573

Caroline, MD Homes

Section Image
  • 26442 Bee Tree Rd, Henderson, MD 21640
    26442 Bee Tree Rd, Henderson, MD 21640
    26442 Bee Tree Rd, Henderson, MD 21640
    /7

    Call for Price

    • Land
    • 39 Acres

    26442 Bee Tree Rd, Henderson, MD 21640

    1,620 sq.ft home on 39.16 acres in Caroline County, Maryland. Home was built in 1993 and has 3 bedrooms and 2 bathrooms. Land is non-contiguous (see overhead mapping pictures).Address:26442 Bee Tree RoadHenderson, MD 21640 Account No.: 01-001485Please see auction page to view this property and place your bids! This residential real estate auction is

    GovDeals GovDeals

    26442 Bee Tree Rd, Henderson, MD 21640
  • 17435 Melville Rd, Henderson, MD 21640
    17435 Melville Rd, Henderson, MD 21640
    17435 Melville Rd, Henderson, MD 21640
    /52

    $715,000 Sold Jun 16, 2025

    • 3,854 Sq Ft
    • $186/SF
    • 21 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2000

    17435 Melville Rd, Henderson, MD 21640

    Welcome to 17435 Melville Road! Nestled on 21.5 picturesque acres in Henderson, Maryland, this sprawling home boasts 5 spacious bedrooms and 4 bathrooms. The exterior of this property features landscaped grounds, fenced pastures perfect for equestrian enthusiasts, and a 3-car garage equipped with a lift and an air compressor—ideal for car aficionados. Additionally, the property has leased solar

    Brody Sergent Northrop Realty

    17435 Melville Rd, Henderson, MD 21640
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /10

      Est $596,534 Not Listed For Sale

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

      Unlisted Address

      Unlisted Address
  • 26674 Bentley Place, Henderson, MD 21640
    26674 Bentley Place, Henderson, MD 21640
    26674 Bentley Place, Henderson, MD 21640
    /50

    $442,000

    • 4 Beds
    • 2.5 Baths
    • 2,124 Sq Ft

    26674 Bentley Place, Henderson, MD 21640

    This beauty was built in 2004, current owners moved in 2006 added the in-ground salt water pool and property sits on 1.30 acres!! This large 4 bedroom and 2.5 bath home is just the perfect size. Beautiful hard wood floors throughout the first floor, with an open floor plan. Fireplace on first floor runs on propane, which seller does not use or have a propane tank being sold "as-is". The

    Sally Fricke RE/MAX Solutions

    26674 Bentley Place, Henderson, MD 21640
  • 23807 Westbridge Dr, Henderson, MD 21640
    23807 Westbridge Dr, Henderson, MD 21640
    23807 Westbridge Dr, Henderson, MD 21640
    /20

    $350,000 Sold Jun 13, 2025

    • 1,736 Sq Ft
    • $202/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1996

    23807 Westbridge Dr, Henderson, MD 21640

    Welcome to the charming neighborhood of Westbridge, where this delightful 3-bedroom, 2-bathroom rancher invites you to experience comfort and style in a serene setting! Step inside and discover an open kitchen and dining area, perfect for gatherings and everyday meals. The cozy living space, complete with a warm wood stove and stunning built-in bookshelves, creates an inviting atmosphere you’ll

    Amanda Morgan Brenton Realty Group

    23807 Westbridge Dr, Henderson, MD 21640
    • 25095 Trunk Line Rd, Henderson, MD 21640
      25095 Trunk Line Rd, Henderson, MD 21640
      25095 Trunk Line Rd, Henderson, MD 21640
      /25

      Est $349,255 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,520 Sq Ft

      25095 Trunk Line Rd, Henderson, MD 21640

      25095 Trunk Line Rd, Henderson, MD 21640
  • 0 Trunk Line Rd Unit MDCM2005918, Henderson, MD 21640
    0 Trunk Line Rd Unit MDCM2005918, Henderson, MD 21640
    0 Trunk Line Rd Unit MDCM2005918, Henderson, MD 21640
    /6

    $149,900

    • Land
    • 5 Acres
    • $29,566 per Acre

    0 Trunk Line Rd Unit MDCM2005918, Henderson, MD 21640

    Secluded 5-Acre Perc-Approved Building LotNestled on a quiet country back road, this beautiful 5-acre parcel offers peace, privacy, and great potential. The front section—where the perc test has been approved—is lightly overgrown with small saplings, making for easy clearing and minimal cost to install a driveway and run utilities to your future home site.The rear portion of the property features

    Brett Schrader Taylor Properties

    0 Trunk Line Rd Unit MDCM2005918, Henderson, MD 21640
  • 17690 Melville Rd, Henderson, MD 21640
    17690 Melville Rd, Henderson, MD 21640
    17690 Melville Rd, Henderson, MD 21640
    /26

    $115,000 Sold Jun 12, 2025

    • 1,080 Sq Ft
    • $106/SF
    • 119 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1973

    17690 Melville Rd, Henderson, MD 21640

    INVESTOR ALERT!! Manufactured/Mobile Home on 2 ACRES of land! NO HOA, NO RESTRICTIONS! Major Renovation needed or possible tear down. MVA Title for home in hand with clean title. Existing Well and Septic are believed to be from 1972-73 era. Condition unknown. House has some bump-outs/additions and detached shed(s). Great Rural Location with Farmland across the street and nice privacy with

    Erin Anderson Chesapeake Real Estate Associates, LLC

    17690 Melville Rd, Henderson, MD 21640
    • 23741 Solitude Dr, Henderson, MD 21640
      23741 Solitude Dr, Henderson, MD 21640
      23741 Solitude Dr, Henderson, MD 21640
      /52

      Est $513,217 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,016 Sq Ft

      23741 Solitude Dr, Henderson, MD 21640

      23741 Solitude Dr, Henderson, MD 21640
  • 23792 Bridgetown Rd, Henderson, MD 21640
    23792 Bridgetown Rd, Henderson, MD 21640
    23792 Bridgetown Rd, Henderson, MD 21640
    /70

    $500,000 Sold Apr 23, 2025

    • 2,375 Sq Ft
    • $211/SF
    • 6 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1987

    23792 Bridgetown Rd, Henderson, MD 21640

    Offer deadline for highest and best 5pm 3/11/2025. Welcome to 23792 Bridgetown Road! This exceptional home is all about combining modern comfort with plenty of room to spread out and enjoy. With over 2,300 +/- square feet of living space and a massive 6.16-acre lot, there is no shortage of possibilities here. This property offers options for animals, hunting and so much more. Inside, you'll find

    Chris Rosendale CR Realty

    23792 Bridgetown Rd, Henderson, MD 21640
    • 207 Bee Tree Rd, Henderson, MD 21640
      207 Bee Tree Rd, Henderson, MD 21640
      207 Bee Tree Rd, Henderson, MD 21640
      /24

      Est $239,737 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,120 Sq Ft

      207 Bee Tree Rd, Henderson, MD 21640

      207 Bee Tree Rd, Henderson, MD 21640
  • 16638 Henderson Rd, Henderson, MD 21640
    16638 Henderson Rd, Henderson, MD 21640
    16638 Henderson Rd, Henderson, MD 21640
    /16

    $125,000 Sold Mar 31, 2025

    • 672 Sq Ft
    • $186/SF
    • 80 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    16638 Henderson Rd, Henderson, MD 21640

    PRICE REDUCTION!! This is a two-bedroom bungalow with some renovations on 1.61 acres. An outbuilding is a one-car garage that some remodeling was done. With additional remodeling, it could be an office or a larger garage. Use your imagination to remodel it for your special needs. The kitchen and bath have been renovated, and New carpet is in the bedrooms and living room. There is also a small

    Linda McKinnon Patterson-Schwartz-Newark

    16638 Henderson Rd, Henderson, MD 21640
    • 16911 Heritage Hills Ln, Henderson, MD 21640
      16911 Heritage Hills Ln, Henderson, MD 21640
      16911 Heritage Hills Ln, Henderson, MD 21640
      /43

      Est $472,160 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,428 Sq Ft

      16911 Heritage Hills Ln, Henderson, MD 21640

      16911 Heritage Hills Ln, Henderson, MD 21640
  • 17791 Keens Fright Ln, Henderson, MD 21640
    17791 Keens Fright Ln, Henderson, MD 21640
    17791 Keens Fright Ln, Henderson, MD 21640
    /27

    $675,000 Sold Feb 26, 2025

    • 3,356 Sq Ft
    • $201/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    17791 Keens Fright Ln, Henderson, MD 21640

    Stunning colonial on over 4 acres in Caroline County at 17791 Keens Fright Lane! A custom built 2006 home featuring over 3,350+ square feet, nestled on flat acreage in the country side with amazing amenities - make yourself at home! The long, meandering driveway stops at the front of the home where the expansive front porch awaits, greeting you with opportunities to put your feet up and relax

    Elisabeth Yeager Homes and Farms Real Estate

    17791 Keens Fright Ln, Henderson, MD 21640
    • 16887 Heritage Hills Ln, Henderson, MD 21640
      16887 Heritage Hills Ln, Henderson, MD 21640
      16887 Heritage Hills Ln, Henderson, MD 21640
      /33

      Est $478,594 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,268 Sq Ft

      16887 Heritage Hills Ln, Henderson, MD 21640

      16887 Heritage Hills Ln, Henderson, MD 21640
  • 27105 River Bridge Rd, Henderson, MD 21640
    27105 River Bridge Rd, Henderson, MD 21640
    27105 River Bridge Rd, Henderson, MD 21640
    /6

    $60,000 Sold Nov 27, 2024

    • Land
    • 1.60 Acres
    • $37,500 per Acre
    • 4 Days On Market

    27105 River Bridge Rd, Henderson, MD 21640

    Come by this 1.6 Acre parcel of land in Henderson! This lot sets in in the pictureque rural countryside surrounded by farmland. This lot once had a lovely rancher with screened in porch and 2 car garage on it. Existing Well and Septic onsite, Septic needs repair.

    David Moore RE/MAX Executive

    27105 River Bridge Rd, Henderson, MD 21640
    • 24894 Bee Tree Rd, Henderson, MD 21640
      24894 Bee Tree Rd, Henderson, MD 21640
      24894 Bee Tree Rd, Henderson, MD 21640
      /64

      Est $476,852 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,830 Sq Ft

      24894 Bee Tree Rd, Henderson, MD 21640

      24894 Bee Tree Rd, Henderson, MD 21640
  • 25281 Goldsboro Rd, Henderson, MD 21640
    25281 Goldsboro Rd, Henderson, MD 21640
    25281 Goldsboro Rd, Henderson, MD 21640
    /35

    $550,000 Sold Sep 03, 2024

    • 2,050 Sq Ft
    • $268/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    25281 Goldsboro Rd, Henderson, MD 21640

    Discover your own piece of paradise at 25281 Goldsboro Road, a charming 3-bedroom, 2-bathroom home nestled on an expansive 15.78-acre wooded lot. This property offers the perfect blend of comfort, functionality, and ample space for all your needs.Enjoy the oversized living room with a cozy pellet stove, perfect for those chilly evenings. The LVP flooring adds a modern touch and is easy to

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    25281 Goldsboro Rd, Henderson, MD 21640
    • 23749 Westbridge Dr, Henderson, MD 21640
      23749 Westbridge Dr, Henderson, MD 21640
      23749 Westbridge Dr, Henderson, MD 21640
      /53

      Est $514,106 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,000 Sq Ft

      23749 Westbridge Dr, Henderson, MD 21640

      23749 Westbridge Dr, Henderson, MD 21640
  • 152 Henderson Rd, Henderson, MD 21640
    152 Henderson Rd, Henderson, MD 21640
    /2

    $160,000 Sold Nov 01, 2024

    • 1,264 Sq Ft
    • $127/SF
    • 59 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1933

    152 Henderson Rd, Henderson, MD 21640

    Property sold in as is condition features a large back yard.

    Freddie Ovalle Long & Foster Real Estate, Inc.

    152 Henderson Rd, Henderson, MD 21640
    • 26671 Bee Tree Rd, Henderson, MD 21640
      26671 Bee Tree Rd, Henderson, MD 21640
      26671 Bee Tree Rd, Henderson, MD 21640
      /25

      Est $288,245 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft

      26671 Bee Tree Rd, Henderson, MD 21640

      26671 Bee Tree Rd, Henderson, MD 21640
  • 17753 Marvel Rd, Marydel, MD 21649
    17753 Marvel Rd, Marydel, MD 21649
    /2

    $549,900 Sold Sep 27, 2024

    • 2,475 Sq Ft
    • $222/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2021

    17753 Marvel Rd, Marydel, MD 21649

    Nestled on a sprawling 4.4+/- acre lot of unrestricted, private, and partially wooded land, this stunning two-story home offers the perfect blend of rural serenity and modern convenience. Imagine waking up each day to the tranquility of your own expansive property, where privacy and nature are at your doorstep. Adding to the appeal, this property backs up to a farm in conservation, ensuring that

    Petra Quinn Realty Navigator

    17753 Marvel Rd, Marydel, MD 21649
    • 26623 Bee Tree Rd, Henderson, MD 21640
      26623 Bee Tree Rd, Henderson, MD 21640
      26623 Bee Tree Rd, Henderson, MD 21640
      /14

      Est $266,796 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,112 Sq Ft

      26623 Bee Tree Rd, Henderson, MD 21640

      26623 Bee Tree Rd, Henderson, MD 21640
    • 16833 Melville Rd, Henderson, MD 21640
      16833 Melville Rd, Henderson, MD 21640
      16833 Melville Rd, Henderson, MD 21640
      /18

      Est $257,337 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft

      16833 Melville Rd, Henderson, MD 21640

      16833 Melville Rd, Henderson, MD 21640
    • 16280 Jones Rd, Henderson, MD 21640
      16280 Jones Rd, Henderson, MD 21640
      16280 Jones Rd, Henderson, MD 21640
      /10

      Est $160,351 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 880 Sq Ft

      16280 Jones Rd, Henderson, MD 21640

      16280 Jones Rd, Henderson, MD 21640
    • 0 Trunk Line Rd Unit MDCM2003742, Henderson, MD 21640
      0 Trunk Line Rd Unit MDCM2003742, Henderson, MD 21640
      0 Trunk Line Rd Unit MDCM2003742, Henderson, MD 21640
      /3

      Not Listed For Sale

      0 Trunk Line Rd Unit MDCM2003742, Henderson, MD 21640

      0 Trunk Line Rd Unit MDCM2003742, Henderson, MD 21640
    • 25384 Goldsboro Rd, Henderson, MD 21640
      25384 Goldsboro Rd, Henderson, MD 21640
      25384 Goldsboro Rd, Henderson, MD 21640
      /8

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 600 Sq Ft

      25384 Goldsboro Rd, Henderson, MD 21640

      25384 Goldsboro Rd, Henderson, MD 21640
    • 633 Ell Downes Rd, Henderson, MD 21640
      633 Ell Downes Rd, Henderson, MD 21640
      633 Ell Downes Rd, Henderson, MD 21640
      /79

      Est $626,625 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,584 Sq Ft

      633 Ell Downes Rd, Henderson, MD 21640

      633 Ell Downes Rd, Henderson, MD 21640
    • 0 Bee Tree Rd, Henderson, MD
      0 Bee Tree Rd, Henderson, MD
      0 Bee Tree Rd, Henderson, MD
      /5

      Not Listed For Sale

      0 Bee Tree Rd, Henderson, MD

      0 Bee Tree Rd, Henderson, MD
    • 651 Ell Downes Rd, Henderson, MD 21640
      651 Ell Downes Rd, Henderson, MD 21640
      651 Ell Downes Rd, Henderson, MD 21640
      /7

      Est $262,000 Not Listed For Sale

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

      651 Ell Downes Rd, Henderson, MD 21640

      651 Ell Downes Rd, Henderson, MD 21640
    • 23707 Bridgetown Rd, Henderson, MD 21640
      23707 Bridgetown Rd, Henderson, MD 21640
      23707 Bridgetown Rd, Henderson, MD 21640
      /9

      Est $298,025 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft

      23707 Bridgetown Rd, Henderson, MD 21640

      23707 Bridgetown Rd, Henderson, MD 21640
    • 24592 Goldsboro Rd, Henderson, MD 21640
      24592 Goldsboro Rd, Henderson, MD 21640
      24592 Goldsboro Rd, Henderson, MD 21640
      /31

      Est $374,194 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,564 Sq Ft

      24592 Goldsboro Rd, Henderson, MD 21640

      24592 Goldsboro Rd, Henderson, MD 21640
    • 16927 Heritage Hills Ln, Henderson, MD 21640
      16927 Heritage Hills Ln, Henderson, MD 21640
      16927 Heritage Hills Ln, Henderson, MD 21640
      /47

      Est $590,782 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,106 Sq Ft

      16927 Heritage Hills Ln, Henderson, MD 21640

      16927 Heritage Hills Ln, Henderson, MD 21640
    • 16450 Lentz Rd, Henderson, MD 21640
      16450 Lentz Rd, Henderson, MD 21640
      16450 Lentz Rd, Henderson, MD 21640
      /33

      Est $347,276 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 624 Sq Ft

      16450 Lentz Rd, Henderson, MD 21640

      16450 Lentz Rd, Henderson, MD 21640
    • 25841 Shults Rd, Henderson, MD 21640
      25841 Shults Rd, Henderson, MD 21640
      25841 Shults Rd, Henderson, MD 21640
      /22

      Est $502,320 Not Listed For Sale

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

      25841 Shults Rd, Henderson, MD 21640

      25841 Shults Rd, Henderson, MD 21640
    • 23701 Westbridge Dr, Henderson, MD 21640
      23701 Westbridge Dr, Henderson, MD 21640
      23701 Westbridge Dr, Henderson, MD 21640
      /54

      Est $563,155 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,500 Sq Ft

      23701 Westbridge Dr, Henderson, MD 21640

      23701 Westbridge Dr, Henderson, MD 21640
    • 24745 Trunk Line Rd, Henderson, MD 21640
      24745 Trunk Line Rd, Henderson, MD 21640
      24745 Trunk Line Rd, Henderson, MD 21640
      /22

      Est $469,134 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,328 Sq Ft

      24745 Trunk Line Rd, Henderson, MD 21640

      24745 Trunk Line Rd, Henderson, MD 21640
    • 25380 Goldsboro Rd, Henderson, MD 21640
      25380 Goldsboro Rd, Henderson, MD 21640
      25380 Goldsboro Rd, Henderson, MD 21640
      /17

      Est $303,967 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,848 Sq Ft

      25380 Goldsboro Rd, Henderson, MD 21640

      25380 Goldsboro Rd, Henderson, MD 21640
    • 17799 Melville Rd, Henderson, MD 21640
      17799 Melville Rd, Henderson, MD 21640
      17799 Melville Rd, Henderson, MD 21640
      /32

      Est $377,874 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,616 Sq Ft

      17799 Melville Rd, Henderson, MD 21640

      17799 Melville Rd, Henderson, MD 21640
    • 24771 Trunk Line Rd, Henderson, MD 21640
      24771 Trunk Line Rd, Henderson, MD 21640
      24771 Trunk Line Rd, Henderson, MD 21640
      /69

      Est $468,826 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,352 Sq Ft

      24771 Trunk Line Rd, Henderson, MD 21640

      24771 Trunk Line Rd, Henderson, MD 21640

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