Real Estate & Homes For Sale in 21663

40 homes

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$359,900
2 Beds
2.5 Baths
1,800 sqft
9531 Quail Hollow Dr #405,
St Michaels, MD 21663
Benson & Mangold, LLC
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3D VIEW
$849,000
3 Beds
2 Baths
1,288 sqft
803 New Ln,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
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15.2 ACRES
$1,995,000
4 Beds
2.5 Baths
3,028 sqft
9020 Bozman Neavitt Rd,
Saint Michaels, MD 21663
Benson & Mangold, LLC
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3D VIEW
1.03 ACRES
$630,000
4 Beds
2.5 Baths
2,841 sqft
9206 Martingham Dr,
Saint Michaels, MD 21663
Samson Properties
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3D VIEW
$1,300,000
3 Beds
2.5 Baths
1,836 sqft
344 Perry Cabin Dr,
Saint Michaels, MD 21663
Chesapeake Bay Real Estate Plus, LLC
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OPEN SAT, 10-12PM
3D VIEW
0.28 ACRES
$549,999
2 Beds
1 Bath
1,200 sqft
204 E Marengo St,
Saint Michaels, MD 21663
Compass
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3D VIEW
2.5 ACRES
$1,995,000
3 Beds
2 Baths
2,160 sqft
23776 Mount Pleasant Landing Cir,
Saint Michaels, MD 21663
Shore Living Real Estate
8.25 ACRES
$2,250,000
5 Beds
2 Baths
4,706 sqft
8209 Tricefield Rd,
Saint Michaels, MD 21663
Chesapeake Bay Real Estate Plus, LLC
3D VIEW
$489,000
3 Beds
3 Baths
2,100 sqft
24375 Widgeon Pl #37,
St Michaels, MD 21663
Meredith Fine Properties
$1,049,000
4 Beds
3 Baths
2,250 sqft
109 W Marengo St,
St Michaels, MD 21663
Benson & Mangold, LLC
2.27 ACRES
$3,495,000
4 Beds
4 Baths
6,404 sqft
24678 New Post Rd,
Saint Michaels, MD 21663
Benson & Mangold, LLC
$399,000
2 Beds
2.5 Baths
1,477 sqft
24700 Deepwater Point Dr #20,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
$342,900
3 Beds
2 Baths
1,364 sqft
203 Canton St,
Saint Michaels, MD 21663
Coldwell Banker Chesapeake Real Estate Company
1.49 ACRES
$679,000
4 Beds
3 Baths
2,072 sqft
24555 Deepwater Point Dr,
Saint Michaels, MD 21663
Chesapeake Bay Real Estate Plus, LLC
$799,900
3 Beds
2.5 Baths
2,027 sqft
807 Radcliff St,
Michaels, MD 21663
$799,900
3 Beds
2.5 Baths
2,027 sqft
807 Radcliff Ave,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
$359,000
2 Beds
2.5 Baths
1,487 sqft
24700 Deepwater Point Dr #23,
St Michaels, MD 21663
Meredith Fine Properties
1.15 ACRES
$795,000
4 Beds
3 Baths
1,988 sqft
9359 Martingham Cir,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
0.34 ACRES
$598,000
3 Beds
2 Baths
2,348 sqft
204 Lincoln Ave,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
3D VIEW
$1,049,000
3 Beds
2.5 Baths
2,200 sqft
504 Seymour Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
3D VIEW
3.11 ACRES
$2,149,000
3 Beds
3 Baths
3,017 sqft
7149 Drum Point Rd,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
3D VIEW
19.53 ACRES
$2,100,000
4 Beds
2.5 Baths
4,492 sqft
7909 Church Neck Rd,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
NEW CONSTRUCTION
2 ACRES
$1,379,800
4 Beds
3.5 Baths
3,332 sqft
7865 Pea Nck,
Saint Michaels, MD 21663
Meredith Fine Properties
NEW CONSTRUCTION
3D VIEW
0.41 ACRES
$1,985,000
3 Beds
3 Baths
2,622 sqft
303 Manor St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
0.34 ACRES
$739,000
4 Beds
2.5 Baths
2,798 sqft
24965 Back Creek Dr,
Saint Michaels, MD 21663
Benson & Mangold, LLC
$1,195,000
4 Beds
4.5 Baths
3,528 sqft
114 W Chestnut St,
St Michaels, MD 21663
Benson & Mangold, LLC
7.35 ACRES
$1,685,000
5 Beds
5 Baths
4,728 sqft
9180 Saint Michaels Rd,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
3D VIEW
$455,000
3 Beds
3 Baths
1,800 sqft
9518 Quail Hollow Dr #702,
Saint Michaels, MD 21663
Benson & Mangold, LLC
$1,179,000
4 Beds
2.5 Baths
1,500 sqft
101 Mulberry St,
Saint Michaels, MD 21663
Meredith Fine Properties
3D VIEW
$1,945,000
6 Beds
6 Baths
4,089 sqft
228 Perry Cabin Dr #228/226,
Saint Michaels, MD 21663
Chesapeake Bay Real Estate Plus, LLC
0.34 ACRES
$499,000
4 Beds
3 Baths
2,420 sqft
1211 Washington Dr,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
0.34 ACRES
$499,000
4 Beds
3 Baths
2,420 sqft
1215 Washington Dr,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
3D VIEW
$425,000
3 Beds
2 Baths
1,120 sqft
101 Brooks Ln,
Saint Michaels, MD 21663
Benson & Mangold, LLC
0.34 ACRES
$1,595,000
4 Beds
3.5 Baths
3,575 sqft
216 E Chew Ave,
Saint Michaels, MD 21663
Coldwell Banker Chesapeake Real Estate Company
0.55 ACRES
$295,000
108 Miles Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
3D VIEW
5.34 ACRES
$3,100,000
4 Beds
3.5 Baths
4,035 sqft
23961 Lynnewood Dr,
Saint Michaels, MD 21663
Benson & Mangold, LLC
3D VIEW
0.7 ACRES
$1,679,000
4 Beds
3.5 Baths
2,839 sqft
24390 Oakwood Park Rd,
Saint Michaels, MD 21663
Benson & Mangold, LLC
$374,000
2 Beds
3 Baths
1,800 sqft
9545 Quail Hollow Dr #205,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
0.25 ACRES
$219,000
912 Calvert Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
3D VIEW
8.6 ACRES
$8,495,000
6 Beds
9 Baths
17,402 sqft
8620 Bozman Neavitt Rd,
Saint Michaels, MD 21663
Washington Fine Properties, LLC

Real Estate & Homes For Sale Near 21663

We found 30 more homes matching your filters just outside 21663

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NEW - 2 HRS AGO
3D VIEW
$1,595,000
4 Beds
4 Baths
5,076 sqft
105 Jefferson St,
Oxford, MD 21654
Benson & Mangold, LLC
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0.57 ACRES
$849,000
3 Beds
3.5 Baths
3,570 sqft
10494 Rich Neck Rd,
Claiborne, MD 21624
Chesapeake Bay Real Estate Plus, LLC
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3D VIEW
4.96 ACRES
$3,595,000
5 Beds
5.5 Baths
5,947 sqft
25610 Chance Farm Ct,
Royal Oak, MD 21662
Benson & Mangold, LLC
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2.02 ACRES
$495,000
3 Beds
2 Baths
1,664 sqft
8658 Cummings Rd,
Wittman, MD 21676
Benson & Mangold, LLC
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0.72 ACRES
$379,000
3 Beds
1.5 Baths
2,840 sqft
25911 River Rd,
Newcomb, MD 21653
Coldwell Banker Realty
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3D VIEW
28.02 ACRES
$3,100,000
4 Beds
4 Baths
3,878 sqft
26279 Deep Water Harbor Rd,
Easton, MD 21601
TTR Sotheby's International Realty
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$546,500
2 Beds
2 Baths
1,100 sqft
106 Strand Rd #2,
Oxford, MD 21654
Benson & Mangold, LLC
0.5 ACRES
$849,900
3 Beds
1.5 Baths
1,176 sqft
6355 Bozman Neavitt Rd,
Neavitt, MD 21652
Benson & Mangold, LLC
1 ACRE
$449,900
4 Beds
2.5 Baths
1,876 sqft
9818 Tilghman Island Rd,
McDaniel, MD 21647
Coldwell Banker Realty
3D VIEW
46.94 ACRES
$2,750,000
4 Beds
3 Baths
6,361 sqft
7543 Bozman Neavitt Rd,
Bozman, MD 21612
Benson & Mangold, LLC
$169,000
105 Tilghman St,
Oxford, MD 21654
Benson & Mangold, LLC
3.02 ACRES
$2,495,000
3 Beds
2.5 Baths
2,472 sqft
26282 Deep Water Harbor Rd,
Easton, MD 21601
Benson & Mangold, LLC
0.5 ACRES
$429,900
3 Beds
2.5 Baths
2,072 sqft
7033 Thorneton Rd,
Royal Oak, MD 21662
Benson & Mangold, LLC
1.63 ACRES
$1,295,000
3 Beds
2.5 Baths
1,816 sqft
9251 Mallard Point Ct,
McDaniel, MD 21647
Benson & Mangold, LLC
7.31 ACRES
$800,000
Quaker Neck Rd #15,
Bozman, MD 21612
TTR Sotheby's International Realty
10.48 ACRES
$800,000
Quaker Neck Rd #16,
Bozman, MD 21612
TTR Sotheby's International Realty
17.84 ACRES
$800,000
Quaker Neck Rd,
Bozman, MD 21612
TTR Sotheby's International Realty
0.29 ACRES
$765,000
3 Beds
2.5 Baths
2,170 sqft
10554 Miracle House Cir,
Claiborne, MD 21624
Chesapeake Bay Real Estate Plus, LLC
33.18 ACRES
$6,995,000
7 Beds
5.5 Baths
8,478 sqft
24390 Deep Neck Farm Ln,
Royal Oak, MD 21662
Benson & Mangold, LLC
0.58 ACRES
$993,000
3 Beds
2 Baths
1,362 sqft
8090 Bozman Neavitt Rd,
Bozman, MD 21612
Benson & Mangold, LLC
$799,900
3 Beds
2 Baths
1,400 sqft
101 Tilghman St,
Oxford, MD 21654
Benson & Mangold, LLC
1.99 ACRES
$725,000
N/s Gosling,
Royal Oak, MD 21662
19.82 ACRES
$599,000
26383 Royal Oak Rd,
Easton, MD 21601
Eastern Shore Real Estate, LLC
1.99 ACRES
$725,000
N/s Gosling Ln,
Royal Oak, MD 21662
Long & Foster Real Estate, Inc.
3D VIEW
13.03 ACRES
$1,995,000
6 Beds
4.5 Baths
4,352 sqft
7421 Quaker Neck Rd,
Bozman, MD 21612
Benson & Mangold, LLC
3D VIEW
31 ACRES
$6,250,000
5 Beds
5.5 Baths
7,287 sqft
9170 Hunting Creek Ln,
Easton, MD 21601
TTR Sotheby's International Realty
22.14 ACRES
$6,495,000
4 Beds
4 Baths
6,731 sqft
24679 Deep Neck Rd,
Royal Oak, MD 21662
Benson & Mangold, LLC
3D VIEW
6.25 ACRES
$4,395,000
4 Beds
5.5 Baths
5,062 sqft
27029 Miles River Rd,
Easton, MD 21601
Benson & Mangold, LLC
$1,195,000
5 Beds
5.5 Baths
3,574 sqft
110 N Morris St,
Oxford, MD 21654
Benson & Mangold, LLC
1.38 ACRES
$479,000
3 Beds
2 Baths
1,761 sqft
8000 Bozman Neavitt Rd,
Bozman, MD 21612
Benson & Mangold, LLC

21663 Real Estate Trends

Learn about the 21663 housing market through trends and averages.

Affordability
Home Value

Affordability of Living in 21663

The median home value is $736,279

Month	Median home value
July 2025	$723k
August 2025	$725k
September 2025	$727k
October 2025	$730k
November 2025	$733k
December 2025	$734k
January 2026	$735k
February 2026	$735k
March 2026	$736k
April 2026	$736k
May 2026	$736k
June 2026	$736k

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Trends and affordability stats are provided by third party data sources.

Average Home Value in 21663, by Home Size

Home Size	Home Value*
2 bedrooms (See homes)	$399,871
3 bedrooms (See homes)	$687,703
4 bedrooms (See homes)	$1,176,135

*Home value over the past month

Listing information is deemed reliable, but not guaranteed.

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Real Estate & Homes For Sale in 21663

40 homes

We found 30 more homes matching your filters just outside 21663

21663 Real Estate Trends

Affordability of Living in 21663

Average Home Value in 21663, by Home Size

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