6,914

Kent, MD Homes

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  • /33

    $685,000 Sold Mar 07, 2025

    • 2,512 Sq Ft
    • $273/SF
    • 0 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    317 Union Church Rd, Chestertown, MD 21620

    Welcome to 317 Union Church Rd, Stunning Custom Built Farmhouse with all the bells and whistles perfectly sited on over 1 acre. Open concept yet defined spaces allow this home to function wonderfully for entertaining and everyday living...The home exudes style and hospitality from its covered wraparound plantation porch through to the welcoming extra wide entry, seamlessly flowing to the

    Karen Clark Clark & Co Realty, LLC

    317 Union Church Rd, Chestertown, MD 21620
    • /16

      Est $264,994 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      319 Round Top Rd, Chestertown, MD 21620

      319 Round Top Rd, Chestertown, MD 21620
  • /5

    $225,000

    • Land
    • 0.96 Acre
    • $234,375 per Acre

    3 Haacke Dr, Chestertown, MD 21620

    This prime commercial lot offers an exceptional opportunity for your next business venture. Situated on Haacke Drive, this 0.96+/ -acre parcel is zoned C-1, which allows for a variety of commercial uses. With limited commercial land available in the town and county, this is a rare find in a desirable location with great potential for visibility and customer traffic. There is also potential for

    Hayley Norris Select Land & Homes, LLC

    3 Haacke Dr, Chestertown, MD 21620
  • /21

    $325,000 Sold Mar 06, 2025

    • 2,376 Sq Ft
    • $137/SF
    • 18 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1969

    10061 Flatland Rd, Chestertown, MD 21620

    Charming, very well-maintained home located just outside historic Chestertown. The side entrance has a spacious deck and ramp that leads to a full blacktop driveway. Unique split level back entrance. 1.3 grassy acres. Large unfinished basement for extra living space. Hardwood flooring beneath the carpet. Updates include recent paint in interior rooms, (except Kitchen), new paint basement,

    Jo Ann Edwards The Hogans Agency

    10061 Flatland Rd, Chestertown, MD 21620
    • /19

      Est $306,352 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,263 Sq Ft

      332 Longfellow Dr, Chestertown, MD 21620

      332 Longfellow Dr, Chestertown, MD 21620
  • /7

    $250,000

    • Land
    • 0.93 Acre
    • $268,817 per Acre

    2 Scheeler Rd, Chestertown, MD 21620

    This prime commercial lot offers an exceptional opportunity for your next business venture. Situated at the highly visible corner of Scheeler Road and Haacke Drive, this 0.93+/- acre parcel is zoned C-1, which allows for a variety of commercial uses. With limited commercial land available in the County, this is a rare find in a desirable location with great potential for visibility and customer

    William Norris Select Land & Homes, LLC

    2 Scheeler Rd, Chestertown, MD 21620
  • /21

    $165,300 Sold Mar 05, 2025

    • 1,545 Sq Ft
    • $107/SF
    • 129 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1938

    23110 Old Fairlee Rd, Chestertown, MD 21620

    Welcome to this lovely home with a detached garage in the community of Woods Edge in Kent County! The home features three spacious bedrooms with built-in closets, a full bath with dual vanities and a soaking tub, a family room with a fireplace that opens to the kitchen with appliances and wooden cabinets, and a sunroom with tiled floors and a sliding door that leads to the backyard. The home is

    Gina Gargeu Century 21 Downtown

    23110 Old Fairlee Rd, Chestertown, MD 21620
    • /43

      Est $337,016 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,304 Sq Ft

      537 Truslow Rd, Chestertown, MD 21620

      537 Truslow Rd, Chestertown, MD 21620
  • /67

    $659,000

    • 4 Beds
    • 3.5 Baths
    • 3,684 Sq Ft

    11040 Kylie Ln, Chestertown, MD 21620

    Rare lake front property in Kent County! Welcome to your serene getaway nestled on 2.62 acres of partially wooded land on Urieville Lake! This stunning 4-bedroom, 3.5-bathroom home offers the perfect blend of comfort and privacy, making it an ideal retreat for families and nature enthusiasts alike. With an option of a first floor bedroom there are currently three bedrooms on the second floor and

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    11040 Kylie Ln, Chestertown, MD 21620
  • /35

    $355,675 Sold Feb 28, 2025

    • 1,872 Sq Ft
    • $190/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    10724 Foreston Rd, Chestertown, MD 21620

    Your dream home is waiting! This remodeled home is waiting for you in the serene water-privileged community of Chesapeake Landing, just minutes from downtown Chestertown. The community offers exclusive access to a boat ramp, a small marina with boat slips, picnic area, and picturesque walking trails. This inviting 3-bedroom, 2-bath residence offers an ideal blend of comfort, convenience, and

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    10724 Foreston Rd, Chestertown, MD 21620
    • /31

      Est $356,477 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft

      707 Round Top Rd, Chestertown, MD 21620

      707 Round Top Rd, Chestertown, MD 21620
  • /44

    $1,350,000

    • 3 Beds
    • 3.5 Baths
    • 4,446 Sq Ft

    23393 Cacaway Farm Ln, Chestertown, MD 21620

    **Exclusive Waterfront Craftsman Home with Sandy Beach – A Rare Opportunity**Nestled on the serene East Fork of Langford Creek/Bay, this stunning 3-bedroom Craftsman-style home offers the perfect blend of comfort, privacy, and natural beauty. With approximately150 feet of shoreline and a sandy beach, this property is a true waterfront gem.**Key Features:**- **Spacious Great

    Ashton Kelley Gunther-McClary Real Estate

    23393 Cacaway Farm Ln, Chestertown, MD 21620
  • /21

    $305,000 Sold Feb 27, 2025

    • 1,028 Sq Ft
    • $297/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1976

    116 Fairview Dr, Chestertown, MD 21620

    Move-in ready and waiting for you! Start the new year in this charming 3-bedroom, 1-bath rancher. The brand-new kitchen is a showstopper, featuring sleek granite countertops, stylish new cabinets, and stainless steel appliances. Durable and attractive LVP flooring flows seamlessly throughout the home, creating a low-maintenance living space. Freshly painted from top to bottom, this home feels

    Jody Baker Cross Street Realtors LLC

    116 Fairview Dr, Chestertown, MD 21620
    • /25

      Est $334,779 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,360 Sq Ft

      324 Longfellow Dr, Chestertown, MD 21620

      324 Longfellow Dr, Chestertown, MD 21620
  • /33

    $395,000

    • 7 Beds
    • 3.5 Baths
    • 3,664 Sq Ft

    349 High St, Chestertown, MD 21620

    A Rare Opportunity in the Heart of Historic ChestertownDiscover a truly special offering in the vibrant core of Chestertown’s Historic and Arts & Entertainment Districts. Owned by the same family for over 50 years, this multi-family property sits on a generous double lot known historically as the Laurence Lots—featured on original town maps and steeped in local heritage.Brimming with character

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    349 High St, Chestertown, MD 21620
  • /15

    $325,000 Sold Feb 27, 2025

    • 2,460 Sq Ft
    • $132/SF
    • 112 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    117 Primrose Rd, Chestertown, MD 21620

    Ranch home located in Primrose Point neighborhood( Queen Anne's County with Chestertown address), only ten minutes from downtown Chestertown. This home offers large rooms that could be modified to create a formal dining room and seperate family room if desired. The swimming pool has not been used for two years. This property is being sold "AS-IS". Sign posted.

    Herschell Claggett Davis Real Estate, Inc.

    117 Primrose Rd, Chestertown, MD 21620
    • /35

      Est $298,652 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,144 Sq Ft

      121 Tuxedo Rd, Chestertown, MD 21620

      121 Tuxedo Rd, Chestertown, MD 21620
  • /47

    $395,000

    • Studio
    • 3,664 Sq Ft

    349 & 351 High St, Chestertown, MD 21620

    A Rare Opportunity in the Heart of Historic ChestertownDiscover a truly special offering in the vibrant core of Chestertown’s Historic and Arts & Entertainment Districts. Owned by the same family for over 50 years, this multi-family property sits on a generous double lot known historically as the Laurence Lots—featured on original town maps and steeped in local heritage.Brimming with character

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    349 & 351 High St, Chestertown, MD 21620
  • /17

    $283,000 Sold Feb 19, 2025

    • 1,840 Sq Ft
    • $154/SF
    • 38 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2003

    104 Oak Leaf Dr, Chestertown, MD 21620

    Welcome to your new home in the vibrant community of Chestertown! This beautiful 3-bedroom, 3.5-bath townhome features an open layout perfect for modern living. The heart of the home is the stylish kitchen, equipped with contemporary finishes and ample storage.Enjoy relaxing in the spacious living area or step outside to your private deck—ideal for entertaining or soaking up the sun. The

    Krystal Zellner Crown Homes Real Estate

    104 Oak Leaf Dr, Chestertown, MD 21620
    • /6

      Est $285,344 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft

      210 Creston Rd, Chestertown, MD 21620

      210 Creston Rd, Chestertown, MD 21620
  • /3

    $20,000

    • Land
    • 0.09 Acre
    • $222,222 per Acre

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620

    One parcel comprised of 2 cleared lots in Tolchester Estates. The community is on the Chesapeake Bay and the residents have access to the beach and there is a marina close by.County states water/sewer allocation is available. Buyer to confirm with due diligence.

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620
  • /38

    $389,900 Sold Feb 06, 2025

    • 1,344 Sq Ft
    • $290/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2021

    109 Grant Ct, Chestertown, MD 21620

    This meticulously maintained 3-bedroom, 2-bathroom ranch-style home offers the perfect blend of comfort and modern features. Located in a tranquil setting that backs to farmland, it boasts an open floor plan with cathedral ceilings, creating a spacious and airy atmosphere throughout. The upgraded kitchen with stainless steel appliances that make it ideal for both cooking and entertaining. The

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    109 Grant Ct, Chestertown, MD 21620
    • /33

      Est $496,667 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,900 Sq Ft

      118 Harlan Loop, Chestertown, MD 21620

      118 Harlan Loop, Chestertown, MD 21620
  • /3

    $55,000

    • Land
    • 0.70 Acre
    • $78,571 per Acre

    0 Map 36 Parcel 80 Watertower Rd Unit MDKE2003624, Chestertown, MD 21620

    Exciting opportunity awaits with this open lot located in Fairlee, Md. This parcel of land offers the perfect canvas for your dream home or investment project. .69 acres provides ample space for your vision to flourish. The property is allocated for public water and sewer, so the new owner won’t have to worry about drilling a well or paying for and maintaining a septic system! Allocations are

    Andrew Meikle Doug Ashley Realtors, LLC

    0 Map 36 Parcel 80 Watertower Rd Unit MDKE2003624, Chestertown, MD 21620
  • /29

    $600,000 Sold Feb 06, 2025

    • 2,672 Sq Ft
    • $225/SF
    • 155 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2007

    110 Birch Run Rd, Chestertown, MD 21620

    CUSTOM - BUILT 4 BEDROOM/3 BATH CUSTOM BUILT CONTEMPORARY on a corner .37acre lot in the desirable neighborhood of Mile Tree Village. This gorgeous, meticulously maintained home offers all on one floor living in light-filled open floor plan comfort. Features include cathedral and vaulted ceilings in the main living area and master bedroom; handsome maple flooring throughout the central living

    Paula Ruckelshaus Long & Foster Real Estate, Inc.

    110 Birch Run Rd, Chestertown, MD 21620
    • /58

      Est $794,985 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,565 Sq Ft

      105 S Water St, Chestertown, MD 21620

      105 S Water St, Chestertown, MD 21620
  • /9

    $1,150,000

    • Land
    • 1.56 Acres
    • $737,179 per Acre

    206 Cannon St, Chestertown, MD 21620

    Extraordinary development opportunity in downtown historic Chestertown. Large parcel of land (1.56+/- acres) zoned C-2 (half R1 and half R5 zoning) many permitted uses such as Muliple-Family dwelling, Townhouses, professional and business offices, non-profit museums, and others. Includes 1 building (Warehouse) and property fronts on three streets. Excellent location-- just a few blocks to the

    Brian Gearhart Benson & Mangold, LLC

    206 Cannon St, Chestertown, MD 21620
  • /10

    $390,000 Sold Feb 06, 2025

    • Land
    • 2.30 Acres
    • $169,565 per Acre
    • 322 Days On Market

    0 Truslow Farm Ln, Chestertown, MD 21620

    Opportunity to claim your own 2.3 acres of waterfront situated amidst the serene beauty of Truslow farm. This parcel represents one of the last untouched waterfront canvases on the Chester River, eagerly awaiting your imagination to bring it to life as your dream home or waterfront escape. Located just across the river from the vibrant events of the Sultana, Downrigging, Tea Party festivals, and

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Truslow Farm Ln, Chestertown, MD 21620
    • /39

      Est $259,776 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,102 Sq Ft

      114 School Rd, Chestertown, MD 21620

      114 School Rd, Chestertown, MD 21620
  • /2

    $15,000

    • Land
    • 0.34 Acre
    • $44,118 per Acre

    0 Sheldrake Dr, Chestertown, MD 21620

    Great opportunity to own a lot in Chesapeake Landing! Currently does not have a valid perc. Water access to Worton Creek if you join the voluntary civic association! Close to Worton Marina and Chestertown.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    0 Sheldrake Dr, Chestertown, MD 21620
  • /24

    $299,900 Sold Jan 31, 2025

    • 1,288 Sq Ft
    • $233/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    7500 Shortall St, Chestertown, MD 21620

    This charming 3-bedroom, 2-bath rancher nestled in a serene setting of Quaker Estates is a gem you won't want to miss! This modern 2018 home offers a perfect blend of comfort and style on a back corner lot with scenic trees on two sides. The perfect split bedroom design with large open central living room, kitchen, and dining with generous space perfect for gatherings. Durable vinyl laminate

    Lona Todd Taylor Properties

    7500 Shortall St, Chestertown, MD 21620
    • /33

      Est $324,590 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft

      10550 Klamath Rd, Chestertown, MD 21620

      10550 Klamath Rd, Chestertown, MD 21620
  • /2

    $12,000

    • Land
    • 0.34 Acre
    • $35,294 per Acre

    0 Buck Neck Rd Unit MDKE2005262, Chestertown, MD 21620

    Recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not buildable. Any reasonable offer considered!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Buck Neck Rd Unit MDKE2005262, Chestertown, MD 21620
  • /23

    $379,989 Sold Jan 30, 2025

    • 2,128 Sq Ft
    • $179/SF
    • 56 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1999

    107 Char Nor Manor Blvd, Chestertown, MD 21620

    Chester River Waterfront with dock and 4-5’ water depth. Enjoy sunsets and western views over the upper Chester River while having the opportunity to crab and fish from your own Dock! 5 bedroom and 3 full baths, sunroom, spacious kitchen with island, and spacious lot. Reasonably priced waterfront under $500,000.00. Great vacation home opportunity! All improvements being sold in "AS-IS" condition.

    William Norris Select Land & Homes, LLC

    107 Char Nor Manor Blvd, Chestertown, MD 21620
    • /28

      Est $527,872 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,067 Sq Ft

      116 Harlan Loop, Chestertown, MD 21620

      116 Harlan Loop, Chestertown, MD 21620
  • /2

    $15,000

    • Land
    • 0.34 Acre
    • $44,118 per Acre

    0 Lenapah Rd, Chestertown, MD 21620

    Discover your own piece of paradise in Lenapah, Chestertown, MD! This expansive 14,500 square foot lot offers endless possibilities for your dream home or investment vision. Nestled in a serene setting, this raw land is ready for your creative touch. Embrace the tranquility of nature while being just a short drive from local amenities. Whether you’re looking to build your dream oasis or a savvy

    Michael Bennett Compass

    0 Lenapah Rd, Chestertown, MD 21620
  • /57

    $427,000 Sold Jan 29, 2025

    • 1,995 Sq Ft
    • $214/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1997

    313 S Queen St, Chestertown, MD 21620

    Amazing opportunity to own a lovely townhouse, located in a row of 6 charming townhomes across from Wilmer Park with water views of the Chester River. No HOA or dues. Walk to restaurants, quaint shops and art galleries downtown or walk over to the Chestertown Marina just a couple of minutes away. Inside you will find an updated kitchen with open access to the dining area and vaulted living

    Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    313 S Queen St, Chestertown, MD 21620
    • /7

      Est $327,121 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft

      23235 Myers Rd, Chestertown, MD 21620

      23235 Myers Rd, Chestertown, MD 21620
  • /2

    $64,000

    • Land
    • 1.37 Acres
    • $46,715 per Acre

    0 Old Morgnec Rd Unit MDKE2004974, Chestertown, MD 21620

    (Lot 2 - .685 acres & Lot 3 - .689 acres) Conveniently located slightly off 291, in a private area on a dead-end road, this property is close to Chestertown and minutes away from route 301. Lots sit high off the road level and adorned with young saplings. Soil evaluation from 2011 approved for 3 beds and a 2,000 sq ft home, located just outside the critical area. Lots being sold together!

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    0 Old Morgnec Rd Unit MDKE2004974, Chestertown, MD 21620
  • /7

    $12,000 Sold Jan 24, 2025

    • Land
    • 0.34 Acre
    • $35,294 per Acre
    • 239 Days On Market

    0 Vireo Rd, Chestertown, MD 21620

    Perc approved building lot - see info under documents.Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually community members have access to all the community amenities.

    Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    0 Vireo Rd, Chestertown, MD 21620

Showing Results 241 - 280, Page 7 of 18

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