14

Caroline County MD Homes for Sale with Pool

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  • /102

    $1,450,000

    • 4 Beds
    • 3.5 Baths
    • 3,356 Sq Ft

    23296 Wilder Way, Denton, MD 21629

    Right out of HGTV! Custom Built in 2020, this 3,350+/- sq ft one-level home offers an abundance of amenities including high ceilings, 4 bedrooms, 3.5 Baths, large open floorplan with huge gourmet kitchen with quartz/ss appliances, separate pantry, family room with stacked stone gas fireplace. The Primary Bedroom is located at one end of the house and includes a large bath with double vanity,

    Brian Gearhart Benson & Mangold, LLC

    23296 Wilder Way, Denton, MD 21629
  • /51

    $575,000

    • 3 Beds
    • 3.5 Baths
    • 2,667 Sq Ft

    22408 Hog Creek Rd, Preston, MD 21655

    Two Tranquil Country Acres with no restrictions, backs to open farmland. Deep Back Yard includes an above ground pool with a deck for your summer enjoyment, large vinyl fenced area for pets and kids, more fenced area for farm animals (pets) and includes a shooting mound should that be of interest. This lovely home Boasts 2,667 Sq. Ft. of Family Space with new LVP flooring though out the main

    James Bent Benson & Mangold, LLC

    22408 Hog Creek Rd, Preston, MD 21655
  • /55

    $975,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    11142 Log Cabin Rd, Denton, MD 21629

    Welcome to 11142 Log Cabin Road! This unique property offers the perfect combination of residential living and valuable commercial space, all on one expansive, 4.53 acre lot. This beautiful colonial-style home has great curb appeal with its classic look, neatly trimmed landscaping, and a spacious front yard shaded by mature trees. The main home spans over 2,700 square feet and features four

    Courtney Gallagher Keller Williams Realty Central-Delaware

    11142 Log Cabin Rd, Denton, MD 21629
  • /54

    $499,500

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft

    11575 Maplewood Dr, Ridgely, MD 21660

    Giving you another opportunity to buy in this community but this time with an inground pool, tiki hut and more! Homes in this community do not come on very often, so lets grab it while we can. A popular model built by Mike's Custom Homes featuring 3 bedrooms, and 2 baths on the main floor and a bedroom/den on the second floor also with a full bath and walk in closet. Located in the covenant

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    11575 Maplewood Dr, Ridgely, MD 21660
  • /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
  • /83

    $995,500

    • 4 Beds
    • 3 Baths
    • 2,119 Sq Ft

    23274 Holly Park Dr, Preston, MD 21655

    Come Experience Waterfront Living Like Never Before on the Choptank River! Welcome to “One Sweet World", where breathtaking sunsets and expansive sky views await you just 50 feet from the river’s edge. This extraordinary waterfront retreat features a beautifully designed 2-bedroom, 2-bathroom main house, complemented by a cozy 2-bedroom, 1-bathroom guest house and a separate guest room/tackle

    Rick Parreco RE/MAX Executive

    23274 Holly Park Dr, Preston, MD 21655
  • /59

    $399,500

    • 3 Beds
    • 2 Baths
    • 2,378 Sq Ft

    502 N Academy St, Greensboro, MD 21639

    Welcome to 502 Academy Street, Greensboro, MD, a charming retreat that embodies the essence of cozy cottage living. This turnkey property has been meticulously cared for and spans almost 2,400 square feet of thoughtfully designed space on a beautifully landscaped lot.Inside, you'll find three inviting bedrooms, with two located on the lower level for added privacy and convenience. Each of the two

    Chris Rosendale CR Realty

    502 N Academy St, Greensboro, MD 21639
  • /63

    $499,900

    • 3 Beds
    • 3 Baths
    • 2,645 Sq Ft

    14957 Cherry Ln, Ridgely, MD 21660

    Welcome to 14957 Cherry Ln. This property offers a pond and an in-ground pool. Large 2.5 acre lot. Home is over 2600 sq. ft. with the entire upstairs set-up as a primary suite with deck overlooking both the front and rear yard. Downstairs offer a large living area with kitchen and 2 additional bedrooms with 2 full baths. Oversized garage offer ample storage for all your toys. Pool liner was

    Eddie Matthews Benson & Mangold, LLC

    14957 Cherry Ln, Ridgely, MD 21660
  • /30

    $385,000

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

    313 S 3rd St, Denton, MD 21629

    Meticulously Maintained & Move In Ready!! Many recent Improvements to this 3 bedroom, 2 bath, Open floor plan rancher with Large Yard, Deck, Multiple Organically prepped Gardens (including an asparagus) ready for your harvest this summer, Covered Porch, Pool with Decking, Oversized 2 Car Garage. Top is off with a large bonus room ready to make it your own! Plenty of off street parking. Close

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    313 S 3rd St, Denton, MD 21629
  • /71

    $1,150,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,092 Sq Ft

    8816 Dorothy Ln, Denton, MD 21629

    Nestled on over six acres of pristine land with direct access to the Choptank River, this contemporary waterfront estate offers the ultimate in Eastern Shore luxury living. Designed to impress, the home features four spacious bedrooms, three and a half baths, and soaring cathedral ceilings that crown a dramatic two-story living room with floor-to-ceiling windows—flooding the home with natural

    Dustin Parker The Parker Group

    8816 Dorothy Ln, Denton, MD 21629
  • /70

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    3871 Laurel Grove Rd, Federalsburg, MD 21632

    Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to schedule your

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /70

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    3871 Laurel Grove Rd, Federalsburg, MD 21632

    Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to schedule your

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /17

    $285,000

    • 3 Beds
    • 2 Baths
    • 2,546 Sq Ft

    14706 Cherry Ln, Ridgely, MD 21660

    Are you looking for a diamond in the rough with endless potential at a great price? Here is your opportunity! Make this home shine again and create your own retreat! Leave the stress of every day life behind in this 3 bedrooms, 2 baths rambler with basement, on a beautiful lot and outside of all the hustle and bustle. Come and see for yourself! Hurry! Don't let this one get away! Needs work. Sold

    Ingrid Butler CENTURY 21 New Millennium

    14706 Cherry Ln, Ridgely, MD 21660
  • /37

    $415,000

    • 3 Beds
    • 3 Baths
    • 2,464 Sq Ft

    25513 Hill Rd, Greensboro, MD 21639

    Don't miss this large home on 1.4 country acres with lots to offer! Home has 3 bedrooms 3 baths, and an office that could be an additional br and a play room. As you enter the home from the front porch the warm and welcoming living room awaits you with it's wood floors and stone fireplace with built in shelving. The large kitchen with an extra wall of pantry cabinets, extra freezer and

    Marcia Rostien Long & Foster Real Estate, Inc.

    25513 Hill Rd, Greensboro, MD 21639
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