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Maryland County: Caroline Recreational Commercial Oceanfront Riverfront House

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$0 - $49,999 3

$50,000 - $99,999 2

$100,000 - $249,999 12

$250,000 - $499,999 36

$500,000 - $749,999 10

$750,000 - $999,999 9

$1,000,000 and up 6

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0 - 500 Sq. Ft. 17

501 - 1,000 Sq. Ft. 4

1,001 - 2,000 Sq. Ft. 22

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3,001 - 4,000 Sq. Ft. 6

4,001+ Sq. Ft. 5

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Caroline County, MD Recreational Land, Commercial Properties for Sale

- 1-25 of 79 Listings

Recreational Property for sale in Caroline County, Maryland

Auction58.5 acres

4218 Harmony Road, Preston, MD, 21655, Caroline County

US Treasury Dept. Online Auction - Friday July 25, 2025 - 4218 Harmony Rd., Preston MD 21655 (includes 4228 & 4208 Harmony Rd). Estate property with 8 bedrooms, 8.8 baths, foyer with double staircase, kitchen with butler's pantry, dining room, living

Nancy Robbins

CWSMarketing.com

$775,00012.1 acres

6 beds4 baths5,000 sqft

15184 JARRELL ROAD, Goldsboro, MD, 21636, Caroline County

OPEN HOUSE SATURDAY AND SUNDAY JULY 19 & 20 - 1-4PM The Possibilities are endless on this, serene 12.12 acres just ready and waiting for you to turn it into your dream. The Property includes a Beautiful 5000+ square foot home and a Massive Detached 6

Leslie Fulford

Mann & Sons, Inc.

$994,9994.68 acres

8916 DOUBLE HILLS ROAD N, Denton, MD, 21629, Caroline County

Exclusive Commercial Development Opportunity! . Attention, savvy investors and visionary developers: Your moment to command the commercial landscape has arrived. Nestled along the prestigious Route 404 in Maryland, this rare offering of three expansi

Vincent Payne

Realty Navigator

Under Contract

$1,449,00099.3 acres

3 beds2 baths2,100 sqft

24512 Marblehead, Ridgely, MD, 21660, Caroline County

This 99-acre wooded farm offers a well-rounded mix of equestrian, hunting, and homesteading features. Lovely 2 bedroom, 3 bath home, built in 2004, includes vaulted ceilings, a brick hearth propane fireplace with remote, hardwood flooring, and a full

Mike Arajakis

Whitetail Properties Real Estate

$130,0001 acre

Holly Rd, Ridgely, MD, 21660, Caroline County

Own 1 Acre of Vacant Land in Caroline County, Maryland. This property offers 1 acre of vacant residential and agricultural land, featuring 250 feet of road frontage and access via the peaceful Holly Road. With a tranquil rural setting, this versatile

Community Lands

$32,0001 acre

3 Bridges Rd, Federalsburg, MD, 21632, Caroline County

Discover 1 acre of vacant land for sale in peaceful Caroline County, Maryland. Located in Federalsburg, this wooded property offers 110 ft of road frontage along 3 Bridges Rd. The terrain is flat and tree-covered, providing the perfect canvas for a s

Community Lands

$79,9000.21 acres

6 Central Ave, Ridgely, MD, 21660, Caroline County

Chuck Mangold, Jr.

Benson and Mangold

$775,00012.1 acres

6 beds4 baths5,000 sqft

15184 JARRELL ROAD, Goldsboro, MD, 21636, Caroline County

Leslie Fulford

Mann & Sons, Inc.

$520,00018 acres

2 beds1 baths2,092 sqft

13800 Cedar Lane, Greensboro, MD, 21639, Caroline County

$1,350,00075 acres

5 beds4 baths6,000 sqft

1809 Busic Church Road, Marydel, MD, 21649, Caroline County

$439,0009.14 acres

3 beds2 baths1,584 sqft

4808 Frazier Neck Road, Preston, MD, 21655, Caroline County

$625,0005.82 acres

3 beds2 baths2,060 sqft

6074 NEWTON ROAD, Preston, MD, 21655, Caroline County

$299,9000.15 acres

3 beds1 baths1,248 sqft

104 HOBBS STREET, Greensboro, MD, 21639, Caroline County

$819,90017.9 acres

4 beds3 baths3,819 sqft

26943 FUELLER DRIVE, Marydel, MD, 21649, Caroline County

$819,90017.9 acres

4 beds3 baths3,819 sqft

26943 FUELLER DRIVE, Marydel, MD, 21649, Caroline County

$275,0003.63 acres

2 beds2 baths1,488 sqft

12194 KNIFE BOX ROAD, Greensboro, MD, 21639, Caroline County

$649,0005 acres

3 beds2 baths2,968 sqft

25305 SANDY POINT ROAD, Greensboro, MD, 21639, Caroline County

$315,0000.44 acres

3 beds1 baths1,056 sqft

14 N MAPLE STREET, Ridgely, MD, 21660, Caroline County

$589,9002.1 acres

3 beds3 baths2,667 sqft

22408 HOG CREEK ROAD, Preston, MD, 21655, Caroline County

$595,0000.85 acres

4 beds2 baths3,168 sqft

24766 TRIBBETT CIRCLE, Ridgely, MD, 21660, Caroline County

$524,2251.63 acres

4 beds2 baths

25833 SPRING BRANCH DR, Greensboro, MD, 21639, Caroline County

$450,0000.23 acres

4 beds2 baths3,838 sqft

1111 DAYLILY LANE, Denton, MD, 21629, Caroline County

$339,0000.5 acres

3 beds3 baths2,016 sqft

6315 HARMONY ROAD, Preston, MD, 21655, Caroline County

$995,5001.52 acres

4 beds3 baths2,119 sqft

23274 HOLLY PARK DRIVE, Preston, MD, 21655, Caroline County

$434,5000.24 acres

4 beds3 baths4,304 sqft

122 LISTER LANE, Ridgely, MD, 21660, Caroline County

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