12,106

Kent County, MD Homes

Section Image
  • /3

    $39,750

    • Land
    • 0.41 Acre
    • $96,951 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
  • /39

    $275,000 Sold Jan 09, 2026

    27741 Lambs Meadow Rd, Kennedyville, MD 21645

    • 3 Beds
    • 2.5 Baths
    • 1,853 Sq Ft
    • Built 1840

    Last Sold Summary

    • $148/SF
    • 59 Days On Market

    Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    27741 Lambs Meadow Rd, Kennedyville, MD 21645
    • /8

      Est $454,946 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft

      219 Philosophers Terrace, Chestertown, MD 21620

      219 Philosophers Terrace, Chestertown, MD 21620
  • /19

    $695,000 Coming Soon

    • 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 place that instantly feels like a breath of fresh air. Set inside the sought-after Chester River Landing community, this completely reimagined 3-bedroom, 2-bath waterfront condo offers the rare mix of modern comfort and true Eastern Shore charm. From the moment you walk in, the views of the Chester River pull you in. The entire condo was taken down to the

    Kaitlyn Collins Benson & Mangold, LLC

    118 Little Harbor Way Unit 202, Chestertown, MD 21620
  • /31

    $148,000 Sold Jan 12, 2026

    11054 Austin Ln, Worton, MD 21678

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft
    • Built 2009

    Last Sold Summary

    • $108/SF
    • 155 Days On Market

    Last Listing Agent Adam Shpritz Ashland Auction Group LLC

    11054 Austin Ln, Worton, MD 21678
    • /71

      Est $627,732 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 1,896 Sq Ft

      11310 Urieville Ln, Worton, MD 21678

      11310 Urieville Ln, Worton, MD 21678
  • /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
  • /2

    $140,000 Sold Nov 17, 2025

    0 Private Spry ( Lot 50) Ln, Worton, MD 21678

    • Land
    • 2.64 Acres
    • $53,030 per Acre

    Last Sold Summary

    • 120 Days On Market

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    0 Private Spry ( Lot 50) Ln, Worton, MD 21678
    • /21

      Est $366,180 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,276 Sq Ft

      106 Boxwood Ln, Galena, MD 21635

      106 Boxwood Ln, Galena, MD 21635
  • /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
  • /2

    $495,000 Sold Mar 31, 2025

    11500 Coopers Ln, Worton, MD 21678

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft
    • Built 2003

    Last Sold Summary

    • $246/SF
    • 0 Days On Market

    Current Estimated Value $512,622

    Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

    11500 Coopers Ln, Worton, MD 21678
    • /27

      Est $205,805 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 704 Sq Ft

      28020 Creamery St, Kennedyville, MD 21645

      28020 Creamery St, Kennedyville, MD 21645
  • /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
  • /43

    $379,900 Sold Jan 21, 2026

    112 Silver Heel Dr, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 2,615 Sq Ft
    • Built 2023

    Last Sold Summary

    • $145/SF
    • 27 Days On Market

    Last Listing Agent Federico Busacca EXP Realty, LLC

    112 Silver Heel Dr, Chestertown, MD 21620
    • /34

      Est $736,627 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,683 Sq Ft

      112 S Mill St, Chestertown, MD 21620

      112 S Mill St, Chestertown, MD 21620
  • /41

    $391,000 New Construction

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

    21733 Centennial Ln, Rock Hall, MD 21661

    OPEN HOUSE, SATURDAY, JAN 10TH, 10-12! 100% financing is available! The seller is offering a special incentive with in-house financing that includes up to $10,000 toward closing costs or a rate buy‐down. This brand new home in Rock Hall, a historic harbor town celebrated for its Chesapeake Bay shoreline, boating lifestyle and vibrant coastal charm, features four bedrooms and two bathrooms with

    James Schaecher Keller Williams Flagship

    21733 Centennial Ln, Rock Hall, MD 21661
  • /71

    $745,000 Sold Jun 26, 2025

    9050 Point Ln, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,166 Sq Ft
    • Built 2000

    Last Sold Summary

    • $235/SF
    • 7 Days On Market

    Current Estimated Value $768,774

    Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    9050 Point Ln, Chestertown, MD 21620
    • /54

      Est $559,438 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,784 Sq Ft

      14182 N 1st Ave, Kennedyville, MD 21645

      14182 N 1st Ave, Kennedyville, MD 21645
  • /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
  • /73

    $435,000 Sold Nov 14, 2025

    1 Bayview Rd, Betterton, MD 21610

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1989

    Last Sold Summary

    • $218/SF
    • 192 Days On Market

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    1 Bayview Rd, Betterton, MD 21610
    • /76

      Est $638,890 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,848 Sq Ft

      31621 W Edge Rd, Millington, MD 21651

      31621 W Edge Rd, Millington, MD 21651
  • /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
  • /29

    $600,000 Sold Feb 06, 2025

    110 Birch Run Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 2,672 Sq Ft
    • Built 2007

    Last Sold Summary

    • $225/SF
    • 155 Days On Market

    Current Estimated Value $657,426

    Last Listing Agent Paula Ruckelshaus Long & Foster Real Estate, Inc.

    110 Birch Run Rd, Chestertown, MD 21620
    • /25

      Est $595,588 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,488 Sq Ft

      209 Birch Run Rd, Chestertown, MD 21620

      209 Birch Run Rd, Chestertown, MD 21620
  • /4

    $10,000 Pending

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

    0 Bunting Rd, 6, Fairlee, MD 21620

    ONLINE AUCTION: Bidding begins 11/27/2025 @ 10:00 AM. Bidding ends 12/1/2025 @ 1:40 PM. List Price is Suggested Opening Bid. Deposit: $5,000. Lot of Land located in Chestertown, Maryland within Kent County. Property is in close proximity to all the attractions in Chestertown, Maryland. Property is Vacant. Easy Access to Major Traffic Artery Chestertown Road.

    Adam Shpritz Ashland Auction Group LLC

    0 Bunting Rd, 6, Fairlee, MD 21620
  • /23

    $317,000 Sold Nov 06, 2025

    4921 Piney Neck Rd, Rock Hall, MD 21661

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • $244/SF
    • 214 Days On Market

    Last Listing Agent Andy Batch Keller Williams Select Realtors of Annapolis

    4921 Piney Neck Rd, Rock Hall, MD 21661
    • /25

      Est $227,927 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,104 Sq Ft

      11059 Brindley Dr, Worton, MD 21678

      11059 Brindley Dr, Worton, MD 21678
  • /31

    $345,000 Under Contract

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

    204 Rolling Rd, Chestertown, MD 21620

    Live with ease in this beautifully updated and maintained one floor home in downtown Chestertown. The current owners put a large addition on the house that includes a family room with wood burning stove, sunroom, and primary suite with en suite bathroom and walk in closet. A large laundry room on the main floor and updated kitchen with tons of counter space were other valuable design updates. The

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    204 Rolling Rd, Chestertown, MD 21620
  • /50

    $335,000 Sold May 27, 2025

    220 School St, Millington, MD 21651

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 2009

    Last Sold Summary

    • $199/SF
    • 4 Days On Market

    Current Estimated Value $344,704

    Last Listing Agent Crystal Smith RE/MAX Executive

    220 School St, Millington, MD 21651
    • /41

      Est $486,594 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,422 Sq Ft

      203 Leeds Ct, Chestertown, MD 21620

      203 Leeds Ct, Chestertown, 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
  • /32

    $782,500 Sold May 09, 2025

    308 Landing Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft
    • Built 2017

    Last Sold Summary

    • $355/SF
    • 10 Days On Market

    Current Estimated Value $777,153

    Last Listing Agent John Burke Gunther-McClary Real Estate

    308 Landing Ln, Chestertown, MD 21620
    • /50

      Est $541,086 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,208 Sq Ft

      217 Birch Run Rd, Chestertown, MD 21620

      217 Birch Run Rd, Chestertown, MD 21620
  • /3

    $120,000

    • Land
    • 1.39 Acres
    • $86,331 per Acre

    LOT 4 Piney Neck Rd, Rock Hall, MD 21661

    Build Your Waterfront Dream Retreat – Lot 4 Piney Neck Rd, Rock Hall, MDDiscover a rare opportunity to own 1.39 acres of serene, partially wooded land in the heart of Rock Hall, Maryland — a beloved Chesapeake Bay waterfront town known for boating, fishing, and peaceful Eastern Shore living. This prime parcel offers deeded right-of-way access to Davis Creek and includes shared use of a

    David Sordelet Real Broker, LLC

    LOT 4 Piney Neck Rd, Rock Hall, MD 21661
  • /40

    $1,100,000 Sold Jul 14, 2025

    24196 Still Pond Neck Rd, Worton, MD 21678

    • 4 Beds
    • 3.5 Baths
    • 4,148 Sq Ft
    • Built 2005

    Last Sold Summary

    • $265/SF
    • 2 Days On Market

    Current Estimated Value $1,091,531

    Last Listing Agent William Norris Select Land & Homes, LLC

    24196 Still Pond Neck Rd, Worton, MD 21678
    • /28

      Est $315,003 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 922 Sq Ft

      20705 Wilkins Ave, Rock Hall, MD 21661

      20705 Wilkins Ave, Rock Hall, MD 21661
  • /18

    $299,000

    • 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
  • /18

    $208,500 Sold May 23, 2025

    6166 Dorlon Dr, Rock Hall, MD 21661

    • 3 Beds
    • 1.5 Baths
    • 1,104 Sq Ft
    • Built 1995

    Last Sold Summary

    • $189/SF
    • 23 Days On Market

    Current Estimated Value $225,177

    Last Listing Agent Frederick Golding RE/MAX Advantage Realty

    6166 Dorlon Dr, Rock Hall, MD 21661
    • /15

      Est $243,158 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,026 Sq Ft

      7509 Sunburst Ave, Chestertown, MD 21620

      7509 Sunburst Ave, Chestertown, MD 21620
  • /2

    $40,000

    • Land
    • 0.34 Acre
    • $117,647 per Acre

    0 Tonopah Rd Unit MDKE2005564, Chestertown, MD 21620

    Lots 287 and 288 on Tonopah Rd. in Chestertown. 15,000 sq/ft, .344 acres. Approved perc site on file. The HO Association is voluntary. For an annual fee of $40 water access is offered to the boat ramp and Worton Creek. Marina and Boat slips are available through application for an extra fee. Check with Listing Agent for more information about the community.

    Jo Ann Edwards The Hogans Agency

    0 Tonopah Rd Unit MDKE2005564, Chestertown, MD 21620

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