21677, MD homes for sale & real estate

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4334 Buttons Neck Rd, Woolford, MD 21677
4334 Buttons Neck Rd, Woolford, MD 21677
4334 Buttons Neck Rd, Woolford, MD 21677
ABOUT THIS HOME
21677, MD Homes for Sale
Located on a private road just minutes from the renowned Blackwater National Wildlife Refuge, this 3-bedroom, 2-bathroom mobile home sits on a quiet, wooded lot offering peace, privacy, and endless potential. The home is in need of significant renovation and is being sold as-is—ideal for experienced investors, DIY renovators, or those looking to build new in a serene, natural setting. Whether you're looking to restore the existing structure or start fresh, this property provides a rare opportunity to own land near one of Maryland’s most treasured natural reserves. Surrounded by wildlife and scenic beauty, it's the perfect canvas for a weekend retreat, rental investment, or perma

$79,000

3 beds2 baths1,092 sq ft

4334 Buttons Neck Rd, Woolford, MD 21677

1 acre lot • 2 garage spots • Car-dependent

(571) 921-9755

1609 Heliport Rd, Woolford, MD 21677
1609 Heliport Rd, Woolford, MD 21677
1609 Heliport Rd, Woolford, MD 21677
ABOUT THIS HOME
21677, MD Homes for Sale
THIS IS THE LOCATION. SPECIAL NOTE: THIS PROPERTY HAS ALL THE VARIANCES IN PLACE TO PROCEED TO OBTAINING A BUILDING PERMIT FOR YOUR WATERFRONT COUNTRY DREAM HOME. 1609 Heliport has all the plug and play attributes that a waterfront property can possess. 2 buildable lots less than 15 minutes in any direction of the specular joys that Dorchester County offers. ONE and ONE HALF ACRES+ of low maintenance waterfront land consisting of TWO cleared lots, pier, bulkhead, well, public sewer and electric that will not be on the market long. Don’t wait to be the last one out, this is a dream calling your name. Thank you for visiting this site.

$337,900

— beds— baths— sq ft

1609 Heliport Rd, Woolford, MD 21677

1.52 acre lot • Car-dependent

(410) 677-0909

0 Laurie Ln, Woolford, MD 21677
0 Laurie Ln, Woolford, MD 21677
0 Laurie Ln, Woolford, MD 21677
ABOUT THIS HOME
21677, MD Homes for Sale
Beautiful 3.33 +/- acre lot in the South Dorchester School District in a wonderful location with a waterfront view to Church Creek. Lot is located in Brad-Vern Park, Part3, Lot 2C, a rural subdivision near Woolford. The property is mostly wooded in a convenient location between Taylors Island and Cambridge. This might be just the place to build that dream house you have always wanted. Here's a property that will provide suburban living with all the charm the eastern shore can provide. Build your house, and enjoy the abundant wildlife the woods holds. There is a berm pond in place for septic hook up, no perc, no problem. All offers should be contingent upon obtaining satisfactor

$72,000

— beds— baths— sq ft

0 Laurie Ln, Woolford, MD 21677

3.33 acre lot • Car-dependent

(240) 913-9339

Taylors Island Rd, Woolford, MD 21677
Taylors Island Rd, Woolford, MD 21677
Taylors Island Rd, Woolford, MD 21677
ABOUT THIS HOME
21677, MD Homes for Sale
Beautiful point of land with panoramic view of Church Creek. Health Dept. approved. Stoned driveway in place.

$239,900

— beds— baths— sq ft

Taylors Island Rd, Woolford, MD 21677

3.75 acre lot • Car-dependent

(410) 228-9333

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COMING SOON

1701 Perseus Rd, Church Creek, MD 21622
ABOUT THIS HOME
21677, MD Homes for Sale
Stunning Waterfront Contemporary on Church Creek Tucked away on a serene, pine tree-lined drive, this meticulously maintained and architecturally striking waterfront home offers privacy, comfort, and refined craftsmanship just minutes from Cambridge. Designed for modern living with timeless appeal, the property boasts breathtaking views, southern exposure, and a protected shoreline with rip-rap and living shore features—perfect for nature lovers and water enthusiasts alike. The thoughtfully designed main residence features a first-floor primary suite, glowing wood floors, a cozy gas fireplace, and an upgraded kitchen with granite countertops and a sunny breakfast area. Enjoy year-roun

$1,175,000

4 beds3 baths2,997 sq ft

1701 Perseus Rd, Church Creek, MD 21622

5.63 acre lot • 2 garage spots • Car-dependent

(410) 228-9333

1223 Old Madison Rd, Madison, MD 21648
1223 Old Madison Rd, Madison, MD 21648
1223 Old Madison Rd, Madison, MD 21648
ABOUT THIS HOME
21677, MD Homes for Sale
A Cape-style home on nearly 3 acres of Country setting gives you plenty of space, both indoors and outdoors with your oasis. First floor 1-Room currently used as a bedroom with upstair Bedroom & additional room also used as 3rd bedroom. . Property also offers new Roof installed in 2023, Oversized Detached garage/pole building & 3 additional Sheds for extra utility, whether it's for storage, hobbies, or even as a workshop. Enjoy morning coffee and Sunsets upon the rear deck or in the additional Sunroom area. Property backs up to Tidal Canal with additional opportunities. Call for your private tour today!

$250,000

1 bed1 bath1,208 sq ft

1223 Old Madison Rd, Madison, MD 21648

2.82 acre lot • Car-dependent

(410) 271-1265

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1312 Taylors Island Rd, Madison, MD 21648
1312 Taylors Island Rd, Madison, MD 21648
1312 Taylors Island Rd, Madison, MD 21648
ABOUT THIS HOME
21677, MD Homes for Sale
Waterfront Paradise on Madison Bay – 1312 Taylors Island Rd, Madison, MD Discover an extraordinary waterfront retreat set on nearly 10 acres with over 300 feet of protected shoreline on scenic Madison Bay. This fully renovated 3BR/3BA Cape Cod offers unmatched privacy, sweeping lawns, and panoramic water views—creating the ultimate Eastern Shore sanctuary with breathtaking sunsets and an ever-changing big sky. From the moment you travel down the private drive, you're immersed in a park-like setting rich with natural beauty. A true haven for nature lovers, the property offers front-row views of soaring bald eagles, graceful blue herons, playful terns, migrating geese, and countle

$1,100,000

3 beds3 baths2,502 sq ft

1312 Taylors Island Rd, Madison, MD 21648

9.7 acre lot • 2 garage spots • Car-dependent

4906 Timbermarsh Ln, Woolford, MD 21677
4906 Timbermarsh Ln, Woolford, MD 21677
4906 Timbermarsh Ln, Woolford, MD 21677
ABOUT THIS HOME
21677, MD Homes for Sale
Beautiful waterfront on Madson Bay! Rarely do you find a property with your own private beach. This exceptional property checks all the boxes. 22+ acres. 10 acres are wooded, 2 ponds, 890 ft of shoreline, a sandy beach and a 3 bedroom, 2 bath guesthouse on the end of a private cul-de-sac. This impeccable home offers 4 bedrooms, 3 full baths, upper/lower decks, large screen porch, 3 car garage and a partial basement. When entering the foyer, to the right it opens up to the stunning living room with beamed cathedral ceilings, hardwood flooring, brick wood burning fireplace. The beautiful bay window enhances the room with natural sunlight. From the foyer to the left steps down to the stunning

$1,575,000

4 beds3 baths4,445 sq ft

4906 Timbermarsh Ln, Woolford, MD 21677

22.86 acre lot • 3 garage spots • Pool

(410) 228-0800

3D WALKTHROUGH

1313 Broadview Dr, Cambridge, MD 21613
1313 Broadview Dr, Cambridge, MD 21613
1313 Broadview Dr, Cambridge, MD 21613
ABOUT THIS HOME
21677, MD Homes for Sale
Welcome to Captain's Quarters on the Bay, an extraordinary 3+/- Acre waterfront Estate overlooking the Little Choptank River with direct access to the Chesapeake Bay. Just moments to downtown Downtown Cambridge, fine dining, shopping, and entertainment, this stunning waterfront home offers 5780+/- sq. ft. of three-story living designed for endless indoor/outdoor entertainment and sunset/water views. Inside the home offers deluxe living complete with designer furnishings, large wrap around covered porches, with awesome water and sunset views. Two kitchens, one downstairs for poolside service and a new Gourmet Kitchen on the main living floor offering a large flat top stove, triple ovens, und

$1,395,000

7 beds6.5 baths5,780 sq ft

1313 Broadview Dr, Cambridge, MD 21613

2.45 acre lot • 2 garage spots • Pool

(410) 228-0800

5138 Paw Paw Point Rd, Cambridge, MD 21613
5138 Paw Paw Point Rd, Cambridge, MD 21613
5138 Paw Paw Point Rd, Cambridge, MD 21613
ABOUT THIS HOME
21677, MD Homes for Sale
Welcome to 5138 Paw Paw Pt with high elevation and over 100+/-' of water frontage on Fishing Creek this is the perfect getaway to enjoy the Eastern Shore. The house has been very well maintained and is in great condition however dated. This lovely home has wonderful living space with a welcoming layout to take full advantage of the sprawling westerly water views. With one of the larger lots in the community there is a beautiful garden with several out buildings one of which is on the waters edge and has endless possibilities. Interior photos to be added as soon as possible.

$549,000

2 beds1.5 baths1,280 sq ft

5138 Paw Paw Point Rd, Cambridge, MD 21613

0.55 acre lot • Garage • Car-dependent

(410) 822-6665

Property at 1308 Town Point Rd, Cambridge, MD 21613, 4 beds, 4 baths

$995,000

4 beds4 baths2,900 sq ft

1308 Town Point Rd, Cambridge, MD 21613

(410) 228-0800

Property at 1301 Broadview Dr, Cambridge, MD 21613, 3 beds, 3.5 baths

$2,850,000

3 beds3.5 baths4,736 sq ft

1301 Broadview Dr, Cambridge, MD 21613

(410) 673-3344

Property at 5210 Wilson Rd, Cambridge, MD 21613, 5 beds, 3 baths

$1,000,000

5 beds3 baths2,636 sq ft

5210 Wilson Rd, Cambridge, MD 21613

(410) 228-2900

Property at 1242 Old Madison Rd, Madison, MD 21648, 3 beds, 2 baths

$449,000

3 beds2 baths1,680 sq ft

1242 Old Madison Rd, Madison, MD 21648

(443) 225-4100

Property at 4820 Madison Canning House Rd, Madison, MD 21648, 3 beds, 2 baths

$699,000

3 beds2 baths2,254 sq ft

4820 Madison Canning House Rd, Madison, MD 21648

(410) 228-2525

Property at 5206 Heron Rd, Cambridge, MD 21613

$120,000

— beds— baths— sq ft

5206 Heron Rd, Cambridge, MD 21613

(410) 271-1265

Property at 5214 Heron Rd, Cambridge, MD 21613

$42,000

— beds— baths— sq ft

5214 Heron Rd, Cambridge, MD 21613

(410) 255-3690

Property at 5226 Heron Rd, Cambridge, MD 21613

$40,000

— beds— baths— sq ft

5226 Heron Rd, Cambridge, MD 21613

(240) 688-6645

Property at 5200 Travelers Rest Rd, Cambridge, MD 21613

$899,000

— beds— baths— sq ft

5200 Travelers Rest Rd, Cambridge, MD 21613

(410) 822-6272

Property at 5223 Heron Rd, Cambridge, MD 21613

$55,000

— beds— baths— sq ft

5223 Heron Rd, Cambridge, MD 21613

(301) 970-2447

$37,000

— beds— baths— sq ft

5216 Heron Rd, Cambridge, MD 21613

(410) 224-2200

Average home prices near 21677, MD

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Zip Codes

21677, MD real estate trends

$311K

Sale price

$300

Sale $/sq ft

Under list price

11%

Days on market

Down payment

—

Total homes sold

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