$220,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,560sqft
Sale Pending
Keller Williams Realty
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1304 Blue Heron Dr, DENTON, MD 21629 
204 Academy Ave, FEDERALSBURG, MD 21632
3D Tour
4 Maple Ave, RIDGELY, MD 21660
12 N Maple Ave, RIDGELY, MD 21660
121 E Central Ave, FEDERALSBURG, MD 21632
7 Lister Ln, RIDGELY, MD 21660
New Construction
132 Hobbs St, GREENSBORO, MD 21639
24872 Meeting House Rd, DENTON, MD 21629
11231 River Rd, RIDGELY, MD 21660
22650 Tanyard Rd, PRESTON, MD 21655
3720 Payne Rd, PRESTON, MD 216553D Tour
13539 Hokum Dr, GREENSBORO, MD 21639 
207 S 7th St, DENTON, MD 21629
5258 Preston Rd, FEDERALSBURG, MD 21632
107 N School St #3B, GREENSBORO, MD 216393D Tour
13099 Ridgely Rd, GREENSBORO, MD 21639 
2697 Choptank Main St, PRESTON, MD 21655
341 Academy Ave, Denton, MD 216293D Tour
5585 Harmony Woods Dr, PRESTON, MD 21655 
12104 Holly Rd, RIDGELY, MD 21660
11421 Maplewood Dr, RIDGELY, MD 21660
3540 Houston Branch Rd, FEDERALSBURG, MD 21632New Construction
3390 Jefferson Pond Rd, FEDERALSBURG, MD 21632 
215 Apple Ln, PRESTON, MD 216553D Tour
322 Deep Shore Rd, DENTON, MD 21629 
705 S 2nd St, DENTON, MD 216293D Tour
17753 Marvel Rd, MARYDEL, MD 21649 
11289 Gregg Rd, DENTON, MD 21629
22060 Main St, HILLSBORO, MD 21641
12484 Greensboro Rd, GREENSBORO, MD 21639
27320 Chipmans Ln, FEDERALSBURG, MD 21632
329 Maple Ave, FEDERALSBURG, MD 216323D Tour
8409 Harmony Rd, DENTON, MD 21629 
529 Liberty Rd, FEDERALSBURG, MD 21632
610 Lincoln St, DENTON, MD 21629
28035 Possum Hill Rd, FEDERALSBURG, MD 21632
14185 Drapers Mill Rd, GREENSBORO, MD 216393D Tour
7805 Dyer Rd, DENTON, MD 21629 
221 Apple Ln, PRESTON, MD 21655
12658 Oakland, RIDGELY, MD 21660
15204 Jarrell Rd, GOLDSBORO, MD 21636
618 Academy Ave, FEDERALSBURG, MD 21632
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Caroline Md County, MD Homes For Sale & Real Estate
249 Homes for Sale
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$21,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,024sqft
Single family home for sale
Keller Williams Realty Delmarva
3D Tour$249,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 864sqft
Single family home for sale
Re/Max Executive
$269,999
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,056sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
$249,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,320sqft
Sale Pending
Keller Williams Realty
$464,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 3,040sqft
Single family home for sale
Brenton Realty Group
New Construction$265,790
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,059sqft
Sale Pending
D.R. Horton Realty Of Virginia, Llc
$175,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,763sqft
Sale Pending
Samson Properties
$419,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,600sqft
Single family home for sale
Brenton Realty Group
$350,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,160sqft
Sale Pending
Coldwell Banker Realty
$549,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,304sqft
Single family home for sale
Keller Williams Realty
3D Tour$1,099,000
Bedrooms: 6Bds
Bathrooms: 4Ba
Area: 3,704sqft
Sale Pending
Realty Navigator
$334,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,622sqft
Single family home for sale
Coldwell Banker Realty
$225,000
Bedrooms: 4Bds
Bathrooms: 1Ba
Area: 1,350sqft
Single family home for sale
Marshy Hope Realty Llc
$169,900
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 968sqft
Condo for sale
Benson & Mangold, Llc.
3D Tour$485,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,856sqft
Sale Pending
Caprika Realty
$265,900
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,104sqft
Single family home for sale
Benson & Mangold, Llc
$179,900
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,196sqft
Sale Pending
Kevin Dey Realty
3D Tour$533,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,442sqft
Sale Pending
Benson & Mangold, Llc
$595,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,568sqft
Single family home for sale
Ttr Sotheby'S International Realty
$465,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,840sqft
Single family home for sale
Wilson Realty & Staging Llc
$249,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,140sqft
Sale Pending
Benson & Mangold, Llc
New Construction$305,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,344sqft
Sale Pending
Keller Williams Realty
$354,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,575sqft
Single family home for sale
Keller Williams Select Realtors Of Annapolis
3D Tour$599,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,344sqft
Sale Pending
Benson & Mangold, Llc
$250,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 2,024sqft
Sale Pending
Benson & Mangold, Llc
3D Tour$555,555
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,475sqft
Sale Pending
Realty Navigator
$469,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,320sqft
Sale Pending
Benson & Mangold, Llc.
$199,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,817sqft
Sale Pending
Thurston Wyatt Real Estate, Llc
$475,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,858sqft
Sale Pending
Chesapeake Real Estate Associates, Llc
$210,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,120sqft
Sale Pending
Taylor Properties
$239,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,416sqft
Sale Pending
Keller Williams Select Realtors Of Cambridge
3D Tour$315,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,344sqft
Single family home for sale
Redfin Corp
$314,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,608sqft
Sale Pending
Real Broker, Llc - Annapolis
$189,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 704sqft
Single family home for sale
Benson & Mangold, Llc.
$85,000
Bedrooms: 4Bds
Bathrooms: 30Ba
Area: 1,428sqft
Single family home for sale
Proplocate Realty
$289,000
Bedrooms: 4Bds
Bathrooms: 1Ba
Area: 1,352sqft
Single family home for sale
Crown Homes Real Estate
3D Tour$950,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,800sqft
Single family home for sale
Northrop Realty
$349,900
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,700sqft
Single family home for sale
Real Broker, Llc - Annapolis
$395,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,692sqft
Single family home for sale
Rosendale Realty
$399,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,424sqft
Sale Pending
Monument Sotheby'S International Realty
$280,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,344sqft
Single family home for sale
Benson & Mangold, Llc
Showing 127 - 168 of 249 homes for sale in Caroline Md County, MD
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Based on information from Bright MLS through Oct 29, 2026, 2:15 PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information 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 the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
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