Callaway, MD Real Estate Listings

9 real estate listings match this search criteria near Callaway.

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Active
7 photos
$250,000
2 bd, 2 ba, 924 Sq Ft
20275 Jackson RoadCallaway, MD 20620#MDSM2031986
Manufactured Home
Active
69 photos
$1,050,000
5,939 Sq Ft
20098 Piney Point RoadCallaway, MD 20620#MDSM2032628
Mixed Use
Active
2 photos
$325,000
3 bd, 1 ba, 1,040 Sq Ft
44911 Buck Redman RoadCallaway, MD 20620#MDSM2031270
Single Family Residence
Active
73 photos
$1,050,000
3 bd, 2.5 ba, 5,939 Sq Ft
20098 Piney Point RoadCallaway, MD 20620#MDSM2030814
Single Family Residence
Active
2 photos
$85,000
$56,667/acre
1.5 acres, Zoned RESIDENTIAL
Piney Point RoadCallaway, MD 20620#MDSM2028540
Land
Active
6 photos
$275,000
$482,456/acre
0.57 acres, Zoned CMX
20225 Point Lookout RoadGreat Mills, MD 20634#MDSM2025616
Land
Active
28 photos
$450,000
4 bd, 3 ba, 2,604 Sq Ft
20410 Chingville RoadLeonardtown, MD 20650#MDSM2033190
Single Family Residence
Active
$177,000
$44,140/acre
4.01 acres, Zoned RPD
45168 Irvings PlaceCallaway, MD 20620#MDSM2033204
Land
Active
24 photos
$675,000
3 bd, 3.5 ba, 2,600 Sq Ft
20598 Point Lookout RoadGreat Mills, MD 20636#MDSM2034222
Single Family Residence

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 in which EXIT Realty participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and 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 this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright ©2026 Bright MLS. All rights reserved.

9 real estate listings match this search criteria near Callaway.

Sort:

Active
7 photos
$250,000
2 bd, 2 ba, 924 Sq Ft
20275 Jackson RoadCallaway, MD 20620#MDSM2031986
Manufactured Home
Active
69 photos
$1,050,000
5,939 Sq Ft
20098 Piney Point RoadCallaway, MD 20620#MDSM2032628
Mixed Use
Active
2 photos
$325,000
3 bd, 1 ba, 1,040 Sq Ft
44911 Buck Redman RoadCallaway, MD 20620#MDSM2031270
Single Family Residence
Active
73 photos
$1,050,000
3 bd, 2.5 ba, 5,939 Sq Ft
20098 Piney Point RoadCallaway, MD 20620#MDSM2030814
Single Family Residence
Active
2 photos
$85,000
$56,667/acre
1.5 acres, Zoned RESIDENTIAL
Piney Point RoadCallaway, MD 20620#MDSM2028540
Land
Active
6 photos
$275,000
$482,456/acre
0.57 acres, Zoned CMX
20225 Point Lookout RoadGreat Mills, MD 20634#MDSM2025616
Land
Active
28 photos
$450,000
4 bd, 3 ba, 2,604 Sq Ft
20410 Chingville RoadLeonardtown, MD 20650#MDSM2033190
Single Family Residence
Active
$177,000
$44,140/acre
4.01 acres, Zoned RPD
45168 Irvings PlaceCallaway, MD 20620#MDSM2033204
Land
Active
24 photos
$675,000
3 bd, 3.5 ba, 2,600 Sq Ft
20598 Point Lookout RoadGreat Mills, MD 20636#MDSM2034222
Single Family Residence

Market Overview — Callaway, MD

Showing Callaway, MD

Property type

ResidentialCommercial

Transaction

For SaleFor Lease

Area Average

Median over the active for-sale listings

$325,000
Median Listing Price: 134
Median Days on EXIT Realty: 1,588
Median Sq Ft: $184
Median Price per Sq Ft

Compare

Compare Callaway, MD to another area

Median price, days on market and size comparison by area
Area	Median Listing Price	Median Days on EXIT Realty	Median Sq Ft	Median Price per Sq Ft	Actions
Callaway, MD	$325,000	134	1,588	$184

Market Composition

What's on the market

45%Residential5 active
18%Commercial Lease2 active
18%Land2 active
9%Commercial1 active
9%For Lease1 active

Active listings by price

$200K-$400K60% · 3
$400K-$600K20% · 1
Over $1M20% · 1

Median Price Trend

Sep 2026: $499,000 -22.2%Oct 2026: $388,000

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Nearby Schools

Elementary 10

Piney Point Elementary School
Great Mills, MD · 1.3 mi away
Chesapeake Public Charter School
Lexington Park, MD · 1.4 mi away
George Washington Carver Elementary School
Lexington Park, MD · 2.2 mi away
Bay Montessori School
Lexington Park, MD · 3.2 mi away
Greenview Knolls Elementary School
Great Mills, MD · 3.2 mi away
Lexington Park Elementary School
Lexington Park, MD · 3.6 mi away
Park Hall Elementary School
Lexington Park, MD · 3.7 mi away
Town Creek Elementary School
Lexington Park, MD · 4.7 mi away
Piney Point Elementary School
Tall Timbers, MD · 5.0 mi away
Evergreen Elementary School
California, MD · 5.1 mi away

Secondary 7

Little Flower School
Great Mills, MD · 0.6 mi away
Great Mills High School
Lexington Park, MD · 1.8 mi away
Esperanza Middle School
Lexington Park, MD · 4.1 mi away
Starmaker School
California, MD · 5.1 mi away
Leonardtown High School
Leonardtown, MD · 5.5 mi away
Dr. James A. Forrest Career and Technology Center
Leonardtown, MD · 5.6 mi away
St Mary's Ryken High School
Leonardtown, MD · 6.6 mi away

Other schools 3

The King's Christian Academy
Callaway, MD · 0.2 mi away
Carver School
Lexington Park, MD · 4.6 mi away
Piedmont Flight Center
California, MD · 5.5 mi away

Callaway, MD Real Estate Listings

Callaway, MD Real Estate Listings

20275 Jackson RoadCallaway, MD 20620#MDSM2031986

20098 Piney Point RoadCallaway, MD 20620#MDSM2032628

44911 Buck Redman RoadCallaway, MD 20620#MDSM2031270

20098 Piney Point RoadCallaway, MD 20620#MDSM2030814

Piney Point RoadCallaway, MD 20620#MDSM2028540

20225 Point Lookout RoadGreat Mills, MD 20634#MDSM2025616

20410 Chingville RoadLeonardtown, MD 20650#MDSM2033190

45168 Irvings PlaceCallaway, MD 20620#MDSM2033204

20598 Point Lookout RoadGreat Mills, MD 20636#MDSM2034222

20275 Jackson RoadCallaway, MD 20620#MDSM2031986

20098 Piney Point RoadCallaway, MD 20620#MDSM2032628

44911 Buck Redman RoadCallaway, MD 20620#MDSM2031270

20098 Piney Point RoadCallaway, MD 20620#MDSM2030814

Piney Point RoadCallaway, MD 20620#MDSM2028540

20225 Point Lookout RoadGreat Mills, MD 20634#MDSM2025616

20410 Chingville RoadLeonardtown, MD 20650#MDSM2033190

45168 Irvings PlaceCallaway, MD 20620#MDSM2033204

20598 Point Lookout RoadGreat Mills, MD 20636#MDSM2034222

Market Overview — Callaway, MD

Area Average

Compare

Market Composition

What's on the market

Active listings by price

Median Price Trend

Nearby Schools

Elementary 10

Secondary 7

Other schools 3