Caroline Maryland Homes for Sale

249 total properties
View 128 Main Street Preston, MD MLS# MDCM2007318
$459,900
3

Beds

2.1

Baths

2,839

Sq.Ft.

128 Main Street

Preston, MD

Bright
Courtesy of WILSON REALTY & STAGING LLC
View 209 W Sunset Avenue Greensboro, MD MLS# MDCM2007314
$320,000
4

Beds

2.1

Baths

3,250

Sq.Ft.

209 W Sunset Avenue

Greensboro, MD

Bright
Courtesy of EXP REALTY, LLC
View 401 S 2Nd Street Denton, MD MLS# MDCM2007306
$349,900
3

Beds

1.1

Baths

1,560

Sq.Ft.

401 S 2Nd Street

Denton, MD

Bright
Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
The time to sell is now! THE TIME TO SELL IS NOW!
View 106 Main Street Preston, MD MLS# MDCM2007300
$305,000
3

Beds

1.1

Baths

1,234

Sq.Ft.

106 Main Street

Preston, MD

Bright
Courtesy of KELLER WILLIAMS REALTY
View 114 Wothers Road Greensboro, MD MLS# MDCM2007296
$345,000
3

Beds

2.0

Baths

1,510

Sq.Ft.

114 Wothers Road

Greensboro, MD

Bright
Courtesy of IRON VALLEY REAL ESTATE OCEAN CITY
View Lot 1 E Sunset Avenue Greensboro, MD MLS# MDCM2007276
$79,900
Studio

Beds

0.0

Baths

Lot 1 E Sunset Avenue

Greensboro, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 14236 Drapers Mill Road Greensboro, MD MLS# MDCM2007280
$750,000
3

Beds

2.0

Baths

4,580

Sq.Ft.

14236 Drapers Mill Road

Greensboro, MD

Bright
Courtesy of CLARK & CO REALTY, LLC
View 14236 Drapers Mill Road Greensboro, MD MLS# MDCM2007282
$750,000
5,756

Sq.Ft.

14236 Drapers Mill Road

Greensboro, MD

Bright
Courtesy of CLARK & CO REALTY, LLC
View 3720 Payne Road Preston, MD MLS# MDCM2007252
$539,900
4

Beds

2.1

Baths

2,304

Sq.Ft.

3720 Payne Road

Preston, MD

Bright
Courtesy of KELLER WILLIAMS REALTY
View 1308 Chesapeake Drive Denton, MD MLS# MDCM2007278
$319,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

1308 Chesapeake Drive

Denton, MD

Bright
Courtesy of KELLER WILLIAMS REALTY
View 608 Market Street Denton, MD MLS# MDCM2007134
$350,000
3

Beds

2.1

Baths

2,056

Sq.Ft.

608 Market Street

Denton, MD

Bright
Courtesy of BRENTON REALTY GROUP
View 311 Maple Avenue Federalsburg, MD MLS# MDCM2007266
$261,500
3

Beds

2.0

Baths

1,500

Sq.Ft.

311 Maple Avenue

Federalsburg, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 0 Trunk Road Henderson, MD MLS# MDCM2007270
$249,999
Studio

Beds

0.0

Baths

0 Trunk Road

Henderson, MD

Bright
Courtesy of THE PARKER GROUP
View 208 Oriole Avenue Ridgely, MD MLS# MDCM2007140
$319,000
3

Beds

2.0

Baths

1,680

Sq.Ft.

208 Oriole Avenue

Ridgely, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 23283 Magnolia Hills Road Denton, MD MLS# MDCM2007258
$435,000
3

Beds

2.0

Baths

2,044

Sq.Ft.

23283 Magnolia Hills Road

Denton, MD

Bright
Courtesy of WILSON REALTY & STAGING LLC
View 25865 Brookwood Road Greensboro, MD MLS# MDCM2007254
$325,000
3

Beds

2.0

Baths

2,302

Sq.Ft.

25865 Brookwood Road

Greensboro, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 0 Railroad Avenue Federalsburg, MD MLS# MDCM2007142
$4,400,000
116,800

Sq.Ft.

0 Railroad Avenue

Federalsburg, MD

Bright
Courtesy of SVN/MILLER COMMERCIAL REAL ESTATE
View 420 Duhamel Corner Road Marydel, MD MLS# MDQA2017114
$1,100,000
4

Beds

2.1

Baths

5,174

Sq.Ft.

420 Duhamel Corner Road

Marydel, MD

Bright
Courtesy of BENSON & MANGOLD, LLC.
View 121 Hobbs Street Greensboro, MD MLS# MDCM2007138
  • New Construction with Virtual Tour
1 of 2
$299,990
4

Beds

2.0

Baths

1,460

Sq.Ft.

121 Hobbs Street

Greensboro, MD

Bright
Courtesy of D.R. HORTON REALTY OF VIRGINIA, LLC
View 25699 Auction Road Federalsburg, MD MLS# MDCM2007122
$445,000
4

Beds

2.0

Baths

1,986

Sq.Ft.

25699 Auction Road

Federalsburg, MD

Bright
Courtesy of REDFIN CORP

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

© 2026 BrightMLS. All Rights Reserved.