St. Michaels, MD homes for sale & real estate

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NEW 29 HRS AGO

110 Lee St, Saint Michaels, MD 21663
110 Lee St, Saint Michaels, MD 21663
110 Lee St, Saint Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Welcome to 110 Lee Street, a brand-new single-level home tucked away in the heart of charming St. Michaels, Maryland. Thoughtfully designed and just completed in 2024, this home captures the perfect balance of modern elegance and small-town warmth, offering a lifestyle that’s as relaxed as it is refined. Step inside and experience an open-concept floor plan that effortlessly connects the living, dining, and kitchen areas. Natural light fills the space, highlighting designer finishes and a welcoming atmosphere. The kitchen is a showstopper—equipped with sleek quartz countertops, stainless steel appliances, and custom cabinetry that make it both stylish and functional. A cozy gas

$495,000

3 beds2 baths1,500 sq ft

110 Lee St, Saint Michaels, MD 21663

7,767 sq ft lot

(877) 366-2213

204 W Chew Ave, Saint Michaels, MD 21663
204 W Chew Ave, Saint Michaels, MD 21663
204 W Chew Ave, Saint Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Big things come in small packages! A St. Michaels treasure! Absolutely charming, completely renovated historic property only steps to the waterfront park & a block into town. This beautiful home has been renovated from top to bottom & has been designed to offer style & historic charm. Featuring a new, lifetime blue metal roof, gardens, patios, & relaxing, covered front porch to watch the world go by. An adorable garden/workshop/art studio shed & fully fenced back yard complete the exterior amenities. Inside, admire durable new floors & carpets, custom cabinetry, designer colors & finishes throughout. The kitchen features all new, modern appliances &

$699,000

3 beds2 baths1,500 sq ft

204 W Chew Ave, Saint Michaels, MD 21663

3,600 sq ft lot

(410) 829-3603

COMING SOON

109 Chew Ave W, Saint Michaels, MD 21663
109 Chew Ave W, Saint Michaels, MD 21663
109 Chew Ave W, Saint Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Located in a prime location this 3-bedroom home is full of potential. Featuring a spacious yard, detached garage/workshop, and a breezy screened porch, it’s ready for your vision. Inside, you’ll find hardwood flooring, a beautiful formal dining room, den / office at the rear, and a eat-in kitchen with character-rich beamed ceilings. The second floor offers a large primary bedroom with private sitting area, two guest bedrooms, full bathroom and access to the huge third floor attic which offers many possibilities. Upgraded electrical system. new water heater. This diamond in the rough just needs a little love to shine. Close to waterfront park, water access points, YMCA, community

$675,000

3 beds2 baths1,824 sq ft

109 Chew Ave W, Saint Michaels, MD 21663

7,200 sq ft lot

(410) 822-1415

3D WALKTHROUGH

205 E Chew, Saint Michaels, MD 21663
205 E Chew, Saint Michaels, MD 21663
205 E Chew, Saint Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
The Arthur K. Easter House, St. Michaels, Maryland From the moment you arrive, it is clear: this is no ordinary house. Located on one of St. Michaels’ most sought-after streets, the circa 1889 Arthur K. Easter House seems to have stepped from the pages of a storybook—one filled with golden light, quiet elegance, and a sense of belonging. This stylish historic home was relocated to its current site in the 1940s, where it rests on a modern foundation while preserving the grace of its era. Step inside and you’ll find a home that doesn’t shout—but sings. Golden sunburst wallpaper greets you in the entryway, a quiet hint of the artistry to come. Grass cloth walls ad

$1,349,000

2 beds1.5 baths1,780 sq ft

205 E Chew, Saint Michaels, MD 21663

7,200 sq ft lot

(410) 822-6665

24749 Swan Rd, Saint Michaels, MD 21663
24749 Swan Rd, Saint Michaels, MD 21663
24749 Swan Rd, Saint Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Perry Cabin. This 3BR/2.5BA Colonial style home is situated on an open 1.13ac lot with a tree lined backyard for privacy. Inside you will enjoy a spacious floor plan, and updated island kitchen, and a large family room highlighted by a wood burning fireplace and a beam ceiling. Upstairs you will find the generously sized primary bedroom with a private balcony overlooking the backyard, and the two additional oversized bedrooms. Entertaining will be a breeze with a sizeable deck, leading to the fire pit and expansive level backyard. Don't miss this opportunity to live minutes from historic St. Michaels with

$720,000

3 beds2.5 baths2,496 sq ft

24749 Swan Rd, Saint Michaels, MD 21663

1.13 acre lot • $19 HOA • 2 garage spots

(410) 745-0415

Property at 106 Boundary, Saint Michaels, MD 21663, 3 beds, 2 baths

$595,000

3 beds2 baths1,490 sq ft

106 Boundary, Saint Michaels, MD 21663

(410) 745-0415

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

$8,495,000

6 beds9 baths17,402 sq ft

8620 Bozman Neavitt, Saint Michaels, MD 21663

(202) 944-5000

Property at 103 W Marengo, Saint Michaels, MD 21663, 2 beds, 1.5 baths

$565,000

2 beds1.5 baths1,209 sq ft

103 W Marengo, Saint Michaels, MD 21663

(410) 745-2596

Property at 400 Railroad, Saint Michaels, MD 21663, 3 beds, 2 baths

$575,000

3 beds2 baths1,674 sq ft

400 Railroad, Saint Michaels, MD 21663

(410) 745-2596

Property at 901 S Talbot, Saint Michaels, MD 21663, 3 beds, 2 baths

$659,000

3 beds2 baths1,660 sq ft

901 S Talbot, Saint Michaels, MD 21663

(410) 822-1415

Property at 1026 Riverview Ter, Saint Michaels, MD 21663, 4 beds, 3 baths

$1,350,000

4 beds3 baths2,535 sq ft

1026 Riverview Ter, Saint Michaels, MD 21663

(410) 745-0415

Property at 9171 Deepwater Point Rd, Saint Michaels, MD 21663, 4 beds, 3.5 baths

$1,795,000

4 beds3.5 baths4,102 sq ft

9171 Deepwater Point Rd, Saint Michaels, MD 21663

(410) 228-0800

Property at 504 S Talbot St, Saint Michaels, MD 21663, 3 beds, 2.5 baths

$895,000

3 beds2.5 baths2,072 sq ft

504 S Talbot St, Saint Michaels, MD 21663

(410) 745-0415

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

$629,000

3 beds2 baths2,091 sq ft

8000 Bozman Neavitt Rd, Bozman, MD 21612

(410) 876-6655

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

$664,900

2 beds1 bath1,200 sq ft

204 E Marengo, Saint Michaels, MD 21663

(410) 429-7425

Property at 112 Mitchell St, Saint Michaels, MD 21663, 3 beds, 1 bath

$299,000

3 beds1 bath1,368 sq ft

112 Mitchell St, Saint Michaels, MD 21663

(410) 829-3603

Property at 8034 Bozman Neavitt Rd, Bozman, MD 21612, 2 beds, 1 bath

$189,900

2 beds1 bath1,160 sq ft

8034 Bozman Neavitt Rd, Bozman, MD 21612

(443) 320-1344

Property at Lot 2 Meadow St, Saint Michaels, MD 21663, 4 beds, 3.5 baths

$889,800

4 beds3.5 baths3,100 sq ft

Lot 2 Meadow St, Saint Michaels, MD 21663

(410) 729-7700

Property at 103 Mulberry St, Saint Michaels, MD 21663, 4 beds, 1.5 baths

$875,000

4 beds1.5 baths1,596 sq ft

103 Mulberry St, Saint Michaels, MD 21663

(410) 745-0415

Property at 8013 Ruby Harrison Rd, Bozman, MD 21612, 3 beds, 3.5 baths

$495,000

3 beds3.5 baths1,504 sq ft

8013 Ruby Harrison Rd, Bozman, MD 21612

(410) 745-0415

Property at 106-C Conner, Saint Michaels, MD 21663, 3 beds, 1 bath

$399,000

3 beds1 bath1,080 sq ft

106-C Conner, Saint Michaels, MD 21663

(410) 745-0415

Property at 1221 Washington, Saint Michaels, MD 21663, 4 beds, 3 baths

$525,000

4 beds3 baths1,848 sq ft

1221 Washington, Saint Michaels, MD 21663

Property at 9191 Deepwater Point Rd, Saint Michaels, MD 21663, 5 beds, 4 baths

$2,995,000

5 beds4 baths5,088 sq ft

9191 Deepwater Point Rd, Saint Michaels, MD 21663

(410) 829-3603

Property at 7369 Drum Point Rd, Saint Michaels, MD 21663, 3 beds, 2.5 baths

$1,995,000

3 beds2.5 baths3,562 sq ft

7369 Drum Point Rd, Saint Michaels, MD 21663

(410) 822-6272

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 216 Chew E, Saint Michaels, MD 21663, 4 beds, 3.5 baths

$1,899,000

4 beds3.5 baths3,575 sq ft

216 Chew E, Saint Michaels, MD 21663

(410) 745-2596

Property at 24560 Deepwater Pt #1, Saint Michaels, MD 21663, 2 beds, 2 baths

$389,000

2 beds2 baths1,296 sq ft

24560 Deepwater Pt #1, Saint Michaels, MD 21663

(410) 745-0415

Property at 9531 Quail Holw #403, Saint Michaels, MD 21663, 2 beds, 2.5 baths

$379,000

2 beds2.5 baths1,800 sq ft

9531 Quail Holw #403, Saint Michaels, MD 21663

(410) 745-0415

Property at 25070 Hurley Ln, Saint Michaels, MD 21663, 3 beds, 2.5 baths

$475,000

3 beds2.5 baths1,505 sq ft

25070 Hurley Ln, Saint Michaels, MD 21663

(410) 770-3600

Property at 24629 Beverly Rd, Saint Michaels, MD 21663, 5 beds, 5.5 baths

$9,950,000

5 beds5.5 baths10,309 sq ft

24629 Beverly Rd, Saint Michaels, MD 21663

(410) 822-6272

Property at 108 Miles Ave, Saint Michaels, MD 21663

$594,000

— beds— baths— sq ft

108 Miles Ave, Saint Michaels, MD 21663

(410) 822-6272

Property at 402 Talbot, Saint Michaels, MD 21663

$140,000

— beds— baths— sq ft

402 Talbot, Saint Michaels, MD 21663

(302) 703-1144

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Average home prices near St. Michaels, MD

Cities

Zip Codes

21663 homes for sale
$664,900

St. Michaels, MD real estate trends

$226K

Sale price

-86.9%
since last year

$226

Sale $/sq ft

-65.8%
since last year

Under list price

2.1%

Days on market

24.5

Down payment

—

Total homes sold

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