St. Michaels Middle/High School, MD homes for sale & real estate

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ABOUT THIS HOME
St. Michaels Middle/High School, MD Homes for Sale
Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, seasonal farmer's market, museums and more. This home has received a fresh interior painting and is "move in ready" It is a 4 bedroom, 3 full bath and 1/2 bath home with the 1/2 bath on the first floor. One of the bedrooms and a full bath is a guest apartment with a kitchenette located over the 2 car attached garage. The main part of the home is both comfortable and casual while at

$1,795,000

4 beds3.5 baths3,575 sq ft

216 E Chew Ave, St Michaels, MD 21663

0.34 acre lot • 2 garage spots • Built 1997

(410) 822-9000

NEW 12 HRS AGO

ABOUT THIS HOME
St. Michaels Middle/High School, MD Homes for Sale
Enjoy water-privileged living just minutes from downtown St. Michaels. This beautifully maintained one-level home sits on a well manicured lot directly across from the community’s waterfront parcel, offering water views and easy water access. A welcoming front porch leads into a bright foyer and on to the living room, featuring vaulted ceilings, hardwood floors and a gas fireplace. The kitchen was tastefully renovated in 2020 and features quartz countertops, tile backsplash, an island with bar seating, under-cabinet lighting, glass-front display cabinetry with interior lighting and stainless steel appliances. The adjoining dining area includes a coffee bar with a beverage fridge and o

$749,000

3 beds2 baths1,518 sq ft

23869 Mount Misery Rd, Saint Michaels, MD 21663

Easy water access • Water views • Hot tub

(410) 745-0415

COMING SOON

ABOUT THIS HOME
St. Michaels Middle/High School, MD Homes for Sale
Experience exceptional waterfront living in this custom-built home set on a private, 3-acre lot. Designed to maximize comfort and connection to the outdoors. The spacious floor plan includes a dedicated office, a cozy den and a gourmet kitchen. The oversized garage and separate laundry room are an added bonus to this perfect property. This custom designed and built - one of a kind home is conveniently located between Easton and St. Michaels. Large primary bedroom with ensuite bath. Every bedroom features direct access to the expansive deck, creating a seamless indoor–outdoor lifestyle and offering the perfect place to enjoy quiet moments. Step outside to your own resort-like escape.

$1,299,000

3 beds2.5 baths2,840 sq ft

7605 Pendleton Farm Ln, Easton, MD 21601

3.06 acre lot • 2 garage spots • Pool

(410) 770-9255

ABOUT THIS HOME
St. Michaels Middle/High School, MD Homes for Sale
Wonderful opportunity to live in the quaint, picturesque and historic town of St Michaels ("The town that fooled the British")at a great price. New carpeting, and new paint. Move in ready. Well kept, light filled townhouse with 2 bedrooms, one bath and fenced back yard. Must be primary residence. 2 assigned parking spaces. Walkable to all the St Michaels amenities, restaurants and shops!

$229,000

2 beds1 bath932 sq ft

209 Webb Ln, Saint Michaels, MD 21663

$75 HOA • 2 parking spots • Built 1981

(410) 224-2200

COMING SOON

ABOUT THIS HOME
St. Michaels Middle/High School, MD Homes for Sale
Expected date for available showings 12/18/25 - Easton Village - Custom built in 2007 featuring an ipe front porch and rear patio with hot tub, fenced yard, formal living/dining areas, first-floor primary suite with large closets, and high-end bath features. The kitchen has a center island joining a two-story family room with a gas fireplace. The second floor includes a landing overlooking the family room, along with three bedrooms and two baths. This property was previously a model home for Easton Village with a finished showroom garage, including a mini-split for heating and cooling. With over 4,000 square feet, this home has gracious room sizes.

$835,000

4 beds3.5 baths4,201 sq ft

8095 N Fork Blvd, Easton, MD 21601

5,227 sq ft lot • 2 garage spots • Community pool

(410) 770-9255

Property at 5489 Rude Ave, Tilghman, MD 21671, 4 beds, 2.5 baths

$850,000

4 beds2.5 baths2,286 sq ft

5489 Rude Ave, Tilghman, MD 21671

(410) 822-6272

Property at 26698 Arcadia Shores Rd, Easton, MD 21601, 5 beds, 3.5 baths

$700,000

5 beds3.5 baths2,306 sq ft

26698 Arcadia Shores Rd, Easton, MD 21601

(410) 224-2200

Property at 23961 Lynnewood Dr, Saint Michaels, MD 21663, 4 beds, 3.5 baths

$3,100,000

4 beds3.5 baths4,035 sq ft

23961 Lynnewood Dr, Saint Michaels, MD 21663

(410) 822-1415

Property at 26396 St Michaels Rd, Newcomb, MD 21653, 3 beds, 3 baths

$2,900,000

3 beds3 baths1,973 sq ft

26396 St Michaels Rd, Newcomb, MD 21653

(410) 822-6665

Property at 24390 Oakwood Park Rd, Saint Michaels, MD 21663, 4 beds, 3.5 baths

$1,900,000

4 beds3.5 baths2,839 sq ft

24390 Oakwood Park Rd, Saint Michaels, MD 21663

(410) 745-0415

Property at 100 Grace St, St Michaels, MD 21663, 2 beds, 2.5 baths

$1,099,000

2 beds2.5 baths1,445 sq ft

100 Grace St, St Michaels, MD 21663

(410) 745-0415

Property at 9170 Hunting Creek Ln, Easton, MD 21601, 5 beds, 5.5 baths

$5,575,000

5 beds5.5 baths7,287 sq ft

9170 Hunting Creek Ln, Easton, MD 21601

(410) 280-5600

Property at 105 Seymour Ave, Saint Michaels, MD 21663, 2 beds, 1 bath

$499,000

2 beds1 bath1,080 sq ft

105 Seymour Ave, Saint Michaels, MD 21663

(443) 274-1900

Property at 24318 Oakwood Park Rd, Saint Michaels, MD 21663, 3 beds, 3 baths

$1,195,000

3 beds3 baths2,085 sq ft

24318 Oakwood Park Rd, Saint Michaels, MD 21663

(301) 298-1001

Property at 5084 Ferry Neck Rd, Royal Oak, MD 21662, 4 beds, 3 baths

$4,395,000

4 beds3 baths7,903 sq ft

5084 Ferry Neck Rd, Royal Oak, MD 21662

(703) 319-3344

Property at 24912 Back Creek Dr, Saint Michaels, MD 21663, 3 beds, 2.5 baths

$795,000

3 beds2.5 baths3,166 sq ft

24912 Back Creek Dr, Saint Michaels, MD 21663

(410) 745-0415

Property at 108 Miles Ave, Saint Michaels, MD 21663, 3 beds, 2 baths

$779,000

3 beds2 baths1,710 sq ft

108 Miles Ave, Saint Michaels, MD 21663

(410) 822-6665

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

$549,000

9 beds2.5 baths5,389 sq ft

21486 Mission Rd, Tilghman, MD 21671

(410) 745-2596

Property at 8805 Cummings Rd, Wittman, MD 21676, 2 beds, 1.5 baths

$385,000

2 beds1.5 baths1,364 sq ft

8805 Cummings Rd, Wittman, MD 21676

(410) 745-0415

Property at 25831 Turner Ave, Royal Oak, MD 21662, 3 beds, 2.5 baths

$799,000

3 beds2.5 baths2,200 sq ft

25831 Turner Ave, Royal Oak, MD 21662

(410) 822-6665

Property at 24390 Deep Neck Farm Ln, Royal Oak, MD 21662, 7 beds, 5.5 baths

$8,250,000

7 beds5.5 baths8,478 sq ft

24390 Deep Neck Farm Ln, Royal Oak, MD 21662

(410) 770-9255

Property at 228 Tyler Ave, Saint Michaels, MD 21663, 3 beds, 2.5 baths

$549,900

3 beds2.5 baths1,922 sq ft

228 Tyler Ave, Saint Michaels, MD 21663

(410) 745-0415

Property at 21485 Island Club Rd, Tilghman, MD 21671, 5 beds, 4.5 baths

$2,499,000

5 beds4.5 baths4,303 sq ft

21485 Island Club Rd, Tilghman, MD 21671

(410) 822-6665

Property at 9262 Macks Ln, Mcdaniel, MD 21647, 4 beds, 5 baths

$2,998,000

4 beds5 baths5,400 sq ft

9262 Macks Ln, Mcdaniel, MD 21647

(410) 745-0415

Property at 207 Dodson Ave, Saint Michaels, MD 21663, 2 beds, 2 baths

$499,900

2 beds2 baths960 sq ft

207 Dodson Ave, Saint Michaels, MD 21663

(410) 745-0415

Property at 408 Spinnaker Ln, Saint Michaels, MD 21663, 4 beds, 2.5 baths

$725,000

4 beds2.5 baths1,957 sq ft

408 Spinnaker Ln, Saint Michaels, MD 21663

(410) 295-6579

Property at 27240 Hayward Trl, Easton, MD 21601, 3 beds, 2 baths

$515,000

3 beds2 baths1,704 sq ft

27240 Hayward Trl, Easton, MD 21601

(410) 745-0415

Property at 10770 Rich Neck Rd, Claiborne, MD 21624, 7 beds, 7.5 baths

$7,900,000

7 beds7.5 baths10,240 sq ft

10770 Rich Neck Rd, Claiborne, MD 21624

(410) 822-7556

Property at 5744 Johns Way, Tilghman, MD 21671, 3 beds, 2.5 baths

$450,000

3 beds2.5 baths1,512 sq ft

5744 Johns Way, Tilghman, MD 21671

(410) 886-2400

Property at 25835 Turner Ave, Royal Oak, MD 21662, 3 beds, 2.5 baths

$942,900

3 beds2.5 baths2,200 sq ft

25835 Turner Ave, Royal Oak, MD 21662

(410) 822-6665

Property at 22314 Pot Pie Rd, Wittman, MD 21676, 3 beds, 2 baths

$325,000

3 beds2 baths3,924 sq ft

22314 Pot Pie Rd, Wittman, MD 21676

(410) 822-6272

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 107 E Chestnut St E, St Michaels, MD 21663, 2 beds, 2 baths

$1,195,000

2 beds2 baths2,024 sq ft

107 E Chestnut St E, St Michaels, MD 21663

(410) 822-6272

Property at 4957 Bar Neck Rd, Tilghman, MD 21671, 3 beds, 3 baths

$699,900

3 beds3 baths2,660 sq ft

4957 Bar Neck Rd, Tilghman, MD 21671

(410) 729-7700

Property at 5499 Anderby Hall Rd, Royal Oak, MD 21662, 3 beds, 4 baths

$6,000,000

3 beds4 baths5,921 sq ft

5499 Anderby Hall Rd, Royal Oak, MD 21662

(410) 543-4545

Property at 7049 & 7047 Acorn Aly, Royal Oak, MD 21662, 6 beds, 3.5 baths

$2,295,000

6 beds3.5 baths1,454 sq ft

7049 & 7047 Acorn Aly, Royal Oak, MD 21662

(443) 225-4100

Property at 23857 Ebb Point Rd, Bozman, MD 21612, 4 beds, 3.5 baths

$1,995,000

4 beds3.5 baths2,250 sq ft

23857 Ebb Point Rd, Bozman, MD 21612

(845) 544-4280

Property at 6827 Bellevue Rd, Royal Oak, MD 21662, 3 beds, 1.5 baths

$350,000

3 beds1.5 baths1,363 sq ft

6827 Bellevue Rd, Royal Oak, MD 21662

(410) 429-7425

Property at 28309 Village Lake Way, Easton, MD 21601, 4 beds, 2.5 baths

$810,000

4 beds2.5 baths2,800 sq ft

28309 Village Lake Way, Easton, MD 21601

(410) 505-9700

Property at 8781 Tilghman Island Rd, Wittman, MD 21676, 5 beds, 5.5 baths

$3,795,000

5 beds5.5 baths6,487 sq ft

8781 Tilghman Island Rd, Wittman, MD 21676

(410) 745-2596

Property at 22381 Cooper Ln, Wittman, MD 21676, 2 beds, 1 bath

$164,900

2 beds1 bath1,540 sq ft

22381 Cooper Ln, Wittman, MD 21676

(410) 823-0033

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