156

Kent County MD Homes for Sale

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  • /37

    $315,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    0 will be 11037 Bottom Rd, Worton, MD 21678

    The house number is now 11037. Nestled among the farmland and waterways in Kent County is a cul-de-sac of new homes on Bottom Road just outside of Chestertown. The new 3 bedroom/2 bath single-family home in a quiet, serene enclave is a perfect spot for your new home! This fresh and modern home offers glossy granite counters, SS appliances, and a trendy color palette. The quality of this new

    Andy Batch Keller Williams Select Realtors of Annapolis

    0 will be 11037 Bottom Rd, Worton, MD 21678
  • /34

    $295,000 Open House 4/11

    • 4 Beds
    • 2 Baths
    • 1,000 Sq Ft

    6374 Rock Hall Rd, Rock Hall, MD 21661

    Welcome to life in Rock Hall — a charming waterfront town where the pace is slower, the people are friendlier, and the Chesapeake Bay lifestyle is part of everyday living. This lovingly renovated home was thoughtfully updated by owners who cared about the details—not a quick flip—resulting in a property full of character and quality improvements throughout. Inside, you’ll find beautiful LVP

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    6374 Rock Hall Rd, Rock Hall, MD 21661
  • /29

    $299,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,628 Sq Ft

    5188 Skinners Neck Rd, Rock Hall, MD 21661

    This beautifully updated home in Rock Hall offers a blend of classic charm and modern improvements. The open living area features refinished original fir wood floors and flows into an updated kitchen with gas range, dishwasher, refrigerator and ample workspace that is ideal for everyday cooking or entertaining. The main level includes a bedroom and full bath, while the second-floor owner’s suite

    Jordan Larigan LPT Realty, LLC

    5188 Skinners Neck Rd, Rock Hall, MD 21661
  • /2

    $250,000

    • Land
    • 5 Acres
    • $50,000 per Acre

    5898 Williams St, Rock Hall, MD 21661

    Welcome to 5898 Williams Street, Rock Hall, MD! This 5-acre cleared parcel offers an exciting development opportunity in the heart of Rock Hall. With public water and sewer available, the property provides excellent development potential. Formerly zoned MCI, it is now zoned residential under the newly adopted Rock Hall 2040 Comprehensive Plan, opening the door for possible subdivision. Situated

    Cindy Genther Rock Hall Properties Real Estate

    5898 Williams St, Rock Hall, MD 21661
  • /3

    $175,000

    • Land
    • 0.75 Acre
    • $233,333 per Acre

    9 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    9 Wilson Point Rd, Galena, MD 21635
  • /2

    $12,000

    • Land
    • 0.67 Acre
    • $17,910 per Acre

    0 Main St, Still Pond, MD 21667

    This 0.66 acre recreational lot in Still Pond, MD is just down the road from Betterton beach and boat ramp. There are some wetlands in the back end of the property and sellers do not plan to perc test so this is being sold as a recreational property and not a buildable lot. The neighboring lot is also for sale MDKE2004124 so you could buy two lots next door to each other for about 1.5 acres.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Main St, Still Pond, MD 21667
  • /9

    $95,000

    • Land
    • 1.2 Acres
    • $79,167 per Acre

    0 Still Pond Creek Rd Unit MDKE2005888, Worton, MD 21678

    The last buildable lot in the Cheerful Echoes neighborhood is perc approved and ready for improvement. NO HOA! With a gentle slope and plenty of room for the backyard of your dreams, a walkout lower level can open to a patio, gardens, etc... you name it! Just a few miles from the Worton Community Center and the walking trails at Worton Park, and a convenient drive to Chestertown, Middletown, and

    Liddy Campbell TTR Sotheby's International Realty

    0 Still Pond Creek Rd Unit MDKE2005888, Worton, MD 21678
  • /2

    $40,000

    • Land
    • 0.11 Acre
    • $363,636 per Acre

    0 Montgomery Unit MDKE2003418, Chestertown, MD 21620

    Vaughn Hogans The Hogans Agency

    0 Montgomery Unit MDKE2003418, 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
  • /2

    $150,000

    • Land
    • 0.75 Acre
    • $200,000 per Acre

    10 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    10 Wilson Point Rd, Galena, MD 21635
  • /2

    $8,000

    • Land
    • 0.5 Acre
    • $16,000 per Acre

    0 Blackmon Ln, Still Pond, MD 21667

    Wooded lot not far from Betterton Beach. See Documents for additional information. Has never been perked.

    Jo Ann Edwards The Hogans Agency

    0 Blackmon Ln, Still Pond, MD 21667
  • /4

    $5,000

    • Land
    • 0.34 Acre
    • $14,706 per Acre

    0 Towhee Rd 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 3/16/2026 @ 10:00 AM. Bidding ends 3/18/2026 @ 12:35 PM. The list price is the suggested opening bid. Deposit: $5,000. This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to all the attractions in Chestertown, Maryland. It offers easy

    Adam Shpritz Ashland Auction Group LLC

    0 Towhee Rd 21620
  • /2

    $625,000

    • Land
    • 0.11 Acre
    • $5,681,818 per Acre

    0 Anglewood Rd, Kennedyville, MD 21645

    This lot is being sold with MLS listing MDKE2005748, 13983 Turners Point Road. There are deed restrictions with this lot. This lot must be maintained . No structure is allowed. Ownership of this lot provides access to the community beach and amenities and right to join the Social Organization, Kentmore Park Improvement Association (KPIA).

    Patricia Kern Gunther-McClary Real Estate

    0 Anglewood Rd, Kennedyville, MD 21645
  • /18

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,701 Sq Ft

    31695 Olivet Cir, Galena, MD 21635

    Welcome Home to 31695 Olivet Circle, this 3 bedroom 2 bath home is a great started home! Beautiful property with lots of possibilities! Off the beaten path & surrounded by nature with a detached garage.

    Donnie Horton RE/MAX Chesapeake

    31695 Olivet Cir, Galena, MD 21635
  • /17

    $995,000

    • Land
    • 18.62 Acres
    • $53,437 per Acre

    0 Swan Creek Rd Unit MDKE2005910, Rock Hall, MD 21661

    Discover 18.62 acres of waterfront land on Tavern Creek, offering 1,086 feet of shoreline and stunning natural surroundings. Zoned Resource Conservation and currently tilled, this property provides a rare opportunity for those seeking space, privacy, and water access. A small portion of the shoreline lies within the flood zone; buyer to confirm buildability.

    Sarah Ulrick Rock Hall Properties Real Estate

    0 Swan Creek Rd Unit MDKE2005910, Rock Hall, MD 21661
  • /3

    $125,000

    • Land
    • 0.75 Acre
    • $166,667 per Acre

    13 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    13 Wilson Point Rd, Galena, MD 21635
  • /2

    $24,000

    • Land
    • 0.5 Acre
    • $48,000 per Acre

    23710 L Rd, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    23710 L Rd, Chestertown, MD 21620
  • /46

    $230,000

    • 3 Beds
    • 2 Baths
    • 2,024 Sq Ft

    26670 Maple Ave, Still Pond, MD 21667

    The listing includes 26670 Maple Avenue with a 1920 dwelling of 2024 SF on .54 acre of land as well as 26680 Maple Avenue dwelling of 1680 SF on .624 acre of land and a parcel of land 100 X 160. Both homes are in need of major repair; however, one will find potential. Final perc information for sewage system will be provided by Kent County Health Department when water table is acceptable which

    Debbie Meikle Doug Ashley Realtors, LLC

    26670 Maple Ave, Still Pond, MD 21667
  • /3

    $150,000

    • Land
    • 0.75 Acre
    • $200,000 per Acre

    6 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    6 Wilson Point Rd, Galena, MD 21635
  • /41

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,322 Sq Ft

    12118 Still Pond Creek Rd, Worton, MD 21678

    Welcome to your dream home in Worton, MD! This stunning center hall Colonial-style property boasts 4 bedrooms, 2.5 bathrooms, and sits on over 6 acres of picturesque land. As you approach the home, you'll be greeted by a charming circular driveway and an oversized detached 2 car garage, perfect for storing all your vehicles and outdoor equipment. Inside, the home features beautiful hardwood

    Angela Allen Patterson-Schwartz-Hockessin

    12118 Still Pond Creek Rd, Worton, MD 21678
  • /2

    $95,000

    • Land
    • 0.38 Acre
    • $249,997 per Acre

    11930 Kennedyville Rd, Kennedyville, MD 21645

    This rural 0.38-acre lot presents a unique investment opportunity in a quaint small-town atmosphere. The property is cleared and ready for your building plans, offering a blank canvas for various residential projects. With road frontage, it ensures easy access and visibility, enhancing its appeal for future buyers or renters. Notably, the lot is not currently in development, allowing for

    Lori Cichocki-Leonardi Remax Vision

    11930 Kennedyville Rd, Kennedyville, MD 21645
  • /51

    $1,279,000 Open House 3/24

    • 5 Beds
    • 3 Baths
    • 2,956 Sq Ft

    231 Richard Dr, Chestertown, MD 21620

    Experience the best of waterfront living just steps outside of the heart of Downtown Chestertown. Only a few blocks from shops, restaurants, the bustling farmers market, art galleries, annual festivals, and the vibrant cultural life that defines this beloved Eastern Shore community, this exceptional property offers a rare opportunity to enjoy riverfront living with walkable in-town

    Liddy Campbell TTR Sotheby's International Realty

    231 Richard Dr, Chestertown, MD 21620
  • /2

    $349,900 Coming Soon

    • 6 Beds
    • 2 Baths
    • 3,270 Sq Ft

    12733 Still Pond Rd, Still Pond, MD 21667

    Step back in time with this spacious 1920 Colonial offering over 3,200+ sq ft and room for everyone. With 6 bedrooms, 1.5 Bath, two large living rooms, and a formal dining room, this home provides incredible flexibility for large households, multi-generational living, or anyone needing extra space to spread out. The home features generously sized rooms, classic character, and plenty of natural

    Jeff Guthrie Taylor Properties

    12733 Still Pond Rd, Still Pond, MD 21667
  • /21

    $40,000

    • Land
    • 1 Acre
    • $40,000 per Acre

    0 Allens Ln Unit MDKE2005580, Rock Hall, MD 21661

    Welcome to your slice of country solitude! This wooded 1-acre lot comes with a sewer allocation already in place so no septic headaches here. You’ll just need to add a well... unless, of course, you discover one hiding on the property. (The county has no records, but there’s an old house/structure tucked in the trees, so who knows what secrets it holds.) The sewer is serviced by a grinder pump,

    Micheal Vakas EXP Realty, LLC

    0 Allens Ln Unit MDKE2005580, Rock Hall, MD 21661
  • /3

    $40,000

    • Land
    • 0.41 Acre
    • $97,561 per Acre

    0 Chesterville Forest Rd Unit PARCEL 60, 1, Massey, MD 21651

    Wooded, 0.4+ acre buildable lot on Chesterville Forest Rd with sewer allocation already paid—a $11,800 value! Buyer just needs to install a grinder pump and connect. Survey and setbacks included in documents for easy due diligence. Conveniently located near Rt. 301 for quick access north to Middletown, DE, or south to the Bay Bridge.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Chesterville Forest Rd Unit PARCEL 60, 1, Massey, MD 21651
  • /57

    $695,000 Open House 3/24

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

    118 Little Harbor Way Unit 202, Chestertown, MD 21620

    Welcome to 118 Little Harbor Way #202, a beautifully reimagined waterfront condo offering effortless living and sweeping panoramic views of the Chester River. Located in the highly desirable Chester River Landing community, this second-floor, 3-bedroom, 2-bath residence delivers the perfect blend of modern luxury, low maintenance, and classic Eastern Shore charm. Completely taken down to the

    Kaitlyn Collins Benson & Mangold, LLC

    118 Little Harbor Way Unit 202, Chestertown, MD 21620
  • /2

    $10,000

    • Land
    • 0.55 Acre
    • $18,182 per Acre

    0 Buck Neck Landing Rd, Chestertown, MD 21620

    Lot 60, 61, 62. No perc on file at this time. Property was tested years ago and did not perc.Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually, community members have access to both Worton Wharf and Mill Creek Marinas. Ramps provide small craft access to Worton Creek.

    Michelle Abplanalp Rosendale Realty

    0 Buck Neck Landing Rd, Chestertown, MD 21620
  • /5

    $58,000

    • Land
    • 0.46 Acre
    • $126,087 per Acre

    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661

    Come build your dream home. Located right off E Sharp Street on Chesapeake Villa is your .46 acre lot. Location is perfect to everything Rock Hall has to offer, from shops to restaurants to the water. Come check it out today. Lot has water/sewer hookup available, contact town of rock hall to confirm fees.

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661
  • /9

    $364,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft

    21131 Striper Run, Rock Hall, MD 21661

    New Construction Alert! Last two beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring on 1st and 2nd floors, quartz counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full

    Cindy Genther Rock Hall Properties Real Estate

    21131 Striper Run, Rock Hall, MD 21661
  • /25

    $275,000

    • 2 Beds
    • 2 Baths
    • 720 Sq Ft

    10971 Bottom Rd, Worton, MD 21678

    Nestled among the farmland and waterways in Kent County is a cul de sac of new homes on Bottom Road just outside of Chestertown. The new 2 bedroom/2 bath single family home in a quiet, serene enclave is a perfect spot for your new home! This fresh and modern home offers glossy granite counters, SS appliances, and a trendy color palette. The quality of this new construction shows in the engineered

    Andy Batch Keller Williams Select Realtors of Annapolis

    10971 Bottom Rd, Worton, MD 21678
  • /2

    $38,000

    • Land
    • 0.56 Acre
    • $67,857 per Acre

    0 Spinnaker Rd, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Spinnaker Rd, Chestertown, MD 21620
  • /4

    $10,000

    • Land
    • 0.34 Acre
    • $29,412 per Acre

    0 Bunting Rd, 6, Fairlee, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 3/16/2026 @ 10:00 AM. Bidding ends 3/18/2026 @ 12:30 PM. The list price is the suggested opening bid. Deposit: $5,000. This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to all the attractions in Chestertown, Maryland. It offers easy

    Adam Shpritz Ashland Auction Group LLC

    0 Bunting Rd, 6, Fairlee, MD 21620
  • /26

    $786,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    35 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like

    Julia Hilfiker Gunther-McClary Real Estate

    35 Landing Ln, Chestertown, MD 21620
  • /18

    $275,000

    • 2 Beds
    • 1.5 Baths
    • 920 Sq Ft

    611 Cannon St, Chestertown, MD 21620

    This 2-bedroom, 1.5-bath bungalow offers a bright, open layout with updates throughout. The home features a sun-filled front room, an eat-in kitchen with new butcher block seating and updated appliances, and a fully renovated bathroom with new tile and a modern vanity. A rear utility room with laundry provides extra storage and access to a small backyard—perfect for gardening or relaxing

    Hayley Norris Select Land & Homes, LLC

    611 Cannon St, Chestertown, MD 21620
  • /39

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,527 Sq Ft

    5979 Lawton Ave, Rock Hall, MD 21661

    This spectacular waterfront retreat offers over 3,500 square feet of living space on 0.76 acres, ideally located within the town limits of Rock Hall. With an elevator, five bedrooms an office and four and a half baths, there is abundant space for family, guests, and effortless entertaining.The ground level welcomes you with a spacious game room, sitting area, exercise space, and an oversized

    Cindy Genther Rock Hall Properties Real Estate

    5979 Lawton Ave, Rock Hall, MD 21661
  • /19

    $3,000,000

    • Land
    • 87.34 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.

    BRIAN MORRIS The Land Group

    0 Cromwell Clark Rd, Chestertown, MD 21620
  • /2

    $10,000

    • Land
    • 0.34 Acre
    • $29,412 per Acre

    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620

    Build Your Dream Home on Two Expansive Lots in Chesapeake Landing!15,000 SQFT of prime land combining Lots 191 & 192 on the south side of Clarissa Road, Block 2 of Chesapeake Landing, all under one tax ID. This is a rare opportunity to design and build your custom home in a sought-after community where nearby homes are selling in the high $600Ks!Enjoy the charm of Chestertown living, just

    Rena Champaco Samson Properties

    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
  • /32

    $339,000

    • Studio
    • 2,236 Sq Ft

    11955 Augustine Herman Hwy, Kennedyville, MD 21645

    Welcome to this spacious 2,236 square foot, 4-bedroom, 3-bath property located in the heart of Kennedyville, currently configured as a two-unit, multi-use home offering exceptional flexibility. The property can easily be converted back to a single-family 4-bedroom, 3-full-bath residence or utilized as a live/work opportunity with potential storefront space in the front unit while generating

    Sarah Ulrick Rock Hall Properties Real Estate

    11955 Augustine Herman Hwy, Kennedyville, MD 21645
  • /5

    $23,000

    • Land
    • 2.6 Acres
    • $8,846 per Acre

    23698 L Rd, Chestertown, MD 21620

    Property record consists of two lots for a total of 2.6 Acres zoned Village. Please notify listing agent if you intend to walk the property.

    Joe Howerton Taylor Properties

    23698 L Rd, Chestertown, MD 21620
  • /28

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 1,233 Sq Ft

    5916 N Main St, Rock Hall, MD 21661

    Welcome to this charming 3-bedroom rancher in the quaint town of Rock Hall. Featuring beautiful wood floors throughout, this cozy home is being sold as-is—perfect for buyers looking to add their own personal touch. A standout feature is the detached garage with a bathroom rough-in, currently used as an entertainment space or “man cave.” With a few updates, it could easily be transformed into a

    Christine Johnson RE/MAX Executive

    5916 N Main St, Rock Hall, MD 21661

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