St. Michaels, MD homes for sale & real estate

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3D WALKTHROUGH

ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Come see a true Eastern Shore gem, set on 20 peaceful waterfront acres along Edge Creek. This beautifully renovated 4-bedroom, 4-bathroom home features all the hallmarks of a coastal getaway while providing modern, functional conveniences. Walk through the front door, and you’re met with direct water views that can be seen from virtually every room in the home. You’ll also find natural light that fills every space due to the ample window and sliding glass door installations, coupled with southwestern exposure off the back of the home. Make your way over to the well-appointed, fully renovated kitchen featuring Miele appliances. Around the corner is a first-floor primary suite wit

$3,600,000

4 beds4 baths2,863 sq ft

7116 Pea Neck Rd, St Michaels, MD 21663

Waterfront acres • Bonus loft area • Direct water views

(410) 822-6665

FLOOR PLAN

ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Discover the epitome of luxury living in this stunning Colonial home nestled in the desirable Martingham community. This exquisite residence has been freshly painted and boasts 5 spacious bedrooms and 5.5 totally updated bathrooms. The primary bath has an expansive steam shower, soaker tub and heated floors for those chilly mornings. The heart of the home features a spacious gourmet kitchen equipped with stainless steel appliances, including a Kitchen Aid refrigerator, Wolf double oven, Wolf 5 burner gas cooktop and Wolf dishwasher. Major renovations completed in 2026 include new roof with exposed copper valleys, copper gutters, windows and doors on the back of the house of the 1st floor ha

$1,895,000

5 beds5.5 baths6,235 sq ft

9450 Canvasback Way, St Michaels, MD 21663

Hardwood flooring • Gourmet kitchen • Brick fireplaces

(410) 822-9000

OPEN SAT, 10AM TO 12PM

ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Beautifully situated on an exceptional lot overlooking a picturesque pond, this spacious home in the desirable Back Creek Landing community offers gorgeous sunset views, wonderful privacy, and a peaceful setting just minutes from historic St. Michaels. Tucked away on a quiet cul-de-sac, the property enjoys a lovely natural backdrop and a sense of tranquility that makes it feel like a private retreat. With over 3,000 square feet of living space, this thoughtfully designed home features 4 bedrooms, 2.5 baths, and a comfortable, versatile floor plan ideal for both everyday living and entertaining. Highlights include a spacious primary suite, inviting family room, separate dining room, and a pr

$775,000

4 beds2.5 baths3,098 sq ft

8014 Gosling Pond Ct, St Michaels, MD 21663

Quiet cul-de-sac • Natural backdrop • Screened porch

(410) 822-6665

OPEN NOV 15, 12PM TO 3PM

ABOUT THIS HOME
St. Michaels, MD Homes for Sale
The charm of historic St Michaels comes to life in this 1890 home, completely updated for modern comfort and amenities. Each room is defined yet open, flowing into each other with ease. The dining room opens to the living space and sitting room with gas fireplace. Exposed beams and cathedral ceilings provide interest in design and skylights provide brightness and light. The beautiful, gourmet kitchen (updated recently) has quartz countertops and a breakfast nook overlooking the backyard patio and gardens. Both en suite full baths are updated and wait until you see the thoughtfully placed half bath tucked under the staircase in the foyer entry hall. Just one of the many details found throug

$1,075,000

3 beds2.5 baths2,061 sq ft

700 S Talbot St, St Michaels, MD 21663

Breakfast nook • Gourmet kitchen • Screened porch

(410) 822-9000

ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Charming Cape Cod in the Heart of St. Michaels Welcome to this beautifully maintained Cape Cod in the heart of St. Michaels, where newer construction, timeless charm, and exceptional indoor-outdoor living come together in a truly special property. Built in 2019, this inviting home features three generously sized bedrooms, two full bathrooms, and one half bath, with beautiful hardwood flooring throughout. Meticulously maintained and move-in ready, the home offers the comfort and quality of a newer home with the character and warmth of a classic Cape Cod. The outdoor living space is truly exceptional. Step onto the large deck, perfect for entertaining family and friends, and enjoy a private b

$849,900

3 beds2.5 baths1,920 sq ft

207 Brooks Ln, St Michaels, MD 21663

Large deck • Close to restaurants • Private backyard

(410) 643-5005

Property at 7963 Pond Haven Ct, St Michaels, MD 21663, 3 beds, 2.5 baths

$630,000

3 beds2.5 baths3,010 sq ft

7963 Pond Haven Ct, St Michaels, MD 21663

(410) 745-0283

Property at 806 Calvert Ave, St Michaels, MD 21663, 2 beds, 2 baths

$525,000

2 beds2 baths851 sq ft

806 Calvert Ave, St Michaels, MD 21663

(410) 822-1415

Property at 214 Madison Ave, St Michaels, MD 21663, 4 beds, 2 baths

$375,000

4 beds2 baths1,743 sq ft

214 Madison Ave, St Michaels, MD 21663

(410) 266-0600

Property at 24575 Deepwater Point Dr, St Michaels, MD 21663, 3 beds, 2.5 baths

$660,000

3 beds2.5 baths2,796 sq ft

24575 Deepwater Point Dr, St Michaels, MD 21663

(855) 687-2765

Property at Lot 16A Meadow St, Saint Michaels, MD 21663, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths— sq ft

Lot 16A Meadow St, Saint Michaels, MD 21663

(410) 729-7700

Property at 210 Brooks Ln, St Michaels, MD 21663, 3 beds, 2 baths

$279,000

3 beds2 baths1,340 sq ft

210 Brooks Ln, St Michaels, MD 21663

(410) 745-8060

Property at 104 Mulberry St, Saint Michaels, MD 21663, 3 beds, 2.5 baths

$1,399,000

3 beds2.5 baths1,938 sq ft

104 Mulberry St, Saint Michaels, MD 21663

(410) 224-4400

Property at 24580 Deepwater Point Dr #3, St Michaels, MD 21663, 2 beds, 2 baths

$375,000

2 beds2 baths1,296 sq ft

24580 Deepwater Point Dr #3, St Michaels, MD 21663

(410) 745-0283

Property at 8000 Bozman Neavitt Rd, Bozman, MD 21612, 3 beds, 2 baths

$420,000

3 beds2 baths1,761 sq ft

8000 Bozman Neavitt Rd, Bozman, MD 21612

(410) 745-0415

Property at 202 E Chestnut St, St Michaels, MD 21663, 3 beds, 3 baths

$1,250,000

3 beds3 baths2,052 sq ft

202 E Chestnut St, St Michaels, MD 21663

(410) 745-0415

Property at 7149 Drum Pt, St Michaels, MD 21663, 3 beds, 3 baths

$2,149,000

3 beds3 baths3,017 sq ft

7149 Drum Pt, St Michaels, MD 21663

(410) 745-0283

Property at 9531 Quail Hollow Dr #405, St Michaels, MD 21663, 2 beds, 2.5 baths

$319,900

2 beds2.5 baths1,800 sq ft

9531 Quail Hollow Dr #405, St Michaels, MD 21663

(410) 822-6665

Property at 9518 Quail Holw #702, St Michaels, MD 21663, 3 beds, 3 baths

$455,000

3 beds3 baths1,800 sq ft

9518 Quail Holw #702, St Michaels, MD 21663

(410) 822-1415

Property at 24700 Deep Water Pt #20, St Michaels, MD 21663, 2 beds, 2.5 baths

$385,000

2 beds2.5 baths1,477 sq ft

24700 Deep Water Pt #20, St Michaels, MD 21663

(410) 745-2596

Property at 7909 Church Nck, St Michaels, MD 21663, 4 beds, 2.5 baths

$2,000,000

4 beds2.5 baths4,492 sq ft

7909 Church Nck, St Michaels, MD 21663

(410) 745-2596

Property at 9180 Saint Michaels, St Michaels, MD 21663, 5 beds, 5 baths

$1,685,000

5 beds5 baths4,728 sq ft

9180 Saint Michaels, St Michaels, MD 21663

(410) 745-0283

Property at 104 Madison Ave, St Michaels, MD 21663, 4 beds, 3 baths

$459,900

4 beds3 baths2,420 sq ft

104 Madison Ave, St Michaels, MD 21663

(410) 822-6665

Property at 9020 Bozman Neavitt Rd, St Michaels, MD 21663, 4 beds, 2.5 baths

$1,995,000

4 beds2.5 baths3,028 sq ft

9020 Bozman Neavitt Rd, St Michaels, MD 21663

(410) 745-0415

Property at 109 W Marengo St, St Michaels, MD 21663, 4 beds, 3 baths

$995,000

4 beds3 baths2,250 sq ft

109 W Marengo St, St Michaels, MD 21663

(410) 822-6665

Property at 204 Lincoln, St Michaels, MD 21663, 3 beds, 2 baths

$598,000

3 beds2 baths2,348 sq ft

204 Lincoln, St Michaels, MD 21663

(410) 745-0283

Property at 8620 Bozman Neavitt, St Michaels, MD 21663, 6 beds, 9 baths

$8,495,000

6 beds9 baths17,402 sq ft

8620 Bozman Neavitt, St Michaels, MD 21663

(202) 944-5000

Property at 1211 Washington, St Michaels, MD 21663, 4 beds, 3 baths

$499,000

4 beds3 baths2,420 sq ft

1211 Washington, St Michaels, MD 21663

(410) 745-0283

Property at 1215 Washington, St Michaels, MD 21663, 4 beds, 3 baths

$499,000

4 beds3 baths2,420 sq ft

1215 Washington, St Michaels, MD 21663

(410) 745-0283

Property at 24560 Deepwater Point Dr #4, St Michaels, MD 21663, 2 beds, 2 baths

$385,000

2 beds2 baths1,296 sq ft

24560 Deepwater Point Dr #4, St Michaels, MD 21663

(410) 745-2596

Property at 23820 Mount Pleasant Lndg, St Michaels, MD 21663, 4 beds, 3 baths

$2,800,000

4 beds3 baths2,815 sq ft

23820 Mount Pleasant Lndg, St Michaels, MD 21663

(443) 292-6767

Property at 409 Railroad Ave, St Michaels, MD 21663, 3 beds, 1.5 baths

$310,000

3 beds1.5 baths1,312 sq ft

409 Railroad Ave, St Michaels, MD 21663

(410) 829-3603

Property at 101 Mulberry St, St Michaels, MD 21663, 4 beds, 2.5 baths

$997,000

4 beds2.5 baths1,500 sq ft

101 Mulberry St, St Michaels, MD 21663

(410) 822-6272

Property at 204 E Marengo St, St Michaels, MD 21663, 2 beds, 1 bath

$525,000

2 beds1 bath1,200 sq ft

204 E Marengo St, St Michaels, MD 21663

(410) 429-7425

Property at 111 Chesapeake Ave, St Michaels, MD 21663, 4 beds, 2.5 baths

$949,000

4 beds2.5 baths2,168 sq ft

111 Chesapeake Ave, St Michaels, MD 21663

(410) 822-6272

Property at 912 Calvert Ave, St Michaels, MD 21663

$199,000

Land0.25 acre (lot)

912 Calvert Ave, St Michaels, MD 21663

(410) 745-0415

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Average home prices near St. Michaels, MD

Cities

Zip Codes

21663 homes for sale
$799,000

St. Michaels, MD real estate trends

All Home Types trends in St. Michaels, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,521,276

+153.5% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

St. Michaels, MD

$1,521,276

+153.5%

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