2,043

Caroline, MD Homes

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  • /93

    $520,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,372 Sq Ft

    13800 Cedar Ln, Greensboro, MD 21639

    Discover Your Dream Farm! This incredible 18-acre property, currently perfect for horses, offers endless possibilities for your agricultural pursuits, hobby farm or a serene country lifestyle. This lovely home features a fireplace and gorgeous honey-toned hardwood floors throughout and an abundance of natural light. The 2BR/1BA cottage is self-sufficient and quaint with an open concept floor

    Agent Photo

    Lona Todd

    Taylor Properties

    (410) 698-4178

    13800 Cedar Ln, Greensboro, MD 21639
  • /13

    $1,395 per month

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Townhouse for Rent

    513 Vaughn Ave, Greensboro, MD 21639

    Chad Muse KD Realty Inc

    513 Vaughn Ave, Greensboro, MD 21639
  • /68

    $494,000 Sold Aug 08, 2025

    • 3,788 Sq Ft
    • $130/SF
    • 127 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2023

    25879 Brookwood Rd, Greensboro, MD 21639

    Check out this beautiful 2023 build. With a wrap around front porch and 24'x 30' pole barn with 2 14' pull through doors. Currently finished off as a 3 bed/ 2.5 Bath on the main floor with the upstairs roughed in for a 4/5th bedroom and a full bath or optional bonus room. Wide open floor plan, spacious kitchen great for entertaining with stainless appliances, granite counters, bar height end

    Brett Schrader Taylor Properties

    25879 Brookwood Rd, Greensboro, MD 21639
    • /23

      Est $321,580 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft

      323 Mallard Dr, Greensboro, MD 21639

      323 Mallard Dr, Greensboro, MD 21639
  • /26

    $320,000

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    504 Pintail St, Greensboro, MD 21639

    Practically New Home in Greensboro, MD — Built in 2024!Why wait to build when you can move right into this stunning, barely lived-in home? Built in 2024 and meticulously maintained, this property offers the perfect blend of modern style and low-maintenance living.Step inside to an inviting open floor plan filled with natural light. The spacious kitchen features sleek granite countertops,

    Kaitlyn Collins Benson & Mangold, LLC

    504 Pintail St, Greensboro, MD 21639
  • /53

    $522,000 Sold Aug 04, 2025

    • 2,960 Sq Ft
    • $176/SF
    • 111 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    25833 Spring Branch Dr, Greensboro, MD 21639

    Don't miss this great opportunity to own this beautiful home located in "Spring Branch" that has been totally renovated. The home features 4 bedrooms, 2.5 bathrooms, numerous upgrades including new kitchen cabinets and quartz countertops with a separate island. There is plenty of space to entertain with the 1st floor having a living room, family room, dining room, office and a 1/2 bathroom

    Daniel Foster Long & Foster Real Estate, Inc.

    25833 Spring Branch Dr, Greensboro, MD 21639
    • /30

      Est $310,242 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,468 Sq Ft

      319 Mallard Dr, Greensboro, MD 21639

      319 Mallard Dr, Greensboro, MD 21639
  • /80

    $409,000

    • 5 Beds
    • 3.5 Baths
    • 2,330 Sq Ft

    13001 Beech Ln, Greensboro, MD 21639

    Your dream home is waiting for you! Nestled in the woods of Fox Grape Farms, 13001 Beech Lane features a DOUBLE LOT giving you just over an acre of land. This 5 Bedroom 3.5 Bathroom home includes, Multiple Outbuildings, Huge Yard, Income Producing Solar Panels, Primary Suite Loft with Balcony, Wood Burning Stove, Recently Remodeled Kitchen, & Wood Burning Fireplace. LVP & hardwood floors

    Megan Rosendale Rosendale Realty

    13001 Beech Ln, Greensboro, MD 21639
  • /58

    $345,000 Sold Jul 30, 2025

    • 1,984 Sq Ft
    • $174/SF
    • 91 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2005

    510 Pintail St, Greensboro, MD 21639

    Do not miss your chance to own this 5-bedroom, 2.5 bath Colonial home with attached garage located in the "Small-Town, Big Heart" city of Greensboro! The gourmet kitchen includes stainless steel appliances, a stylish backsplash, granite countertops, and a pantry. The kitchen/dining room opens to the family room, giving you a great open space to entertain and enjoy family time! The back deck is

    Jon Fleming Weichert Realtors - Blue Ribbon

    510 Pintail St, Greensboro, MD 21639
    • /79

      Est $411,066 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,546 Sq Ft

      204 S Main St, Greensboro, MD 21639

      204 S Main St, Greensboro, MD 21639
  • /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
  • /31

    $290,000 Sold Jul 25, 2025

    • 1,265 Sq Ft
    • $229/SF
    • 102 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    278 Wood Duck Dr, Greensboro, MD 21639

    NEW PRICE and THE SELLER IS OFFERING A 1% INTEREST RATE BUY DOWN which could save you $200 a month on your mortgage! No HOA restrictions or monthly fees or extra community closing costs. This stunning newly built home is completed and a must see brought to you by Lomaxx Custom Homes! 278 Wood Duck Drive features 3 bedrooms and 2 beautifully designed bathrooms. From the moment you step inside,

    Crystal Smith RE/MAX Executive

    278 Wood Duck Dr, Greensboro, MD 21639
    • /20

      Est $274,279 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,440 Sq Ft

      306 N Academy St, Greensboro, MD 21639

      306 N Academy St, Greensboro, MD 21639
  • /47

    $339,990

    • 4 Beds
    • 2 Baths
    • 2,774 Sq Ft

    111 Maple Ave, Greensboro, MD 21639

    SELLER OFFERING CONCESSIONS TOWARD CLOSING !!!Under contract with next home and motivated to sell !!! Welcome to your dream home, a charming farmhouse-style residence that beautifully blends historic character with modern comforts, that is situated on a 0.21 acre lot. Over $70,000 in upgrades since the home was purchased!!! The recently installed 6ft privacy, fenced back yard, brick patio and

    Betsy Brown Long & Foster Real Estate, Inc.

    111 Maple Ave, Greensboro, MD 21639
  • /2

    $281,990 Sold Jul 21, 2025

    • 1,219 Sq Ft
    • $231/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    107 Parkland Rd, Greensboro, MD 21639

    Introducing 107 Parkland Road, a new home located 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

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    107 Parkland Rd, Greensboro, MD 21639
    • /26

      Est $289,645 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft

      13274 Greensboro Rd, Greensboro, MD 21639

      13274 Greensboro Rd, Greensboro, MD 21639
  • /15

    $319,900

    • 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
  • /2

    $260,990 Sold Jul 18, 2025

    • 1,059 Sq Ft
    • $246/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2025

    112 Parkland Rd, Greensboro, MD 21639

    Welcome to 112 Parkland Road, a new home in the welcoming Kinnamon Meadows community of Greensboro, MD. The Perry, a 1,059 square foot open concept cottage-style ranch home, offers two bedrooms and two bathrooms. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for entertaining guests or enjoying family

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    112 Parkland Rd, Greensboro, MD 21639
    • /26

      Est $215,049 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,184 Sq Ft

      304 N School St, Greensboro, MD 21639

      304 N School St, Greensboro, MD 21639
  • /2

    $290,990 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

    Builder Photo

    D.R. Horton

    Builder

    103 Park Ave Unit 36203274, Greensboro, MD 21639
  • /3

    $75,000 Sold Jul 17, 2025

    • Land
    • 2.60 Acres
    • $28,846 per Acre
    • 47 Days On Market

    0 River Rd, Greensboro, MD 21639

    **Excellent 2.6 Acre Lot – Ideal for Your Dream Home!**Discover the perfect canvas for your future home on this stunning 2.6-acre lot! Situated in a peaceful, partly wooded setting, this property offers both privacy and natural beauty. With septic system already in place for a 4-bedroom residence, you can start planning your dream home without the hassle.**Highlights:**-

    Linda Moore Meredith Fine Properties

    0 River Rd, Greensboro, MD 21639
    • /14

      Est $343,069 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,044 Sq Ft

      25465 Hill Rd, Greensboro, MD 21639

      25465 Hill Rd, Greensboro, MD 21639
  • /48

    $355,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    110 N School St, Greensboro, MD 21639

    This house is located in the historic town of Greensboro within the town limits. Not your everyday contractor grade spec home, this is truly a custom home built by one of the best crews in the business! All 2x6 framed exterior walls, floor trusses are spaced at one foot on center. Ample attic space in this property makes storage easy - potential for future man-cave! Spray-in foam and batt

    Chad Muse KD Realty Inc

    110 N School St, Greensboro, MD 21639
  • /65

    $818,800 Sold Jul 11, 2025

    • 3,334 Sq Ft
    • $246/SF
    • 14 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1966

    25292 Sandy Point Rd, Greensboro, MD 21639

    Waterfront Serenity – Elevated above the Choptank River on a high bank, thisexceptional property offers commanding views, unmatched privacy and effortlessindoor-outdoor living. Completely rebuilt (2016) with a modern, minimalist aesthetic,the 3-bedroom, 3-bath home was thoughtfully designed for comfort, style, and aging inplace. The 2,200+ sq ft main level features a sleek

    Kathy Christensen TTR Sotheby's International Realty

    25292 Sandy Point Rd, Greensboro, MD 21639
    • /31

      Est $406,409 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,742 Sq Ft

      25400 Calvert Dr, Greensboro, MD 21639

      25400 Calvert Dr, Greensboro, MD 21639
  • 119 Parkland Rd, Greensboro, MD 21639

    $290,990 New Construction

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

    119 Parkland Rd, Greensboro, MD 21639

    Coming soon at 119 Parkland Road, a new home soon to be built 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

    Builder Photo

    D.R. Horton

    Builder

    119 Parkland Rd, Greensboro, MD 21639
  • /28

    $299,000 Sold Jul 07, 2025

    • 1,320 Sq Ft
    • $227/SF
    • 84 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    607 N Main St, Greensboro, MD 21639

    RARE FIND!! In-Town lot with 1.4 Acres! Home Features 3 Bedrooms 1 Full Bath, Nice Living Room, Dining Room, Kitchen, Finished Sun Room. Full Unfinished Basement. (High Ceilings and Very Dry) Attic has Blown to Foam insulation for very economical heat and cool. Oversize Attached Two-Car Garage- Detached 1.5 Car Garage to include wood stove and work bench! Barn with 4 stalls .Makes for Tons of

    Kathleen Brenton Brenton Realty Group

    607 N Main St, Greensboro, MD 21639
    • /8

      Est $173,247 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 845 Sq Ft

      108 Roe St, Greensboro, MD 21639

      108 Roe St, Greensboro, MD 21639
  • 113 Parkland Rd, Greensboro, MD 21639

    $286,990 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

    Builder Photo

    D.R. Horton

    Builder

    113 Parkland Rd, Greensboro, MD 21639
  • /2

    $274,490 Sold Jun 30, 2025

    • 1,182 Sq Ft
    • $232/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    108 Parkland Rd, Greensboro, MD 21639

    Explore 108 Parkland Road, a new home in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,282 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

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    108 Parkland Rd, Greensboro, MD 21639
    • /18

      Est $334,274 Not Listed For Sale

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

      13585 Dahlia Ct, Greensboro, MD 21639

      13585 Dahlia Ct, Greensboro, MD 21639
  • /2

    $287,990 Pending

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

    111 Parkland Rd, Greensboro, MD 21639

    Coming soon at 111 Parkland Road, a new home soon to be built 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

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

    111 Parkland Rd, Greensboro, MD 21639
  • /23

    $280,000 Sold Jun 28, 2025

    • 1,192 Sq Ft
    • $235/SF
    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2013

    105 Elmor Ct, Greensboro, MD 21639

    Charming Rancher on a Quiet Cul-de-Sac!Welcome to 105 Elmor Ct, Greensboro, MD 21639 — a beautifully maintained 3-bedroom, 2-bath rancher nestled in a peaceful cul-de-sac in one of Greensboro's most desirable neighborhoods. Built in 2013, this single-level home offers the perfect blend of modern comfort and quiet suburban living.Step inside to find a bright and open layout ideal for

    BJ Kilby Eastern Shore Real Estate, LLC

    105 Elmor Ct, Greensboro, MD 21639
    • /43

      Est $311,804 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,952 Sq Ft

      505 Teal Cir, Greensboro, MD 21639

      505 Teal Cir, Greensboro, MD 21639
  • /2

    $286,990 Pending

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

    114 Parkland Rd, Greensboro, MD 21639

    Get ready for 114 Parkland Road, a new home soon to be built 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

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

    114 Parkland Rd, Greensboro, MD 21639
  • /38

    $355,000 Sold Jun 06, 2025

    • 1,952 Sq Ft
    • $182/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    508 Teal Cir, Greensboro, MD 21639

    Welcome to this spacious well loved 3 bedroom, 2.5 bathroom colonial nestled on a peaceful cul-de-sac in the sought after neighborhood of Caroline Farms. The home offers a welcoming front porch, perfect to decorate for all the seasons. A large inviting light filled living room that seamlessly flows into the dining area and kitchen, making it ideal for gatherings. Upstairs comes complete with a

    Karen Clark Clark & Co Realty, LLC

    508 Teal Cir, Greensboro, MD 21639
    • /28

      Est $200,693 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,272 Sq Ft

      316 N Main St, Greensboro, MD 21639

      316 N Main St, Greensboro, MD 21639
  • /2

    $329,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 1,624 Sq Ft

    407 Wood Duck Dr, Greensboro, MD 21639

    COMING SOON in Caroline Farms! This beautiful home will be hitting the market soon. Stay tuned for more photos and details!

    Kathryn Matic Patterson-Schwartz - Greenville

    407 Wood Duck Dr, Greensboro, MD 21639
  • /19

    $335,000 Sold May 27, 2025

    • 1,260 Sq Ft
    • $266/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    13061 Logan Ln, Greensboro, MD 21639

    Welcome to your move-in ready dream home! This beautifully updated property features 3 spacious bedrooms and 2 full bathrooms, perfectly blending comfort and style. Enjoy cooking and entertaining in the modern kitchen, complete with gleaming stainless steel appliances, sleek countertops, and updated cabinetry. Fresh flooring, contemporary fixtures, and tasteful finishes flow throughout the home.

    Megan Carpenter Tesla Realty Group, LLC

    13061 Logan Ln, Greensboro, MD 21639
    • /47

      Est $398,455 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,768 Sq Ft

      25711 Mockingbird Ln, Greensboro, MD 21639

      25711 Mockingbird Ln, Greensboro, MD 21639

Showing Results 1 - 40, Page 1 of 18

Home Trends in Greensboro, MD

Housing Trends

Median Sale Price
$270,495
Median Single Family Sale Price
$280,000
Median 2 Bedroom Sale Price
$177,665
Average Price Per Sq Ft
$219
Number of Homes for Sale
4
Last 12 months Home Sales
10
Months of Supply
4.80
Median List Price
$280,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-14%
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