diff --git a/security/wolfssh/Makefile b/security/wolfssh/Makefile
index 67c0e6e614f8..9b906fa92cf2 100644
--- a/security/wolfssh/Makefile
+++ b/security/wolfssh/Makefile
@@ -1,37 +1,37 @@
 PORTNAME=	wolfssh
-PORTVERSION=	1.4.22
+PORTVERSION=	1.5.0
 CATEGORIES=	security
 MASTER_SITES=	https://www.wolfssl.com/
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Lightweight SSH Library
 WWW=		https://www.wolfssl.com/products/wolfssh/ \
 		https://github.com/wolfSSL/wolfssh
 
 LICENSE=	GPLv3
 
 LIB_DEPENDS=	libwolfssl.so:security/wolfssl
 TEST_DEPENDS=	bash:shells/bash
 
 USES=		libtool localbase shebangfix
 
 CONFIGURE_ARGS=	--disable-smallstack \
 		--enable-agent \
 		--enable-certs \
 		--enable-examples \
 		--enable-fwd \
 		--enable-keygen \
 		--enable-scp \
 		--enable-sftp \
 		--enable-shared=yes \
 		--enable-shell \
 		--enable-static=yes \
 		--enable-term
 GNU_CONFIGURE=	yes
 INSTALL_TARGET=	install-strip
 TEST_TARGET=	check
 USE_LDCONFIG=	yes
 
 SHEBANG_FILES=	scripts/get-put.test
 
 .include <bsd.port.mk>
diff --git a/security/wolfssh/distinfo b/security/wolfssh/distinfo
index 6f81a7432dd9..a68b753c08e2 100644
--- a/security/wolfssh/distinfo
+++ b/security/wolfssh/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1768625595
-SHA256 (wolfssh-1.4.22.tar.gz) = f4b7c0ed00d53e60f5cfd699952bdcbdab3a467cd7d9f7b82629ea4dec609e08
-SIZE (wolfssh-1.4.22.tar.gz) = 1041201
+TIMESTAMP = 1776780816
+SHA256 (wolfssh-1.5.0.tar.gz) = 59ca7fd72dbfb5ecb943c792c6ee27cdb214fb66331f8947c575e5f20c1890b3
+SIZE (wolfssh-1.5.0.tar.gz) = 1092077
diff --git a/security/wolfssh/pkg-plist b/security/wolfssh/pkg-plist
index c3d4de14ad45..fc2f14c1c893 100644
--- a/security/wolfssh/pkg-plist
+++ b/security/wolfssh/pkg-plist
@@ -1,20 +1,20 @@
 bin/wolfssh-config
 include/wolfssh/agent.h
 include/wolfssh/certman.h
 include/wolfssh/certs_test.h
 include/wolfssh/error.h
 include/wolfssh/keygen.h
 include/wolfssh/log.h
 include/wolfssh/misc.h
 include/wolfssh/port.h
 include/wolfssh/settings.h
 include/wolfssh/ssh.h
 include/wolfssh/test.h
 include/wolfssh/version.h
 include/wolfssh/visibility.h
 include/wolfssh/wolfscp.h
 include/wolfssh/wolfsftp.h
 lib/libwolfssh.a
 lib/libwolfssh.so
 lib/libwolfssh.so.18
-lib/libwolfssh.so.18.1.0
+lib/libwolfssh.so.18.2.0