27

Caroline County MD Homes under $300,000

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  • 104 Hobbs St, Greensboro, MD 21639
    104 Hobbs St, Greensboro, MD 21639
    104 Hobbs St, Greensboro, MD 21639
    /34

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    104 Hobbs St, Greensboro, MD 21639

    Fully Remodeled 3-Bedroom Home – Modern Comfort Meets Timeless CharmWelcome to 104 Hobbs St, where quality craftsmanship and stylish upgrades define this beautifully updated 3-bedroom, 1-bath home with 1,248 square feet of living space. Completely renovated from the studs, this home offers peace of mind with all-new electrical, plumbing systems, HVAC, roof & siding plus a fresh modern

    Brett Schrader Taylor Properties

    104 Hobbs St, Greensboro, MD 21639
  • 505 Maryland Ave, Ridgely, MD 21660
    505 Maryland Ave, Ridgely, MD 21660
    505 Maryland Ave, Ridgely, MD 21660
    /24

    $299,000

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

    505 Maryland Ave, Ridgely, MD 21660

    Welcome to this beautifully updated 3-bedroom, 2-bath rancher located in the charming town of Ridgely, Maryland. Renovated just about two years ago, this home has been lovingly maintained and offers stylish, move-in-ready living with modern finishes throughout. The open-concept kitchen features granite countertops, a spacious island perfect for entertaining, soft-close cabinetry, and

    Kaitlyn Collins Benson & Mangold, LLC

    505 Maryland Ave, Ridgely, MD 21660
  • 202 Maryland Ave, Ridgely, MD 21660
    202 Maryland Ave, Ridgely, MD 21660
    202 Maryland Ave, Ridgely, MD 21660
    /31

    $290,000

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

    202 Maryland Ave, Ridgely, MD 21660

    INCREDIBLE VALUE! Looking for a well maintained and move-in ready home with no HOA?! Look no further - this home is just awaiting your personal touch, and you can move in with peace of mind with the one-year home warranty the sellers are offering to the new buyer! Situated on a corner lot, 202 Maryland Avenue comes with a large back yard - perfect for entertaining, gardening, or turning into your

    Mikeshia Wilson Chesapeake Real Estate Associates, LLC

    202 Maryland Ave, Ridgely, MD 21660
  • 4972 Preston Rd, Federalsburg, MD 21632
    4972 Preston Rd, Federalsburg, MD 21632
    4972 Preston Rd, Federalsburg, MD 21632
    /56

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    4972 Preston Rd, Federalsburg, MD 21632

    Welcome home to this beautifully renovated Cape Cod style 3-bedroom, 2-bathroom gem on 0.96 acres. This home has been thoughtfully updated with modern features while maintaining its cozy charm. Step inside to find brand-new LVP flooring, complemented by fresh lighting fixtures that brighten the space. The upgraded kitchen features new cabinetry, quartz countertops, a kitchen island, and new

    Jon Fleming Weichert Realtors - Blue Ribbon

    4972 Preston Rd, Federalsburg, MD 21632
  • 14706 Cherry Ln, Ridgely, MD 21660
    14706 Cherry Ln, Ridgely, MD 21660
    14706 Cherry Ln, Ridgely, MD 21660
    /17

    $299,900

    • 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
  • 113 Parkland Rd, Greensboro, MD 21639
    113 Parkland Rd, Greensboro, MD 21639
    /2

    $284,990 New Construction

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

    113 Parkland Rd, Greensboro, MD 21639

    Welcome to 113 Parkland Road, 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

    Justin Wood D.R. Horton Realty of Virginia, LLC

    113 Parkland Rd, Greensboro, MD 21639
  • 3644 Houston Branch Rd, Federalsburg, MD 21632
    3644 Houston Branch Rd, Federalsburg, MD 21632
    3644 Houston Branch Rd, Federalsburg, MD 21632
    /13

    $259,900

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    3644 Houston Branch Rd, Federalsburg, MD 21632

    Beautiful immaculate with open floor plan. chefs kitchen, stainlus steel appliances. Granit counters and island. New bathroom, cac with one car garage. 2 acres of land, 2 bedroomand den which could be third bedroom

    Barbara Nichols Results Realty Inc.

    3644 Houston Branch Rd, Federalsburg, MD 21632
  • 3406 Rose St, Federalsburg, MD 21632
    3406 Rose St, Federalsburg, MD 21632
    3406 Rose St, Federalsburg, MD 21632
    /9

    $269,900

    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    3406 Rose St, Federalsburg, MD 21632

    Totally renovated doublewide. beautiful tile work,large kitchen. new foundation, electric, cacNew dry wall, flooring, roof, welland septic. New concrete pad in rear yard ready for new shed

    Barbara Nichols Results Realty Inc.

    3406 Rose St, Federalsburg, MD 21632
  • 218 E Sunset Ave, Greensboro, MD 21639
    218 E Sunset Ave, Greensboro, MD 21639
    218 E Sunset Ave, Greensboro, MD 21639
    /17

    $230,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    218 E Sunset Ave, Greensboro, MD 21639

    Welcome to 218 E Main St Greensboro, MD. This home offers 3 bedrooms and 1 bath. Home has a large, dethatched garage and off-street parking. Located next to the public boat ramp, with easy access to local shopping and Delaware tax free shopping. This home is located in a flood zone and is being sold as is.

    Dawn Williams Berkshire Hathaway Homeservice Homesale Realty

    218 E Sunset Ave, Greensboro, MD 21639
  • 102 Roe St, Greensboro, MD 21639
    102 Roe St, Greensboro, MD 21639
    102 Roe St, Greensboro, MD 21639
    /42

    $239,000

    • 3 Beds
    • 2 Baths
    • 1,212 Sq Ft

    102 Roe St, Greensboro, MD 21639

    This 3-bedroom, 2-bath bungalow offers the perfect blend of warmth, space, and character. Set on a quiet street just minutes from downtown Greensboro. Step inside to a bright, welcoming living area and enjoy the comfort of a wood stove that keeps the whole house cozy during the winter months.The layout offers flexibility with three comfortable bedrooms and two full baths, providing just

    Jillian Luna Rosendale Realty

    102 Roe St, Greensboro, MD 21639
  • 520 S 5th Ave, Denton, MD 21629
    520 S 5th Ave, Denton, MD 21629
    520 S 5th Ave, Denton, MD 21629
    /10

    $249,000

    • Land
    • 0.23 Acre
    • $1,082,609 per Acre

    520 S 5th Ave, Denton, MD 21629

    LET’S MAKE A DEAL***INVEST IN A PRIME MULTI USE SITE * DESIRABLE LOCATIONS * BUYERS CHOICEDEVELOP NOW? Or HOLD AND LET TIME INCREASE YPUR PROFIT OPPORTUNITY.... FOUR 10,000 SQ FT ADJOINING LOTS IN A GREAT IN TOWN SETTING S DUPLEX. IS ONE OF SEVERAL PERMITTED USES SO EASILY to build total 8 UNITS. Office, Shop or Studio with 2nd floor Residential for a Live Work

    Phil Riordan Meredith Fine Properties

    520 S 5th Ave, Denton, MD 21629
  • 12194 Knife Box Rd, Greensboro, MD 21639
    12194 Knife Box Rd, Greensboro, MD 21639
    12194 Knife Box Rd, Greensboro, MD 21639
    /38

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,488 Sq Ft

    12194 Knife Box Rd, Greensboro, MD 21639

    Welcome home to this charming Farmhouse set on 3.63 picturesque acres just outside of Greensboro. As you arrive, you’re greeted by the peaceful setting, framed by mature trees, a wide front yard, and plenty of space to enjoy country living. Step inside to a sunroom flex space, perfect for a cozy sitting area or office. The living room features beautiful hardwood floors and a wood-burning

    Dustin Parker The Parker Group

    12194 Knife Box Rd, Greensboro, MD 21639
  • 116 Maple Ave, Preston, MD 21655
    116 Maple Ave, Preston, MD 21655
    116 Maple Ave, Preston, MD 21655
    /5

    $247,000

    • 2 Beds
    • 1.5 Baths
    • 1,458 Sq Ft

    116 Maple Ave, Preston, MD 21655

    Small town location and close to SO many amenities - enjoy the best of both worlds! Great location in town and just around the corner from stores, restaurants, elementary school and more. Water access isn't too far away (about 5 minutes, if that!). The seller has done many updates since purchasing 3 years ago -- all new appliances, windows, front door, landscaping, refreshed painting throughout

    Mary Haddaway Benson & Mangold, LLC

    116 Maple Ave, Preston, MD 21655
  • 108 S 2nd St, Denton, MD 21629
    108 S 2nd St, Denton, MD 21629
    108 S 2nd St, Denton, MD 21629
    /54

    $250,000

    • 4 Beds
    • 1.5 Baths
    • 2,406 Sq Ft

    108 S 2nd St, Denton, MD 21629

    Historic charm meets endless potential in this spacious corner-lot home in the heart of downtown Denton—formerly home to the beloved local flower shop! With 4 bedrooms and 1.5 bathrooms, this well-maintained property offers incredible space, character, and small-town walkability.From the welcoming front porch to the large family room that opens to an oversized deck, this home is perfect

    Crystal Smith RE/MAX Executive

    108 S 2nd St, Denton, MD 21629
  • 207 Gay St, Denton, MD 21629
    207 Gay St, Denton, MD 21629
    207 Gay St, Denton, MD 21629
    /25

    $259,000

    • Studio
    • 1,820 Sq Ft

    207 Gay St, Denton, MD 21629

    Price Improvement! Great investment. Perfect opportunity for an investor or owner-occupied duplex as first floor unit generates $1100/month and second floor unit is currently vacant.Conveniently located, multi-family in Downtown Denton with the Denton Police Department directly across the street.Vinyl siding, replacement windows, ductless mini split HVAC and off-street parking in the rear.

    Andrew Beaven Wright Real Estate

    207 Gay St, Denton, MD 21629
  • 210 Denton Rd, Federalsburg, MD 21632
    210 Denton Rd, Federalsburg, MD 21632
    210 Denton Rd, Federalsburg, MD 21632
    /11

    $239,000

    • 4 Beds
    • 3 Baths
    • 1,190 Sq Ft

    210 Denton Rd, Federalsburg, MD 21632

    JUST REDUCED, WHAT A DEAL!Square footage is not reflected correctly, please confirm square footage the estimate is 1190. This listing including , the adjacent lot (property ID-05-0159272). Charming 4 bedroom, 3 full bath home sits up on a hill over looking open space. The kitchen and living area are a nice open floor plan, with a bonus area for reading or office area. Up-date kitchen

    Kat Thompson Benson & Mangold, LLC.

    210 Denton Rd, Federalsburg, MD 21632
  • 207 Bloomingdale Ave, Federalsburg, MD 21632
    207 Bloomingdale Ave, Federalsburg, MD 21632
    207 Bloomingdale Ave, Federalsburg, MD 21632
    /29

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    207 Bloomingdale Ave, Federalsburg, MD 21632

    Welcome to 207 Bloomingdale Ave, nestled in the picturesque town of Federalsburg....Character, Charm & Good Bones!!! Perfect for someone who doesn't mind a little sweat equity!! With a fresh coat of paint, new countertops, new flooring and some added finishing touches this home will shine again!! This all brick spacious home features 3 bedrooms, 2 baths, dedicated light filled living room with

    Karen Clark Clark & Co Realty, LLC

    207 Bloomingdale Ave, Federalsburg, MD 21632
  • 245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    /8

    $225,000

    • Land
    • 0.06 Acre
    • $3,750,000 per Acre

    245 Briarwood Cir, Denton, MD 21629

    LETS MAKE A DEAL****Hard to Find Great Construction Project waiting for you.Improved 4 adjoining townhouse parcels with concrete slab (check with governmental officials for usability?)Or remove and build new for this special block of 4 town house lots. Beginning of the Sandy Meadows community that is its own block offering privacy outside of crowded downtown for you to Build and sell or

    Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, Denton, MD 21629
  • 245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    /8

    $225,000

    • Studio

    245 Briarwood Cir, Denton, MD 21629

    Improved 4 adjoining townhouse parcels with concrete slab (check with governmental officials for usability?)Beginning of the Sandy Meadows community that is its own block offering privacy outside of crowded downtown for you to Build and sell or rent.Listing shows one lotLots 55, 56, 57 & 58 This is a unique opportunity for small project in a nice setting.Call for details.

    Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, Denton, MD 21629
  • 0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
    /16

    $299,900

    • Land
    • 3.40 Acres
    • $88,206 per Acre

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629

    Farm land or a Home site. Convenient to Denton and 404. 3 parcels totaling 21.11 acres are included in the offering. Tillable land and wooded. Great spot for someone with horses or that wants to hunt. Perk approval on Parcel 83. Approx. 3.7 tillable acreage.

    Eddie Matthews Benson & Mangold, LLC

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
  • 11900 Central Ave Central, Ridgely, MD 21660
    11900 Central Ave Central, Ridgely, MD 21660
    /2

    $225,000

    • Land
    • 16 Acres
    • $14,010 per Acre

    11900 Central Ave Central, Ridgely, MD 21660

    This great property offers over 16 acres of level land with frontage on three roads: Central Avenue, Henry Road, and Holly Plains Drive. Zoned R1, this lot presents endless possibilities—whether you're looking to hold, subdivide, or develop. Located just outside the Ridgely city limits and within close proximity to the town center, this property is ideally positioned for future growth. With

    Sam Benkirane Proplocate Realty, LLC

    11900 Central Ave Central, Ridgely, MD 21660
  • 157 Riverwalk Terrace, Federalsburg, MD 21632
    157 Riverwalk Terrace, Federalsburg, MD 21632
    157 Riverwalk Terrace, Federalsburg, MD 21632
    /27

    $219,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft

    157 Riverwalk Terrace, Federalsburg, MD 21632

    Welcome to 157 Riverwalk Terrace, a new home in Riverwalk Terrace in Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story interior townhome with three bedrooms, two and a half bathrooms, and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen with beautiful white cabinet space, granite countertops, stainless steel

    Justin Wood D.R. Horton Realty of Virginia, LLC

    157 Riverwalk Terrace, Federalsburg, MD 21632
  • 155 Riverwalk Terrace, Federalsburg, MD 21632
    155 Riverwalk Terrace, Federalsburg, MD 21632
    155 Riverwalk Terrace, Federalsburg, MD 21632
    /27

    $214,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft

    155 Riverwalk Terrace, Federalsburg, MD 21632

    Explore 155 Riverwalk Terrace, a new home in the welcoming Riverwalk Terrace community of Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story townhome with three bedrooms, two and a half bathrooms, and on-street parking.The first floor is spacious with a large, thoughtfully designed kitchen with ample white cabinet space, granite countertops, stainless steel

    Justin Wood D.R. Horton Realty of Virginia, LLC

    155 Riverwalk Terrace, Federalsburg, MD 21632
  • 118 Parkland Rd, Greensboro, MD 21639
    118 Parkland Rd, Greensboro, MD 21639
    /2

    $273,990 New Construction

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

    118 Parkland Rd, Greensboro, MD 21639

    Explore 118 Parkland Road, 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 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,

    Justin Wood D.R. Horton Realty of Virginia, LLC

    118 Parkland Rd, Greensboro, MD 21639
  • 512 Lincoln St, Denton, MD 21629
    512 Lincoln St, Denton, MD 21629
    512 Lincoln St, Denton, MD 21629
    /34

    $299,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    512 Lincoln St, Denton, MD 21629

    Welcome to your brand-new dream home in charming Denton, Maryland! This stunning ranch-style residence sits on a spacious double lot and offers 3 bedrooms, 2 full bathrooms, and 1,279 square feet of beautifully designed living space. With its open-concept layout, the home provides a warm, inviting atmosphere—perfect for both everyday living and entertaining. Enjoy the modern kitchen, featuring

    Brooks Decker Coastal Life Realty Group LLC

    512 Lincoln St, Denton, MD 21629
  • 0 Shore Highway-404 Unit MDCM2004048, Denton, MD 21629
    0 Shore Highway-404 Unit MDCM2004048, Denton, MD 21629
    0 Shore Highway-404 Unit MDCM2004048, Denton, MD 21629
    /16

    $299,900 New Construction

    0 Shore Highway-404 Unit MDCM2004048, Denton, MD 21629

    Farm land or a Home site. Convenient to Denton and 404. 3 parcels totaling 21.11 acres are included in the offering. Tillable land and wooded. Great spot for someone with horses or that wants to hunt. Perk approval on Parcel 83. Approx. 3.7 tillable acreage.

    Eddie Matthews Benson & Mangold, LLC

    0 Shore Highway-404 Unit MDCM2004048, Denton, MD 21629
  • 6101 Bethlehem Rd, Preston, MD 21655
    6101 Bethlehem Rd, Preston, MD 21655
    6101 Bethlehem Rd, Preston, MD 21655
    /33

    $289,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    6101 Bethlehem Rd, Preston, MD 21655

    Charming 3-bedroom, 1-bathroom home on 1.3 acres with room to grow! This well-maintained, one-family-owned property features recent upgrades throughout, including a new roof (2024), hot water heater (2023), new appliances and countertops (2024), fresh paint (2024), new fencing (2024), and a brand-new septic system. The oversized 2-car garage offers ample storage or workspace. The primary bedroom

    Katie Moore Coldwell Banker Chesapeake Real Estate Company

    6101 Bethlehem Rd, Preston, MD 21655
Maryland Caroline County

Real Estate & Homes in Caroline County, MD under $300,000

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