146

Caroline County MD Homes for Sale

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  • 222 S 2nd St, Denton, MD 21629
    222 S 2nd St, Denton, MD 21629
    222 S 2nd St, Denton, MD 21629
    /42

    $334,900

    $24K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    222 S 2nd St, Denton, MD 21629

    This is 222 S. 2nd Street, a recently renovated home with historic charm. Original wood flooring, and architectural details such as moldings and antique door knobs highlight the home's history. Though it embraces the past, the house has been updated with all new appliances, new quartz kitchen countertops, newly painted walls and new siding. The house offers something that many two-story homes do

    Kathleen Brenton Brenton Realty Group

    222 S 2nd St, Denton, MD 21629
  • 309 N Main St, Greensboro, MD 21639
    309 N Main St, Greensboro, MD 21639
    309 N Main St, Greensboro, MD 21639
    /30

    $279,900

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,791 Sq Ft

    309 N Main St, Greensboro, MD 21639

    This exquisite Colonial-style home, thoughtfully renovated in 2019, seamlessly blends classic charm with modern luxury. Spanning 1,791 square feet, this residence offers a warm and inviting atmosphere, perfect for creating lasting memories. Step inside to discover a beautifully designed interior featuring engineered luxury vinyl plank flooring that exudes elegance and durability. The heart of the

    Eddie Matthews Benson & Mangold, LLC

    309 N Main St, Greensboro, MD 21639
  • 6132 Harmony Rd, Preston, MD 21655
    6132 Harmony Rd, Preston, MD 21655
    6132 Harmony Rd, Preston, MD 21655
    /12

    $200,000

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    6132 Harmony Rd, Preston, MD 21655

    Discover a hidden gem in this charming 2-bedroom, 1-bathroom ranch-style home, built in 1950 and brimming with potential. Nestled on a generous 0.48-acre lot, this property offers ample space for expansion or outdoor enjoyment, making it an ideal investment opportunity for those looking to enhance their portfolio. The detached structure, constructed with durable block materials, presents a solid

    Frank Davis Exit Community Realty

    6132 Harmony Rd, Preston, MD 21655
  • 5258 Preston Rd, Federalsburg, MD 21632
    5258 Preston Rd, Federalsburg, MD 21632
    5258 Preston Rd, Federalsburg, MD 21632
    /20

    $225,000

    • 4 Beds
    • 1 Bath
    • 1,350 Sq Ft

    5258 Preston Rd, Federalsburg, MD 21632

    4 bedrooms 1 bathroom bungalow being sold "AS IS". 16,700 sq. ft. lot with detached garage. Priced to Sell.Updated 200. amp electric service.

    Barton Johnson/not int Marshy Hope Realty LLC

    5258 Preston Rd, Federalsburg, MD 21632
  • 105 Lincoln St, Greensboro, MD 21639
    105 Lincoln St, Greensboro, MD 21639
    /2

    $215,000

    • 3 Beds
    • 1 Bath
    • 756 Sq Ft

    105 Lincoln St, Greensboro, MD 21639

    Tenant-occupied property offering an excellent investment opportunity with immediate rental income. Current lease in place through July 31st. Tenants have expressed interest in renewing and would prefer to stay, providing potential for continued occupancy. Property is well-maintained and conveniently located near local amenities, schools, and major routes.Please allow adequate notice for all

    emily conley Taylor Properties

    105 Lincoln St, Greensboro, MD 21639
  • 106 S University Ave, Federalsburg, MD 21632
    106 S University Ave, Federalsburg, MD 21632
    106 S University Ave, Federalsburg, MD 21632
    /20

    $265,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    106 S University Ave, Federalsburg, MD 21632

    Attention: First time home buyers, looking to Downsize or needing move-in Ready? This home is for you!Well-maintained 3-bedroom, 2-full-bath Rancher offering comfortable one-level living! This inviting home features a Spacious Kitchen and Living room, along with a generously sized primary suite with an ensuite bath and convenient access to the rear yard. Freshly painted and move-in ready.

    Mary Mabry Keller Williams Select Realtors of Cambridge

    106 S University Ave, Federalsburg, MD 21632
  • 2766 Veterans Dr, Federalsburg, MD 21632
    2766 Veterans Dr, Federalsburg, MD 21632
    /2

    $309,000

    • 2 Beds
    • 1 Bath
    • 1,284 Sq Ft

    2766 Veterans Dr, Federalsburg, MD 21632

    Across from the boat ramp! Outdoor enthusiasts, nature lovers, and adventure seekers — welcome to your dream retreat. This one‑of‑a‑kind property offers an extraordinary blend of privacy, recreation, and natural beauty that is nearly impossible to find elsewhere. Set on gently rolling terrain overlooking multiple deep‑water ponds, this property delivers exceptional fishing, peaceful kayaking,

    Stacie Luhrman Benson & Mangold, LLC

    2766 Veterans Dr, Federalsburg, MD 21632
  • 0 Trunk Rd Unit MDCM2007270, Henderson, MD 21640
    0 Trunk Rd Unit MDCM2007270, Henderson, MD 21640
    0 Trunk Rd Unit MDCM2007270, Henderson, MD 21640
    /11

    $224,900

    $45K PRICE DROP
    • Land
    • 14.71 Acres
    • $15,289 per Acre

    0 Trunk Rd Unit MDCM2007270, Henderson, MD 21640

    Discover the possibilities on this 14.71± acre wooded parcel on Trunk Line Rd in Henderson, MD, now offered at $224,900. Perc approved for a conventional septic system serving a 4+ bedroom dwelling, this property offers the opportunity to build a custom home while enjoying the privacy and space of a rural setting. With approximately 466 feet of road frontage along Trunk Line Road and a designated

    Heather Branham The Parker Group

    0 Trunk Rd Unit MDCM2007270, Henderson, MD 21640
  • 121 Hobbs St, Greensboro, MD 21639
    121 Hobbs St, Greensboro, MD 21639
    /2

    $299,990

    New Construction $2K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    121 Hobbs St, Greensboro, MD 21639

    Come discover 121 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of 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 the

    D.R. Horton Builder
    121 Hobbs St, Greensboro, MD 21639
  • 1204 Blue Heron Dr, Denton, MD 21629
    1204 Blue Heron Dr, Denton, MD 21629
    1204 Blue Heron Dr, Denton, MD 21629
    /16

    $235,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,693 Sq Ft

    1204 Blue Heron Dr, Denton, MD 21629

    ***NEWLY ADJUSTED PRICE***Come on in to explore this beautifully maintained 3-level home offering the perfect blend of modern convenience and comfortable living. This beauty features 3 spacious bedrooms and 2.5 baths, with an open floor plan that creates an inviting flow throughout the main living areas. The home has been updated with fresh paint, new appliances and more to ensure it's move-in

    Carolyn A. Page Shore Results Realty

    1204 Blue Heron Dr, Denton, MD 21629
  • 245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    /10

    $309,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    245 Briarwood Cir, Denton, MD 21629

    Beautifully designed new construction interior townhome located in an established community in the heart of Denton, Maryland! Offering 4 spacious bedrooms, 2.5 baths, and an oversized rear-load garage, this home combines modern style with everyday functionality.The open-concept floor plan is perfect for both entertaining and daily living, featuring a gourmet kitchen with quartz

    Michelle DiDonato Island Realty, LLC

    245 Briarwood Cir, Denton, MD 21629
  • 25331 Adams Landing Rd, Denton, MD 21629
    25331 Adams Landing Rd, Denton, MD 21629
    25331 Adams Landing Rd, Denton, MD 21629
    /39

    $384,900

    $35K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,159 Sq Ft

    25331 Adams Landing Rd, Denton, MD 21629

    2 Acre cleared lot. Great opportunity for a fixer upper. Home needs a fair amount of work but it has a great layout. Main level primary, office/den separate dining room. Additional main level bedroom and full bath on main level. Spacious living room with access to the large screened porch. Corner eat-in kitchen & main level laundry. Cash or 203(K).***The property is being sold in its current

    Lisa Whited Keller Williams Realty

    25331 Adams Landing Rd, Denton, MD 21629
  • 113 Hobbs St, Greensboro, MD 21639
    113 Hobbs St, Greensboro, MD 21639
    113 Hobbs St, Greensboro, MD 21639
    /12

    $291,490

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

    113 Hobbs St, Greensboro, MD 21639

    Discover 113 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms, two bathrooms, and a two-car driveway.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.

    D.R. Horton Builder
    113 Hobbs St, Greensboro, MD 21639
  • 109 Hobbs St, Greensboro, MD 21639
    109 Hobbs St, Greensboro, MD 21639
    109 Hobbs St, Greensboro, MD 21639
    /23

    $289,990

    New Construction $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft

    109 Hobbs St, Greensboro, MD 21639

    Welcome to 109 Hobbs Street where a new home can be yours in Kinnamon Meadows in Greensboro, MD. This home is not currently under construction.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

    D.R. Horton Builder
    109 Hobbs St, Greensboro, MD 21639
  • 103 Park Ave Unit 36203274, Greensboro, MD 21639
    103 Park Ave Unit 36203274, Greensboro, MD 21639
    /2

    $298,990

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

    Helena Plan at Kinnamon Meadows, Greensboro, MD 21639

    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 the home. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or

    D.R. Horton Builder
    103 Park Ave Unit 36203274, Greensboro, MD 21639
  • 1709 Cattail Commons Way, Denton, MD 21629
    1709 Cattail Commons Way, Denton, MD 21629
    1709 Cattail Commons Way, Denton, MD 21629
    /36

    $430,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    1709 Cattail Commons Way, Denton, MD 21629

    Welcome to 1709 Cattail Commons Way, located in the highly desirable Savannah Overlook community in Denton, MD. This beautifully maintained 4-bedroom, 2.5-bath home offers a spacious open floor plan, modern upgrades, and move-in ready convenience—perfect for today’s buyer seeking comfort, functionality, and style. The main level features a bright and open layout ideal for both everyday living and

    Kaitlyn Collins Benson & Mangold, LLC

    1709 Cattail Commons Way, Denton, MD 21629
  • 0 Liberty (Rifkin Village) Rd Unit MDCM2007390, Federalsburg, MD 21632
    0 Liberty (Rifkin Village) Rd Unit MDCM2007390, Federalsburg, MD 21632
    0 Liberty (Rifkin Village) Rd Unit MDCM2007390, Federalsburg, MD 21632
    /4

    $1,200,000

    $400K PRICE DROP
    • Land
    • 11 Acres
    • $109,091 per Acre

    0 Liberty (Rifkin Village) Rd Unit MDCM2007390, Federalsburg, MD 21632

    Ready for Development! 43 lots within the Town limits of Federalsburg, Maryland. Total lot space as currently platted is 478,596 sq ft or 11 acres, according to public records. Total property area including the unbuilt road space is roughly 13 acres. Right-of-ways to the property are currently platted from Liberty Rd, Bernard Ave, and the Federalsburg Bypass. 855 ft of frontage on the

    Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Liberty (Rifkin Village) Rd Unit MDCM2007390, Federalsburg, MD 21632
  • 8851 New Bridge Rd, Denton, MD 21629
    8851 New Bridge Rd, Denton, MD 21629
    8851 New Bridge Rd, Denton, MD 21629
    /57

    $955,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,468 Sq Ft

    8851 New Bridge Rd, Denton, MD 21629

    Private Waterfront Retreat on the Choptank River.Experience the best of Eastern Shore waterfront living in this exceptional home built in 2021, where modern luxury, privacy, and serene views come together on one remarkable property. Situated on 8.15± private acres with approximately 600 feet of Choptank River frontage and deep water access, this stunning retreat offers the perfect balance of

    Shawn Moore Meredith Fine Properties

    8851 New Bridge Rd, Denton, MD 21629
  • 306 Caroline Ave, Ridgely, MD 21660
    306 Caroline Ave, Ridgely, MD 21660
    306 Caroline Ave, Ridgely, MD 21660
    /55

    $340,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    306 Caroline Ave, Ridgely, MD 21660

    Charming updated Farmhouse style home with hardwood floors throughout and tiled bathrooms. The open kitchen features quartz countertops, a center island for extra prep space and casual dining, stainless steel appliances, and a tile backsplash. The first floor includes a full bath with a tiled walk-in stall shower, plus a separate laundry/mud room. Dual-zone heating and air for year-round comfort.

    Roger Boyce Chesapeake Real Estate Associates, LLC

    306 Caroline Ave, Ridgely, MD 21660
  • 0 Mill & Lincoln St, Greensboro, MD 21639
    0 Mill & Lincoln St, Greensboro, MD 21639
    0 Mill & Lincoln St, Greensboro, MD 21639
    /8

    $69,000

    $16K PRICE DROP
    • Land
    • 32,234 Sq Ft
    • $93,243 per Acre

    0 Mill & Lincoln St, Greensboro, MD 21639

    With LAND becoming less and less available, here is your opportunity to own 3 PARCELS in the Town of Greensboro!! At least one of which has a hooked up Water/Sewer account, so INSTANT SAVINGS on no tap fee!! AND WITH THIS NEW PRICE, DON'T HESITATE -- GREAT PRICE & GREAT OPPORTUNITY! Parcels are believed to total approximately 0.74 Acres, more or less. Abandoned dwelling exists in the center of

    Erin Anderson Chesapeake Real Estate Associates, LLC

    0 Mill & Lincoln St, Greensboro, MD 21639
  • 0 Havercamp Rd, 4, Preston, MD 21655
    0 Havercamp Rd, 4, Preston, MD 21655
    0 Havercamp Rd, 4, Preston, MD 21655
    /6

    $49,900

    • Land
    • 2.55 Acres
    • $19,569 per Acre

    0 Havercamp Rd, 4, Preston, MD 21655

    If you’ve been searching for a private, wooded homesite without feeling too far removed from everyday conveniences, this is it. Offering over 2.5 acres, this property provides the perfect blend of seclusion and accessibility—ideal for building your dream home exactly the way you envision it. Located on Havercamp Rd, you’ll enjoy a peaceful, tucked-away setting while still being just minutes from

    Aubrey Campbell Keller Williams Realty Delmarva

    0 Havercamp Rd, 4, Preston, MD 21655
  • 108 N Academy St, Greensboro, MD 21639
    108 N Academy St, Greensboro, MD 21639
    108 N Academy St, Greensboro, MD 21639
    /31

    $269,000

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    108 N Academy St, Greensboro, MD 21639

    This charming cape cod home is waiting for your creative touches! Lots of room on three floors. The main floor boasts a large living room with new vinyl flooring. A separate dining room, large kitchen, full bath and mudroom with washer and dryer. The second floor has four spacious bedrooms and a charming vintage bath with claw foot tub! The basement is a perfect place for crafts, hobbies and

    Marcia Rostien Long & Foster Real Estate, Inc.

    108 N Academy St, Greensboro, MD 21639
  • 9472 Quail Run Rd, Denton, MD 21629
    9472 Quail Run Rd, Denton, MD 21629
    9472 Quail Run Rd, Denton, MD 21629
    /50

    $469,900

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

    9472 Quail Run Rd, Denton, MD 21629

    Denton - 4 bedroom home! This property offers an incredible opportunity to own a home with fantastic features, major mechanical updates, and no HOA! Inside, you will find a traditional layout highlighted by a large country kitchen featuring new countertops and an island. The formal dining room, den (with woodstove) and living room give ample opportunities for flex space. The primary bedroom

    Valerie Brown Coldwell Banker Realty

    9472 Quail Run Rd, Denton, MD 21629
  • 5820 Bell Creek Rd, Preston, MD 21655
    5820 Bell Creek Rd, Preston, MD 21655
    5820 Bell Creek Rd, Preston, MD 21655
    /53

    $525,000

    • 2 Beds
    • 1 Bath
    • 1,292 Sq Ft

    5820 Bell Creek Rd, Preston, MD 21655

    Don’t miss this exceptional 20+/- acre working horse farm thoughtfully designed for both functionality and country living. This well-equipped equestrian property offers everything needed for training, boarding, riding, and daily farm operations. The property features a 36’ x 40’ center-aisle barn with 9 stalls, water, electric, and an insulated tack room, along with a 77’ x 36’ metal barn

    Colleen Smith EXP Realty, LLC

    5820 Bell Creek Rd, Preston, MD 21655
  • 612 Market St, Denton, MD 21629
    612 Market St, Denton, MD 21629
    612 Market St, Denton, MD 21629
    /33

    $345,000

    • 4 Beds
    • 2 Baths
    • 2,172 Sq Ft

    612 Market St, Denton, MD 21629

    Step back in time while enjoying the comforts of modern living in this beautifully maintained 1900s historic home nestled in the heart of Denton. Rich with character and timeless charm, this spacious four-bedroom, two-bath residence showcases many of the architectural details that make historic homes so special, including original hardwood floors, detailed moldings, tall ceilings, oversized

    Joelle Dolch Cross Street Realtors LLC

    612 Market St, Denton, MD 21629
  • E/S MD RT480 Unknown, Hillsboro, MD 21641
    E/S MD RT480 Unknown, Hillsboro, MD 21641
    /2

    $55,000

    • Land
    • 4.17 Acres
    • $13,189 per Acre

    E/S MD RT480 Unknown, Hillsboro, MD 21641

    Seller is waiting for perk results from Caroline county health department

    Diane Wenk Wright Real Estate

    E/S MD RT480 Unknown, Hillsboro, MD 21641

Showing Results 121 - 146, Page 4 of 4

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