- Home
- About
- Buy
- Sell
- FAQ
- Neighborhoods
- Market Snapshot
- Blog
- Annapolis Relocation Guide and Resources
- Annapolis City Guide: Our Local Favorites
- Seller and Buyer eGuides
- 2026 Real Estate Market Outlook
- Sell Your Home Faster with Compass Concierge
-
Register
/
Sign In
Price
- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
Beds Tap two numbers to select a range
Any
1
2
3
4
5+
Baths Tap two numbers to select a range
Any
1
2
3
4
5+
- List
- Mixed
- Map
ZIP Code: 21663
Virtual Tour
Map
23 Properties Available In 21663
23 Properties Available In 21663
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
Image
Address
Price
Beds
Baths
Area
Status
MLS
214 MADISON AVE, Saint Michaels, MD 21663
MLS# MDTA2014662 Listed by Berkshire Hathaway HomeServices PenFed Realty$399,000
4
2
1,743 SqFt
Coming Soon
MLS# MDTA2014662$650,000
3
3
2,902 SqFt
Pending
MLS# MDTA2014610$359,900
2
3
1,800 SqFt
Active
MLS# MDTA2014522$795,000
3
2
1,288 SqFt
Active
MLS# MDTA2014422$600,000
4
3
2,841 SqFt
Under Contract
MLS# MDTA2014180344 PERRY CABIN DR, Saint Michaels, MD 21663
MLS# MDTA2014064 Listed by Chesapeake Bay Real Estate Plus, LLC$1,300,000
3
3
1,836 SqFt
Pending
MLS# MDTA201406423776 MOUNT PLEASANT LANDING, Saint Michaels, MD 21663
MLS# MDTA2014128 Listed by Shore Living Real Estate$1,795,000
3
2
2,160 SqFt
Active
MLS# MDTA2014128$549,999
2
1
1,200 SqFt
Active
MLS# MDTA2014132$489,000
3
3
2,100 SqFt
Under Contract
MLS# MDTA2013878$1,049,000
4
3
2,250 SqFt
Active
MLS# MDTA2013980$3,495,000
4
5
6,404 SqFt
Active
MLS# MDTA2013978962 SAN DOMINGO CT, Saint Michaels, MD 21663
MLS# MDTA2013656 Listed by TTR Sotheby's International Realty$2,349,000
4
5
3,300 SqFt
Pending
MLS# MDTA2013656$1,650,000
3
3
3,078 SqFt
Under Contract
MLS# MDTA2013718$1,049,000
3
3
2,200 SqFt
Under Contract
MLS# MDTA20134387149 DRUM POINT, Saint Michaels, MD 21663
MLS# MDTA2013096 Listed by Long & Foster Real Estate, Inc.$2,149,000
3
3
3,017 SqFt
Active
MLS# MDTA20130967909 CHURCH NECK, Saint Michaels, MD 21663
MLS# MDTA2013238 Listed by TTR Sotheby's International Realty$2,000,000
4
3
4,492 SqFt
Active
MLS# MDTA2013238$1,985,000
3
3
2,622 SqFt
Active
MLS# MDTA2013226$455,000
3
3
1,800 SqFt
Active
MLS# MDTA2012850228 PERRY CABIN DR #228 / 226, Saint Michaels, MD 21663
MLS# MDTA2012940 Listed by Chesapeake Bay Real Estate Plus, LLC$1,945,000
6
6
4,089 SqFt
Active
MLS# MDTA2012940$425,000
3
2
1,120 SqFt
Active
MLS# MDTA2012900$3,100,000
4
4
4,035 SqFt
Under Contract
MLS# MDTA2012318$1,679,000
4
4
2,839 SqFt
Active
MLS# MDTA20123268620 BOZMAN NEAVITT, Saint Michaels, MD 21663
MLS# MDTA2010616 Listed by Washington Fine Properties, LLC$8,495,000
6
11
17,402 SqFt
Active
MLS# MDTA2010616- 1