3D Tour
New Construction
$298,990
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,460sqft
Single family home for sale
D.R. Horton Realty Of Virginia, Llc
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3D TourNew Construction105 Parkland Rd, GREENSBORO, MD 21639 
Price Drop: $10K
158 Wright St, PRESTON, MD 21655
22005 Main St, HILLSBORO, MD 21641New Construction
205 Park Ave, FEDERALSBURG, MD 21632 Price Drop: $5K3D Tour
104 University Ave N, FEDERALSBURG, MD 21632 
24308 Marlyn Dr, PRESTON, MD 21655
107 Sunset Blvd, PRESTON, MD 21655New Construction
3395 Jefferson Pond Rd, FEDERALSBURG, MD 21632 3D Tour
4517 Smithville Rd, FEDERALSBURG, MD 21632 
25900 Shore Hwy, DENTON, MD 21629
22403 Marsh Creek Rd, PRESTON, MD 216553D Tour
24634 Pealiquor Rd, DENTON, MD 21629 
3769 Bradley Rd, FEDERALSBURG, MD 21632
233 Oldtown Rd, GOLDSBORO, MD 21636
522 Denton Rd, FEDERALSBURG, MD 216323D Tour
107 Chamber St, PRESTON, MD 21655 3D Tour
11592 Holly Rd, RIDGELY, MD 21660 
7737 Westerly Dr, PRESTON, MD 21655Price Drop: $10K
533 Gay St, DENTON, MD 21629 
22733 Squire Ln, QUEEN ANNE, MD 216573D Tour
23491 Brunkhorst Rd E, PRESTON, MD 21655 
25485 Hignutt Rd, DENTON, MD 21629
105 Noble Ave, PRESTON, MD 21655
105 Park Ave, RIDGELY, MD 216603D Tour
6149 Bethlehem Rd, PRESTON, MD 21655 
407 W Sunset Ave, GREENSBORO, MD 21639
305 Caroline Ave, RIDGELY, MD 21660Price Drop: $4.9K
506 Pintail St, GREENSBORO, MD 21639 
107 Smith St, FEDERALSBURG, MD 21632Price Drop: $34.9K
522 Market St, DENTON, MD 21629 
5315 Smithville Rd, FEDERALSBURG, MD 21632
25331 Adams Landing Rd, DENTON, MD 21629
306 Sunrise Ave, RIDGELY, MD 21660
Hot
4471 Harmony Rd, PRESTON, MD 21655
117 Sunset Blvd, PRESTON, MD 21655New Construction
243 Briarwood Cir, DENTON, MD 21629 3D TourNew Construction
119 Hobbs St, GREENSBORO, MD 21639 3D Tour
5716 Bethlehem Rd, PRESTON, MD 21655 
320 N Main St, GREENSBORO, MD 216393D TourNew Construction
S Quail Ct, GREENSBORO, MD 21639 
21182 Marsh Rd, PRESTON, MD 21655
2766 Veterans Dr, FEDERALSBURG, MD 21632
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Caroline Md County, MD Homes For Sale & Real Estate
248 Homes for Sale
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3D TourNew ConstructionPrice Drop: $10K$225,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,840sqft
Sale Pending
Keller Williams Realty
$525,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 3,088sqft
Sale Pending
Maryland Heritage Properties
New Construction$239,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,320sqft
Sale Pending
Coldwell Banker Realty
Price Drop: $5K3D Tour$244,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,104sqft
Single family home for sale
Keller Williams Realty
$574,900
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 2,440sqft
Single family home for sale
Brenton Realty Group
$375,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,736sqft
Single family home for sale
Coldwell Banker Realty
New Construction$309,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,344sqft
Single family home for sale
Keller Williams Realty
3D Tour$749,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 5,303sqft
Single family home for sale
Lpt Realty, Llc
$340,000
Bedrooms: 4Bds
Bathrooms: 1Ba
Area: 1,858sqft
Single family home for sale
Benson & Mangold, Llc
$349,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,448sqft
Single family home for sale
Results Realty Inc.
3D Tour$699,000
Bedrooms: 3Bds
Bathrooms: 5Ba
Area: 3,968sqft
Single family home for sale
Benson & Mangold, Llc
$750,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,504sqft
Single family home for sale
Coldwell Banker Realty
$239,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,064sqft
Single family home for sale
Taylor Properties
$215,000
Bedrooms: 4Bds
Bathrooms: 1Ba
Area: 1,446sqft
Single family home for sale
Keller Williams Realty
3D Tour$289,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,760sqft
Single family home for sale
Keller Williams Realty
3D Tour$580,000
Bedrooms: 6Bds
Bathrooms: 4Ba
Area: 3,592sqft
Single family home for sale
Samson Properties
$568,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,343sqft
Single family home for sale
Keller Williams Select Realtors Of Annapolis
Price Drop: $10K$270,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 1,288sqft
Multi family home for sale
Chesapeake Real Estate Associates, Llc
$575,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,854sqft
Single family home for sale
Long & Foster Real Estate, Inc.
3D Tour$399,999
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,280sqft
Sale Pending
Coldwell Banker Realty
$435,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,720sqft
Single family home for sale
Taylor Properties
$299,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,034sqft
Single family home for sale
Keller Williams Realty
$239,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,620sqft
Single family home for sale
Long & Foster Real Estate, Inc.
3D Tour$225,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 891sqft
Single family home for sale
Keller Williams Realty
$280,000
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 1,884sqft
Single family home for sale
R&R Executive Realty
$224,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 840sqft
Single family home for sale
Eastern Shore Real Estate, Llc
Price Drop: $4.9K$285,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,320sqft
Single family home for sale
Keller Williams Realty
$174,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,056sqft
Manufactured home for sale
Mabry Real Estate Llc
Price Drop: $34.9K$225,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,448sqft
Single family home for sale
Exp Realty, Llc
$995,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,568sqft
Sale Pending
Benson & Mangold, Llc
$369,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,159sqft
Single family home for sale
Keller Williams Realty
$319,900
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,539sqft
Single family home for sale
Samson Properties
Hot$100,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,056sqft
Single family home for sale
Xrealty.Net Llc
$329,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,890sqft
Single family home for sale
Keller Williams Flagship
New Construction$299,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,936sqft
Townhouse for sale
Island Realty, Llc
3D TourNew Construction$299,990
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,219sqft
Sale Pending
D.R. Horton Realty Of Virginia, Llc
3D Tour$378,500
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,728sqft
Single family home for sale
Nexthome Envision
$389,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,816sqft
Single family home for sale
Clark & Co Realty, Llc
3D TourNew Construction$434,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,802sqft
Single family home for sale
Cr Realty
$74,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,400sqft
Manufactured home for sale
Benson & Mangold, Llc
$299,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,284sqft
Single family home for sale
Benson & Mangold, Llc
Showing 43 - 84 of 248 homes for sale in Caroline Md County, MD
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Based on information from Bright MLS through Oct 29, 2026, 8:45 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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