Tilghman Island, MD homes for sale & real estate

13 homes

Sort:

Recommended

NEW CONSTRUCTION

5648 Trafalgar Cir, Tilghman, MD 21671
5648 Trafalgar Cir, Tilghman, MD 21671
5648 Trafalgar Cir, Tilghman, MD 21671
ABOUT THIS HOME
Tilghman Island, 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
Tilghman Island, 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
Tilghman Island, 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

5520 Leeward Ln, Tilghman, MD 21671
5520 Leeward Ln, Tilghman, MD 21671
5520 Leeward Ln, Tilghman, MD 21671
ABOUT THIS HOME
Tilghman Island, MD Homes for Sale
Welcome to 5520 Leeward Lane, a private waterfront estate tucked away at the end of a quiet, tree-lined drive on Tilghman Island—a rare opportunity to own a stunning piece of Maryland’s Eastern Shore. This expansive home features panoramic water views from almost every room and delivers the ultimate blend of luxury, comfort, and natural beauty. The grand foyer sets a graceful tone, leading into a spacious main-level layout designed to impress. The expansive living room is flooded with natural light and flanked by a formal dining area, a warm and inviting den, and a breakfast nook with vaulted ceilings—all connected by elegant sight lines and polished hardwoods. A true chef

$1,750,000

5 beds2.5 baths4,214 sq ft

5520 Leeward Ln, Tilghman, MD 21671

1.19 acre lot • 3 garage spots • Car-dependent

(302) 360-0300

5379 Anchor Rd, Tilghman, MD 21671
5379 Anchor Rd, Tilghman, MD 21671
5379 Anchor Rd, Tilghman, MD 21671
ABOUT THIS HOME
Tilghman Island, MD Homes for Sale
Bay Breezes & Beautiful Views: Your Tilghman Island Haven Waterview Living with Room to Breathe on Maryland's Eastern Shore Step into the good life at 5379 Anchor Road, where Chesapeake Bay magic meets everyday comfort. This charming home in Tilghman's friendly beach neighborhood sits just a short stroll from the community beach where neighbors gather and memories are made. Picture yourself unwinding on the deck with morning coffee, watching the sun sparkle across the bay waters. Inside, the welcoming home greets you with warm hardwood floors throughout, two comfortable bedrooms, and two full baths. The kitchen is a joy to cook in—featuring granite countertops, stainless applia

$595,000

2 beds2.5 baths1,232 sq ft

5379 Anchor Rd, Tilghman, MD 21671

0.62 acre lot • $14 HOA • 2 garage spots

(410) 714-9166

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 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 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 21486 Mission Rd, Tilghman, MD 21671, 9 beds, 2.5 baths

$699,000

9 beds2.5 baths5,389 sq ft

21486 Mission Rd, Tilghman, MD 21671

(410) 745-2596

Property at 5654 Trafalgar Cir #3, Tilghman, MD 21921, 3 beds, 2 baths

$509,990

3 beds2 baths1,710 sq ft

5654 Trafalgar Cir #3, Tilghman, MD 21921

Listing provided by Zillow

Property at 5648 Trafalgar Cir #4, Tilghman, MD 21671, 3 beds, 2 baths

$556,990

3 beds2 baths2,068 sq ft

5648 Trafalgar Cir #4, Tilghman, MD 21671

Listing provided by Zillow

Property at 21472 Willey Rd, Tilghman, MD 21671

$80,000

— beds— baths— sq ft

21472 Willey Rd, Tilghman, MD 21671

(410) 714-9166

Property at Sinclair Ave, Tilghman, MD 21671

$89,000

— beds— baths— sq ft

Sinclair Ave, Tilghman, MD 21671

(410) 714-9166

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

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
Tilghman Island, 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

Holly Woods Rd, Sherwood, MD 21665
Holly Woods Rd, Sherwood, MD 21665
Holly Woods Rd, Sherwood, MD 21665
ABOUT THIS HOME
Tilghman Island, 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

21732 Cabin Ln, Sherwood, MD 21665
21732 Cabin Ln, Sherwood, MD 21665
21732 Cabin Ln, Sherwood, MD 21665
ABOUT THIS HOME
Tilghman Island, MD Homes for Sale
.2 +/- acres located off of Cabin Ln in Sherwood, Md. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD. BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

$25,000

— beds— baths— sq ft

21732 Cabin Ln, Sherwood, MD 21665

5,662 sq ft lot • Car-dependent

(410) 822-6272

21748 Cabin Ln, Sherwood, MD 21665
21748 Cabin Ln, Sherwood, MD 21665
21748 Cabin Ln, Sherwood, MD 21665
ABOUT THIS HOME
Tilghman Island, MD Homes for Sale
.8 +/- acres located off of Punch Point Rd. Approximately 2.5 miles from Tilghman, Md. BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

$25,000

— beds— baths— sq ft

21748 Cabin Ln, Sherwood, MD 21665

0.8 acre lot • Car-dependent

(410) 822-6272

21738 Cabin Ln, Sherwood, MD 21665
21738 Cabin Ln, Sherwood, MD 21665
21738 Cabin Ln, Sherwood, MD 21665
ABOUT THIS HOME
Tilghman Island, MD Homes for Sale
.8 +/- private acres located in Sherwood, MD. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD. BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

$39,000

— beds— baths— sq ft

21738 Cabin Ln, Sherwood, MD 21665

0.83 acre lot • Car-dependent

(410) 822-6272

21747 Cabin Ln, Sherwood, MD 21665
21747 Cabin Ln, Sherwood, MD 21665
21747 Cabin Ln, Sherwood, MD 21665
ABOUT THIS HOME
Tilghman Island, MD Homes for Sale
.2 +/- private acres located in Sherwood, MD. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD. BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

$25,000

— beds— baths— sq ft

21747 Cabin Ln, Sherwood, MD 21665

0.23 acre lot • Car-dependent

(410) 822-6272

Average home prices near Tilghman Island, MD

Cities

Edgewater homes for sale
$555,000
Prince Frederick homes for sale
$465,000
Stevensville homes for sale
$565,633
Deale homes for sale
$575,000
Davidsonville homes for sale
$1,090,000
North Beach homes for sale
$495,000
Cambridge homes for sale
$300,000
Chester homes for sale
$510,000
Shady Side homes for sale
$499,990
St. Michaels homes for sale
$824,500
Easton homes for sale
$455,950
Huntingtown homes for sale
$725,000
Annapolis homes for sale
$664,900
Owings homes for sale
$734,900
Chesapeake Beach homes for sale
$469,750

Zip Codes

21665 homes for sale
$537,000
21671 homes for sale
$597,500

Tilghman Island, MD real estate trends

$489K

Sale price

+57.9%
since last year

$312

Sale $/sq ft

+20.2%
since last year

Under list price

6.3%

Days on market

105

Down payment

—

Total homes sold

See more Tilghman Island, MD market insights

More to explore in Tilghman Island, MD

Featured
Price
Bedroom

How to buy a house in Tilghman Island, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

Rocket Mortgage is an affiliated business of Redfin. All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

Rocket Mortgage, LLC, Rocket Homes Real Estate LLC, Rocket Card, LLC, RockLoans Marketplace LLC (doing business as Rocket Loans), and Rocket Money, Inc., are separate operating subsidiaries of Rocket Limited Partnership. Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company is a separate legal entity operated and managed through its own management and governance structure. Rocket Limited Partnership is an indirect, wholly owned subsidiary of Rocket Companies, Inc. (NYSE: RKT).

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.