21663, MD - homes for sale

47 of 47 results displayed

Coming Soon
$2,249,000Coming Soon
3 beds 3 baths
7149 Drum Point, SAINT MICHAELS, MD 21663
MLS# MDTA2013096Listed by: LONG & FOSTER REAL ESTATE, INC.
Coming Soon
$1,350,000Coming Soon
4 beds 5 baths
114 W Chestnut St, SAINT MICHAELS, MD 21663
MLS# MDTA2013116Listed by: BENSON & MANGOLD, LLC
New
$1,325,000Active
2 beds 3 baths2,282 sq. ft.
106 Chestnut St E, SAINT MICHAELS, MD 21663
MLS# MDTA2013108Listed by: TAYLOR PROPERTIES
New
$500,000Active
3 beds 2 baths1,232 sq. ft.
100 Bush, SAINT MICHAELS, MD 21663
MLS# MDTA2013050Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
Open Sat, 12 to 3pm
$2,390,000Active
4 beds 6 baths3,000 sq. ft.
938 Marea Terrace, SAINT MICHAELS, MD 21663
MLS# MDTA2012838Listed by: BENSON & MANGOLD, LLC
$1,194,000Active
4 beds 3 baths1,500 sq. ft.
101 Mulberry St, SAINT MICHAELS, MD 21663
MLS# MDTA2013022Listed by: MEREDITH FINE PROPERTIES
$2,575,000Active
5 beds 9 baths4,394 sq. ft.
205 Cherry St, SAINT MICHAELS, MD 21663
MLS# MDTA2012738Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$350,000Active
2 beds 3 baths1,800 sq. ft.
24354 Widgeon #20, SAINT MICHAELS, MD 21663
MLS# MDTA2012988Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$1,365,000Active
3 beds 3 baths2,336 sq. ft.
114 E Chew Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012948Listed by: BENSON & MANGOLD, LLC
$3,250,000Pending
4 beds 5 baths3,289 sq. ft.
601 Cove Rd, SAINT MICHAELS, MD 21663
MLS# MDTA2012912Listed by: BENSON & MANGOLD, LLC
$525,000Active
4 beds 4 baths2,420 sq. ft.
1211 Washington, SAINT MICHAELS, MD 21663
MLS# MDTA2012942Listed by: LONG & FOSTER REAL ESTATE, INC.
$525,000Active
4 beds 4 baths2,420 sq. ft.
1215 Washington, SAINT MICHAELS, MD 21663
MLS# MDTA2012950Listed by: LONG & FOSTER REAL ESTATE, INC.
$1,685,000Active
5 beds 5 baths4,728 sq. ft.
9180 Saint Michaels, SAINT MICHAELS, MD 21663
MLS# MDTA2012944Listed by: LONG & FOSTER REAL ESTATE, INC.
Open Sat, 12 to 3pm
$2,900,000Active
4 beds 5 baths3,677 sq. ft.
24645 Long Haul, SAINT MICHAELS, MD 21663
MLS# MDTA2012746Listed by: COLDWELL BANKER REALTY
$1,995,000Active
6 beds 6 baths4,089 sq. ft.
228 Perry Cabin Dr #228 / 226, SAINT MICHAELS, MD 21663
MLS# MDTA2012940Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$830,000Pending
3 beds 3 baths2,439 sq. ft.
24822 Swan Rd, SAINT MICHAELS, MD 21663
MLS# MDTA2012848Listed by: BENSON & MANGOLD, LLC
$436,950Active
3 beds 2 baths1,365 sq. ft.
926 Calvert, SAINT MICHAELS, MD 21663
MLS# MDTA2012924Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$425,000Active
3 beds 2 baths1,120 sq. ft.
101 Brooks Ln, SAINT MICHAELS, MD 21663
MLS# MDTA2012900Listed by: BENSON & MANGOLD, LLC
$435,000Active
3 beds 3 baths1,752 sq. ft.
24345 Widgeon #25, SAINT MICHAELS, MD 21663
MLS# MDTA2012658Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$165,000Pending
0.17 Acres
117 Chesapeake Ave., SAINT MICHAELS, MD 21663
MLS# MDTA2012776Listed by: MEREDITH FINE PROPERTIES
$450,000Pending
2 beds 2 baths1,125 sq. ft.
111 Gloria, SAINT MICHAELS, MD 21663
MLS# MDTA2012770Listed by: BENSON & MANGOLD, LLC
$369,000Active
2 beds 3 baths1,486 sq. ft.
24700 Deepwater Point Dr #1, SAINT MICHAELS, MD 21663
MLS# MDTA2012574Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$1,295,000Active
3 beds 2 baths1,914 sq. ft.
107 W Chestnut St, SAINT MICHAELS, MD 21663
MLS# MDTA2012552Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$749,000Pending
3 beds 2 baths1,518 sq. ft.
23869 Mount Misery Rd, ST MICHAELS, MD 21663
MLS# MDTA2012478Listed by: BENSON & MANGOLD, LLC
$229,000Pending
2 beds 1 baths932 sq. ft.
209 Webb Ln, SAINT MICHAELS, MD 21663
MLS# MDTA2012448Listed by: COLDWELL BANKER REALTY
Open Sat, 12 to 2pm
$1,795,000Active
4 beds 4 baths3,575 sq. ft.
216 E Chew Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012450Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$779,000Active
3 beds 2 baths1,710 sq. ft.
108 Miles Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012358Listed by: BENSON & MANGOLD, LLC
$999,000Active
3 beds 3 baths
108 Miles Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012368Listed by: BENSON & MANGOLD, LLC
$295,000Active
0.55 Acres
108 Miles Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012348Listed by: BENSON & MANGOLD, LLC
$3,100,000Active
4 beds 4 baths4,035 sq. ft.
23961 Lynnewood Dr, SAINT MICHAELS, MD 21663
MLS# MDTA2012318Listed by: BENSON & MANGOLD, LLC
$1,825,000Active
4 beds 4 baths2,839 sq. ft.
24390 Oakwood Park Rd, ST MICHAELS, MD 21663
MLS# MDTA2012326Listed by: BENSON & MANGOLD, LLC
$795,000Active
3 beds 3 baths3,166 sq. ft.
24912 Back Creek Dr, ST MICHAELS, MD 21663
MLS# MDTA2012230Listed by: BENSON & MANGOLD, LLC
$385,000Active
2 beds 3 baths1,800 sq. ft.
9545 Quail Hollow #205, SAINT MICHAELS, MD 21663
MLS# MDTA2012128Listed by: LONG & FOSTER REAL ESTATE, INC.
$479,999Pending
3 beds 2 baths1,500 sq. ft.
216 Brooks, SAINT MICHAELS, MD 21663
MLS# MDTA2011960Listed by: LPT REALTY, LLC
$549,900Pending
3 beds 3 baths1,922 sq. ft.
228 Tyler Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2011870Listed by: BENSON & MANGOLD, LLC
Open Sat, 1 to 3pm
$699,000Active
4 beds 3 baths1,957 sq. ft.
408 Spinnaker Ln, SAINT MICHAELS, MD 21663
MLS# MDTA2011880Listed by: NORTHROP REALTY
$219,000Active
0.25 Acres
912 Calvert Ave., SAINT MICHAELS, MD 21663
MLS# MDTA2011868Listed by: BENSON & MANGOLD, LLC
$339,500Pending
2 beds 3 baths1,800 sq. ft.
24362 Widgeon Pl #4, SAINT MICHAELS, MD 21663
MLS# MDTA2011770Listed by: MEREDITH FINE PROPERTIES
$1,150,000Pending
2 beds 3 baths1,557 sq. ft.
320 Perry Cabin, SAINT MICHAELS, MD 21663
MLS# MDTA2012764Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$749,999Active
4 beds 4 baths3,010 sq. ft.
24977 Back Creek Dr, SAINT MICHAELS, MD 21663
MLS# MDTA2010224Listed by: BENSON & MANGOLD, LLC
$3,475,000Pending
5 beds 6 baths7,300 sq. ft.
9791 Pintail Pl, SAINT MICHAELS, MD 21663
MLS# MDTA2010868Listed by: COMPASS
$630,000Pending
3 beds 3 baths2,496 sq. ft.
24749 Swan Rd, SAINT MICHAELS, MD 21663
MLS# MDTA2010756Listed by: BENSON & MANGOLD, LLC
$8,495,000Active
6 beds 11 baths17,402 sq. ft.
8620 Bozman Neavitt, SAINT MICHAELS, MD 21663
MLS# MDTA2010616Listed by: WASHINGTON FINE PROPERTIES, LLC
$179,900Pending
2 beds 1 baths1,160 sq. ft.
8034 Bozman Neavitt Rd, BOZMAN, MD 21612
MLS# MDTA2009950Listed by: ALLFIRST REALTY, INC.
$480,000Active
3 beds 3 baths1,800 sq. ft.
9518 Quail Hollow #702, SAINT MICHAELS, MD 21663
MLS# MDTA2012850Listed by: BENSON & MANGOLD, LLC
$799,000Active
4 beds 3 baths
Lot 16a Meadow St, SAINT MICHAELS, MD 21663
MLS# MDTA2007414Listed by: KELLER WILLIAMS FLAGSHIP
$1,995,000Pending
3 beds 3 baths3,562 sq. ft.
7369 Drum Point Rd, SAINT MICHAELS, MD 21663
MLS# MDTA2009428Listed by: MEREDITH FINE PROPERTIES

Local realty services provided by:CENTURY 21 Alliance

Popular neighborhoods near 21663

Counties near Saint Michaels, 21663

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

21663, MD - homes for sale

47 of 47 results displayed

7149 Drum Point, SAINT MICHAELS, MD 21663

114 W Chestnut St, SAINT MICHAELS, MD 21663

106 Chestnut St E, SAINT MICHAELS, MD 21663

100 Bush, SAINT MICHAELS, MD 21663

938 Marea Terrace, SAINT MICHAELS, MD 21663

101 Mulberry St, SAINT MICHAELS, MD 21663

205 Cherry St, SAINT MICHAELS, MD 21663

24354 Widgeon #20, SAINT MICHAELS, MD 21663

114 E Chew Ave, SAINT MICHAELS, MD 21663

601 Cove Rd, SAINT MICHAELS, MD 21663

1211 Washington, SAINT MICHAELS, MD 21663

1215 Washington, SAINT MICHAELS, MD 21663

9180 Saint Michaels, SAINT MICHAELS, MD 21663

24645 Long Haul, SAINT MICHAELS, MD 21663

228 Perry Cabin Dr #228 / 226, SAINT MICHAELS, MD 21663

24822 Swan Rd, SAINT MICHAELS, MD 21663

926 Calvert, SAINT MICHAELS, MD 21663

101 Brooks Ln, SAINT MICHAELS, MD 21663

24345 Widgeon #25, SAINT MICHAELS, MD 21663

117 Chesapeake Ave., SAINT MICHAELS, MD 21663

111 Gloria, SAINT MICHAELS, MD 21663

24700 Deepwater Point Dr #1, SAINT MICHAELS, MD 21663

107 W Chestnut St, SAINT MICHAELS, MD 21663

23869 Mount Misery Rd, ST MICHAELS, MD 21663

209 Webb Ln, SAINT MICHAELS, MD 21663

216 E Chew Ave, SAINT MICHAELS, MD 21663

108 Miles Ave, SAINT MICHAELS, MD 21663

108 Miles Ave, SAINT MICHAELS, MD 21663

108 Miles Ave, SAINT MICHAELS, MD 21663

23961 Lynnewood Dr, SAINT MICHAELS, MD 21663

24390 Oakwood Park Rd, ST MICHAELS, MD 21663

24912 Back Creek Dr, ST MICHAELS, MD 21663

9545 Quail Hollow #205, SAINT MICHAELS, MD 21663

216 Brooks, SAINT MICHAELS, MD 21663

228 Tyler Ave, SAINT MICHAELS, MD 21663

408 Spinnaker Ln, SAINT MICHAELS, MD 21663

912 Calvert Ave., SAINT MICHAELS, MD 21663

24362 Widgeon Pl #4, SAINT MICHAELS, MD 21663

320 Perry Cabin, SAINT MICHAELS, MD 21663

24977 Back Creek Dr, SAINT MICHAELS, MD 21663

9791 Pintail Pl, SAINT MICHAELS, MD 21663

24749 Swan Rd, SAINT MICHAELS, MD 21663

8620 Bozman Neavitt, SAINT MICHAELS, MD 21663

8034 Bozman Neavitt Rd, BOZMAN, MD 21612

9518 Quail Hollow #702, SAINT MICHAELS, MD 21663

Lot 16a Meadow St, SAINT MICHAELS, MD 21663

7369 Drum Point Rd, SAINT MICHAELS, MD 21663

Popular searches near 21663

Popular neighborhoods near 21663

Counties near Saint Michaels, 21663