St. Michaels, MD homes for sale & real estate

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408 Spinnaker, Saint Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Coming Soon! Professional photos and floor plan arriving next week. This immaculate 4 bedroom, 2.5 bath home was built in 2022 and has been thoughtfully enhanced with numerous upgrades. The owners added luxury vinyl plank flooring to the second level, Higgins & Spencer plantation shutters with independent top and bottom operation, recessed lighting upstairs, and a high-end full-size Electrolux washer and dryer. Additional features include a smart home system with Nest locks, thermostats, doorbell camera, and smoke detectors, as well as an inground lawn irrigation system. Outdoors, the private backyard has been beautifully finished with professional landscaping, privacy fencing, and a

$775,000

4 beds2.5 baths1,957 sq ft

408 Spinnaker, Saint Michaels, MD 21663

3,005 sq ft lot • $102 HOA • Garage

(410) 295-6579

8095 Church Neck Rd, St Michaels, MD 21663
8095 Church Neck Rd, St Michaels, MD 21663
8095 Church Neck Rd, St Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Welcome to this enchanting waterfront retreat, beautifully sited on 6.2 acres overlooking Old House Cove with scenic passage out to San Domingo Creek. Designed in a coastal style and offering 3,340 sq. ft. , this 4-bedroom, 2.5-bath residence blends timeless comfort with the natural beauty of the Eastern Shore. A charming front porch sets the tone, leading into sunlit living spaces with soaring vaulted ceilings and gleaming American Cherry hardwood floors. The main-level primary suite is a serene haven with a private sitting area and spa-like bath. Upstairs, a loft lounge overlooks the living room and connects to three additional bedrooms and a shared hall bath. The gourmet kitchen, outfitt

$1,498,000

4 beds2.5 baths3,340 sq ft

8095 Church Neck Rd, St Michaels, MD 21663

6.2 acre lot • 2 garage spots • Built 1991

(410) 673-3344

107 E Chestnut St E, St Michaels, MD 21663
107 E Chestnut St E, St Michaels, MD 21663
107 E Chestnut St E, St Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
St. Michaels charm in this Circa 1870 Certified Plaque home, although historical data reflects original construction between 1805-1820.Updates include plumbing , wiring, New upstairs HVAC, encapsulated crawl space, kitchen , upgraded light fixtures, motorized window shades and many architectural details, freshly painted in 2024 . Recently upgraded Primary bedroom window seats with cushions, built-ins and storage. Magnificent main level 2 story glass enclosed solarium! This home has been meticulously maintained and cared for. Enjoy evenings on the front porch or on the rear screen porch overlooking the gardens. The rear yard also has an old time boat house/shed which is insulated and heate

$1,295,000

2 beds2 baths2,024 sq ft

107 E Chestnut St E, St Michaels, MD 21663

3,600 sq ft lot • Built 1870 • Listed 3 days

(410) 822-6272

231 Madison, Saint Michaels, MD 21663
231 Madison, Saint Michaels, MD 21663
231 Madison, Saint Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
Welcome to 231 Madison Avenue, a beautifully renovated one-level home located in the water access community of Rio Vista, just minutes from downtown historic St. Michaels. Offering 2 bedrooms and 2 full baths, this home has been thoughtfully updated throughout, combining modern design with classic design in this rancher. With its open floor plan, the heart of the home is the gourmet kitchen which opens to the living room where you will find a fireplace, built-in book cases, remote window shades and original wood floors. Just off this room you discover a small seating room with some water views that accesses the private office space. Through the rear door and down the steps is the three seas

$619,000

2 beds2 baths1,702 sq ft

231 Madison, Saint Michaels, MD 21663

0.37 acre lot • 2 parking spots • Built 1972

(410) 745-2596

24318 Oakwood Park Rd, Saint Michaels, MD 21663
24318 Oakwood Park Rd, Saint Michaels, MD 21663
24318 Oakwood Park Rd, Saint Michaels, MD 21663
ABOUT THIS HOME
St. Michaels, MD Homes for Sale
St Michaels is just 2 miles away. .. Oakwood park known to be a slice of Eastern Shore heaven. This one story cottage with a dreamy porch and carriage house serves as the owners get away and vacation rental. Features are riprap shoreline and a boat ramp, the Carriage house with second floor guest and a balcony overlooking San Domingo Creek, a 2 car garage with workshop, laundry space and ample storage. Public sewer will be available this year, this will open more possibilities. The next door cottage 24312 is listed for sale at $ 825,000.

$1,249,000

3 beds3 baths1,612 sq ft

24318 Oakwood Park Rd, Saint Michaels, MD 21663

0.49 acre lot • 2 garage spots • Built 1968

(410) 745-0283

Property at 24312 Oakwood Park, Saint Michaels, MD 21663, 2 beds, 1 bath

$825,000

2 beds1 bath836 sq ft

24312 Oakwood Park, Saint Michaels, MD 21663

(410) 745-0283

Property at 113 Thompson St, St Michaels, MD 21663, 3 beds, 2 baths

$600,000

3 beds2 baths1,566 sq ft

113 Thompson St, St Michaels, MD 21663

(888) 860-7369

Property at 24362 Widgeon Pl #4, Saint Michaels, MD 21663, 2 beds, 3 baths

$353,900

2 beds3 baths1,800 sq ft

24362 Widgeon Pl #4, Saint Michaels, MD 21663

(410) 822-6272

Property at 9539 Quail Holw #303, Saint Michaels, MD 21663, 2 beds, 2.5 baths

$379,000

2 beds2.5 baths1,800 sq ft

9539 Quail Holw #303, Saint Michaels, MD 21663

(410) 745-0415

Property at 24420 Mallard, Saint Michaels, MD 21663, 4 beds, 2.5 baths

$825,000

4 beds2.5 baths2,493 sq ft

24420 Mallard, Saint Michaels, MD 21663

(410) 745-2596

Property at 510 Tenant, Saint Michaels, MD 21663, 3 beds, 2 baths

$625,000

3 beds2 baths1,856 sq ft

510 Tenant, Saint Michaels, MD 21663

(410) 745-2596

Property at 222 Chestnut, St Michaels, MD 21663, 3 beds, 2.5 baths

$2,250,000

3 beds2.5 baths2,284 sq ft

222 Chestnut, St Michaels, MD 21663

(410) 822-6665

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

$599,000

3 beds2 baths1,761 sq ft

8000 Bozman Neavitt Rd, Bozman, MD 21612

(410) 745-0415

Property at 205 E Chew, St Michaels, MD 21663, 2 beds, 1.5 baths

$1,275,000

2 beds1.5 baths1,780 sq ft

205 E Chew, St Michaels, MD 21663

(410) 822-6665

Property at 100 Mulberry, St Michaels, MD 21663, 6 beds

$950,000

6 beds— baths4,172 sq ft

100 Mulberry, St Michaels, MD 21663

(410) 745-8060

Property at 9171 Deepwater Point Rd, St Michaels, MD 21663, 5 beds, 3.5 baths

$1,695,000

5 beds3.5 baths4,102 sq ft

9171 Deepwater Point Rd, St Michaels, MD 21663

(410) 228-0800

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

$439,999

3 beds2.5 baths1,505 sq ft

25070 Hurley Ln, Saint Michaels, MD 21663

(410) 770-3600

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 24749 Swan Rd, St Michaels, MD 21663, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths2,496 sq ft

24749 Swan Rd, St Michaels, MD 21663

(410) 745-0415

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

$615,000

2 beds1 bath1,200 sq ft

204 E Marengo, Saint Michaels, MD 21663

(410) 429-7425

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 24977 Back Creek Dr, Saint Michaels, MD 21663, 4 beds, 3.5 baths

$749,999

4 beds3.5 baths3,010 sq ft

24977 Back Creek Dr, Saint Michaels, MD 21663

(410) 822-6665

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 602 S Talbot St, Saint Michaels, MD 21663, 4 beds, 2.5 baths

$800,000

4 beds2.5 baths2,433 sq ft

602 S Talbot St, Saint Michaels, MD 21663

(410) 745-2596

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

$349,000

2 beds2 baths1,296 sq ft

24560 Deepwater Pt #1, St Michaels, MD 21663

(410) 745-0415

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 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 912 Calvert Ave, St Michaels, MD 21663

$229,000

— beds— baths— sq ft

912 Calvert Ave, St Michaels, MD 21663

(410) 745-0415

Property at 300 Perry St, St Michaels, MD 21663

$160,000

— beds— baths— sq ft

300 Perry St, St Michaels, MD 21663

(301) 694-8000

Property at 108 Miles Ave, Saint Michaels, MD 21663

$350,000

— beds— baths— sq ft

108 Miles Ave, Saint Michaels, MD 21663

(410) 822-6272

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Average home prices near St. Michaels, MD

Cities

Zip Codes

21663 homes for sale
$800,000

St. Michaels, MD real estate trends

$800K

Sale price

+131.9%
since last year

$398

Sale $/sq ft

-7.4%
since last year

Under list price

2.4%

Days on market

Down payment

—

Total homes sold

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