135

Caroline County MD Homes for Sale

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  • /8

    $355,000

    • 3 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    27279 Jenny Hye Ln, Marydel, MD 21649

    Welcome to Your Peaceful Retreat!This 3-bedroom, 2.5-bath split-foyer home offers 1,488 sq. ft. of comfortable living space, plus a full basement and an attached one-car garage. With its classic brick-and-siding exterior, inviting front patio, and serene surroundings, this property blends warmth, character, and endless potential.Step inside and imagine the possibilities—a bright, open

    Glory Bee Costa Keller Williams Select Realtors of Easton

    27279 Jenny Hye Ln, Marydel, MD 21649
  • /10

    $275,000

    • 3 Beds
    • 3 Baths
    • 2,128 Sq Ft

    21245 Tanyard Rd, Preston, MD 21655

    Charming Country Living with Room to Make It Your Own! Welcome to 21245 Tanyard Road, a spacious rancher with 3 bedrooms and 2 full baths nestled on a peaceful 0.62-acre lot in Preston. Built in 1987, this single-level home offers a solid foundation and a functional layout, ready for your personal touch and updates.Whether you're looking for a primary residence or an investment opportunity,

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    21245 Tanyard Rd, Preston, MD 21655
  • /25

    $125,000

    • 2,168 Sq Ft

    28035 Possum Hill Rd, Federalsburg, MD 21632

    Prime Half-Acre Lot Near Smithville Lake – Cleared, with Well and Oversized Garage BayThis unique 0.48-acre property on Possum Hill Rd is ideally situated less than a mile west of the Maryland-Delaware state line, offering a rare combination of open space, infrastructure, and development potential.Property Highlights:Cleared Lot with Existing Well – The land has already been cleared

    Sam Benkirane Proplocate Realty, LLC

    28035 Possum Hill Rd, Federalsburg, MD 21632
  • /17

    $380,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    106 Lednum Ave, Preston, MD 21655

    New construction in Preston, MD offering 3 bedrooms and 2 full baths across 1,400 square feet. This home features an open layout with vaulted ceilings, LVP flooring in the main living areas, and carpeted bedrooms. The kitchen is equipped with stainless steel appliances and granite countertops. The primary suite includes a stand-up shower, while the guest bath offers a tub/shower combo. An

    Eric Haro The Parker Group

    106 Lednum Ave, Preston, MD 21655
  • /5

    $140,000

    • Land
    • 3.75 Acres
    • $37,333 per Acre

    0 Burnt Mill Rd Unit MDCM2006056, Ridgely, MD 21660

    Discover the ideal blend of tranquil nature and prime location! 3.75 acres with mature trees, offering unparalleled privacy and peaceful country living in one of the area's most scenic subdivisions -- all just minutes away from Ridgely and Denton, and less than 1 mile from North Caroline High School. Build your dream home on this beautiful level building lot, providing an even terrain throughout

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2006056, Ridgely, MD 21660
  • /42

    $485,000 Open House 1/03

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    24749 Woods Dr, Denton, MD 21629

    Beautifully maintained 4 bedroom, 2.5 bath Colonial set on a spacious lot just minutes from Denton and the newly opened Caroline Country Club. This inviting home features a comfortable, flowing layout featuring a gas fireplace, perfect for relaxing evenings or gatherings. The kitchen is conveniently located right off the main living area. The space showcases granite counter tops, stainless steel

    Peter Stark Benson & Mangold, LLC

    24749 Woods Dr, Denton, MD 21629
  • /4

    $345,000

    • Studio
    • 2,260 Sq Ft

    517 W Sunset Ave, Greensboro, MD 21639

    Three unit apartment building. Two 1bedroom apartments, one 2 bedroom. Fully leased with positive income to support expense and debt service

    Randy Staats Benson & Mangold, LLC

    517 W Sunset Ave, Greensboro, MD 21639
  • /38

    $214,900

    • 2 Beds
    • 2 Baths
    • 606 Sq Ft

    318 Carter Ave, Denton, MD 21629

    This charming bungalow, fully renovated in 2020 and move-in ready, blends modern comfort with timeless appeal. Behind the classic covered front porch, an open layout offers two bedrooms and two full bathrooms on a single level. The living and kitchen area features a vaulted ceiling with recessed lighting, enhancing the sense of space and adding a clean, modern feel to this efficient floor

    Georgi Chauvin Benson & Mangold, LLC

    318 Carter Ave, Denton, MD 21629
  • /22

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    3 Sunrise Ave, Ridgely, MD 21660

    ***New Construction - TO BE BUILT with estimated completion of winter/early spring 2026. Photos are of model previously built.*** This modern "Farmhouse" Rancher is thoughtfully designed and constructed by the reputable Lomaxx Custom Homes, offering the perfect combination of style, functionality, and comfort. This beautiful home features 3 bedrooms, 2 full bathrooms, and an inviting open-concept

    Amy Betts Coldwell Banker Realty

    3 Sunrise Ave, Ridgely, MD 21660
  • /28

    $399,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    1 Sunrise Ave, Ridgely, MD 21660

    To Be Built, but you are able to do showings at the model home that is pictured NOW with renderings of the actual projected home in the first two photos. As you can see, Lomaxx Custom Homes puts effort into every detail. 1 Sunrise Ave will feature 4 bedrooms and 2.5 beautifully designed bathrooms. From the moment you step onto the brick steps of the front porch you'll notice the charm of the

    Crystal Smith RE/MAX Executive

    1 Sunrise Ave, Ridgely, MD 21660
  • /3

    $135,000

    • Land
    • 0.69 Acre
    • $195,652 per Acre

    1005 Market St, Denton, MD 21629

    A Rare Opportunity to Purchase a General Commercial Lot located in Denton off the High Visibility Corners of Market & Gay St. A Multitude of permissible uses. Water and Sewer hook ups are available for additional fee. There are not any structures on this cleared .69 ac lot. A wonderful Opportunity for the Entrepreneur with a Vision....Hurry to snag this one...

    Barbara Beaudet Brenton Realty Group

    1005 Market St, Denton, MD 21629
  • 131 Hobbs St, Greensboro, MD 21639

    $292,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    131 Hobbs St, Greensboro, MD 21639

    Welcome to 131 Hobbs Street, a new home soon to be under construction in our newest community, Kinnamon Meadows in Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of

    D.R. Horton Builder
    131 Hobbs St, Greensboro, MD 21639
  • /4

    $155,000

    • 1 Bed
    • 1 Bath
    • 512 Sq Ft

    26355 Marydel Rd, Marydel, MD 21649

    House is of little to no value, existing well and septic. This house includes an additional parcel of 7 acres, tax id, 0601012428 for a total of 7.27 acres. Property being SOLD AS IS.

    George Thompson Long & Foster Real Estate, Inc.

    26355 Marydel Rd, Marydel, MD 21649
  • /50

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 2,243 Sq Ft

    7929 Laurel Ln, Denton, MD 21629

    Discover this custom-built 4-bedroom, 2.5-bath contemporary home set on nearly 4 acres in a desirable water-access community. Residents enjoy a private beach and picnic area, while the property itself offers exceptional outdoor living with a spacious fenced-in inground pool, custom greenhouse, and raised garden beds. Tax record is incorrect, actual above grade square footage is 2243 sq ft.! The

    Linda Moore Long & Foster Real Estate, Inc.

    7929 Laurel Ln, Denton, MD 21629
  • /50

    $642,900

    • 4 Beds
    • 2.5 Baths
    • 2,920 Sq Ft

    24276 Asbury Dr, Denton, MD 21629

    Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Expansive lot sizes give you the privacy needed within a walkable neighborhood. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    24276 Asbury Dr, Denton, MD 21629
  • /9

    $198,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    306 Bernard Ave, Greensboro, MD 21639

    Step into this delightful home that perfectly blends comfort with convenience. The open-concept living and kitchen area creates an inviting space for relaxing or entertaining, complete with effortless flow and natural light. With two well-sized bedrooms and a full bathroom, it's ideal for small households or anyone seeking a cozy oasis. From the kitchen, step out onto the oversized back deck—your

    Amanda Morgan Brenton Realty Group

    306 Bernard Ave, Greensboro, MD 21639
  • /43

    $399,999

    • 3 Beds
    • 2.5 Baths
    • 3,212 Sq Ft

    21405 Tanyard Rd, Preston, MD 21655

    Peaceful Country Living on 3.2 Acres – Recently Renovated Home with Expansive Pole Barn! Welcome to 21405 Tanyard Rd in Preston, MD – where modern updates meet serene country living. This beautifully renovated 3-bedroom, 3-bath home sits on 3.2 acres—perfect for gardening, raising animals, or simply enjoying wide-open space and quiet surroundings. Step inside to find a bright, freshly updated

    Justin Pokrywka Taylor Properties

    21405 Tanyard Rd, Preston, MD 21655
  • /2

    $249,900

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    5940 Noble Rd, Federalsburg, MD 21632

    Welcome to peaceful rural living just minutes from town conveniences in Federalsburg, MD. This well-situated single-story ranch home offers functional and accessible living across one level, perfectly suited for first-time buyers, downsizers, or those seeking country comfort with ample outdoor space. You'll have nearly 3 acres of land — great for gardening, recreation, or possbly a future

    Holly Anderson Long & Foster Real Estate, Inc.

    5940 Noble Rd, Federalsburg, MD 21632
  • /71

    $1,099,999

    • 4 Beds
    • 2.5 Baths
    • 3,242 Sq Ft

    7904 Clark Rd, Denton, MD 21629

    This ±45-acre previously certified organic farm is located just south of Denton and offers a well-rounded combination of productive farmland, agricultural infrastructure, and residential living. The property includes approximately ±41 acres of tillable ground equipped with a subsurface irrigation system fed by six on-site wells, providing efficient and reliable water delivery for a wide range of

    Jesse Highling The Land Group

    7904 Clark Rd, Denton, MD 21629
  • /49

    $797,500

    • 3 Beds
    • 2 Baths
    • 2,342 Sq Ft

    12618 Knife Box Rd, Greensboro, MD 21639

    Custom home built in 2007, this home features a large eat in kitchen, a lovely screened porch over looking the park like property. Living room featuring a fireplace, and tray ceiling. to add another cozy feature. Hard wood flooring through out the living space gives that warm welcoming vibe. The property has the potential to be off the grid, the geothermal system is the basis., and a wood stove

    Kat Thompson Benson & Mangold, LLC.

    12618 Knife Box Rd, Greensboro, MD 21639
  • /4

    $24,500

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft

    204 Academy Ave, Federalsburg, MD 21632

    Investor special! This property is being sold AS-IS and is priced for land value or a full renovation. The existing structure requires extensive repairs or complete tear-down—ideal for experienced builders, contractors, or savvy investors looking for a project. Buyer to verify zoning, permits, potential use. Buyer Broker/Agent and/or Buyer must do their own due diligence to verify if the existing

    Mike Dunn Keller Williams Realty Delmarva

    204 Academy Ave, Federalsburg, MD 21632
  • /35

    $599,000

    • 4 Beds
    • 2 Baths
    • 1,771 Sq Ft

    12459 Kibler Rd, Greensboro, MD 21639

    Outstanding small farm property on quiet country road! This spacious home features 3-4 bedrooms and two baths, kitchen with new stainless steel appliances, breakfast bar and dining area. The large living room with wood floors over look the expansive front yard and opens to the front porch where you can enjoy your morning coffee. In the rear of the home there is a large family room that offers a

    Marcia Rostien Long & Foster Real Estate, Inc.

    12459 Kibler Rd, Greensboro, MD 21639
  • /3

    $276,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    CURTIS Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms and two bathrooms. As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious kitchen. To the right, a long, main hallway allows for the two guest bedrooms and guest bathroom to be separate from the living areas of the home. Along

    D.R. Horton Builder
    103 Park Ave Unit 36203276, Greensboro, MD 21639
  • /35

    $345,000

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

    25291 Calvert Dr, Greensboro, MD 21639

    Welcome to Passapae Landing community, where peace, privacy, and comfort come together! This beautiful maintained 3-bedroom, 2-full bathroom ranch style home offers 1,344 sq ft of easy, single level living on nearly 1/2-acre lot-and its ready for you to move right in! Step inside to a bright, inviting layout perfect for both everyday living and entertaining. the spacious living area flows into a

    Erene Katris Coldwell Banker Realty

    25291 Calvert Dr, Greensboro, MD 21639
  • /55

    $429,900

    • 5 Beds
    • 2 Baths
    • 4,060 Sq Ft

    8 W Liberty St, Ridgely, MD 21660

    Welcome to this beautiful updated Custom Built Brick 5-bedroom, 2-bath home nestled on a generous double corner lot in the quaint town of Ridgely. Combining classic charm with modern updates. This property offers comfort and convenience—perfect for growing families or those who love to entertain. Property hightlights include: Updated kitchen featuring brand-new stainless steel appliances, new

    Barbara Blosser Long & Foster Real Estate, Inc.

    8 W Liberty St, Ridgely, MD 21660
  • /59

    $298,000

    • 2 Beds
    • 1 Bath
    • 1,528 Sq Ft

    506 Park Ave, Ridgely, MD 21660

    Welcome to this delightful 2-bedroom, 1-bath rancher nestled in the heart of Ridgely. Perfectly positioned on a spacious double lot, this home offers abundant outdoor space—ideal for gardening, entertaining, or future expansion. A brand-new roof adds peace of mind and long-term value. Step inside to discover a bright and functional layout featuring a sun-drenched sunroom, a cozy living room with

    Lisa Lynch Keller Williams Realty

    506 Park Ave, Ridgely, MD 21660
  • /60

    $699,000

    • 3 Beds
    • 2 Baths

    28402 Liden School Rd, Denton, MD 21629

    Private serene living at its finest! This property has it all -- gorgeous rancher with 3 BR and 2 full baths; pantry in the kitchen, family room with pellet stove and brick fireplace that can burn wood; two large walk-in closets in primary bedroom; so much to mention here that you really must come see for yourself -- fresh air, peace and quiet, birds singing, wildlife, and more. Want horses; this

    Bonnie Duley Long & Foster Real Estate, Inc.

    28402 Liden School Rd, Denton, MD 21629
  • /54

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 3,442 Sq Ft

    5585 Harmony Woods Dr, Preston, MD 21655

    Set on a private, wooded 1.37± acre lot in Harmony Woods, this beautifully maintained home offers a warm, inviting layout with abundant natural light and thoughtful updates throughout. A welcoming front porch leads into the main level with hardwood floors, detailed trim work, and easy flow from the kitchen and breakfast area to the living room with a wood-burning fireplace. Full-view doors open

    Georgi Chauvin Benson & Mangold, LLC

    5585 Harmony Woods Dr, Preston, MD 21655
  • /14

    $149,900

    • Land
    • 10.39 Acres
    • $14,427 per Acre

    PARCEL 91 Cool Spring Rd, Marydel, MD 21649

    Ready for you to build your new home! This beautiful lot is already perc tested for a 3-bedroom home. The woods are a great habitat for deer and turkey and other wildlife. This lovely lot is all ready for the new owner to apply for home construction as the buyer has had the survey completed with the SRA noted on it so lots of the necessary paperwork is complete. So come see and come buy and

    Bonnie Duley Long & Foster Real Estate, Inc.

    PARCEL 91 Cool Spring Rd, Marydel, MD 21649
  • /23

    $286,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft

    203 Hobbs St, Greensboro, MD 21639

    Welcome to 203 Hobbs Street, a new home under construction in Kinnamon Meadows in Greensboro, MD. The Sullivan is a charming 1,219-square-foot, cottage-style ranch home featuring three bedrooms, two bathrooms, and a one-car garage. Just off the foyer, two spacious guest bedrooms and a shared full bathroom offer comfort and privacy for family or visitors. The open-concept kitchen boasts stainless

    D.R. Horton Builder
    203 Hobbs St, Greensboro, MD 21639
  • /74

    $545,000

    • 3 Beds
    • 3 Baths
    • 3,088 Sq Ft

    22005 Main St, Hillsboro, MD 21641

    This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle. The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and tobacco.

    Nancy McGuire Maryland Heritage Properties

    22005 Main St, Hillsboro, MD 21641
  • /9

    $89,000

    • Land
    • 3.05 Acres
    • $29,180 per Acre

    10440 Burrsville Branch Rd, Denton, MD 21629

    3+ ACRES PARTLY WOODED AND BACKS TO FARMLAND. NOT LOCATED IN A COMMUNITY AND NO HOA. (PLAT REFLECTS 3.235 +- ACRES, WHILE SDAT REFELCTS 3.05+- ACRES) PROPERTY IS IMPROVED WITH A 2 STORY HOME THAT WAS BUILT IN 1900 . THIS IS A TEAR DOWN OR PERHAPS POSSIBLY A FIXER UPPER. ***** DO NOT ENTER RESIDENCE***** THERE IS ALSO AN EXISTING WELL AND SEPTIC ON THE PROPERTY. HOUSE, WELL AND SEPTIC ARE AS-IS

    Deborah Callahan Benson & Mangold, LLC

    10440 Burrsville Branch Rd, Denton, MD 21629
  • /37

    $629,900

    • 4 Beds
    • 5 Baths
    • 3,491 Sq Ft

    24712 Tribbett Cir, Ridgely, MD 21660

    Welcome to 24712 Tribbett Circle — a beautifully appointed 2016-built home set on 2.43 pristine acres in one of Ridgely’s most desirable neighborhoods. This luxurious 4-bedroom, 4-bathroom property seamlessly blends timeless style with modern comfort, offering an exceptional living experience both inside and out. The main level is adorned with rich bamboo flooring, creating a warm and

    Chris Warren Long & Foster Real Estate, Inc.

    24712 Tribbett Cir, Ridgely, MD 21660
  • /30

    $375,000

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

    24383 Robins Creek Rd, Preston, MD 21655

    VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXIMATELY 1/4 MILE AWAY. LARGE LIVING ROOM, KITCHEN-DINING ROOM COMBO, PANELED WALLS ARE ALL PAINTED, MOSTLY WOOD FLOORS. LARGE DECK AT REAR OF HOUSE. MORE PICTURES TO COME SOON. ONLY 40 MILES TO WESTERN SHORE, LESS THAN 60 MILES TO THE BEACH

    Ed Quidas Long & Foster Real Estate, Inc.

    24383 Robins Creek Rd, Preston, MD 21655
  • /22

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,753 Sq Ft

    311 Kerr Ave, Denton, MD 21629

    Discover this beautifully updated 3-bedroom, 2-bath corner lot rancher in Denton, Maryland, offering style, comfort, and unbeatable convenience! This single-story gem features gorgeous bamboo flooring throughout, creating a warm and modern ambiance. The traditional floor plan gives the living room area with wood burning fireplace a perfect cozy space for relaxing. Step into the Eat in Kitchen

    Justin Damadio Iron Valley Real Estate Ocean City

    311 Kerr Ave, Denton, MD 21629
  • /10

    $42,999

    • Land
    • 0.24 Acre
    • $179,162 per Acre

    0 Brooklyn Ave, Federalsburg, MD 21632

    Taylor McCartney VRA Realty

    0 Brooklyn Ave, Federalsburg, MD 21632
  • /9

    $159,000

    • 3 Beds
    • 2 Baths
    • 2,776 Sq Ft

    106 S 6th St, Denton, MD 21629

    Charming colonial in the heart of Denton, thoughtfully converted into a two-unit multifamily property. Nestled on a quiet street, this home offers flexible living options with spacious layouts, classic character, and excellent potential for rental income or multigenerational living. A wonderful opportunity to invest or reside in a peaceful in-town setting. Great investment property.

    Amy Betts Coldwell Banker Realty

    106 S 6th St, Denton, MD 21629
  • /10

    $157,500

    • Land
    • 1.01 Acres
    • $155,941 per Acre

    707 W Sunset Ave, Greensboro, MD 21639

    Several individual parcels on Sunset, Cosden and Harold Streets. One parcel has a large 50' x 70' Morton style building, town water and sewer are available. The offering does seem to have some ownership of another parcel consisting of Cosden St. Any interested buyer should perform their own suitable level of due diligence.

    BRIAN MORRIS The Land Group

    707 W Sunset Ave, Greensboro, MD 21639
  • /24

    $208,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    218 E Sunset Ave, Greensboro, MD 21639

    This charming 3-bedroom, 1-bath home sits just across the street from the beautiful Choptank River, offering water views right from your doorstep. Enjoy the benefits of solar panels for lower energy costs.The property also includes a spacious 24’ x 28’ detached garage—perfect for vehicles, a workshop, or extra storage. Whether you’re looking for your first home or looking to downsize this

    Stevie Brummell Keller Williams Realty

    218 E Sunset Ave, Greensboro, MD 21639
  • /53

    $225,000

    • 3 Beds
    • 1.5 Baths
    • 2,817 Sq Ft

    22060 Main St, Hillsboro, MD 21641

    Needs Work. sold as is - large home in need of updating/TLC - 2-story 3 car garage

    Keith Brooks Thurston Wyatt Real Estate, LLC

    22060 Main St, Hillsboro, MD 21641

Showing Results 81 - 120, Page 3 of 4

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