanian Homes

    211 Switchgrass Way Unit 42, Chester, MD 21619
    • /29

      Est $355,346 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,066 Sq Ft

      1908 Harbor Dr, Chester, MD 21619

      1908 Harbor Dr, Chester, MD 21619
  • /56

    $849,500 Open Sat 11AM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,745 Sq Ft

    223 Broadwater Dr, Chester, MD 21619

    ****************Welcome to Your Dream Home at Four Seasons on Kent Island*******************Step into refined elegance and low-maintenance luxury living with this stunning Killarney w/Loft model, the most sought-after floor plan in the exclusive Four Seasons at Kent Island community. This single family home blends style, comfort, and functionality, in one of the Eastern Shore's premier 55+

    Ralph Kennedy RE/MAX Executive

    223 Broadwater Dr, Chester, MD 21619
  • /42

    $719,900 Sold Jul 22, 2025

    • 2,791 Sq Ft
    • $258/SF
    • 11 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    510 Warbler Way, Chester, MD 21619

    Introducing the Simone – Where Modern Comfort Meets Farmhouse CharmProjected for settlement on July 2025, the Simone home design offers the perfect blend of open-concept living and timeless Farmhouse style. With 4 spacious bedrooms, 3 full baths, and a 2-car garage, this home is designed with both functionality and flair.Step inside to find stylish laminate flooring flowing

    Mary Anne Kowalewski KOVO Realty

    510 Warbler Way, Chester, MD 21619
    • /22

      Est $1,609,092 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 780 Sq Ft

      2012 Chester Rd, Chester, MD 21619

      2012 Chester Rd, Chester, MD 21619
  • /57

    $789,000

    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    314 Thomas White Blvd, Chester, MD 21619

    Welcome to 314 Thomas White Blvd. Nestled in the sought-after waterfront community of Gibson’s Grant, this 4-bedroom, 3.5-bath home offers the perfect blend of refined living and relaxed coastal comfort. You will fall in love with the inviting front porch to the detached garage with the 4th bedroom and 3rd full bath over top. The oversized lot offers space for you to create your private oasis

    Kathleen Higginbotham Keller Williams Flagship

    314 Thomas White Blvd, Chester, MD 21619
  • /44

    $295,000 Sold Jul 21, 2025

    • 1,073 Sq Ft
    • $275/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    513 Teal Ct, Chester, MD 21619

    *Experience a getaway lifestyle at this stunning 2nd-floor condominium nestled within the prestigious Bayside Condominium Community. Enjoy peaceful views of the pond and fountain from the private balcony. You will delight in the pond views from the living room, dining and kitchen. The spacious living room features built-ins and seamlessly transitions into the dining area, complete with a sliding

    April Heim Rosendale Realty

    513 Teal Ct, Chester, MD 21619
    • /26

      Est $355,144 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,274 Sq Ft

      200 Church St, Chester, MD 21619

      200 Church St, Chester, MD 21619
  • /44

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    1773 Harbor Dr, Chester, MD 21619

    Custom built waterfront home in Harbor View! Come on in and make it your own! Excellent views of the water from every room in the house! Kitchen with lots of storage and counter space opens to two-story living room with floor to ceiling windows! Main level bedroom that could be converted into a primary suite! Upstairs primary suite has excellent views of the water, overlooks living area, and has

    Jessica Busch Keller Williams Flagship

    1773 Harbor Dr, Chester, MD 21619
  • /58

    $1,435,900 Sold Jul 17, 2025

    • 2,602 Sq Ft
    • $552/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    218 Switchgrass Way Unit 1744, Chester, MD 21619

    Stylish Comfort & Thoughtful Design – SevernReady for June 2025 move-in, the Severn offers a refined take on condo living with 3 bedrooms, 2.5 baths, and a 1-car garage—all wrapped in elegant, low-maintenance style.The open-concept layout features laminate flooring throughout, with tile in both full baths, creating a clean and cohesive flow from room to room. At the heart of the

    Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1744, Chester, MD 21619
    • /35

      Est $398,938 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,260 Sq Ft

      28A Queen Mary Ct, Chester, MD 21619

      28A Queen Mary Ct, Chester, MD 21619
  • /48

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    9B Queen Victoria Way, Chester, MD 21619

    This 1680 sq ft , 2 1/2 story townhome & this community have it all! It features many updates within the last year. It is "move-in ready", and if you would like, most furniture can be conveyed.. The updates include a new main-level half bath & a new full bathroom on the top level, both have new flooring, ADA-compliant toilets, new vanity/sink & faucets, and paint. Interior doors are 6 panel

    Melanie Mcknight RE/MAX Professionals

    9B Queen Victoria Way, Chester, MD 21619
  • /55

    $649,900 Sold Jul 15, 2025

    • 2,003 Sq Ft
    • $324/SF
    • 8 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    218 Switchgrass Way Unit 1711, Chester, MD 21619

    Magothy | Projected Settlement: June 2025Welcome to the Magothy, a thoughtfully designed home with an anticipated move-in date of June 2025. This elegant residence offers 2 bedrooms, 2.5 bathrooms, and a 1-car garage, perfectly blending comfort and modern convenience.Interior Highlights:Spacious Home Office with lighted French doorsStylish dry bar – ideal for

    Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1711, Chester, MD 21619
    • /23

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft

      1437 Cox Neck Rd, Chester, MD 21619

      1437 Cox Neck Rd, Chester, MD 21619
  • /56

    $950,000

    • 4 Beds
    • 4 Baths
    • 3,450 Sq Ft

    255 Sailcloth Way, Chester, MD 21619

    Welcome to 255 Sailcloth Way in Chester’s premier 55+ community—K. Hovnanian’s Four Seasons at Kent Island. This upgraded Santorini model is perfectly situated on a cul-de-sac premium lot and features 4 bedrooms, 4 full baths, and double primary suites—ideal for multigenerational living or hosting guests in comfort. Enjoy high-end finishes throughout, including LVP flooring, a chef’s kitchen with

    Kathleen Higginbotham Keller Williams Flagship

    255 Sailcloth Way, Chester, MD 21619
  • /42

    $679,000 Sold Jul 15, 2025

    • 2,134 Sq Ft
    • $318/SF
    • 33 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2013

    194 Evelyne St, Chester, MD 21619

    Welcome to 194 Evelyne Street, located in the sought-after waterfront community of Gibson's Grant! Get ready to embrace the laid-back, coastal lifestyle you’ve always dreamed of—right from the comfort of home. If you've been searching for the ease and comfort of one-level living, your search ends here!This beautifully crafted Stanford model by Koch Homes offers just over 2,000 square feet of

    Tara Trout Keller Williams Flagship

    194 Evelyne St, Chester, MD 21619
    • /57

      Est $488,730 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,680 Sq Ft

      4E Queen Victoria Way, Chester, MD 21619

      4E Queen Victoria Way, Chester, MD 21619
  • /37

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    162 Kirwans Landing Ln, Chester, MD 21619

    Welcome to 162 Kirwans Landing Lane—a beautifully updated residence located in the sought-after, water-privileged community of Kirwans Landing. Set on 1.4 private acres, this 4-bedroom, 2.5-bath home offers a seamless blend of refined comfort and exceptional outdoor living.Inside, you’ll find hardwood floors throughout both levels, a renovated kitchen with granite countertops, custom

    Brad Kappel TTR Sotheby's International Realty

    162 Kirwans Landing Ln, Chester, MD 21619
  • /66

    $1,700,000 Sold Jul 11, 2025

    • 2,824 Sq Ft
    • $602/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1992

    2921 Cox Neck Rd E, Chester, MD 21619

    Welcome to waterfront living at its finest in the highly sought-after Southwind community on Kent Island, where this stunning home offers one of the most breathtaking views of Crab Alley Bay. Perfectly positioned with an east-facing orientation, you'll enjoy spectacular sunrises that paint the sky and reflect off the water each morning. This beautifully designed 4-bedroom, 2.5-bath residence

    Lynn Tuozzo Berkshire Hathaway HomeServices PenFed Realty

    2921 Cox Neck Rd E, Chester, MD 21619
    • /36

      Est $484,609 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft

      1911 Keister Dr, Chester, MD 21619

      1911 Keister Dr, Chester, MD 21619
  • /47

    $619,900

    • 2 Beds
    • 2 Baths
    • 1,913 Sq Ft

    224 Bayberry Dr, Chester, MD 21619

    Discover the charm of this meticulously maintained, one-owner Donegal model nestled in the highly desirable, water-privileged 55+ community of Four Seasons at Kent Island. This stunning single-family home features an expansive open-concept layout, enhanced with designer lighting and custom finishes that elevate the home's ambiance.Step into a spacious kitchen that serves as the heart of

    Petra Quinn Realty Navigator

    224 Bayberry Dr, Chester, MD 21619
  • /77

    $540,000 Sold Jun 30, 2025

    • 2,003 Sq Ft
    • $270/SF
    • 47 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2021

    4000 Herons Nest Way Unit 11, Chester, MD 21619

    Welcome to resort living at its finest, where active living meets luxury and convenience. This first-floor condo offers a unique blend of features and upgrades, making it move-in ready today. The first-floor location is perfect for convenience—especially when it comes time to take your furry friends for a walk! You can easily step off your patio to enjoy nature or take your pup for a walk! The

    Christine Vorsteg Keller Williams Flagship

    4000 Herons Nest Way Unit 11, Chester, MD 21619
    • /28

      Est $370,371 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,368 Sq Ft

      206 Church St, Chester, MD 21619

      206 Church St, Chester, MD 21619
  • /39

    $479,000

    • 3 Beds
    • 4 Baths
    • 1,899 Sq Ft

    312 Blenny Ln, Chester, MD 21619

    You do not want to miss this opportunity to enjoy island living in this maintenance free, WATER VIEW-End UNIT! Come enjoy island living in the Bayside Community. Offering POND views from every window in this sought after end unit home complete with beautiful landscaping. Relax on your spacious deck overlooking the pond complete with 2 fountains or invite family and friends to enjoy a cookout

    Judith Brown Samson Properties

    312 Blenny Ln, Chester, MD 21619
  • /45

    $650,000 Sold Jun 26, 2025

    • 2,551 Sq Ft
    • $255/SF
    • 21 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    106 Woods Rd, Chester, MD 21619

    This beautifully updated Kent Island retreat in the Benton’s Pleasure community offers space, style, and serenity, with over 2,500 square feet of thoughtfully designed living on more than half an acre. Surrounded by mature landscaping and blooming flowers, the home sits in a peaceful, private setting with no houses directly across the street, just a tranquil view of the woods. Step onto the

    Jackie Ball Daley Northrop Realty

    106 Woods Rd, Chester, MD 21619
    • /3

      Est $2,040,879 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,885 Sq Ft

      2909 Cox Neck Rd E, Chester, MD 21619

      2909 Cox Neck Rd E, Chester, MD 21619
  • /79

    $529,250

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    49 Queen Guinivere Way, Chester, MD 21619

    Welcome to Queens Landing, where resort-style living meets the comfort of home. This beautifully updated townhome offers 1,440 square feet of thoughtfully designed living space plus an open sunroom, adding approximately 160 additional square feet, creating a seamless and spacious floor plan ideal for everyday living and entertaining.Enjoy panoramic water views from every room - lake and

    Julia Stevens Realty Navigator

    49 Queen Guinivere Way, Chester, MD 21619
  • /36

    $507,500 Sold Jun 26, 2025

    • 2,250 Sq Ft
    • $226/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1991

    300 Skyler Ave, Chester, MD 21619

    Welcome to this beautifully maintained home in a quiet Chester neighborhood, just one house off the water. Situated on a spacious 0.75-acre lot, this recently updated home has been freshly painted and is move-in ready. The main level features a spacious kitchen with granite countertops, stainless steel appliances, an island with additional storage, and elegant cabinetry. The open dining area

    Mike Altobelli RE/MAX Realty Services

    300 Skyler Ave, Chester, MD 21619
    • /55

      Est $1,074,806 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,692 Sq Ft

      2802 Cox Neck Rd, Chester, MD 21619

      2802 Cox Neck Rd, Chester, MD 21619
  • /36

    $705,000

    • 4 Beds
    • 3 Baths
    • 3,151 Sq Ft

    242 Peregrine Dr, Chester, MD 21619

    AVAILABLE IMMEDIATELY! Introducing the Simone – Where Modern Comfort Meets Farmhouse Charm. This 6 month old Simone offers the perfect blend of open-concept living and timeless Farmhouse style with 4 spacious bedrooms, 3 full baths, and a 2-car garage, this home is designed with both functionality and flair. Step inside to find stylish laminate flooring flowing through the foyer, hallways,

    Pamela Owens Anchor Group Realty, LLC

    242 Peregrine Dr, Chester, MD 21619
  • /37

    $520,000 Sold Jun 24, 2025

    • 2,106 Sq Ft
    • $247/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    327 Cross Creek Ct, Chester, MD 21619

    Do not miss! Clayborne Woods is a private community with one way in and one way out! Neighbors describe it as close knit, friendly, and a place they do not want to leave! This home sits on a prime lot in the neighborhood, with wooded views from almost every side, affording you the Eastern Shore serene living you come here to get! As you enter this home, you'll notice it's warm tones throughout.

    Violeta Aguirre Long & Foster Real Estate, Inc.

    327 Cross Creek Ct, Chester, MD 21619
    • /25

      Est $420,233 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft

      1701 Harbor Dr, Chester, MD 21619

      1701 Harbor Dr, Chester, MD 21619
  • /77

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    132 Claiborne St, Chester, MD 21619

    Sitting pretty on one of the largest, level lots in the prestigious Gibson's Grant Community, w/ beautiful landscaping, flowers now blooming, and a lawn irrigation system. The lot is enhanced with landscape lighting and a wood fence. This front porch Chatham model is inviting w/sidewalk extension and has a good view of the peaceful pond and natural surroundings. The foyer and main level have

    Melanie Mcknight RE/MAX Professionals

    132 Claiborne St, Chester, MD 21619

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