6,913

Kent, MD Homes

Section Image
    • /22

      Est $235,070 Not Listed For Sale

      • Studio
      • 1,080 Sq Ft

      340 Pine Tree Rd, Chestertown, MD 21620

      340 Pine Tree Rd, Chestertown, MD 21620
  • /3

    $240,000

    • 2 Beds
    • 1 Bath
    • 1,290 Sq Ft

    624 High St, Chestertown, MD 21620

    Step into the charm of historic Chestertown with this 2BR/1BA home full of potential. Featuring a screened front porch, spacious layout, and rear alley access, this property is perfect for investors or visionary buyers. Located just blocks from Washington College, the Chester River, downtown shopping, and restaurants, this home offers the ideal setting for a full-time residence, Airbnb, or

    Nicole Stephens Tesla Realty Group, LLC

    624 High St, Chestertown, MD 21620
  • /18

    $636,383 Sold Apr 24, 2025

    • 3,599 Sq Ft
    • $177/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    3650 Gratitude Way, Chestertown, MD 21620

    TO BE BUILT......Welcome to Ryan Homes at Gilbert Meadows. Offering ranch style & 2-story single family homes with 1st floor primary suites in Harford County, MD. Minutes to Rte. 22 & I-95 - Starting from the low $500's. Our homes are designed to make your life easier with open and modern designs connecting all the spaces you use most! Plus, our homes all offer all the conveniences of main-level

    Tineshia Johnson NVR, INC.

    3650 Gratitude Way, Chestertown, MD 21620
    • /16

      Est $386,084 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,560 Sq Ft

      206 Tamarack Rd, Chestertown, MD 21620

      206 Tamarack Rd, Chestertown, MD 21620
  • /10

    $74,900

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620
  • /25

    $431,000 Sold Apr 22, 2025

    • 1,766 Sq Ft
    • $244/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 1999

    130 Sheaffer Rd, Chestertown, MD 21620

    Welcome to The Grove in Chestertown, a picturesque location in Queen Anne's county, located just a short drive from Chesapeake College and historic Chestertown.130 Sheaffer Road offers peaceful living on over an acre of land with highlights such as main level bedrooms, an expansive fenced in backyard, two car garage, large shed for additional storage, and more! As you enter through the front

    Biana Arentz Coldwell Banker Realty

    130 Sheaffer Rd, Chestertown, MD 21620
    • /28

      Est $478,101 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,188 Sq Ft

      118 Hilltop Dr, Chestertown, MD 21620

      118 Hilltop Dr, Chestertown, MD 21620
  • /2

    $12,000

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

    0 Kinglet Rd, 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 Kinglet Rd, Chestertown, MD 21620
  • /44

    $560,000 Sold Apr 21, 2025

    • 2,408 Sq Ft
    • $233/SF
    • 115 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1976

    7938 Radcliffe Rd, Chestertown, MD 21620

    This impeccably maintained home is a true standout and has it ALL! With 5 spacious bedrooms - with both main level & upper level primary suites - and 3.5 baths, including a main level primary suite with a walk-in closet featuring a premium wood built-in system, dual vanity, and a double-headed walk-in tiled shower. This home offers both luxury and convenience. The updated kitchen is an ideal

    Liddy Campbell TTR Sotheby's International Realty

    7938 Radcliffe Rd, Chestertown, MD 21620
    • /11

      Est $518,136 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,619 Sq Ft

      300 Gatling Dr, Chestertown, MD 21620

      300 Gatling Dr, Chestertown, MD 21620
  • /42

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,789 Sq Ft

    26875 Mallard Rd, Chestertown, MD 21620

    Discover the luxury of coastal living with this masterpiece waterfront property located in a much sought-after location on the Chester River. When entering the home, you’re immediately greeted in the elegant foyer that opens to a formal dining room to the right, and an office to the left that could easily be converted to a first floor bedroom.The fully renovated chef’s kitchen features

    Lynn Hilfiker Gunther-McClary Real Estate

    26875 Mallard Rd, Chestertown, MD 21620
  • /53

    $375,000 Sold Apr 16, 2025

    • 3,389 Sq Ft
    • $111/SF
    • 29 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1956

    25740 Collins Ave, Chestertown, MD 21620

    Large Home with Private Pool & Separate Apartment!Nestled in a prime location, this solid, well-maintained home offers breathtaking views of the Chester River Yacht and Country Club Golf Course, creating an inviting and peaceful atmosphere. Originally built in 1956, the character and charm of this property shine through, with a cozy wood stove in the large den, and a welcoming fireplace in the

    Retha Arrabal Doug Ashley Realtors, LLC

    25740 Collins Ave, Chestertown, MD 21620
    • /33

      Est $431,361 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,792 Sq Ft

      240 Duke of Kent St, Chestertown, MD 21620

      240 Duke of Kent St, Chestertown, MD 21620
  • /12

    $575,000

    • Land
    • 3.01 Acres
    • $191,030 per Acre

    136 Truslow Farm Ln, Chestertown, MD 21620

    Don't miss this rare opportunity to own one of the only waterfront lots still available on the Chester River! Perfectly positioned just across the river from the historic charm of Chestertown, this premier property offers front-row access to the area's beloved events, including the Tea Party Festival, Fourth of July celebrations, and the Dickens Festival.Situated in a highly desirable and

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    136 Truslow Farm Ln, Chestertown, MD 21620
  • /16

    $195,000 Sold Apr 11, 2025

    • 1,350 Sq Ft
    • $144/SF
    • 0 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    21313 Persimmon Dr Unit 24, Chestertown, MD 21620

    This property is in great condition, with a nice kitchen, a living/dining room combo on the main level, a utility room and plenty of storage space. The living room has a slider out to the patio, and there is a storage shed there for outdoor storage. This is an end unit in great condition. Upstairs there are three bedrooms and a full bath. Nice light from windows and indoor lighting.

    Retha Arrabal Doug Ashley Realtors, LLC

    21313 Persimmon Dr Unit 24, Chestertown, MD 21620
    • /42

      Est $385,170 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,352 Sq Ft

      210 Rosin Dr, Chestertown, MD 21620

      210 Rosin Dr, Chestertown, MD 21620
  • /11

    $103,000

    • Land
    • 0.48 Acre
    • $214,583 per Acre

    0 East St, Chestertown, MD 21620

    Great chance to purchase a corner lot just across the river from Chestertown's Historic District. Sit and listen to the birds by the pond on this peaceful retreat just minutes from the town's shops, galleries, and waterfront. There aren't many more opportunities like this. Please see the documents for the perc approval and site plan.

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    0 East St, Chestertown, MD 21620
  • /25

    $385,000 Sold Apr 11, 2025

    • 1,811 Sq Ft
    • $213/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    149 Longfellow Dr, Chestertown, MD 21620

    Welcome to your dream home in the charming sought after community of Chester Harbor! This delightful property boasts 3 spacious bedrooms and 2 full updated bathrooms, perfectly designed for comfort and modern living.Step into the huge master bedroom, perfect for all buyers. The finished basement provides versatile additional living space—ideal for a family room, home office, or play area.The

    Isaac Bahary KW Empower

    149 Longfellow Dr, Chestertown, MD 21620
    • /62

      Est $403,512 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      216 Princess Anne Dr, Chestertown, MD 21620

      216 Princess Anne Dr, Chestertown, MD 21620
  • /7

    $75,000

    • Land
    • 2.20 Acres
    • $34,091 per Acre

    0 Fairlee Rd, Chestertown, MD 21620

    Desirable wooded country 2.2 acre building parcel located near public boat landings between Chestertown and Rock Hall. Recorded plat with perc denoted on the plat signed by Health Department Officer in 1994. Lots of wildlife in the area. Perfect location to build your new home back off the road in a convenient location. Maybe even have your own deer stand! Plat is filed in Kent County Land

    Lori Sample EXIT Preferred Realty

    0 Fairlee Rd, Chestertown, MD 21620
  • /24

    $359,900 Sold Apr 11, 2025

    • 1,512 Sq Ft
    • $238/SF
    • 67 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2024

    473 Pear Tree Point Rd, Chestertown, MD 21620

    Come By this brand new Cape Cod nestled in charming Pear Tree Point! This 3-bedroom, 3-bathroom haven offers the tranquility of coastal living with the ease of new construction. Step inside and discover the warmth of this open floor plan luxury vinyl plank flooring flowing throughout the main level. Unwind in the light-filled living area, perfect for entertaining, or retreat to the inviting

    David Moore RE/MAX Executive

    473 Pear Tree Point Rd, Chestertown, MD 21620
    • /25

      Est $423,980 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,871 Sq Ft

      306 Rosin Dr, Chestertown, MD 21620

      306 Rosin Dr, Chestertown, MD 21620
  • /19

    $3,000,000

    • Land
    • 87 Acres
    • $34,349 per Acre

    0 Cromwell Clark Rd, Chestertown, MD 21620

    Potential for Residential Development!87 Acre land tract that is annexed into the town of Chestertown and is served with municipal services. The property is zoned residential (R-3 and R-4) and has been previously studied for residential development. The 44± acres of farmland are surrounded by a forested buffer that may nicely serve the future layout and privacy of a residential community. Site

    BRIAN MORRIS The Land Group

    0 Cromwell Clark Rd, Chestertown, MD 21620
  • /3

    $553,500 Sold Apr 07, 2025

    • 2,400 Sq Ft
    • $231/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    234 Blakefield Dr, Chestertown, MD 21620

    3 BEDROOM, 2.5 BTHROOM NEW CONSTRUCTION TO START. FINISHED BONUS ROOM. FULL UNFINISHED BASEMENT. APROX 2400 SF.

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    234 Blakefield Dr, Chestertown, MD 21620
    • /8

      Est $1,290,889 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,420 Sq Ft

      545 Fey Rd, Chestertown, MD 21620

      545 Fey Rd, Chestertown, MD 21620
  • /94

    $1,550,000

    • 5 Beds
    • 4 Baths
    • 4,167 Sq Ft

    7961 Quaker Neck Rd, Chestertown, MD 21620

    **Exquisite Waterfront Retreat on Chester River**Welcome to 7961 Quaker Neck Road, Chestertown, MD – an elegant and modern sanctuary nestled on the coveted Chester River, offering a rare opportunity to own a completely remodeled waterfront property. This exceptional home encompasses five beautifully appointed bedrooms, four luxurious bathrooms, and sits gracefully on nearly half an acre

    Gretchen Wichlinski Compass

    7961 Quaker Neck Rd, Chestertown, MD 21620
  • /41

    $385,000 Sold Apr 04, 2025

    • 1,560 Sq Ft
    • $247/SF
    • 69 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    109 Secor Rd, Chestertown, MD 21620

    Charming Home in Chester Harbor with Water Access!Welcome to 109 Secor Rd, Chestertown, MD 21620, nestled on a peaceful cul-de-sac in the desirable water-access community of Chester Harbor on the Queen Anne’s side of the Chester River. This home offers a perfect blend of comfort, charm, and recent updates, making it an exceptional choice for your next chapter.Key

    Amy Larrauri Chesapeake Real Estate Associates, LLC

    109 Secor Rd, Chestertown, MD 21620
    • /18

      Est $335,171 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft

      120 Edmore Rd, Chestertown, MD 21620

      120 Edmore Rd, Chestertown, MD 21620
  • /2

    $150,000

    • Land
    • 2.00 Acres
    • $75,000 per Acre

    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620

    Beautiful 2-Acre Lot – Build Your Dream Home!Come and experience the charm of this picturesque 2-acre lot, perfectly priced and ready for your dream home. Nestled among scenic farms and mature trees, this serene setting offers the perfect blend of privacy and natural beauty.Located just minutes from the water, you'll enjoy easy access to nearby Tolchester Beach—only about 2 miles west—and the

    Sebrin Adem RE/MAX Allegiance

    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620
  • /46

    $474,000 Sold Apr 03, 2025

    • 1,900 Sq Ft
    • $249/SF
    • 84 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    220 Blakefield Dr, Chestertown, MD 21620

    Brand New Gorgeous Custom Home completed & ready for a family to start their next adventure. Fall in love with the 1st floor bedroom/bath/WIC, 2 car garage, gourmet kitchen with large island & granite counters, cathedral ceilings, huge family room, 1st floor laundry, front porch, sky-basement on 2nd floor for storage, 2 large bedrooms and full bath on second floor. This great floor plan is hard

    Brenda Fornos Taylor Properties

    220 Blakefield Dr, Chestertown, MD 21620
    • /16

      Est $349,332 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft

      102 Concord Rd, Chestertown, MD 21620

      102 Concord Rd, Chestertown, MD 21620
  • /3

    $10,000

    • Land
    • 0.69 Acre
    • $14,493 per Acre

    23683 L Rd, Chestertown, MD 21620

    This wooded property offers a peaceful, rural setting while still being close to local amenities and waterfront attractions just minutes from the town of Chestertown, Worton Creek Marina, and Great Oak Landing.

    Alyson Anderson Allfirst Realty, Inc.

    23683 L Rd, Chestertown, MD 21620
  • /31

    $305,000 Sold Apr 01, 2025

    • 1,196 Sq Ft
    • $255/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    10640 Watonga Rd, Chestertown, MD 21620

    Located in Chesapeake Landing, this property offers access to a community area with a boat launch and docks, available through membership in the very reasonable community association. The deck overlooks a semi-private backyard. Inside, the house features new carpeting and fresh paint. It offers single-level living with three bedrooms, two full baths, and a kitchen/dining area with a sliding door

    Retha Arrabal Doug Ashley Realtors, LLC

    10640 Watonga Rd, Chestertown, MD 21620
    • /80

      Est $622,601 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,248 Sq Ft

      118 Westwood Ln, Chestertown, MD 21620

      118 Westwood Ln, Chestertown, MD 21620
  • /48

    $559,900

    • 1 Bed
    • 1 Bath
    • 1,148 Sq Ft

    5179 Quaker Neck Rd, Chestertown, MD 21620

    $20,000 Price Reduction!A One-of-a-Kind Historic Treasure Reimagined for Modern LivingStep into history with this extraordinary Greek Revival chapel, originally built in 1865 as Walton Chapel and later renamed Mowbray Chapel. Nestled on 3.22 picturesque acres in Chestertown’s serene Quaker Neck community, this stunning brick structure has been thoughtfully restored and modernized, seamlessly

    Jonathan Taylor Hyatt & Company Real Estate, LLC

    5179 Quaker Neck Rd, Chestertown, MD 21620
  • /39

    $355,000 Sold Mar 31, 2025

    • 1,200 Sq Ft
    • $296/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    105 Justin Buch Dr, Chestertown, MD 21620

    Welcome to 105 Justin Buch Drive, a delightful single-family home nestled in a quiet community on the Queen Anne's side of Chestertown, MD. This charming residence offers 3 spacious bedrooms and 2 full bathrooms, providing ample space for comfortable living. Buy with ease with this recently renovated home within the last 3 years, to include a new roof, HVAC, Kitchen backsplash, new garage

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    105 Justin Buch Dr, Chestertown, MD 21620
    • /48

      Est $335,041 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,424 Sq Ft

      119 Darden Rd, Chestertown, MD 21620

      119 Darden Rd, Chestertown, MD 21620
  • /20

    $220,000

    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    300 Hilltop Ln, Chestertown, MD 21620

    Welcome to this beautifully updated end-unit townhouse in the heart of Chestertown! Featuring 3 bedrooms and 2.5 bathrooms, this home is fresh, bright, and ready for you to move right in. The kitchen shines with freshly painted cabinets and brand-new appliances, while new flooring throughout adds a modern touch.Enjoy the convenience of a patio out back—perfect for relaxing or

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    300 Hilltop Ln, Chestertown, MD 21620
  • /22

    $319,000 Sold Mar 31, 2025

    • 1,188 Sq Ft
    • $269/SF
    • 49 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    201 Fairview Dr, Chestertown, MD 21620

    Welcome to Chester Harbor. Great starter or downsizer, 3 bed 2 bath rancher awaits new owners. The floor plan includes generous Eat -in kitchen and large living room, separate laundry, and a huge screened in porch for picking crabs, parties, or just relaxing. New flooring , fresh paint, and new kitchen counters are a few of the recent updates. Tree lined rear yard and front holly hedge

    Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

    201 Fairview Dr, Chestertown, MD 21620
    • /28

      Est $431,842 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,846 Sq Ft

      209 Myers Rd, Chestertown, MD 21620

      209 Myers Rd, Chestertown, MD 21620

Showing Results 161 - 200, Page 5 of 18

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