21671, MD homes for sale & real estate

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NEW CONSTRUCTION

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

5934 Tilghman Island Rd, Tilghman, MD 21671
5934 Tilghman Island Rd, Tilghman, MD 21671
5934 Tilghman Island Rd, Tilghman, MD 21671
ABOUT THIS HOME
21671, MD Homes for Sale
Simple Pleasures & Smart Living : Tilghman Island Cottage Retreat Charming Eastern Shore Cottage with Endless Possibilities Discover the perfect blend of simplicity and comfort at 5934 Tilghman Island Road, where thoughtful upgrades meet cozy cottage charm. This delightful 2-bedroom, 1 and one half bathroom home offers a smartly designed living space that maximizes every corner for comfortable everyday life. The cottage welcomes you with its fresh, cheerful exterior and inviting screened front porch—the perfect spot for morning coffee or evening relaxation. Step inside to find a thoughtfully laid-out interior that makes the most of its compact footprint, with recent upgrades thr

$354,900

2 beds1.5 baths892 sq ft

5934 Tilghman Island Rd, Tilghman, MD 21671

0.42 acre lot • Car-dependent

(410) 714-9166

OPEN JUL 12, 11:30AM TO 1:30PM

5520 Leeward Ln, Tilghman, MD 21671
5520 Leeward Ln, Tilghman, MD 21671
5520 Leeward Ln, Tilghman, MD 21671
ABOUT THIS HOME
21671, 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

Property at 5379 Anchor Rd, Tilghman, MD 21671, 2 beds, 2.5 baths

$595,000

2 beds2.5 baths1,232 sq ft

5379 Anchor Rd, Tilghman, MD 21671

(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

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Nearby homes that match your criteria

Holly Woods Rd, Sherwood, MD 21665
Holly Woods Rd, Sherwood, MD 21665
Holly Woods Rd, Sherwood, MD 21665
ABOUT THIS HOME
21671, 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

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Zip Codes

21671, MD real estate trends

All Home Types trends in 21671, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$342,500

-34.8% YoY | May 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

May 2025

Growth

% YoY

21671, MD

$342,500

-34.8%

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