Caroline County, MD Homes

• 

  

  

  /14

  Est $385,671 Not Listed For Sale

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

  107 Fooks Ave, Preston, MD 21655

  107 Fooks Ave, Preston, MD 21655
• 

  

  

  /47

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft

  300 S 1st St, Denton, MD 21629

  Peaceful Living on the Choptank River!!! One level Living! Offering 3 Bed and 1.5 Bath. Home features an open Floor Plan with Large Living Room w/ Gas Burning Stove., Spacious Kitchen with Tons of Storage, Breakfast Bar, and plenty of space for your Table and Chairs! Primary Bedroom facing the Water with Great Waterfront Views. Home also features a paved driveway with 2 door garage and a full

  Kathleen Brenton Brenton Realty Group

  300 S 1st St, Denton, MD 21629
• 

  

  

  /12

  $125,000 Sold Aug 11, 2025

  • 1,392 Sq Ft
  • $90/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  529 Oldtown Rd, Goldsboro, MD 21636

  1900 Brick home that is solid but needs rehab done inside. Nice hardwood floors. Owner had started renovation. For the price could be a great home for your family. Large in town lot with several outbuildings for storage, hobbies or garage. Wooded behind home for privacy in town. Convenient to Delaware, Denton, Centreville and all in between.

  Barbara Wallace Long & Foster Real Estate, Inc.

  529 Oldtown Rd, Goldsboro, MD 21636
• 

  

  

  /24

  Est $306,671 Not Listed For Sale

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

  23604 Henry Rd, Ridgely, MD 21660

  23604 Henry Rd, Ridgely, MD 21660
• 

  

  

  /29

  $325,000

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

  614 Market St, Denton, MD 21629

  PRICE IMPROVEMENT! Welcome to 614 Market Street. Situated on a corner lot, conveniently located in town of Denton. Just a short walk to downtown to enjoy the local shops, eateries, parks, and the beautiful Choptank River. This historical, charmer will not let you down. Home features a spacious, traditional floor plan, table space in the large kitchen, separate/formal dining room, large home

  Michael Bozek Michael J. Bozek

  614 Market St, Denton, MD 21629
• 

  

  /30

  $435,000 Sold Aug 11, 2025

  • 1,584 Sq Ft
  • $275/SF
  • 88 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  4808 Frazier Neck Rd, Preston, MD 21655

  Owner says SELL & has relocated! Hard to find 9+ acres with updated 3/4BR home, approx. 4-5 acres cleared & the rest wooded just a few miles from Easton, hospitals, shopping, doctors, boat ramps/river, airport and parks but in beautiful private setting. Low AG taxes as local farmer has been planting the front field (buyer can continue this is they wish). Bring the animals, 4 wheelers, home

  Brenda Fornos Taylor Properties

  4808 Frazier Neck Rd, Preston, MD 21655
• 

  

  /34

  Est $486,111 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  23287 Magnolia Hills Rd, Denton, MD 21629

  23287 Magnolia Hills Rd, Denton, MD 21629
• 

  

  /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
• 

  

  /19

  $325,000 Sold Aug 08, 2025

  • 1,470 Sq Ft
  • $221/SF
  • 86 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  1206 Trice Meadows Cir, Denton, MD 21629

  Beautiful open floor plan ranch style home in Trice Meadows . Lot backs to elementary school with trees for privacy. Lovely kitchen with granite countertops, all stainless-steel appliances including propane stove top, dishwasher, garbage disposal, built in microwave and refrigerator. The great room offers large dining area with upgraded lighting and living area with propane fireplace. The primary

  Bonnie Johnson Keller Williams Realty

  1206 Trice Meadows Cir, Denton, MD 21629
• 

  

  /37

  Est $363,613 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,816 Sq Ft

  1103 Trice Meadows Cir, Denton, MD 21629

  1103 Trice Meadows Cir, Denton, MD 21629
• 

  

  /59

  $359,000

  • 4 Beds
  • 1.5 Baths
  • 2,974 Sq Ft

  107 Butler Dr, Denton, MD 21629

  Charming Home with Timeless Character, Modern Updates & Expansion PotentialStep into this beautifully maintained 4-bedroom, 1.5-bath home that perfectly blends classic charm with thoughtful modern updates. Nestled on a generous 1/3-acre fenced-in town lot, this property offers the privacy and space you’ve been looking for, complete with mature shade trees that create a peaceful,

  Justin Pokrywka Meredith Fine Properties

  107 Butler Dr, Denton, MD 21629
• 

  

  /39

  $370,000 Sold Aug 08, 2025

  • 2,088 Sq Ft
  • $177/SF
  • 51 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  22776 Squire Ln, Queen Anne, MD 21657

  Set on 1.35 acres along a quiet cul-de-sac street, this classic Cape Cod offers space, style, and thoughtful updates inside and out. With four bedrooms, two and a half baths, and a layout built for both everyday ease and entertaining, it’s a home that welcomes you from the moment you arrive. Beautiful fresh landscaping leads to the front door, where you step into a spacious living room filled

  Keith Sharp Northrop Realty

  22776 Squire Ln, Queen Anne, MD 21657
• 

  

  /19

  Est $356,683 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  344 Meadow Vale Ln, Denton, MD 21629

  344 Meadow Vale Ln, Denton, MD 21629
• 

  

  /29

  $405,000

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

  24887 Holsinger Ln, Ridgely, MD 21660

  Welcome to this beautifully maintained property offers the perfect blend of privacy, comfort, and rural charm. Set on an expansive lot, 24887 Holsinger Lane features [insert 3 bedrooms and 2 bathrooms, with an open floor pain for both relaxing and entertaining.Inside, you'll find new hardwood floors, stainless steel appliances and a pellet stove making every room warm and inviting.

  Laura Anthony Benson & Mangold, LLC

  24887 Holsinger Ln, Ridgely, MD 21660
• 

  

  /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
• 

  

  /13

  Est $269,534 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  12185 River Rd, Ridgely, MD 21660

  12185 River Rd, Ridgely, MD 21660
• 

  

  /28

  $420,000

  • 3 Beds
  • 3 Baths
  • 2,607 Sq Ft

  12615 Eveland Rd, Ridgely, MD 21660

  *COUNTRY living on 1 acre across from Adkins Arboretum. *HORSE farm fields surround. *HOT TUB in covered Gazebo. *60x40 POLE BARN w/200amp and wood stove for winter comfort. RUN A BUSINESS!*LARGE 2BR, 2 BA Rancher w/front porch for sitting & relaxing. *LARGE master suite. *LARGE Living room with Dining "L". *LARGE kitchen w/breakfast bar. *LARGE Sun or Game room. *SEPARATE laundry

  Lynn Collins Long & Foster Real Estate, Inc.

  12615 Eveland Rd, Ridgely, MD 21660
• 

  

  /29

  $220,000 Sold Aug 07, 2025

  • 1,568 Sq Ft
  • $140/SF
  • 10 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  306 Railroad Ave, Goldsboro, MD 21636

  Charming Modern Farmhouse fully renovated with Spacious Backyard and country views.Welcome to your dream home! This beautifully renovated 2-story farmhouse blends classic charm with modern updates. Nestled on a generous lot with peaceful farmland views, privacy, and stylish living.Property Features:3 Bedrooms | 1 Full BathroomGorgeous curb appeal with fresh

  Brett Schrader Taylor Properties

  306 Railroad Ave, Goldsboro, MD 21636
• 

  

  /36

  Est $730,666 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 4,521 Sq Ft

  24638 Tribbett Cir, Ridgely, MD 21660

  24638 Tribbett Cir, Ridgely, MD 21660
• 

  

  /56

  $336,500 Open Sat 11AM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 2,504 Sq Ft

  135 Kerney St, Federalsburg, MD 21632

  Welcome to this well-maintained home that exudes pride in ownership with just over 2500 square feet of living space. This home boasts upgrades throughout. The kitchen features Granite countertops, stainless steel appliances large island, and a spacious pantry. Large dining room or convert to another living area. Well-appointed bedrooms and a primary with ex large walk-in closet and bathroom. As

  Roger Boyce Chesapeake Real Estate Associates, LLC

  135 Kerney St, Federalsburg, MD 21632
• 

  

  /27

  $218,990 Sold Aug 05, 2025

  • 1,365 Sq Ft
  • $160/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  118 Julie Ln, Federalsburg, MD 21632

  Discover comfortable living in your new home at 118 Julie Lane in Federalsburg, MD, located in the welcoming Riverwalk Terrace community. 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,

  D.R. Horton

  118 Julie Ln, Federalsburg, MD 21632
• 

  

  /12

  Est $375,542 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1108 Trice Meadows Cir, Denton, MD 21629

  1108 Trice Meadows Cir, Denton, MD 21629
• 

  

  /62

  $365,900

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft

  1010 S 2nd St, Denton, MD 21629

  1010 S 2nd Street offers in-town living WITHOUT in-town Taxes!!! This home rests at the edge of town on 1.06 acres with mature plantings. This 3-bed 2-bath home boasts hardwood, LVP, and tile floors. A fireplace insert for the pellet stove for heat, while the seller uses the Hot water baseboard as a backup. Full basement for additional entertaining or storage. Screened-in porch overlooks

  Roger Boyce Chesapeake Real Estate Associates, LLC

  1010 S 2nd St, Denton, MD 21629
• 

  

  /28

  $229,990 Sold Aug 05, 2025

  • 1,365 Sq Ft
  • $168/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  141 Riverwalk Terrace, Federalsburg, MD 21632

  Relax on your back deck and enjoy picturesque views of the Marshyhope Creek at 141 Riverwalk Terrace in Federalsburg, MD, in the welcoming Riverwalk Terrace community. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit 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

  D.R. Horton

  141 Riverwalk Terrace, Federalsburg, MD 21632
• 

  

  /60

  Not Listed For Sale

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

  17832 Henderson Rd, Marydel, MD 21649

  17832 Henderson Rd, Marydel, MD 21649
• 

  

  /80

  $399,000

  • 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
• 

  

  /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

  Dan Foster Long & Foster Real Estate, Inc.

  25833 Spring Branch Dr, Greensboro, MD 21639
• 

  

  /21

  Est $305,670 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  22606 Tanyard Rd, Preston, MD 21655

  22606 Tanyard Rd, Preston, MD 21655
• 

  

  /59

  $398,500

  • 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

  Chris Rosendale CR Realty

  502 N Academy St, Greensboro, MD 21639
• 

  

  /31

  $260,000 Sold Aug 01, 2025

  • 1,120 Sq Ft
  • $232/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1983

  213 S 6th St, Denton, MD 21629

  Welcome to 213 6th St. S! This recently updated 3-bedroom, 1-bathroom rancher is ready for its new owner. The home is ideally situated on a spacious and open lot in the quiet town of Denton. Whether you're a first-time homebuyer, looking to downsize, or searching for a turnkey investment, this home offers the perfect blend of comfort, charm, and convenience in a serene small-town setting.

  Christian Schou Berkshire Hathaway HomeServices PenFed Realty

  213 S 6th St, Denton, MD 21629
• 

  

  /79

  Est $417,465 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
• 

  

  /32

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  11198 Maple Ave, Hillsboro, MD 21641

  Bring your finishing touches to this unique Victorian home located on the Tuckahoe River and the quiet streets of Hillsboro. Centrally located with easy, direct access to the beaches, Chesapeake Bay Bridge, Easton and Rt. 50, this home sits accessible to it all. All of the major, costly, updates, upgrades and systems have been completed per the current owner. Conversations have been had with

  Keith Hensley Meredith Fine Properties

  11198 Maple Ave, Hillsboro, MD 21641
• 

  

  /6

  $1,275,000 Sold Aug 01, 2025

  • 1,872 Sq Ft
  • $681/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1900

  21171 Wood Wharf Ln, Preston, MD 21655

  Located off Tanyard Road, this 81-acre waterfront farm offers a rare blend of charm, seclusion, and natural beauty. The property features a delightful cottage, circa 1900, renovated in 2014 with additional upgrades including new HVAC in 2019. Set among mature trees and outside the floodplain, the home includes two bedrooms, two and a half baths, a waterside living room with wood stove, a

  Coard Benson Benson & Mangold, LLC

  21171 Wood Wharf Ln, Preston, MD 21655
• 

  

  /48

  Est $307,902 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,492 Sq Ft

  6 Maple Ave, Ridgely, MD 21660

  6 Maple Ave, Ridgely, MD 21660
• 

  

  /25

  $265,900

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  113 Boyce Mill Rd, Greensboro, MD 21639

  Enjoy the convenience of the short distance to jump onto 313 , yet a quiet location away tucked in the country side. House built in 2007 this well maintained home is waiting for the next owner. Open floor plan, the kitchen has ample room to be an eat in kitchen. Enter the home and you walk into the living room off the front porch. All living on one level makes this an easy home to navigate.

  Kat Thompson Benson & Mangold, LLC.

  113 Boyce Mill Rd, Greensboro, MD 21639
• 

  

  /13

  $235,000 Sold Jul 31, 2025

  • 1,152 Sq Ft
  • $204/SF
  • 8 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1996

  513 Vaughn Ave, Greensboro, MD 21639

  Newly refurbished with new flooring and paint throughout, cabinets painted/hardware replaced, all new applicances, mini-split units in all rooms - lovely family neighborhood with plenty of storage and charm. New roof 2025.

  Chad Muse KD Realty Inc

  513 Vaughn Ave, Greensboro, MD 21639
• 

  

  /15

  Est $179,795 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,316 Sq Ft

  128 Bloomingdale Ave, Federalsburg, MD 21632

  128 Bloomingdale Ave, Federalsburg, MD 21632
• 

  

  /18

  $250,000 Open House 9/14

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  508 W Sunset Ave, Greensboro, MD 21639

  *** COMING SOON 9/3/25** Professional photos will be uploaded.Welcome to 508 W Sunset Ave—a wonderful well-maintained 3-bedroom, 1-bath home filled with charm! Inside, you’ll enjoy a spacious eat-in kitchen/dining combo, ideal for everyday meals and gatherings. The home has been thoughtfully cared for, offering comfortable living spaces throughout. Step outside to find an extremely large pole

  Erene Katris Coldwell Banker Realty

  508 W Sunset Ave, Greensboro, MD 21639
• 

  

  /16

  $265,000 Sold Jul 31, 2025

  • 1,136 Sq Ft
  • $233/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1991

  17 Greenridge Ave, Ridgely, MD 21660

  Move in Ready! Well Maintained Rancher with Public Water & Sewer offers 3 bedrooms, 1 bath, spacious rear yard with deck, Newly remodeled Bath with tile shower, floor and blue tooth ceiling feature. Central Heat & A/c installed in 2023 with less than 2 yrs old appliances: Refrigerator, Dishwasher and Washer & Dryer. Verizon FISO on premises. Don't miss out on this opportunity - schedule your

  Mary Mabry Keller Williams Select Realtors of Cambridge

  17 Greenridge Ave, Ridgely, MD 21660
• 

  

  /25

  Est $346,804 Not Listed For Sale

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

  25095 Trunk Line Rd, Henderson, MD 21640

  25095 Trunk Line Rd, Henderson, MD 21640

Showing Results 81 - 120, Page 3 of 18