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Caroline County

Your Haven Awaits Among Blooming Gardens, Farms, and Peaceful Forests

Known for its rich heritage and abundant greenery, Caroline County is fondly referred to as the “Green Garden County.” As the only Eastern Maryland County surrounded by forests and lush farmland rather than large bodies of water, this area offers peaceful residential communities along with farms and horse properties. If you’re seeking a place to reside where you can spend time outdoors enjoying the beauties of nature, then Caroline County could be just what you’re looking for.

Historical Influences & Culture

Caroline County offers over 120,000 acres of farmland, as well as 8,000 acres of wildlife sanctuaries, nature preserves, parks, and campgrounds. The county’s culture is rich in history – in fact, it once held three Underground Railroad “stations” where slaves could escape during the Civil War.

Today, Caroline County is located 50 to 95 miles from major metropolitan cities including Annapolis, Baltimore, Washington DC, and Philadelphia.You can enjoy the small town lifestyle with the comfort of knowing the exciting city atmosphere is only a short drive away. With these major cities nearby, over 55% of residents work outside of Caroline County or in Delaware.

An Outdoor Enthusiast’s Dream

Known for its inland activities, residents can enjoy a multitude of outdoor adventures including hiking, cycling, hunting, gardening, canoeing, kayaking, and bird watching. No matter the season, weather, or time of day, you can spend your free time however you choose.

Caroline County is located in the heart of Maryland’s Eastern Shore, meaning that water activities are enjoyed on various rivers and lakes. With over 100 acres of freshwater lakes, public boat ramps, a well-maintained county marina, and miles of creeks and streams, you are free to go boating and waterskiing all day long. Because these bodies of water make the perfect spawning and nursery areas for Chesapeake Bay fish species, Caroline County is also an ideal place for both freshwater and saltwater fishing. Not to mention, you can explore the expansive Tuckahoe State Park, Martin State Park, and the Linstead Mill.

Local Dining & Shopping

Although you could spend all of your time enjoying outdoor activities, Caroline County offers unique and one of a kind shopping and dining experiences. When you’re not busy on an outdoor adventure, you can hop from town to town exploring the local boutiques, antique stores, and book shops. You can find everything from hand-crafted items made from alpaca fiber to beautiful jewelry created by local artists.

As far as dining goes, there is no reason to go hungry! This county provides a diverse array of restaurants, cafes, and farm to table eateries. After a day on the water or exploring the downtown shops, you can settle down at some of the best restaurants along Maryland’s Eastern Shore.

Peaceful Residential Communities

Each with their own unique historical charm, the towns in Caroline County offer a variety of real estate options. Whether you’re interested in a Victorian or Colonial style home, farm land, acreage, hunting property or a more contemporary property, this area has plenty to offer. Real estate offerings include family-sized homes, townhomes, and condos.

The towns of Denton, Federalsburg, Goldsboro, Greensboro, Henderson, Hillsboro, Marydel, Preston, and Ridgely value tradition, community pride, and serenity, all of which are qualities inviting you to live here. Although each one offers a unique feel, style, and history, you will find they all offer hometown dining, shopping, and access to outdoor activities.

If you’re looking for a place where you can seek natural beauty, exploration, and relaxation, Caroline County may be the perfect place for you.

Want to learn more about Caroline County? Contact Barbara Watkins, today!

20786 FRAZIER POINT LANE PRESTON
$1,690,000
4 Beds 3 | 1 Baths 3,700 Sqft
Details
23079 TUCKAHOE SPRINGS DRIVE DENTON
$725,000
3 Beds 4 Baths 3,737 Sqft
Details
12459 KIBLER ROAD GREENSBORO
$669,000
3 Beds 2 Baths 1,651 Sqft
Details
27082 ANTHONY MILL ROAD DENTON
$550,000
3 Beds 2 Baths 1,848 Sqft
Details
23209 GILPIN POINT ROAD PRESTON
$549,900
2 Beds 1 Baths 1,560 Sqft
Details
207 W SECOND ST RIDGELY
$499,999
5 Beds 2 Baths 2,400 Sqft
Details
10032 NEW BRIDGE ROAD DENTON
$499,000
3 Beds 2 | 1 Baths 2,576 Sqft
Details
8206 DETOUR ROAD DENTON
$489,000
3 Beds 2 Baths N/A Sqft
Details
8566 DOGWOOD BLOSSOM LANE DENTON
$475,000
4 Beds 2 | 1 Baths 2,866 Sqft
Details
5577 HARMONY WOODS DRIVE PRESTON
$459,000
3 Beds 2 | 1 Baths 2,526 Sqft
Details
25265 SMITH LANDING ROAD DENTON
$447,500
3 Beds 2 Baths 1,200 Sqft
Details
15218 WESTBRIDGE COURT HENDERSON
$439,900
3 Beds 2 Baths 1,600 Sqft
Details
118 LISTER LANE RIDGELY
$429,900
5 Beds 2 | 2 Baths 4,500 Sqft
Details
205 S 5TH AVENUE DENTON
$429,000
4 Beds 2 | 2 Baths 3,267 Sqft
Details
8614 ANDERSONTOWN ROAD DENTON
$424,900
3 Beds 2 | 1 Baths 2,300 Sqft
Details
1502 CATTAIL COMMONS WAY DENTON
$420,000
5 Beds 4 | 1 Baths 4,154 Sqft
Details
18 LISTER LANE RIDGELY
$419,900
4 Beds 2 | 1 Baths 3,252 Sqft
Details
1211 PAINTED FERN ROAD DENTON
$409,000
4 Beds 2 | 2 Baths 3,238 Sqft
Details
610 MARKET STREET DENTON
$399,000
4 Beds 2 | 1 Baths 3,004 Sqft
Details
1140 CANVASBACK LANE DENTON
$395,000
4 Beds 2 | 1 Baths 2,602 Sqft
Details
1010 S 2ND STREET DENTON
$395,000
3 Beds 2 Baths 1,588 Sqft
Details
Undisclosed DENTON
$395,000
4 Beds 2 | 1 Baths 2,780 Sqft
Details
1107 CANVASBACK LANE DENTON
$389,000
4 Beds 2 | 1 Baths 2,496 Sqft
Details
2740 WRIGHT ROAD FEDERALSBURG
$380,000
3 Beds 2 | 1 Baths 1,824 Sqft
Details
Address
Price
Beds
Baths
Lot Size
$429,900
5
2 | 2
4,500 sqft
$429,000
4
2 | 2
3,267 sqft
$419,900
4
2 | 1
3,252 sqft
$399,000
4
2 | 1
3,004 sqft
$395,000
4
2 | 1
2,780 sqft
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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Benson and Mangold Real Estate participates, and is provided by BRIGHT through a licensing agreement. Real estate listings held by brokerage firms other than Benson and Mangold Real Estate are marked with the IDX icon, 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 Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Information Deemed Reliable But Not Guaranteed.
BRIGHT(MRIS/Trend) data last updated at March 18, 2024 10:11 AM ET