140

Caroline County MD Homes for Sale

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  • 12484 Greensboro Rd, Greensboro, MD 21639
    12484 Greensboro Rd, Greensboro, MD 21639
    12484 Greensboro Rd, Greensboro, MD 21639
    /10

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    12484 Greensboro Rd, Greensboro, MD 21639

    Experience the best of Eastern Shore living on just over 2 acres of private land. This home features a spacious family room complete with a pellet stove and a kitchen that boasts custom-built Amish oak cabinets, granite countertops, and a tile backsplash. The entire home is equipped with LVP flooring for a modern touch. A large primary addition has been added, while the other bedrooms are

    Roger Boyce Chesapeake Real Estate Associates, LLC

    12484 Greensboro Rd, Greensboro, MD 21639
  • 27329 Iron Gate Rd, Federalsburg, MD 21632
    27329 Iron Gate Rd, Federalsburg, MD 21632
    27329 Iron Gate Rd, Federalsburg, MD 21632
    /59

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,038 Sq Ft

    27329 Iron Gate Rd, Federalsburg, MD 21632

    Charming Colonial-style farmhouse set on 9 scenic acres, offering a rare blend of historic character, pastoral beauty, and endless potential. Ideal for animal lovers or those seeking a peaceful weekend retreat, the home features hardwood floors, exposed ceiling beams, and three wood-burning stoves that add warmth and timeless appeal. Large Spacious bedrooms, a screened porch and rear patio

    Shannon Parker Keller Williams Select Realtors of Cambridge

    27329 Iron Gate Rd, Federalsburg, MD 21632
  • 7805 Dyer Rd, Denton, MD 21629
    7805 Dyer Rd, Denton, MD 21629
    7805 Dyer Rd, Denton, MD 21629
    /57

    $950,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    7805 Dyer Rd, Denton, MD 21629

    Experience the perfect harmony of modern luxury and timeless countryside living with this exceptional 3 bedroom 2.5 bath farmhouse, built in 2022, gracefully set on approximately 62 acres in the heart of Denton, Maryland. Surrounded by a serene, bucolic landscape, this remarkable property offers a rare opportunity to embrace refined rural living without sacrificing contemporary comfort. From the

    Brody Sergent Northrop Realty

    7805 Dyer Rd, Denton, MD 21629
  • 411 Mallard Dr, Greensboro, MD 21639
    411 Mallard Dr, Greensboro, MD 21639
    /2

    $324,900 Coming Soon

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

    411 Mallard Dr, Greensboro, MD 21639

    Located in the charming community of Caroline Farms in Greensboro, MD, this delightful Colonial-style home offers a perfect blend of comfort and convenience. Built in 2006, this well-maintained residence boasts 1,848 square feet of living space, providing ample room for relaxation and entertaining. As you approach the home, you'll be greeted by its inviting vinyl siding and a well-manicured front

    Vincent Payne Realty Navigator

    411 Mallard Dr, Greensboro, MD 21639
  • 322 Deep Shore Rd, Denton, MD 21629
    322 Deep Shore Rd, Denton, MD 21629
    322 Deep Shore Rd, Denton, MD 21629
    /65

    $624,900

    • 1,344 Sq Ft

    322 Deep Shore Rd, Denton, MD 21629

    This home is anything but ordinary. Thoughtfully built by the current owners in 1982, the property showcases true craftsmanship with structural beams hewn from timber sourced right from the land itself. The main living space is situated on the second floor, offering a bright, airy layout and sweeping views across 13 picturesque acres. The first floor provides incredible flexibility—ideal for

    Connie Loveland Benson & Mangold, LLC

    322 Deep Shore Rd, Denton, MD 21629
  • 310 Main St, Marydel, MD 21649
    310 Main St, Marydel, MD 21649
    310 Main St, Marydel, MD 21649
    /48

    $629,900

    • Studio
    • 3,600 Sq Ft

    310 Main St, Marydel, MD 21649

    Excellent investment opportunity. Also perfect for a homeowner, live in one unit and let the other units pay your mortgage. 4-unit residential apartments fully rented with long-term tenants. Additional office space available. 5 units total. Current income from 4 units is $5,100/month, potentially $6,100/month including the office. Plenty of parking for tenants, guests, and customers. Updated

    Raphael Szendro R&R Executive Realty

    310 Main St, Marydel, MD 21649
  • 507 W Central Ave, Federalsburg, MD 21632
    507 W Central Ave, Federalsburg, MD 21632
    507 W Central Ave, Federalsburg, MD 21632
    /3

    $55,000

    • Land
    • 0.34 Acre
    • $161,765 per Acre

    507 W Central Ave, Federalsburg, MD 21632

    Discover a unique opportunity to create your dream home on this spacious 0.34-acre parcel of land, nestled in a serene suburban setting. This property offers a blank canvas for your vision, allowing you to design a residence that perfectly suits your lifestyle and preferences. Imagine waking up each day to the gentle sounds of nature, with the peaceful ambiance of a suburban neighborhood

    Joni Barrow Coldwell Banker Realty

    507 W Central Ave, Federalsburg, MD 21632
  • 325 Carter Ave, Denton, MD 21629
    325 Carter Ave, Denton, MD 21629
    /2

    $270,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    325 Carter Ave, Denton, MD 21629

    Excellent cozy home just waiting for you in the town of Denton with the small town atmosphere and a lot of amenities. Affordably priced, close to shopping, easy commute to the Western Shore and close enough to Delaware and Maryland beaches. Come see today because this home will not last long.

    George Thompson Long & Foster Real Estate, Inc.

    325 Carter Ave, Denton, MD 21629
  • 7922 Detour Rd, Denton, MD 21629
    7922 Detour Rd, Denton, MD 21629
    7922 Detour Rd, Denton, MD 21629
    /10

    $255,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,286 Sq Ft

    7922 Detour Rd, Denton, MD 21629

    Investor Alert! Great opportunity for a handyman or savvy investor. This 3-bedroom, 2-bath home is situated in a great, private location and offers plenty of potential for the right buyer. The property features a 1-car garage, a spacious backyard perfect for outdoor activities or play, and a deck off the back—ideal for relaxing or entertaining. While the home does require renovations, it presents

    Barbara Blosser Long & Foster Real Estate, Inc.

    7922 Detour Rd, Denton, MD 21629
  • 15204 Jarrell Rd, Goldsboro, MD 21636
    15204 Jarrell Rd, Goldsboro, MD 21636
    15204 Jarrell Rd, Goldsboro, MD 21636
    /46

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft

    15204 Jarrell Rd, Goldsboro, MD 21636

    There's a feeling you get when you enter a home that is absolutely pristine, thoughtfully and intentionally updated and ready for you to move and settle in tomorrow! It's a feeling of levity...of moving into this space that feels to have been curated just for you! The improvements have been designed with timeless form and function in mind such as: handsome and durable LVP flooring throughout,

    Rachael Altemose Monument Sotheby's International Realty

    15204 Jarrell Rd, Goldsboro, MD 21636
  • 20915 Dover Bridge Rd, Preston, MD 21655
    20915 Dover Bridge Rd, Preston, MD 21655
    20915 Dover Bridge Rd, Preston, MD 21655
    /60

    $447,000

    • 3 Beds
    • 2 Baths
    • 1,904 Sq Ft

    20915 Dover Bridge Rd, Preston, MD 21655

    Set on 8.6 private, fully fenced acres just across the Dover Bridge, this Eastern Shore property offers endless possibilities with scenic surroundings, expansive land, and close proximity to the Choptank River, just minutes from Easton. The single-level home features three bedrooms and two full bathrooms, a country kitchen, and an open-concept layout highlighted by a massive brick fireplace with

    Alex Martinez The Agency DC

    20915 Dover Bridge Rd, Preston, MD 21655
  • 24876 Meeting House Rd, Denton, MD 21629
    24876 Meeting House Rd, Denton, MD 21629
    /2

    $215,000

    • 3 Beds
    • 1 Bath
    • 1,406 Sq Ft

    24876 Meeting House Rd, Denton, MD 21629

    Traditional country style home sits right out side town limits. Close to town and Denton amenities, make this an excellent location for convenience. Nice size yard for a garden, pets, or children. This has been a rental for many years and has always been cared for. Continue this as a rental or make this your home. The current tenant owns the appliances, possible to supply needed appliances for

    Kat Thompson Benson & Mangold, LLC.

    24876 Meeting House Rd, Denton, MD 21629
  • 12397 Ridgely Rd, Ridgely, MD 21660
    12397 Ridgely Rd, Ridgely, MD 21660
    /2

    $485,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,952 Sq Ft

    12397 Ridgely Rd, Ridgely, MD 21660

    Picture your horse here! Grazing in lush pastures safely fenced with Electro-Braid, training in the round pen or the 60' x 120' dressage arena, or resting in one of 4 fully matted stalls with fans in the main barn (there are two more stalls in the other stable along with hay storage.) In the main barn, two of the stalls can be joined to create a foaling stall with a monitor camera!For the

    Deborah Dawkins Coldwell Banker Realty

    12397 Ridgely Rd, Ridgely, MD 21660
  • 115 Boyce Mill Rd, Greensboro, MD 21639
    115 Boyce Mill Rd, Greensboro, MD 21639
    115 Boyce Mill Rd, Greensboro, MD 21639
    /30

    $329,900

    • 4 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    115 Boyce Mill Rd, Greensboro, MD 21639

    Welcome to this charming, Cape-Cod with a Full Unfinished basement—perfectly nestled on a spacious 1/2 Acre! This property gives you that “welcome home” feeling the moment you arrive. Inside, you’ll find a bright and inviting living area featuring a cozy electric fireplace insert and beautiful wood‐beam accents. The freshly renovated kitchen is thoughtfully designed and opens seamlessly to the

    Kathleen Brenton Brenton Realty Group

    115 Boyce Mill Rd, Greensboro, MD 21639
  • 25305 Sandy Point Rd, Greensboro, MD 21639
    25305 Sandy Point Rd, Greensboro, MD 21639
    25305 Sandy Point Rd, Greensboro, MD 21639
    /93

    $615,000

    • 3 Beds
    • 2.5 Baths
    • 2,968 Sq Ft

    25305 Sandy Point Rd, Greensboro, MD 21639

    Choptank River waterfront at an incredible price! Come tour this beautiful three-story waterfront home on the Choptank just five minutes from downtown Denton and Route 404 and a short ten-minute drive to Greensboro. The main level features an eat-in kitchen, formal dining room, and a living room and sunroom—both offering breathtaking river views. You'll also find a spacious primary suite, an

    Janet Larson Benson & Mangold, LLC

    25305 Sandy Point Rd, Greensboro, MD 21639
  • 13926 Quail Ct, Greensboro, MD 21639
    13926 Quail Ct, Greensboro, MD 21639
    13926 Quail Ct, Greensboro, MD 21639
    /7

    $449,000 New Construction

    • 3 Beds
    • 2 Baths

    13926 Quail Ct, Greensboro, MD 21639

    Brand‐new construction in a peaceful country setting! Enjoy easy one‐level living in this open‐layout rancher filled with natural light. The spacious living, dining, and kitchen areas create the perfect flow for everyday living and entertaining. The huge primary suite sits privately on one side of the home, complete with a walk‐in closet and ensuite bathroom. On the opposite side, you’ll find two

    Amanda Morgan Brenton Realty Group

    13926 Quail Ct, Greensboro, MD 21639
  • 27202 Sandtown Rd, Goldsboro, MD 21636
    27202 Sandtown Rd, Goldsboro, MD 21636
    27202 Sandtown Rd, Goldsboro, MD 21636
    /18

    $120,000

    • Land
    • 1.89 Acres
    • $63,492 per Acre

    27202 Sandtown Rd, Goldsboro, MD 21636

    Discover the perfect blend of tranquility and convenience with this perc-approved 1.88-acre homesite, ready for your dream build. Overlooking a scenic tributary of the Upper Choptank River, this property offers breathtaking natural views and a serene setting that wildlife enthusiasts will truly appreciate. Ducks and geese are common visitors on the water with fishing right in your back yard.

    Brett Schrader Taylor Properties

    27202 Sandtown Rd, Goldsboro, MD 21636
  • 1109 Honeysuckle Dr, Denton, MD 21629
    1109 Honeysuckle Dr, Denton, MD 21629
    1109 Honeysuckle Dr, Denton, MD 21629
    /45

    $454,000

    • 4 Beds
    • 2.5 Baths
    • 3,044 Sq Ft

    1109 Honeysuckle Dr, Denton, MD 21629

    Call the movers and bring your family. This 4 bedroom, 2.5 bath Colonial with an attached 2 car garage is conveniently located just minutes from downtown Denton and less than 1 hour from Annapolis or MD/DE Beaches. Featuring a large combined kitchen/living room with fireplace that's perfect for family gatherings or entertaining. Retire to the quiet back yard with wooded views and a cozy firepit.

    Andrew Beaven Wright Real Estate

    1109 Honeysuckle Dr, Denton, MD 21629
  • 25095 Trunk Line Rd, Henderson, MD 21640
    25095 Trunk Line Rd, Henderson, MD 21640
    25095 Trunk Line Rd, Henderson, MD 21640
    /39

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    25095 Trunk Line Rd, Henderson, MD 21640

    Welcome to your private retreat on 4.11 acres, offering the perfect blend of updated living and outdoor lifestyle. This secluded property features established trails, abundant wildlife including deer and turkey, and existing hunting stands already in place. Inside, the home has been extensively updated. In 2025, improvements include new siding, gutters, windows, doors, storm doors, updated

    Heather Branham The Parker Group

    25095 Trunk Line Rd, Henderson, MD 21640
  • 8409 Harmony Rd, Denton, MD 21629
    8409 Harmony Rd, Denton, MD 21629
    8409 Harmony Rd, Denton, MD 21629
    /34

    $315,000

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

    8409 Harmony Rd, Denton, MD 21629

    Tucked away in a peaceful rural setting, this beautifully updated home offers space, privacy, and modern convenience on 1.14 acres. Welcome to 8409 Harmony Road—a truly special property with access from both Harmony Road and the rear of the property via Towers Road, providing added flexibility and convenience. This move-in-ready 3-bedroom, 2-bath home blends thoughtful updates with a functional

    Barbara McCaffrey Redfin Corp

    8409 Harmony Rd, Denton, MD 21629
  • 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
  • 1709 Cattail Commons Way, Denton, MD 21629
    1709 Cattail Commons Way, Denton, MD 21629
    1709 Cattail Commons Way, Denton, MD 21629
    /5

    $445,000 Coming Soon

    • 2,492 Sq Ft

    1709 Cattail Commons Way, Denton, MD 21629

    Welcome to 1709 Cattail Commons Way in the desirable Savannah Overlook community of Denton. This well-maintained 4-bedroom, 2.5-bath home offers a spacious and functional layout designed for both everyday living and entertaining. The main level features an open floor plan that flows easily from room to room. The kitchen is the heart of the home, complete with an oversized island, stainless steel

    Kaitlyn Collins Benson & Mangold, LLC

    1709 Cattail Commons Way, Denton, MD 21629
  • 107 Smith St, Federalsburg, MD 21632
    107 Smith St, Federalsburg, MD 21632
    107 Smith St, Federalsburg, MD 21632
    /22

    $189,000

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

    107 Smith St, Federalsburg, MD 21632

    Move-In Ready & Beautifully Remodeled!This charming 3-bedroom, 1.5-bath home offers the perfect blend of comfort and convenience. Enjoy a spacious living room, separate dining area, and a dedicated laundry room for added functionality.The kitchen is designed for both everyday living and entertaining, featuring dual bar seating areas with open views to the living and dining spaces. One

    Dawn Hubbard Keller Williams Select Realtors of Cambridge

    107 Smith St, Federalsburg, MD 21632
  • 7192 American Corner Rd, Denton, MD 21629
    7192 American Corner Rd, Denton, MD 21629
    7192 American Corner Rd, Denton, MD 21629
    /37

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,222 Sq Ft

    7192 American Corner Rd, Denton, MD 21629

    Come make this updated and move in ready rancher your new home. Considerable improvements have been made over the last two years to include the following. This home has a new deep well, new septic system, new tankless propane water heater, new washer/dryer. new range and refrigerator, new roof, new siding, new hvac, renovated bathroom, new flooring, fresh paint, new privacy and chain link fencing

    Andrew Beaven Wright Real Estate

    7192 American Corner Rd, Denton, MD 21629
  • 107 N School St Unit 3B, Greensboro, MD 21639
    107 N School St Unit 3B, Greensboro, MD 21639
    /2

    $179,000

    • 2 Beds
    • 2 Baths
    • 968 Sq Ft

    107 N School St Unit 3B, Greensboro, MD 21639

    Rare Opportunity ! Built 1922 as a school and converted into condo units. Many of the original elements make each building unique. With massive windows different architectural elements makes each unit distinctive. Open floor plan with updated appliances make this turn key for its next resident.. This unit has Two comfortable size bedrooms, two full baths, washer and dryer. There is an owner

    Kat Thompson Benson & Mangold, LLC.

    107 N School St Unit 3B, Greensboro, MD 21639
  • 22889 Hog Creek Rd, Preston, MD 21655
    22889 Hog Creek Rd, Preston, MD 21655
    22889 Hog Creek Rd, Preston, MD 21655
    /21

    $465,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    22889 Hog Creek Rd, Preston, MD 21655

    Spacious 4-bedroom, 2 full and 1 half bath home located in desirable Preston, MD. This property offers the perfect blend of comfort and functionality, featuring a 3-car heated garage, central air, and a heat pump for year-round efficiency. Enjoy outdoor living with a deck complete with awning, a large yard supported by an underground irrigation system, and an additional shed for storage. Inside,

    Katie Moore Coldwell Banker Chesapeake Real Estate Company

    22889 Hog Creek Rd, Preston, MD 21655
  • 506 Pintail St, Greensboro, MD 21639
    506 Pintail St, Greensboro, MD 21639
    506 Pintail St, Greensboro, MD 21639
    /15

    $314,900

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    506 Pintail St, Greensboro, MD 21639

    Nearly new ranch style home with large front porch. Three bedrooms and two full baths plus spacious laundry room enhance this home. Large kitchen with center island with stainless appliances and granite countertops are a focal point of this open floor plan. Move in ready and waiting for a new family!

    Bonnie Johnson Keller Williams Realty

    506 Pintail St, Greensboro, MD 21639
  • 24766 Tribbett Cir, Ridgely, MD 21660
    24766 Tribbett Cir, Ridgely, MD 21660
    24766 Tribbett Cir, Ridgely, MD 21660
    /41

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 2,643 Sq Ft

    24766 Tribbett Cir, Ridgely, MD 21660

    Welcome to this meticulously crafted 2023 contemporary farmhouse, perfectly positioned on a spacious .85-acre lot in the established community of Ashworth. Offering 3,168 square feet, 4 bedrooms, and 2.5 baths, this beautifully designed home blends timeless farmhouse charm with modern finishes and thoughtful upgrades throughout. The striking exterior showcases classic white siding, bold black

    Barbara McCaffrey Redfin Corp

    24766 Tribbett Cir, Ridgely, MD 21660
  • 14185 Drapers Mill Rd, Greensboro, MD 21639
    14185 Drapers Mill Rd, Greensboro, MD 21639
    14185 Drapers Mill Rd, Greensboro, MD 21639
    /30

    $299,000

    • 4 Beds
    • 1 Bath
    • 1,352 Sq Ft

    14185 Drapers Mill Rd, Greensboro, MD 21639

    Charming 2-Story Farmhouse set on 3 acres along a quiet country road, located directly next to a scenic bird sanctuary! This home offers 4 bedrooms and 1 full bath, including a convenient first-floor bedroom. The layout features a kitchen and dining combination, spacious family room, welcoming foyer, and a separate mudroom/laundry area. Enjoy the peaceful surroundings from the front and side

    John Lyons Crown Homes Real Estate

    14185 Drapers Mill Rd, Greensboro, MD 21639
  • 25550 Linhard Ln, Greensboro, MD 21639
    25550 Linhard Ln, Greensboro, MD 21639
    25550 Linhard Ln, Greensboro, MD 21639
    /26

    $340,000

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

    25550 Linhard Ln, Greensboro, MD 21639

    Welcome to your own charming private retreat! This beautifully remodeled property truly has it all. Step inside this open‐concept rancher filled with natural light, where the living, dining, and kitchen spaces flow seamlessly together. The kitchen is a showstopper—brand‐new cabinets, granite countertops, stainless steel appliances, and a large island perfect for the chef of the house or for

    Amanda Morgan Brenton Realty Group

    25550 Linhard Ln, Greensboro, MD 21639
  • 215 Academy Ave, Federalsburg, MD 21632
    215 Academy Ave, Federalsburg, MD 21632
    215 Academy Ave, Federalsburg, MD 21632
    /18

    $95,000

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

    215 Academy Ave, Federalsburg, MD 21632

    This property offers an exceptional chance for a BRRRR investment, fix and flip opportunities or a DIY restoration project. Recent improvements, including partial window replacements and a newer roof, and good bones, set the stage for a transformative renovation. The property features two bedrooms on the second floor, a bonus room, two bathrooms, a flex room, an enclosed front porch, large

    Nora Turner Long & Foster Real Estate, Inc.

    215 Academy Ave, Federalsburg, MD 21632
  • 22285 Tanyard Rd, Preston, MD 21655
    22285 Tanyard Rd, Preston, MD 21655
    22285 Tanyard Rd, Preston, MD 21655
    /33

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,503 Sq Ft

    22285 Tanyard Rd, Preston, MD 21655

    Tucked away just outside of town, this charming 3-bedroom, 2-bathroom home offers the perfect blend of privacy and space on a beautiful 4-acre property. The land features a mix of open, cleared yard and mature woods, providing both room to roam and a peaceful natural setting. Inside, the home offers a comfortable and functional layout, ideal for everyday living. One of the bedrooms includes a

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    22285 Tanyard Rd, Preston, MD 21655
  • 6413 Reliance Rd, Federalsburg, MD 21632
    6413 Reliance Rd, Federalsburg, MD 21632
    6413 Reliance Rd, Federalsburg, MD 21632
    /28

    $249,900

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

    6413 Reliance Rd, Federalsburg, MD 21632

    Nice 3 bedroom 1 bath Rancher with garage in quiet country setting. This one will not last long!!

    Blaine Williamson McClain-Williamson Realty, LLC

    6413 Reliance Rd, Federalsburg, MD 21632
  • 27320 Chipmans Ln, Federalsburg, MD 21632
    27320 Chipmans Ln, Federalsburg, MD 21632
    27320 Chipmans Ln, Federalsburg, MD 21632
    /34

    $219,000

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    27320 Chipmans Ln, Federalsburg, MD 21632

    Charming country rancher with peaceful farmland views! Welcome to 27320 Chipmans Lane in Federalsburg, MD—this quaint 3-bedroom, 1-bath home offers a great blend of comfort, updates, and rural tranquility. Situated on over 1/3 of an acre, this home features a beautifully updated bathroom, a newer roof (just a few years old), and a brand new well—providing peace of mind for years to come. Inside,

    Justin Pokrywka Taylor Properties

    27320 Chipmans Ln, Federalsburg, MD 21632
  • 618 Academy Ave, Federalsburg, MD 21632
    618 Academy Ave, Federalsburg, MD 21632
    618 Academy Ave, Federalsburg, MD 21632
    /33

    $280,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    618 Academy Ave, Federalsburg, MD 21632

    Welcome home! This beautifully cared-for property offers small-town charm with big advantages — no town taxes and only a five-minute walk to the local elementary school. Sitting on a spacious 0.78-acre lot, you'll love the huge backyard, perfect for kids, pets, or backyard cookouts. The large circular driveway provides plenty of parking, and there’s even a storage shed for all your outdoor gear.

    Kaitlyn Collins Benson & Mangold, LLC

    618 Academy Ave, Federalsburg, MD 21632
  • 27329 Jenny Hye Ln, Marydel, MD 21649
    27329 Jenny Hye Ln, Marydel, MD 21649
    27329 Jenny Hye Ln, Marydel, MD 21649
    /15

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,111 Sq Ft

    27329 Jenny Hye Ln, Marydel, MD 21649

    Situated on a 1.51 acre lot, backing to woods, this four Bedroom, 2 full bath home's interior has been completely renovated! Kitchen with eat -in area has been updated with new cabinetry, granite countertops & s/s appliances, Separate dining room for those wanting a more formalized area or can be used as a den, Living room with wood burning fireplace leads to expansive family room with access to

    Kathleen May Synergy Realty

    27329 Jenny Hye Ln, Marydel, MD 21649
  • 8416 Harmony Rd, Denton, MD 21629
    8416 Harmony Rd, Denton, MD 21629
    8416 Harmony Rd, Denton, MD 21629
    /111

    $989,000

    • 4 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    8416 Harmony Rd, Denton, MD 21629

    Discover a truly rare opportunity where lifestyle, income potential, and homeownership come together on this expansive 12.7-acre, two-parcel property zoned rural—offering unmatched flexibility and endless possibilities.Currently operating as a productive orchard, greenhouse operation, and microgreens business, this property is thoughtfully equipped for both personal enjoyment and

    Casey Neves The Parker Group

    8416 Harmony Rd, Denton, MD 21629
  • 7837 Shore Dr, Preston, MD 21655
    7837 Shore Dr, Preston, MD 21655
    7837 Shore Dr, Preston, MD 21655
    /57

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    7837 Shore Dr, Preston, MD 21655

    Two Johns – Charming Home in a Sought-After Waterfront Community Nestled between Preston and Denton in the desirable Two Johns subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers a rare blend of comfort, style, and location. Just a few houses away from the public boat landing, residents enjoy easy water access for boating, kayaking, or fishing. Take in serene water views from

    Eddie Matthews Benson & Mangold, LLC

    7837 Shore Dr, Preston, MD 21655
  • 0 Liberty Rd, Federalsburg, MD 21632
    0 Liberty Rd, Federalsburg, MD 21632
    0 Liberty Rd, Federalsburg, MD 21632
    /12

    $1,300,000

    • Land
    • 92.9 Acres
    • $13,994 per Acre

    0 Liberty Rd, Federalsburg, MD 21632

    90± deeded acres located east of Federalsburg off Liberty Road. The farm is primarily comprised of tillable land with approximately 36± acres under center pivot irrigation. Soils consist primarily of Woodstown, Klej-Galloway complex, and Fallsington sandy loam soils, which are commonly used for grain and row crop production in the area. The property offers approximately one half mile of road

    Benjamin Alder The Land Group

    0 Liberty Rd, Federalsburg, MD 21632
  • 24764 Pealiquor Rd, Denton, MD 21629
    24764 Pealiquor Rd, Denton, MD 21629
    24764 Pealiquor Rd, Denton, MD 21629
    /69

    $740,000

    • 5 Beds
    • 4 Baths
    • 5,286 Sq Ft

    24764 Pealiquor Rd, Denton, MD 21629

    Welcome to Timeless Elegance Meets Modern Comfort. Step inside this stunning Cape Cod residence and immediately feel at home. A gracious foyer framed by classic columns invites you into a luminous interior that effortlessly blends traditional charm with modern open‐concept living. To your right, a versatile flex room offers the perfect space for a home office, formal dining, or private study.

    Dustin Parker The Parker Group

    24764 Pealiquor Rd, Denton, MD 21629

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