$465,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,872sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
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22889 Hog Creek Rd, PRESTON, MD 21655 
1404 Blue Heron Dr, DENTON, MD 21629
20915 Dover Bridge Rd, PRESTON, MD 21655
502 W Sunset Ave, GREENSBORO, MD 21639
15421 Oakland Rd, GOLDSBORO, MD 21636
221 Denton Rd, FEDERALSBURG, MD 21632
7904 Clark Rd, DENTON, MD 21629
12820 Porters Landing Rd, GREENSBORO, MD 21639
New Construction
3 Sunrise Avenue, RIDGELY, MD 21660
24712 Tribbett Cir, RIDGELY, MD 21660
22285 Tanyard Rd, PRESTON, MD 21655
24111 Friendship Rd, PRESTON, MD 21655
22464 Hillsboro Rd, DENTON, MD 21629
306 S Main St, FEDERALSBURG, MD 21632
11305 River Rd, RIDGELY, MD 21660
103 S Main St, FEDERALSBURG, MD 21632
118 Briarwood Cir, DENTON, MD 21629
3D TourNew Construction
131 Hobbs St, GREENSBORO, MD 21639
204 Maple Ave, GREENSBORO, MD 216393D Tour
11473 Holly Rd, RIDGELY, MD 21660 
315 Cool Spring, MARYDEL, MD 21649
21269 Dover Bridge Rd #LOT 22, PRESTON, MD 21655
1203 Tuckahoe Ct, DENTON, MD 21629New Construction
113 Main St, Preston, MD 21655 
22691 Sawmill Rd, RIDGELY, MD 21660
409 Main St, GOLDSBORO, MD 21636
24749 Woods Dr, DENTON, MD 216293D Tour
1106 Osprey Ln, DENTON, MD 21629 
536 Gay St, DENTON, MD 21629
12739 Greensboro Rd, GREENSBORO, MD 21639
511 Bernard Ave, GREENSBORO, MD 216393D TourNew Construction
113 Parkland Rd, GREENSBORO, MD 21639 New Construction
3376 Jefferson Pond Rd, FEDERALSBURG, MD 21632 
14418 Poplar St, GOLDSBORO, MD 21636
305 S Maple Ave, RIDGELY, MD 21660
334 Deep Shore Rd, DENTON, MD 21629
14990 Greensboro Rd, GOLDSBORO, MD 21636
26355 Marydel Rd, MARYDEL, MD 216493D Tour
25361 Calvert Dr, GREENSBORO, MD 21639 
506 Park Ave, RIDGELY, MD 21660
12618 Knife Box Rd, GREENSBORO, MD 21639New Construction
3345 Gallagher Rd, PRESTON, MD 21655 
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Caroline Md County, MD Homes For Sale & Real Estate
249 Homes for Sale
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$232,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,693sqft
Sale Pending
Brenton Realty Group
$447,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,904sqft
Single family home for sale
The Agency Dc
$249,900
Bedrooms: --Bds
Bathrooms: --Ba
Area: 1,155sqft
Sale Pending
Long & Foster Real Estate, Inc.
$325,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 1,092sqft
Sale Pending
Keller Williams Realty
$169,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,078sqft
Single family home for sale
Anr Realty, Llc
$1,099,999
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,242sqft
Sale Pending
The Land Group
$720,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,676sqft
Single family home for sale
Keller Williams Select Realtors Of Annapolis
New Construction$369,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,292sqft
Sale Pending
Coldwell Banker Realty
$592,900
Bedrooms: 4Bds
Bathrooms: 5Ba
Area: 3,491sqft
Single family home for sale
Long & Foster Real Estate, Inc.
$365,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,503sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
$525,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,184sqft
Sale Pending
Keller Williams Realty
$120,000
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 720sqft
Sale Pending
Meredith Fine Properties
$269,900
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,820sqft
Sale Pending
Keller Williams Select Realtors Of Cambridge
$325,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,533sqft
Sale Pending
Long & Foster Real Estate, Inc.
$94,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,116sqft
Sale Pending
Coldwell Banker Realty
$359,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,118sqft
Sale Pending
Re/Max Components
3D TourNew Construction$297,990
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,460sqft
Sale Pending
D.R. Horton Realty Of Virginia, Llc
$230,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,920sqft
Single family home for sale
Long & Foster Real Estate, Inc.
3D Tour$479,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,248sqft
Single family home for sale
Re/Max Executive
$169,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,524sqft
Sale Pending
Brokers Realty Group, Llc
$60,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,344sqft
Manufactured home for sale
Coldwell Banker Realty
$325,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,326sqft
Sale Pending
Benson & Mangold, Llc
New Construction$359,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,926sqft
Single family home for sale
Coldwell Banker Realty
$125,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,088sqft
Single family home for sale
Brenton Realty Group
$200,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,252sqft
Sale Pending
Coldwell Banker Realty
$469,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,550sqft
Single family home for sale
Benson & Mangold, Llc
3D Tour$295,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,752sqft
Single family home for sale
Redfin Corp
$110,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,032sqft
Sale Pending
Wright Real Estate
$305,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,614sqft
Sale Pending
Iron Valley Real Estate Ocean City
$245,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,385sqft
Single family home for sale
Clark & Co Realty, Llc
3D TourNew Construction$269,990
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,219sqft
Sale Pending
D.R. Horton Realty Of Virginia, Llc
New Construction$300,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,344sqft
Sale Pending
Keller Williams Realty
$444,500
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,848sqft
Single family home for sale
Chesapeake Real Estate Associates, Llc
$145,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 504sqft
Single family home for sale
Wright Real Estate
$359,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,640sqft
Sale Pending
Benson & Mangold, Llc
$399,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,016sqft
Sale Pending
Wright Real Estate
$155,000
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 512sqft
Single family home for sale
Long & Foster Real Estate, Inc.
3D Tour$324,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,450sqft
Single family home for sale
Cr Realty
$298,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,528sqft
Single family home for sale
Keller Williams Realty
$797,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,342sqft
Single family home for sale
Benson & Mangold, Llc.
New Construction$375,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,312sqft
Single family home for sale
Coldwell Banker Premier - Seaford
Showing 169 - 210 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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