21665, MD homes for sale & real estate

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6705 Tilghman Island Rd, Sherwood, MD 21665
6705 Tilghman Island Rd, Sherwood, MD 21665
6705 Tilghman Island Rd, Sherwood, MD 21665
ABOUT THIS HOME
21665, MD Homes for Sale
Escape to Eastern Shore Living! Welcome to this spacious 4-bedroom, 2.5-bath gem nestled in a sought-after water-access community. Enjoy an open-concept layout flooded with natural light, perfect for entertaining or relaxing. The kitchen features stainless steel appliances, while the cozy living room includes a fireplace for year-round comfort and a bedroom on the main level. Three additional bedrooms provide room for guests on the upper level, a home office, or hobbies. Outside, unwind in the private backyard or take a short stroll to the community boat dock for kayaking, boating, crabbing, or serene sunset views. Located minutes from charming shops, local eateries, and everything the East

$585,000

4 beds2 baths2,424 sq ft

6705 Tilghman Island Rd, Sherwood, MD 21665

2.05 acre lot • $15 HOA • 2 garage spots

(443) 574-1600

COMING SOON

21869 Albie Rd, Sherwood, MD 21665
21869 Albie Rd, Sherwood, MD 21665
21869 Albie Rd, Sherwood, MD 21665
ABOUT THIS HOME
21665, MD Homes for Sale
Barely lived in totally maintenance free rancher on a 3+/- acre lot with broad water views. Freshly painted with new landscaping it is vacant and available for immediate occupancy! Main area has beautiful wood laminate flooring with carpet in all bedrooms. Bonus room to be used as an office/family room, granite counters with wine refrigerator and all nearly new appliances with utility room and washer and dryer. Located at the end of a cul de sac with mature trees and a great water view of Harris Creek and Sherwood landing. A truly unique opportunity!

$575,000

3 beds2 baths1,680 sq ft

21869 Albie Rd, Sherwood, MD 21665

2.05 acre lot • Car-dependent

(410) 822-6665

VIDEO TOUR

21825 Langdon Farm Rd, Sherwood, MD 21665
21825 Langdon Farm Rd, Sherwood, MD 21665
21825 Langdon Farm Rd, Sherwood, MD 21665
ABOUT THIS HOME
21665, MD Homes for Sale
It doesn't get any better than this ! Stunning brand-new , one-story coastal residence with a contemporary flair! As soon as you enter this magnificent home, you will be captivated by 20'+ ceilings, superb craftsmanship , an extremely well-designed open floor-plan; breathtaking water-views on Dun Cove and a luxurious yet inviting kitchen. There are a total of 3 en-suite bedrooms as well as an office, laundry room, mud room, and a grand family room, dining area and kitchen, Some notable features include: Cast iron farmhouse kitchen sink ; cast iron claw-foot bath-tub : 3/4 " solid white oak flooring; 3/4" tongue and groove ceilings; solid interior doors; Azek shaker siding; heate

$2,495,000

3 beds3.5 baths3,847 sq ft

21825 Langdon Farm Rd, Sherwood, MD 21665

4.16 acre lot • Garage • Car-dependent

(410) 745-2596

7683 Tilghman Island Rd, Sherwood, MD 21665
7683 Tilghman Island Rd, Sherwood, MD 21665
7683 Tilghman Island Rd, Sherwood, MD 21665
ABOUT THIS HOME
21665, MD Homes for Sale
Welcome to this beautifully updated 3-bedroom, 1.5-bath home, offering both charm and versatility. The home features three spacious bedrooms, including one with an attached area that can serve as a walk-in closet, nursery, or home office—perfect for adapting to your needs. With 1.5 bathrooms, you'll enjoy the convenience of a full bath and an additional half bath, ideal for family living or hosting guests. The downstairs living area provides plenty of room for relaxation, entertaining, or even setting up a home office or studio. With updated mini-splits and a gas fireplace, you and your guests are sure to stay comfortable year-round. Zoned for both commercial and residential use, this

$450,000

3 beds1.5 baths5,344 sq ft

7683 Tilghman Island Rd, Sherwood, MD 21665

0.45 acre lot • 2 garage spots • Car-dependent

(410) 972-4000

Holly Woods Rd, Sherwood, MD 21665
Holly Woods Rd, Sherwood, MD 21665
Holly Woods Rd, Sherwood, MD 21665
ABOUT THIS HOME
21665, MD Homes for Sale
Deep Harbour Farm Sherwood 2.49. Acre Building Lot. This is one of the last remaining building lots available in this wonderful water privileged community. Located at the end of a cul-de-sac on Holly Woods Road just steps away from the community waterfront pier & boat dock. Great opportunity to build the home of your own design now or in the future.

$174,900

— beds— baths— sq ft

Holly Woods Rd, Sherwood, MD 21665

2.49 acre lot • $15 HOA • Car-dependent

(410) 714-9166

Property at 21732 Cabin Ln, Sherwood, MD 21665

$25,000

— beds— baths— sq ft

21732 Cabin Ln, Sherwood, MD 21665

(410) 822-6272

Property at 21748 Cabin Ln, Sherwood, MD 21665

$25,000

— beds— baths— sq ft

21748 Cabin Ln, Sherwood, MD 21665

(410) 822-6272

Property at 21738 Cabin Ln, Sherwood, MD 21665

$39,000

— beds— baths— sq ft

21738 Cabin Ln, Sherwood, MD 21665

(410) 822-6272

Property at 21747 Cabin Ln, Sherwood, MD 21665

$25,000

— beds— baths— sq ft

21747 Cabin Ln, Sherwood, MD 21665

(410) 822-6272

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Nearby homes that match your criteria

22234 Bay Shore Rd, Wittman, MD 21676
22234 Bay Shore Rd, Wittman, MD 21676
22234 Bay Shore Rd, Wittman, MD 21676

$325,000

3 beds1 bath1,550 sq ft

22234 Bay Shore Rd, Wittman, MD 21676

0.5 acre lot • Car-dependent

(410) 829-3603

6398 Duck Cove Ln, Neavitt, MD 21652
6398 Duck Cove Ln, Neavitt, MD 21652
6398 Duck Cove Ln, Neavitt, MD 21652
ABOUT THIS HOME
21665, MD Homes for Sale
Enjoy this picturesque waterfront cottage nestled in historic Neavitt, minutes from St. Michaels. Unique and private this property is overlooking Duck Cove and Balls Creek situated at the end of Duck Cove . This cottage is unique it has 8 boats slips with all new finger piers, 1 boat lift rated at 1500lbs, a davit for jet skis also rated at 1500lbs, bulkheading, water, and lighting . The dock was built by Weems Marine Construction considered one of the best contractors on the Shore. Brand new roof on house, garage, and outbuilding. This charming cottage offers 2 bedrooms on the main floor with a full bathroom, large picture window in the family room with propane gas fireplace/stove, eat in

$899,000

3 beds2 baths1,600 sq ft

6398 Duck Cove Ln, Neavitt, MD 21652

0.39 acre lot • Garage • Car-dependent

(410) 822-6272

OPEN SAT, 11AM TO 2PM

8698 Cummings Rd, Wittman, MD 21676
8698 Cummings Rd, Wittman, MD 21676
8698 Cummings Rd, Wittman, MD 21676
ABOUT THIS HOME
21665, MD Homes for Sale
WATERFRONT CHARM! This home was built by Peninsula Construction with care in 2001 for the original and only owners! It boasts an open floor plan with hardwood floors throughout except the carpeted 3 bedrooms. The water views are captivating of Cummings Creek from the open floor plan of the home but you will also enjoy the waterside screened porch with amazing views of the the quiet Creek! Currently a 3 bedroom, 2 bath home all on the first floor, if you need something larger, the second floor is ready for expansion which is plumbed and already has an exercise room ready for you to stay in shape! The barn/shed is being being sold as is but is great for a workshop or your hobbies. The la

$1,295,000

3 beds2 baths1,785 sq ft

8698 Cummings Rd, Wittman, MD 21676

2.55 acre lot • 2 garage spots • Car-dependent

(888) 822-7573

NEW CONSTRUCTION

5648 Trafalgar Cir, Tilghman, MD 21671
5648 Trafalgar Cir, Tilghman, MD 21671
5648 Trafalgar Cir, Tilghman, MD 21671
ABOUT THIS HOME
21665, MD Homes for Sale
THIS HOME IS UNDER CONSTRUCTION! Welcome to Sussex, the epitome of modern rancher living! This single-level floor plan has captured the hearts of many, and it's not hard to see why. With stunning curb appeal and thoughtfully designed features and finishes, the Sussex offers versatility to suit any modern lifestyle. Step into an open-concept floor plan that seamlessly connects the Kitchen, Breakfast area, and Great Room, perfect for entertaining or simply enjoying quality time with loved ones. Just off the Great Room, the Owner's Suite is a true retreat with two walk-in closets that offer ample storage space that extends into a private Owner’s Bath. In addition to the Owner's Suite, th

$556,990

3 beds2 baths2,068 sq ft

5648 Trafalgar Cir, Tilghman, MD 21671

0.3 acre lot • $82 HOA • 2 garage spots

(410) 705-2565

7651 Main St, Sherwood, MD 21665
7651 Main St, Sherwood, MD 21665
7651 Main St, Sherwood, MD 21665
ABOUT THIS HOME
21665, MD Homes for Sale
CHARMING SHERWOOD VILLAGE WITH ITS RICH HISTORY. ONE OF THE BEST KEPT SECRETS. STEP BACK IN TIME, WONDER PAST BEAUTIFUL GARDENS UNDER SHADE TREES, GET GREETED BY THE PEACEFUL SETTING . THE COMMUNITY DOCK WITH MULTIPLE SLIPS AND FLOATING DOCK , THE KAYAK LANDING, IS A NEIGHBORHOOD HANG OUT, VERY POPULAR AT SUNSET TIME TO ENJOY GLORIOUS SUNSETS WITH WIDE OPEN VIEWS OVER HARRIS CREEK. THIS HOME HAS BEEN LOVINGLY RESTORED, THE SIDING HAS BEEN SCRAPED AND FRESHLY PAINTED, THE CRAWLSPACE IS ENCAPSULATED, THE ROOF 2015 ARCHITECTURAL SHINGLES AND STANDING SEAM METAL, THE SEPTIC SYSTEM A NEW BAT SYSTEM, NEW WELL. BEAUTIFUL LANDSCAPING FOR PRIVACY, GARAGE/ WORKSHOP AND OFF STREET PARKING. NEW RENA

$425,000

2 beds2 baths1,776 sq ft

7651 Main St, Sherwood, MD 21665

0.26 acre lot • Garage • Car-dependent

(410) 745-0283

5820 Tilghman Beach Dr, Tilghman, MD 21671
5820 Tilghman Beach Dr, Tilghman, MD 21671
5820 Tilghman Beach Dr, Tilghman, MD 21671
ABOUT THIS HOME
21665, MD Homes for Sale
Welcome to 5820 Tilghman Beach Drive. Come experience the most beautiful sunsets the Chesapeake Bay has to offer. Centrally located on Tilghman Island this little slice of paradise is ready for its new owners to make their dream of waterfront living come true. Home offers two bedrooms and one full bath, hardwood floors, recently remodeled kitchen, encapsuled crawl space, Central heat and air, two car garage. The large bayfront yard offers many possibilities. Plan your visit today.

$889,000

2 beds1 bath1,776 sq ft

5820 Tilghman Beach Dr, Tilghman, MD 21671

0.67 acre lot • 2 garage spots • Car-dependent

(410) 714-9166

Property at 6365 Thamert Rd, Neavitt, MD 21652, 3 beds, 2 baths

$699,000

3 beds2 baths1,120 sq ft

6365 Thamert Rd, Neavitt, MD 21652

(410) 745-0415

Property at 5520 Leeward Ln, Tilghman, MD 21671, 5 beds, 2.5 baths

$1,375,000

5 beds2.5 baths4,214 sq ft

5520 Leeward Ln, Tilghman, MD 21671

(302) 360-0300

Property at 6375 Bozman Neavitt Rd, Neavitt, MD 21652, 1 bed, 2 baths

$350,000

1 bed2 baths1,100 sq ft

6375 Bozman Neavitt Rd, Neavitt, MD 21652

(410) 745-0415

Property at 22860 Middle Point Rd, Neavitt, MD 21652, 3 beds, 2 baths

$1,150,000

3 beds2 baths2,642 sq ft

22860 Middle Point Rd, Neavitt, MD 21652

(410) 745-0415

Property at 6403 Bozman Neavitt Rd, Neavitt, MD 21652, 3 beds, 2 baths

$495,000

3 beds2 baths1,834 sq ft

6403 Bozman Neavitt Rd, Neavitt, MD 21652

(410) 745-2596

Property at 6020 Sunset Ln, Tilghman, MD 21671, 7 beds, 6 baths

$2,795,000

7 beds6 baths6,377 sq ft

6020 Sunset Ln, Tilghman, MD 21671

(410) 673-3344

Property at 22769 Almost Neavitt Rd, Bozman, MD 21612, 4 beds, 2 baths

$899,000

4 beds2 baths1,724 sq ft

22769 Almost Neavitt Rd, Bozman, MD 21612

Property at 5559 Trafalgar Cir, Tilghman, MD 21671, 5 beds, 3.5 baths

$600,000

5 beds3.5 baths3,404 sq ft

5559 Trafalgar Cir, Tilghman, MD 21671

(410) 224-2200

Property at 6369 Neavitt Manor Rd, Neavitt, MD 21652, 2 beds, 1 bath

$165,000

2 beds1 bath832 sq ft

6369 Neavitt Manor Rd, Neavitt, MD 21652

(410) 547-1116

Property at 6394 Bozman Neavitt Rd, Neavitt, MD 21652, 3 beds, 2 baths

$569,000

3 beds2 baths1,570 sq ft

6394 Bozman Neavitt Rd, Neavitt, MD 21652

(410) 745-2596

Property at 5582 Trafalgar Cir, Tilghman, MD 21671, 3 beds, 2.5 baths

$560,000

3 beds2.5 baths2,110 sq ft

5582 Trafalgar Cir, Tilghman, MD 21671

(410) 745-0415

Property at 6343 Bozman Neavitt Rd, Neavitt, MD 21652, 2 beds, 1 bath

$550,000

2 beds1 bath960 sq ft

6343 Bozman Neavitt Rd, Neavitt, MD 21652

(410) 673-3344

Property at Pot Pie Rd, Wittman, MD 21676

$35,000

— beds— baths— sq ft

Pot Pie Rd, Wittman, MD 21676

(410) 488-3124

Property at 21472 Willey Rd, Tilghman, MD 21671

$80,000

— beds— baths— sq ft

21472 Willey Rd, Tilghman, MD 21671

(410) 714-9166

Average home prices near 21665, MD

Cities

Zip Codes

21665, MD real estate trends

$559K

Sale price

-17.7%
since last year

$253

Sale $/sq ft

-16.3%
since last year

Over list price

Days on market

106

Down payment

—

Total homes sold

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